Day 21 - Friday, November 21st
Miles opened the faucet water and started washing his hands.
‘Single digit!!!’
He squeezed some liquid soap on his hands and started rubbing it. ‘I’m finally down to a single digit number!!!!!! 9 more days till I get to explode!!!!!!!!’
-PING-
Miles washed the soap and dried off his hands. He checked his phone and sighed in relief. ‘Yessssss! Just in time!’
He reached for the bathroom's doorknob and stopped. The shoulder strap of Hailey's black 28(Z)G bra was hanging around it. He looked up. The bra was hung on one of the hooks above by its other shoulder strap. Most of the door was covered by those domes she called cups. Moreover, they stuck out so far out into the bathroom that Miles had to reach around them to get to the doorknob.
Miles couldn't waste this moment. He placed his palms on one of the cups. Both full hand spans covered about 10% of that single cup. His eyes closed shut in arousal as he imagined himself touching her actual boobs instead.
“Ohhhhhhhhhhhh… ffffffffcukkkk… Hailey… those GINORMOUS boobs of yours… how are you so huge? How am I supposed to last for another 9 days when I got these monsters around me…”
His permanently erect dick was jolting again and again, screaming at Miles to touch it. ‘Aaaaaaaaaaa… I know, I'm sorry… I can't… we've come this far… just a little longer buddy…’ he groaned to himself, before he stepped outside and went to get the package from their doorstep.
*
Hailey just lost to her opponent despite her excellent technique of pushing all the buttons and praying it'll be enough to beat them. It wasn’t.
“Arrrrrrg!!! Damnit!” She said frustratedly and shoved the controller back into the endless cleavage of her boobs in defiance. She was sitting cross legged in the middle of the couch. Her boobs were excellent support pillows for her arms to rest on.
Despite her not wearing a bra right now, they were still firm enough to form a soft cleavage, while also spilling sideways to about the middle of either seat beside her. They covered and spilled a little beyond her knee caps. Her erect nipples were poking sexy little hills through her too-many-to-count X-large nightgown.
“I told you, babe, just do the combo - ‘WS,1,2,3<2,3,3 ► b,3+4 ► Dash ► 2,2 ► W! ► d,3,WS,2’. Easy…”, Miles said with a smirk, standing next to the door, his hands behind his back.
“Easy for you, maybe…”, she said sadly.
“Hey, I've got something to cheer you up”, he said with a cryptic smile. She looked at him curiously, though she still pouted cutely.
“I made a reservation for us tonight. At that fancy place you talked about”, he said. Hailey's eyes lit up.
“That steakhouse with the steak refills???” She said excitedly.
“That's the one!”
“EEEEEEEEEEEEEEEEEEEEEEE!!!!! Yes yes yes yes yes I'm so happy!!!!” She squealed with joy. But then hesitated. “But… babe, that's like… really fancy. Can we afford this?
“Well… I put some money aside for it recently. It's all good, don't worry about it. I just wanted to take you out to a nice place and have some fun and relax”, he said, smiling.
Hailey melted.
“Miles, that's so thoughtful of you. Thank you”, she said. “Oh damn… I'm still waiting for my new bra to EEEEEEK!!!!!”
Miles threw a large soft bag at her which she caught at the very last minute. It was from Zina's.
“Problem solved”, he said.
“Yay!!!! Finally! I thought I was gonna explode my last bra if I tried it on today”, she said. Then her overthinking brain stopped her again. “Damn, I don't think I have anything to wear. It needs to be all fancy and I don't have anything that fits EEEEEEEK!!!”
“Now you do”, he said calmly with his arms crossed after throwing another large bag at her.
“What's this?” She asked, now extremely curious. Miles now blushed a bit.
“Well, you remember when we left Zina's place and I went back inside for a moment?”
“Yeahhhh, I was wondering what you were up to…”, she said suspiciously.
“Well… I may have asked her to add to the bra a fancy dress in your size. Oh and some new high heeled shoes”, he said and showed her another, much heavier bag that he thankfully didn’t throw on her. “Gotta look nice for the steakhouse.”
Hailey was shocked. She had so many questions.
“Miles, I don’t… what… wait you planned this since we went to Zina's?” she asked, flabbergasted.
“Mmmmmmmmmmmmaybe like a month before that, actually… you gotta book a reservation way ahead of time there”. Hailey kept melting.
“Baby… and this must've cost you a fortune. Zina's amazing but she's not cheap. I know her prices”, she said.
“I told you, it's all good, I saved up for this. Now stop worrying and get ready, the reservation is in 2 hours and it's almost an hour drive”, he said.
Hailey turned into a complete puddle. She couldn't contain herself any longer. She took the remote out from her cleavage, then got up and ran in giddy steps towards Miles. His eyes opened wide when her unsupported bazongas SWAYED EVERYWHERE!!!!!
“YAYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYY!!! YOU’RE THE BEST BOYFRIEND EVERRRRRRRRRRRRRRRR!!!!!!!!!!!!!!!!!!!!!!!!”
Miles’s eyes opened in fear as he saw Hailey’s body SMASH into his own and engulf him whole in the tightest hug he ever got, her arms wrapped underneath his armpits. Her head rested on the crook between his shoulder and chest. She then looked up deep into his eyes. “Thank you baby, I love you so much”, and then kissed him softly.
Miles was wrapped in tits and quickly felt himself getting close to losing control. He stopped the kiss before it was too late.
“Hoooookaaay let’s get ready, shall we?” he said shakily.
Hailey kept holding tight for another moment, smiled and then squeezed her tits into him as hard as she could before she went to get dressed.
“I’m scared this dress is a bit… much… are you sure about this?” Hailey called out from the hallway”. Miles put his glass down on the kitchen counter, and adjusted his gray blazer, anxious to see her for the first time in her dress. He actually didn’t know what the dress looked like. Zina and him discussed its vision in general outline, but he never got to actually see it. Plus, she was supposed to be wearing her newest bra now, which he also never got to see. But mostly he wanted her to like the dress and shoes he got her and feel confident wearing them. So it’s safe to say the guy was nervous.
“Let’s see the damage”, he joked.
“Ok… hope you’re ready for it…”, she said hesitantly.
Miles had been left breathless the moment he saw Hailey walking into the living room. From where he stood, he could only marvel at how stunning she looked in her deep-violet gown. He couldn’t stop staring. Not just out of desire, but out of genuine disbelief that someone could look so gorgeous just by existing.
Hailey carried herself like she belonged in a portrait. He kept thinking of her face as gorgeous, but this was… gorgeous-gorgeous. She really outdid her make up, now on the heavier side but oh-so elegant, it gave her a high-end Gala-look.
The dress wrapped smoothly around her ultra-sexy figure, the soft satin rippling with her every movement. Its off-the-shoulder sleeves framed her sexy collarbones and slender arms with complex lace, giving her a fairytale elegance that matched the way her hair cascaded in a sweeping, golden curtain over her back and shoulders. It added yet another layer of elegance to her already amazing look.
But her boobs though… god DAMNIT!
Protruding a bit over two feet forward and a foot and a half on either side of her slender body, they detonated from her body and molded themselves into the two gigantic triangles of her dress. Those triangles were each held by a single thread that connected to a beautiful, black satin neck choker. Despite the size of the triangles that was enough to contain basketballs with ease, about half of each boob, encased by her newest bra, still escaped from both outside and inside of each violet-colored triangle.
Zina cleverly chose violet for the bra as well, so it merged beautifully under Hailey’s dress. It actually looked like it fit with a lot of room to spare. In principal, this was an astounding 28(Z)V cup bra, rated to handle a 76" bust. However, Zina made it so it could be widely adjusted in a wide range, so she'll have a lot of flexibility. Right now, Hailey actually had to reduce the straps to their smallest setting so the bra would be tight enough for her boobs. That was a first for her in a very long time.
Those mountains of flesh jiggled hypnotically with her every movement, essentially blocking everything from her chest to her mid thighs. From there, the dress violet satin draped beautifully all the way to the floor, while a large cleft revealed those long, sexy legs, like two partially hidden gems.
Her look was finished off with 6-inch, sparkling-silver high heels that lifted her stature to match Miles’s own 6’3” height.
“Is that too much…?” she asked with trepidation.
Miles kept ogling her, looking up and down and up and down repeatedly. He couldn’t decide which part of her looked more stunning. He finally looked her in the eyes.
“Hailey… WOW! Just… WOW!!!!” he said, completely stunned. She blushed and groomed her hair anxiously.
“Do you mean it…?” she asked hesitantly.
“I… Hailey… I don’t… oh my god we can’t go out. We have to go to the bedroom right now and have sex…”, he said, not daring to blink. She really blushed.
“Come on, be serious, Miles”, she giggled.
“I am serious, Hailey. I’ve never seen a more gorgeous girl… ever. What did I do to deserve you? I just… how can you even… exist? Oh my god…”, he almost felt himself tearing up. He was so overwhelmed by her beauty. Hailey smiled and blushed bashfully. She took long, slow steps towards Miles until her dress-encased boobs grazed his torso. She was now eye-leveled with him.
“Thank you, baby. You look so handsome, by the way”, she said lovingly into his eyes. She looked so vulnerable. So open. Miles was really on the verge of tears, experiencing her beauty up close.
She gave him a hand. He looked down and crossed his own firm hand with her soft, delicate one.
“Let’s go, handsome”, she smiled. He nodded.
*
Miles and Hailey stepped into the restaurant foyer, still holding hands.
“Good evening, welcome to…”, the guy at the front, dressed with a vest and a tie, stopped mid-sentence. “Uhh… to…”
“Z&A Steakhouse?” Miles helped him with a smirk.
“Yes. Yes, thank you. Sorry about that…”, he fixed his tie nervously and tried not to stare at Miles’s companion. He failed. No one could claim Hailey’s dress wasn’t elegant enough to pass the dress code, but it was so outrageously stunning that even a trained professional couldn’t pretend it was normal.
“Reservation under Miles,” Miles said calmly.
“Y-yes, of course,” the host replied and cleared his throat. He checked the tablet even though he had clearly already found the name. His hand hesitated once before he tapped the screen. He kept his eyes down like a man trying not to stare at the sun.
Hailey stayed close behind Miles, hands still linked, letting him lead. She gave the host a polite little smile, but even that tiny gesture made him swallow hard and tug at his tie again.
“Ehm… your table is ready,” he said quickly. “Please follow me.”
He turned at once, almost too fast, eager to face away so they wouldn’t catch him intentionally holding the menus in front of his crotch.
Miles let go of Hailey’s hand and instead guided her forward by gently pressing the small of her back. Hailey squealed internally. She LOVEDDDDDDDDD when he did that. She walked first and Miles followed suit behind her, deeper into the restaurant.
The nervous host led them into the dining area. The restaurant was packed and quiet conversations heard all around. A quick overview inside showed Miles the average age was about 40 and up. Despite their elegant attires, they were a little out of place here. But screw that. They’re paying customers just like everyone else.
As soon as Hailey stepped inside, quietness fell over the restaurant in ever growing circles around her, with more and more people becoming aware of her presence. Diners subtly straightened in their seats to get a better look. Some even took out their phones and tried to “casually” take pictures and videos of her.
The aisle between tables wasn’t that narrow. For most people. Hailey, however, had to move with careful steps, trying not to brush against chairs or elbows of diners. She kept her posture tall, shoulders back, but Miles could see the tiny hint of tension in her body language.
A couple at a table stopped talking entirely, eyes following her as she passed. When Miles looked back at them a moment later, he saw the man getting smack on the back of his head by the girl next to him.
Hailey’s confidence faltered for a second. She dipped her head slightly, unsure if she should apologize for simply existing in their path. But then she felt Miles’ loving hand at the small of her back, and immediately felt warm and certain again.
The host kept making excuses to look back at Hailey “to make sure she was following him properly”. Miles stayed right behind Hailey, close enough for her to feel him without needing to look.
Eyes followed them all the way to the back corner booth. A semi-private space behind a wooden partition that provided some level of privacy. The host gestured to the booth with his hand nervously. “Here you are, someone will be with you shortly.” Miles noticed his crotch was still covered by the menus held in his other hand. The host turned back and they were finally left alone.
Miles guided Hailey in first and sat in the corner of the booth in the most hidden spot of all, where practically no one but Miles could see her. She had to shuffle quite a bit to get there, sticking her boobs again and again into the table that was thankfully secured to the floor. She angled herself so that her right boob sat between her slightly spread legs, filled the entire space between her and the table and even pushed against it forcefully, then proceeded to rise half a foot above it. Her left boob, however, proved a challenge for Miles, since it occupied the majority of the seating area next to her.
Miles hesitated, not sure how to sit with her. But Hailey had a plan. She lifted her left boob as much as possible, the boob encased by the violet triangle rising way above the table. Then she patted the area underneath her boob and smiled warmly at Miles.
‘Is she serious right now…?’ he thought. He felt his cock twitching strongly in his pants. But she just kept holding it, and Miles knew by now just how heavy these things were. He quickly shuffled himself inside, then scootched a bit inside. But Hailey kept holding her boob, as if waiting for him to keep going. He took a deep breath, then kept scootching inside until their thighs touched. Only then did she gently drop her left boob ON HIS LAP!
“Oh god Hailey” Miles groaned as he felt his cock sticking right into her left boob. She smiled innocently at him.
“You ok?” She asked.
“I… I don’t know if I’ll make it through the entire evening like that”, he said and looked at the ceiling, taking quick breaths to try to calm down. He felt his orgasm brewing on a medium heat under her boob. It was so heavy. Its soft weight felt so nice. It covered his entire lap, and rose almost a foot above the level of the table.
“It feels really nice having you poke me like that”, she said and made a seating dance-move from side to side excitedly.
“Oh god! Hailey please…” he said and kept taking short breaths.
“Miles”, she said and took his right hand in both of hers. “Seriously now, thank you so much for doing and planning all this. I’ll admit I got a little self-conscious with this outrageous dress… I mean… have you seen how much my boobs are showing?”
“Mmmm hmmm”, Miles nodded, finding it hard to speak.
“But… I can’t tell you how special you make me feel right now. Knowing you planned all this just to make me happy, that you remembered I talked about this place, that you thought of the dress code, talked to Zina like a secret agent to make sure all the details behind the stage are in place, just so this night would work out. So… thank you, baby. I can’t tell you how much I appreciate you doing all this”, she said with loving, adoring eyes. “I just… I’m exploding with love for you, Miles”, she said and her eyes glimmered with hints of happy tears.
Miles almost exploded himself. She was inches from his face, and she looked just… just… just… GORGEOUS!!!!!!!
His mouth was hung open, and Hailey took the opportunity to kiss him passionately again. She leaned into him as much as she could, and instinctively pulled his hand into her own chest, sticking it into her cleavage. Miles clenched his ass as tightly as he could. He was really really close.
Hailey kissed him again and again with those full, soft lips. She felt so special, so loved that she couldn’t stop herself. Miles kept thinking she’d stop, only for her to open her mouth once more and kiss him again and again.
“Emm hmmm…”, called a soft voice next to them. They panicked and quickly stopped to look. The waitress was blushing profusely as she did her best to look away.
“Sorry, sorry… we just…” Miles mumbled.
“Hi…”, the waitress really tried to just move this along. She was looking at her tablet, clearly uncomfortable. “Welcome to Z&A Steakhouse. Are you guys ready to order?”
“Uhhhhhhhhhhhhhhhhhhhhhhhhhhhhh…” Miles said helpfully.
“Um, ok. My name’s Shirly. Let me know if you need anything, ok? I’ll give you guys a few minutes”, she said to her tablet, then left without making eye contact.
“Shit… that was bad… sorry…”, said Hailey and scrunched her face cutely.
“Don’t uh… it’s ok. Oh my god… I can’t say I didn’t enjoy this. REALLY enjoyed this. Fuck… But I guess we should look at the menu, huh?” he said with a smile.
*
“Baby, do you know how proud I am of you?” Hailey said and took a bite of her third Minut steak.
Miles kept taking short breaths. “Aha…”
This wasn’t getting any easier. His cock was erect and poking constantly into the biggest, most pliable boob in the world, and was attached to the most beautiful girl in the world, who happened to be his girlfriend, who kept showering him with love and affection and adoration and appreciation. For the past 45 minutes, he’s been on the verge of cumming - constantly.
“3 weeks… can you believe it?” she said and took another bite.
“Mmm mmm”, he shook his head, then kept taking breaths.
“Babe, you barely touched your food. Are you feeling ok?” she asked with some concern and put her warm hand on his chest.
“Mmm hmmm… I’m good… just… hanging in there…”
“For real, now, though… How did you manage to not… you know… all this time?” she asked.
Miles kept breathing hard. “I honestly have no idea. You make things REALLY hard…”
“But… are you ok? I mean… forget about this bet for a second. You know how much fun I have teasing you and playing this game with you, but… are you still ok with this?” she said softly and got close to his face. She had such big, beautiful eyes.
“I am, yeah”, he said and took another short breath. “Sure, it’s very hard, but… this has honestly been the best period of my life so far. I can’t think of anything I’d change. For me it’s an experience, and I’m so glad I’m doing this with you”, he said and kept taking short breaths.
Hailey shed a tear.
“What’s wrong, Hails?” Miles asked.
“Nothing, it’s stupid. Just… I’m gonna miss you so much, baby”, Hailey said.
“I know… me too. But, I mean, there’re still a few days left before our flights. Plus, think of all the food your boobs will consume during Thanksgiving dinner!” He tried to cheer her up. She mock-slapped his chest for his naughty comment but couldn’t stifle a smile.
“I know, I know”, she sniffed. “I’m just so used to sleeping next to you and waking up to your coffee in the morning”.
“Yeah… and I’ll miss your loud snoring HAAAAAAAAAAAAA!!!!!” he winced in pleasure as Hailey mashed her boob harder into his lap.
“I don’t snore!!!!” she scolded him and kept mashing and rubbing her boob downwards and moving it from side to side into his lap.
“Haaaa Hailey please, I’m gonna cum!” he begged her.
“Say it!” She kept smothering him. He tried being brave and didn’t say anything.
“SAY IT!” she repeated louder and smothered harder.
“AHHHHHHH OK OK OK OK OK OK you don’t snore, you don’t snore!” he said, his eyes closed in concentration. Hailey waited another moment to gauge him before she was satisfied and released her extra pressure.
“Awwww. That's so sweet of you to say ”, she said with a smile and kissed his cheek.
Miles kept taking deep breaths with his eyes closed, concentrating with everything he had to calm himself down.
“These steaks are so good!” Hailey said excitedly as she finished her third. “I think I’m gonna get a Ribeye now.”
Miles kept breathing, buried in tit.