The Tutor

Jake looked around the house, expecting to find something different about the place. Nope. It was just like any other house, or even his apparently. Nothing unusual was out of place. There was the flat-screen TV, and couches in the family room. The transgender put her keys in a bowl near the door, as she juggled her books, bag and small groceries then going into the kitchen.

"Make yourself at home. Be a dear and turn on the TV for some noise, if you will. It's too quiet in here." the transgender says from the kitchen, while Jake could hear her trying to struggle with the items once more from the kitchen. Jake quickly entered the kitchen, to see what he could do. His heart skipped a beat once more.

"That's okay. I got it." she says. She had removed her shirt, as it rested on the table. Her body was gorgeous, and Jake could tell the transgender's body was indeed a boy's, but it didn't matter to him anyway. Her breasts were small, almost flat even, but perky. She had six-pack abs that were well defined from the angle of the light coming from the kitchen's windows, unlike their earlier library study sessions, where he could barely see them. Overall, her body was skinny, even skinnier than some of the girls of the school, and small, even though they're almost the same height. The transgender raised her eyebrow questioningly at Jake.

"What's up?" she asked, crossing her long and skinny arms over her breasts.

"Nothing." Jake swallowed.

"You're naughty. You know that, right." she says, grabbing her shirt off the table, while slinging her bag strap on her bare shoulder, and the bag resting next to her bare, skinny body. The bag itself was slightly bigger than her body as it rested behind her back, and where she hung her shirt on top of her bag.

"Let's go to my room, shall we?" she asked. Jake swallowed. He knew of the rules about being in a girl's room, but as always, he knew the transgender is a boy, but in a much smaller package. He followed her, checking out her back and shoulder area, of the muscles and her tight, V-shaped hips, and the subtle hints of rib cages protruding out of her small, skinny body, as he kept looking at her back.

They entered her room, where once inside she put her bag on her bed. The messenger bag that had been resting next to her naked back, and out of nowhere, he felt an urge to take a sniff of the fabric that had rested on her bare body, and especially her shirt. She left her room, and thinking quickly Jake quickly took a large whiff of the black spaghetti strap tank top, taking in her scent. It had a hint of her body odor, some cologne and parts where he had sprayed his ejectuation on her. He took long whiffs before unraveling her shirt. It was a small girl's shirt, his boner growing as he pulled the straps to fix her shirt, so he could see the entire length of the thing. There were dried stains of his semen on the front of her shirt, and looked inside, and got maddening thoughts of her breasts, nipple, and her body inside the fabric. Finally, he got to her bag, and also took a whiff of where the bag lay next to her hip. The bag felt very heavy, for a small person like this girl to carry around on a daily basis.

Jake took a peek around her bedroom door, out into the hall, into the living room, making sure she was nowhere to be around, and he quietly began poking around in her bag, even though he knew it was a wrong thing to do so. All he encountered inside her messenger bag was the usual, her school books, pencils, scraps of paper with the complicated calculus problems she has solved, her English papers, and various papers crumpled inside her bag. Nothing unusual was found in there, as poked deeper inside her bag, as he found loose change, an old cellphone battery, and an old key...

"What are you doing in there? What are you looking for?" she asked, leaning against the door frame, her outstretched skinny body greeting him once more, and her hips had no rolls.

Those abs...

"Uh..." Jake quickly set aside her bag back on her bed, before standing up.

"Hey! That's the shirt I was looking for." she grabbed her shirt from her bed, gently slapped Jake's face with it and quickly put it on, tugging at the bottom that covered her breasts and six-pack abs, leaving only her shining cleavage and chest above her shirt, and the tiny gap between her jeans and the bottom of her shirt, leaving a tiny bit of her tight tummy exposed. 

"You're a weird one. All the guys I've encountered before have never done this to me. You're the first, and I might be turned on by it. You're making me crazy, so I might go straight to control." she says, tugging at her hair into a tight ponytail, before rummaging through her dressers. Finally, she found what she was looking for, a cup. Jake wasn't sure where this was going.

"Unbutton your pants, and drop them a little. Let me put this on." Jake did what he was ordered, and soon, the cup was placed around his penis, making his erection throb and at the same time, squeezing the erection, while his cum leaked in the small holes in the cup.

"That should help. Your nuts are now muzzled, and I guard the key." With that, she looped the key around a long ball chain, the same chain used by the military that she had bought at an army surplus store. With the chain at the desired length she liked, she threw it around her long neck, letting it hang in font of her chest. Once she was satisfied, she tugged the front of her shirt, and threw the chain and key beneath her shirt, before fixing it. It was making him crazy as he saw the chain resting on her gleaming chest and cleavage, while the rest of the key rested somewhere beneath her shirt.

Exactly what Jake was imagining she would be doing, as his erection throbbed some more, begging to be rubbed but at the same time, he felt like his throbbing erection was going to break through the cup. Jake watched helplessly as the key's reflection shone through the fabric of her shirt, resting next to her toned, flat stomach.

"That's so much better now, is it?" she asked, patting her stomach where the key is resting, before smiling and leaving her room once more. Now, Jake was trapped, his erection's throbbing, and he's walking in an awkward position as the chastity lock was a bit too tight around his erection. And his jeans crotch was soaked with urine and semen, as he made his way to the living room, where he left his bag on the front door.

"Who says you can leave. We're just getting started." she says, wiping her hands on a rag, before setting it down on the couch.

"I-I was just getting my bag is all." Jake says, still walking awkward even as he got his bag, and followed her into the living room.

"It'll take some getting used to. But in the meantime, go and stay in my room. You're my naughty pet now." With that, she left the living room, while Jake hobbled over to her bedroom once more.

"I'll fix us something to eat in the meantime." she called from the kitchen, as Jake finally made it to transgender's bedroom.

"Why the hell did she-" Jake wondered, as he tried to figure out how to take off the infernal device. He couldn't get a good look at the contraption that was entrapping his penis. He felt a small padlock, but that was it. And it was firmly wrapped around his still fully erect penis, and he was still seeping semen around the edges and at the top of the cup.

"Crap!" he muttered, as he tried to take the chastity off, but the more he yanked, the more pain he felt in his balls and groin, and the harder he yanked, the more semen oozed out of the top of the thing.

"That'll get you to stop scratching like a cat." she snickered, as she entered her room, with baloney sandwiches and a small snack-sized bag of potato chips in a disposable paper plate.

"I hope you like these. These were all I could find. Sorry. No steaks." she says, placing a plate next to Jake, and she sat down next to him, placing her plate on her lap. Her shirt strap slid down her left shoulder some more, before playfully moving it in Jake's direction, while she took a bite of her baloney sandwich. And it was a really big bite at that, as Jake watched her eat, crunching on the lettuce, chewing on the meat and wheat sandwich bread. He felt his erection subsiding a little, but not before feeling some more of his secretions out of the chastity.

"When are you going to get me out of these?" Jake asked, but quickly regretted it, as he took a bite of his sandwich.

"Hm? That? When I decide. Lucky for you, it's Friday. I can do whatever I want with you here. Saturday and Sunday, maybe I'll take it off before you leave on Sunday, but that's my discretion." she says, patting her stomach once more, and Jake felt his erection grow again. He couldn't help it. He's never seen anyone wear a necklace beneath their clothes before, and this transgender was making him lose it even more.

"Yeah, I thought so. I might keep you locked up." she laughed some more, then took some more bites of her sandwich, followed by opening of her potato chip bag, and crunching down on some pieces of chips. 

"These are good. I haven't had one of these in a while. Oh, I think I might have some sodas. Hang tight for a moment. I'll be back." With that, she quickly got up, and ran back to the kitchen, her tight hips and flat stomach was burning in his mind like a computer drawing a memory in his brain.

But now, how to get out of the thing, and his parents found out if he didn't come home...

"All I got are these cheapy knock off colas. These will work, yes?" she asked, holding up two cans of generic colas in her hands. She didn't wait for a response, so she simply placed the cola in front of Jake, and she opened hers. She downed her cola, while Jake watched in awe, her head tilted back, her neck was arched, and her large Adam's apple bobbed with each swallow she made, even with her head back completely, which most people would struggle to do. The lines in her neck were now visible, even as the Adam's apple bobbed under them, making them visible as she swigged her cola until the can was completely empty. She sat back, pulled her head back, and let out a big burp out of the tiny girl's body.

"Whoopsie. That was my bad." she says, letting out a tiny giggle. Soon, she looked down at Jake's messy and soaked jeans.

"We are going to need to work on that. You're a big boy, not some six-year-old who's still making a mess on his bed. I think I might have something. Hold on." she disappeared once more. Now, he couldn't get the image of the girl's long neck out of his head; the apple bobbing in front of her long, arched neck, the deep lines etched into her neck, which he's never seen on a skinny person before. Usually neck lines were reserved for people with large necks, but for the girl, it was something special, and he wanted to gently run his fingers over the etched lines in her neck skin. Just thinking about that alone made his penis hurt even more, as it squeezed and throbbed inside the cage.

"Okay, I'm back." she says, stretching what appeared to be adult-sized diapers, and was having a devilish grin on her face, while she had both her shirt straps hanging next to her biceps, resting in the crook of her elbow, and her shirt had lowered so her boobs were peeping over the top of her shirt as she playfully stretched the diaper. 

"Oh hell no!" Jake says, quickly scrambling over the transgender's bed. The transgender was very quick, lunging at Jake before he made it to the door. They fought in her room, but somehow, despite her tiny than petite size, she was very strong, as she had Jake pinned down on the floor, took off his pants, ripped off his boxer shorts, and threw on the diaper, before fixing his pants and applying baby powder to his crotch area.

All the while she was done, her key and chain had fallen out of her shirt, and they swung off of her long neck, which was veiny now. And her hair's a mess, framing her petite face as she looked down at the helpless Jake, while breathing hard.

"That should even be better now. You're getting fussy now. But like I said, I will get my way." she says, still kneeling on top of Jake, her thighs surrounding his head, and her necklace still resting outside her shirt, on top of her stomach. She looked down some more, her double chin showing as she saw her key outside of her shirt.

"Oops. Don't want that to get away now, do we?" With that she tugged her shirt once more, and threw the chain and key back under her shirt, where they belonged once more.

"Alex, I'm home. Hello? Is anyone home?" A woman's voice is heard throughout the house. Alex quickly looked panicked, as she quickly got off of Jake, and rushed him into the closet, while throwing his semen soaked boxer shorts in the space between the bed and window...