How can I tell when she is ready for taking it in the butt?

We have been together around 6 years. In the beginning of our relationship I had almost no interest in being inside the butt, but lately I have been fantasizing about exploring the final frontier. I have licked her, fingered around her, rubbed my penis on her butt and pushed a little. She seems to love it. How do I push to the next level and inside her butt?

Girls how did your man approach you the first time he went inside your butt? What was good that he did and what was bad?
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Most Helpful Guys

  • Make sure she likes 1-2 fingers in there. I would say, eventually try 3, but it's up to you. The goal is to make sure she comfortable with more width than your dick's before you stick it in. Lube is your friend. It's best to use it on her asshole and your penus to make going in smoother. Finally she needs to want it. If she says no, don't ask again for a while. If it hurts, stop immediately. Oh yeah, and you'll need to finger ass lightly the day of during foreplay to help prepare it. Health wise, don't switch from ass to pussy, although pussy to ass is fine. There is a small chance of pregnancy so unless you cum deep inside, I would wear a condom. The cum can dribble out and into her vagina if you don't. Doggystyle is best for beginners ansl, but missionary is the best if you both like it. I had anal with my girlfriend last August and she likes it slightly more than piv sex now. I like it as much as pub, so it doesn't bother me at all. Anal is safe in terms of danger, it's the most dangerous type of penetrative sex, but any doctor will tell you it isn't dangerous.

  • You gotta first tell you want to try anal with her. Like full on anal lol. But you also need anal lube. You can find it in your local sex shop. Hell the kind I bought literally says anal lube. But ask her if she has any allergies too because certain lubes could bother her. Outside of that when you are about to do it you'll need lube on her anus first. Like rub along the rim and put a little inside her butt. Then put a lot on your dick. Your dick should be slick as fuck. Like you stuck it in a bottle of baby oil slick. Then you slide in. Now with anal just putting in the tip probably won't be enough because it'll slip back out. You gotta get through the threshold and get in there I'd say a quarter of the way. Then just sit there and let her feel it. If she wants you out then pull out and repeat the process when she's ready. Once she's comfortable with that put more in. Thrust slowly. That's mainly it.

    • Any kind of lube works.

    • Does it? I wasn't sure since that's the only time I use lube.

Most Helpful Girl

  • Just ask if she wants to try it. Ignore all the 1,2,3,4 finger nonsense. One finger is all you need to work in the lube

    • I gave the finger advice for the days leading up to anal. I now only use one finger for the lube, but to minimize pain it's good to take several weeks, especially if she is an anal virgin.

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What Girls & Guys Said

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  • I don't understand the fascination with the butthole. I ain't stickin' my willy where shit comes out the other end.

  • You could always try asking

  • During foreplay, or while you're having sex get some lube and use your fingers to start playing with her butt. Compare how thick your dick is to your fingers. Usually this should be around two to three fingers. Once you can fit that many fingers into her butt without causing her pain she'll be ready for anal. No going balls deep while you're doing this. Take it slow, once you're far enough and you'll notice that there's going to be a curve. Don't push past that point. Once you're at that point make a mental note by using your finger to measure where your dick stops so that you know how far you can thrust in without hurting her and then you can start to go faster.

  • Girls don't tell guys that they want anal. Guy should take initiative and ask if his wife/girlfriend is willing to have butt sex. In your case the girl has already expressed silently her willingness. Go ahead.

  • Stab her with your pork sword

  • She’ll tell you. You could ask but not many girls like it. And honestly, vag sex is ten times better. It’s just a porn thing we get into our heads. Try just finger her ass when you’re muff diving.

  • Start and let her slide it the rest of the way in it's amazing