I’m a 28-year-old gay man who isn’t going home for Christmas for the first time in my life. I’ve been out since I was fourteen and my family has been amazingly supportive, and they love my boyfriend of four years. (They hated my first and third boyfriends, so it’s not like they love anybody I … Read More »

Like I said last week… I’m taking a break from Struggle Session until after the new year. But I’m gonna keep sharing a question from a reader that isn’t — for reasons of length or timing — going to make it into the column. I was calling these letters “GangBangs,” since the whole gang gets … Read More »

My partner is still in love with her ex. For ten years she believed him to be the love of her life. It’s been two years since they split and there’s no possibility of them getting back together because he betrayed her in the most despicable possible way. It was the kind of betrayal that … Read More »

I’m taking a break from Struggle Session until after the new year — the HUMP Jury meets this week, I have early deadlines for the holidays next week, the week after that is chaos and carbs — but I’m gonna keep the GangBangs coming! My boyfriend and I have been together a long time and … Read More »

Cisgender bi-female late forties, living in the Bay Area. My boyfriend and I have been dating six months and are very much in love. His friends party quite a bit, lots of drinking and other party favors, and we all enjoy feeling good on the dance floor. The first time I met one of his … Read More »

Struggle Session is a bonus column where I respond to comments — just a few — from readers and listeners. I also share a letter that won’t be included in the column and invite my readers to share their advice. Q22 in this month’s Quickies column was from a “vagina-having person” who was wondering whether … Read More »

1. Is Donald Trump a gay man? I can’t think of anything that screams “closeted gay” louder than building a golden ballroom. Donald Trump has been married to three different women (two of whom were immigrants), he’s been credibly accused of sexual harassment and assault by dozens of women, and he was found liable — … Read More »

Like most of my readers, I’m taking the day off — Happy Thanksgiving to all who masticate — but we have readers (and Magnum Subs!) all over the world. So, for our international readers, I’m going to share a few questions that came in this week. A little something for our commenters outside the US … Read More »

I’m gay and go to a small liberal arts school. I have a crush on this one guy, but he brought up — unprompted — that he’s Aro/Ace. I really like him. We have great conversations in a lab we have together, and I think he’s super attractive. But every time I’ve tried to extend our … Read More »

Hey, everybody: I’ve got early deadlines all over the place — the holiday season is here — so we won’t be having a proper struggle this week. But I wanted to quickly share this suggestion from Master Wolfe for the caller who could only come during PIV if the guy had a girthier cock… Listening … Read More »