The information presented on The American Society of Colon and Rectal Surgeons (ASCRS) website is solely intended to provide you with information that will help educate you on various conditions. No information provided on this website or otherwise offered by ASCRS is intended to replace or in any way modify the advice of your health care professional.
So you want to try anal sex. That's great! Anal play can be lots of fun — if you're ready for it. Unlike other types of sex, which most people can fumble their way through when they don't have much experience, anal sex takes some research. (And, to be clear, it's always better to think and talk through any new sexual experience before you try it with a partner).

4. With that said, here is something she will LOVE!!! Note: this technique requires the ability to continue trusting through her orgasms without cumming yourself, but it can cause her orgasm to be longer, or even trigger her to have her first “back to back” multiple orgasms if she doesn’t already!!! Before trying this, you must know your partner, know she is ok with anal, and that it is relatively comfortable for her because it works best when she has NO IDEA it’s coming. HERE WE GO… Have sex in a position that allows you easy access to the area and the ability to grab your penis. I prefer her on her side with me straddling her lover leg. (btw, this position can give maximum penetration, so if she likes it then slam it hard, BUT if you are longer than she is, be careful because you can cause her severe pain. Even if you have never hurt her from penetration depth before, sometimes you will with this position.) Get her worked up by getting her close and backing off a couple times until she is ready to explode!!! Then as she begins to orgasm continue to fully thrust until she is well into her orgasm, then (preferably before she comes down from her current orgasm) as quickly as possible pull out of her, line it up and gently but quickly (again, know your partner) slide your penis inside her rectum and begin thrusting in whatever way she likes. I have NEVER have a complaint from this as it tends to hold that orgasm longer while throwing her into another, often stronger orgasm. Even if it takes a few seconds and the orgasm subsides, she will likely orgasm again very quickly. With this technique, I have been told many times that this caused the anal orgasm to be significantly more intense than the vaginal ones preceding it .
If you’re using a sex toy with a partner, it’s important to have safer sex to help prevent STDs. If someone who has an STD uses a sex toy, the body fluids on that toy can spread the infection to another person who uses that toy. So wash any sex toys with mild soap and water after you use them and before they touch another person’s genitals. You can also put condoms on sex toys to keep them clean and prevent the spread of STDs — just change condoms before the toy touches another person’s genitals. And never put a sex toy that’s been in a butt into a vagina or mouth without washing it or changing the condom first. Butt germs can cause STDs and other infections.
Take things slowly, use plenty of lubrication, and stop if it becomes too painful. Don’t aim to have full penis penetration your first go-round. Try using a finger, and then upgrade to two or three fingers. A toy might be a good option, too, as you grow more comfortable with the sensation. After the first time or two, you and your partner will likely find that the pleasure trumps any initial discomforts.
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