Cindy slowly discovers you
Tiny Life Guard
chapter 7
by
CrankoWanko
You could barely hear anything that happened up above because Cindy’s ass was completely engulfing your face and body, but Cindy had stopped grinding against you and was thinking aloud. “Wait… how big did Juli say her new partner was?” Cindy was wondering how small of a guy she was supposed to be looking for. As she thought, she began slowly and subconsciously shifting her weight back and forth, unknowingly compressing your tiny body into her ass cheek over and over again. It wasn’t long before Cindy’s movements had ridden her bikini up her crack once again, and you were visible against her bare cheek. Cindy didn’t seem to notice this wedgie just yet, though, as she was lost on thought. After a few minutes of pondering, Cindy felt an itch on her butt once more. Cindy suddenly connected the two ideas, and wondered if maybe she had accidentally sat on the tiny new guy, somehow.
Cindy looked down at her smooth thighs, which were sandwiched together in order to fit between the small chair arm rests. The plastic lifeguard chair she was sitting in was curved at the sides and back, in order to comfortably “cup” the lifeguard’s bottom as they sat. However, Cindy’s rather huge behind filled the chair entirely, so she could barely see the chair itself past her thick rear and thighs. The huge girl on top of you continued to wonder, “There’s no way he could be small enough for me to have sat on him without noticing, right?” as she studied the crevice between her thighs, as if expecting to find a tiny hand sticking out. Cindy squeezed her thighs together in contemplation, neglectfully pushing her flesh into your face some more. Cindy mumbled, “But then why has my butt been itching so much ever since I sat down where Juli’s partner was supposed to be…” Cindy couldn’t really believe that there was a man small enough to be completely hidden under her butt, though if she focused, she thought she might have been able to feel something stuck under her ass cheek.
Cindy decided to call Juli to figure how big you really were supposed to be. She reached over and grabbed the walkie talkie fastened to the back of the lifeguard chair, and spoke into it somewhat nervously. “Hey Juli, it’s Cindy! I’ve just got a quick question for you. How, uh, small did you say your partner was, exactly? He’s just kind of short, like five foot tall or whatever? You didn’t mean he was, like, actually pocket sized, right?” As Cindy spoke, she anxiously began bouncing her thigh lightly, causing her ass to jiggle up and down against you. The radio beeped and Juli’s singsong voice came through, “No he’s super tiny, I think Melissa said he was only like an inch tall. So watch out where you sit, you wouldn’t want to crush him under that big butt of yours or we’d NEVER find him, haha!” Juli had only been teasing about that last part, but it worried Cindy, who forced a laugh, “Ha, ha! Yeah, right. I’m not clumsy enough to do something as embarrassing as that! Uh, okay, cya Juli.” Cindy put the walkie talkie back, and then sat still. Now she was starting to get really worried; if she found you under her butt after all this time that you’d been missing, Juli and Kim would never let her hear the end of it. The three were good friends, but Juli and Kim liked to make fun of her all the time for her big butt and lazy attitude, since she liked to sit around whenever possible instead of patrolling or standing. They’d probably tease her and say stuff like, “Hey Cindy, watch out where you sit, we have another new guy coming today!” or “Hey, Cindy, we can’t find the little guy, have you sat down recently?” Cindy, of course, was more worried about what her friends would say when they found out that the new guy was stuck to her butt than the fact that there might actually be a tiny little man currently trapped underneath her mountainous ass.
Cindy twisted around to look over her shoulder, rubbing her ass over your body in the process. She craned her neck to look over her left shoulder at her butt, which was squashed up against the back and sides of the tight chair, and grimaced as she imagined a little tiny man trapped underneath all that flesh. Cindy worriedly exclaimed, “Oh crap… I really hope I didn’t sit on the poor guy!” as she quickly twisted around to look over her other shoulder, which again shook her ass on top of you. Cindy obviously couldn’t see you underneath her gigantic ass, since you were trapped against the center of her right ass cheek. She reached back and grabbed a handful of her ass cheek, before lifting it up and away from the chair as much as she could. Given the size and weight of each butt cheek; this wasn’t much. You felt some of the weight on top of you ascend, but you were still pinned in place by Cindy’s soft flesh. As Cindy attempted to push her ass cheek to the side in an attempt to see down between the chair and her buttock, you were forced to feel every movement and vibration that went through her jiggly flesh. Eventually Cindy let go of her butt and it bounced back into place, pummeling you beneath its bulk. Cindy mumbled, “Hmm, no sign of him so far. God, I really hope he hasn’t been trapped all the way under my ass this whole time, or Juli is going to give me so much shit for this!” Then Cindy leaned to her right side, and suddenly you were completely crushed flat as all of her weight landed on top of you. Cindy tried to look under her left butt cheek, though the size of her hips and ass made this very difficult. She struggled for a few minutes, totally ignorant of the fact that you were under her right cheek, and being completely mashed into her squishy flesh.
Cindy had considered standing up to check her ass, but she didn’t want to be embarrassed if Kim or Juli happened to walk by and see you stuck to her ass before she could get you off. So she decided to remain sitting, even though she figured that if you were actually stuck under her, you were probably in agony from being flattened to her butt this whole time. When she couldn’t see anything under her left butt cheek, she finally sat back down normally. Despite your face being completely buried in her skin, you could just barely hear Cindy up above saying, “Okay, so he’s not under my left leg. That means he’s either under my right leg, or I didn’t sit on him! Great!” Then Cindy took a deep breath, and leaned over to her left. You felt the chair fall away from your back as Cindy’s gigantic rear was tilted up into the air. You could barely see out of the corner of your eye, but after a moment you thought you saw Cindy’s pretty face come into view, high above. Her eyes scanned her wobbling ass, until they saw you. Cindy’s eyes went wide and her jaw dropped at the sight of your miniscule body plastered against her huge white ass cheek. You heard her mutter, “Oh fuck me.” And suddenly she sat back down, letting her ass pin you in place once more as her butt filled every space in the chair’s form. Cindy wasn't sure what to do; if she freed you, you might go tell Juli what happened and then she'd tell Kim. But the longer she left you where you were, the more Juli and Kim would make fun of her for it when they found out.
Cindy thought for a few minutes, until she eventually decides what to do.
Cindy looked down at her smooth thighs, which were sandwiched together in order to fit between the small chair arm rests. The plastic lifeguard chair she was sitting in was curved at the sides and back, in order to comfortably “cup” the lifeguard’s bottom as they sat. However, Cindy’s rather huge behind filled the chair entirely, so she could barely see the chair itself past her thick rear and thighs. The huge girl on top of you continued to wonder, “There’s no way he could be small enough for me to have sat on him without noticing, right?” as she studied the crevice between her thighs, as if expecting to find a tiny hand sticking out. Cindy squeezed her thighs together in contemplation, neglectfully pushing her flesh into your face some more. Cindy mumbled, “But then why has my butt been itching so much ever since I sat down where Juli’s partner was supposed to be…” Cindy couldn’t really believe that there was a man small enough to be completely hidden under her butt, though if she focused, she thought she might have been able to feel something stuck under her ass cheek.
Cindy decided to call Juli to figure how big you really were supposed to be. She reached over and grabbed the walkie talkie fastened to the back of the lifeguard chair, and spoke into it somewhat nervously. “Hey Juli, it’s Cindy! I’ve just got a quick question for you. How, uh, small did you say your partner was, exactly? He’s just kind of short, like five foot tall or whatever? You didn’t mean he was, like, actually pocket sized, right?” As Cindy spoke, she anxiously began bouncing her thigh lightly, causing her ass to jiggle up and down against you. The radio beeped and Juli’s singsong voice came through, “No he’s super tiny, I think Melissa said he was only like an inch tall. So watch out where you sit, you wouldn’t want to crush him under that big butt of yours or we’d NEVER find him, haha!” Juli had only been teasing about that last part, but it worried Cindy, who forced a laugh, “Ha, ha! Yeah, right. I’m not clumsy enough to do something as embarrassing as that! Uh, okay, cya Juli.” Cindy put the walkie talkie back, and then sat still. Now she was starting to get really worried; if she found you under her butt after all this time that you’d been missing, Juli and Kim would never let her hear the end of it. The three were good friends, but Juli and Kim liked to make fun of her all the time for her big butt and lazy attitude, since she liked to sit around whenever possible instead of patrolling or standing. They’d probably tease her and say stuff like, “Hey Cindy, watch out where you sit, we have another new guy coming today!” or “Hey, Cindy, we can’t find the little guy, have you sat down recently?” Cindy, of course, was more worried about what her friends would say when they found out that the new guy was stuck to her butt than the fact that there might actually be a tiny little man currently trapped underneath her mountainous ass.
Cindy twisted around to look over her shoulder, rubbing her ass over your body in the process. She craned her neck to look over her left shoulder at her butt, which was squashed up against the back and sides of the tight chair, and grimaced as she imagined a little tiny man trapped underneath all that flesh. Cindy worriedly exclaimed, “Oh crap… I really hope I didn’t sit on the poor guy!” as she quickly twisted around to look over her other shoulder, which again shook her ass on top of you. Cindy obviously couldn’t see you underneath her gigantic ass, since you were trapped against the center of her right ass cheek. She reached back and grabbed a handful of her ass cheek, before lifting it up and away from the chair as much as she could. Given the size and weight of each butt cheek; this wasn’t much. You felt some of the weight on top of you ascend, but you were still pinned in place by Cindy’s soft flesh. As Cindy attempted to push her ass cheek to the side in an attempt to see down between the chair and her buttock, you were forced to feel every movement and vibration that went through her jiggly flesh. Eventually Cindy let go of her butt and it bounced back into place, pummeling you beneath its bulk. Cindy mumbled, “Hmm, no sign of him so far. God, I really hope he hasn’t been trapped all the way under my ass this whole time, or Juli is going to give me so much shit for this!” Then Cindy leaned to her right side, and suddenly you were completely crushed flat as all of her weight landed on top of you. Cindy tried to look under her left butt cheek, though the size of her hips and ass made this very difficult. She struggled for a few minutes, totally ignorant of the fact that you were under her right cheek, and being completely mashed into her squishy flesh.
Cindy had considered standing up to check her ass, but she didn’t want to be embarrassed if Kim or Juli happened to walk by and see you stuck to her ass before she could get you off. So she decided to remain sitting, even though she figured that if you were actually stuck under her, you were probably in agony from being flattened to her butt this whole time. When she couldn’t see anything under her left butt cheek, she finally sat back down normally. Despite your face being completely buried in her skin, you could just barely hear Cindy up above saying, “Okay, so he’s not under my left leg. That means he’s either under my right leg, or I didn’t sit on him! Great!” Then Cindy took a deep breath, and leaned over to her left. You felt the chair fall away from your back as Cindy’s gigantic rear was tilted up into the air. You could barely see out of the corner of your eye, but after a moment you thought you saw Cindy’s pretty face come into view, high above. Her eyes scanned her wobbling ass, until they saw you. Cindy’s eyes went wide and her jaw dropped at the sight of your miniscule body plastered against her huge white ass cheek. You heard her mutter, “Oh fuck me.” And suddenly she sat back down, letting her ass pin you in place once more as her butt filled every space in the chair’s form. Cindy wasn't sure what to do; if she freed you, you might go tell Juli what happened and then she'd tell Kim. But the longer she left you where you were, the more Juli and Kim would make fun of her for it when they found out.
Cindy thought for a few minutes, until she eventually decides what to do.
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May 30, 2025
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