Button's Winning Streak
Chapter 1: A Sweet Present
Load Full StoryNext ChapterButton always thought every one of his birthdays were terrific, but he knew this would top all the others. On his 18th birthday, he would finally have his way with a mare. He didn’t think he would go on a full winning streak after his birthday. What he did know about that day, however, was that he was going to have his way with Sweetie Belle.
For the past month, Sweetie Belle had been wearing jeans that made her plump ass stand out, shirts that not only showed how big her breasts were, but always left enough peekaboo stuff in Buttons sight, and the clothing always showed her waist, which was always enough to make Button think that no game character could ever live up to Sweetie Belle’s excellent body.
He knew why she dressed like this. It was to tease him about his present. They had been dating ever since grade school, and they were always a experimental couple, but Button always had one rule, no sex until they were legally allowed to. She understood the rule, but that didn’t mean she couldn’t hate it. She always asked about seeing Button’s dick when they hit puberty, which she asked about after seeing the impressive tent it made in Button’s pants when she first wore skimpy clothing, and which he showed her a pic of it on her 18th birthday as requested, but not going all the way until they both turned 18.
Now, with Sweetie Belle now being 18 the month before Button, and the day he wakes up being the day he turns 18, he couldn’t help but dream about ripping off Sweetie’s peekaboo shirt and sucking on her breasts as she laid on his lap, his cock ready to break her. Fingering her in the seat of her desk, with the risk of being caught by Cheerlie. Maybe even going to the Crusader’s Tree house, which was still up by some miracle, and break her innocence there.
He woke up from the sound of his alarm clock, a Legend of Zelda theme and went about his birthday as usual, getting dressed and going out to the living room. His mom kissed him good morning as he went to the table she was setting up, looking as young as ever, and ate breakfast with her.
“I’m going to be gone for a bit, mom. I want to spend my birthday with Sweetie Belle for a nice long while.” Button said, and frowning a bit when he saw his mother’s worried face.
“Button, I know what you two want to do, I saw the clothes that she has been wearing, and you talk in your sleep.” Said Cream Heart awkwardly as she ate some pancakes.
“Yeah, I know, but we were planning this, and I don’t plan to disappoint her or to cancel it.” Said Button, with an embarrassing tone trying to explain to his mother while trying to sound defiant.
“I know, and that’s why I’m not going to stop you, you’ll probably go out through the window again or make another hole through the wall. Just make sure you two do it safely.” Said Cream Heart.
Button fist bumped the air, and kissed his mother bye as he hurried over to the place he and Sweetie agreed on. He passed by others, Diamond Tiara and Silver Spoon doing decorations on a bridge for the school, Apple Bloom and Scootaloo tutoring a young colt, and others preparing for the near last day of school. Button didn’t really pay any of them any mind, and just went straight towards the place he and Sweetie agreed on.
He went to the smoothie place where he and Sweetie had their first date. It was Sugarcube Corner, a big bakery that looked entirely made of sweets. Button smiled and cringed at the same time, remembering his first date. Sure, it was nice, but he could never forget the pain of the brain freeze he gave himself there.
He shook his head to get the memory off, and looked at his clothing. It was perfect, his red ascot and his red shirt with shorts would be easy to get off when they decided to have fun. He smiled as he heard Sweetie’s voice.
“Managed to come here early, huh?” Said Sweetie Belle as she hugged Button, giving him a kiss.
“Managed to be here right when I was fully ready.” Said Button as he kissed her back.
They stopped hugging, and Button was able to see the type of clothing she was wearing. It was a white tank top, which blended well with her body and made her breasts more noticeable, with a pair of ripped jean shorts that showed off her legs and her plump ass.
“So how did you bribe your sister to let you walk with that dress?” Button joked as they walked into the Sugarcube.
“Easy, I just told her where I was going. She can’t make something if it means it could be destroyed by sweets, or something else.” Sweetie said as she looked towards Button’s dick.
The look of the inside pleased both of them. It was still lit, but no other pony was around except for Pinkie, who was setting up chocolate milkshakes for the both of them on a table. The only sounds from the place being Pinkie setting up the table and their footsteps.
Button and Sweetie looked at each other and smiled, they asked Pinkie to set it up like this and saw that the shop was closed for the day. They sat down at their table when Pinkie winked at both of them, and hopped out of the Sugarcube. Locking the door and turning the open sign to say closed.
Button took a taste of his milkshake and looked around as Sweetie Belle did the same, seeing that the curtains were closed, so no pony can even look at them through there.
“You remember what happened on our first date?” Asked Sweetie Belle, her eyes seductively looking at Button as she got up and walked to him.
“Yeah, I got myself a brain freeze here. Thought you would hate me after that.” Said Button jokingly as he stared at her breasts.
“Well, you said it was a race… How about we do another one?” Sweetie said, bending down and touching Button’s cock.
“What type of race?” Button said as he forced himself not to jokingly sip all of his milkshake.
“Easy, if I cum first, you win, if I make you cum first, I win.” Sweetie said as she pulled down his shorts, his black stallion dick finally being allowed to breathe.
“I would like to do that type of race, never tried it before. Now then, how about a warm up?”
Sweetie Belle looked at him, her eyes focusing on his dick, her tongue out as if she was in heat and needed water.
“I never… I knew it was big from the picture but not this big.” Said Sweetie as she licked his cock like ice cream and kissed his balls as well.
Button smiled as he grabbed the back of Sweetie Belle’s head and shoved it into her. He moaned, as he never felt the experience of a mare giving him a blowjob before, but still persisted to keep his act together as she gave him head.
It was quite an amazing experience for both. Button could feel Sweetie use her tongue all around his cock as he helped her blow him. Her eyes looked up at him, looking as beautiful as ever as she tasted him. Button could feel his cock throb in excitement as Sweetie Belle worked her tongue, eager to please him. He could feel her gag on his cock, but not wanting it to escape her mouth.
He moaned as she kept going, allowing some of the pleasure he had been feeling to come out of his mouth as he placed his hands to the back of Sweetie Belle’s head. Her eyes went up in surprise as he forced her to deepthroat his cock. He didn’t really know what he was doing, but it felt good as he made Sweetie Belle take all of his cock and her gags and moans as she did. Button could feel his cock twitch hard as he came into Sweetie Belle’s mouth, drinking all of it before allowing the cock out of her mouth and hugging his cock.
“Oh my god, you are so amazing. I nearly came from that, but now, it’s time for the main course.” Said Sweetie Belle as she got up, and bent over the table, her eyes glittering from the lusty smile and hard cock of Button.
Button didn’t waste any time. He went up to Sweetie Belle and teased her pussy, which was already wet from the blowjob, with the tip of his cock. She moaned like there was no tomorrow, and looked at Button wantingly. She rubbed her butt as Button teased her.
“Come on, fuck me.” Begged Sweetie Belle as she spanked her own ass.
Button obeyed, and he enjoyed it. Her pussy was tight, and he could feel nothing but joy from the fact that he was now doing the mare he loved most. He moaned along with Sweetie Belle, feeling his cock slip and almost come out from how wet she was. He wondered how much she would enjoy pain, so he spanked her.
“OH! Naughty boy!” Said Sweetie Belle with surprise, but also enjoyment.
“So, it looks like you're a masochist?” Button said jokingly between thrust.
“Well, I’m not entirely OH. sure… Want to find out?” Teased Sweetie Belle as she started to stand up a bit to feel Button’s face.
Button started to pinch Sweetie Belle’s nipples, and she moaned louder. It looked like she did enjoy feeling a bit of pain, but since they were virgins just now taking away their virginity, Button decided not to test any further. He could feel his cock twitch again, and he had an important question he just remembered to ask.
“Are you… on any protection pills?” Asked Button, once again between thrusts.
“Really? You think I… wouldn’t be with… a beast like you? I know they… don’t make condoms that big so… yes, I did take pills.” Answered Sweetie Belle as she started to lick Button’s neck as he pounded her.
Button was happy to hear that, as he now felt closer when Sweetie started to cum on his hard cock. He had won the game, now it was time for his prize. They were planning this, but it was going to be Button doing it to her. He grabbed Sweetie Belle by the arms, and made her chest go against the table as he pounded her harder.
“COME ON YOU BEAST! POUR IT ALL IN ME!” Begged Sweetie Belle.
Button did what he was told, and came inside her. He caught his breath, finally feeling the exhaustion come up on him and pulled a seat to him. He smiled as she saw Sweetie Belle on the table, barely able to get up and sit on his lap.
“We are definitely doing that again. You teased me a lot.” Said Button as he started to kiss her neck.
“Oh yeah. We do need to study for… finals though… but we are definitely doing that again.” Said Sweetie Belle between breaths as she gave Button a kiss on the head.
Author's Note
Just so you guys know, this is my first smut story. I hope you like it!
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