Savage Love

Dear Dan: I am a cis woman in my mid 20s. I get a pang or a spasm of pain in a place deep in my clit/urethra area. I can’t pinpoint which part exactly. It takes me by surprise every time it happens, so I jerk around and press my crotch for a hot second — which doesn’...

Dear Dan: I’m a gay man in my late 20s, and I can’t get fucked. I have tried to train my ass, but the largest thing I can place inside remains a small butt plug. If I try anything bigger, the pain is unbearable. I’ve always been a very anxious person, and it’s clear ...

Dear Dan: I’ve been dating this guy for almost two months. It’s been pretty good, except the sex isn’t really the best. I have this other male friend who has had a crush on me. Long story short: My friend made a move on me the other night. I told him I couldn’t, and ...

Dear Dan: I’m a 26-year-old single bi woman. Sometimes my roommate/best friend and I have drunken threesomes with men. We’ve had some great one-night stands (less scary with a friend!), but recently we slept with a man I’ve been (drunkenly) sleeping with over a ...

Dear Dan: My son, who is almost 30 years old, was married four years ago. He just shared with us that for the last three years, he and his wife have been practicing polyamory. They are committed to their relationship but have each had relationships with both men and ...

Dear Dan: Is it legal for a man to procure the services of a dominatrix? In the kind of session I have in mind, there’s no nudity or sexual activity or contact involved. There’s not even any whipping or flogging or caning or hardcore BDSM stuff. I just want to see ...

Dear Dan: I’m a foot-fetish guy who split up with my girlfriend of four years. She was into all the foot stuff, and we got into lots of other kinks. My concern is about meeting new women. I’m worried I’m not going to be able to perform for vanilla sex. I feel almost ...

Dear Dan: Please do a public-service announcement about the Ashley Madison hack, and request that NO ONE look up information on ANYONE other than their own spouse. I’m a former AM user. I’ve been married to my wife for 20 years. We met when we were both 20 years old...

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 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: Does a person who acts loving only when high on weed really love you? My live-in boyfriend of three years acts sweet, loving and caring when he’s high, but when the weed runs out, he’s mean, angry, hurtful and horrible to be around. I’ve asked him when ...

Dear Dan: I have always wanted to have a girls-only sex party, but I’m not sure how I feel about actually organizing one. What’s the etiquette if I do organize one myself? Do I need to provide the dildos for people’s harnesses? Or just the condoms and lube? And how ...