QMy question is on managing “gray area” intimacies during the pandemic. I have a lover/friend that I’ve been hanging out with—fucking, drinking tea, going on hikes, eating ice cream, watching movies and other activities—for about nine months. He’s 36 and was married for 10 years, and due to that experience he’s been a bit emotionally […]
relationships
Brownie points
Q I’m a cis bi woman, and I mainly have sex with people with penises. I have a really gross problem. It’s been an issue for as long as I’ve been sexually active—but in the past few years, it seems to have gotten worse. If I am being penetrated vaginally, especially if it’s vigorous (which […]
Sleep apnea and oral sex, a full-throated investigation
Q I’m a middle-aged gay man and I was recently diagnosed with sleep apnea. This is a disorder caused by the soft tissue in the throat collapsing during sleep. On top of making me feel tired and awful all the time, sleep apnea is associated with a long list of health complications. I’m writing you […]
Spit and polish
Q I’m a 31-year-old cis bisexual woman. I’m hetero-romantic and in a monogam-ish relationship with a man. We play with other people together. I’ve never liked giving blowjobs because I was taught that girls who give blowjobs are “sluts.” Phrases that are meant to be insulting like “You suck,” “Suck it,” “Go suck a dick,” […]
Prone to failure
Q I’m 20, straight, male, fit and active. I masturbated prone—flat on my stomach—for years. I’ve now changed to a more traditional position (on my back or sitting upright), and I’m using my hand rather than grinding against a mattress. I can easily orgasm when I masturbate. I’ve had sex four times in my life, […]
A peg above the rest
Q My boyfriend and I were having relationship issues until we tried something new: pegging. He wanted to try it, but he was afraid and sometimes said the idea disgusted him. Then we tried it, and it was better than normal vanilla or even kinky bondage sex. It was the most emotionally connected sex we’ve […]
Cam what may
Q I started reading your column when I was a 20-year-old kid. Now I’m an old married lady with 20 years of blissful monogamy behind me. My oldest daughter, who is 23, just came out to me as a sex worker. She’s been making a slim living as a cam girl. She recently graduated with […]
The long game
Q I’m a 30-year-old bi male. I’ve been with my wife for five years, married nine months. A month into our relationship, I let her know that watching partners with other men has always been something I wanted and that sharing this had caused all my previous relationships to collapse. Her reaction was the opposite […]
Bloody business
Q I am a 60-year-old heterosexual man, and I’m told that I’m normal. I have been to several urologists, and they say I have no medical issues. But I’m having a hard time buying it, because for the last six months, my ejaculate has been extremely bloody. This is embarrassing, especially since oral sex—giving and […]
Quick and dirty Qs and As
Q My ex-girlfriend, who I dated for nine months, called me two months after we broke up and accused me of giving her HPV. She was going on, telling me how I needed to tell any future person I had sex with that I have HPV. I’m a 38-year-old man, and I’ve never had any […]
Sissy that talk
Q My boyfriend and I met online to explore our kinks. We’d both been in relationships with kink-shaming people who screwed with our heads. Since we weren’t thinking it was more than a hookup, we put all our baggage on the table early and wound up becoming friends. Eventually we realized we had a real […]
Quickie thinking
Q My little dick has always held me back. I didn’t date in high school because I couldn’t stand the thought of girls discussing my tiny manhood. That said, I’ve adapted fairly well and become skilled with my tongue and hands. The biggest problem is that my dick is just small enough that the head […]

