Straight Male / 50
My First Time
I was in high school, senior year. I was 18, he was my 19 year old best friend. Went to his house to hang out while his parents were out for the night. We were watching a movie and for some reason we started talking about the weather (it was freezing cold). He started to talk about how great it felt to get in to their outdoor hot tub in cold weather. I didn't think much of it when he took off his clothes and walked out back. Their house was in the middle of the woods and pitch dark so no neighbors could see what's went on. Still not thinking much of anything, I took off my clothes and followed. He was right, felt great to be out there.
We were shooting the shit about girls at school that we wanted to fuck when he casually mentioned that he was curious about sucking dick. He said he wasn't gay or anything, just very curious about it. I don't know what came over me, but I stood up, sat on the side of the hot tub and told him to stop wondering. My cock was already rock hard. He moved over to me and asked me if I was serious. I assured him I was. He was sort of timid about it at first, but 30 seconds in to it, he was sucking my cock like a pro. He was actually moaning!
I suggested that it would be easier to play if we were on his bed, so we ran up to his room. He surprised me once again by getting on all fours and asking if I wanted to fuck him. I was so turned on at that point, I didn't hesitate. I walked up behind him and told him to spread his ass open. I could not get it in for some reason, so he ran to the bathroom and got some vaseline. He put some on his asshole and I put some on the tip of my cock. This time, the head of my cock slid right in. He made a fist to grab the covers and stuck his face in a pillow, by the sound he made I could tell it hurt, but he did not ask me to stop. Instead, I slowly gave him another inch of my hard 7 inch cock. This went on for a few minutes, until I was 100% balls deep inside him. He was so fucking tight, I'll never forget how good he felt. I pulled my dick out a couple of inches and slowly pushed it back in. He made the sexiest noises, moaning like a little bitch. I increased the intensity and eventually I was pounding him as hard as I could. I told him I want it to fuck him while he was on his back, so he rolled over and put his knees up to his chest. I could see his gaped pink asshole. This time around, I rammed it in as hard as I could. He let out a very loud scream. I thought I had hurt him, but instead he wrapped his legs around my waist and told me to fuck him. It seemed like we were both in heaven. It didn't take to long for him to cum all over his stomach. Seeing that, and hearing his moans, it didn't take long for me to explode inside him. It seemed like I filled him up with a gallon of jizz. To this day, it's them most intense orgasm I've ever had. I rolled off of him and just laid there for a bit. We didn't say much, just went back downstairs to get dressed and continue watching our movie.
After that, we never really talked about it much. Sometimes he would give me a look, or I would give him a look, and that was enough to sneak off somewhere for a blow job or quick fuck. He got really good at giving head and loved to swallow.
That summer, he joined the Army and in the fall I went to college. There were no cell phones back then, so we lost touch. I tried to track him down a few years ago, but both his parents have passed away and he is nowhere to be found.
We were shooting the shit about girls at school that we wanted to fuck when he casually mentioned that he was curious about sucking dick. He said he wasn't gay or anything, just very curious about it. I don't know what came over me, but I stood up, sat on the side of the hot tub and told him to stop wondering. My cock was already rock hard. He moved over to me and asked me if I was serious. I assured him I was. He was sort of timid about it at first, but 30 seconds in to it, he was sucking my cock like a pro. He was actually moaning!
I suggested that it would be easier to play if we were on his bed, so we ran up to his room. He surprised me once again by getting on all fours and asking if I wanted to fuck him. I was so turned on at that point, I didn't hesitate. I walked up behind him and told him to spread his ass open. I could not get it in for some reason, so he ran to the bathroom and got some vaseline. He put some on his asshole and I put some on the tip of my cock. This time, the head of my cock slid right in. He made a fist to grab the covers and stuck his face in a pillow, by the sound he made I could tell it hurt, but he did not ask me to stop. Instead, I slowly gave him another inch of my hard 7 inch cock. This went on for a few minutes, until I was 100% balls deep inside him. He was so fucking tight, I'll never forget how good he felt. I pulled my dick out a couple of inches and slowly pushed it back in. He made the sexiest noises, moaning like a little bitch. I increased the intensity and eventually I was pounding him as hard as I could. I told him I want it to fuck him while he was on his back, so he rolled over and put his knees up to his chest. I could see his gaped pink asshole. This time around, I rammed it in as hard as I could. He let out a very loud scream. I thought I had hurt him, but instead he wrapped his legs around my waist and told me to fuck him. It seemed like we were both in heaven. It didn't take to long for him to cum all over his stomach. Seeing that, and hearing his moans, it didn't take long for me to explode inside him. It seemed like I filled him up with a gallon of jizz. To this day, it's them most intense orgasm I've ever had. I rolled off of him and just laid there for a bit. We didn't say much, just went back downstairs to get dressed and continue watching our movie.
After that, we never really talked about it much. Sometimes he would give me a look, or I would give him a look, and that was enough to sneak off somewhere for a blow job or quick fuck. He got really good at giving head and loved to swallow.
That summer, he joined the Army and in the fall I went to college. There were no cell phones back then, so we lost touch. I tried to track him down a few years ago, but both his parents have passed away and he is nowhere to be found.
