Oct 102011
 

I have enjoyed anal sex with about 20 guys now. By using lots of lube and following my “3 finger” rule (no cocks enter before at least three fingers have opened the back door), I have not had any pain. If I did, the session would be over, pain is a signal after all. Now my current boyfriend has agreed to my suggestion that he fist me. I told him that I will be calling each step.

My plan is simple. You know those Russian dolls inside of dolls? I will do the reverse of that with dildos: start with a very small one, then work my way up, all the way to the tennis can size. I’d like my virgin fisting to happen at a party with a few other guys watching, that is part of my fantasy. They will probably be in the mood for sex, and I’ll be blissed out and certainly open enough for them. My question is: do some people with the stamina go for anal sex after fisting?

–Ready To Make The Leap

I love your idea of the “3 finger” rule, very smart! It sounds like you’ve got a good plan for your first fisting. I appreciate that you’ll be calling the shots and using toys that graduate in size to warm up. Make sure to use plenty of lube, and don’t be disappointed if it doesn’t happen the first time around; you’ve got to respect your ass and go at its pace.

As for your post-fisting romp, I applaud you sharing your fantasy of a little gang bang after the fist — a combination of two very intense activities. I hate to burst your bubble, but I’m not sure your desire is realistic. Most people I know who are fisted do feel blissed out, but they also feel tired and sore, not exactly ideal conditions for having a bunch of cocks in your ass one after the other. Fisting is a process that requires patience and lots of warm up, and it will most likely leave your ass ready for a few days vacation, especially your first time. I suggest you try to rework your fantasy and see if you can come up with some alternatives. Maybe they can all watch then fuck your pussy or get blow jobs from you; use your imagination which shouldn’t need much coaxing. I’m not saying your fantasy is impossible, but until you get a lot more experienced with fisting, take it one step at a time.

  3 Responses to “Anal Advisor: Ready To Make The Leap to Anal Fisting”

Comments (3)
  1. Hi Tristan,

    I came really close to anal fisting a very attractive later a few months ago. I had four fingers into her fanny before she said she had enough. Oh so stimulating! However, I had to be careful withdrawing my fingers from her bottom, is that normal? She seemed more sensitive to the removal of fingers than their insertion. Still new to this.

    p

  2. Hey there Tristan
    You see I’d love to get my butt stretched as far as it can but after the third finger I really feel aches up my arm,could. you suggest a good position for self fisting and also give me some ideas as to how gape my butt hole to a new horizon. Thanks a million

  3. I hate to sound naive, how can I put this: doesn’t fisting wreck your arse permanently? I mean it sounds wonderful fun and all, but surely the consequences are devastating?

    I hope I’m wrong, but tell me straight, doc!

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