Message: Trying to Get My Boyfriend to Fuck My Ass

Anonymous: I’ve been trying to get my bf to fuck my ass. I want his dick in my ass so bad, and he says he wants to try it but never will. He always has some excuse or says idk how anything could be better than vaginal. I don’t want to give up on us having anal but I feel like its my only option

I can’t speak for him, but he might have one of several hangups keeping him from trying it—concern it might hurt you or a misconception that you only want to do it for him, worrying about the cleanliness of it, the silly misconception some guys suffer from that anal with a girl might “make him gay”, or just a general fear of the unknown.

If you haven’t already, start masturbating anally more regularly to prepare yourself and get more familiar and experienced with anal stimulation and penetration. Get a nice butt plug if you don’t have one and wear it sometimes, maybe even when you have sex with him—whether you leave it in during vaginal or just during foreplay/oral. Let him see that you want it and really enjoy it for yourself.

And then, most importantly, keep talking with him. Express your desires, tell him you really want to share this with him. If he has any hesitations, figure them out together and try to work through them. Ultimately, if he isn’t actually interested in anal, it might never happen with him, but it sounds like he is interested and something else is just getting in the way for him.

If all else fails, you can always bend over in front of him with a plug in your ass, pull it out, and tell him to put his dick in your butt.

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