Savage Love

Dear Dan: I’m a bit out of your usual demographic, age-wise (I’m 70), but I am still an avid reader. (This is true, not a Penthouse letter.) My cousin and I have flirted and joked about getting it on together for about 50 years or more. Now she’s divorced and having ...

Dear Dan: I’m a 27-year-old straight guy, and I’ve been in a monogamous relationship with an awesome girl for four years. Our sex life is pretty open and healthy, although it has lost some steam since the first couple of years — but that’s normal, right? For the last...

Dear Dan: I was combing through some old columns/podcasts and came upon a few instances where you counseled women on selling their used underwear online. So I was wondering: Is this particular kink strictly limited to straight guys looking for ladies’ panties? Or is ...

Dear Dan: I’ve got a question I doubt you’ve ever gotten before. It has a bit of everything: sex-work etiquette, long-distance phone interaction, and a het cis chick anxious not to lose her tolerance badge. Here it goes: A few months ago, I started getting hang-up ...

Dear Dan: I can orgasm without stimulating my clitoris — but only through anal sex. What gives...

Dear Dan: I am a genetic male with recurrent questions about my gender identity. Straddling desires to maintain my stature in the professional world, keep my wife at my side, and become who I feel like I am, I have experimented with crossdressing, chastity, ...

Dear Dan: I’m a 21-year-old straight male, and I’m mildly autistic. This means that I have difficulty picking up on social cues. I’ve learned to manage my disability in most areas of my life, but I’ve recently become concerned about how it pertains to hooking up. My ...

Dear Dan: The sitch: Tend bar with a hot girl who has a boyfriend. Hit on her anyway because I’m that guy. She says I can fuck her but only if her boyfriend gets to watch and eat her out after. I don’t want anything to do with that scene. I was down for some ...

Dear Dan: I’ve heard your calls for bisexuals to come out to their friends and family, and I think it’s a great idea. Here’s my conundrum: I’m not sure I technically classify as “bisexual.” I’m a 40-year-old guy who strongly prefers sex with women to men (percentage-...

Dear Dan: My son is 19, but due to some physical and social disabilities (mostly unseen), his emotional maturity level is closer to 14, though he is quite intelligent. After a lifetime of therapists, specialized education, and other interventions, he is now a ...

Dear Dan: I am a 22-year-old bisexual female, and I have a boyfriend who I love. He says he wouldn’t mind if I hooked up with other girls, as long as it was a onenight thing. That’s not what I want...

Dear Dan: I’m an old guy, fast approaching geezerdom. After 45 years of marriage to the same woman, the sex has fallen off to zero. We otherwise have a great and comfortable relationship. If I want any at all these days, the only options are masturbation or ...