Jerry Ch. 4: Team Work
Disclaimer: It should come as no surprise to anyone who has read any of the previous Jerry stories what themes will feature in this one. Gay and Bisexual actions feature strongly. Even those of you who enjoy those aspects may be put off by an incestuous twist or a touch of cross dressing. Also at the risk of spoiling the story, anyone afraid of a little romance might want to skip this one.
Apologizes may be in order to my fellow nerds out there. Remember this is just a silly story. Any resemblance to any real nerds is coincidental.
On with the play.
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"Wow I can hardly believe this is my room!" Diane said when Jerry arrived at her door.
Just returned from taking the vacuum cleaner back downstairs, Jerry hoped she was satisfied with the job he'd done. He watched his gorgeous sister twirl with arms outstretched like a dancer might do. She was a dancer after all.
"It's so clean, it feels twice as big!" she said with a big smile.
"So, you like it?" he asked.
"Yes! I can't believe the difference it makes," she replied. "It is too bad it can't stay this way forever," she added.
Jerry knew that was impossible. She was such a slob, the room would back to its usual mess in a matter of days, not weeks.
"So, will you do it today?" he asked, impatient for her decision.
"Well, you did a nice job. I have to admit, but ... like I said, it would be nice if it was kept this way," she said with a coy smile.
"Okay! I'll do it! Jeez." He gave in to her hard bargaining.
It required two evenings of work to clear up the huge mess. Both of them spent largely in sorting and washing the vast quantity of clothes piled around the room. Those clothes were now neatly hung up in her closest or carefully folded in her dresser.
He wouldn't want his sister to know the pleasure he enjoyed while putting the dresses away. Pleasure made possible because both his sister and mother worked those evenings. This meant he was alone in the house with permission to handle the sexy outfits. Even with the fun as an offset, it was a huge job. With the big clean up done it would only take him a few minutes a day to keep the room clean.
"Thank you!" She hopped up and down, smiling at him with joy. In her delight, she looked years younger than her age of 21.
"So, will you do it? Today?" he asked again, unable to keep the pleading tone out of his voice. He was again the little brother begging his big sister for something she had that he wanted.
"If it will make you happy," Diane said.
"Great!" the slender 18 year-old exclaimed. "He will be here in less than 20 minutes. I'll let you get ready."
With that Jerry left her room and entered his next door. He wanted to clean up and change into more comfortable clothes. He knew his friend Tom would arrive wearing gym shorts and T-shirt like always, so he decided to wear them as well. They would be much easier to get out of than his jeans.
He stripped off his school clothes, button down shirt, white undershirt, dress shoes, black socks, and the aforementioned jeans. Standing before the full length mirror on the back of his door, he studied his reflected image. Short, skinny, with red-hair, he knew he was nothing special to look at, but Tom didn't seem to mind. At the thought of Tom the small penis reflected back at him began to stiffen.
Remembering time was short, he hurried to the bathroom at the end of the hall. He gave himself a quick wash at the sink, paying particular attention to his armpits, crotch and crack. He rubbed some of his sister's deodorant on under each armpit. Someone looking at him might notice that he was remarkably hairless, but it was his natural state so Jerry thought nothing about it. As fresh as he could be without taking a shower, he left the bathroom and reentered his room.
It only took a minute or two for him to dress in his brand-new gym clothes. He was excused from PE so he got them only in the last week. This was the his first opportunity to wear them. The same went for his tennis shoes, they were dazzling bright white, brand new.
Before putting them on he slipped his feet into a pair of little pink ankle socks. He found them tucked inside a pair Diane's old gym shoes when straightening out her closet. He liked how cute they looked and once the tennis shoes were on they couldn't be seen anyway.
When he stood before the mirror again he noticed his shorts were short. They didn't cover down to below his knees like Tom's did. They ended at least six inches above his knees. He came to a horrifying realization. They were girls shorts. His legs were skinny for a man, but not bad for a young girl. He blushed, totally embarrassed. At least he'd been right about the socks. They were low-cut enough they didn't show.
He was thinking about changing back into jeans, when he heard the doorbell.
Ding Dong.
He quickly checked to see that the door to Diane's room was open a crack, then hurried down the stairs. The friction of his naked penis against the fabric of the gym shorts was maddening. He felt his member harden until a noticeable bulge appeared in the shorts. He couldn't understand how Tom was able to walk around in public without underwear, but knew his friend did just that.
Jerry should have known it wasn't Tom at the door. The doorbell wasn't ringing impatiently. If it was Tom it would be. He didn't realize his mistake until after opening the door wide. This allowed his nerd friend, Sidney, an unobstructed view of his new outfit and his aroused state.
He couldn't help but think of Sidney as a nerd. They were part of the same chic of high-school outsiders, but Sidney was the nerdiest of them all. He was obsessed with public transportation. Could you get more nerdy than that?
"What are you doing here?" Jerry asked the tall, skinny, bespectacled black teenager who stared with opened mouth.
"I thought we'd do the usual, you know, thing," said the awkward lad. "You look ... different, but nice," he added staring at Jerry from head to toe. He seemed fascinated by Jerry's naked legs.
"Thanks," Jerry replied absently, polite as ever. "No, I told you that I was tutoring Tom in Geometry this afternoon."
