"Nope! You hurt my feelings." (messes w... Tiny Life Guard chapter 33 by CrankoWanko

Chloe playfully put a finger to her lips on her hips and hummed loudly. “Wellllll…” she thought to herself, as she smiled down over her breast at your tiny form. Chloe seemed to be considering her options for a few seconds. “Nope!” Chloe eventually and happily decided. You barely had time for your eyes to go wide before she let go of her breast, and her flesh enveloped your face. Chloe giggled as she felt your face rubbing against her nipple, and explained, “See, I WAS going to help free you, but all that bouncing around made me realize something. You just feel too good down there to give up, so I think I’ll leave you for a while.” You shouted in protest, but Chloe only giggled and pressed a finger to your back, squishing you into your skin. “Don’t worry, I have a few friends coming to meet me here. They should make things interesting.”

Chloe put 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, and it’s obvious the girl is enjoying it as her nipple is becoming very stiff. Chloe eventually stops jumping as her friends walk over.

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 a 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, jiggling her nipple in 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 puffs her chest out, letting your body strain against your bonds as you are pulled tightly into Chloe’s enormous breast. Her stiff nipple jabs into your head, and out of the corner of the eye that’s not being mashed into her nipple, you can 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 and confused, while Chloe is smiling as if she’s proud to display you.

The blonde haired girl, Samantha, asked… “Oh my god... that’s not an actual tiny man, is it?” Chloe explains, “Yup. Someone gave me a bikini to try out and after I put it on, I realized this little guy was the left bra cup. I think he’s even a lifeguard here, because of his little red shorts. But for now he’s just helping lift my big boobies.” Chloe wiggled her chest slightly to prove her point, making Samantha giggle as she watched you wobble around. “Oh come on, there’s no way he’s real!” Samantha argued. Chloe raised an eyebrow, before reaching down and pinching you by the waist, pulling you away from her hard nipple until her breast is no longer enveloping your body. Allie put a hand to her mouth to suppress a startled gasp when you were revealed, and Samantha just stared at you.

Chloe said triumphantly, “See? Real.” And let go of you. You snapped back into her breast, quickly sinking into her expansive flesh. Allie pulled her hand away from her mouth and cooed, “Awwww, he’s so adorable! How long has he been like that?” Chloe smiled as she felt you struggling against her skin, “He’s been stuck to me for about an hour now, I think.” Samantha had watched you slam into Chloe’s boob, before you were surrounded by Chloe’s flesh. 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 with her breast, and said, “I don’t think so. I mean, he’s been holding up the weight of my tits this whole time and I can still feel him wiggling around.”

Allie ateased, “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 getting kinda crushed down there. But it feels really good, 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, and 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...
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May 30, 2025
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