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I'm a single (mostly) gay guy who is curious about women. A hot bisexual mate is interested in a friends-with-benefits arrangement. I'm not looking for an LTR just now, so no-strings sex sounds great. However, his girlfriend doesn't know he's bisexual, and I'd feel uncomfortable having sex with him behind her back. My mate would like his girlfriend to know about him because he'd really like to have threesomes with her (something I'm up for), but he's worried about how she'll react.

Personally, I'd be more concerned about how she might react if she found out about his sexuality some other way. That's one reason I always err on the side of honesty. However, I'm not unbiased: I'd prefer threesomes to dicks-only sessions. What should I do?

Horny Homo

 

How about a little honesty mixed with a little dishonesty?

Your mate should offer his girlfriend the boy-girl-boy threesome that modern young women fantasize about. (Blame Twilight -- why can't Bella have it all?) If your mate is worried that she'll react negatively, he can open by telling her that what he's about to propose was all your idea. She'll want to know if his gay-but-bi-curious mate -- that's you -- is going to want to get into his presumed-to-be-straight pants. Your mate should shrug and say, "Maybe ..." and depending on the look on her face when the possibility is raised, end with either "... but I don't think I'm interested in going there" (leaving open the possibility of "getting carried away" during the threesome) or "... and I might go there if that would turn you on" (making boy-on-boy action something he did for her).

If the threesome is a success and you two wind up playing with and in front of her, your mate can come to the shocking realization that he's bisexual. This will hopefully lead to future threesomes and perhaps her blessing for some boys-only time. If she objects, your mate can blame her for "making" him bisexual -- or making him realize it -- because he fell on your sword that first time because it was what she wanted.

 

I'm a woman whose "super-hetero" boyfriend has revealed that he fantasizes about m-m-f threesomes. I've asked him if he is turned on by the idea of another man's penis, and he says no, he just wants to see me have sex with another man. Yet when he describes his dirtiest fantasies to me at the peak of arousal, he says he gets off on the idea of double penetration and wants to feel the other man's penis bump up against his own, separated by my innards.

Do you think he is bisexual or bi-curious? We intend to enact this fantasy, and I wonder if it could shift the dynamic of our relationship.

Threesome Curious

 

It can be hard to predict whether a man will have an epiphany during an m-m-f threesome and come to the shocking realization that he's bisexual. (Does your boyfriend refer to his male friends as "mate"? Is he a fan of the Twilight series?) He's obviously more aroused by male-male contact than he's admitting. This fantasy of his isn't about, or isn't just about, wanting to gangbang a girl. Your boyfriend wants to bump penises with another dude -- but with your lady "innards" providing the "no homo" absolution.

But I don't think you need to extract a full confession of bi-curiousness or even heteroflexibility. He may not be in denial about what his desires add up to. He just may want to check his fantasies about male-male contact against the reality before he tells you what he suspects: He's the tiniest bit bisexual.

 

I have an uncle who calls me "faggot" whenever he and I are alone in the same room. He's a conservative, straight Mormon. I'm a boy who's had sexual encounters with guys and girls, and I'm trying to figure out my own sexuality while dealing with all of the other stuff that comes with going off to college, and frankly I don't need his crap. Do I tell my parents? 

Uncertain Nephew Craving Levelheaded Explanation

 

Your uncle is hitting on you, UNCLE, in his fashion -- the fashion of a self-hating, conservative/religious closet case. If you don't wanna find yourself with your uncle's tongue stuffed in your mouth someday, I would advise you not to spend another moment alone with your asshole uncle. And, yes, tell your parents what he's been doing. Because, if he ever makes a pass at you and a scene ensues -- you scream, bite his tongue off and spit it out the window -- your uncle is going to insist that you made the pass at him.

 

I'm a 31-year-old gay man. My boyfriend and I have been together for five years. We have enjoyed a few threesomes with other men, so I assumed I could share a particular fantasy of mine: I've never had sex with a woman and I want to.

I am not questioning my sexuality, I'm not "bi." But my boyfriend accused me of having issues with my sexuality, and after a two-week fight I dropped it. Fast-forward to just before Christmas: I received a promotion and have my own office now -- and one of my new female coworkers has been coming on to me. First problem: She's married. Second, we're coworkers and she has even more to lose than I do.

Is there some other way -- I already tried the direct approach -- to bring this fantasy up to my boyfriend again?

Flirting With Danger

 

I'm shocked that your boyfriend -- who's willing to share his boyfriend's ass with other men -- would react so violently to your curiosity about lady innards. But if the direct approach prompted a two-week-long fight, I can't imagine you'd have more success with the indirect approach. (I can't imagine what the indirect approach would be.)

Since you're not strictly monogamous and the boyfriend's not strictly rational about this, a case could be made for satisfying your lady-innards curiosity on the sly and filing the affair under "what he doesn't know won't hurt him." But I can't think of a worse set of lady innards to satisfy your curiosity with than this woman's. You could wind up losing your job and your boyfriend if the affair got ugly and got out.

Wait, FWD, wait. In time, some other gay-outards-curious lady will come along, and perhaps by then your boyfriend will have come around.

 

Find the Savage Lovecast (my weekly podcast) every Tuesday at thestranger.com/savage.

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