Savage Love
Improv classes, dating apps and navigating kinks
Dear Dan: I’m a 30-year-old woman, and about a year ago I started taking improv classes to help combat my social anxiety. I met...
He’s not your friend…
Dear Dan: I’m a gay male, and one of my good friends has put me in a strange position. The friend has been married...
Pair of Jacks
Dear Dan: I have a secret: For the past three months, I’ve been attending a local Jacks club (a men-only masturbation event). As someone...
47-year-old virgins, cross-dressing and parents’ sex lives
Dear Dan: I was involved with a straight man who enjoys cross-dressing and taking explicit photos. The problem is that the props he uses...
Relationship and kink etiquette
Dear Dan: I’m a straight man and I recently got out of a relationship with a woman who would monitor my internet use to...
Needs and deeds
Dear Dan: I’m a transgender woman married to a cis woman. Is cuckolding strictly a male-being-humiliated-by-his-woman-partner thing? Or does it apply to all couples?
—Cuckolding...
Fresh starts
Dear Dan: I am newly divorced and have started a relationship with a man I’ve known and deeply cared about for decades. The sex...
The epidemic of gay lonliness
Dear Dan: I’m a 40-something gay male. I’m single and cannot get a date or even a hookup. I’m short, overweight, average-looking and bald....
Shooting stars
Dear Dan: I’m a cis woman in my mid-40s, and my significant other has a cuckolding fetish. My first response was “Oh, hell no!”...
Quickies
Dear Dan: This woman has gone down on me (I’m a man) more than half a dozen times in the last three months. Each...
Living your truth
Dear Dan: Living my truth permits others in my fairly conservative circles — Christian family struggling to accept a gay son, colleagues in a...
Secret perving
Dear Dan: I’ve been enjoying consensual nonmonogamy for the past two years, in part thanks to your column and podcast. I have a delightful...
