“Have you ever thought about being with a guy?” he asked. I shook my head, unable to come up with a better response. “Why not?” he persisted, “I don’t think I’d like it” i replied. The banter continued, “Not like it? Andrew, a guy knows what a guy needs, and I bet I kiss better than any girl you’ve ever been with” he puckered his lips in a joking manner. His lips did look very soft, you could tell he took care of them the same way a girl would. I sit silent, trying to focus back on the TV and avoid the statement.
He turned my face toward him, “C’mon, I promise you’ll like it. Just a kiss. If you don’t like it, I’ll never bug you about it and I’ll never flirt with you again”. My nerves were slightly shaky, I sat there for a while looking at him, pondering what it’d be like. I told myself hey it’s just a kiss…how bad could it be. Closing my eyes, I tried to picture one of the hot girls I saw at school.
Our lips met and his felt like silk upon my own. The were soft and warm, the kiss started sweet before i felt his lips start to part my own, his moist tongue beginning to probe my mouth. Instinctively i accept his tongue, letting his more experienced tongue massage and dance along my own. Our bodies were nearly ontop of eachother as the passion in the kiss increased. Before I knew it, he had backed away, my eyes were still closed, I hadn’t moved.
“So what did you think?” he asked. My face started to blush and I fought a smile…i wasn’t sure why I fought it, but I could tell i tried not to smile too much. Down scaling my true experience i perked in, “yeah…that actually wasn’t bad” I didn’t want to tell the truth. That it was fucking amazing and one of the best kisses I ever had. He was definitely right, but I didn’t want to admit it just yet.
He laughed and did a told-you-so song, and that was it. We continued to watch TV and played a few video games before we both were yawning like crazy and it was time for bed. I always tried to be considerate to my guests…though I hated sleeping on the floor I offered my bed to Jonathan. He declined to my surprise and stated that the floor would be fine if I could lay down a blanket and spare a pillow.
I didn’t ask twice, I loved having a warm comfy bed to sleep in. I got him the pillow and blanket. I don’t think he knew I noticed, but before he layed his head on the pillow he seemed to take in my scent from the pillow while closing his eyes. I shrugged it off and flipped the light switch, “night Jonathan” i called out and started to doze off.
I wasn’t sure how late it was but I slowly started to open my eyes as I felt something sturring. I was a pretty heavy sleeper and was groggy, barely able to open my eyes I asked, “Jonathan?” he was actually behind me in the bed, i could hear his teeth chattering, “holy shit dude, why is it so cold in here?” I preferred sleeping in the cold, and my mom had her own space heater and turn off the vent in her room so I could sleep how I like.
I didn’t want to admit that I was the cause of him freezing his ass off, and I was still a little too tired to respond, “I don’t even have a real blanket, I was using that one you gave me to lay ontop of so I wasn’t on the hard floor. I just need to get a little warm, ok?” he sad as he scooted closer to me in a little bit of a spooning position, “Fine” i said groggily and curled up with one arm under the pillow, the other clutching the blanket towards my chest. I could feel Jonathan’s bare leg against my own, we both slept in our boxers, probably not the best way for him to stay warm I thought to myself. I then noticed something as I adjusted…something between my legs.
I tried to adjust to move away from it…no dice. I tried to adjust the blanket, thinking it was a fold…no dice again. I didn’t want to fully wake up and inspect it, I was enjoying my slumber too much. As I tried to ignore it, I felt it twitch….i felt my heart drop as I realized what it was…it was jonathans cock. I was sure he didnt inted for that to happen…he was just trying to get warm.
My adjusting must have awoken Joanathn, as he yawn and pulled me closer. This placed his cock perfectly between my asscheeks still covered by my loose boxers. I didn’t know what to do..should I wake him? I reached back, figuring if I act like I’m just adjusting my boxers perhaps he’d move back. This worked in my disfavor. I reached for the loose boxers by the bottom of the leghole, and as I tried to adjust them, it simply allowed his cock to slip between my bare ass cheeks.
“Oh fuck” i thought to myself. I wasn’t sure what to do. Perhaps if I just lay there it would soften and slip away. Though it seemed my asscheeks had a pretty good grip on his cock. I rocked slowly, feeling my ass just now jerking his cock a bit as I did so. This only made him harder, and I could feel the head of his cock pressing at my hole. The feeling was actually inviting, I always thought I’d freak out at such an encounter. Curiosity got the best of me and i started to slowly rock my hips, causing his cock to be stroked by my soft cheeks, and my puckering hold rubbing in rhythm against the head of his now throbbing cock.
I couldn’t take it anymore, spitting a decent amount of saliva in my hand and rubbing it against my asshole. As I did so I slipped a finger into my ass. I had done this before, but justified it because I had seen a woman do it to a man in a porn. As my saliva lubed up my ass I positioned him back where he was, this time using a bit more pressure. My virgin ass wasn’t giving.
I applied one more glob of spit, and it didnt seem to help much. When i thought wall hope was lost, I heard Jonathan give a snort and low groan, hugging me tighter and pushing closer, still in a slumber. That did it, from him pressing further in his already compromised position, his cock head slipped right in. I held back a cry of pain as i felt a white light shoot thru my body.
It was fairly well lubed, but my virgin ass wasn’t quite ready for the real deal. I lay there with his cock head in my ass, i could feel both my ass and his cock pulsating. I let my tight hold regain it’s pleasure sensations over the pain before i started rocking my hips again. I could now feel i was being fucked…sort of…only about 2 inches I assumed were in my ass, but it was one of the best feelings I had ever had. I attempted to move Jonathan with my body, wanting to feel him deeper. and I did so with ease, backing him up a bit allowing me to nearly sit in his lap from a sideways laying down position.
I could now feel his balls touching my own, i knew he was all the way in. I rocked my hips more, trying not to moan. It was so amazing, i felt like i could feel every curve and vain in his cock, the head massaging my throbbing prostate. I found the perfect rhythm and closed my eyes, sighing in pleasure…i felt his cock grow thicker…I couldn’t believe it could get any thicker…how is that possible……i soon found out why as his cock started to beat as fast as his heart, unloading his thick seed deep inside my ass.