After playing my last basketball game before Christmas break, I headed home to Cleveland from college in North Carolina to spend the holidays with my family. I loved being home with family but I hated how hard it was to get pussy during the holidays. I don’t know if it was bad luck or what, but I always had a hard time getting women who were down to fuck during that time period. Any other time, they were practically throwing the pussy at me. One late night close to Christmas, I was that special kind of horny and there was no way I was gonna waste that level of horniness on a porn and jackoff session.
Since ninth grade in high school, my twin sister Tierra’s best friend Jesse had a crush on me. I was never homophobic and since he was always at our house, I learned to tolerate the wild things he’d always say to me. He’d tell me all kinds of shit like he could see my dick print in my sweatpants and I usually just laughed it off because I was used to him. Now that I was horny out of my mind and he was spending the night at my house, I was seriously thinking about giving in to him. It wasn’t long before my hormones forced me to hit him up.
I was having second thoughts about it, so I decided not to text him again. Even though my mind wasn’t made up, my dick was ready for some action and not action from my left hand. There was no way I’d get a girl to let me come over to her spot and tear her pussy up at that time of night, especially since it wasn’t even the weekend yet and it was snowing like crazy outside. I’m not gay and before that night, I’d never had a single sexual thought about Jesse or any other dude. Still, my hormones were wild as fuck that night and they didn’t seem to care about my sexual preferences. Before I could even make my mind up, my phone lit up because Jesse had texted me again.
I wasn’t sure why he wanted me to wait twenty minutes before going down to the den, but I didn’t care. I needed to bust a nut bad and if he was willing to help me out, then I might as well had taken advantage. It was late at night and no one would ever have to know. Besides, the den was downstairs and all the way on the other side of our somewhat big house. With the door closed, no one could hear much coming from inside that den.
Since I had to wait twenty minutes, I went into the bathroom that I shared with my little brother Tyreke and washed my dick off in the sink. I made sure to clean under the foreskin good because I didn’t want it to smell like piss had been getting caught under it all day. Jesse was doing me a favor so the least I could do was make sure my dick was clean for him. After cleaning my dick and drying it off, I looked at myself in the mirror and told myself that this would be a one-time thing and I’d keep it a secret forever.
After putting my boxers back on, I left the bathroom and went back into my room to wait out the rest of the twenty minutes. When those twenty minutes were up, I quietly left my room and headed downstairs. I tiptoed through the dining room and to the door that led to our den. I took a deep breath before opening the door and stepping inside. I immediately closed the door behind me and walked down the five carpeted steps. Since the den didn’t have the same ventilation as the rest of the house, we had a window AC unit to cool it in the summer and used the fireplace to warm it in the winter. The fireplace had it feeling nice and toasty in there that night.
The moment I saw Jesse laying on the sofa with one leg on the floor and his back arched, my dick went from semi-hard to rock hard. He was completely naked and I could tell by the way he was laying there with his eyes closed that he was ready to help me get my nut and not play around. He looked like he was sleeping but every few seconds he’d make a movement or would arch his back more. I can’t even lie, he had a nice little body on him.
“I’ve never been with a straight boy before,” he said quietly with his eyes still closed. “I’m scared I’ll scare you away, Terrell.”
“Nothin’ scares me,” I told him as I pulled my boxers down to my feet and stepped out of them. I laughed and told him, “You can open your eyes, Jesse.”
He smiled as he opened his eyes and looked at me. He then licked his lips and said, “Damn, I knew you had a pretty dick.”
“It’s alright. I wish it was bigger than seven inches.”
“I don’t. I like that my walls are intact.” He giggled before saying, “I think your dick is perfect.”
“Yep. Now come over here and make me suck it.”
I made my way over to him and he sat up a little so he could suck my dick. At first, I didn’t feel a difference in how he sucked my dick versus how a girl would. It wasn’t until he started playing with my foreskin and kissing on the head that I realized he was way more into sucking dick than any girl I’d ever been with. When I bent my legs and began to fuck his mouth, he relaxed and let my dick hit his throat. I grabbed him by his curly hair and fucked his throat harder.
“Suck that dick,” I told him while he gagged on it. “You always talkin’ that gay shit to me. Suck my dick, bitch.”
I fucked his throat for a good while before making him move so I could sit down on the sofa. He got on the floor on his knees and immediately went back to sucking me, and that shit really felt amazing from the angle he was sucking it. I spread my legs a little and he grabbed my balls and massaged them while deep throating me to the base. Whenever his drool would roll down my balls, he’d stop sucking me so he could lick it up. While he sucked me, I looked down at him and every now and then he’d look back up at me.
“How my dick taste?” I asked while smacking his lips with it.
“It tastes good, baby,” he replied.
“You still gonna let me fuck you?”
I put my hand on the back of his head and made him suck my dick some more. He had my dick covered in his drool and I loved that shit. I loved messy nasty head and that’s what he was giving me. He had my toes curling up once he started jacking me off while licking and sucking on my balls at the same time. I was ready to get up in his ass by that point.
“I’m ready to fuck,” I told him. “You got anything to lube your ass with?”
“Yeah,” he replied. “I got some Vaseline that I use on my lips…and to jackoff with sometimes.” He giggled as he stood up and went over to his duffle bag. After grabbing the container of Vaseline from it, he came back over to the sofa. “I haven’t been fucked in a minute so I’m gonna have to ride you first. Is that okay?”
“Yeah, that’s cool. I’m just tryin’ to get my nut so I can go to sleep.”
“Oh, this ass is gonna have you sleeping good tonight, baby.”
I smiled as I relaxed and let him climb on top of me. He used the Vaseline to grease my dick up good and then fingered himself with some of it. My dick got super hard when he started moaning while fingering himself. Curiosity got the best of me and I soon grabbed his ass cheeks and squeezed on them before fingering his tight and warm asshole with my own finger. That tight asshole put the death grip on my finger, meaning he was super tight. I was lowkey excited to see how my dick would fit in it. While I fingered him deeper and deeper with my middle finger, he kissed and sucked on my nipples.
“Can I nut in you or nah?” I asked him.
“No,” he replied quickly. “Only guys that claim me can do that.”
“I only let my boyfriends do that. You’re not my boyfriend so you can’t nut in me.”
“What if it feel too good to pull out?”
“If you nut inside me then that’s gonna make tonight different. It won’t just be a one-night stand.”
I didn’t say anything else because I was ready to just get to it. I stopped fingering him and wiped my finger on the towel he’d put down on the sofa. He reached under himself and grabbed my dick, positioning it under his ass. It took him a little while to find a comfortable enough angle but when he found it and let the head of my dick enter his tight asshole, I thought I was gonna bust inside him right then and there. I’d never been inside any girl that had a pussy that tight. And he was taking my dick like it wasn’t even hurting him.
“You good?” I asked, not believing how good he was already riding me.
“Yeah,” he said back. “I’m good, baby.”
I stared into his eyes and smiled as I told him, “You can put your arms around me if you want. I ain’t gonna bite you, shorty.” He put his arms around my neck and held onto me while riding me faster and faster. I wrapped my arms around him and told him, “Damn, you smell good. You ain’t had to take a shower for me.”
“I didn’t. All I did was clean my ass out using my squeeze water bottle and a little soap.”
“Shit, coulda fooled me.”
I finally stopped thinking too much about what was going on and allowed myself to kiss and suck on his neck. He responded by softly rubbing the back of my head and nibbling on my earlobe. Slowly, we got around to pressing our lips together and kissing. I never in a million years would’ve thought I’d be fucking my sister’s best friend and I especially never thought I’d be enjoying it the way I was. The way he was riding my dick while kissing my lips turned me on in a way I wasn’t expecting. And his tight and warm asshole became the perfect fit for my dick the longer he rode me.
“Hug me, baby,” I told him.
He hugged me tight and I stood up with him still on my dick. I placed my hands on his little apple ass to keep him up on my body while I fucked him standing up. He was way smaller than me and couldn’t have weighed more than one hundred and twenty pounds, so I could fuck him like that without even getting tired. He was moaning kind of loud but I didn’t give a fuck in that moment. I had to beat that ass up. He wanted the dick so I gave it to him.
“Ooh, Terrell,” he moaned in my ear. “Fuck me, daddy.”
“Whose pussy is this?” I asked him.
“It’s yours, baby. It’s your pussy, daddy!”
I fucked him even harder because hearing him say that shit turned me on to the max. I could feel his ass getting wetter and creamier by the second as I pounded him with all of my dick. We fucked like that for a good while. When I finally let him down to his feet, his legs were shaking so bad that he could barely walk. He stumbled down onto the sofa and rubbed on his now gaping asshole, which had cream all inside and around it. That shit looked so good that I had to jackoff while looking at it.
“You ready to help me get my nut?” I asked him while beating my dick with my hand.
“Yeah, daddy,” he answered before turning over and arching his back for me. “Fuck me again, baby.”
When he put his face down onto the sofa and put his ass up even higher for me, I got behind him and carefully reentered him. I started fucking him from the back slowly and sped up by the second. His ass looked beautiful from the back as my dick went deep into it. By that point, we were both covered in sweat and breathing hard like we’d just got through running laps outside. I bent over a little and fucked him even deeper, making him take all my dick again. I put one foot up on the sofa beside his head and this little freak started kissing and sucking on my big toe.
I laughed as I asked, “You suckin’ on my toe? Damn, you a freaky ass lil’ nigga.”
That shit turned me on even more because no girl had ever done that. He put my mind into another zone in that moment and made me wanna fuck him even harder. So I got onto the edge of the sofa by putting my other foot up and fucked the shit out of him like a rabbit. The way he was moaning and still licking and sucking my toe drove me over the edge. I put my left arm under him and held him as I dug as deep as I could go into his ass.
“Yo, I’ma fuckin’ bust,” I told him. “Oh fuck, Jesse!”
I squeezed on him as I busted one of the best nuts of my life inside his ass. My dick pumped a heavy load of cum in him and his asshole contracted each time my dick pumped. I gave him all the nut my balls had stored in them that night. Since I was bent over with my ass in the air, my asshole was convulsing and pulsating along with my dick. That nut damn near made me lose consciousness. It took me a minute to pull out of him because my dick was extremely sensitive after that nut.
“Damn, you filled me up,” he told me as he turned over on the sofa after I’d stepped down.
“I put all my babies in that ass,” I said with a smile. “I wanna see you push them out, baby.”
He moved the towel near the edge of the sofa and laid back while spreading his thighs wide. While jacking off, he carefully pushed some of my cum out of his ass. It was thick and whiter than usual as it rolled down his ass and onto the towel. When he started busting his nut, his asshole opened wide and more of my cum spilled out. Hearing him moan and seeing my cum leaking from his ass was making my dick hard again. I couldn’t believe I let his little freaky ass turn me out.
“Wait right there,” he told me as he jumped up from the sofa. He dashed into the den’s half-bathroom and came back out seconds later with a wet and soapy wash rag. He cleaned my dick off and then bent down to kiss it. “Thank you, Terrell.”
“Shit,” I said with a laugh. “Nah, thank you. Damn, you put it on me better than some of these females. With yo lil’ cute ass. I ain’t know you was a freak like that. That shit blew my mind.”
“Only for you. I don’t lick on other niggas’ feet like that. And I damn sure don’t let random niggas fuck without a condom or nut inside me. So, yeah you got to do a lot that I never let others do. But it was worth it.”
“I guess I can’t call myself straight no more, huh?”
“Boy, don’t even let your mind go there. You’re whatever you want to be. You’re a good guy, Terrell. I wouldn’t have been crushing on you for years if you weren’t.” After using the rag to clean his ass, he went back into the half-bathroom. When he came back out, I grabbed him and kissed him. When I stopped kissing him, he asked, “What was that for?”
“You told me if I nutted in you then that would mean this wasn’t a one-night stand. I don’t kiss females in the mouth if I don’t intend on bein’ with them.” I picked my boxers up and put them back on before hugging him and telling him, “I can’t promise you I won’t still fuck around with females but when I’m with you I’ll just be with you. When I’m not, we can do whatever. You cool with that?”
“Yeah, I’m cool with it.”
He giggled as he stood on the tips of his toes and kissed me again. After kissing and hugging for a little while, I left the den and quietly headed back up to my bedroom. As I climbed into bed to go to sleep, I laughed a little to myself because I still couldn’t believe how crazy it all was. I was willing to keep it going with him as long as he didn’t tell anybody. I had too much going on for people to know I enjoyed having sex with another dude, and people are too simple to understand I was only into Jesse and not every dude. For that reason, I guess I was gonna have to be on the low. Either way, I was gonna get up in his ass again the first chance I got.
[Disclaimer]: Pictures used do not reflect the sexuality or personality of people in the pictures. They only serve as visual examples of the characters.
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