![]() ![]() If I were you, I’d present this in simpler terms: You’re down to clown if he is. Framing this to him as some kind of rite of passage may put more pressure on the situation than is useful-you saw how he froze up when he was kissed. In the circles that I run in, that suffices. He may learn a few things in the process, but I think the purest way to approach this is from sheer sexual attraction. You’re better off pursuing this more straightforwardly. It’s benevolent but it casts you as caretaker. I do think that whatever imbalance does exist is exacerbated by your scenario of spiriting him away to teach him the ways of love. He may be somewhat naive, though, about the implications of the sex he has not yet had but typically, that should all be workable with open and frequent communication. He isn’t some prey that you’re swooping up in your clutches. I’m not sooooo hung up on the age difference as a 27-year-old man socialized in our culture is typically afforded a lot of autonomy. (He did go on a couple of dates with one of them, but says that when she kissed him in his car, he “froze up and had no idea what to do,” and that was the end of that.) Introducing him to them over games and helping to draw him out in conversation. We ’ve tried setting K up with a couple of our younger female friends, i.e. He ’s sure that he ’s attracted to women and not asexual, just painfully shy and insecure about his interests and his appearance (he’s almost 7 feet tall, very thin, and wears glasses that magnify his eyes-he looks a lot like a young Stephen Merchant). Over the years, he’s alternately expressed a sort of wistful envy of our long-term relationship along with self-denigrating hopelessness about his own situation. ![]() K grew up in a very repressive Evangelical family and has never had sex, or a girlfriend. ![]() (We’re in our mid-40s he just celebrated his 27th birthday.) We both love K’s intelligence and quirky sense of humor, and have often had him over for dinner and games outside of the main group, which meets in a local shop. It’s anonymous!įor about four years, my husband and I have been good friends with a younger man, “K,” whom we met through a board gaming group. Have a question? Send it to Stoya and Rich here. How to Do It is Slate’s sex advice column. ![]()
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