HTTYB - Day 19, Part 12 (Patreon)

Reese earned himself another small break after his little sessions with Elle and Olivia’s feet, and true to her word, Jordan gave him the shrunken girl’s phone number. It was the first time in hours that he genuinely smiled, as he sat next to her and happily texted away at his new crush. He barely even knew what she looked like—although he remembered that from afar, she at least hadn’t been ugly—but he was still psyched to be communicating with someone else who was just like him.

“You happy?” Olivia asked, looking down at him with a smirk, his small body sitting rigidly, dressed in just a pair of tight pink speedos.

“Yeah,” he nodded, smiling back. Olivia continued to watch him, unable to see his screen but discerning from his body language that the conversation was going pretty well. What are the odds that he’d meet another girl just like him? she wondered. It wasn’t too crazy, but it certainly wasn’t a daily occurrence. But that reminded her of why they’d come to the beach in the first place. How Reese had broken her laptop, and today was supposed to be his one, singular day of punishment as an answer to the $2,500 worth of damage he’d done to her MacBook. And now he might come away from this whole experience with a girlfriend? She wasn’t about to purposefully ruin his chances with this girl. But Olivia was jealous of the attention the other girl was getting. This was supposed to be her day to use Reese as much as she wanted, to get her frustrations out on him.

She didn’t have any immediate ideas though, so instead she motioned to his swimsuit to at least distract him from the other woman. “How’s that speedo workin out for you?” she asked. “I can still hardly believe it fit on you, it was so tiny.”

“Yeah, it’s fine,” he answered absentmindedly, not even bothering to look up from his phone.

She continued staring at him, determined to draw him away from his device and play with her instead. She stood up quickly, which caused him to finally look up from his phone, as she stuck her pointer and middle fingers under the back side of the speedo, lifting him up in what could only be described as a colossal wedgie. “Is it tight? How loose is this thing?” she giggled, as he frantically tossed his phone down onto the towel.

“Olivia, that hurts,” he winced, sounding weak and feeble as she bounced his nearly-nude body from her grip, the swimsuit material stretching to its limits before boinging back up, like he was on a bungee jump. The back of the speedo dug into his butt crack, and the front of the suit, already compressing his genitals into a measly lump, threatened to flatten his dick and balls if Olivia didn’t let up soon.

“Oh come on, it’s just a wedgie,” she laughed, now catching the attention of her friends, as Reese’s body was dangled helplessly in the air like a toy. She didn’t even catch on to what the stretching sound coming from Reese was until it was too late, and the speedo violently snapped, sending a wholly naked Reese tumbling into the sand.

Everyone was quiet. Even Jordan, normally the first to tease the shrunken boy, was shocked. Visually, there was only about a 5% difference between a person wearing just a speedo and them wearing nothing at all, and yet seeing Reese completely without any clothes was enough to stun all the girls into silence for several long moments.

Reese was the first to say something, although he didn’t move his body, only lifting his head out of the sand enough to speak. “I told you to stop,” he quietly muttered.

“I am so, so sorry Reese,” Olivia said, biting her lip and glancing between his nude backside and the torn speedos hanging between her fingers. “Honestly. I wasn’t trying to break it, I was just messing with you.”

“Well why’d you feel the need to mess with me then?” he wanted to ask. But he knew the answer. And he knew Olivia was genuine about it being an accident. “Is it salvageable? Can I still wear them?”

“Not even a little,” she sighed, discarding them into her beach basket.

He looked around, ignoring the fact that Jordan and Elle were staring at him, his eyes landing on one of the towels laid out on the ground. “Can you pass me the towel then? I’m assuming you’ll let me head back to the house now too.”

“Um, sure,” Olivia said, grabbing the long towel and setting it down next to him. “You know, I still think you treating nudity as a major taboo is making this into a bigger issue than it needs to be. It was true when I was talking about myself, and it’s still true when I’m talking about you.”

Reese just ignored her, and shuffled awkwardly to pick up the towel and shield his nether regions from the others as he awkwardly stood up. It wasn’t a regular bath towel; it was much larger, nearly as wide as he was tall, and he struggled to wrap its length around his body. The girls watched as he managed to tuck one of the corners under itself, all the way up at his armpits, while the rest of the towel came down to his shins. “There. I think that’ll hold,” he remarked, holding his arms up and looking down at it. Not a second later, the entire thing came undone and fell to his feet, and suddenly his nude body was back on display for Olivia and her friends to see.

“Welp, cat’s outta the bag now,” Jordan commented, stifling a giggle at how comically foolish Reese had been. He hadn’t even had to take a single step for his make-shift cover to fall apart. A wave of embarrassment washed over the 3-foot boy, knowing that it’d be pointless to cover his privates with his hands now. They all knew. And at his reduced size, his dick (which would’ve previously been labelled as average at his old normal size) was barely a couple inches long. He felt small. Pathetic.

But Olivia sensed his anxiety, and squatted down beside him, gently setting her hand on his shoulder. “Hey, you shouldn’t feel bad,” she quietly told him. “It’s normal to feel shy at first though, so I understand. But you’ll get used to it.”

“Easy for you to say, cuz you’re not the one who’s naked,” he automatically replied. But as soon as he did, he realized he’d fucked up. She’d been trying to get him accustomed to her body for weeks now (arguably years), and now he’d just inadvertently invited her to strip.

“Well, you’re right. So I’ll make things more fair then.” She stood back up, and Reese was frozen in place as he heard the shuffling of her taking off her one-piece swimsuit. His eyes were boring holes in the sand, and he felt an inability to look up and simply acknowledge that which Olivia had been trying to get him to so many times before. “See? Now you’re not the only one,” she said, her voice still soft and caring as she lowered herself back down and put her hand on his shoulder again—except this time he flinched. Without even seeing them, he could hear her newly freed tits subtly bounce against her torso from the quick squat, and he gulped nervously.

The silence continued, until Olivia sighed and stood back up, casually walking over to Jordan, her naked ass wobbling as she walked right on by Reese. “Would you mind switching bikinis with me?” she asked her friend. “I’ve got an idea for how to get him back to the house—and to get him a little accustomed to a bit of nudity.

“Uh… I guess,” Jordan replied, “if yours’ll even fit on me.” She took off her skimpy top and shimmied her bottoms down too, trading both with Olivia. Like her friend, she didn’t hesitate to strip nude; she was confident in her body. Proud of it, really.

Elle watched the two of them put each others’ swimsuits on, as Reese continued staring at the ground. “So what was your ‘idea’ for getting me back?” he asked her. “I don’t wanna walk the whole way back naked. People are gonna see me.”

Olivia sauntered back over to Reese, kneeling down in front of him. “Yeah, I figured the same thing,” she said. “You’re not gonna like my solution though. But it’ll hide your junk away from anyone else seeing. More importantly though, it’ll get you more comfortable around me and my body.”

“Oh…”

“Remember when I stuffed you in my swimsuit and had you hold my boobs up for me? Even I was surprised at how much that actually kinda worked, so first off, good job on that. Anyways, this is basically kinda similar. You’re still gonna be supporting my breasts and holding them up… only this time, there won’t be a top involved. I’m gonna use your whole body as my bikini. Which should get you plenty of one on one time with my tits, but also hide your dick from anyone watching. They’ll only see your backside.”

Reese was stunned. It was such an insane suggestion, he couldn’t even fully conceptualize it in his head. “W-wha…what?” he stuttered, caught by disbelief.

“Remember yesterday when I realized that your height isn’t even as big as my bust? Like I have a 53 inch bust, right? But you’re only 38 inches. So I’m gonna have you lay down sideways, and then I’ll tie the real bikini top around your ankles and your wrists. So the top will be like the back strap, and your body will operate as the cups to hold my boobs up.” She grinned, a bit pleased with her on-the-spot ingenuity. “Pretty creative, right?”

“No! I mean… I don’t wanna do that Olivia, c’mon. How is that not worse?”

She sighed, tired as always with his constant argumentative attitude. “You said you’re embarrassed about people seeing you nude. This way, you won’t need to see them, and they won’t be able to see the part of you you’re self-conscious about. And that’s besides the fact that you still act like a prude when it comes to nudity and my body, so until it isn’t a big deal for you anymore, and I can walk around naked after a shower or tan next to the pool without any clothes, I’m gonna keep putting you in positions like this to force you to get used to me. And lemme remind you that since I’m in charge of you and you’re supposed to do whatever I say, I can and will wear you as my bikini top for as long as I want.” She didn’t like being strict with him, but since he had a tendency to be a whiny bitch, sometimes she had to be a little blunt. So she gave her mini speech a moment to sink in for him. “And if you continue to complain, then maybe I’ll think up a way to wear you as my bikini bottoms too. Don’t think I wouldn’t turn you into a thong if it came down to it.”

Reese continued looking at the ground, but realized that since she really could do whatever she wanted to him, he might as well suck it up and just look. It was less scary that the alternative. And although he was scared of accidentally getting a boner (which would be so, so, so incredibly humiliating now that he was naked), he didn’t have much of a choice. So with a despondent “Alright, you win,” he raised his head so he could finally behold Olivia’s tits.

Except she was still wearing the bikini she’d swapped with Jordan. Despite her chest being so massive that it literally spilled forth from every single side of the swimsuit top, there was still a decent amount of her boobs being covered. “Wait. That’s… um…” He assumed she’d already taken it off.

“See!” she exclaimed, her tits jiggling just from her small movements. “This isn’t anything new to you, right? You’ve seen me in a bikini a million times before. But I’m barely even covered up, you just can’t see my nipples. So like, you already know what my tits look like for the most part, which is why it’s so crazy to me that it’s always been such a big deal to you.” To accentuate her point, she cupped each of her breasts under her hands and jostled them around, showing how the bikini was barely restricting them from bouncing in front of Reese’s face. “It’s not even like you’re gonna see my tits for the first time, you’re pretty much just your first time with my nips. Which, you know, #FreeTheNipple and stuff.” She flicked Reese’s nipple, drawing attention to how unfair it was that nobody made a big deal of his chest.

“Whatever,” the boy groaned. “My eyes are open like you wanted, okay? I’m looking. Let’s just get it over with, I wanna head back to the house and put some clothes on.”

Olivia shook her head, pursing her lips at how much of an attitude Reese still managed to possess. “Still with the whining, God. You know what, I’m not gonna let you leave until you at least pretend to want this for yourself.”

“Seriously?”

She nodded, “Go on. Ask me. We’re not heading home until I turn you into a bikini, I’m not turning you into my bikini until you’re comfortable around my tits, and you won’t be comfy with my tits until you see them first, which won’t happen until you ask politely, kindly, and enthusiastically.”

“Okay, f…” He stopped himself before he could say “fine,” and took a moment to compose himself. “Can you show me your boobs?”

“You sound annoyed. Try again.”

“Can you show me your boobs, please?”

“Better. Again.”

“Please, Olivia, just—I mean, please show me your boobs. I want to see them.”

“Again.”

He looked at Jordan and Elle, who were quietly watching, and he glanced down anxiously at his exposed dick, starting to feel cold in his birthday suit. “Will you please let me see your boobs?”

“Look at me when you say it. Again.”

He looked up into her eyes, trying to appear earnest with his plea. “Please Olivia, let me see your tits.”

But she just looked back at him with a cool, unnerving expression, that was only barely beginning to soften. “Not my eyes, dummy. Keep going.”

He realized what she meant, and looked back down, his eyes scouring her boobs. “Let me see them, Olivia, seriously. Just show them already, I can’t stand it.”

She smirked, glad to see the repetition was finally starting to work. Since he had to get her to show him so that they could leave, he now genuinely really did want to just fucking see them already. “Now you’re starting to get there. Again.”

He watched her lower her finger down and slowly tug at the string between her cups, teasing him with the idea that she might finally pull it down. His eyes lit up, and he started asking again, this time nearly begging to let her finally show him her tits. “Please, Olivia. You’re driving my crazy, I really do wanna see them now. I need to see them.”

“Need to see what?”

“I need to see your tits! You’re literally killing me here, I wanna see them so bad now, honestly. Please show them to me Olivia, please just take your bikini off. You’re so close, they’re right there. I wanna see your boobs, and your nipples, and stare at the cleavage that forms when you press them together, and watch them bounce whenever you push them around. I wanna push them around! I’m so sorry for never accepting them or accepting the rest of your body, but now it’s killing me inside that you won’t show me them.” Her slender hands grabbed mounds of titty flesh, squeezing them through the bikini and causing Reese’s eyes to go crazy with impatience. Her finger returned to the center strap to pull down on the bikini, the edges of it slowly dragging down over the massive, tan globes that heaved from her chest, and then right as the strap was on the verge of flinging away, Olivia’s other hand reached up to Reese’s face and covered his eyes with her palm. He’d been so close, to be seconds away from the reveal and have her draw out the ordeal even longer sent him into a fit of frustration, and he angrily exclaimed “What the hell?!”

As he reached up to try and push her hand away, Olivia cooed in adoration, “There you go Reesie, that’s a good boy. Fight for it. Give it everything you’ve got. Do whatever you have to to finally catch a glimpse of my big, juicy tits.” And he did.

“Let me see them, c’mon Olivia, let me see!” he yelled, trying to pry even a single finger away to give himself a peek. “This isn’t fair! You’ve gone all this time without showing them to me and then when I finally wanna see them you won’t let me have it! Oh my God, Olivia, please just let me see your boobs, I’m begging you, just show them to me for a second, please, please, PLEASE!” She finally allowed him to push her hand away, but her other hand was now waiting right behind it, and then when he pushed that away too her first hand was back to continue covering up his eyes. “AHHHHH!” Nearly screaming, and to the point of anger now, he tried charging at her, but her hands still kept his body at bay as his feet shuffled in the sand without anything to show.

“You’re almost there, Reesie. My big, blessed, beautiful, bountiful boobies are almost yours. Now I want you to pour every fiber of your being into me. I want you to beg your goddess to finally allow you to see her in her full glory. Beg for my titties, Reesie, beg for me!”

The amount of frustration the 18 year old boy felt in that moment was excruciating. Deep down, he told himself that he didn’t want to actually see her naked breasts, but even if that were true, he needed to see them if wanted to get back to the house. So with all the strength available to his little 3’2 body, he scratched and clawed and pulled at Olivia’s hands, aching so desperately to finally be allowed to see the tits that he’d gone so many years trying to ignore. The monstrous P-cup boobs that defied gravity, making even the most impressive of other girls’ breasts look tiny in comparison. Nobody on the planet had tits that were even comparable to Olivia’s; she truly seemed like a goddess, and he should’ve counted himself lucky just to call himself her itty, bitty little boy. “Let me see them! Let me see them! Let me see them! Let me see them! Let me see them! Let me see them! Please, let me see them! I have to see your boobs, I have to! Let me see them, Olivia, let me see them! Let me see them! Let me—”

Olivia lifted her hands away, and instantly Reese ran smack dab into the massive, barren bosom that awaited him. Her breasts, each of them dozens of times larger than his head, swallowed him up in a hug, burying him so deeply into her chest that they engulfed all 360 degrees around his head. He sighed with relief, and wrapped his arms around Olivia’s midsection, doing his best to give the big, Amazonian girl a hug. “Thank you,” he whispered, on the verge of crying.

Regressing from her domineering, god-like state of mind, she shed a tear of her own, glad to have finally gotten through to Reese after so many years, and reached into her cleavage to rub his head affectionately. “You’re welcome. Finally.” Pulling his head away from the canyon of her tits, Reese looked gratefully into Olivia’s eyes, and then back to her breasts. “Go on, touch them,” she encouraged, drawing circles around her pink nipples and nudging his hand to give them a feel. “That’s the whole point of this, remember? I’m trying to destigmatize how you feel about them. Look at them, feel them, rub them. Whatever it takes.”

He heeded her suggestion, and gingerly raised a hand up to caress her left breast, soon joined by his other hand. She had a gradual tan line, a result of the myriad of bikinis and bras she’d worn. Although even the lighter part of her skin was significantly darker than Reese’s skin. And on a whole, her skin was remarkably clear and tantalizingly soft. “Oh my God,” he muttered, also surprised by how heavy her breasts felt. They’re like a dozen pounds each, Reese thought, meaning her tits alone were heavier than his entire shrunken body. And they’re so fucking squishy. He considered them to be like a liquidy play-doh, easy to shape and yet constantly overflowing around wherever he squeezed and felt.

“I know,” she replied, proud of her heavenly, God-given body. “See? Not so scary anymore, huh?” But he had never been scared of them, only of what they might do to him. “What do you think of my nipples?” she asked, gently twisting and teasing their tips, just enough to harden them a little bit. “I’ve been thinking about getting nipple rings. Whaddya think? Would they look good on me?”

“Yes,” he quietly answered, without even needing to think about whether or not it was true. It just seemed like the right answer, the obvious answer, and she giggled, petting his hair some more as he continued fondling her breasts.

“So… do you feel properly acquainted with my boobies now?” she asked, smiling down at him and jostling them for added effect.

He looked up at her and nodded.

“Are you… comfortable around them, finally?”

He nodded again.

“So then as a test, to make sure you’re a man of your word… If I asked you to stick your face back between my titties and motorboat them like they were your favorite pair of tits in the whole wide world… would you obey me?”

He’d practically done that already, so he didn’t have much more of an issue diving his head back in, shaking it deep into her cleavage and feeling her colossal sized mammaries pounding back and forth against the sides of his head. After coming back out, he looked back up at her.

“Hmm… very obedient, that’s good. But what if I asked you… to kiss them? No different than all the times you’ve kissed mine and others’ feet. Just a body part, and showing respect to it.”

Reese hesitated, but didn’t want to know what’d happen if he was disobedient, so he slowly leaned towards the nipple on Olivia’s right breast, puckered his lips that weren’t even as big as her soft areola, and placed a delicate kiss where where she’d asked him to.

“Wow, maybe you have changed,” she cooed, beyond pleased with how much her little speech from earlier had seemed to get through to him. “And now, as the very last thing…” Her chest rose away from his lips, as she got to her feet, rising higher and higher in front of the subservient little man. “This lesson has been all about how nudity shouldn’t be a big deal. First, I showed you my breasts, which aren’t even always a sexual thing. But now, since I’ve seen you fully naked, I want you to finally see me fully naked.” When she stopped rising up, standing at her full six and a half feet of height, the front of Olivia’s hips—clad only in a bikini thong—were only inches in front of Reese’s face. He knew what was coming before she even said it. “So I want you to grab my bottoms, pull it all the way down to my feet, and then stand back up and face my pussy.”

Reese swallowed, his body nearly trembling as he looked up at the topless woman. He could barely even see her face anymore cuz of how far out her tits extended from her body. But he could see her eyes, and he knew from their cool and calm demeanor that she wasn’t fucking around. This was the ultimate test. This was what all the past few weeks of normalizing her body had been leading up to. It didn’t get more intimate than this.

With his heart racing, Reese took both his hands and grabbed the sides of Olivia’s thong, took a deep breath, and then slowly slid the garment all the way down her long, statuesque legs. Past her thick thighs, her sturdy knees, her toned calves, and down to her perfectly tanned feet. Then he stood back up, slowly raising his head, and stared directly at her vagina. It was a lot to take in.

Things that Reese shouldn’t have known about Olivia’s genitals were now made crystal clear: how big her pussy was, the shape of her labia, the size of her clit, the color around her vulva, and of course, the fact that she was freshly shaven. In his entire life, Reese had only ever seen a vagina up close once before (his girlfriend’s from a few years ago, the same whose he’d performed awful oral sex on), but now he had seen two. And instead of being literally any other woman’s on the face of the planet, it was the pussy that belonged to the girl he knew more closely than anyone. He couldn’t believe the chain of events over the last few weeks that had led to that very moment; hell, even just 24 hours ago he never would’ve imagined he’d be face to face with Olivia’s vagina. But now he couldn’t look away, or else he’d risk knowing just how much more creative she could get with his punishments. He thanked God—truly, he said a mini prayer of gratitude in his head—that she hadn’t made him do anything other than just look at it. But the worst part of the whole experience came at the very end, when Jordan finally spoke up. She and Elle had simply been watching Olivia and Reese for the past few minutes, both alternating between various states of surprise, awkwardness, and incredulity. But the edgy, nasty side of Jordan eventually bubbled to the surface, as she said something that, while supposed to be a joke, still managed to freeze the blood throughout Reese’s entire system: “Wow, lucky you, Olivia. He’s at the perfect height to eat you out.”

The other three were beyond shocked at Jordan’s quip. “What the fuck,” Elle muttered, firmly punching her friend squarely on the arm.

Even Olivia, who’d long since known about her best friend’s dark sense of humor, was unable to shake the sense of unease she felt. “That was too far,” she commented, “even for you.” And unable to shake the image from her mind, she squatted down and picked her bikini bottom up from her feet, lifting it back to its original position where it hid her pussy from Reese.

But Reese said nothing. Because even though he knew Jordan had been joking, she was also technically right. His height was perfectly matched to Olivia’s, whose 6 feet and 6 inches were far above that of 99.99% of other women. With anyone else, if they’d been standing before Reese, he’d merely be at their midsection, or their stomach, or maybe the tops of their hips. But only with Olivia was he perfectly eye level with her vagina. Only with her could he stare into the eye of the beast. Only with the last person in the world he’d ever want to be sexual with had fate designed his size to be tailor made for eating out her pussy.

Some might say it was his destiny.

~

ok. obviously this type of dialogue is super unrealistic. but it's over the top in a way that i think is fun. so does the crazy teasing and dialogue take u out of it? or make it better