1248 lines
75 KiB
Plaintext
1248 lines
75 KiB
Plaintext
COSTUMED CAPERS
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Part 1 of 5
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The full length mirror reflected the image of a young
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girl dressed in a frilly pink party dress with white lace
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trimming the bodice. Smooth bare shoulders were caressed by
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the long strawberry blond hair and firm breasts pressed into
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the fragile fabric. A white satin ribbon circled the waist
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below the darts of the dress just above the flare of the
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somewhat short skirt held outward by six layers of crinoline
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petticoats. The legs were smooth, pale, long and slender and
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the feet were small and adorned by little white lace ankle
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socks and black patent leather shoes with one inch heals. The
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face was beautiful with bright blue eyes and a slender nose
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and perfect teeth. The hair cascaded over the thin shoulders
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from just behind the white ribbon which held it back from the
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face where the pouting lips were coated with a pink lipstick
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matching the dress. Jimmy could stand it no longer and
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gently reached under the skirt and slowly inserted his
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trembling fingers under the waistband of the smooth nylon
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panties. As his fingers traveled downward they passed over
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hairless skin as smooth as a baby's and finally traced over
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his rapidly growing cock! He stroked his small member and
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smooth balls as he looked at the lovely vision in the mirror
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and dreamed of someone else's fingers manipulating the center
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of his sex. "Aghaa..., Aghaa!" He cried as each touch of the
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small hand sent shockwaves throughout his body, his hips moved
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in synchronization with his hand and at last his body con-
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vulsed. "Oh, oh, god!" he groaned as his juice soiled the
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inside of the wonderful panties and covered his hand.
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The sixteen year old collapsed on the floor in front of
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the mirror with exhaustion from this powerful climax and was
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sprawled out with his hand still in his panties when he fell
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asleep. The sound of keys in a lock and voices echoed in the
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large room under the stage as Jimmy awoke in a daze. The
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click of heels on the hard cement floor approaching drove his
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mind to a state of full alert and a realization of where he
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was and how he was dressed. "Oh shit!" he breathed to himself
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as he scrambled from the floor and looked for a place to hide;
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there was a cubby-hole behind the massive wardrobes and he
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quickly forced his body into it and out of sight, just as the
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door opened.
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"Somebody left the light on again," said one of the
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voices as what sounded like three or four of the costume
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committee entered the room. "Yeah, I'm sure glad it was us
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who found it and not Miss Hall," answered another, "She gets
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mad when we don't put things away or leave the lights on."
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The girls moved about the room, putting things away and re-
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arranging some of the costumes for about 45 minutes, while
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Jimmy listened from his hideout and tried not to breath, less
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he make a sound. "Hey, Suzie put some boy's costumes in here
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again, damn it, when will she ever learn that they go in the
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other room!" "Well she's only a dumb freshman; just gather
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them up and take them over to the other room and I'll clean
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them tomorrow," came a reply. "Well, that's all we have to do
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in here," said a voice, "Let's lockup and get to class before
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we're late again." Following, mumbled assents from the
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others, the footsteps headed towards the other end of the room
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and the only door in or out of the storage space. The lights
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were turned off and Jimmy heard the door close with a bang as
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the lock mechanism set.
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"God! that was close," he said to himself as he once
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again allowed himself to take a breath. The room was as dark
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as a cave with the only light being provided by a small exit
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sign above the door at the far end. Slowly Jimmy worked his
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way out of his hiding place, carefully listening for any sound
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that the girls might be coming back and slowly felt his way
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towards the door. The petticoats rustled as he moved and his
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heels clicked on the cement floor as he inched his was through
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the many racks of clothing between him and the door. When he
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finally reached it, it took several attempts before he found
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the light switch and when the lights came on they almost
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blinded him. "I've got to get out of here!" he said to
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himself, "That was too fucking close!" Immediately, he walked
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back to the other end of the room where he had left his
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clothes, unzipping the dress as he walked. As his eyes
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scanned the area, he suddenly stopped dead in his tracks. "Oh
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shit!" he exclaimed as he realized his clothes were missing.
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"They took MY CLOTHES," he said, remembering the discussion of
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the "boy's costume" the girls had removed. Jimmy was is
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shock, his pants had contained his keys both for school and
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home, as well as his car, and his billfold containing his
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school ID and driver's license. "What if they find my
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billfold?" he thought and before he could answer his own
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question, "They locked them up in the other room, How am I
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going to get home? What am I going to WEAR? How will I get
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in the house? They've got my keys!" The rapid fire realiza-
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tion of his situation was more than he could take and as his
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body shook with fear, tears began running down his trembling
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cheeks as his body shuttered.
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Jimmy sat for quite a while before he decided that his
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only option was to wear SOMETHING from the costume room and
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make his way home (almost 5 miles) on foot. He would then
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have to figure out a way to get into the house, change
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clothes, get his extra car keys, return and get his car;
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hopefully before his parents got home. Looking around the
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room, 90% of the clothing was clearly unsuitable, either due
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to size or type. Much of the costume clothing fell into the
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categories of "period" or was to depict medieval, oriental,
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1950's or other "non-street" clothing. As he quickly went
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through rack after rack of clothing, not one pair of pants of
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any type could be found, only dresses, skirts, blouses, gowns
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and "special" costumes. It quickly became apparent that he
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would have to leave the school dressed as a girl! Shortly
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thereafter, he found a school uniform which appeared to be
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from the private school about 2 miles down the road from his
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public high school. It consisted of a white long sleeve
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cotton blouse with lace collar and cuffs and a green and black
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plaid jumper style skirt. Jimmy had seen many girls from the
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private school wearing this outfit and knew what accessories
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he needed. Digging through storage drawers he soon found a
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pair of white pantyhose, a black purse and a pair of black
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patent leather "mary-jane" style flats. Stripping, he tried
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on the blouse and immediately took it back off when he
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discovered his nipples were visible through the thin cotton
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fabric, then searched some more drawers until he found a bra
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with small cups and a white camisole with matching half-slip.
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Jimmy had trouble hooking the bra behind him so he hooked
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it in front then turned it around and put his arms through the
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shoulder straps as he pulled it up his body. To his surprise,
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the padded bra actually made it look as though he had breasts!
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Next came the camisole and slip followed by the pantyhose.
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Jimmy struggled for at least 20 minutes trying to get the
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pantyhose on and pulled so that the crotch was were it was
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supposed to be. Again he tried the white blouse and this time
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only the lines of normal girl's underclothing was visible
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through the fabric. Next came the jumper and last the shoes
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which felt very light compared to the weight of his normal
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boy's shoes.
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This time when he looked in the mirror, Jimmy saw a
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beautiful young school girl and other than a few touch-ups of
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makeup, knew that he could pass in public as a girl if he was
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careful and avoided people he knew. With the long wig and
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girl's clothes, he looked more like his older sister than
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himself and thought he just might be able to get out of this
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alright. Retying the ribbon in his hair to form a ponytail,
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Jimmy then searched the cosmetic drawers until he found a
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light red lipstick to replace the pink and some rouge which he
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lightly applied to his cheeks to give them a soft rosy glow.
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He also found a couple of nail files which he dropped in the
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purse along with a handkerchief and the cosmetics he had used,
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thinking they might be useful in breaking into his parents
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house. Moving to the door, he pressed his ear against it
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listening for any indication of someone in the hallway
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outside, hearing none, he took a deep breath, opened the door,
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turned off the light, and after closing the door dashed up the
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stairs and out the fire escape door behind the stage. He was
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now outside, with no way to go back or change his mind. He
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had to make it home!
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Fortunately for him the emergency exit door let him out
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on a side of the building with no windows, and he immediately
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crossed the open grass to the area of the maintenance build-
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ing. Looking over the window ledge into the office of the
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maintenance building he could see that it was 1:30 p.m. so he
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had plenty of time to make it home and back before his parents
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got home at 6:00. Staying below the windows, he moved along
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the building and then darted behind the parked school buses,
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crossing through some evergreens along the edge of the parking
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lot and onto the right-of-way for the railroad tracks which
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passed behind the school and headed towards the housing
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development where he lived. Jimmy moved quickly along the
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tracks staying on the far side of the railroad grade so that
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he would not be visible from the school. Soon he was at a
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point where he could no longer see the school building and
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slowed his pace as he continued to walk towards home, still 4
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miles ahead.
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The tracks curved away from the road on which his school
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was located and before long he entered a section where it was
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wooded on both sides of the tracks. Jimmy almost skipped as
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he passed through this area, elated at his good luck in
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escaping the school undetected. He was so happy, he didn't
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notice his surroundings until suddenly a boy appeared on the
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tracks ahead of him only 20 feet away. Jimmy stopped and
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noticed the boy was standing astride the center of the tracks
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with hands on hips, feet wide and a big grin on his face.
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From his dress, Jimmy knew he was a student at the private
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school and suddenly he began to feel very uneasy about the
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smirking grin and penetrating look the boy was giving him. He
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turned to run, but immediately stopped again, because as he
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wheeled around he was confronted by three more boys behind
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him! All four boys were bigger than he was and he was
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surrounded.
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"Well, well, what DO we have here," said one of the boys.
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"Must be a new girl," observed another, "I've never seen her
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before...kind of cute though!" "Cute my ass, SHE's GORGEOUS!"
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said a third who was the biggest of the lot, standing about 6-
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5 and huge, well over 225 pounds. "Hi... Hi guys," Jimmy
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studdered, "I, I see you skipped out of school too." Jimmy
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offered with a grin, hoping humor might get him out of this
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situation. "What's your name?" came the question from behind
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him, from the original boy who looked to be about 5-10 and
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slim built. "Ji.., Jenny," Jimmy replied as sweat suddenly
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formed on his forehead and his mouth became very dry. "Jenny,
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uh, pretty name for a pretty girl, I'd say, by the way, my
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name's Bob," said the giant. "That's Joe, and he's Eddie, and
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the guy behind you is Tom," Bob said as he smiled down at
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Jimmy. "We couldn't take any more, so we decided to take the
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afternoon off," Bob offered, "How about you?" "I... I felt
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sick," Jimmy said as his mind raced trying to think of
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something the boys would buy as a plausible excuse, "so... so
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they let me go home to ... to rest," he finished. The boys
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were now tightly surrounding him and there was no possible
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escape without their consent Jimmy realized, so he hoped he
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could still talk his way out without them finding out he was
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a boy. Because IF they found out, he knew he was DEAD MEAT!
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Suddenly Tom's hand was on Jimmy's shoulder from behind and
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Jimmy froze in panic. The boys made small talk giving each
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other sideways glances and smirks which Jimmy recognized as
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pure SEX signals concerning their trapped quarry. Meanwhile,
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Tom's hand was stroking Jimmy's shoulder and upper arm while
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Jimmy noted that Joe and Eddie had moved to either side of him
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and Joe was pressing his crotch against the back of Jimmy's
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left hand. Joe was now towering in front of the frail 5-5 boy
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and looking down with a grin said, "Well now Jenny, we think
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we like you, but we would sure like you a lot more if you
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might help us out a little."
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"What... What do you mean?" Jimmy stammered, knowing
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exactly what they had in mind, but hoping he was wrong. "You
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know, little cutie," Bob said as he traced Jimmy's jaw line
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with his fingertip, "we got to get a little sex every now and
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then or us boys go crazy." "But... But, I'm sick," cried
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Jimmy hoping they still might let him go, "I... I'm having my
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period and I've, I've got real bad cramps," he offered,
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praying they would buy it. To his shock, Jimmy felt Tom's
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hand on his ass, massaging the cheeks like he was kneading
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dough or something and made mental note to make sure they
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stayed on the back side! Without warning, Joe bent forward
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and kissed Jimmy on the lips forcing his tongue deep into
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Jimmy's mouth as he held him by the shoulders. "What I have
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in mind," said Joe after breaking off the kiss, "won't be
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affected by you period baby." "But, I've got the flu or
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something too," cried Jimmy hoping to avoid any more kisses or
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god forbid other oral activities. "I don't want to make you
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guys sick." "Well how about a hand-job?" Eddie suggested and
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before Jimmy could reply, Jimmy heard the sound of four
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zippers opening in unison. Tom was now pressing tightly
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against Jimmy's back and he could feel the press of a hard
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cock right in the crack of his ass, while the boy moved it up
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and down against the fabric of his jumper. "Ok, Ok but give
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me some room, and, and no touching me while I do it, UNDER-
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STOOD!" taking an assertive approach in hopes that would
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prevent discovery since they were going to get relief. "OK,
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You got it baby, Oh yeah" were the replies and immediately Joe
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and Tom backed up to give her room.
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Eddie and Bob were now on his left and right and Jimmy
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took a deep breath before looking down towards the hard-ons he
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knew were at his sides since he could feel them against the
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backs of his hands. While looking at Bob, he moved his right
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hand to encircle Eddie's cock and found it to be relatively
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small but very hard and twitching with anticipation. He
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slowly pulled Eddie's manhood gripping tightly then reached
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underneath and rolled the boy's balls between his fingers,
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which drew a loud moan from the boy. Meanwhile he looked down
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at Bob's member and was amazed at the size of it; IT WAS HUGE!
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Like it's owner, it was above average in size, a good 10 or 11
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inches long and 2 1/2 - 3 inches in diameter. Jimmy had never
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seen a cock this big and was now eager to explore it and the
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giant balls hanging below it. While he stroked Eddie, he
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gently poked and prodded Bob's groin, marveling at the smooth,
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silky skin and firmness of the huge dick in his hand. Bob
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just smiled and murmured encouragement. Soon Jimmy was
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working both cocks, stroking back and forth with all his
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strength. After about 15 strokes, Eddie came hard, spraying
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cum all or Jimmy's skirt. He was quickly replaced by Tom who
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forced his eager cock into Jimmy's hand and started thrusting
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his hips back and forth through the warm hand. Bob also
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thrust at Jimmy's hand, but his strokes were long and slow,
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savoring every stroke. Bob finally came and Jimmy could not
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believe the amount of cum sprayed from the giant cock.
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Immediately, Joe's average sized cock filled his left hand and
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like Tom he quickly pumped back and forth, too far gone to
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wait very long for a climax. Ten strokes later both boys came
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and Jimmy's skirt was now covered with white sticky cum. The
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boys were all smiles, and to his surprise, none objected when
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he said he really had to get home and lay down, due to the
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cramps he was suffering. All four gave him light kisses on
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the cheek and either pats on the ass or shoulder as they let
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the beautiful new girl go on her way.
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COSTUMED CAPERS
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Part 2 of 5
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When he was a good mile further down the tracks, Jimmy
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stopped and sat in the grass. "God! that was close," he said
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to himself and suddenly his body started shaking with the
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built up tension and realization of what could have happened
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back there. After a while he finally got his body back under
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control and after taking several slow, deep breaths, got back
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up and continued towards home. The balance of this trip was
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uneventful until he reached near the house and passed several
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neighborhood women out for a walk who knew him. Neither,
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however recognized him in his school girl persona, but both
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turned and visually followed him down the block, so he had to
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circle around the corner before returning to his house through
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the alley.
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Approaching his parent's house from the back, he careful-
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ly checked each window, looking for one left unlocked. He
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didn't even try the doors, knowing them to be steel security
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doors with double cylinder dead-bolt locks. After checking
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his own room, the kitchen, dining room, and bathroom he was
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getting worried, all were closed and locked. The only room
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left on the "protected" side of the house was his older
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sister's bedroom. "Thank God!" he thought, as he saw the
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window lock was turned in the unlocked position, but the
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window was about 7 feet from the ground. Getting one of the
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trash cans from the side of the house and turning it upside
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down, Jimmy reached the window and removed the screen, the
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after opening the window climbed into Kathleen's room. His
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skirt caught on the window ledge as he passed through the
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opening and he heard a tearing sound as the buttons on the
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left side of the jumper tore loose. Jimmy leaned back against
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the wall once inside and sat for a couple of minutes as he
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finally let the tension of the ordeal of going home dressed as
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a girl pass from his mind and body. When he felt up to it
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he got up and immediately stripped off the girl's clothing
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right there in his sister's room, balled it up and walking
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nude through the house went to his own room where he again
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dressed in his own clothing. Looking at the ball of clothing
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on his bed, he decided he would need to hide it until he could
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get it back to it's place in the costume room and then put it
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in the bottom of his cedar chest. Retrieving his spare keys,
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Jimmy locked his sister's window, replaced the screen and
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returned to school on foot. As he walked back, Jimmy avoided
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the woods along the railroad tracks, not wanting to take the
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chance of running into the boys again and them recognizing him
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as the "girl" who jacked them off earlier. He got back to the
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school just as classes were ending for the day and the parking
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lot was full of students leaving for home.
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Since his school keys were on the same ring as his car
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keys he knew he would have to get someone else's in order to
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get into the boy's costume room and retrieve his clothing,
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including this billfold and keys. The stage area was empty so
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he went to Miss Hall's office the theater instructor. (knock,
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knock) "Uh...Miss Hall, could I bother you a minute?" said the
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boy to the pretty young teacher. Miss hall was just out of
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college, only 24 years old and a tall woman with long brown
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hair and a body which Jimmy frequently included in his sex
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dreams. "Oh, Hi Jimmy, here kind of late aren't you?"
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"Well... yes, you see I was, was fixing some sound wiring,
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down, down on the stage and had to go through the boy's
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costume room, and, and, accidently let the door close behind
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me, and, and, locked my keys in the storage room. Could,
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could I borrow your key, so, so I can get mine out?" the boy
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said almost trembling with fear that she might either refuse
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him or insist on accompanying him to the room. "Locked
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yourself out, did you... well I guess we all make a mistake
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every once and a while." said the pretty woman as she gave him
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a grin, "Sure Jimmy, here you go, but please make it fast, I
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have to leave as soon as possible." "I'll run down and back,
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shouldn't take anytime at all," he eagerly replied as he took
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the key from her hand and bolted for the door.
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True to his word, Jimmy ran to the costume room and after
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inside quickly searched for his clothes. The clothes were in
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the laundry bin, "Good!" he thought, he wasn't worried about
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the clothes, just the wallet and keys. But when he checked
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the pockets of the pants, EVERY POCKET WAS EMPTY! "OH NO!" he
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cried, leaving the door unlocked he returned Miss Hall's key
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to her then again went to the costume room and searched every
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drawer, bin and cabinet in the room searching for his belong-
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ings. Finally, he came to the realization that one or more of
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the girls must have checked the pants and found his wallet,
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money and keys, But Who? Even more important, how was he
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going to explain all his clothes and belongings being in the
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other storage room. Maybe he could say he was wearing a work-
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type jumpsuit, because he didn't want to get his own clothes
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dirty and had accidently locked himself out of the room?
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Maybe, ... With nothing more he could do, Jimmy locked the
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room and went home.
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The next day, Jimmy returned to the boy's costume room to
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make a second search, having left the door closed but un-
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locked. He searched every nook and cranny in the room but to
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no avail. As he was getting ready to leave, he heard voices
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coming down the hallway, it sounded like the girls from the
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previous day. As he was frozen by the door trying to make up
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his mind as to what to do, suddenly it opened and he was face
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to face with Jane, the chairperson of the costume committee.
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"Well, well, if it isn't Jimmy," she said "Looking for
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something are we?"
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"No, no just finishing up fixing the sound wiring that I
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started yesterday," Jimmy quickly replied.
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"So you are the one who left the lights on."
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"I didn't know I had, but maybe I did."
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"Did you loose something else?"
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"Not that I know of."
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Jane had advance toward Jimmy throughout this conversa-
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tion and he had unconsciously backed further into the room.
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Three girls now stood between him and the door. Jane was a
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senior and VERY big in comparison to Jimmy, standing almost 5-
|
|
10 and EVERYTHING about her was proportional to that towering
|
|
height. The other two girls were Samantha (Sam) and Susan the
|
|
freshman, who the girls had blamed for leaving the boy's
|
|
clothing in the girls costume room. Sam and Suzie were about
|
|
the same size as Jimmy one being 5-5 and the other 5-6 and
|
|
about equaled his 120 pound weight.
|
|
"I don't think that's why your here at all." Jane
|
|
observed as she stood toe-to-toe with him and looked down at
|
|
him. "I think your looking for THIS!" and she held his
|
|
billfold directly in front of his eyes.
|
|
"Or maybe THESE!" said Sam and dangled his keys about a
|
|
foot away.
|
|
Jimmy had continued backing as the girls closed in on him
|
|
and was now standing with his back to one of the wardrobe
|
|
cabinets surrounded by the three girls. Jane threw the wallet
|
|
to Susan and extended her arms placing the hands on the
|
|
cabinet so that Jimmy was now trapped between them.
|
|
"Your a liar Jimmy," she calmly said, "We know you were
|
|
down here yesterday and that you left ALL of your clothing in
|
|
the girls costume room, because we found it there and the
|
|
proof is your keys and billfold."
|
|
"We even blamed Susan for putting the clothing in the
|
|
wrong room!" said Sam, "Until we found evidence of the owner."
|
|
"Now maybe you'd like to try explaining WHY we found your
|
|
clothing in the other room Jimmy?" said the amazon towering
|
|
over him.
|
|
"I, I took them off and put on a jumpsuit, so, so I
|
|
wouldn't get them dirty while I worked," he stammered.
|
|
Jane glared down at him, "You know, I just MIGHT buy that
|
|
Jimmy, except for one little thing. YOUR UNDERWEAR! I just
|
|
don't see why you would take THEM off if you were wearing a
|
|
jumpsuit."
|
|
Jimmy was now trembling and knew they had him. There was
|
|
no way he could explain taking off his underwear and leaving
|
|
it in the other room and they knew it. "I... I..."
|
|
"I think you were doing something ELSE down here Jimmy,
|
|
and I think you better tell us right now or we'll just have to
|
|
take our evidence to Miss Hall and let you explain it to her!"
|
|
Jane said in a stern voice.
|
|
Jimmy stuttered and stammered but couldn't get his mind
|
|
to come out with the real reason, he turned beet red and was
|
|
now noticeably shaking in front of the girls.
|
|
"You know what I think Jimmy, I think you were down here
|
|
either jacking-off or wearing girls costumes or both!"
|
|
"No! No, I... I..." he tried to reply.
|
|
"Well girls I guess we'll just have to tell Miss Hall
|
|
about this little pervert," said Jane.
|
|
"Uh, Uh... PLEASE DON'T," Jimmy stammered, "I'll do
|
|
whatever you want!" he offered.
|
|
"But JIMMY! Why should we believe you, you've already
|
|
lied to us twice and STILL haven't told us the TRUTH!"
|
|
"I... I..." Jimmy tried to reply.
|
|
"Jane, Jimmy seems to be having trouble verbalizing what
|
|
he did, maybe we should have him SHOW us." Samantha suggested.
|
|
This brought smiles to the faces of all three girls,
|
|
without a further word, Jane grabbed Jimmy's arms and pulled
|
|
him towards the door, where Suzie was waiting with the door
|
|
open and then forced him into the other costume room. One
|
|
inside, the door was closed and locked using the double keyed
|
|
core and Jimmy was now trapped with NO escape possible without
|
|
a key.
|
|
"I... I CAN"T!" cried Jimmy, who now had tears flowing
|
|
down both cheeks and was shaking with fear. Susan was
|
|
standing with her back leaning on the door and a wide smile on
|
|
her face; Jane and Sam flanked him to either side and also
|
|
were grinning.
|
|
"Oh but you CAN!" said Jane, "And you WILL! Or we will
|
|
just take this little party right up to Miss Hall's Office."
|
|
"NOW STRIP YOU LITTLE PERVERT! OR WE'LL DO IT FOR YOU."
|
|
Jimmy knew his only choice was to plead to Miss Hall and
|
|
hope he wasn't expelled, then live with the shame OR do what
|
|
the girls wanted. "Will you promise not to tell anyone?"
|
|
Jimmy asked in a whisper.
|
|
"We're not promising ANYTHING," replied Jane, "but if you
|
|
give us a good little show, we just MIGHT not tell."
|
|
Jimmy figured this was about the best he was going to
|
|
get, so he quickly stripped off his shirt and kicked off his
|
|
shoes, then scanned the smiling faces of the girls who had now
|
|
seated themselves for a show. Again turning red, he unbuckled
|
|
his belt and dropped his pants leaving him in only his
|
|
underwear and socks. Taking a deep breath, he removed his
|
|
socks and then turned his back to the girls and removed the
|
|
underwear. He now stood completely naked in front of three
|
|
girls his own age whom he had wanted to screw.
|
|
"Very GOOD," said Jane, "Now do EXACTLY what you did
|
|
yesterday, and If you don't, we'll be able to tell by your
|
|
body language. And if we see you are not doing it, we'll just
|
|
have to spank you then take you to Miss Hall!"
|
|
Jimmy dug out all the clothing he had worn the previous
|
|
day and proceeded to dress himself as before. The girls
|
|
watched in silence as he put on a pair of white nylon panties
|
|
and a camisole, then the little ankle socks, patent leather
|
|
shoes, crinoline petticoats, and the frilly pink party dress.
|
|
He then sat at a makeup table and applied foundation to his
|
|
face, followed by mascara, a light rouge to his cheeks and the
|
|
pink lipstick to his lips. Silently, Jimmy then dug out
|
|
another wig, since the one he had been wearing yesterday was
|
|
at his house, and arranged the long blonde hair about his
|
|
shoulders. The girls watched in amazement at the transfor-
|
|
mation taking place before them. The sixteen year old boy
|
|
quickly became a VERY pretty 12-13 year old girl dressed for
|
|
a party. When Jimmy was done, he rose and without looking at
|
|
the girls (which would surely cause him to lose his nerve)
|
|
proceeded to the full length mirror and again looked at the
|
|
lovely creature staring back from the glass. Jimmy blocked
|
|
everything except this vision from his mind and was soon again
|
|
reaching under the skirt and again stroking his cock, totally
|
|
oblivious to the fact that three girls were watching him.
|
|
This time when he came however, it was to the cheers and
|
|
applause of the girls who hooted and giggled and laughed in
|
|
their joy. Jimmy collapsed to a sitting position on the floor
|
|
in exhaustion and relief from the sexual tension. He had DONE
|
|
it, now maybe they would let him go.
|
|
When he opened his eyes, Jimmy saw the girls now sur-
|
|
rounded him and were closely looking at his makeup and attire.
|
|
All were smiling and soon, six hands were roaming over him
|
|
checking the texture of the clothing and how well it fit him.
|
|
One hand however, was moving upward from his right knee along
|
|
the inside of his thigh, stroking the smooth flesh, Jimmy
|
|
wanted to object, but the hand felt so good, he couldn't bring
|
|
himself to speak. He hand moved under the skirt and worked
|
|
it's way along his thigh until it found it's way into his
|
|
panties and gently worked on his cock. The hand moved down
|
|
and the fingers rolled his balls between them then returned to
|
|
his cock and continued stroking until he was again hard.
|
|
Jimmy had closed his eyes when he felt the hand, knowing he
|
|
could not stop them anyway, but not knowing WHO's hand it was.
|
|
The hand continued and he could hear the crinoline petticoats
|
|
being moved out of the way and felt the cool air brush across
|
|
his now fully exposed crotch. He laid back and let the hands
|
|
do as they would to his body. In his excited state, it didn't
|
|
take long before Jimmy again climaxed, his cum spurting up and
|
|
soaking the hand working his cock.
|
|
"Open your mouth," said Jane in a raspy whisper, and when
|
|
he did, fingers soaked with his cum were inserted. "Lick them
|
|
clean." was all she said, and Jimmy complied, marveling at the
|
|
taste of his own juice. Without a word being said, the girls
|
|
got up and left the room, leaving Jimmy still dressed as a
|
|
girl on the floor, with his panties down around his knees and
|
|
his cock now very limp. Jimmy was too exhausted from two
|
|
climaxes to do much, so he just laid there on the floor for a
|
|
while and recovered. "What will happen now?" he asked
|
|
himself, but could think of no answers. Jimmy got up after
|
|
awhile and dressed in his own clothing, but to his distress,
|
|
his wallet had not been returned to him, Jimmy left and went
|
|
home in a daze.
|
|
The following day, Jimmy found a note in his mailbox at
|
|
school, "Report to the costume room at 3:00 today!" signed
|
|
Jane. The girls apparently were not done with him yet.
|
|
At 2:45 Jimmy was walking down the hall towards the
|
|
costume rooms and could hear voices coming from that direc-
|
|
tion. When he opened the door, he stopped and froze. Inside
|
|
the room were twelve girls, all of the costume committee and
|
|
all of the makeup committee, along with a couple of others he
|
|
didn't recognize.
|
|
"Come in Jimmy," said Jane and gave him a big smile.
|
|
Jimmy was still frozen in place and when he realized that
|
|
he was probably going to be forced to do another show, only
|
|
this time in front of a dozen girls his own age, he started
|
|
trembling with fear and tears welled up in his eyes. Suzie
|
|
and Sam grabbed hold of his arms and quickly pulled him into
|
|
the room, placing him in the center, in front of Jane.
|
|
"Jimmy, you gave us such a GOOD show yesterday, we
|
|
invited the rest of the girls on the stage crew down to see
|
|
you perform. What we want you to do is EXACTLY the same thing
|
|
you did yesterday and the day before, nothing more and nothing
|
|
less."
|
|
"Jane, PLEASE, please don't make me do this, I... I can't
|
|
do that in front of all these girls." Jimmy pleaded.
|
|
"Oh but you CAN and you WILL, NOW STRIP you little sissy
|
|
wimp! DO IT OR WE'LL DO IT FOR YOU!"
|
|
|
|
|
|
|
|
COSTUMED CAPERS
|
|
Part 3 of 5
|
|
|
|
|
|
When Jimmy hesitated, Jane got mad and grabbed his shirt,
|
|
tearing in open and down away from his body. Then while two of
|
|
the girls held him, she removed his belt and taking a large
|
|
pair of scissors cut his pants off leaving him with only he
|
|
shoes, socks, and underpants. Jimmy was now crying and was
|
|
shoved to the floor, the cold concrete giving him goosebumps.
|
|
He struggled against the girls but was far outmatched. Even
|
|
in his terror state, all of the physical contact was getting
|
|
him excited, and his penis was rapidly growing. When they had
|
|
him down, someone removed his shoes and socks and then Jane
|
|
took her shears and cut his underwear from the waist downward
|
|
along his hip bones, then jerked the garment from his body
|
|
like she was removing a baby's diaper, leaving him down
|
|
totally nude in front of 12 smiling girls with his little
|
|
hard-on pointed towards the sky. "Ohs and Ahs," accompanied
|
|
the sight of his 5 inch cock, which excited the girls and who
|
|
were already at a fevered pitch.
|
|
"Oh isn't it cute," said one. "But it's a little small,"
|
|
said another. Giggles and laughter filled the room as the
|
|
girls teased Jimmy about his little cock and having been
|
|
stripped by girls his own age. At this point Jane grabbed
|
|
hold of Jimmy's cock and told the girls to let him up, and
|
|
after he was again standing pulled him by his member to a
|
|
steamer trunk nearby.
|
|
"Jimmy, you have been a VERY bad boy and will have to be
|
|
punished," she said as the trembling boy stood before her with
|
|
his cock still firmly clenched in her hand. "Lay across my
|
|
lap, you will have to be spanked!" Three girls quickly
|
|
positioned Jimmy face down across Jane's lap, her skirt had
|
|
ridden upwards and his cock now hung between her legs. Jane
|
|
reached underneath and guided his cock, then clamped down with
|
|
her thighs pinning him in place, while her left arm encircled
|
|
his waist. All the while, the girls were continuing to tease
|
|
Jimmy about his situation and laughing at his predicament.
|
|
"You should have done what you were told!" said Jane as
|
|
her right hand descended on his butt and a loud smack echoed
|
|
through the room. The flesh of his right cheek erupted in
|
|
pain, but before he even yell, (crack) another landed on the
|
|
left cheek.
|
|
"Ah, ah, please Jane, I... I'm sorry, I... I'll do what
|
|
you want," Jimmy cried with tears flowing down his face which
|
|
was bright red from the humiliation.
|
|
(Crack! Crack! Crack! Crack!)
|
|
"Damn right you will, you little sissy wimp pussy, you
|
|
will do EVERYTHING I tell you, WHEN I tell you to do it, or
|
|
this will just be a minor introduction to PAIN!"
|
|
Jane continued to wail away on Jimmy's behind while the
|
|
girls continued to tease him about being stripped and spanked
|
|
by girls. His cock was rubbing against Jane's nylon covered
|
|
thighs and with each spank, his cock was driven downward
|
|
encased by the smooth material. Jimmy was just about to
|
|
climax when Jane decided that his now bright red ass was
|
|
sufficient for the moment and shoved him from her lap onto the
|
|
floor at her feet. Landing on his back, Jimmy's cock was
|
|
standing straight up and twitching from it's excited state.
|
|
This brought even more laughter and teasing from the girls who
|
|
then pulled him to his feet so they could inspect his cherry
|
|
red buns. His cock bobbed and weaved as he moved and the
|
|
girls got a big kick out of watching it and continued to
|
|
giggle and laugh at it. Jimmy was completely humiliated and
|
|
was red from his hairline down from shame, his ass cheeks were
|
|
on fire from the spanking but he just stood still as the girls
|
|
poked and prodded the burning flesh, tears streaming down his
|
|
face and his dick standing at attention wanting relief.
|
|
At this point the girls from the makeup committee who had
|
|
been conferring during the spanking approached Jane with their
|
|
suggestions. Linda, a pretty redheaded Senior and chairperson
|
|
walked over to Jimmy and looked him over closely to confirm
|
|
their observations.
|
|
"Jane, before you have Jimmy put on the REAL show, the
|
|
members of my committee have noted that he is not yet ready
|
|
for the costume committee's part of the production. We note
|
|
that this GIRL has hair growing on her legs, arms, underarms
|
|
and groin which are not consistent with the character to be
|
|
portrayed in the show. We therefore propose that our commit-
|
|
tee, PROPERLY prepare this actress for her part prior to
|
|
costuming." All of this was delivered in a voice which
|
|
sounded very professional and objective and Jane immediately
|
|
agreed with their plans. "Have at him girls!" was the reply.
|
|
Jimmy was immediately pulled into the adjacent girls
|
|
dressing room and placed in a shower and told to wash himself
|
|
from head to toe. All twelve girls watched as he showered,
|
|
but just as he finished, two stepped into the stall with him
|
|
and turned off the water. His entire body below the neck was
|
|
coated with shaving cream and the girls went to work with
|
|
razors, methodically removing every hair below his neckline.
|
|
When they were done, they told him to again shower and then
|
|
patted his how hairless body dry with big fluffy towels. His
|
|
body was then dusted with sweet smelling powder by two more
|
|
girls and he was told to bend over and a girl held his cheeks
|
|
apart while another using a razor made sure that no hair
|
|
remained around his puckered little hole or the base of his
|
|
balls. A soothing cream was massaged into his still burning
|
|
ass which brought whimpers and groans from Jimmy. Throughout
|
|
this procedure, Jimmy's cock remained at attention but no
|
|
relief was in sight.
|
|
Jimmy was then lead to the other side of the room where
|
|
there was a line of makeup tables, and seated in one (Ginger-
|
|
ly), Linda then turned him to look at her and studied his
|
|
face. After a minute or two she took a comb and scissors and
|
|
started working on his hair, trimming here and there. Then
|
|
applied styling gel to his hair and then blow dried it while
|
|
working the hair with a round spiky looking brush. Satisfied
|
|
with the results, she tilted his head back and started
|
|
plucking hairs from his eyebrows. This startled Jimmy and the
|
|
girl saw the reason for the fear. "Relax Jimmy, I'm just
|
|
cleaning them up a little, I won't make you look like a
|
|
faggot." Jimmy relaxed and she continued to work. Next Linda
|
|
directed one of the girls to bring her some ice and had a tool
|
|
of some kind in her hand. Before Jimmy realized what was
|
|
happening, he felt a sharp prick in his left ear, then his
|
|
right.
|
|
Janet, another senior, took over at this point and
|
|
applied a coat of foundation to his face, feathering it out to
|
|
his hair line and base of his neck. Next came mascara, rouge,
|
|
lipstick, lip gloss, eyeliner and eyeshadow. The other girls
|
|
watched Janet work and gave squeals of glee when she was done,
|
|
approving of her work. Jimmy was turned around to face the
|
|
mirror and did a double take at the pretty young girl looking
|
|
back with gold stud pierced earrings and a modified "boy cut"
|
|
hair style. His cock which had half deflated during the
|
|
cosmetic procedures immediately came back to full attention,
|
|
although it was hidden by the barber's drape they had placed
|
|
over him while working. "Excellent, EXCELLENT!" exclaimed
|
|
Jane who then resumed control of Jimmy.
|
|
"Ok Sam, Your turn now," said Jane as she turned Jimmy to
|
|
face her and stood him on his feet facing the girls. Sam came
|
|
forward and using a gauze pad wiped Jimmy's chest then stepped
|
|
behind him and a minute latter came back into view and
|
|
immediately pressed something against the left side of his
|
|
chest and held it there for about 30 seconds. When she
|
|
removed her hand a woman's breast was visible on his chest and
|
|
looked to be made of rubber or something, immediately she
|
|
performed the same procedure on the right side and Jimmy now
|
|
sported a matched pair of breasts suitable for a girl of 17 or
|
|
so. There were no straps or anything and the breasts moved as
|
|
he breathed and were obviously weighted to match the real
|
|
thing. She must have attached them with some kind of glue or
|
|
something he thought to himself.
|
|
"Well how do you like them?" asked Samantha.
|
|
"I, I...," Jimmy's mind went blank as he looked down at
|
|
the tits, then slowly his hands moved upwards until each
|
|
cupped a breast. The texture felt real and when he moved they
|
|
swayed like the real thing. "I think Jimmy likes his new
|
|
tits!" exclaimed Suzie, this brought howling laughter from all
|
|
the girls. Jimmy was then moved in front of a full length
|
|
mirror and to his astonishment and delight the vision reflect-
|
|
ed showed a pretty short haired girl; the only thing spoiling
|
|
the vision was the hard cock sticking out from the crotch.
|
|
One of the girls approached Jimmy from behind and placed
|
|
a black lace garter belt around his waist, hooking it from
|
|
behind. Next he was assisted in putting on a pair of stock-
|
|
ings which were attached to the garter belt and a pair of
|
|
black strap type shoes with 5" spiked heels. Jimmy had great
|
|
difficulty steadying himself on the high shoes and was
|
|
steadied by one of the girls until he got his balance. When
|
|
he looked in the mirror, Jimmy noted that the black lace
|
|
perfectly framed his crotch and made his cock even more
|
|
noticeable than before. Jimmy was told to stand a minute and
|
|
felt a wet washcloth pressed against the left cheek of his
|
|
butt. When it was removed, Jimmy was turned sideways and
|
|
shown that he now had a "tatoo" on his ass in the form of a
|
|
pair of bright red lips. "It will wear off in a couple of
|
|
weeks," said the girl, "then we can try something else."
|
|
A flirty little black "cross-back" swing dress was placed
|
|
over his head and pulled down into place. The dress had a
|
|
deep scooped neckline in front which showed skin down to his
|
|
breasts, the shoulders and back were bare to the waist, the
|
|
material slanting down the sides like a halter top. Two thin
|
|
straps formed an "x" pattern on his back holding the dress in
|
|
place. The skirt flared at the waist into a full skirt which
|
|
ended at mid-thigh. Looking at himself in the mirror, Jimmy
|
|
almost came on the spot, the sexy dress made him beautiful!
|
|
Jimmy turned back and forth watching himself in the mirror,
|
|
the girls congratulated themselves on his appearance and Jane
|
|
motioned for them to seat themselves around the room.
|
|
"Well ladies, what shall be call our little Sissy-boy?
|
|
asked Jane, "Obviously, we can't call her Jimmy, because
|
|
that's a BOY's name and she is to pretty to be called by a
|
|
BOY's name."
|
|
"How about Jill?"
|
|
"No, Lisa..."
|
|
"No, Tammi..."
|
|
"Jenny," whispered Jimmy.
|
|
"Fantastic! Jenny it is," ruled Jane.
|
|
"Well now, 'Jenny' it's time for our show," Jane directed
|
|
and moved to seat herself among the other girls.
|
|
Jimmy's cock had been hard now for over two hours and
|
|
regardless of his embarrassment, he NEEDED to get some relief.
|
|
Facing the girls, he lifted the hem of his skirt and proceeded
|
|
to stroke his straining cock with his right hand while he
|
|
massaged his balls with his left. It only took about 10
|
|
strokes before cum was dripping from his cock, then immediate-
|
|
ly it started shooting in jets, arching out towards the girls,
|
|
some of it landing on one of them's leg. "Shit!" said the
|
|
girl, "He got it on me." Jimmy was in a daze when Jane forced
|
|
him down on his knees and ordered him to lick it off the girl,
|
|
he complied without even thinking, to the cheers of the
|
|
assembled girls. When done, Jane ordered him to stand and
|
|
bend over and hold on to a high stool in the center of the
|
|
room.
|
|
"Sam go get that special prop will you?"
|
|
"Sure Jane, be right back."
|
|
"Jenny, we have a SPECIAL treat for you, since you are
|
|
now a girl, you must learn about sex and we are going to teach
|
|
you."
|
|
Almost immediately Samantha returned with a box and Jimmy
|
|
watched as Jane removed her skirt, her powerful legs were
|
|
wonderful and he especially liked her flowered bikini panties.
|
|
Jane reached into the box and pulled out a fake cock about 8
|
|
inches long with straps attached to it. He watched in
|
|
amazement as she connected the dildo to her body then stood in
|
|
front of him. "SUCK MY COCK JENNY" was the order as he looked
|
|
at the thing from eye level. "You can't be a REAL girl
|
|
if you can't suck cock," Jane whispered as she rubbed the
|
|
device across his face and mouth by moving her hips. Two
|
|
girls grabbed him by the shoulders so it was clear that they
|
|
intended him to do this. Jimmy gave the thing a tentative
|
|
lick then opened his mouth and Jane slowly inserted the cock
|
|
until he gagged, then backed out and entered again, repeating
|
|
this procedure penetrating a little deeper with each stroke.
|
|
While Jane thrust at his mouth, Sam instructed him on relaxing
|
|
his throat and use of his tongue, telling him to swirl it
|
|
around the head and to suck as it was pulled back.
|
|
"Boy's love that suction around the head," she said and
|
|
"if you can deep throat, they'll buy you anything you want!"
|
|
Jane just kept stroking in and out murmuring, "Yes baby,
|
|
suck my hard cock, that's it, suck it hard, good girl, suck me
|
|
hard Jenny."
|
|
All the other girls gathered around and critiqued his
|
|
technique until they all felt he was doing it right.
|
|
"Now Jenny," murmured Jane, who's eyes were kind of
|
|
glazed, "I'm going to take my little Jenny's cherry." Jimmy
|
|
was bent over further, his forearms resting on the stool and
|
|
as Jane moved behind him and lifted his skirt. A cream was
|
|
worked around his little asshole and soon he felt a finger
|
|
pressing against the tight little opening. It massaged the
|
|
hole and soon was working it's way inside.
|
|
"Ah, Ah, NO! NO!" Jimmy cried as the pain moved from this
|
|
bottom to his brain. "Please No!" he pleaded but the hand
|
|
just kept working.
|
|
"Relax Jenny and this won't hurt, but if you fight it, it
|
|
will hurt like a son-of-a-bitch." he was told.
|
|
Jimmy relaxed all he could and soon the finger was moving
|
|
freely in and out of his ass, it was soon joined by another
|
|
and another until three fingers were probing his backside.
|
|
When the fingers were withdrawn, Jimmy sighed and relaxed,
|
|
until suddenly he felt the giant dildo pressing against his
|
|
little muscle. It had been well lubricated and the fingers
|
|
had loosened him enough that the head went inside without much
|
|
resistance. But as Jane pressed forward, she met resistance
|
|
and stopped periodically until she could feel slight movement
|
|
indicating relaxation of his internal muscles. Soon the dildo
|
|
was buried to the hilt and she pulled it back until just the
|
|
head remained inside Jimmy. Then grabbed his hips and in one
|
|
forceful stroke buried it again until her thighs slapped
|
|
against his. The base of the dildo was rubbing against Jane's
|
|
clitoris and every time she slammed into Jimmy it sent
|
|
electric shocks through her, so without any further encourage-
|
|
ment, Jane pounded the strap-on dildo into the boy's ass
|
|
without mercy. After about 10 minutes, Jane climaxed and fell
|
|
on top of the boy with the dildo still buried inside him. All
|
|
the girls cheered and clapped hooting and laughing at the show
|
|
now concluded. When Jane recovered, she withdrew the monster
|
|
from Jimmy and used a washcloth to clean his bottom. Then
|
|
planted a kiss on the right cheek of his butt to match the one
|
|
on the left, only this one was in pink lipstick.
|
|
"Well it's time to go girls," Sam suggested and they then
|
|
lined up before Jimmy, and each gave him a hug and a kiss,
|
|
thanking him for the 'show' and telling him they looked
|
|
forward to many more in the future. They left the room and
|
|
only Jane, Suzie, Samantha and Jimmy remained.
|
|
Jimmy was lost mentally, he didn't know what to do or say
|
|
and for a while the girls ignored him as they cleaned up the
|
|
room. When they were done, Jane gave him a deep kiss, a hug
|
|
and a firm pat on the ass. Sam and Suzie each gave him a hug
|
|
and a kiss on the cheek. All three headed for the door and as
|
|
they exited, Jane laid his keys on the floor but held up his
|
|
wallet and said, "I think I'll hold onto this a little
|
|
longer." she then turned and walked out closing the door
|
|
behind her. Standing alone in the middle of the dressing
|
|
room, still dressed as a girl he was still in a daze and sat
|
|
on a chair trying to collect himself. The cold metal chair
|
|
immediately reminded him that he was wearing a short skirt and
|
|
that he had no panties on as the metal contacted is skin. He
|
|
quickly got up, folded the skirt under him and again sat on
|
|
the chair. Jimmy's whole body shook as he realized what he
|
|
had just done in front of 12 girls: been stripped, spanked,
|
|
shaved, made-up, masturbated, sucked a fake cock, then been
|
|
butt-fucked by a girl with that same cock. As the scenes
|
|
flashed through his mind, he realized that someone had been
|
|
TAKING PICTURES through every stage. "Oh SHIT!" he thought,
|
|
"what am I going to do now?"
|
|
|
|
|
|
|
|
COSTUMED CAPERS
|
|
Part 4 of 5
|
|
|
|
|
|
On unsteady feet, he moved over to the door and almost
|
|
fell when he bent over to pick up the keys. Immediately, he
|
|
noticed that some were missing, THE ONLY KEYS ON THE RING WERE
|
|
FOR HIS HOUSE AND THE LIGHT/SOUND BOOTH! His car keys and the
|
|
keys for the costume rooms were missing. Jimmy looked around
|
|
the room and quickly found that the only clothing in the room
|
|
was what he was wearing, no towels, nothing made of cloth was
|
|
visible, only a small black purse on the counter and he knew
|
|
there was nothing in the light/sound booth because he had
|
|
cleaned it up himself. "God!" he thought, "I'm going to have
|
|
to walk home again, but dressed like this!" Jimmy looked at
|
|
the clock on the wall and was shocked to see that it was 5:15
|
|
p.m. "I better get going," he thought "before the janitor
|
|
comes down here." Jimmy picked up the purse and placed his
|
|
keys in it since he had no pockets and as they fell in noticed
|
|
that the purse contained cosmetics, a brush, a comb and a
|
|
package of condoms; no money and no ID's.
|
|
Resigned to his fate, Jimmy left the room and slowly
|
|
walked down the hall trying to get used to the 5" heels. He
|
|
had no experience at walking on this toes and knew it was
|
|
going to be a LONG walk home. Jimmy again escaped through the
|
|
fire exit on the back of the building only this time, walked
|
|
around to the front and through the parking lot which was
|
|
empty except for his car and one other. Jimmy tried the doors
|
|
on his car in hopes that MAYBE he had left one unlocked, but
|
|
no dice, locked up tight. Putting the thin strap for the
|
|
purse over his right shoulder, Jimmy started walking, the cool
|
|
evening air brushed across his bare shoulders and back and
|
|
occasionally caused his skirt to blow and lift. "Can't have
|
|
that!" he thought as he shoved the skirt down to cover his
|
|
still naked bottom. Jimmy walked towards home and as he
|
|
approached the private school, could hear the voices of boys
|
|
playing basketball over near the building. When they saw him,
|
|
he immediately heard whistles and cat calls for the pretty
|
|
girl passing the school. Jimmy ignored them and straightening
|
|
his shoulders, walked firmly on by, but noticed that his hips
|
|
had picked up a definite swing in response to the height of
|
|
the shoes.
|
|
About halfway home, Jimmy heard a car slowly approaching
|
|
from the rear, almost pacing him, when he looked over his
|
|
shoulder at the car, what he saw almost caused him to fall.
|
|
It was Jane, driving HIS car and it was full of the girls from
|
|
the stage crews. One had a video camera and was filming him
|
|
walking down the street, while two others were taking pictures
|
|
with still cameras. They pulled up along side and the one
|
|
with the video camera yelled "Hi Jenny," which Jimmy tried to
|
|
ignore. "Show us your panties!" which caused Jimmy to freeze
|
|
and tightly hold the skirt down. This caused all of the girls
|
|
to laugh and the car pulled ahead, then sped off in the
|
|
direction of his house. Jimmy continued walking, his feet
|
|
were now killing him, and finally reached the end of his
|
|
street. Along the way, he passed several people who knew him,
|
|
but none seemed to recognize the pretty girl as little Jimmy,
|
|
this increased his confidence and it was only as he approached
|
|
his house that panic again started setting in. His car was
|
|
parked in the alley behind the house (the keys laying on the
|
|
seat) but his parent's car was not in the driveway. His
|
|
sister's car however, was in the garage.
|
|
Carefully, Jimmy worked his way around the house looking
|
|
through the windows to see who, if anyone, was home. The
|
|
light was on in Kathleen's room and the living room but the
|
|
rest of the house was dark. From the sounds, Jimmy thought
|
|
that his sister was either taking a bath or shower, as he
|
|
could hear water running in her bathroom. Jimmy worked his
|
|
way back to the back door and as quietly as possible, inserted
|
|
his key and opened the door. The kitchen was dark and when he
|
|
closed the door, it was even darker. As he felt his way along
|
|
the countertop, he banged into a chair and lost his balance on
|
|
the spiked heels and fell to the floor.
|
|
"Is that you Jimmy?" called his sister.
|
|
"Yea Sis, just bumped into a chair."
|
|
Jimmy was scrambling, trying to get up, but kept loosing
|
|
his footing on the slickly waxed kitchen floor. Suddenly, the
|
|
lights came on and his sister was standing in the door,
|
|
wearing a robe and slippers, rubbing a towel on her wet hair.
|
|
"What the..."
|
|
"Uh, Sis, uh..."
|
|
"What the HELL is THIS!" said his astonished older
|
|
sister.
|
|
Jimmy was sprawled on the floor and as he rolled onto his
|
|
side to attempt to get up on his knees, the skirt flopped to
|
|
reveal his bare backside and the red "lips" tattoo flashed at
|
|
Kathleen.
|
|
"Jimmy, Jimmy, what is all this?"
|
|
"I..., I..., we have to talk Kathy."
|
|
"I should say so," she replied and seeing the trouble he
|
|
was having, took hold of his arm and helped him stand, then
|
|
lead him to the carpeted hallway where he could get better
|
|
footing.
|
|
"Where's Mom and Dad?" Jimmy whispered.
|
|
"Their gone for the weekend, we're alone for the week-
|
|
end," she responded and Jimmy gave a great sigh of relief.
|
|
"Now what's IS THIS?"
|
|
Jimmy dropped to a sitting position with his back against
|
|
the wall and his knees drawn in tightly and started to cry,
|
|
his body trembling and shaking as he released the tension from
|
|
his mind and body.
|
|
Kathleen knelt beside her brother and gathered his head
|
|
into her hands and pressed it against her chest, while she
|
|
stoked her fingers through his hair, on the back of his neck
|
|
and over his bare shoulders. Kathy smelled clean and lightly
|
|
scented and even though racked by his release, his body
|
|
responded to the feel of her warm breasts now pressing against
|
|
his face where her robe had parted. Kathy looked down and
|
|
again saw that Jimmy was wearing nothing under the dress and
|
|
that his cock was as hard as it was clearly visible.
|
|
"You Know, Young LADIES should either wear underwear or
|
|
keep their skirts pulled down," Kathy chided.
|
|
Jimmy immediately realized she was referring to him and
|
|
dropped his legs onto the floor, pulling his skirt down to
|
|
cover his exposed crotch.
|
|
"I'm not sure what this is all about", Kathy offered,
|
|
"but it does explain the button I found at the foot of my bed
|
|
last night. That button didn't match anything I own, so it
|
|
must be from something of yours." Kathy could feel something
|
|
pressing back at her from her brother's chest and pulled the
|
|
cross straps down over his shoulders which dropped the
|
|
neckline of the dress to the point where she could see his
|
|
rubber tits. "You sure look REAL," she murmured and reached
|
|
into his dress to feel one of the breasts; "FEEL REAL too, but
|
|
how are they attached, your not wearing a bra?"
|
|
"They're..., they're attached with some kind of glue,"
|
|
came the whispered reply, "Suzie, uh, put them on me."
|
|
"Jimmy, I'm trying to be patient, waiting for you to
|
|
explain, but I just don't understand, are you GAY or WHAT?"
|
|
"NO! I'm not THAT!" he cried, "I, I just like to wear
|
|
girls clothes."
|
|
"So, you must be one of those Transvestites."
|
|
"I, I guess so," he replied in a dejected voice. "But I
|
|
got caught, by, by the girls on the costume committee, and,
|
|
and they did this to me." he whimpered and began trembling
|
|
again.
|
|
"Well it looks to me like they did a good job! You could
|
|
go anywhere and no one would NOT think you were a girl, unless
|
|
you gave yourself away. If you hadn't spoken to me, I
|
|
wouldn't even have recognized you. Now get up and let's go in
|
|
the living room."
|
|
Jimmy arose with difficulty (trying to keep his skirt
|
|
down below his crotch) and walked ahead of his sister into the
|
|
living room. Kathy noticed the sway in his hips as he walked
|
|
and the great legs and smooth back displayed by the dress.
|
|
"God! I wish My legs looked that good," she thought to
|
|
herself.
|
|
Jimmy sat on a chair and Kathy sat on the sofa directly
|
|
across from him and chuckled as Jimmy fussed with the skirt,
|
|
trying to keep it pulled as far down as possible. But since
|
|
it was so short, it kept riding up his thighs every time he
|
|
breathed.
|
|
"Now tell be the WHOLE story," his sister directed.
|
|
Jimmy told her how he had on occasion he had sneaked down
|
|
to the girls costume room and dressed in various outfits then
|
|
masturbated in front of a mirror and that two days ago the
|
|
girls had come in while he was dressed and he had to hide, but
|
|
that they found his clothes and took them out of the room.
|
|
How he had dressed in the school uniform and made his way home
|
|
(leaving out the encounter with the boys) and had climbed into
|
|
the house through her window, changed and went back for his
|
|
wallet and keys. But that they were missing when he got into
|
|
the boy's costume room. How Jane had left him a note saying
|
|
to meet her Suzie and Samantha and that they had made him
|
|
dress for them and give them a show. That, today he had
|
|
spanked and been made-up by both the girls on the costume
|
|
committee and make-up committee and been made to give a show
|
|
for 12 girls. Then left attired as he was, to make his own
|
|
way home. Jimmy conveniently left out the parts about the
|
|
dildo and only told of jacking-off in front of the cheering
|
|
girls. Throughout the dialogue, Kathy watched her brother and
|
|
could see his excitement at various parts as well as his fear
|
|
at others, his body language differed considerably from his
|
|
voice at various parts and his short skirt was showing a
|
|
definite bulge which did not belong on a girl.
|
|
"So you are called 'Jenny' when dressed-up? Well Jenny,
|
|
where did you say the clothes you wore yesterday are? In your
|
|
room? Go get them, I want to see what you wore.
|
|
Jimmy retrieved the ball of clothing and handed them over
|
|
to his sister. Kathy immediately recognized the dried cum
|
|
stains on the skirt, the only question in her mind was the
|
|
quantity. There was entirely too much even for the recupera-
|
|
tive powers of a young man.
|
|
"Jenny, you didn't tell me everything and I don't think
|
|
you hated this as much as you are putting on. In fact, I
|
|
think you liked the WHOLE thing, otherwise, that silly little
|
|
cock of your's wouldn't be making a tent out of your skirt."
|
|
Jimmy immediately placed his hands over the bulge in his
|
|
skirt, trying to hide it while his mind kept telling it to
|
|
deflate. His penis however, seemed to have a mind of it's
|
|
own. "Sis, I, I hated it." he whimpered.
|
|
"Now maybe you'd like to explain all this cum all over
|
|
your skirt, there is way too much for it to all be yours, so
|
|
fess up!"
|
|
Jimmy filled in the part about having been stopped by the
|
|
boys along the railroad tracks and having had to jack them off
|
|
in order to escape. Kathy noted that his cock was standing
|
|
straight out even stiffer than before if possible.
|
|
"No, Jenny LIKES to be dressed, and LIKES to put on shows
|
|
for girls, NO DOUBT ABOUT IT! I think I'll call Jane and get
|
|
the WHOLE story, cause I think Jenny didn't tell me every-
|
|
thing." Kathy, immediately went to the telephone and called
|
|
Jane who she knew from school, them being in several classes
|
|
together. Jane not only confirmed what Jimmy/Jenny had told
|
|
but said there was more and that she had photographic proof.
|
|
Kathy invited Jane to come over as well as any of the other
|
|
girls and to stay the night if they wanted, since her parents
|
|
were out of town. Jane readily agreed and said she would call
|
|
the others and might even bring a surprise!
|
|
Meanwhile, Jimmy had gone to his room and removed the
|
|
dress and was trying to remove the breasts, but the glue was
|
|
too strong and it felt like he was ripping his chest off; but
|
|
the breasts hadn't released at all. Just then, Kathy stood in
|
|
the doorway and observed her brother now attired only in the
|
|
garter belt and hose, trying to pull the left tit from his
|
|
body. She immediately walked over behind him and with all the
|
|
force she could muster, smacked his butt with her hand.
|
|
(Crack!)
|
|
"Ouch!" cried Jimmy.
|
|
"Jenny you LIED to me!" she yelled as her hand descended
|
|
again (crack!), "You didn't tell me everything!" (crack!) "I
|
|
don't tolerate liars!" (Crack!) "You little bitch, you are
|
|
going to be punished for this!" (Crack! Crack! Crack!) "Now
|
|
bend over!"
|
|
Kathy grabbed one of Jimmy's belts and folding it over
|
|
gave his ass about twenty swats until it was covered with
|
|
bright red marks. Jimmy was crying and when she stopped fell
|
|
to the floor blubbering, his whole body quaking as he cried.
|
|
Kathy left the room and when she returned, she was carrying a
|
|
black halter dress with chiffon skirt which she laid on the
|
|
bed.
|
|
"Put that dress on, then fix your face and come back to
|
|
the living room, and BE QUICK ABOUT IT, or you will get more
|
|
of the same."
|
|
Jimmy got to his feet and picked up the dress, pulled it
|
|
up his legs and over his hips. The cotton/lycra band around
|
|
the waist fit tightly and when he tied the halter in place, he
|
|
saw that it had a split in front right down between the
|
|
breasts, with a back even lower than then one he had been
|
|
wearing before. The skirt was shorter and came only 1/3 down
|
|
his thighs just below the top of his stockings, showing even
|
|
more leg than before. The chiffon rustled when he moved and
|
|
stood out making his hip look wider and his waist smaller. He
|
|
looked in the mirror and noted that this dress was the sexiest
|
|
he had ever seen, even better that the swing dress. Jimmy
|
|
repaired his makeup using his sister's makeup table and mirror
|
|
then went to the living room as directed.
|
|
When he stepped around the corner, he froze, there sat
|
|
Jane, Samantha, Susan, Debbie and Linda, in addition to his
|
|
sister.
|
|
"Come on in Jenny," said Kathy, "You already know all
|
|
these girls. They came over for the night and want to see
|
|
your new dress." "Isn't she cute girls?"
|
|
"Lovely, I really like the was that dress shows so much
|
|
skin." said Jane, "Really sexy."
|
|
"Go out in the middle and take a couple of turns for the
|
|
girls," ordered Kathy, "I want them to see the whole thing."
|
|
Jimmy did as directed and the girls giggled when as he
|
|
turned, the skirt lifted showing his bright red ass cheeks and
|
|
that he was still wearing no panties.
|
|
"Jenny, the girls must be thirsty, go get them some soft
|
|
drinks and bring them here and serve them."
|
|
"Yes Kathy," he replied and immediately went to the
|
|
kitchen and poured iced drinks for the girls.
|
|
"You know Jane, I should thank you girls, I always wanted
|
|
a servant, and it looks like now I HAVE one."
|
|
"We aim to please," said Jane, "As long as we can still
|
|
play with her every now and then."
|
|
"But of course! After all, you found her."
|
|
Jimmy returned at this point and served the girls their
|
|
drinks, as he stood by each girl, she would run her hand up
|
|
his thighs and either fondle his soft penis and balls or pat
|
|
his ass while taking the drink in the other hand. Jimmy's
|
|
cock started to swell from the handling, and by the time he
|
|
had completed the circuit, was hard and standing straight out.
|
|
Kathy directed Jenny to stand at the end of the couch while
|
|
Jane inserted a video tape into the player. Then to his
|
|
horror, the ENTIRE escapade of the afternoon was shown on the
|
|
TV while he stood before the girls. When the dildo scenes
|
|
came on the screen, Kathy hit the hold button on the remote
|
|
and the image of Jimmy with a cock in his mouth was frozen on
|
|
the screen.
|
|
"Look at the EYES girls, and the EFFORT, I think little
|
|
Jenny LOVES sucking cock!" observed Kathy.
|
|
"If you think she likes that," Jane replied, "Wait until
|
|
you see how much she loves taking it up the ass!"
|
|
"Your kidding!" exclaimed Kathy, "Did she let you do
|
|
THAT?"
|
|
"Yes and loved every minute of it, here I'll show you."
|
|
Jane grabbed the remote and fast forwarded to the butt
|
|
fuck and Kathy couldn't believe the look of pleasure on her
|
|
brother's face, while Jane plowed his backside.
|
|
"Well girls, I think it is our duty to keep little
|
|
Jenny's pussy happy from here on out,"said Kathy.
|
|
"Absolutely," replied Jane and murmurs of agreement came
|
|
from the others. "In fact, that surprise I mentioned on the
|
|
telephone should be here any time now."
|
|
|
|
|
|
|
|
COSTUMED CAPERS
|
|
Part 5 of 5
|
|
|
|
|
|
The girls continued watching the film and just after the
|
|
scene of Jimmy walking down the street with his skirt swing-
|
|
ing, the doorbell rang. "I'll get it," said Jane. When she
|
|
returned, she was accompanied by a tall young man, who she
|
|
introduced as her older brother Ron, who attended State
|
|
College and was home for the weekend. Jimmy was introduced to
|
|
Ron as 'Jenny' "the little sissy I told you about."
|
|
"Ron, would you be willing to do what I talked to you
|
|
about?" asked Jane.
|
|
"Sure, why not!" he replied as he smiled at the six
|
|
girls.
|
|
"Ron is a bisexual," Jane explained to the others, "and
|
|
has agreed to break Jenny in right with the REAL thing." "He
|
|
has also agreed to let us watch!"
|
|
Jimmy/Jenny was placed on his knees in the center of the
|
|
room, while Ron removed his pants and moved in front of the
|
|
trembling boy. Jane, standing behind Ron, pulled his under-
|
|
wear down, and many "Oohs and Aha's" of appreciation were
|
|
heard from the girls when his 9" tool came into view already
|
|
erect.
|
|
Kathy had been standing beside Jenny and now bent over
|
|
and whispered in his ear, "Go for it Jenny, You know you want
|
|
too."
|
|
Jimmy reached out with his hand and gently grasped the
|
|
formidable cock, then leaned forward and gave it a tentative
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lick with his tongue. Deciding it tasted good, he opened his
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mouth wide and put as much of it inside as he could, swirling
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his tongue around the shaft and it penetrated his mouth.
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"Aha, God, that feels good," moaned Ron as the girls
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cheered Jenny on. Jimmy got a tempo going, moving in and out,
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never letting the cock completely escape his mouth as his hand
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worked the big balls suspended below it. "Yes, Yes," Ron
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cried and took hold of Jenny's head as his hips pumped his
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member into the warm cavity.
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Just as Ron was about to cum, Jane pulled Jenny back from
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her brother. "Get up Jenny and bend over, on hands and knees,
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so Ron can fuck that little pussy-ass of yours."
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Ron quickly got behind, Jenny and flipped her skirt up
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|
onto her back, then put on a condom and spread the K-Y jelly
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|
he had been handed, on, around and into the tight little hole
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|
before him. Jenny's asshole opened immediately in response to
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|
his gentle probing, and soon Jimmy could feel the head of
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|
Ron's cock pressing at his opening while the man held him with
|
|
a hand on his waist. Ron inserted the head, then grabbed
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|
Jimmy's waist with his other hand and pulled the boy back
|
|
while he pressed inward with his manhood.
|
|
The girls cheered and clapped and as Ron established
|
|
motion with his hips, clapped in time with the thrusts,
|
|
yelling, "Go, Go, Go" with each stroke. Jimmy, was now
|
|
thrusting backwards with each thrust forward by the cock and
|
|
was moaning as the big cock worked on his prostate gland from
|
|
the inside. It wasn't too long before Ron froze in mid-stroke
|
|
and Jimmy felt the cock jerking in his rectum. This trig-
|
|
gered, Jimmy and he shot his load onto the carpet below him,
|
|
even though no one had even touched his little penis.
|
|
Ron gave it about 5 more thrusts, shooting with each
|
|
stroke, then fell back on his heels as Susan, Jane and Linda
|
|
fondled and kissed him. The condom was removed from his now
|
|
soft cock and one of the girls washed him and also Jimmy's
|
|
ass. Jimmy just laid on the floor trying to recover his
|
|
strength. He had never, cum so hard in his life and was
|
|
exhausted.
|
|
Ron was redressed and led to the door by his sister and
|
|
all of the girls gave him a kiss in thanks for his efforts.
|
|
"Anytime girls." was all he said as he went out the door and
|
|
waived to them.
|
|
Kathy, then turned to the girls and said, "I don't know
|
|
about you girls, but I think it is about time Jenny learn to
|
|
eat pussy and mine will be the first!"
|
|
"Yes!" was the reply in unison and everyone returned to
|
|
give Jimmy the first of the lessons to follow. In the living
|
|
room, Jimmy was placed on his knees in front of a large chair
|
|
and watched in wonder as his sister removed her skirt and
|
|
panties before his eyes, then proceeded to instruct him on the
|
|
proper way to make a woman happy with his mouth. This was
|
|
just the first of MANY such lessons to follow.
|