How long does it generally take to get comfortable with and enjoy anal?

I've tried anal twice. The first time was a few months back, I wasn't too keen on it but figured 'why not'. Went not too well... felt incredibly weird, a whole new sensation. So didn't feel good, and on top of all the other concerns that anal brings with it, I thought that was that. Didn't help that afterwards, my limbs were shaking and I needed to be cuddled for a bit. Yesterday, we gave it another try. I had been eeading some tips on how to properly get into anal. I got him to stop moving once he was in, let me get used to the feeling before going any deeper. Seemed to work. I only got a bit shaky, and this time he got about halfway in, whereas the first time he barely got past the tip. It still felt weird at first. Then moments of it feeling good, my mind would drift then all of a sudden I'd be so disturbedd with what was going on. Regardless, I do wish to try it again. How long does it take to generally get comfortable with and enjoy anal, in your experience?
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Most Helpful Girls

  • it will depend a lot on how acceptable you are to it being a perfectly fine sex act because anal is very dependant on the person being able to RELAX as much as possible before it can even START to be enjoyable. and its hard for those people who see it as some bad taboo to let those thoughts go and focus. but for me, i loved it so much that after the first time that i was ready to do it again anytime the possibility "came up" lol (such a corny pun... i know)
    just put up with the uncomfortable feeling for a few minutes at least and something will prob. *click* like it did for me and you'll be realizing just how GREAT its feeling. then if you can "ride it out" long enough (pun intended) to get the ULTIMATE prize ( a complete anal orgasm) you will be thanking yourself... and him. trust me! ;) oh and its also a lot better if you get on top at first. that way your in control and making sure everythings going good. if yo leave it up to the guys, they tend to try and get there WAY to quickly and that can mess up the whole experience and make you not want to do it again. as soon as i get them ALL THE WAY in for the first time of the night and then just stop with them in you like that... relax and take in the feeling and try keeping those muscles relaxed and matched to that feeling. should be good to bang it out all night long after that. oh and something someone once told me when i was having trouble getting mentally there, theyu told me i was concentrating on too much stuff and what i thought i should be doing, he told me to just relax and let my ass take the fucking instead of me as a whole. lol helped for me... maybe you too to think of it that way. good luck and enjoy :)

  • I just don't understand how girls could even try to like it! I've attempted once with my ex and was just so turned off by it. I guess just keep doing it until you get used to it? Lol, the reason why it hurts and a lot of people don't like it is because you're getting your s**t pushed in!! Not natural! I think anal is generally for the men and not for women's pleasure😷😷

    • It doesn't hurt me per se. Just feels incredibly weird. Feces doesn't get pushed 'back in'. There should generally be no contact with that, as your shit is in the colon, only passes through the anal canal during bowel movements. So if you don't have an upset stomach or something that could result in a surprise, it's fine.

    • Still it's gross, but just keep doing it and you'll get used to it.

    • Colon. Anal canal. Bowel movements. I love a girl who knows her shit!

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  • Try it with a smallish dildo and graduate in size as you get more comfortable with it

  • around the 5th time it gets awesome, i can share some tips if you'll like? XD

    • Yes. 5 to 10. If you do it 10 times, there is no way you don't like it. It can be hard to just relax, and let your asshole make you cum. But every girl can do it.

Most Helpful Guys

  • In my experience, it takes anywhere between 3-10 times before you can get past that "it's weird having something there" feeling and can focus on the pleasure it brings - and a lot of that depends on your mindset. If you are determined that you won't enjoy it, then you won't, no matter how many times you try it. And if you are determined that it's going to be painful, then it probably will be painful.

    If you go into it with the mindset that it's going to be DIFFERENT but that after some adjustment it can provide you with a lot of pleasure, and you keep your attitude positive, then it generally gets better faster.

    On average, the girl's I've done it with start to really enjoy it around the 3rd-5th time, but a few needed a few more sessions before they enjoyed it. Note that I let THEM decide if and when to try it, and knowing that I wasn't pressuring them really helped them mentally be able to learn to enjoy it, because it was happening at their request. And over 90% of the women I've tried it with would tell you today (if you could ask them) that they actively enjoy it and ask for it. Around 10% eventually found it to be "just okay, not great" (but not bad or painful) and lost interest in it.

  • Spend more time playing anally, it sounds like your rushing into the penis insertion part.
    Buy some toys, a small slender plug, a medium plug and a princess plug.
    Start wearing them before beginning anal play.
    Let yourself relax & guide the process from a place of mental stability.
    If you're feeling frazzled or uncomfortable, don't move on the the next step or penis in anus.

    • yeah I don't own any such toys. I thought him just staying inside but not thrusting/moving in any way to help me get used to it would suffice? I Don't think we used lube either... I was super wet but I'm sure lube would help!

    • First off we have to make sure that there isn't a "bullet in the chamber" or a "pilot in the cockpit" That is the minimum requirement by people that participate in anal sex. That is to say, be sure to use the restroom and go number two before having anal sex. There are additional precautions that some might even say our requirements. • A good shower just to make sure that everything back there is nice and tidy on the outside as well as the inside. • keep some wipes or paper towels bedside for any quick cleaning. • and many recommend, or INSIST upon an enema the morning or afternoon before planned anal sex.

    • That about covers the cleanliness aspect. Following most, but not necessarily all of the above requirements has led to very enjoyable anal sex for myself and my girlfriend for years. The next part is about pain management, reduction, and possibly elimination. I always tell women "never let a man take control initiating anal sex unless he has also experimented with anal penetration". Whether that be with your finger, his finger or more: he has to know the sensitivity of the area in order to be trusted to take control during this experience.

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What Girls & Guys Said

3 8
  • It varies but I'm guessing each time will get much better if you can get your head around this is really a normal sex act that almost everyone does at some point. I'm not sure if you saw my Take but just in case you didn't, here're some tips to make it fun and easy:\

    www.girlsaskguys.com/.../a6855-comfortable-anal-sex-for-beginners-a-guide-to-the-first-time

  • @kaylas91 can I ask how big your partner is?

  • I honestly enjoyed it right from the first time.

    • Outstanding!!

    • Right. She did say "Regardless, I do wish to try it again." As long as the desire is there, all the other stuff works itself out. You get educated, and one day BOOM. Just like riding a bike. It is no longer a bunch of coordinated steps and activities. It just flows.

  • If you're not the type of person that's into anal don't try to force it. There's a difference between actually being driven up the wall by a sex act feeling so great and just being "comfortable" with it.

  • Penis penetration should not be the way to start. Normally a lot of things are used before that, with a loooot of time and patience and in a situation where the woman is horny.

    It's not like "hey woman, you said i would get anal, put vaselin and go to bed" and then the guy tris the penetration.. no noo all wrong.

  • I tried to message you but im not level 2 so i can't.. would you message me if you get a chance?

  • I liked it the first time..

  • It'll probably take 5 times, try and masturbate anally to help you get more accustomed to it

  • at least 10 times

    • Good answer! Once a dick head has kissed your colon 10 times, there is no way you don't like it. Otherwise, you would have given up. It can happen a lot sooner, but by ass fuk #10 -- you should be orgasming with anal. And you should be used to a good colon white-washing.

  • It takes a little while depending how tight your butt is it remember how long it took me to get my finger in my butt on a regular basis butt it was worth no not gay

  • Usually when the pain stops and your fully in control of your bowels again...