Ways to make anal sex less painful?

I've never had anal or vaginal sex but I also wanna try anal with my boyfriend because we like the idea but how can I make it less painful?
1 0

Most Helpful Guys

  • Many had written and @PurplePoppy had written great principles. I'll try not to repeat.

    Suggested Steps:
    1) lube the forefinger.
    After that, enter slowly. The purpose is to lube up the anus.

    2) when you relaxes, lube up the middle finger and enter with it. Again the purpose is to add more lube to your anus. (Use a different finger to avoid contaminating the lube.)

    3) after your middle finger can go in and out easily, try inserting both your fore and middle fingers.

    The objective now is to open up your sphincter. So relax and feel the insertion. There should be no pain.

    4) wear a condom on his erected penis and apply lube. Then attempt insertion - head only.

    5) once he is in, relax and allow yourself to adapt to the feelings. There should be no pain.

    6) take out the penis and apply more lube in his penis. Then insert again and now try deeper, even his entire shaft.

    Principle: the insertion is slow, and after the head is in, try to find the "tunnel" where his penis is "suck" in by the vacuum in the anus.

    Stop him when you feel the slight pain. Get him to remove partially, or if needs be all.

    Eventually, you both will feel that "tunnel" and his penis will follow the suction in.

    Relax and enjoy.

  • Anal sex will always be painful at first unless you put in the time and effort to train your ass first. Get some butt plugs (and anal trainer set) and some good water based lube and gently stretch your ass while you masturbate. Keep it comfortable and don't go too fast. Have lost of orgasms while you do it. That associates the sensations of anal stimulation in your brain. You'll find you have your most intense orgasms with anal stimulation and once you're ready to try the real thing you will enjoy it much more. Don't be shy about rubbing you clit, or asking your boyfriend to do it for you, during anal sex. It's the key to your enjoying it and having some mind blowing orgasms.

    • That associates the sensations of anal stimulation *with pleasure in your brain.

Most Helpful Girls

  • Anal pain is caused by 2 things. 1. Thrusting harder than you can naturally expand and hitting the rectum/colon junction so just slow right down.
    2. A tight and unwilling sphincter. 90% of pain is caused by poor penetration technique. The sphincter can be tricked into opening and actually sucking in the penis. Just lube up and have him put gentle pressure on, don't try and force it in. Now just. relaxing and push your sphincter out like your on the toilet taking a dump. Keep doing this and he'll get sucked inside naturally and painlessly.

  • 1) Foreplay. When you're in the mood your vagina/asshole will open more easily.
    2) Good lubrication
    3) Don't let him pound you until your hole is fully open. So let him stay still in there once he gets in for a good couple of minutes.

Scroll Down to Read Other Opinions

What's Your Opinion? Sign Up Now!

What Girls & Guys Said

1 11
  • Butt plugs

  • Slow and lots of lube

  • Use lubricant.

  • Start with fingers and work your way up 1 finger 2 fingers 3 fingers then try the dick
    Use lube all the time
    Water base lube.

  • buy a butt plug to get you used to it and relax your anus

  • Try vaginal first, it's more fun than it sounds.

  • Anal needs to be slow. Start with having him lick & finger your ass... when your pussy gets wet it will add lube & he will slide right in

  • Try to train it so it can strain the size of mr. p but be considered dont take trought big but take step by step from small to bigger

  • Use lube

  • Take more time to get it ready instead of just lube and jamming it in.

  • Lube and patience

  • Try to apply oil and go slow.. dont directly enter