How do I ask a new partner to partipate in anal play on me?

Question

I am a heterosexual male, 21, and the last long term relationship I was in had a lot of great and kinky sex. We did everything imaginable, or at least it felt that way. One thing she did introduce me to was anal play. I had never had anything done to me in that region before, so I was very skeptical at first. After a couple tries and a few embarrassing experiences, I began to get comfortable with the activity. We used a toy designed to hit the woman's g-spot which subsequently activated my anal gland to a point of both anal and normal climax. We did it often, and I was always very discreet about it to other people in fear of my sexuality coming into question (although after plenty of research, I found out it is a normal heterosexual activity for men who are comfortable with it and their own sexuality). Anyways, to make a long story short, I don't quite know how to find out if my next sexual partner would be comfortable doing it, and I don't want to come off as a freak. Some of my other sexual preferences are a bit darker, and those are kept at bay because of personal reasons (sadomasochism). So what would be my best bet for trying to warm my partner up to the idea of anal play to enhance our sex life? My last partner got great pleasure in doing it, and I did as well, and would love to have that experience with somebody else I care about. Please help!

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2 Replies

Adrian ( Resident A-hole)
Adrian / 29 / Man / Likes Women / Single

try it out just casually. then next time you finger her, for example, reach a little farther and play w/ her anus. then the next time she's stroking you, grab her other hand and gently guide her hand to the area between ur nuts and anus, and reassure her that u like it!

6 months ago
Gtoguy
Gtoguy / 22 / Man / Likes Women / In a relationship

I agree with Adrian. My gf and I have recently started a little anal play for both sexes. I did what Adrian tried and she was skeptical at first but as soon as she saw I liked it she was comfortable with it. Now we will do the same to each other now in 69 great fun! ;)

6 months ago

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