"Relaxing" with Chloe and her friends... Tiny Life Guard chapter 33 by CrankoWanko

“Now I think it’s time for my friends to get here. They should be here any minute…” Chloe says down to you. She stands up from the bench, and puts a hand to her eyes to block the sun as she looks around. Even this small motion was enough to make you wobble under the weight of her gargantuan breasts. Suddenly Chloe exclaims, “There they are!” and she starts jumping and waving to get their attention. “Hey girls!” All of her jumping bounces you madly up and down, but the girl hardly seems to notice before she starts quickly walking over to her friends.

You can’t see, but you can hear her greet them happily, “Hey Allie, Samantha! Glad you girls finally made it.” Without warning you feel massive breast slam into your back, totally enveloping you between the two girl’s breasts as they hug, and then a second pair crushes you a moment later as Chloe hugs her other friend. “It’s such a beautiful day, huh?” You hear one of the friends say. “I know, totally. The weather around here is always so nice, I’m surprised we haven’t been to this park yet! Thanks for inviting us out with you, Chloe.” The other says.

Chloe shifts her weight onto one leg, rubbing her nipple into your face, as she says, “Yeah, you bet. This place is cheap, too, and the lifeguards are all real nice… Oh! That reminds me, I have just GOT to show you something.” Chloe reaches down and pinches you by the waist, pulling you away from her hard nipple until her breast is no longer enveloping your body. You crane your neck to look upwards, and you see three beautiful faces staring back down at you. Chloe, a second blonde girl, and a brown haired girl. You also notice that Chloe’s two friends also happen to be very well endowed… their gigantic bosoms are dangerously close to popping out of their own bikinis. Both of the new girls looked shocked, while Chloe is smiling as if she’s proud to display you.

The blonde haired girl, Samantha, asks… “Oh my god... is that a tiny man?” and the brunette, Allie, put a hand to her mouth to cover a gasp. Chloe explains, “Yup. Someone gave me a bikini and after I put it on, I realized this little guy was the left bra cup. The bikini is too hard to take off, though, so he’s stuck for now.” Samantha giggled, “Hahaha, what a lucky guy!” and Allie pulled her hand away from her smiling mouth, and cooed, “Awwww, he’s adorable!” You were somewhat enjoying all the attention, but you tried to stay focused, “Chloe! Please, pull me off!” you shouted up over the wall of breast at her smiling face.

Chloe rolled her eyes and sighed, before releasing your waist. You snapped back into her breast, quickly sinking into her expansive flesh. “As you can see, he’s getting a bit restless because he’s been stuck to me for a few hours. But I’m tired of trying to get him off because nothing I’ve tried has worked.” Samantha watched you slam into Chloe’s boob, before you were engulfed in it. She asked, curious, “Doesn’t it hurt him when he gets squished into your big boobs like that, Chloe?” Chloe shrugged, inadvertently causing you to bob up and down against her breast, before while said, “I don’t think so, I mean, he’s been holding up the weight of my tits this whole time and he seems fine.”

Allie asked, “The guy can really handle a great big set of breasts, huh?” Chloe said, “Totally! He’s a pretty darn comfortable bikini. Check this out…” Chloe bent forward, letting her breasts fall towards the ground. Your arms and legs ached as the weight of her breast began to land even more so on top of your torso, but you had no choice but to hold it up. Chloe’s nipple slowly crushed your head flat as her breast poured around your body. You tried to scream in pain, but Chloe didn’t appear to notice as she stopped when her back was parallel with the ground. Chloe said, “Normally my breasts would be hanging way down here…” Chloe motioned beneath her breasts with her hands, briefly shaking them on top of you, before she continued, “but because he’s so stretchy and supportive, my breasts are held close to my body. See?” And, for emphasis, Chloe shook her chest, causing the colossal weight of her breasts to bounce up and down on top of you as you were thrown from side to side.

Chloe’s friends seemed impressed as she finally stood back up, relieving some of the pressure off of you. “Wow, that’s pretty cool Chloe.” One of them chimed in. Samantha bent over to examine you up close, and giggled when she saw Chloe’s big nipple rammed against your face, “Haha, he really makes your boobs look even bigger, Chloe!” Chloe smiled and said, “You think so? Thanks!” Then Allie bent down too, “Don’t you think, uh, your bikini might be a bit too tight for him, Chloe? It looks like he’s being really squished into your boob.” Chloe shrugged again, letting her breast rise and then fall back onto your face. “Yeah, he is. But it feels kind nice, and I can’t really adjust the bikini, so whatever.” Chloe explained as you wobbled back and forth against her bosom.

You yelled out to try and tell Chloe to fix you, but the girl’s only heard some quiet buzzing. Allie and Chloe giggled, as Samantha reached out and grabbed your legs, “I think the little guy wants to have some fun too!” she teased. With a separate leg in each hand, Samantha began to pull you upwards, causing you to get roughly shoved against Chloe’s breast, crotch first. Chloe started laughing as she felt your body being mashed into hers, while Allie and Samantha were giggling at the sight of your tiny body being forced to hump Chloe’s jugs . You might have enjoyed it, except Chloe’s breast was so heavy that your body was just crushed as your waist was lifted into the underside of Chloe’s boob. Then you felt something else: your swim shorts were beginning to tear. You had been stretched and crushed so much that even though your body was durable enough to withstand everything, your shorts had finally worn out. As Samantha started rubbing your waist from side to side across Chloe’s breast, your shorts began to tear and fall away. The girl’s were all laughing so hard that they didn’t see what was happening until your shorts had mostly fallen away. Samantha looked down and only started laughing harder when she saw that she was shoving your naked crotch into her friend’s huge left breast.

Samantha finally let go, as she had to hold her sides from laughter, letting you slowly bounce back to normal. The girl’s slowly settled down, before Allie asked, “Hey, wasn’t he wearing little red shorts a second ago?” Chloe looked down, surprised, but couldn’t see anything below your shoulders because her breast was so big and most of your body was on the underside of it. She carelessly squished her hand against you, compressing you against her breast as she tried to lift you up to look, as she exclaimed, “What? I can’t see.” After a minute of crushing you into her breast in an attempt to get a better view, Chloe let go and turned to Allie, who was just staring at you. Samantha was still laughing as Chloe asked, “Allie, can you see if he’s wearing shorts still?” Allie bent closer, before she smirked at the sight of your naked body being pulled into Chloe’s very ample bosom. She reached out and poked you in the lower back, squashing your semi-firm cock against Chloe’s skin. Allie teased, “Well, what does it feel like?” before she pulled her finger back, causing you to jiggle back to a stop. Chloe looked down, not understanding what Allie was trying to say, before she felt your penis rubbing against her and said, “Ew! That little pervert…”

Samantha was still giggling uncontrollably as Allie stood up, before Chloe grabbed Allie by the waist and pulled her close. Allie gasped as the girl’s massive tits made contact, and were squashed together over you, filling every air pocket with their flesh. Allie, feeling her nipple poking into the back of your head, asked, “Uh, Chloe… what is this supposed to accomplish?” Chloe wiggled her chest, trying to crush your body against her breast. “We’re teaching the little perv some manners.” You could feel Chloe’s breast pressing itself into your front side, mercilessly crushing everything including your genitals, as Allie’s flesh was mashed into your back. The two girl’s nipples were almost level with each other, causing your head to feel like it was caught in a hot, jiggly vice between the two.

Allie let Chloe crush you against her breast for a few minutes, before Samantha finally stopped giggling and said, “What the hell are you two doing?” as she saw her two friends pushing their boobs together. Chloe explained, “The little guy decided to take his pants off, and now we’re teaching him a lesson.” Samantha tried to keep herself from bursting into laughter again as she realized Chloe didn’t know it was her fault. Samantha, still holding laughter back, said, “Hey, why don’t you crush him against me? My breasts are probably bigger than Allie’s anyway!” Chloe pondered for a second, before she released Allie, much to your delight, but then she and Samantha quickly embraced, again squishing you between their huge bosoms. As soon as Samantha felt your body against her nipple through her bikini, she began to bounce up and down on her toes, rubbing her flesh against your back and shaking your body into Chloe’s skin some more.

After a few minutes of bouncing and shaking, Chloe released Samantha, and said, “Alright, that’s probably enough.” Chloe looked down at your pitiful body, which was still being forced to hug her breast, and said, “Maybe next time you’ll think twice before taking your pants off like that.”

Does Samantha reveal that it wasn't your fault?
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May 30, 2025
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