How could you tell your boyfriend you want anal sex?

Just ask him. “Do you like anal?”

Seriously people, it’s 2025. If you have a want or a need you need to ask for it. Being coy isn’t helping anyone.

@Nurse_Phillips

Make a new plan, Stan

You don’t need to be coy, Roy

Just get yourself free

What's always worked for me is moving around a bit while we're having vaginal sex until the gentleman slips out. Take his penis in one hand and position it at the anus. You then have the option of various words like "please," "right there," or "fuck my ass, baby." They all work.

Early on in our relationship, while still exploring, my wife showed me a buttplug and we used it, along with anal fingering a few times so I knew she was anal erotic. Then while having sex doggy style, I pulled out and slid my penis between her cheeks, and rubbed her anus with it. She reached back and slowly guided me in.

She never asked or suggested it, there’s lots of non-verbal communication or suggestions you can use.

My late wife would ride me cowgirl style and after I had come she would ease up until I slid out of her pussy. She would then take hold of my softening cock , and positioning the head at her backdoor would ease herself back down and slowly push my cock in her anus. The tightness of her rosebud, plus the erotic, taboo feeling of what she was doing was enough for me to maintain a certain amount of tumescence without actually getting hard. This was enough to get me off again without making her bleed, which would often be the case if I penetrated her anally with a full erection. No matter how much lube we used, and we're not talking about me being hung. Far from it.

So we never actually verbalized the desire to indulge in anal sex, although we had discussed at some point. It just sort of developed.

Out of the handful (more than three less than ten) women I've convinced to be with me, only one overtly and permanently refused anal. She just flat out didn't want it.

One more, I asked point blank. She said no. Some weeks later, after some drinking, I made some incidental anal contact--brush past with my fingers. I eventually took to rubbing her asshole with my finger. We tried anal once, and she wanted to try, but didn't like it. I was very gentle.

Most of the women I've been with are indeed reluctant, but are not averse to the idea. Start slow, and not right away. Only one--who was a very freaky girl, the kind you don't bring home to mother--explicitly and verbally begged for anal play as soon as I mentioned it. She was the one where I learned: Don't ask verbally, let it be taboo. She was rare--the exception. The overt "NO" was also an exception. Most women will explore if you don't force the issue or humiliate them (whether accidentally or on purpose). The first move should be incidental contact--a passionate booty grab where a finger happens to contact the anus. Or a touch--circling or gently penetrating--in the heat of passion.

Be prepared to apologize, but also be prepared to compliment.