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Am I out of bounds if I try to have a dialogue with my nephew about masturbation? He's 17 and I'm 52, a balanced bisexual male in a good marriage. I masturbate a lot and sometimes enjoy pornography. I have fun, easy orgasms.

What is appropriate? My nephew trusts me and brings up the topic constantly. He seems quite sophisticated--he says he uses condoms for jacking off (I use lotion). He's also upset because my sister's latest boyfriend confiscated a blow-up masturbation doll from his personal effects. Some of my previous frank discussions with other nephews have been criticized, especially when a 15-year-old nephew got into my video library. (Today, 15 years later, the boy is straight, married, happy, and we have a good relationship.) Any advice would be welcome. --Uninformed Nephew Craves Lasting Education

Are your motives pure, UNCLE? Your "previous frank discussions with other nephews" got you into trouble, which probably means either that you're a creepy old fart who gets off on talking about sex with his nephews--and your relatives know it--or that you come across that way when you talk to your nephews about sex. You need to look inside your heart, UNCLE, and ask yourself if you want a dialogue with your nephew about masturbation because he needs a trustworthy, responsible adult to confide in or if you want a dialogue with him because it makes your dick hard.

If and only if it's the former, here's how you can avoid coming across like a creepy old bisexual with designs on his young relative: let him initiate these conversations and refrain from following up answers to his questions with leading questions of your own. Keep your answers simple, absolutely do not overshare (he doesn't need to know about your lube or porn preferences), and let him end the conversations. In short, do nothing that might give your nephew the impression that you beat off thinking about your little chats. If you find that you simply can't be cool, calm, informative, reserved, restrained, and respectful, then let your nephew go elsewhere for info.

Every year my family goes on a weeklong vacation to the beach. By family I mean my mom, my brother, my sister-in-law, and their kids, ages 10 and 13. When I was married I went with my wife and our two kids. Two years ago I came out of the closet and got a divorce.

This year I decided to invite my boyfriend, who I've been dating on and off since my divorce. But before inviting him I forgot to mention it to my family. My brother is ultraconservative and not totally sane about my gayness, but I get along well with my sister-in-law, so I approached her about the idea of bringing my significant other to the beach. Her reply was: "David, this has always been a family vacation. If your relationship with your boyfriend is stable enough that you consider him family, I can sit my kids down and explain to them why Uncle Dave is bringing his friend and why they're going to be together at the end of the day. But if you don't think your relationship with your boyfriend is that stable, then I don't think it's fair to put our kids through this."

I agree with her to some degree; after all, we all pay for the house and we should all feel comfortable in it. My boyfriend, however, thinks she's full of crap, hiding her prejudice behind her kids. What do you think? --The Gay Uncle

I think straight people say the darndest things sometimes--and I think your boyfriend is right, although I wouldn't call your sister-in-law prejudiced. She's family, so let's give her the benefit of the doubt, shall we? Instead of prejudiced, let's just say she's still working her way to full acceptance. Even so, she's trying to cover for her own lingering discomfort with that "I don't think it's fair to put our kids through this" crap. Here's what she should have said instead: "We're still getting used to you being gay, and we know we're going to have a conversation about it with our kids sooner or later. If you're serious about this guy we'll have it now. But if you're not serious about this guy please spare me from having a conversation I'm not ready to have with my kids."

That would have been more honest--still fucked-up, for sure, still full of crap, yes indeed, but honest. At 10 and 13 your nephews probably know about gay people, and they're old enough to know they're related to one. You shouldn't have to be closeted around them, serious boyfriend or no serious boyfriend.

So what do you do? Well, you insist. You tell your family that you realize your coming out came as a bit of a shock. But it's been two years, and that's plenty of time to absorb it. From this point forward you're going to insist on equal treatment. If your boyfriend isn't welcome, then your brother and sister-in-law will have to explain to their kids why Uncle Dave isn't coming.

Here it goes: When I was little my uncle raped me. And I'm not talking soft touches in "no-no" spots. He did some pretty nasty stuff. Anyway, I've gotten past that, and I'm now with the most loving man I could ever imagine being with. The problem: he likes butt sex. Considering my past, butt sex kinda freaks me out. He wants it so bad, and part of me wants it too, but when we try it hurts--a lot--and I get scared. I freak out and he stops, but I know we both want it. Is there any advice you could give me on this? I want to be able to give us both what we want. --Running From Her Past

First, you have all my sympathy. I hope your uncle dies/died a horrible, lingering death. Now on to the problem at hand.

The first thing you need to do is expand your definition of butt sex, RFHP. Actual penis-pounding-away-at-butt sex, aka butt fucking, is varsity-level sex, and clearly you're not ready for that squad. But there are plenty of junior-varsity options for your butt--and for his too--that can help you work your way up. I'm talking gentle, external stroking with lubed-up fingers, lots of licking, vibrators placed on your butthole (that's on, or across, not in). If you incorporate these gentler anal pleasures into your regular routine, RFHP, pretty soon you'll be having mind-blowing orgasms while your boyfriend rims you or holds a vibrator against your ass as he fucks you senseless. In time you'll begin to associate your butt with pleasure, and Uncle Fucker's grip on your ass will loosen. Only then should you go out for the varsity team.


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