My First Daddy

I was told to hover again and lower myself onto him so that I could take my time and accept him inside me. He lined up his covered cock as I eased myself onto him. He popped inside me as I moaned and he reminded me to go slowly. My legs were spread much wider than his and me hands were on his thighs to help hold my position. I moved about as slow as I could with all the excitement. I pushed up and dropped down taking him just a tiny bit deeper with each slow fall. My back was arched, head back, and I was moaning from the electricity building between us. It felt like he was almost too big to fit inside me and I could feel his length driving deeper and his girth pushing me open. I was surprised at how little it hurt at first, but as I lowered myself more, the pain started to increase. It wasn't going to be easy to take him deep, but I was determined to take as much of his beautiful cock as I could.

He remained motionless this entire time except to sip his drink. My moaning became more labored with each time that I impaled myself on him. I had actually practiced this with a dildo suctioned to a tile floor several times, but having a real, hot, hard cock to fuck myself on was much more exhilarating. Moving slowly, the pain and pleasure swirled together resulting in an intoxicating euphoria. At long last, I fell until I was sitting on his lap. After a few seconds to allow my insides to adjust to their new guest, I began grinding on him to make sure I was feeling him as deep as he could possibly go. Another minute of this allowed me to really relax and accept his girth. The pain started to dissipate and the pleasure took over completely. He felt amazing deep in my gut. He was still hard as rock, but I was a little surprised at the lack of noise from him. He just let me continue fucking myself while he enjoyed his scotch.

By the time he told me to stop, I was fully erect myself and dripping precum onto the floor. He wasn't allowing me to go any faster, so the pleasure was slowly building. I knew if I would have continued for another minute, I probably would've shot a hot load across the room. We both stood up and he positioned me facing backwards on the chair, knees on the seat, holding my hole in the air for him. I could tell that my tight hole was still stretched open as he positioned the bottle of lube and injected me with an ample amount. I jumped a little and tightened up at the feeling of the cool gel. Seconds later his head pushed me open again and he drove into me with a steady determination.

His hands grabbed my hips to pull me closer and within a few steady thrusts, he was as deep as he could go. I was moaning instantly as the pain of his penetration flared and then subsided. Each thrust took several seconds and were as consistent as if he had a metronome to keep pace. After a minute or so, his hands began exploring my body. I felt his strong fingers run up my back and cup my shoulder while his other groped my ass. This led to him running his fingers through my hair, reaching around to feel my chest, and stroking my cock just enough to see how hard I was. I had found a comfortable position with my head and arms resting on the back of the chair. My knees were spread to meet the padded arm rests, so I could just relax and let him have his fun. As the excitement built, I started gripping the chair harder and I could feel an orgasm creeping up.

He was hitting several spots inside me that forced my cock to stand at attention. The slow friction inside me was pushing me towards a very large climax. I was fighting the urge to cum as I wanted to relax and let it build even more. I wasn't touching myself because I wanted it to be purely from his fucking and for him to know that he alone caused it. I was moaning louder as the moment approached where my back arched, head went back, and I started screaming. My hands were gripping the back of the chair and I was surprised when I felt his grip on my throat. His pace never changed, but just as my orgasm reached the tipping point, his hand cut off most of the blood to my head and I exploded like a volcano.

The feeling was something entirely new to me and it was one of the hottest moments I had every experienced. The combination of his cock grinding inside of me and the unexpected choking pushed me to an orgasm that felt like it lasted several minutes. He knew exactly how to extend my pleasure to an extreme that I never thought possible. He had started to moan as well and was letting out some gasped words, but I was oblivious to anything except what was going on inside me. Once my excitement was in full swing, he must have enjoyed the constrictions around his shaft, because his cock pumped out against me and he began to shoot. I was still in complete ecstasy as his grinding and my tight ass milked his cock to completion. I swear I didn't finish my orgasm until he was done shooting.

Once my orgasmic convulsions subsided, I relaxed back to my resting position. He withdrew slowly from my stretched, wet, and well-used fuck canal. He composed himself and allowed me to take my time getting up. The small talk at this point was mainly him saying how great I felt, that most boys can't take him deep, and that we were going to have to go again shortly. I contributed little to the conversation as I enjoyed my post-fuck cooldown. My eyes were closed, but I could tell that he was moving around the room. I heard his glass clink on the table and some other rustling as he picked up our clothes. My body felt stiff when I finally decided to stand. I heard the shower turn on and decided that a rinse wasn't a bad idea. For the next hour or so, there wasn't much talking. We cleaned up, dried off, had a drink, and laid on the bed watching TV. He was checking me out the entire time and I knew he liked having a naked boy in his room. I waited for him to let me know that he wanted to play again instead of jumping him as I wanted to. He had a very commanding presence that made me want to please him in any way I could.

We spent the entire weekend together. I only went home to grab more clothes so that we could go out to eat. He took very good care of me and in turn, I made sure that he was satisfied the entire time. I made his cock explode at least a dozen more times and with the help of a little blue pill, he spent hours fucking me. His techniques were a little different than I was used to, but he showed me what years of experience had taught him. I was on cloud nine for days, though I wasn't sure my hole would ever be the same. He hasn't come back to San Antonio for more than a year, but we still chat sometimes and he swears that we'll have another weekend together eventually. I certainly look forward to his return and in our conversations I regularly tell him that I will do whatever he wants. We chat, exchange stories, and watch each other cum on cam. Until we meet again, I'll take what I can get.