A question about pain when bottoming..

Discussion in 'Bi Sex Discussions' started by RandomThought, Oct 27, 2025.

  1. RandomThought

    RandomThought Newbie

    Messages:
    3
    Likes Received:
    2
    Has anyone else experienced pain when bottoming from the length of the penis?

    Girth wasn't an issue for me, but when he bottomed out at 7.5" it was pretty uncomfortable.

    It was my first and only time bottoming so maybe I'm doing it wrong? I felt it both when I was on my back and on my knees.

    Thanks.
     
    Racer51 likes this.
  2. KDaddy23

    KDaddy23 Lifetime Supporter Lifetime Supporter

    Messages:
    2,975
    Likes Received:
    5,129
    I don't think you're doing anything wrong but if such a guy is going deep and it's uncomfortable, you can tell him not to go deep like that. The first time, for a lot of guys, is usually pretty uncomfortable in quite a few ways but the more you get boned, the more you can get used to it... but if guys with big, long dicks are still making it uncomfortable for you, tell them not to do that and if they keep doing it, well... deal with them about it.
     
  3. Windman

    Windman Members

    Messages:
    930
    Likes Received:
    2,504
    Length can be an issue for me too. I’ve asked guys to take it easy on going too deep before. Most will accommodate you and not want to hurt you.
     
  4. bimwm6c1970

    bimwm6c1970 Newbie

    Messages:
    1
    Likes Received:
    2
    Not sure if this is the same issue you are having but a similar thing happened to me. I had been using dildoes on and off for a few years. Finally wanted to try a real penis and met a top guy. He was around 7.5” and thick. He put a condom on and lubed it up really well. On the bed I got in doggy position (thought that would be the easiest to start with). He got behind me and lubed me up too. Then came the moment of truth. After a few moments he was able to push it inside me. Nice, no problem I thought. He kept pushing. It was a little uncomfortable but still ok. Then he pushed some more and hit something inside me that almost made me jump out of my skin. It was like he was hitting a raw nerve in there.

    We stopped and tried different positions: missionary, me on top, arching my back, my legs together, lets apart, etc. Nothing worked. Every time he got in that far, it was a blinding pain like I never felt before.

    Ultimately he adjusted by not going so deep and was able to finish.

    When I got home, I tried using my long dildo to see how far it would go. Same result. Around 6” in there’s something that just kills. I did some research and found this. Something about the rectum:

    https://www.reddit.com/r/sex/comments/1r2ir5/hitting_wall_during_anal_sex/

    I haven’t tried again since then. Looking to find someone smaller this time.
     
    Racer51 and RandomThought like this.
  5. RandomThought

    RandomThought Newbie

    Messages:
    3
    Likes Received:
    2
    This honestly might be it. There was only pain/discomfort when he was all the way in. I also felt the same pain when I tried pegging with my wife. She was slamming in hard. It felt great except at the deepest point.
     
    Jumper58 likes this.
  6. amb5734

    amb5734 Members

    Messages:
    641
    Likes Received:
    1,440
    I had that issue when I had a couple of well endowed guys do me. I was on my back and each time the one guy drove it all the way in, it felt uncomfortable to the point of becoming painful deep inside me. I tolerated it for a while, hoping he would cum, but finally I had to ask him to back off a bit. He flipped me on my stomach and resumed fucking me. That did the trick. The other guy had more girth as well as length which took a little effort to work into my ass. But, still on my stomach it worked out well. Just felt sore for a couple of days.
     
    Jumper58 likes this.
  7. LowHangers

    LowHangers Members

    Messages:
    4,009
    Likes Received:
    10,803
    Like many men here I was enjoying anal play with my wife as she would do me and my suck bud while we were sucking each other's cocks. It was great as she progressed to longer and thicker dildos. I never experienced pain with deep penetration; it was at times discomforting when all 8" was buried deep in my ass but never painful. Then by her request I allowed him to fuck me while on top of her 69. He was well experienced having done his wife in the ass many times. His cock is 9 1/2" in length with decent girth as he slowly penetrated my ass with an inch, pull out, two inches and pull out until I felt his tummy against my ass cheeks with his entire cock inside me, it was pure pleasure as I began rocking back and forth as he was all the way in and all the way out. The friction was amazing enjoyable for 20 minutes or so and then while buried deep inside my ass he erupted his load of cum, I felt every spurt. Again, I never felt pain in any way and finally understood why my ex-wife enjoyed me fucking her in the ass all the time. I was hooked.
     
  1. This site uses cookies to help personalise content, tailor your experience and to keep you logged in if you register.
    By continuing to use this site, you are consenting to our use of cookies.
    Dismiss Notice