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daddyslilchickenfingers2 · 1 month

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Kinktober (reuploaded)

Pent up (Chris)

Request: None

Warnings: Small fight, horny Chris, besties to lovers (when is that not the case?), minimal crying, inexperienced Chris, handjob, embarrassment/humiliation if you squint, switch Chris & reader, cumshot, riding, minimal degradation, begging

Chris’ pov

I’ve only ever had sex once in my life, it was when I was 17 and it was pretty trash, not gonna lie. It’s been 3 years since then and it’s been up to me to get myself off, which had been fine until recently. Nothing I do is working, I’ve tried switching hands, grinding on my bed, fucking pillows, humping random things, using a vibrator, and I still can’t cum. That doesn’t stop my dick from getting hard though, sometimes I go all day with a half-hard dick. It’s gotten to the point where it’s uncomfortable and starting to hurt because basically, all I can do is edge myself. I haven’t been able to fucking cum for 6 weeks, I don’t do hookups or one-night stands either so I’m literally screwed. (or not screwed in this sense)

Now that our friend Y/n from back home has moved to LA as well, my usually half-hard dick has become fully hard. We’ve known her for about 8 years, so needless to say she’s our best friend but that doesn’t mean I don’t find her attractive. Sure, in middle and high school I wasn’t attracted to her like that, plus she was more so Nick’s friend until we turned 16 and he came-out. She’s recently gotten a bigger following on social media and had moved out to LA for better opportunities, it was also obviously a plus that she’d get to see us more.

If I’m being honest, ever since Covid, Y/n has really had a glow up, we all have. However, I wasn’t used to seeing her all the time, except for on FaceTime, but her attractiveness never really affected me then. Now with Y/n coming over all the time, it was hard not to be affected by her attractiveness. It’s even harder when she wears short shorts/skirts, crop tops, or tank tops, and especially when she’s braless. I’d never say or do anything though, I don’t want to make her uncomfortable. Plus, what am I supposed to say? “Oh by the way, you make me hard when you wear clothes like that, could you please stop?” there’s absolutely no way I’d do that.

I’ve been doing my best to avoid Y/n for the past month and I think she’s starting to catch on, she probably thinks I’m mad at her. I catch her giving me hurt and confused looks all the time and Matt says I hurt her feelings by pushing her away for no reason. Except there was a reason, but nobody knew that and nobody was going to find out. At least that was the plan until today as Y/n came over yet again. She walked through the door as usual, saying hi to Matt and Nick before they left for some reason. I was extremely confused because we didn’t have any plans and they didn’t mention that they were going somewhere.

Y/n came over to the couch and sat next to me, I just stayed on my phone until she took it out of my hand. She set it down on the coffee table before wrapping both her arms around my left one. Y/n put her head on my shoulder and sadly said, “I’m sorry, I don’t know what I did but I’m sorry.” that made me feel like shit. I sighed and removed my arm from her hold to give her an actual hug. “Don’t apologize, you didn’t do anything wrong. If anything, I’m sorry.” I sighed again as I heard her sniffle. She wrapped her arms tightly around my torso and I heard her sniffing a second time.

“Please don’t cry Y/n, I’m sorry. I’m just going through something with myself and it’s difficult being around you” I really should’ve worded that better because Y/n immediately pulled away. She was now understandably defensive and upset “What’s that supposed to mean!? You don’t like being around me!? I literally paid Matt and Nick to stay the night at my house so I could talk to you privately and now you don’t even want to be around me!?” she yelled at me. She got off the couch and started walking towards the door crying.

I felt like an asshole so I immediately went after her, pulling her into a tight hug before pulling away and wiping away her tears. “God, you’re gonna fucking hate me after I say this.” I said before taking a deep breath and continuing. “It’s difficult to be around you because you turn me on and make me extremely hard. It’s not your fault, it’s just my body being stupid. I can’t believe I’m telling you this but I haven’t been able to cum in like 6 weeks, I get painfully hard and can basically only edge myself. You know I don’t do hookups so I can only rely on myself and it’s just not working. I’m sorry.” I told her truthfully.

Y/n started laughing, like full on hysterically laughing. I stood there, not finding what I just funny but still cracked a smile at her laughter. “Oh my god, you’re such a jackass!” she joked, making me a little bit confused. “You could’ve just said that and I would’ve given you a handjob weeks ago!” she said between laughs. I didn’t know what to say back so I just stood there staring at her in shock. “Bullshit, I’ve been trying to hide the fact that you’ve been making me hard for weeks just for you to say you’d give me a handjob!? That’s fucking crazy!” I laughed while shaking my head.

Y/n’s pov

I can’t believe all the confusion and hurt going on, on my end was all because I turn Chris on. Yeah no shit he’s one of my best friends, but he’s also obviously very active and I’d honestly give him a handjob just for fun. I love the thought of making someone cum with just my hand, I’m obviously a bit more experienced than Chris since I had a boyfriend for 2 years and we had sex but it didn’t bother me. I like knowing I’ll be the only person to have given him a handjob and the second to touch him intimately like that.

After Chris said this was all crazy, I turned to walk back into the living room when he grabbed my wrist, turning me around. “And where do you think you’re going?” he asked in a cocky tone, “To sit down, what are you doing?” I said back. “I believe you owe me a handjob. Can’t believe you came over to talk to me in such a slutty little outfit and expected me to not get hard” Chris said with a smirk as his hands went to my waist. He pulled me against him so I could feel his half-hard cock and he’s fucking huge.

I decided to mess with him a bit and pull away, doing a little spin before saying, “You don’t like my outfit? Is it because I look bad?” I fake pouted. Chris grabbed my hips once again but his hands almost immediately went down to my ass. “I love it, I just don’t want others seeing what’s mine.” he said lowly, “Possessive.” I teased him, poking his chest. “Is that a problem?” he asked, “Not at all.” I replied. “Good. Now about that handjob offer-“ he started before I cut him off, “ Yes, I’ll give you a handjob now c’mon.” I laughed at his neediness.

We got to his room and I sat on his bed, taking my shoes off while he took off his shirt and laid down, propped by pillows. “Wait! Y-You know um…” he trailed off so I spoke up instead. “Know that you’ve only ever been touched and seen naked once? Yes, I’m aware.” “Oh, um okay, yeah that’s what I was gonna say. I was also going to ask if we could like makeout first? You know, to make me less nervous…” Chris blushed cutely. “Anything you want, tonight is all about your pleasure.” I smiled at him before moving my lips to meet his. Right before our lips we’re about to meet Chris mumbled, “Want you on my lap” pulling my waist so I was now sitting on his lap.

I once again leaned down to attach our lips, my left hand was on his chest while my right cupped his jaw. The kiss was a little slow at first and I could feel that Chris was still half-hard, slowly getting fully hard when he deepened the kiss. I wasn’t expecting him to run his tongue across my bottom lip or squeeze my ass so he could gain access to my mouth, but I was glad he did. The kiss started to get hot and I loved the way Chris whimpered a bit before pulling away. “Want you to touch my cock.” he panted with a smirk. Chris took off his pants before asking me to take off my skirt, which I did, “Goddamn baby, you’ve got such a nice ass.” he said before slapping my ass, making me laugh.

“Just sit back, relax, and enjoy” I winked at him before placing another kiss to his lips, sliding my hand over his hard-on. I pulled away and saw a bit of fear flash through his eyes, “Chris, are you okay? Do you want me to stop?” I asked softly, removing my hand from him. “No, I want you to keep going. I just- this won’t ruin our friendship or be awkward after, right?” he asked nervously. I brought my hand up to stroke his cheek, “I promise this won’t ruin our friendship or be awkward. I just wanna help you, plus it’s fun and enjoyable for me too.” I smiled. Chris smiled back, “Okay good. Please continue.” he said while blushing.

“Do you have lube and can I take off your boxers?” “Yes and yes” he replied, leaning over to grab the lube from his dresser next to his bed. He handed it to me before pulling down his boxers and blushing. “Holy fuck Chris! You’re fucking huge!” I said shocked because he’s a lot bigger than I expected. “Mmm shut up.” he whined back embarrassed, gasping loudly when I started slowly jerking him off. I looked at his face as it twisted with pleasure, I started to move my hand a bit faster as he looked at me, causing him to close his eyes and bite his lip to prevent any moans from falling past them. His face turned a bright pink, making me smile as I moved my other hand to his face, pulling his lip away from his teeth with my thumb.

“C’mon Chris, let me hear those pretty moans. Open those gorgeous eyes for me.” I softly ordered him. His hands were by his sides, balled up in fists as he gripped onto the sheets below him. He let a small whine when he opened his eyes and saw mine looking back at them. “Does that feel good?” I asked seductively, “G-Go faster.” he said, “Can you use your manners for me?” I teased. Chris gave me a pleading look, not wanting to beg but that quickly changed when I stilled my movements. “No, don’t stop! P-Pease go faster!” he groaned, immediately avoiding eye contact with me. I lightly gripped his jaw as I started moving my hand again, I turned his head to face me before saying, “So good with your words.” I smiled before slowly making out with him.

Chris pulled away to let out a particularly loud moan as I felt some precum leak out of his tip. I decided if I wanted to go faster, I’d need to use the lube, squirting some directly onto his cock. I sped up my movements, making Chris’ whines and moans get louder. “Talk to me.” “What?” “Dirty talk to me, tell me I’m being good. I don’t know just talk to me, I’m getting close.” he said. “Awe that’s cute, I haven’t even been jerking you off for 10 minutes and you’re already gonna cum.” I teased thinking he’d get mad at me but instead let out a loud whimper. “You like when I do that?” I asked when I started moving faster, Chris just whined and nodded his head erratically, feeling slightly humiliated.

I dug my thumb into his slit, collecting precum before using my other hand to play with his balls. My fist would tighten every time I went up towards the head, making Chris whimper and whine. I was so focused on pleasuring him that I jumped when I felt his hands come up towards my boobs, “Sorry, I ju-“ he started being I cut him off. “It’s okay I just wasn’t expecting you to touch me, go ahead and do whatever you were gonna do. You’re being such a good boy.” I added the last sentence experimentally to see if he’d like it, and to my surprise, he let out a loud, whiny moan. He moved my tank top straps down and lowered it so my boobs were now visible. Chris looked from my boobs up to my face, getting embarrassed when he found me already looking at him.

“Fuck Y/n/n don’t look at me like that, you’re gonna make me cum.” he whined. I decided to move positions and go in between his legs so I could get a better angle, Chris’ eyes blew out with lust at that. He became a whining, whimpering mess, “Fuck, fuck, fuck! Shit ‘m gonna cum!” he loudly moaned out. I started moving my hand as fast as I could, trying to keep his hips still at the same time. Chris’ left hand came down to tightly hold onto my right wrist as the pleasure was overwhelming due to him edging himself for so long. I saw his stomach flex and thighs start to shake a bit, signaling he was about to cum. Not wanting to make a big mess, I moved his cock so it was up against his stomach, that way he wouldn’t cum all over his sheets.

“Fuck Y/n! Oh shit- yes I’m cumming!” he groaned out loudly, “Be a good boy and cum for me.” I replied seductively. Chris let out something that was a mix between a whine and a growl, which sounded so fucking hot. Within a couple of seconds, thick strings of white cum started to paint his body as I jerked him through his orgasm. I watched in awe as this was the biggest cumshot I’ve ever seen, some cum even made it all the way up to his face. That was fucking hot, I helped him through the aftershocks of his orgasm, during which he let out multiple whimpers and whines. I was so out of it that I didn’t realize Chris’ cock had now turned soft, “S-Stop too much, ‘m sensitive!” he moaned, causing me to finally let go of his cock.

Chris was breathing heavily but he looked so fucking good covered in his own cum like this. “Chris, are you okay?” I asked gently, with his eyes closed all he could do was whimper out a response that would turn me on even more. “P-Picture! Take a picture of me covered in my cum!” I was a bit shocked but nonetheless, I got up to grab my phone. I wasn’t even turned around for a more than a minute, but by the time I got back to the bed with my phone, he was already hard again. I took a few pictures before telling him to open his eyes, Chris looked at me with an extremely fucked out expression and a dopey smile as I took the last picture.

Even though Chris was basically fucked dumb at this point, he still somehow managed to take control of the situation. He grabbed me by my throat and pulled me closer to him, causing me to let out a surprised whine. “Clean my cum up with your tongue and ride me. Like you said earlier, tonight is all about my pleasure, meaning you’re gonna be the slut who does all the work.” he stated in an authoritative tone. I replied with a quick, “Yes sir.” before I started licking up his cum from his stomach all the way up to his face. He actually tasted really good, once he was clean of his cum, he sat up against the headboard.

Grabbing the bottom of my tank top, he said “Take it off.” before watching me pull it over my head. I was honestly a bit surprised at how much of a power bottom Chris was being right now, considering this is only his second time having sex. He pulled me onto his lap before smashing our lips together, biting mine as he pulled back to toy with the side of my panties. “Take these off before I fucking rip them off.” he growled, I immediately took them off and sat back on his lap. “Can I please just fuck myself on your cock now?” I whined, “Well you’re the one who’s gonna do all the work so go ahead. Condoms are i-“ he said cockily before I cut him off. “We don’t need one of those unless you want it.” I told him before kissing his neck, “Goddamn, no condom then.” he grunted.

I slowly sunk down onto his massive cock, “Jesus Christ! You’re so fucking tight!” he moaned out while his voice cracked. “Mhm you’re so big Chris!” I whimpered as I started bouncing on his dick. Chris helped me move by griping onto my ass while I started sucking hickies into his neck. “Baby you can’t leave marks, Matt and Nick can’t know.” he panted out, making me loudly whine. I didn’t stop though, I really didn’t care about his brothers finding out. However, I did stop when he slapped my ass and pulled my hair, “I told you to fucking stop!” he growled in my ear. I started moving a bit faster as he started sucking hickies into my chest, “Just wanted to mark you up!” I whined.

“Why? You tryna claim me as your own or something? Can’t stand the idea of other girls looking at me?” he teased me. Suddenly I turned into the whiny one, blabbing out incoherent sentences without thinking. “Don’t want others looking at you. Only me, you’re mine- please Chris! Want you!” I cried out as the pleasure started to become too much. “Please what baby? What do you want me to do?” he asked, looking at me with his eyes full of lust, “Just want you!” I said frustrated. Chris started thrusting up into me, “Yeah, you want me baby? You got me, I’m yours princess, kiss me.” he said softly in my ear. I moved my hands to wrap around his neck and thread through his hair as our lips met in a feverish kiss.

Chris helped me move faster as he thrusted up into me as well before he moved one hand from my waist to rub my clit. He moved his kisses down my neck, sweetly sucking more hickies into the skin. “Feel so good around my cock princess.” he mumbled, “Shit, Chris I’m gonna cum!” I cried out. With that Chris flipped us over and started drilling into me, looking down at me with a smirk. “Cum on my cock babe, cum so I can fill you up with mine.” he groaned, I pulled him down for another kiss, moaning into it. He was fucking into me at a fairly fast pace while rubbing my clit in tight, fast circles. I tightened around him as I started to cum, moaning loudly. Chris’ thrusts grew sloppy and before I knew it, he was loudly groaning and filling me up with his cum.

He fucked into me for a couple more seconds then pulled out, laying down next to me. As I came down from my high, a wave of emotions hit me and I suddenly got nervous. “Chris…” I said barely above a whisper, he just pulled me into his side, laying my head on his chest. He pulled the blankets up over us, “Shhh, it’s okay, I know. We’ll talk about it in the morning, I promise this doesn’t change anything in a bad way. Just go to sleep princess, everything’s gonna be okay.” he said in a soothing voice, calming my nerves. “Okay, goodnight Chris.” I said softly, “Goodnight pretty girl.” he replied back, protectively wrapping his arms around me.

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