Even knowing it was coming, the pain was sharp and I moaned. He paused to ask if I was okay and I said yes but can you wait a bit. He nodded and I felt his grip on my waist ease a little. I did my best to control my breathing, I had been panting like I'd just run a race and I knew my heart must be drumming in my chest. Part of it might be the fact that my legs are draped over his shoulders, compressing my belly and limiting the depth of each breath. After a few moments I felt him tighten his grip and the pressure increased as he pushed a little deeper. I couldn't help it and groaned again. The pressure decreased and he waited for me to accept the new depth without question.
A few minutes passed and when it was apparent I was not going to say anything he asked if I wanted him to stop. I shook my head and he told me it wouldn't have mattered, he needed this so bad he would not be able to stop anyway.
The grip tightened, the pressure increased and this time when I groaned he did not stop before pushing further in. Then to my surprise, he pulled out just a little before pushing even deeper. This time the groan was more of a yelp and I tried to push him away but he was so much larger than me and the position I was in did not allow for any leverage.
At that point I asked him to stop but he shook his head and told me I needed to stop being such a sissy. He reminded me that it was my post that brought him and he was only giving me what I had asked for.
After that he made a quick 3-4 strokes, each time going deeper until I felt his scrotum push against me. It felt like a cramp as the muscles in my rectum tried to adjust to the assault. By then I was almost crying. He stopped again and held himself pressed hard against me as my legs slipped off his shoulders. As the pain subsided I wrapped my legs around him hoping to keep him tight against me. He bent forward and put his mouth on mine. His tongue slipped in it and was if an electrical circuit had been formed between his tongue and my cock.
I had an erection before we started but as he forced his cock into me my dick went limp. It stayed that way until he kissed me and then like magic, it stiffened until it was hard enough to pulse with each heart beat. I had never allowed a man to kiss me before. Something about not being gay as long as I didn't kiss. Crazy but true. I wondered why I had allowed so much time to pass without this experience. I knew I just wanted him to continue probing both my mouth and ass.
He must have felt my cock stiffening against his belly, he lifted up enough to take a look and he laughed at the sight of my cock bouncing up and down. He told me he knew I would be a good piece of ass when he first saw me. Then he went back to fucking me. Sometimes slow deep thrusts, pulling almost all the way out then a slow push until he was buried deep inside me. Then he would do a few short quick hard thrusts that made me groan.
Too quickly I felt him begin to tense and knew he was close. Apparently his cock was hitting my prostate and along with that my cock was being rubbed between our bellies. Before i could say anything I felt my balls pull up and I came, squirting cum over my stomach. The muscles in my ass tightened as I came and that was all it took to push him over the edge. His last 3 or 4 thrusts were really hard against me and with the last one his body stiffened and he groaned along with me.
He stayed in place for a couple minutes, I could feel his cock pulse a few times as he emptied his sperm. He pulled out slowly and rolled off me. We lay there, both of us breathing hard for a while. He went to the bathroom to clean himself then brought a wet towel back to the bed to clean me.
After he left I wondered if I had just made a huge mistake. Posting a request for an anonymous top to come to my house and find me naked and waiting. I only asked that he bring a condom and lube. Age, race, cock size not important. Now a stranger knew where I lived and knew what I was willing to do. I knew it was wrong but it turned out to be so satisfying I couldn't help hoping he would come again.