Savage Love

Dear Dan: A big congrats to Caitlyn Jenner on her big reveal and lovely Vanity Fair cover! But I am having a crisis of conscience. On one hand, I support a person’s right to be whoever the heck they want to be. You want to wear women’s clothing and use makeup and ...

We brought Savage Love Live to the Music Box Theatre in Chicago, the Barrymore Theatre in Madison, and the Pantages Theatre in Minneapolis over...

Dear Dan: I’m a 24-year-old woman who just ended a five-year relationship. It sucked. I cried. It was my first breakup, so I’ve felt totally insane for the last three months. Now I’m in the dating world, and I go out with people only to find that we have no physical ...

Dear Dan: I'm a 34-year-old straight cis male. About 18 months ago I met a lovely human that I'm crazy about. When we started...

Dear Dan: I am a het husband. Before we married, I let my wife know that I loved spanking women and I was not a faithful man. Fast-forward 20 years: She does not like to be spanked and does not want me cheating, despite my earlier proclamation. So I watch spanking ...

Dear Dan: I have been with my unicorn boyfriend for four months. The sexual chemistry between us is out of this world! I’m a...

Dear Dan: I’m a hetero guy in need of advice. Back in college, I met this girl. Suffice it to say she was into me but I had some shit to work through. So we ended up being a missed connection, romantically. Despite that, we still became fast friends. I’m less ...

Dear Dan: I’m a 29-year-old gay man just shy of five years sober. I’ve had to do a lot of work on myself in...

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 24-year-old straight, married female. I have been religiously reading your column in the Portland Mercury since I was 16. Thank you for explaining things that my parents wouldn’t and for helping me clear the hurdles of adolescence...

Dear Dan: My boyfriend of eight months, K, and I are polyamorous. We started the relationship on that foot, and for a while I...

Dear Dan: My fiancé and I have been in a relationship for 11 years. His best friend is one of his exes, and that...