Bi-Sexual Male / 43
I had a couple of gay experiences over the years. three to be exact. Two were getting blowjobs from guys in adult bookstores when I was in college. Several years later I got drunk and smoked some weed with younger latin guy i met in a hotel bar and ended up fucking him. I mostly prefer women but once in a while I would get the urge to be with a man for whatever reason but I never really acted on it. About 10 years ago I got divorced and when I moved in to my own place a eventually started looking at hook up type websites and played on line but didn't act on anything. One night though I got a message from a guy that lived in Evanston about 2 miles from me. He intrigued me because his pictures were sexy. he looked skinny and had a very thick, fat cock.
He asked me to meet him at his place one night and I nervously did. It was a total hook up as it was late and when I showed up he was naked and a soon as I stepped in his door he dropped down and started sucking my cock. It was good and I hadn't had sex in a while. I was very nervous as it was the first time Id ever really be with a guy that wasnt totally anonymous but I was very turned on too. He sucked me to the point I nearly came but then he stood up and started stroking his cock. it wasn't just a fat,thick cock it was very long and I couldnt believe how big it was. I dated a girl once who told me one of her former boyfriends cock was so big that she was only comfortable being on top of him so she could control how deep it went. Though I've been complimented by most of my partners on my dick I was always a bit curious about a huge cock like that and now I was with a guy how was huge.
Anyway he asked me if I wanted to suck him and I did it. It was a strange but very sexy sensation. I sucked in and tried to deep throat it but it was so big i just gagged and choked. He must have realized I was not real comfortable and he pulled me up and started sucking my cock until I came in his mouth. We didnt say much but we did agree to try and hook up again.
Several month later I was online and he messaged me and we hooked up again. We did this several more times over the course of about six months and each time we would play a little and he would end up getting me off but I never worked him very hard or made him cum. I even fucked him a couple of times and each time I would cum and then we would talk about getting together again and I would leave immediately after.
Our sessions became a little more intimate each time as we got more comfortable with each other. As we got to know each other it became obvious that were in the same boat. he had a long time girlfriend and said that since they had dated I was the only guy he had been with but had been with four guys when he was younger. i was dating a very sexy woman who I liked but was not at all ready to get married again. We basically entered into a monogamous gay relationship though we only hooked up every 3 to 6 months. Each time was hot and intense though and finally after about our 10h time together we were into an intense sex session when he laid me back on his bed, climbed on top of me and started riding my cock. He was moaning and telling me how much he loved my dick and I started stroking his huge cock and he suddenly whimpered, moaned and started shooting hot cum all over my stomach and chest. He yelled so loudly and came so much that when he finally finished he collapsed on me and laid in his own cum for several seconds. he apologized profusely and seemed embarrassed that he had cum. I think he felt like I was a total top and wasnt comfortable with him cumming but I told him it was awesome.
He moved out to the far west suburbs near joliet for a couple of years and we didnt not see each other for that time although we tried twice but it didnt work out. About a year ago he moved back to Evanston. He let me know that he was back and after a week or so we were able to work it out and get together. Neither of us had been with a guy since he had left and the return meeting was very hot. He made me cum buckets and came himself jacking off while sucking my cock.
I started really loving sucking his huge dick and though I did it every time we got together I only recently made him cum that way. After much practice I am able to deepthroat his cock and about a month ago I was sucking him and he was buried all the way to his balls in my mouth. As he had always done before he started yelling that he was going to cum. Always before I would take his dick out of my mouth and jack him off or let him jack off. This time though I grabbed his ass tightly and pulled his dick deep in my throat and slid a finger into his ass. HE screamed "Oh fuck, Oh fuck. Really
? Really?" and his cock swelled and burst huge thick gobs of hot cum deep in my throat and belly. HE screamed and begged but I kept his dick in my mouth until it started to go soft.
After that he started texting me nearly daily and this weekend we are in the Four Seasons Hotel. Last night We played and sucked for hours which ended with me fucking him bareback and cumming deep in his ass. We slept in each others arms and this morning I woke up with him rimming my ass and stroking my cock. When I turned over and he started fingering my ass with the heavy anal lube while sucking my cock I knew what he wanted. Without him asking I turned over pulled a pillow under my cock so my ass was lifted up. He very gently started easy his huge, very, very hard cock into my ass. I never thought I would let another man fuck me and I especially didn't believe if it happened it would ever happen with a dick like his. He was pushing his fat cock on my tiny virgin ass and it started to stretch wide for him. I won't lie, it hurt badly but when I moaned he started to back off and said "I want it so bad but I dont want to hurt you. I've never been in an ass" I said " i want it" and reached back and pulled on his ass. He started to push again and this time when I felt the stretch staring I decided to get it over with. I bit down hard on the pillow and pushed my ass back on him hard which caused his huge cock to plunge deep inside of me. I screamed as the pain took my breath away. He said sorry and started to pull out but I screamed "No wait, wait" I let him sit deep inside of me for several seconds while he just held quietly with his hands resting on me. I finally caught me breath and when the pain subsided a little I said " fuck me, baby, please" He started easing in and out of me and finally got into a rhythm. After several moments of him steadily opening my ass up he started grunting and saying "Oh god!" over and over again. He finally said "Tell me you love me" and I replied "Fuck yes baby, I love you so much". With that he stiffened, screamed and shot hot cum deep in my ass.
He asked me to meet him at his place one night and I nervously did. It was a total hook up as it was late and when I showed up he was naked and a soon as I stepped in his door he dropped down and started sucking my cock. It was good and I hadn't had sex in a while. I was very nervous as it was the first time Id ever really be with a guy that wasnt totally anonymous but I was very turned on too. He sucked me to the point I nearly came but then he stood up and started stroking his cock. it wasn't just a fat,thick cock it was very long and I couldnt believe how big it was. I dated a girl once who told me one of her former boyfriends cock was so big that she was only comfortable being on top of him so she could control how deep it went. Though I've been complimented by most of my partners on my dick I was always a bit curious about a huge cock like that and now I was with a guy how was huge.
Anyway he asked me if I wanted to suck him and I did it. It was a strange but very sexy sensation. I sucked in and tried to deep throat it but it was so big i just gagged and choked. He must have realized I was not real comfortable and he pulled me up and started sucking my cock until I came in his mouth. We didnt say much but we did agree to try and hook up again.
Several month later I was online and he messaged me and we hooked up again. We did this several more times over the course of about six months and each time we would play a little and he would end up getting me off but I never worked him very hard or made him cum. I even fucked him a couple of times and each time I would cum and then we would talk about getting together again and I would leave immediately after.
Our sessions became a little more intimate each time as we got more comfortable with each other. As we got to know each other it became obvious that were in the same boat. he had a long time girlfriend and said that since they had dated I was the only guy he had been with but had been with four guys when he was younger. i was dating a very sexy woman who I liked but was not at all ready to get married again. We basically entered into a monogamous gay relationship though we only hooked up every 3 to 6 months. Each time was hot and intense though and finally after about our 10h time together we were into an intense sex session when he laid me back on his bed, climbed on top of me and started riding my cock. He was moaning and telling me how much he loved my dick and I started stroking his huge cock and he suddenly whimpered, moaned and started shooting hot cum all over my stomach and chest. He yelled so loudly and came so much that when he finally finished he collapsed on me and laid in his own cum for several seconds. he apologized profusely and seemed embarrassed that he had cum. I think he felt like I was a total top and wasnt comfortable with him cumming but I told him it was awesome.
He moved out to the far west suburbs near joliet for a couple of years and we didnt not see each other for that time although we tried twice but it didnt work out. About a year ago he moved back to Evanston. He let me know that he was back and after a week or so we were able to work it out and get together. Neither of us had been with a guy since he had left and the return meeting was very hot. He made me cum buckets and came himself jacking off while sucking my cock.
I started really loving sucking his huge dick and though I did it every time we got together I only recently made him cum that way. After much practice I am able to deepthroat his cock and about a month ago I was sucking him and he was buried all the way to his balls in my mouth. As he had always done before he started yelling that he was going to cum. Always before I would take his dick out of my mouth and jack him off or let him jack off. This time though I grabbed his ass tightly and pulled his dick deep in my throat and slid a finger into his ass. HE screamed "Oh fuck, Oh fuck. Really
? Really?" and his cock swelled and burst huge thick gobs of hot cum deep in my throat and belly. HE screamed and begged but I kept his dick in my mouth until it started to go soft.
After that he started texting me nearly daily and this weekend we are in the Four Seasons Hotel. Last night We played and sucked for hours which ended with me fucking him bareback and cumming deep in his ass. We slept in each others arms and this morning I woke up with him rimming my ass and stroking my cock. When I turned over and he started fingering my ass with the heavy anal lube while sucking my cock I knew what he wanted. Without him asking I turned over pulled a pillow under my cock so my ass was lifted up. He very gently started easy his huge, very, very hard cock into my ass. I never thought I would let another man fuck me and I especially didn't believe if it happened it would ever happen with a dick like his. He was pushing his fat cock on my tiny virgin ass and it started to stretch wide for him. I won't lie, it hurt badly but when I moaned he started to back off and said "I want it so bad but I dont want to hurt you. I've never been in an ass" I said " i want it" and reached back and pulled on his ass. He started to push again and this time when I felt the stretch staring I decided to get it over with. I bit down hard on the pillow and pushed my ass back on him hard which caused his huge cock to plunge deep inside of me. I screamed as the pain took my breath away. He said sorry and started to pull out but I screamed "No wait, wait" I let him sit deep inside of me for several seconds while he just held quietly with his hands resting on me. I finally caught me breath and when the pain subsided a little I said " fuck me, baby, please" He started easing in and out of me and finally got into a rhythm. After several moments of him steadily opening my ass up he started grunting and saying "Oh god!" over and over again. He finally said "Tell me you love me" and I replied "Fuck yes baby, I love you so much". With that he stiffened, screamed and shot hot cum deep in my ass.
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