The Perfect Prison Tiny Life Guard chapter 18 by copier · original author: dwarf


Jim spent the night in Kims boob and she spent all night playing with her breasts making Jim fall over and bang into the walls of her boobs to Kim’s enjoyment. Kim had promised to let Jim out occasionally if he was good but last night he obviously wasn’t good enough.

Kim walked into the water park the next day and got changed into her lifeguard gear, thats when Jim heard Juli approach Kim.

“Where is Jim?” Juli asked

“Where do you think?” Kim said patting her right boob, then looking left and right to make sure she couldn’t be overheard. She opened her bikini top so Juli could see the nipple piecing she now had. “He’s chilling in his new home”

“Kim, you can’t keep Jim in there forever!” Juli protested

“I’m doing a good job so far” Kim laughed. “Anyway, he wants to live in there he told me so himself. I’m just letting him live out his fantasy.” She lied.

“Really?” Juli asked “Jim wants to be inside a boob?”

Jim began hitting the inside of Kim’s boob and shouted forcefully trying to tell her the truth, but it only translated to a slight jiggle in Kim’s right boob.

“Why did you have to pierce your nipple?” Juli asked.

“I didn’t want Jim in my boob, he crawled in himself the little perv. I thought this would teach him a lesson by sealing him inside my boob for a few weeks to get it out of his system.” Kim lied

“So you’re punishing him?” Juli said and appeared to accept this the total ditz.

Jim fought Kim’s boob as hard as he could trying to get his side of the story, the true side heard, but it all fell on deaf ears.

Juli lowered herself down to Kim’s right boob and poked it with her finger. “Let this be a lesson to you” Juli said siding with Kim “You can’t just go crawling into a woman’s nipples and not expect consequences.”

Again Jim tried to shout at Juli but all she heard was mumbles.

“No point apologising, I’m not the one you should apologise to.” Juli said “Apologise to Kim and maybe she’ll let you out.”

Kim laughed in her head at this.

The whole day was very boring, the only excitement Jim got was whenever Kim moved, swam or ran her boobs bounced making it feel like he was in padded cell during an earthquake. A few times Kim went down the water slides probably in an attempt to make your otherwise calm world a little more interesting for her.

A few weeks after this Jim found out he’d been fired from his job for not turning up for work and within another week everyone totally forgot about Jim, except for Kim.

At some point Jim wasn’t sure, he’d lost all sense of time, Kim had bought a stethoscope so she could have a proper conversation with Jim, though they quickly ran out of things to talk about. After six months Kim at times forgot Jim even existed, the only thing that reminded her of Jim was the sight of the nipple piercing and the occasional shifting weight in her right boob. She’d even forgotten what Jim looked like now.

She tried talking with Jim again later in the year, she realised that whenever she wanted to talk about problems she was having with someone Jim was a good listener. Only because he didn’t have anyone else to talk to, so she poured out all her secrets and concerns to her. Jim had no choice but to keep secrets, because he had no one else to tell them to.

She’d pat her right boob affectionately when Jim listened to her and sympathised or pretended to at least, it was in his best interest to keep her happy because otherwise she’d make his life uncomfortable by exercising. Running, jumping jacks, press ups, anything that made her boobs jiggle and she’d do it as punishment. But despite this trust in her secrets she still liked to torture him by keeping him trapped in her right boob.

And so Kim continued to enjoy her tiny captive, foiling his escape attempts and having fun with him in her boobs. And Jim continues his attempts to escape from Kim’s Booby trap.

But he was never successful.
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May 30, 2025
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