Savage Love

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, ...

Nancy, the tech-savvy at-risk youth, two gimps, Christ on the cross, the Easter Bunny, two weeping women and the Easter Bunny’s smoking-hot leather master...

Dear Dan: I’m a 42-year-old gay man. I’ve been with my husband for 21 years. We met in college and, except for a six-month...

Dear Dan: I am a 30-year-old straight man and I’ve been with a 28-year-old bisexual woman for a year. Early in our relationship, after much discussion, we established that it would be open. I would have the liberty to see other women and so would she. We just had to ...

Dear Dan: I lost my dad young and I had a bunch of issues growing up. I’m probably gay, I love the idea of light bondage, and I’ve been this way for as long as I can remember. I feel like I’ve been on a self-discovery thing over the past year and have caught tidbits ...

Dear Dan: I write you from Italy, where I follow you through Internazionale. I am a guy in his 30s sexually paralyzed with his...

A large crowd braved a snowstorm to come out to Savage Love Live at Boston’s Wilbur Theatre last week. Questions were submitted on index...

Dear Dan: My boyfriend and I have been together for two years and we live together. Recently, his ex was killed in a car accident. They were not on good terms, and he often made scathing statements about her. I made the mistake of saying the following several days ...

Dear Dan: My boyfriend of five years is a sweet, smart, handsome, loving, supportive, middle-aged, chubby white guy. We have a fulfilling sex life....

Dear Dan: My brother is a virgin and turning 30 in a few weeks. He said he wants to hire an escort just for...

I recently spoke at Curious Minds Weekend in Toronto at the Hot Docs Ted Rogers Cinema. Audience members submitted questions on cards before the...

Dear Dan: I’ve always been a big believer in the common-sense obviousness that monogamy is hard. Additionally, I like the idea of my wife getting fucked. I don’t have any desire to be denigrated or emasculated; I just get off on the idea of her being satisfied and a ...