I’m in a position where I work a lot, and I’m having a hard time finding a work-life balance. I find myself working all weekend to make sure I’m ahead, and I feel guilty when I take any time for myself. This past weekend I had family in town (I hadn’t seen them in months) and I made myself...
I’m a 21-year-old woman, and I have an IUD. I’ve had sex with quite a few men, and one thing seems to be almost constant among them: trying to fuck without condoms. Many of the men I’ve been with seem to be perfectly fine and terribly eager to have sex without condoms. This has always...
My boyfriend and I are currently on break at my request. There were a lot of glaring issues such as a lack of communication and boundaries that was making being together miserable for both of us, and I’ve had to deal with some personal mental health issues recently that I don’t feel he...
I’m a middle-aged man dating a younger guy. He wanted to be a “boy” to a Dom top daddy, and I was happy to oblige. The sex is amazing, and we click as people, too. Then a couple days ago, he told me he wanted to explore small penis humiliation (SPH). I was taken aback – not by the request,...
I’m a 40-year-old guy with a 30-year-old girlfriend. We’ve been together a year, and I can see a future with her. But there are problems. This girl comes after two minutes of stimulation, be it manual, oral, or penile. As someone who takes pride in my foreplay/pussy-eating abilities, this...
I’m a thirtysomething straight woman married for 16 years. Eighteen months ago, I met a man and there was an immediate attraction. For the first 15 months of our relationship, I was his primary sexual and intimate partner, as both sex and intimacy were lacking in his marriage. (My husband...
I’m a kinky single woman who keeps attracting the wrong men for me – specifically, submissive guys into face-sitting. I’m submissive myself, and face-sitting is not a turn-on for me. But the vast majority of men who hit on me have this fetish. I think it’s a size-related issue – a...
Dear Rocky Road,I love my family but I am dreading visiting them for the holidays. I have social anxiety and get overwhelmed easily and my family doesn’t seem to understand that sometimes I need my space. Do you have any ideas on how to navigate...
Straight and married but not boring, and heading to my parents’ house for our first family Christmas since my asshole MAGA brother “stumbled over” the Tumblr blog where the wife and I posted about our sexual adventures. (Pics of MMF threesomes and cross-dressing/pegging sessions, plus some...
Dear Rocky Road, My long-time boyfriend really likes porn, but it makes me super uncomfortable and insecure. It’s been something we’ve fought about for years and can’t come to an agreement on it. It makes me feel like he’s cheating on me because he looking at and objectifying other women....
I’m a 59-year-old man in good health. For basically my whole adult life, I’ve had this problem during intercourse with a woman of (1) being very quick to come and (2) having a too intense “cringey” sensation when I come. This has led to often going soft at the prospect of intercourse. This...
Dear Rocky Road,I recently went to a wedding in another neighboring town and ended up having a hook-up session with a guy I met at the bar after the wedding. We would have sealed the deal but neither of us had a condom.
