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 ...

Dear Dan: My new girlfriend blurted out that she had a cuckolding past with her ex-husband. She says her ex badgered her into arranging...

Dear Dan: What is your stance on maintenance sex? I’d never thought about the issue until reading Amy Poehler’s new memoir. I didn’t find anything she said controversial, and was surprised when this quote blew up in the feminist blogosphere: “You have to have sex ...

Dear Dan: I’m a 44-year-old married gay male. I recently found out my 30-year-old husband has been sending dick pics to randoms on Grindr....

Dear Dan: I’m a 38-year-old bi woman who has been sleeping with a married male coworker for the last eight months. We’re a walking...

Dear Dan: I’m a woman in my early 30s having sex with a guy in his early 20s. The sex is more than casual,...

Dear Dan: My boyfriend of six months tied me up for the first time a month ago. He didn’t know what he was doing, and I didn’t get turned on because it hurt. I got him two sessions with a professional bondage top as a gift. I was the “model,” and I was very turned on...

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 26-year-old straight female. I’m writing because I need to ask someone what to think right now. I just fucked a guy while on holiday in Costa Rica. I thought I was sex-positive and adventurous, so why do I feel so ashamed? I’m dating a boy back in the...

Dear Dan: In a frank exchange early in our courtship, I told my girlfriend that I have no kinks. As a faithful reader of...

Dear Dan: Living my truth permits others in my fairly conservative circles — Christian family struggling to accept a gay son, colleagues in a...

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...