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Terrified about his fantasies becoming public 

The basics of my life: I'm male, straight, in my mid-20s, and have a twin sister. I want to break up with my girlfriend of three years for a variety of reasons. I have begun the "it's not working for me anymore" conversation four times. But each time I do, she brings up different sexual fantasies I have confided in her during our relationship. I believe the implication is that if I break up with her, she'll tell people about my fantasies -- one in particular.


The fantasy I am most worried about her revealing is incestuous in nature. When I was about 15, I -- on occasion -- used mental images of my sister to get off. I never had any romantic or sexual feelings toward her in real life -- I was never attracted to her when she was physically present -- and once I started sleeping with real girls, my fantasies about my sister ceased. One time, my girlfriend and I got stoned and discussed our most outrageous sexual fantasies; our relationship was different then, more trusting, and I told her about this stuff. I want out of the relationship, but I am terrified of what would happen if she told people, especially my sister. How can I exit this relationship, and how can I contain the damage if she decides to tell people my secret? And is it fucked up that I used to masturbate to thoughts about my twin?

Freaking Fucked Or Fucking Freak?

I wish my boyfriend were as easy to manipulate as you seem to be -- Jesus, the shit I could get away with.

Anyway, dumbfuck, unless you put your most outrageous sexual fantasies in writing, you're not the one in real danger here. Your soon-to-be ex-girlfriend is. Here's what you do: Spend a week in front of a mirror perfecting a look of stunned incredulity, and then go break things off with your girlfriend. Make sure the actual split is big and messy and public. If she attempts to retaliate by telling people about your no-longer-operative sexual fantasies, FFOFF, you slap that look of stunned incredulity on your face and say, "I knew we had a bad breakup, but, my God, what kind of sick piece of shit makes up something like that?"

Then just for the hell of it, FFOFF, confide in one or two friends that you're not surprised your ex went there -- that she tried to drag your sister into this -- because she was always pressuring you about having a three-way with your sister, and that was one of the reasons you dumped her.

And yeah, FFOFF, masturbating to thoughts of a sibling is a little fucked-up. But it's not uncommon for teenagers to fantasize -- and, in some disturbing instances, to actualize -- about their siblings. Sex can seem scary and new, while our siblings seem safe and familiar. For most people, those early and inappropriate fantasies quickly subside, as they did for you, and most people have the good sense to stuff 'em down the memory hole.

My boyfriend and I have been together for six months. He's 23 and I'm 22. He's a virgin and I'm not. I've been very slow and patient about sex, and he's responded really well. We've done all the basic sex-without-actual-intercourse things -- outercourse, fingering, oral -- and we're both very satisfied with our "not sex" life. Lately, the subject of anal intercourse has come up. I've never done it, but I am turned on by the idea, and he's definitely up for it. What's the problem then? The idea of our first real sex being anal bothers me. He pleases me, and his reasons for not having vaginal sex when we do so much else are at least somewhat logical (we're both paranoid about pregnancy, even though I'm on birth control and we'd use condoms). But I worry that by having anal sex, I'll delay the sex that I really want! Plus, I worry that by having exclusively anal sex now, he won't be as turned on by the regular kind later.

Stick It In Me Already

If he's not up for vaginal intercourse for religious and/or ridiculous reasons, SIIMA, that's his call. If you're not up for anal sex for whatever reason, that's your call. He should support your decision, SIIMA, just as you've supported his. And for the record: Neither of you are virgins. You have a little virgin territory left to explore -- your vagina, your butt, his butt -- but you're both sexually active nonvirgins, and have been for months.

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