Leon moaned loudly, feeling the insides of her butt that were completely different from her pussy. The walls of her colon were a whole new sensation for his dick, and he definitely needed to go slow or he risked cumming early.
Selia still clenched her teeth, as he was a tight fit and stretched her more than his three fingers. She never would have been able to get him in if she had said no to another finger, but now she was thinking four might have been needed.
She panted hard and sweated all over trying to get used to feeling his foreign object inside her. It was only the tip yet she felt like her entire colon was full.
"Y-You can move a little more." She eventually said, releasing her death grip on his shoulders.
Leon slowly pushed his hips forward until she couldn't take anymore and they had to stop once more. Him twitching inside her didn't help with the pain but after several more minutes, he had finally reached as far as he could go.
With his hilt now pressed against her bubbly ass, the two remained connected gazing at each other in missionary.
"You're really tight." Leon commented.
"You're too big." She playfully bit his lip with a smile.
He chuckled and the two started making out, remaining fully inside her with only shallow thrusts to help her continue to get used to his size.
"Get started already," Selia soon broke off their kiss with a trail of saliva, "I'm horny as hell no thanks to you. Still go slow though!"
Leon laughed and kissed her jawline, making her suck in her breath as he slowly slid his hips back.
"Ohh~" Selia moaned in surprise as the walls of her anus were dragged back.
It was a completely new form of pleasure for herself as well, as she never thought such a place could be pleasurable. She began to regret not having explored this avenue before but quickly forgot such thoughts as it allowed her to give her anal virginity to Leon.
Leon too, couldn't have imagined going through this with someone else, as no woman outside of this school would have been willing to try and shove his girthy rod up their asshole. Part of him didn't even think it was possible for him to fit inside Selia, but low and behold, his partner's anus stretched to fit him.
He twitched hard, thumping against the walls of her colon as he slowly slid in and out. If and when their connection started getting too rough, he would pull out and apply more lube to her hole and his dick, before resuming.
Her moans had started out shallow and pained, but quickly grew sweeter and more frequent as her pain diminished.
"Faster... Faster... Faster!" She would continue to tell him as she got more and more used to her walls getting dragged around.
The inner lining of her colon started lubricating to help make it easier for him to slide through her, while a little more lube now and then helped to keep them in sync. Her pussy also grew soaked, as she dribbled with love at her other hole being penetrated.
Not forgetting the rest of her, Leon started rubbing her clit furiously.
"Ah~ Fuck!" Selia cried out a minute later and came hard.
Her legs shook and her ass tightened around his dick and he could no longer hold it in.
"I'm cumming Selia!" He panted and thrust deep in her.
Before she could even decide whether she wanted it in or outside of her, she felt his hot liquid pour into her anal cavity. She gasped, unsure how to feel about his sticky fluid that stuck to her walls.
"So warm..." She mumbled and watched their connection.
"Shit..." Leon groaned as he hadn't cum that hard in a while.
His legs felt a little wobbly as he slowly pulled out of her. A few seconds after he left her gaping hole, watching her pucker, his cum slowly oozed out, trailing down her ass crack.
"It feels so wierd." Selia commented, feeling it come out of where it shouldn't have gone in.
*prrt!*
A small sound came out of her butt, along with a glob of his cum. Selia immediately covered up her face in her hands, red as a tomato.
"Please tell me you didn't hear that." She begged, only for another smaller sound to escape.
She sniffled from under her hands, feeling like she would die from embarrassment before she heard him snicker. Glaring at him with tears beginning to well up, she looked at Leon who had a big smile on his face.
"Why the fuck are you laughing at me?! You asshole!" Selia tried to get up but was too weak to really get anywhere.
"Wait, wait Selia. I'm sorry. I didn't mean to laugh at you, I just thought it was cute." He held her wrist as she tried to pull it back.
She continued to glare at him, "How can that be cute? Its disgusting! I'm disgusting for doing that in front of you!" She fought back tears and looked away from him.
"Well, I guess it was less of cute and more of funny," He wrapped his arms around her to keep her from running, "Considering how much pain I made you go through and how serious we were being, I couldn't help but laugh. Plus, its kind of my fault for pumping you so full."
Selia blushed but wasn't fully convinced.
"Still, why did you laugh at me. It felt like my life was over." She still glared, slowly falling into his embrace.
"I'm sorry again, I shouldn't have. I'm sure I will be making plenty of embarrassing scenes in the future and you're welcome to laugh at me." He encouraged her again while gently kissing her shoulder.
Selia eventually sighed, and while still really embarrassed, they continued. She gave another strange moan as he entered her anus again, with her walls tightly binding him in place.
Their movements quickened and soon they were fucking like rabbits. Leon used his cum to help lubricate their connection, and the feeling of his cum moving around inside her as he pumped into her ass made her shiver.
She wrapped her arms around his neck tightly as he leaned over her and worked his hips like a machine.
"I-I'm cumming! I'm cumming with my ass!~" Selia cried out, embarrassed by her own words.
Her colon and pussy tightened as her climax hit and she shook a little. Leon grit his teeth to keep from cumming, since her tight anus strangled his cock like a boa constrictor. Eventually though, he couldn't hold on anymore and came deep inside her.
Selia sucked in her breath again, feeling even more of his hot cum slosh around inside her as he continued to hump her. This time though, he didn't exit and remained inside her asshole, bringing more pleasure to her and overwriting any painful or embarrassing memories.
The minutes ticked by and the two eventually removed their bodies from each other, with his cum pouring out of her like a river.
"Jesus, how much did you put in me?" She waited for the trail of warm cum to end yet it never did.
"Sorry, you felt so good." He looked away scratching his head.
Selia smirked, "So you like anal now huh? You gonna make me your anal slut or something?~" She teased and he rolled his eyes.
"Watch it and I might just have to." He walked away to get something to clean her up with.
"And maybe I'll let you..." Selia mumbled to herself now that he was gone.
Leon went over to the upperclassmen who helped them and Harper quickly approached him.
"Did you two have a good time~" She smiled knowingly.
"Yes... I was looking for something to help clean her up with." Leon gulped a little.
"Oh don't worry about that, I'll go help her. You have fun mister~" She patted his arm and ran over to help clean his partner.
He wanted to call out but just sighed. Some students had already left, while some late comers also showed up. Looking out to the crowd, he eventually spotted a familiar Asian girl waving him over. She was with her friends Willow and Naomi, with the pink haired girl getting rammed by what he assumed was her partner.
Leon made his way over and sat down with them. With Naomi's moans in the background, the two girls asked how it was for him and Selia.
"It was... tough... as you can see," He gestured to his big dick and the two girls' eyes lingered on it, "but it was good. It was nice to try something new."
"Well I'm glad it felt good for you both," Serena smiled, "Now that you've popped that cherry though, why don't you get a taste of my asshole~"
The abg before him got on all fours and arched her back, wiggling her ass side to side and enticing him. He twitched, seeing her slightly gaping hole pucker in his direction. Mesmerized, he got on his knees and lined his dick against her ass.
"It may hurt a bit." He warned her and she nodded while biting her lip.
"Oh my~" She moaned out as she felt his tip enter her.
It stretched her real good, and her eyes slowly grew wider and wider as he continued to press on.
"Holy, so full! You're gonna rip me a new one at this rate." She held a hand against his waist and took a moment to try and adjust to him.
Once she was ready, he dragged her walls back and forth giving her pleasure like never before.
"Ah~ Ah!~ You're going to break my ass!~" She squealed as his pelvis slammed against her cheeks, causing her cute little butt to ripple.