Message: I Want To Try Anal, But My Boyfriend Isn’t Into It

Anonymous: Anal is painful for me and i have never had sex. But, I want to try it because it does feel good with clitoral stimulation. However, my boyfriend isn’t into anal. I don’t know if I can go completely to the anal-only lifestyle, but I at least want to get it somewhere in the bedroom. So, 2 questions. 1, how do I get it to feel as good without it feeling uncomfortable or painful? 2. How do I get just a little bit in my sex/masturbation life when my boyfriend isn’t into it?

Anal shouldn’t be painful. If it is, you should be training more at smaller sizes. Is it always painful or just with certain sizes? Start with just a single lubed finger while playing with your clit and work up from there in size as you feel ready, at first by adding one finger at a time, then with a butt plug and/or dildo while playing with your clit.

As for your boyfriend, either talk with him and see if he’s willing to have anal some of the time, or else incorporate it by wearing butt plugs during other sexual activities with him.

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