-
Thoughts on first time anal
For those that have received cock in the ass, my question is what did you think the first time it happened to you?? Did you hate it? Love it? Or were you like me and didn?t hate it but didn?t necessarily like it? My impression of receiving my first cock up my tight little ass was it felt very weird to me. However, I was fascinated by the feelings even though I didn?t really like or dislike it. The guy was small but very erect, he wasn?t rough but there was a lot of wiggling, it felt odd.
-
Re: Thoughts on first time anal
I thought I was going to get head and we made out and then he got me naked and flipped me on my stomach and slowly worked himself in. I was kinda in shook and it hurt and he kept asking if I was OK and Kept saying yes and he kept going. After he left I was like what the hell. We were together 4 more times.
I kept thinking I didn't like it yet kept agreeing to do it. I think that was me trying to deny I did like it.
-
Re: Thoughts on first time anal
[ liked it from the first time i took a real cock in my ass
-
Re: Thoughts on first time anal
First time, hurt at first, then once he was finally in, it felt weird and intense. Thankfully the guy I was with was incredibly sweet and gentle, and I liked him quite a bit, maybe 7 inches but it had this cute bend to it. I was on all fours. We had all weekend to explore, I tried to top him, didn’t really work as he couldn’t really relax enough, despite tons of ky. On about our 3rd time and in missionary position, he entered me slow and perfectly, my legs wrapped around him, lots of kissing and we both came relatively soon and close together, me having had my first orgasm like that was so intense, it set a high water mark on which all other men I’ve had sex with have been compared to. I never tell them that, and if they don’t hit that mark doesn’t make the sex bad, it just is what it is I guess.
-
Re: Thoughts on first time anal
Quote:
Originally Posted by
MatthewX
I thought I was going to get head and we made out and then he got me naked and flipped me on my stomach and slowly worked himself in. I was kinda in shook and it hurt and he kept asking if I was OK and Kept saying yes and he kept going. After he left I was like what the hell. We were together 4 more times.
I kept thinking I didn't like it yet kept agreeing to do it. I think that was me trying to deny I did like it.
i can totally relate to this and I think I was trying to deny liking it as well, we were very young and it wasn’t planned either. I was lucky he was smaller but it still hurt initially, I was bent over in a campground bathroom shower stall. The next guy that got me a year or so later was huge and very wide. Hereally hurt me bent over his couch, same denial but I knew something was really hot about it and my balls were tingling.
-
Re: Thoughts on first time anal
That sounds great I love that curve!!
-
Re: Thoughts on first time anal
Same! He was my first love! We still chat and hook up about every five years or so.
-
Re: Thoughts on first time anal
Interesting story, the "first" time I was actually asleep alone in bed and I felt someone on top of me and in me. At first I didn't like it but then started to feel good after a while.
The only thing I can figure is someone was trying to get me used to it because about two weeks later I met a very nice couple in real life who helped me figure out what I really wanted. He had anal with me and all I felt was his weight and felt like I was constipated. I just wasn't really into it but he was on top of me from behind anyway so I just took it.
So I'm kind of glad for my real "dream" experience beforehand because otherwise it probably -would- have felt more like rape. He didn't mean that intentionally, I was just too nervous and wasn't into it. Later on he put his arms around me from behind and I really did enjoy feeling that. Something about two guys doing that just turned me on. He also finally just sat on me to force me inside him because he wanted to try it too and that was somewhat pleasurable, I think we were both trying too hard at times.
Years later I experimented on my own self with toys and had multiple orgasms. I learned more about what I really like and don't like. It's hard work, you have to use the right amount of lube but it can be very rewarding IF you are in the right mood and receptive to it at the time.
-
Re: Thoughts on first time anal
The first time I was fucked twice in the same afternoon. The first time, he used plenty of lube. By our second go-round, I was full of cum so we didn't really require much.
It was all good. An 8 inch cock grinding into you makes for a great day. I never felt pain and it was the first time I'd ever really had an orgasm. After that, whether top or bottom, I learned how good and fun sex could be.
-
Re: Thoughts on first time anal
Quote:
Originally Posted by
elian2
Interesting story, the "first" time I was actually asleep alone in bed and I felt someone on top of me and in me. At first I didn't like it but then started to feel good after a while.
The only thing I can figure is someone was trying to get me used to it because about two weeks later I met a very nice couple in real life who helped me figure out what I really wanted. He had anal with me and all I felt was his weight and felt like I was constipated. I just wasn't really into it but he was on top of me from behind anyway so I just took it.
So I'm kind of glad for my real "dream" experience beforehand because otherwise it probably -would- have felt more like rape. He didn't mean that intentionally, I was just too nervous and wasn't into it. Later on he put his arms around me from behind and I really did enjoy feeling that. Something about two guys doing that just turned me on. He also finally just sat on me to force me inside him because he wanted to try it too and that was somewhat pleasurable, I think we were both trying too hard at times.
Years later I experimented on my own self with toys and had multiple orgasms. I learned more about what I really like and don't like. It's hard work, you have to use the right amount of lube but it can be very rewarding IF you are in the right mood and receptive to it at the time.
interesting! Actually I’ve only been ass fucked flat on my belly on a bed once and it actually felt really nice, but the guy wasn’t barreling into me or pinning me down, and I was able to arch my butt up some while taking it. I don’t think I would have wanted it that way my first time being fucked.
-
Re: Thoughts on first time anal
Prior to my first I had been practicing with dildos and vibrators and butt plugs, so I was pretty loose. It was the anticipation and excitement of having a real cock that made my first time so memorable.
-
Re: Thoughts on first time anal
so I think that I am extremely lucky because in my opinion i really do kinda have what I consider 3 different first times.. years apart and different settings.. very first at age 12-13 with an adult cousin.. I wanted to please him.. ended up getting fucked by him and his three friends everyday for 4 months..fast forward to junior year in high school.. football coach.. gang shower after practice.. bent over in the corner of the shower..he was 9? and quite thick.. he fucked me every day of school till I graduated.. 4 years later In a guard tower in the military.. guard duty at night with fellow soldier.. he confessed to me that he had never had sex with anyone.. we discussed his sexuality and he confessed that he had a crush on me.. one thing led to another.. he bent me over a table then laid me on a cot and fucked me missionary.. then all fours on the cot.. then on my stomach from behind.. he fucked me all night long.. he cum in me 4 times that night.. I was so full of his cum that I felt like it sloshed around inside me when I walked.. we pulled guard duty 2-3 nights a week for 2 years..
-
Re: Thoughts on first time anal
If you are receptive and into it that sounds great .. I think that was part of my problem is that I really wasn't prepared for it at the time. Ideally I would have been stretched out and very horny rather than nervous and unsure of what I wanted.
-
Re: Thoughts on first time anal
Quote:
Originally Posted by
elian2
If you are receptive and into it that sounds great .. I think that was part of my problem is that I really wasn't prepared for it at the time. Ideally I would have been stretched out and very horny rather than nervous and unsure of what I wanted.
Yes. We all go through that. If I'd have to think about it, I probably wouldn't have gone through it twice in the same day. But I didn't and it was better the second time.
-
Re: Thoughts on first time anal
I had been fantasizing so much about it before I finally did it. I had been practicing sticking almost anything up there, including the big vibrator I found in my sisters drawer (always washed thoroughly afterward). So when it finally happened I knew that I really wanted it. Even so, it felt weird and slightly painful until I concentrated on relaxing. But I loved it and craved it from the start. I think I got fucked by about 6 guys in the two weeks afterwards, and then got brave and a little high and a lot slutty and took a few cocks bent over a bench in a gay adult theater another couple of weeks later. Of course, this was in the pre-aids days, and all that sort of activity stopped completely for several years when things got deadly serious.
-
Re: Thoughts on first time anal
Quote:
Originally Posted by
MatthewX
I thought I was going to get head and we made out and then he got me naked and flipped me on my stomach and slowly worked himself in. I was kinda in shook and it hurt and he kept asking if I was OK and Kept saying yes and he kept going. After he left I was like what the hell. We were together 4 more times.
I kept thinking I didn't like it yet kept agreeing to do it. I think that was me trying to deny I did like it.
I can understand that, although I was not yet proper fucked. But I did have a good size dick in my ass one time and it felt great, but very overwhelming so I could not relax. I hope some other time.
-
Re: Thoughts on first time anal
My first time was with my best neighbor pal. We found an old covered bench and took it to our "hideout" in the nearby woods. I lay on my stomach with my legs slightly spread and he got on top of me and entered me from that position. Don't recall whether we used any lube, but probably just some spit. Neither of us was old enough to produce semen yet, but he did have an orgasm while he was inside me. It was not unpleasant, but VERY exciting having him inside me and knowing that he was using my bottom for his climax.
-
Re: Thoughts on first time anal
My first time was good been practicing with dildos and cucumbers for years. I was looking forward to receiving my first cock. I got on my knees and elbows he lubed me up his 7-inch uncut cock slide right in. He started out slow holding my hips. I told him that's it fuck me deep as I jerked my own cock. The room fill with that skin on skin slapping sound. He tensed up and unloaded in me. It was a very memorable experience.
-
Re: Thoughts on first time anal
I had been playing with fingers and toys for many years and I couldn't wait to get the real thing. I found a guy on CL. The day we met we exchanged blowjobs and made plans to get together for more fun. A couple weeks later his wife was out of town so I went to his house. It didn't take us long to get naked. His cock was about 6" long and reasonably thick. His cock got wider the further you got to the base. When he was balls deep it gave me a good stretch! The satisfaction I received when he came inside me was unbelievable. I was born to bottom...
-
Re: Thoughts on first time anal
I am hoping to get some this weekend, I'll let you know.
-
Re: Thoughts on first time anal
Quote:
Originally Posted by
Footstep40
First time, hurt at first, then once he was finally in, it felt weird and intense. Thankfully the guy I was with was incredibly sweet and gentle, and I liked him quite a bit, maybe 7 inches but it had this cute bend to it. I was on all fours. We had all weekend to explore, I tried to top him, didn’t really work as he couldn’t really relax enough, despite tons of ky. On about our 3rd time and in missionary position, he entered me slow and perfectly, my legs wrapped around him, lots of kissing and we both came relatively soon and close together, me having had my first orgasm like that was so intense, it set a high water mark on which all other men I’ve had sex with have been compared to. I never tell them that, and if they don’t hit that mark doesn’t make the sex bad, it just is what it is I guess.
This is amazing.
-
Re: Thoughts on first time anal
First time was better than I thought I could be! It was with a guy I had been with a few times before. We had exchanged blowjobs, but it became obvious he wanted to fuck me. The last time we had been together he had stuck a couple of fingers up my ass and I came like a rocket.
The next time we hooked up we were making out and I whispered in his ear I wanted him to fuck me. We were cock to cock and I swear I felt him get harder! I was on my back with my legs spread when he slowly entered me. He was much more experienced and took his time. I never lost my erection and was soon begging for his cock. I came without touching myself, and he shortly followed. I’ve been a bottom ever since
-
Re: Thoughts on first time anal
Quote:
Originally Posted by
BackyardShaman
For those that have received cock in the ass, my question is what did you think the first time it happened to you?? Did you hate it? Love it? Or were you like me and didn?t hate it but didn?t necessarily like it? My impression of receiving my first cock up my tight little ass was it felt very weird to me. However, I was fascinated by the feelings even though I didn?t really like or dislike it. The guy was small but very erect, he wasn?t rough but there was a lot of wiggling, it felt odd.
My anal experiences started with butt plugs and strapons
.
My first encounter of being fucked with a real cock ............... it just felt so natural like it belonged there. I still enjoy being fucked by a woman wearing a strspon, there is something so powerful about that. Butt being fucked by a real cock is a great feeling
-
Re: Thoughts on first time anal
I have always enjoyed anal play, I have a ex GF who used to play with my ass using toys and a strap on and I loved it. She would fuck my ass with a butt plug while sucking my cock, or I would jack off while she fucked me with a small strap on. Always had great orgasms.
The guys I meet up with are always attracted to my cock, only one guy ever wanted to fuck me and I was eager to let him. He fucked me doggy and on my back with my legs up. I don't know, it really didn't do much for me. I enjoyed fucking him much more.
-
Re: Thoughts on first time anal
Like many of you, it was unplanned. Heck, I my first blow job I gave was unplanned, but had the feeling almost immediately that I would want to pleasure a guy again. On one of the occasions, when I least expected it, I got yanked up off my knees, spun around, and pants pulled down all in one smooth motion. Since I embrace being a beta, it only caused me excitement, especially under the circumstances. Fortunately, I enjoyed my anal toys and was lubed, but it still hurt. Once he was fully in the pain subsided and pleasure started to set in. The whole feeling of being under his control, emotionally and physically helped me enjoy it the very first time. I do not pursue it, but if the right guy comes along, I do permit and enjoy it. Use plenty of lube and if it hurts too much, stop.
-
Re: Thoughts on first time anal
Having someone fucking my ass is amazing! I love it!
-
Re: Thoughts on first time anal
My first attempt at taking it from behind was also with the first guy with whom I'd had sex. He was an amazing kisser and gave amazing oral. But he really had no clue about topping a man. There was very little lube and pretty much no prep work at all. It also didn't help that he was hung 8 inches with a fat mushroom head. I had all I could do to swallow the head of his cock. But to have him try to top me? His lack of patience in trying to penetrate me just hurt like hell. Of course, at that time I was 15 and he was 16 so our inexperience contributed to the disaster.
My first real ass fucking came when I was 24 with a man who was 39. He was about 7 inches with just a slight curve. Amazing kisser, awesome oral, terrific and patient lover. He knew how to get me warmed up and prepped for whatever he had to give. What helped the matter is I had spent the previous year working on myself with butt plugs and progressively increasing in size. His patience and knowledge just made the act far more natural.
I remember that first time having him cum inside me bareback. I remember his pace getting faster and faster until I heard those musical words, "I'm gonna cum!". I remember the satisfaction I felt when I could feel his cock twitching inside me.
34 years later, I still miss being fucked like that.
-
Re: Thoughts on first time anal
My first time getting it in the ass was not a planned out event, I must of been in my early 20's and was out doing my laundry at the laundry mat was headed back to base and a guy pulled up and asked me if I wanted to come to a party that he had girls coming over, it was early so I decided what the heck yeah I'll come over, we get to his place and get inside he makes us some drinks that were pretty strong, he said hey you wanna watch some porn before the girls get here yeah sure sounds good, as I sat there watching the porn on the tv and wondering when the girls where going to show up he came over to my and said lets go into the bedroom he pulled my cloths off me, now I am starting to wonder what is going on here, as he goes down my chest he puts my cock in his mouth and wow this was amazing, at the time I had only been with a couple different woman and now I'm naked in a guys bedroom and he is giving me the best blow job I have ever had, my brain is all over the place at this time, this was back when you didn't really have sex with the opposite sex, then all of a sudden I can feel myself getting ready to blow my load and I let out a loud moan, it was kinda of funny at the time he stopped and asked me if everything was ok and then he realized I was cumming I swear I must of shot a load to the ceiling, after I was done pumping my load out, he said something like hey I right here, and back then I never thought of sucking a cock, I had jerked off with a buddy in high school but nothing more, and I am still laying on my back on the end of his bed with him standing over me with my legs spread open I guess because I didn't reach out for his cock all of a sudden I felt the head of his cock putting pressure on my anal opening and then he entered me and fucked away till he suddenly tensed up and I could feel him unload his cum in my ass I just remember while he was fucking me how it felt, and not knowing how to feel about it. We got dressed and he took my back to base and I was really confused at the time but have always thought about that night that I was suppose to be doing the fucking actually got laid myself wow what a feeling, never got with another guy since till a few years ago when started doing the oral thing and getting to swallow that first load of cum, but in search for another time and try to get laid again but this time knowing its going to happen..
-
Re: Thoughts on first time anal
I only had that experience with one friend, years ago. I wanted to suck him off, but he wasn't into that. He wanted to penetrate me anally. He was a small guy but had a huge cock. Like you, the first time it was a bit uncomfortable, but it got better as time went by. It sure isn't the same as with a woman, but I love the feeling of being with a man. It might be more uncomfortable sometimes, but I love the physical connection with another guy, someone who really understands my sexual needs and feelings.
-
Re: Thoughts on first time anal
My first time was absolutely intentional. Hook up online. We met near his place and went out into the desert in my truck. 2am, out in the open. He bent my drunken stupor over my tailgate, pulled my pants and thong down to my ankles and just forcefully went for it. Didnt hurt at all, actually felt just good enough to want to find someone else and see if it could be better
-
Re: Thoughts on first time anal
I was in my mid-teens he was in his 40's and married. He caught me in my mom's stockings. Ended up giving him a blow job the next day he came around and bent me over the arm of the sofa and lubed me up along with his cock it hurt going in but after he was balls deep it started feeling good. He made me cum by fucking me then he came in me.
-
Re: Thoughts on first time anal
Well my first time wasn't exactly great as he didn't use enough lube so to say he burned up my ass is a bit of an understatement :bigrin:. Don't get me wrong it was still a lot of fun and we've been together a half dozen times since then but haven't hit upon the right amount of lube just yet, if anything I use too much lube so that's a good thing from my perspective, I'm sure we'll get this "issue" resolved soon, it's just going to take more practice. We'll just say for now every time since the first time has been better than the last. He isn't real big, which I'm OK with but he knows what he is doing and that's what matters the most. This was/is still all new to me but it's as enjoyable as I had hoped it would be.
-
Re: Thoughts on first time anal
Even with lube it was painful at first, but once he broke thru it was AWESOME! After he came and pulled out, I pulled the condom off of his cock and licked the remaining cum off of his cock!
-
Re: Thoughts on first time anal
The very first time I had sex with a man was because I had questions. I wasn't the school jock or anything near it so I was designated the school queer and beaten on a regular basis. I was curious, duh, who wouldn't be? So I wandered into the local adult theater and went to a smaller side theater for gay flicks. Gay porn never does it for me. But I was curious about what acts were involved. I already knew I throughly enjoyed women. After a few minutes a man sat down next to me. We chatted briefly as he fondled my crotch. I told him I'd never been with a man. He said he understood and we walked back to his place. He was well hung and an excellent teacher. He sucked my cock then let me suck his. Rimmed my ass and Let me rim his. And he showed me how to fuck his ass then he fucked mine. God it drove me wild. I loved getting fucked and if I met a man today, I would want to get fucked. I do myself with dildos and vibrators. I love anal and especially rimming as the perfect foreplay to get me all horny and fuck me all night with.
-
Re: Thoughts on first time anal
I was 14 +2 days. My best friend's stepdad. My friend and his mom were out of town for the weekend, but they had a pool that I was invited to use anytime. The day earlier, I had been to their house to use the pool and his stepdad was sunning nude on a lounge chair. I couldn't help but stare at his thick cock and large balls.
I knew he knew I was there, but he didn't stir. As I swam a few laps catching as many glimpses as I could, he eventually got up and walked over to the edge of the pool and sat down, cooling his legs in the water.
That first day, I don't know what came over me, but I waded over. I stood next to him and neither of us could ignore the fact that his cock was just inches from my face. I'll skip over the details except to say that was the first time I'd ever sucked a cock to completion.
The next day I went back. This was the make it or break it point. Again, we started poolside, but quickly went into their dining room / kitchen area. I removed my swimming trunks while he went upstairs to get some lube and a few towels. He also got a pair of his wife's high heels, panties and a bra. He came down, helped me fit into them, which except for the bra, everything matched pretty nicely. Once I was dressed, I slipped into the heels and waited for what was to come.
I will say, he was very gentle and meticulous. There, bent over their kitchen island, I got my first taste of what it was like to get fucked. He first rubbed the head of his cock against my hole, then grabbed me by the shoulder with one hand and forced his way into me. I never really felt any pain, like others have described. But I did feel or hear a popping sound after had penetrated me fully. I literally saw stars and nearly blacked out.
Only later, after doing some research on human anatomy, did I realize that he had penetrated my rectum and was fucking me in my lower intestine. He eventually backed off and fucked me in a downward position, causing me to ejaculate spontaneously.
Later that day as I rode home on my bike, I could feel his cum leaking out of me. When I got home, I ran upstairs as fast as I could and jumped onto my bed. I waited until after dinner that evening, but I masturbated at least 10 times to the scenes that had played out to me from the previous couple of days.
-
Re: Thoughts on first time anal
I used to try to put my cousins small cuck in my ass but I remember when the first time it really happened. I was older and was playing with myself a lot and putting various objects in my ass. Then I went looking for it, in bars, clubs and movie houses and found it in a dark movie theater. My first man's size cock. He sat beside me and started rubbing his hand up and down my leg. I was hard and started rubbing his cock. I took his cock out and he took out mine, I loved the feel or it in my hand. We then got up and went to a downstairs area where many other people were having sex. I could hear moans and whispers, it was dark, and we found a spot. He leaned me up against the wall. His tongue pushed deep in my mouth we passionately kissed. He turned me around, I undo my pants and he pulled it down. He did the same to himself and then slipped on a condom. He lube up his cock and my ass pushing his finger into my ass. I was surprised how open and inviting my ass was. I loved the feel of his finger in my ass, fucking me and wanted more. I started moaning, he then slide his cock into my ass and again shocked how damn good it felt. He fucked me while reaching around to play with my nipples and my cuck. He was fucking me, a man was fucking me, I was hard and I wanted more cock. He pushed hard and came but I wish the condom was not on. I wanted to feel his cum in me, he then sucked me and I came in his mouth. We then kissed and went our separate ways. I wish we had exchange numbers but we did not. I went back to the place hoping to find him but did not. So, I went back to ushing various objects up my ass while jerking off.
-
Re: Thoughts on first time anal
My first time receiving anal sex wasn't quite the erotic experience I'd hoped for. My partner, Dave, also an anal newbie, seemed to thoroughly enjoy topping me. (Actually, we fucked in the "cowboy" position, so technically, I was on top.) I've got to say, I never saw a man get off quite so loudly or enthusiastically. But as receptive anal sex was, for my part as the receiving partner, largely a feeling of fullness and pressure that I didn't particularly enjoy. Even after receiving some coaching from a gay friend experienced in such matters, I didn't find anal sex anywhere near as enjoyable as other activities I'd explored to that point; mutual masturbation, oral and cock-to-cock play. I'll concede that I did enjoy the intensely intimate, even taboo, nature of the act itself, and reveling in the realization that another guy had just came inside me!
Okay, I'll concede that I did derive some enjoyment in providing a friend with such an intense level of pleasure, and I'll never forget the look of gratitude in his eyes as he announced he was close to cumming and I told him to go for it -- completely bareback! Indeed, I loved the feeling as his cock began twitching , throbbing and pulsing, and realized he was, at that very moment, pumping his seed inside me. I don't know if it's common or not, but later that evening, when it was my turn to cum, I had a strangely powerful orgasm and expelled a copious amount of semen, which I'm told was probably due to prostate stimulation. Afterward, I also enjoyed the feeling of Dave's cum trickling out of my backside and running into my ass crack after he withdrew. As they say, somebody has to sleep on the wet spot, and that night the pleasure was all mine.
-
Re: Thoughts on first time anal
Quote:
Originally Posted by
jjourneyman
I was 14 +2 days. My best friend's stepdad. My friend and his mom were out of town for the weekend, but they had a pool that I was invited to use anytime. The day earlier, I had been to their house to use the pool and his stepdad was sunning nude on a lounge chair. I couldn't help but stare at his thick cock and large balls.
I knew he knew I was there, but he didn't stir. As I swam a few laps catching as many glimpses as I could, he eventually got up and walked over to the edge of the pool and sat down, cooling his legs in the water.
That first day, I don't know what came over me, but I waded over. I stood next to him and neither of us could ignore the fact that his cock was just inches from my face. I'll skip over the details except to say that was the first time I'd ever sucked a cock to completion.
The next day I went back. This was the make it or break it point. Again, we started poolside, but quickly went into their dining room / kitchen area. I removed my swimming trunks while he went upstairs to get some lube and a few towels. He also got a pair of his wife's high heels, panties and a bra. He came down, helped me fit into them, which except for the bra, everything matched pretty nicely. Once I was dressed, I slipped into the heels and waited for what was to come.
I will say, he was very gentle and meticulous. There, bent over their kitchen island, I got my first taste of what it was like to get fucked. He first rubbed the head of his cock against my hole, then grabbed me by the shoulder with one hand and forced his way into me. I never really felt any pain, like others have described. But I did feel or hear a popping sound after had penetrated me fully. I literally saw stars and nearly blacked out.
Only later, after doing some research on human anatomy, did I realize that he had penetrated my rectum and was fucking me in my lower intestine. He eventually backed off and fucked me in a downward position, causing me to ejaculate spontaneously.
Later that day as I rode home on my bike, I could feel his cum leaking out of me. When I got home, I ran upstairs as fast as I could and jumped onto my bed. I waited until after dinner that evening, but I masturbated at least 10 times to the scenes that had played out to me from the previous couple of days.
Wow what an experience! This is much like my second time receiving anal sex at about the same age, older gay guy, but I was more reluctant and had been strongly coerced into it by him. He got me bent over his couch and I know that popping sound well. He was big and it hurt, I remember wondering if he thought it was tight or loose since I’d been playing with my ass a good bit by then. He obviously enjoyed reaming me out back there.
-
Re: Thoughts on first time anal
Quote:
Originally Posted by
BackyardShaman
Wow what an experience! This is much like my second time receiving anal sex at about the same age, older gay guy, but I was more reluctant and had been strongly coerced into it by him. He got me bent over his couch and I know that popping sound well. He was big and it hurt, I remember wondering if he thought it was tight or loose since I’d been playing with my ass a good bit by then. He obviously enjoyed reaming me out back there.
I don't think he was gay, he just wanted a tight hole to fuck and a willing mouth. I continued to see him throughout that summer and for a few months into that fall. That's when he sold his business and they moved to the Midwest.
-
Re: Thoughts on first time anal
My first time was at 14 and was failed attempt. My bud was a couple of years younger than I was and surprised me one night while we were sleeping outdoors in a tent. He tried getting on top of me while I was on my stomach but we didn't have any lube and I think he was just to small so eventually we just made out for a bit. Later in life I met a guy on CL and we got together. At first is was just for oral but we both knew we wanted to experience the other inside us. Finally we had the chance and we tried anal but we were unsuccessful. I think we were just to nervous for our first time. Weeks later though we got together again. We showered together and used our fingers in each other to get ready. When we went to the bed and I lubed myself and him, then I laid back, spread my legs for him and watched him climb up on the bed and between my legs. Once he positioned himself he shoved his cock in hard and fast...I gasped from the sudden force of being speared but it still felt great! I remember him not being real thick nor long but he was hard as hell and still causing wonderful feelings inside of me. He alternated by lying down on me and we would kiss passionately and then he would push up to support himself on his arms and we made intense eye contact then. This continued for about 15-20 minutes until he stopped and pulled out of me. I'm not sure if he came or not but we embraced and made out for a bit before finally getting dressed cause I had to leave. Unfortunately, a death in his family caused him to stop our encounters and I've never seen him again. I've always regretted not knowing if he came inside me or not (I really don't believe he did) but I would have really wanted him to and would have let him stay inside me until he had completely gone soft. Just the feel of him on top of me, his arms wrapped around my shoulders while passionately kissing spurs my desires over and over again, even to this day.