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Quickies

1. My boyfriend swears he’s cut. I say he’s totally uncut. He insists he was circumcised as an infant. How do I convince him? Some circumcisions are “tight” (all of the foreskin removed) and others are “loose” (most of the foreskin left intact). The looser the circumcision, the more “uncut” a man’s cock might appear. … Read More »

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Struggle Session: Come See HUMP (And Me!) This Weekend in Seattle!

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 take a turn giving advice. Hey, everybody! HUMP 2026 Spring Program opened last night in Seattle — watch the … Read More »

Out With It

I have a complicated question. I’m a woman in my 30s who has been married for a few years to my husband. We are very much in love and have a wonderful relationship. We met when I was in college, and worked at the same place together. Eventually, we became friends. We maintained a long-distance … Read More »

Struggle Session: Catching Feelings and Staying Put

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 give the advice. I took a question on this week’s show from a widow who didn’t know what … Read More »

Third Time

My partner and I are both AFAB nonbinary queers in our mid-30s and have been together a long time. We don’t believe lifelong monogamy is realistic. We even started our relationship practicing ethical non-monogamy, then defaulted to monogamy for many years. We now have two very young children and are planning a third in the … Read More »

Struggle Session: Savage Love Live Today at Noon!

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 give the advice. We’re getting ready to do Savage Love Live at noon today — curtain up, light … Read More »

The Unraveling

I had a great time at Mr. Mid-Atlantic Leather last month in Washington D.C. For those who don’t know, MAL is an annual fetish event for gay men. There is a lot of socializing in the lobby of the host hotel and a lot of kinky play in the rooms. One of the highlights for … Read More »

Struggle Session: Don’t Hide the Balls

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 give the advice. Q7 in this month’s Quickies column was from a bisexual woman who wanted me to … Read More »

Quickies

1. I’m an 81-year-old heterosexual woman whose husband died last May. I have found that my 56-year-old gardener of fifteen years can make me sexually happy. But now after four months he says he’s not respecting his wife by having sex with me. He relates this to going to a Catholic priest for confession. He … Read More »

Struggle Session: Burn After Reading

Actually, you might wanna burn this one before reading. You’ve been warned. It’s ironic that this letter came in this week, as we had a sewage pipe burst in our basement and… yeah. Let’s just say we were living the dream. Not our dream, to be clear, but definitely the dream of the LW’s husband. … Read More »

The Roomies

About a year ago I moved in with childhood best friend and his husband. We’re all in our mid-thirties. It’s been going great, and I consider the three of us to be fairly close. About a month ago, the husband and I stopped at the local pharmacy on the way home, which is how our … Read More »