Day 8 – Saturday, November 8th
“Are you almost done, babe? It’s just that… I wanted us to get there early before the lines get too long”, Hailey called out to Miles from the hallway. Miles was in the bathroom after his shower, trying to finish dressing up.
“Uhhhhh yyyyyeah, sorry Hails. I'm cumm… coming!” Miles called back out and flinched at his own words. He was usually very quick to get ready. However, it took him a bit longer this morning.
For starters, he made a rookie mistake of taking a hot shower, which felt really good, which meant his morning wood wouldn't go down. If anything, it only became that much harder, because he spent the entire time repeatedly picturing yesterday, when Hailey's naked breasts, with their erect nipples, smothered his chest so thoroughly.
But worse, his balls weren't just full. They were sensitive. It felt like every time they touched his thighs they almost hurt. Cumming started to feel less like a luxury and more like a medical necessity.
As Miles tried putting up his boxer's underwear, he was careful to cradle his sensitive balls as delicately as he could, letting the net of the fabric lift them up slowly and carefully. He gave up and just let his stubbornly stiff dick to rise above the hem. He'll cover it up with his shirt until it goes down. Well, if it goes down.
At least he had the first week behind him. That was a small victory to celebrate. 1 down, 3 more weeks to go. Well, 3 plus a couple of days. Let's call it 3 weeks even. It's better to think of it as 3. Right now Miles was clinging onto every little achievement he could, no matter how insignificant.
Miles put on his t-shirt, shorts, socks and shoes, making sure to hide his erection under the hem of his shorts before stepping out. He grabbed his phone and rushed to the living room.
“Ok, I'm all set! Let's…” he trailed off.
“What do you think?” Hailey asked, turning around to face him as he entered the living room.
Miles didn't think anything. He was simply shocked. He never thought there's a way Hailey could be hotter than she already was. But she found a way.
Her face was, of course, as gorgeous as ever, with just the slightest make up to enhance her already natural supermodel-like beauty, while her long, thick, naturally blonde hair was tied in a simple ponytail.
At the bottom she wore a simple mini-shorts of jeans which covered only 2 inches below her bubble shaped ass. Her long, shapely legs were fully displayed, tanned and sexy ending in a pair of simple white sneakers for comfort.
But as always - none of that mattered. Seriously, none. Jesus Christ… her fucking tits… they’ve been huge before. Now they were enormous!! She was wearing a white, skin tight tanktop. Its front was taken up entirely by her bosom. They projected about a foot and a half forward, and spilled by almost a foot on either side of her otherwise long, toned torso. Looking down, they now leveled with the hemline of her mini-shorts! Her waist was gone. Just… gone. But when Miles looked back up he was even more shocked.
He could clearly see the upper outlines of that burgundy bra from yesterday. But the really shocking part was that despite its immense size, despite how much bigger it was than her old bra, Hailey's breasts still swelled above it. Two hillocks were visible above her stretched out tanktop and reached just under her collarbones, indicating the bra was over its intended capacity.
Could it be that her new, 28V sized bra, was still too small??
“Miles… you're doing that thing again where you space out looking at my boobs and forget to speak”, she said with a tinge of frustration but still smiled at him adoringly. He was just too cute to get mad at. Her boyfriend was so infatuated with her body, so who was she to prevent him from ogling her?
“Sorry, sorry… um… wow. You… wow. Sorry, I meant to say that… wow!” he said dumbly while Hailey was waiting for his response. She tried to present herself to him to get his honest opinion, so she straightened her arms downwards and pushed her boobs further out, then lightly jumped a few times on her heels to make them bounce up and down. “EHHHHM!!!! Sorry… that’s your new bra you got yesterday, right?”
“Mhmmm”, she hummed cutely.
“Isn’t it, like… too small?” Miles asked cautiously and scratched the back of his head.
“Well I mean… it might be a tiny bit snug, but it fits. See?” She jiggled her massive, squashed breasts from side to side. They moved hypnotically in long waves left and right. That’s not a “tiny bit snug” situation. That’s serious overflow.
“Should I change?” she asked with her puppy face which always melted Miles instantly.
“NO!” he almost shouted. “I mean, no. Hailey, god… you look lovely. Honestly, I’m just speechless with how beautiful and sexy you are”, he said honestly. She knew that look and knew he wasn’t exaggerating one bit. That made her blush.
“Oooooo thanks babe, you’re the best”, she said and rushed to give him a giant hug. Her mega boobs sank into his torso and enveloped its sides as well, while she sent her arms under his armpits, then placed her head on his chest and hugged him tightly.
Alarm bells went off in Miles’s head as he felt his heavy balls filling with even more cum. He hugged her lovingly before pulling back very shortly afterwards.
“Ok! We should really get going I think…” he said in an unnaturally high voice.
*
“Which ride should we get on first?”, Hailey asked excitedly.
Her right arm was interlocked with Miles's left one. However, she wasn't satisfied by a single arm and added her left hand to softly clasp around Miles's lightly fit bicep. As a result, her right boob was pressing quite heavily into his arm. He’d thought of ways to minimize his contact with Hailey but saw none that wouldn't offend her. Plus it just felt so nice. She really knew how to make him feel like a true king, and he adored her for it.
They were standing right past the entrance to the local amusement park after their wrists had been stamped with its logo to provide them with a daily pass. Fortunately, Hailey’s plan to arrive early worked. The park looked quite empty.
“I saw there’s a Shooting Gallery”, suggested Miles hopefully. “You like throw a ball at these clowns and if you hit 5 they give you…”,
“Ooooooo! There’s a Drop Tower!” Hailey exclaimed. “Let’s do that! I heard it’s a double shot! Oh and we gotta do the slingshot together!”
“Slingshot…?” asked Miles fearfully.
“Ooooo and I wanted to do the frisbee! They’re spinning you while also swinging you in the air over and over again” she said excitedly.
“Huh…” Miles gulped.
“But you’re right, let’s start with a classic. Let’s do the roller-coaster first. It’s supposed to only be like 200 feet tall. Aren’t you excited, boo?” she said giddily and smooched a giant kiss on his cheek. She then started guiding Miles whilst skipping and jiggling her right breast against his arm. Miles closed his eyes in prayer and walked along with Hailey.
“What do you mean I can’t ride? I’m over 5 feet tall” Hailey shot back at the flabbergasted operator defiantly. The guy was as pale as a ghost as he tried his best to not stare at the endless expanse of breast flesh that was exploding against the over-the-shoulder restraints. Her breasts were just too damn big and pillowy to allow the restraints to click into place. The few people in the other seats were unable to not look in either horror or lust at Hailey’s illegally sexy form.
“It’s not your height… mmmmmma’am… it’s your… uh… the restraints… they have to close properly, otherwise I can’t let you ride, I’m sorry”, he said and all the blood drained from his face to his crotch area. He did his best to hide his erection but Miles saw it. He honestly couldn’t blame the poor guy. He then looked at Hailey’s eyes and saw them starting to tear up. He decided to step up:
“Hey, I got this, man. Don’t worry”, Miles said assertively to the operator. “Just give us a sec, ok?”
The operator nodded, stole one last look at Hailey’s tits then walked back to his station. Hailey looked curiously at Miles but allowed him to lead this.
“Alright, just, exhale as much as you can”, he asked her. Hailey did as she was told while looking lovingly into his eyes. He made her feel like there was no one else around them. Miles waited for the right moment, then pressed firmly against the restraints.
-CLUCK-
“Yes!” he said happily.
Hailey couldn’t breathe much but it was enough. She gave Miles a grateful look filled with endless love and adoration, then pulled his face to her and gave him a tender, loving kiss. Miles went ahead and restrained himself, then signed an ok to the operator from afar.
He looked ahead, his heart beating fast, when suddenly he felt Hailey taking his hand. Miles looked at her. She looked gorgeously ridiculous with her boobs spreading everywhere they could around the restraints. His cock twitched due to her tender handholding. Fuck, everything she was doing made him horny. Heck, she was so hot that just sitting next to him was making him horny. And he saw her everyday, yet still never got used to her hotness!
“WOOOOOOOOOOOHOOOOOOOOOOO!!!!!!!!!!” Hailey screamed as their cart went downhill at full speed, then continued to do two 360 loops back to back. Miles held her hand more strongly than he wanted to admit. But Hailey was over the moon, and seeing her this happy made it all so worth it. Even if it meant Miles's stomach protested.
They took a short pause to grab a snack. Well, Miles grabbed a snack. A corn dog. Hailey got 3. And a side of fries. And a Coke. And a large cookie. Miles didn't say a word though internally he was astounded. It seemed like lately, Hailey's food portions increased dramatically. Yet somehow, she didn't gain an inch in her waist, thighs or arms. Her neck and face were as slender and graceful as ever. Even her butt stayed as bubbly and perky as ever. This meant there was only one place where all these calories ended up in. Two places, to be exact...
The Drop Tower was no less scary for him. They again encountered the same problem with the restraints, but Miles knew there's no way he's not making it work for her. Expertly, they resumed their trick and made the restraints click. Man, Miles was in love with her beyond… everything. It's like no matter what happened, it was obvious to him he was gonna do everything in his power to make Hailey happy.
However, despite feeling his balls reaching his throat from within as they dropped from above, there was one silver lining. Two, actually. Hailey's compressed boobs already reached her collarbones on their slow ascent to the top of the tower. But when that snap happened and they dropped at full speed, her massive cannons rose even higher and smothered her own cheeks! They actually muffled Hailey's joyful screams!!
After a few more rides, Miles was at his limit. Not only was his stomach signaling to him it's about to return back its contents upwards, but his balls have been aching all day long, and all the jiggling and swaying and jumping and falling - just made it a lot worse.
He exited first after the last ride had ended, and wobbled his way to a nearby bench in slow, extra wide steps. He placed his hands on his knees for support.
Hailey went after him and was about to ask him if he wanted to do the Frisbee now, when she suddenly saw his state. He's been putting on such a brave facade this whole time, and she was so excited that she didn't realize the toll this put on him.
Her face softened and she looked at him with so much love her heart was about to explode. She couldn't put into words how much she loved him, cared about him, adored him, and appreciated him. This guy was a rarity.
She walked up to him, sat on the bench next to him and just hugged him tightly with both arms. Miles only now noticed her, still catching his breath.
“Oh… hey babe, sorry, just give me a minute, I'll…”
“Shhhhhhhhh… it's ok”, she whispered softly into his ear while hugging him tenderly, her breasts spreading and smothering around his entire arm and side. “Just rest baby. Rest. You deserve it. I love you. So so so so much, you have no idea. I'm endlessly in love with you, Miles. I love everything about you. You made me so happy today. You always make me happy. I can't believe how lucky I am to be with you.”
Miles felt so loved. So… appreciated. He almost exploded with overflowing feelings towards Hailey. He knew they were young and all, but honestly, he started picturing their wedding already. What more does he need? What other woman could ever come close to Hailey?
“Hailey… I lov”
She didn't let him finish and instead kissed him with unbridled passion. Many people looked but she didn't care one bit. If anything, she was proud to present her perfect boyfriend and show what a king he is to her.
They kissed and kissed and kissed for long minutes, their mouths open in passion. Miles was definitely as hard as ever and felt a lot of precum escaping his cock.
Hailey finally broke the kiss. She was hot, and not because of the warm weather.
“Miles, be honest. Do you want to continue with this bet? I promise it doesn't matter to me either way. I'm gonna give you the best fucking orgasm you've ever had in your life, even if you quit before the end of the month”, she said.
Miles gave it a thought. Why should he continue? What was he trying to prove? However, the past week, despite how difficult it was, also gave him a new sense of energy. Self control. Like he was even a better boyfriend to Hailey, more attentive, more loving. He felt like he was no longer a slave to his body's whims. He felt like he wanted to do this for himself above all.
Plus, he knew that if he came today - it was gonna be a very powerful orgasm. However, he was getting very curious how much stronger his orgasm will be on day 30? He felt like he owed it to himself to find out and stick it through. He smiled and said:
“Yes, I wanna continue all the way through”, he said.
Hailey had a mixture of feelings. She was proud of him, not for the bet itself, but for deciding to do something and sticking through with it. It was hard, and she respected him so much for it. But she was also kinda disappointed. She was really horny, and really wanted to ride his cock nonstop until Monday.
“Ok baby, whatever you decide”, she said with a cute pout. "You know I'm rooting for you. I know you can do this, my champ," she said kissed his cheek. Miles closed his eyes in utter serenity. "My love", she added and kissed him again. "My one and only man!" And she hugged him so tight Miles's eyes almost popped out.