1. I’m a 57-year-old guy, married but separated, in reasonable shape. I usually masturbate at night as a “sleeping pill.” Over the past few years, it’s gotten more difficult to orgasm. I get hard, I vary my technique, but I just can’t come. Sometimes I’m up for hours jerking it before trying to fall asleep. … Read More »

The Finish Delegation

Cis bisexual guy here in his 20s. In the entire time I’ve been sexually active, I’ve pretty much been able to finish whenever I’d like. I’ve literally never once finished too quickly. That said, the idea of being unable to hold back my orgasm and coming too quickly has always been a big turn on … Read More »

Popping Off

I have an etiquette question for you. I’m a cis straight woman. I recently hooked up with a bisexual man I met online. In the middle of missionary position sex, he began to sniff what I can only assume was poppers. I have no experience with them. Should he have said something beforehand? Should he … Read More »

Struggle Session: So Many Mans, So Little Time! The Return of the Naked Weirdo! And Making Their First Appearance in Savage Love Ever: TURKEY STICKS!

On Thursdays I respond to comments, emails, DMs, and tweets from readers and listeners. Struggle Session posts are exclusively for Magnum Subs. So, if you’re already one of my Magnum Subs, THANK YOU and read on! If you’d like to become one of my subs — which gets you access to the Magnum Lovecast (more … Read More »

Didn’t Happen

I used to loudly proclaim that all this crap about black men being better in bed was pure bullshit. My ego said it was a bunch of propaganda. The thought of me being a cuckold was never going to happen. Then my wife’s workplace hired a black man, and he was among several of her … Read More »

The Italian Job

I’m reading you from Italy, and I could use your advice. About four years ago, I started dating a girl who I’ve been living with for the past two months. Since I’ve known her, she has been suffering from periods of depression and anxiety, although I didn’t know it when we first started to date. … Read More »