Never Have I Ever - A.I
Somebody stop me. I shouldn’t be allowed to do this anymore. Also, I don’t like how this ends so I’m sorry for that...this also goes from 0-100 really quick
Warning: Spanking, choking, daddy kink
“Never have I ever choked someone or been choked,” Michael said watching as two of his four friends took a shot of tequila, Michael not surprised at all that y/n had, but was very surprised when Luke was the one joining her for the shot. They were seated in Ashton’s hotel room that he was sharing with y/n on her two week stay with the boys during their break.“Jesus christ, Luke.”
“What?” the youngest of the group asked laughing as he high fived y/n, neither holding shame in their eyes. “I wasn’t the one into it. I just aim to please.”
“Okay, okay, enough,” Ash chimed in as Luke erupted into a giggle fit. “Can we be done with this game?” he questioned, not nearly as drunk as he needed to be for this game to continue...or really any conversation about sex to continue. Just the thought of everything his friends had done that he hadn’t made him sick to his stomach, especially since he was the oldest one in the group.
It wasn’t as if Ashton had an issue getting girls, it was far from that. He just didn’t have the confidence he probably should have to take it that far, especially considering he was made fun of a ton when he was in school for being unattractive. That was before puberty hit him like a bus, of course.
“Fine,” y/n giggled clearly a bit tipsy as she settled for the beer she had almost forgotten settled behind her. “Alright, Michael, you seem like a kinky fucker. What are you into?”
“I swear you have less of a filter than I do,” he laughed at his friend who never had a problem asking the most raunchy questions, even if it was not the right place or time, but she never cared and that was one of his favorite things about her...it was what all four of them admired about her. “I like having complete control of the situation.”
“So you’re a dom,” she said back before taking a long swig of her beer, face emotionless as she genuinely listened to him.
“...more or less, yes. I like tying girls up, gagging them, being asked for permission...totally gets me off,” he shrugged, Ashton listening to the conversation intently, brows furrowed not entirely sure how Michael could know he was into that, or even how Michael could figure out he was into something like that...he couldn’t wrap his brain around a conversation like that even starting. “What about you miss nosey?”
“Easy. I one hundred percent have a daddy kink, being choked, love having my hair pulled, being spanked, and tied up, to a certain extent. Really just my hands or blindfolded. Anything more than that and I draw the line,” she said shrugging as if it was no big deal, but she knew for a fact each one of those boys grew a semi. “Cal?”
“Pain, sweetheart. And pet names. I totally get off calling a girl pet names in bed. I don’t know why but it’s really hot when she like whimpers after I call her princess or something like that,” Cal said winking at her as she rolled her eyes. Calum had no issue’s letting her know he wanted her, but she wasn’t one to hook up with a friend’s close friend, especially when she had feelings for said friend.
“Luke?” she asked turning to look at the blonde lying next to her.
“Same as Michael...just not so...crazy?” Luke responded trying to find the right words. “No offense.”
“None taken. Your baby ass probably couldn’t handle it,” Michael said back causing everyone except Ashton to laugh while Luke flipped Michael off.
“Whatever, Michael. Ash, what about you?” Luke asked turning to the oldest member of the group who sat with his half finished beer in his hand that was now lukewarm, a slight blush on his face as he tried to think of things to say, but nothing came out. “Kinks?” Ashton’s eyes darted around the room or a moment as he tried to come up with something that hinted he didn’t know what kinks he had without giving away that he was a virgin.
“I....um...I’ve never really tried anything like that,” he said blushing scratching at the back of his neck as all the guys raised their eyebrows while y/n looked at him skeptically knowing something was up.
“You’ve never once tried anything kinky...haven’t pulled a girl’s hair or had someone call you daddy just once...not at all,” Michael questioned as Ashton shook his head slowly. Y/n studied his face, the way his forehead creased, the way he bit his bottom lip, the way he avoided everyone’s eyes...he was lying, and she was the only one that knew it. “I would’ve pegged you as someone with a daddy kink...or even being a dom like me.” Ashton shrugged as the conversation died off, one by one, each boy going off to bed as y/n watched Ashton carefully, his body language showing he was still uncomfortable with the conversation.
“You lied,” she said instantly once Calum left the room leaving them alone in the room, y/n standing to lock the door.
“W-what?” he questioned, eyes wide as he tried to shake off her accusation even though he knew he’d been caught. This was the same girl he had taken baths with at three years old. She knew him like the back of her hand. Was he really that surprised that she was calling him out?
“Ash, are you still a virgin?” she questioned, body now turned back to face him as she crossed her arms over her chest, boobs practically spilling out of the deep V of one of Ashton’s old shirts, nothing underneath but a pair of her cheekies while she stared him down.
“Can we just go to bed?” he questioned trying to change the subject, standing up to start changing into something more comfortable.
“Ashton Fletcher Iwrin, look at me.” He stopped sighing looking at her, hip jutted out as she stood with an attitude hating when he ignored her like that. “It’s not a bad thing that you’re still a virgin.”
“I’m twenty-two years old, y/n. It’s not exactly a great thing either,” he mumbled biting on his lip once again. She sighed pulling off the shirt leaving her in just her panties as Ashton’s eyes widened. “What the fuck are you doing?”
“Just sit down Ash and show me what I’m working with,” she said pushing him onto the bed so he was seated on the edge of the bed, y/n straddling his legs as he blushed a bit more. “Have you at least kissed someone before?”
“Yeah,” he said back simply, y/n not giving him any time to say anything else as she pressed her lips to his instantly biting on his bottom lip causing him to moan.
“So this is what’s going to happen,” she muttered against his lips kissing her way to his jaw lightly teasing his skin. “I’m going to take your virginity and then I’m going to help you figure out what kinks turn you on, starting with what I like...kay baby?” He nodded his head at her letting her have control as she brushed her lips just barely against his teasing him, his hands finding their way to her back side kneading them in his palms as she finally let their lips touch in a soft kiss that quickly grew needy on his part. He was good knowing exactly how to move his lips against his, how much tongue to use so it wasn’t as if he was trying to choke her with the muscle, biting down on her bottom lip softly to get a quiet moan out of her...he was perfect.
“Are you sure you’re a virgin?” she questioned, one of his hands trailing around to run up her side, rolling one of her nipples between his index and middle finger, her hips gaining a mind of their own as she grinded into him causing his grip to tighten on her, even with his fingers causing a louder moan to escape. Any other girl most likely would’ve pulled away from the pain while y/n thrived off of it.
“I’m very sure, princess,” he moaned back, the way he felt with his cock rubbing against her was making him ready to cum in his pants. As much as he wanted to pretend he was in control, she had complete control of the situation, and she reminded him of that when she grabbed his crotch through his strained jeans. “Oh fuck.” His eyes squeezed shut as she laughed his breathing becoming uneven.
“Breathe, daddy,” she whispered biting her lip, forehead pressed against his as she looked into his eyes through hooded lids, the lust and pleasure clouding her vision. “Let's take this slow, then you can fuck me into next week,” she giggled winking at him. He nodded his head as she got off of him, quickly tugging off his jeans leaving him in his grey briefs that were stained with precum, the fabric being the one thing stopping her from seeing him in his most vulnerable state. The fact she was about to take her best friend’s virginity turned her on almost as much as every other kink she had.
She took a moment to take a quick glance over him. She had seen Ashton naked on more occasions than one, mostly from the torso up because he was always very self conscious of how he looked, even around the guys, although Calum had openly stated on multiple occasions there was no reason for Ashton to be shy. He was the biggest out of all four.
“Not to sound desperate...but are you just gonna stare the entire time or are you gonna take my underwear off,” he asked, intimidation laced through his words as she smirked to herself in triumph.
“Don't rush me,” she said biting her lip, slowly tugging off the briefs, a low moan escaping her. “Oh fuck.”
“What?” He questioned slightly concerned.
“You're fucking huge Ash,” she muttered taking in the length and width of him nearly choking on just the thought of him being inside her. “Wanna go right for it or do you want me to give you head?”
“Go for it...I can always get head some other time” She slid her underwear down her legs nodding before crawling back over his body, legs on either side of his hips as she got ready to sink down on him. “Wait...condom?”
“I'm on the pill and trust that you, of all people, are clean,” she said laughing as she leaned forward pressing a kiss to his lips, his hands making their way back to her hips once again. “Consider yourself lucky, Ash. You're about to be the only one that's fucked me without a condom.” She lightly gripped his length teasing herself before easing him into her slowly, a whine escaping her lips at how he was already stretching her out and he was barely inside her. “Fuck Ash.”
“I hope that's a good fuck,” he breathed trying to focus on anything except the way she felt wrapped around him. He didn't want to be that person that came the second he got inside her, but right at this moment, he wasn’t sure he’d make it. She was so warm and felt too good around him. His self control was non existent.
His grip on her skin was most likely to bruise by morning, but y/n had no issues, the pain adding to the pleasure of being fucked. It felt like ages before he was entirely inside of her, y/n wanting to give them both a moment to adjust and let this last for as long as possible, although she knew he'd only last for so long.
“Hanging in there Ash?” She questioned slowly rolling her hips against his as he threw his head back in pleasure.
“Just barely,” he moaned being honest as she laughed, hands pressed firmly against his chest as she rocked back and forth getting herself ready to start riding him. His eyes watched her carefully, running over her sculpted body, watching the way her chest moved as she started to rise and sink back down, slowly at first but quickly speeding up the pace, the way her eyes knitted together and the way her lips formed the perfect ‘O’ each time she was hit in the right place. Any other person, he probably wouldn’t know that, but this was his best friend. And somehow without even knowing, he knew how to make her feel good. “Look at you bouncing on me, princess.” Her eyes were screwed shut, lips curving into a smirk as she listened to his words.
“It’s all just for you, daddy,” she moaned, the pet name slipping from her lips as he let out an animalistic groan, his hands gripping her once again as the simple word triggered something inside of him like y/n knew it would. He was a daddy dom, and she had figured that out years ago, which was probably the reason why her daddy kink was so often used, although now it seemed as if it didn’t fit for anyone else except Ash. “Is that what you like daddy? Your little princess riding your cock?” A harsh slap came down to her ass as she moaned loud, a small giggle escaping her lips as she opened her eyes seeing how Ashton’s usually bright hazel ones were now multiple shades darker and held a different hint to them than usual. One that y/n knew she was the only one who had seen it. His eyes squeezed shut as he came inside of her without a warning, her movements slowing down at the feeling, only to be violently pushed off of him, barely landing back on the bed, Ash taking control situating her so she was on her knees, ass up, and legs spread wide.
“Daddy’s turn, princess,” he hummed, another harsh slap coming to her. He was a natural, only needing to be taken out of the mindset of being a virgin for him to be able to understand why Michael liked what he liked.
Ash didn’t hesitate, thrusting hard into her as she gasped loudly, her pussy not used to the feeling as he moved quickly holding her hands behind her back while pulling at the makeshift ponytail wrapped through his fingers. She was at a loss for words, the pleasure he caused her almost too much to handle as he slammed in relentlessly.
“Is...is this punishment daddy?” she gasped as another slap came to her ass that was now a bright red color with his hand imprinted , most likely ready to bruise for the next day.
“No, princess. Daddy just really likes your ass,” he hummed tugging her body up, back flush against his chest as he held her to him with one hand on her hip, the other snaking around her body pressed against her jaw. He gripped it firmly keeping her in place as she got used to the new angle, hitting all the right places. “What else did you say you liked, princess? How can daddy help you? What do you want daddy to do?” he whispered in her ear, his voice raspy from the lust and pleasure bringing her to another world as she moved his hand with her own down to her neck squeezing lightly.
“Choke me,” she gasped like a fish out of water and, yet, here they were while she was going to be the one without water. His fingers grasped her neck firmly as he squeezed lightly around the windpipe as well as pushed blocking off the airway just enough to please her, gasps coming from her lips as she grabbed his forearms digging her nails into the skin, another loud moan leaving his lips. His pace quickened with each gasp that left her mouth, giving her frequent breaks not wanting to damage her, yet loving all the control he had over her. It was as if he was in a trance.
“D-daddy...can I cum?” she gasped between breaths, stuttering from the amount of pleasure and pain mixing in her body to create the perfect combination to set her into pure bliss. He pushed her forward onto the bed, his cock slipping out of her as she tried to regain her breath, looking to him confused as he rolled her onto her back so she was facing him now, his hand stroking his cock as he smirked at her curious eyes.
“I just wanna see that pretty face of yours when you cum,” he muttered lifting one of her legs over his shoulder before easing into her once again, his pace rom before not faltering, moving quickly and hard hitting her spot every damn time causing her to see stars. The moans leaving her were loud, those on that floor of the hotel most likely weren’t getting any sleep that night while the other three would tease him the next morning for being called daddy, which he probably wouldn’t mind.
He started sucking large hickeys into her neck and chest stopping only when she made the desperate whimper once again letting him know she was close for the second time that night.
“Please, daddy,” she practically screamed, Ashton smirking at how loud he made her, even on his first time. He could feel her body ready to unravel, her pussy quivering around him trying to hold it together until she got his permission to release.
“Go ahead, princess,” he moaned, y/n squeezing her eyes shut as he back arched off of the bed, mouth making that perfect ‘O’ once again as she dug her nails into his shoulders. It was enough to bring him to his second orgasm for the night, spilling inside of her once again as she panted trying to get herself together. He kissed her repeatedly, carefully swinging her leg back down to a comfortable position before kissing down her chest and navel, right down to her pussy, tongue licking a quick stripe tasting his cum mixed with her own, a hum leaving his lips as he dug into his dessert eating her out completely in attempts to clean her up while she tried to scold him for bringing his head down there without permission even though all she wanted was for him to stay in that position and love her pussy all the time.
“You taste delicious,” he hummed once there were no longer much left, his main focus now was to thank her as best as he could, hands caressing her skin carefully, over the large bruises on her hips, kisses over the many hickeys scattered on her chest and neck. “How was that?”
“I should be the one asking you that,” she laughed pulling him in for a kiss. “You were the virgin, now you aren’t.” He smiled softly kissing her once again as she threw her arms around his neck pulling him close.
“Please tell me we can do that again…”












