Q I'm a mostly gay male with a boyfriend who is also mostly gay. We are into BDSM---we are both tops and sometimes play with other sub men. I say we are "mostly" gay because we do like to fuck/top submissive women once in awhile. We haven't done this a lot, and never together because we don't have the same taste in women---until recently. One of our new neighbours, a straight female, is very shy, but she's opened up to us about her interest in BDSM. We took her to a play party, and she was OK watching others play, but any time anyone expressed an interest in her, she clammed up and withdrew. She stayed at our side the entire time.
We are interested in propositioning her. Our dilemma is in how to approach someone so gun-shy. We want to seduce her into the experience and not make her uncomfortable, but we can't agree as to how to go about it. Another issue is that we think the reason she has been so open with us is because she assumes we are both 100 percent gay. —Two Guys And A Girl Toy
A She meets two guys who live together, have presumably noisy BDSM sex with each other and other men and identify themselves as gay. I'm sure you can appreciate why, under the circumstances, your neighbour might assume you two were gay, right? And that assumption convinced her it was safe to open up to you guys about her sexual interests---interests that are clearly scaring the shit out of her for the moment---because she further assumed, entirely reasonably, that you guys didn't wanna stick your dicks in her.
The sooner you come clean, the likelier you are to get into her pants, mouth, ass, twat, etc. Do not attempt to be seductive. Putting the moves on her now could transform a minor and perhaps unwitting violation of her trust into a relationship-ending violation. Instead, just be, um, straight with her: "We should've said something sooner, [her name here], but we're both actually bi, and we thought you should know that. And we also wanted you to know that we're both attracted to you and, hey, if you want to explore any of this stuff that you're curious about with us, we'd be up for that. If not, we're happy to keep being your kinky, gay-identified, completely platonic buddies."
Q I read with interest the letter from the guy who hacked his ex-girlfriend's email and discovered that she had been cheating on him. I am in a similar situation, if a little more messed up. I am a single, 30-something female who has been having a long-term affair with a married man. We have one rule: We tell one another when we fool around with other people. About a year ago, I discovered another affair he was involved in while he was out of the country, which he failed to disclose to me. I discovered it because he left his email unattended. He was not apologetic, and I ended up being the one who begged for forgiveness for invading his privacy. He did, however, promise to end his relationship with the woman overseas. I recently discovered that he has struck up a fresh correspondence with this same woman. I gained this knowledge by invading his privacy again---this time by outright hacking his email---but he also betrayed me, and he needs to be held accountable.
You are probably wondering why I am not just cutting this guy out of my life. We have amazing sex and enjoy the same kinks. It is difficult to find someone trustworthy to engage in these activities with. But how can I trust anything he says anymore? I really want to call him on this. He broke our rules. Do you think I am out of line in confronting him? --Mistress Is Pissed
A According to the "Mistress, whining about being cheated on" listing in the Association of American Advice Columnists' Diagnostic and Statistical Manual of Staggeringly Self-Serving Bullshit, I'm supposed to slap the shit out of you, MIP. The DSM instructs me to respond to letters like yours with something like this: "Your lover is cheating on his wife with you, you dumb piece of shit, and you're shocked to learn that he's cheating on you, too?" That strikes me as a little harsh. So I'll go with this instead: You can't expect a guy to take your rules more seriously than he takes his vows.
As for confronting him: The last time you confronted him about another other-woman, MIP, you wound up begging for his forgiveness. So let's skip the confrontation and accept reality: Unless you're willing to walk away from the amazing sex, unless you're willing to dump the motherfucker, he's going to go on cheating on you and lying to you about it, rules or no rules. He won't disclose when he's messing around with other other-women, MIP, because it's not just the sex that turns him on. Sneaking around, getting away with it, deceiving you and his wife and his other-other women---all of that gives him a feeling of power and control, and those feelings are as, or more, important to him than the orgasms. Accept it or get out.
Q I have a question and don't know who else to ask: I need support under my scrotum in order to ejaculate. I am 52 years old, and this condition has gotten worse as I have gotten older. When I am having intercourse, I need a position that supports or raises my scrotum, and when I masturbate, I need to put something under it. Is this OK? Is there a solution to make coming during intercourse easier? --This Old Scrote
A First, talk about this with a doc---get your sack examined and your prostate checked. If there's nothing medically wrong, rest assured there's nothing wrong. Some guys have large, loose sacks and sensitive balls, and the slap, slap, slap of intercourse or masturbation can be uncomfortable, and lifting your luggage spares you the slap, slap, slap. Alternately, TOS, let's not forget that your dick, balls, sack and taint compose one big erogenous zone. Lifting your luggage may provide you with a little bit of extra ball/sack/taint stimulation, added stimulation that helps put you over the top, and naturally you rely on that zap more at 52 than you did at 32. So instead of viewing your need for a ball lift as a problem that needs solving, why not view ball support as the solution to a problem. Or to put it another way: Whatever lifts your luggage, TOS.