Button's Winning Streak

Chapter 3: Railing a Scooter

Button was very happy that Apple Bloom decided to join him and Sweetie Belle. He would’ve liked to only satisfy Sweetie Belle, but it was nice to have one of her friends to join in on their fun. Scootaloo, even though she did have fun with Sweetie Belle, still was the stick in the mud though. He didn’t really blame her, as now Apple Bloom was now constantly wanting to be with him and they were about 5 months away from final exams.

So she made a new rule. Button needed to just be away from both Apple Bloom and Sweetie Belle (Though that didn’t help them much, as Apple Bloom and Sweetie kept on doing it) and Scootaloo would be with Button. Button would only be allowed to be alone with them after he got a study session in. Even though he would’ve preferred to spend that time with Sweetie Belle or Apple Bloom right away, it made for some nice motivation for studying.

One day, around the weekend, Button was going to visit Scootaloo for a 1 on 1 study session. He agreed to doing it since he wanted to get studying in, and Scootaloo promised him that he would be allowed to be alone with Sweetie Belle and Applebloom for a week. He couldn’t complain about that deal, so he was walking over to the place they agreed on.

Button and Scootaloo decided to go to the Everfree forest for their study session. It would make it so there would be no distractions, although Button would’ve preferred it to be at his house but he knew where Scootaloo was coming from. He was walking around the path to the forest as he found Scootaloo riding near him with her scooter.

“Do you have to take that thing everywhere?” Asked Button.
“Do you have to take that joyboy everywhere?” Replied Scootaloo.
“I’ll have you know that I left that at home so we could study.”
“Really? Then what’s under your hat?”

Button looked away from Scootaloo. He shouldn’t have told any of his friends that he kept his spare joyboy in his hat. It was small enough to keep hidden, after all. He shrugged as they continued their path to the entrance of the Everfree forest. Button agreed to do the studying at the start, but he would rather not play video games for a year before ever stepping more than 10 feet into that place to get mauled or something.

Button looked at Scootaloo again, seeing the way she was dressed. It was her normal attire, a T-Shirt, some jeans, and he could tell she was wearing a bra. However, that didn’t take away from her somewhat curvy body, and it made his cock somewhat hard as they went to the entrance of the Everfree forest. Button looked at his own clothes, his white shirt, his baggy pants and his hat. Of course there was also the heavy backpack, but that was a burden, not clothing.

Button dropped his backpack by a nearby tree and started grabbing the textbooks that Cheerlie gave the two for studying. Button some science textbooks, and Scootaloo math textbooks. Button knew he was bad at science, but he was great at math so he could help Scootaloo. He also knew that Scootaloo wouldn’t have a clue about some of the things in science he needed to remember, but her help would be appreciated.

It was about 2 hours into studying before Button felt like his head was about to explode from the constant information. He needed a break, and looked at the scooter that Scootaloo brought. He sighed, and got up to his feet. He walked over to the scooter, looking at it.

“Remember the rule.” Said Scootaloo as she dropped her math textbook so she could get up as well.

Button sighed as he grabbed the spare joyboy from his hat, and gave it to Scootaloo. That was the rule, if you wanted to play on the scooter you had to give her something to play with too.

“Don’t press start a new game, okay? I’m around the middle point and it’s hard to grind on that RPG.” Said Button as he started kicking off with the scooter.

He always liked playing on it, even as an 18 year old. It made him feel like he was riding a fast vehicle. He thought about trying to pull off a trick with the scooter. He saw it in a game, and sure it was meant for a skateboard but they were similar enough. He kicked off the scooter, trying to flip it, and caused himself to fall as it hit his angle and fell onto Scootaloo.

“Man, sorry about that.” Said Button as he started to get up, seeing that he fell into Scootaloo’s breasts.

Button felt embarrassed enough to look away from Scootaloo. He probably should’ve asked her if that trick was even possible. However, he felt that embarrassment wash away as Scootaloo grabbed him and started to kiss him. He could feel his hands knowing exactly what to do, feeling his shirt come off first before feeling more of Scootaloo’s orange body.

“Well, you already had a lot of fun with Apple Bloom and Sweetie Belle, so… why shouldn’t I give it a shot?” Asked Scootaloo as she started to unbuckle Button’s pants.

Button could feel Scootaloo’s hands start to jerk him off, with her nice hands that were used to gripping. As they continued laying on the ground, Button started to remove Scootaloo’s shirt, which she happily helped with, showing off her nice orange breasts after getting rid of her bra as well. Scootaloo’s hands moved to her jeans, which she started to take off along with her panties. Button smiled to himself as he saw her doing it.

“So, how do you want me to do it?” Button asked her, knowing he was about to take a third mare’s virginity.

“Well, since you like to ride my scooter so much, how about you rail me like you're riding on one?” Answered Scootaloo as she licked his neck.

Button thought for a minute. He didn’t know many positions that fit that description, but he did know one that was kind of close to it. Sweetie Belle helped teached it to Apple Bloom, and he was sure he could do it with Scootaloo. He picked up Scootaloo’s legs, her top still being on the ground, and teased her pussy with his cock.

“How about you beg for it, like a good girl?” Asked Button. Sure, that was a little silly, but he wanted to tease her a little bit.

“Please, put that beast into me. I’m begging you to make it so I can’t walk for a few days.” Begged Scootaloo.

Button smiled as he thrusted his cock into Scootaloo’s pussy. It felt nice, having her like this. Her top on the bottom, where she would see the stallion pounding her and her legs being in his grasp, making it so she was like a toy. Button pounded her harder, while trying to keep his own moans to a minimum to avoid anyone interrupting them. However, he was surprised to see Scootaloo keeping her moans to a minimum as well.

“Did you practice or something?” Asked Button.

“A bit… I kept on fingering myself… and Sweetie kept sending me toys.” Answered Scootaloo.

Button laughed to himself a bit. Of course Sweetie Belle would do that. After all, Scootaloo was going to join Sweetie Belle after they spent a night together. Button decided to lick one of Scootaloo’s legs, which tasted sweet.

“I don’t have… any pills… Can I taste it instead?” Asked Scootaloo between moans.

Button laughed a bit. He didn’t expect her to not have any pills, but he believed her. He allowed his cock to slip out of Scootaloo’s pussy and let go of her legs. Scootaloo started to get up and lick Button’s hard cock, and started to suck it. Button grabbed the back of her head to help her take more of his cock.

Button could feel his cock start to twitch, and he smiled as he made it so Scootaloo would only be able to take it. He grabbed the back of her head with both hands and made her deepthroat him. He felt his cock shoot out ropes after ropes of cum, and Scootaloo was swalling all of it. After he was done, Button slid his cock out of Scootaloo’s mouth.

“How does it taste?” Asked Button, a smile on his face.

“Amazing…” Said Scootaloo after licking her lips to see if anything escaped.

Button and Scootaloo got dressed back up after that. They did get some studying in after all, so this was like their reward. Button said bye to Scootaloo, and grabbed his phone from his pocket. He was starting to text Sweetie Belle until he got the message “Looks like you two had fun! Hope to see you soon so I can use her as well!” with a picture of Sweetie Belle watching Button and Scootaloo doing it.