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. So, it’s entirely possible your boyfriend was circumcised as an infant but that his cock — if his circumcision was loose — more closely resembles uncut cocks you’ve admired in porn and encountered IRL.

P.S. For the record: Your boyfriend should not have been circumcised in infancy. No infant should be.

2. What’s the best song about cheating? I nominate “One Way Out” by the Allman Brothers.

There are so many greats — “Heard It Through the Grapevine,” “The Piña Colada Song,” “Don’t Hurt Yourself” — but in the category of “Best Song About Cheating,” my vote would go to “Torn Between Two Lovers” by Peter Yarrow and Phillip Jarrell as performed by Mary MacGregor. Readers are invited to offer their own nominations in the comments! (The tech-savvy, at-risk youth made me include one of the above songs — can you guess which it was?)

 3. I’m interested in exploring a D/s sexual dynamic, but I have no experience and I don’t know where to start. How do I explore?

“The best thing you can do now is to identify the tone of D/s that excites you most,” said Lina Dune, host of the “Ask a Sub” podcast. “D/s is a big umbrella, but if you can tell someone that as a sub you want to feel like someone’s secretary or like a raccoon they’ve trapped on their back porch or like their most prized houseplant, then you’re that much closer to living out the fantasy — and if you need any additional help on either side of the slash, the Ask A Sub podcast is here to enable your highest filth.”

 4. If you post X-rated stuff to “close friends” on your Instagram, do you need to ask your friends before you add them?

Yes.

 5. Can one person be the primary partner of two different people?

No.

 6. Tips for a first foursome?

Clean sheets on the bed, hand towels and lube on the nightstand, four pints of ice cream in the freezer.

 7. Getting an AI boyfriend
 is that cheating?

I’m allowed to have an actual boyfriend because my marriage is open and we’re (zzzzz) poly, so it wouldn’t be cheating if I got an AI boyfriend. Pathetic? Yes. Cheating? No. While someone in a monogamous relationship might be tempted to argue that the non-existence of their AI boyfriend — at least in corporeal form — means it’s not cheating to get one, their monogamous partner would probably disagree.

 8. How do I ward off the opinions of friends who disapprove of the age gap in my current relationship? (I’m a 33-year-old man, my partner is a 23-year-old woman.)

A romantic relationship between two people who did not experience gestational concurrency — a romantic relationship between two people who were not in utero at the same time — is inherently problematic. To be truly egalitarian, there must be a period of significant fetal overlap. And while I would argue that your current relationship (and my current relationships) should be grandfathered in, no relationship with an age gap greater than eight months should be allowed going forward.

P.S. Just kidding. Tell your friends to google “consenting adults” and “fuck off” in that order.

P.P.S. For the record: relationships with significant age gaps should come in for a higher degree of scrutiny from family and friends and the older partner should welcome that scrutiny. If the older partner is defensive about this scrutiny, that’s a red flag. Also: you should google “Dan Savage” and “campsite rule.”


Read the rest of this week's column here! And this week on the Lovecast: A bisexual woman took the plunge and came out to her conservative Catholic mother. Although her mother didn’t completely melt down, she has a ways to go before she reaches acceptance. What will it take to move her mother into the light?

Our guest this week is Intimacy Coordinator Yehuda Duenyas. He and Dan talk about what an Intimacy Coordinator does, and whether they should be required on a movie set. How a director’s prompt can sometimes be as vague as “They Have Sex” and it’s up to the IC to flesh out how that should look to the audience. How portraying scenes of abuse can be wrenching for sensitive male actors. And of course, Dan has Yehuda answer a couple of sex questions too. A little of this conversation is on the Micro and the whole thing is on the Magnum.

Finally, is it possible for a man to both come and pee at the same time
 in his girlfriend’s mouth? Sadly, this is not a theoretical question. LISTEN HERE!