Chris woke up with a start. It was night, and his cage was tight once again. Ever since he'd been caged two years ago, he occasionally woke up at night because of his dick expanding inside the cage, apparently still not used to the fact.
It was nearly morning anyway, and as Chris checked his phone, he couldn't hide his excitement. Today was the day that he met his girlfriend Jennifer after she came home from a trip.
As he opened his bedroom curtains, he breathed in the town air. Not polluted at all, unlike the city. The downside was the much smaller social circle. Chris's parents owned the one of two grocery stores in town, and Jennifer was the daughter of the local sheriff. It seemed almost inevitable that they would end up dating each other.
As he got downstairs, he looked around the living room. The small table with some apples, the bookshelf at the side, and the shiny black countertop conspicuously empty of pots and pans.
"Sweetie, we're just leaving now. Take care of yourself." His mom's voice, coming from seemingly nowhere, spooked him. As he jumped in the air, his mom came in from the front door.
He remembered now. His parents were leaving for a shopping expedition to the city.
"Mom, don't scare me like that! I'm nineteen now, of course I'll take care of myself!"
His mother seemingly ignored his whining.
"Now I hear that Jennifer's back from her trip, so you two have fun today, ok? I trust Jennifer with you."
"Yeah, yeah. Now c'mon, leave already!"
His mother went out the doorway with a laugh. Just as Chris's stomach rumbled, he heard the distant roar of their car leaving the driveway.
He passed the time well enough, reading the books lying around the house, and then playing some video games. He was at that awkward stage of life where high school had gotten over, but college was yet to start. Both he and Jenn were going to the same college however, so it wasn't like their relationship was doomed.
He finally got a call from Jenn late afternoon. "Hey, handsome!", she whispered sultrily into the phone. Chris blushed deeply. Jenn had a particular way of teasing him, and already Chris could feel his cage started to tighten up again.
He hissed into the phone, "Damn it, Jenn, you know that the cage tightens up!" Jenn dropped the sultriness. "Ah, I keep forgetting about that. Does it really hurt that bad?"
He blushed. "Well, it's not all bad... It tickles from the inside." His voice trailed off near the end.
Jenn continued, seemingly unaware of his confession. "Anyway, my shining knight in armor, my parents are out of the house today; mom left her purse at the gas station in Tallahassee, and they're probably going to stay the night there as well."
"Oh, sorry to hear that. Anyway, where should we go out today? I hear the Mexican restaurant down the street finally reopened after renovations. That could be nice."
Jenn sighed dramatically. Chris was a lovely boy, very sincere and responsible, but he could be so clueless at times!
"My parents are out. Out. Your parents are also out. Yeah, Ms. Haskell let me know that they were going out to the city today. You're my steady boyfriend of nearly two years, and I'm finally inviting you over to my house. No, we will not be getting Mexican today."
Chris was simultaneously intimidated and excited at realizing the situation. "Oh." was all he could muster.
Jenn continued, "Get your ass down to my house in an hour. Got it?" and hung up before he could reply.
Chris quickly went to the bathroom, bathed thoroughly, put on his best mouth freshener and perfume, and eagerly waited for the clock to count down.
Sex Ed. for boys was woefully inadequate at preparing them for this moment. The school nurse always told them, "The girls know what to do. You're just here to learn how to clean your cage, and the laws around the circumstances under which your cage may be removed."
Chris groaned at the memory. He hated sex ed. The nurse would keep talking about how all men were future rapists and that the chastity cages were the only thing between society and lawlessness.
Soon enough, the clock struck four, and Chris locked up the house and started walking towards Jenn's house.
His mouth felt dry, and his cage was as tight as it had ever been. He was convinced that everyone could see the bulge in his skinny denim jeans, and inwardly cursed himself at being so skinny. Chris hadn't had an ounce of muscle on him, but he wasn't fat either. He was just underweight.
As soon as he started to knock on Jenn's door, it opened. Jenn jumped on him, and nearly smothered him in her embrace. In contrast to him, Jenn was perfectly healthy, weighing roughly the same but a few inches shorter.
As the hug continued, he keenly became aware of where the excess weight had gone. Jenn's boobs smushed towards his chest, and he felt even more awkward than before.
She finally broke off the hug, and looked up at him, with her long blond hair bouncing. She smiled. "It's so good to see you after a week!" Chris was instantly put at ease. Her bright smile and grey eyes seemed to have that effect on him. He felt safe and protected when she did that.
"C'mon, follow me." As Jenn turned around, only then did Chris notice the black dress she was wearing. He hadn't seen that one before, so it must be new. He noticed how short it was.
As he entered Jenn's room, he smiled at her bookshelf. It contained all the memorabilia and souvenirs she had collected traveling across the country with her parents. It sported a new figure - a small paperweight in the shape of an airplane. No doubt from her recent trip.
All further thoughts were cut off when Jenn pulled on his arm, causing him to fall on the bed. Chris looked at Jenn, who was suddenly very close. Her breath washed over him and tickled his nose.
"This would normally be the point where we start watching an old tasteless movie, and start getting our flirt on. Unfortunately, I'm worried that you would actually watch the whole movie and enjoy it, so I'm going to cut to the chase. Ok?"
She leaned in and whispered the last part in Chris's ear. He was intimidated, but tried not to show it. He instead leaned in and kissed Jenn on the lips.
Her eyes widened in surprise as the kiss continued. Once he was content with the feeling of her lips on his, he pulled away, and grinned. "Yeah, I think that's ok."
Jenn grinned back.
"It seems my boyfriend has finally found a spine. Will he now undress me?"
Chris's tightened beyond what he thought possible. All his bravado fled him as the reality of the situation dawned on him. He stuttered, "Y... yeah."
Jenn just held up her arms, clearly enjoying the situation. She did feel a bit of pity for him. Her sex ed. classes meant she knew how little the boys knew about sex, and it was only right for Chris to be so nervous. She decided to comfort him a little.
"Don't worry, I know what to do. You'll be a wonderful partner."
As Chris lifted her dress from her shoulders, her words calmed him somewhat and allowed him to enjoy the situation as well.
First, Jenn's toned stomach came into view. Then her white lace bra was exposed. As Chris laid the dress aside on the bed, she wordlessly wiggled upwards and raised her legs.
Chris removed her leggings, seeing Jenn's panties for the first time. They were plain white, not too fancy. As the leggings traveled down her legs, he saw her pearly white thighs and then legs.
Chris paused, unsure of whether he should try removing the rest. Jenn sat up, and giggled. "Your turn now." Chris fumbled with his belt buckle, and quickly tore off his shirt and dropped his pants. His white underwear appeared to have a damp spot. His cage must be leaking again.
"Oh, you're so wet for me! I love you," she squealed. While Jenn and he had already said the three magic words to each other, hearing them in this context heightened his arousal even further. His nipples were stuff and blood pounded in his head.
"Now let's see your little one."
