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  1. #1

    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.

  2. #2

    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.

  3. #3

    Re: Thoughts on first time anal

    [ liked it from the first time i took a real cock in my ass

  4. #4

    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.

  5. #5

    Re: Thoughts on first time anal

    Quote Originally Posted by MatthewX View Post
    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.

  6. #6

    Re: Thoughts on first time anal

    That sounds great I love that curve!!

  7. #7

    Re: Thoughts on first time anal

    Same! He was my first love! We still chat and hook up about every five years or so.

  8. #8

    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.
    Last edited by elian2; Dec 16, 2023 at 11:34 PM.

  9. #9

    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.

  10. #10

    Re: Thoughts on first time anal

    Quote Originally Posted by elian2 View Post
    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.

  11. #11

    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.

  12. #12

    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..
    Last edited by Tight1-4u; Dec 17, 2023 at 10:46 PM.

  13. #13

    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.

  14. #14

    Re: Thoughts on first time anal

    Quote Originally Posted by elian2 View Post
    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.

  15. #15

    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.

  16. #16

    Re: Thoughts on first time anal

    Quote Originally Posted by MatthewX View Post
    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.

  17. #17

    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.

  18. #18

    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.

  19. #19

    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...

  20. #20

    Re: Thoughts on first time anal

    I am hoping to get some this weekend, I'll let you know.

  21. #21

    Re: Thoughts on first time anal

    Quote Originally Posted by Footstep40 View Post
    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.

  22. #22

    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

  23. #23

    Re: Thoughts on first time anal

    Quote Originally Posted by BackyardShaman View Post
    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

  24. #24

    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.

  25. #25

    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.

  26. #26

    Re: Thoughts on first time anal

    Having someone fucking my ass is amazing! I love it!

  27. #27

    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.

  28. #28

    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..

  29. #29

    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.

  30. #30

    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

 

 

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