Credit: Joe Newton

Q: I’m a fan from Italy, so please excuse my English. I’ve been in a hetero relationship with my boyfriend for seven years, we’re both around 30, and we love each other and blah blah blah. Sex is very good but quite standard since we have no particular kinks or fetishes. I always reach orgasm before penetration, but only with fingering. It turns me on when he goes down on me, but it doesn’t “do the trick.” After I come, I feel something is missing if we don’t have penetrative sex that ends with him coming inside me. But because that part isn’t a lot of fun for me—being penetrated doesn’t make me come, and I’m being penetrated after I come—I usually urge him to come quickly, which is a bit frustrating for him. Is it weird that I need this kind of “closure” to sex? Is it weird that I want him coming inside me under these conditions? Where does this need come from? I’m sure you’ll have a great answer! —Weird Orgasmic Needs Defy Easy Rationales

A: You’re in a better position to judge where this need of yours comes from—and you’re most likely in the missionary position (not that there’s anything wrong with that!)—but if I were to hazard a guess . . .

Sex meets our physical need for touch, for pleasure, and for release, WONDER, but it also meets emotional needs. And sometimes what a sex act and/or an eroticized act symbolizes is just as or more important than how it feels. It means something to you—something important—when your boyfriend comes inside you during PIV intercourse. And since your boyfriend comes inside you after you’ve already come—usually after you’ve asked him to hurry things along—it’s not about your pleasure in that moment. It’s not about how it feels, WONDER, it’s about what it means. Your physical needs have already been satisfied; your boyfriend got you off with his fingers. But sex doesn’t feel real and complete for you until your boyfriend comes inside you. In the moment—in those moments—it’s more about what’s going on between your ears, i.e., more of what sex means than how it feels.

Seeing as you read my column, WONDER, you must know (I hope you know) that two or more people can have a satisfying and meaningful sexual encounter that leaves them feeling connected and satisfied without anyone being penetrated during PIV or PIT or PIB and without anyone coming inside anyone else. Indeed, a person can have a meaningful sexual encounter that leaves them feeling satisfied without coming at all.

But if you want to shake things up with the boyfriend—if you occasionally wanna give your boyfriend a chance to enjoy fucking you without being hurried along—you could always wait to come until after he does. Now, you’re a grown-ass, sexually active, 30-year-old-or-thereabouts citizen of the European Union, WONDER, and I’m guessing this may have already occurred to you. But I’m going to toss it out there just in case: Let your boyfriend go down on you until you’re completely turned on, then let him take his time fucking you until he comes, and then—and only then—let him finger you until you come.

Q: I’m a 60-year-old gay man with a 35-year-old straight male friend—and no, this letter is not going where you think it’s going. We have become best friends without benefits. We have a lot of common interests, and we enjoy doing things together on the weekend. I’ve never gotten any indication that he has any sexual interest in me and I’m not going to ruin our friendship by making sexual advances to him. Last year I went through a very difficult time personally, involving an illness and multiple deaths in my family.  He was there for me completely—really, above and beyond anything I could have expected. I would like to get him a gift to express my gratitude for his support and I can afford to be extravagant. The problem is, I don’t want to get him something extravagant if there’s a risk my generosity might be interpreted as a come-on. Our friendship works because we respect each other’s boundaries, and I don’t want him thinking I’ve suddenly tried to cross one. So, here is my question: What does a 60-year-old gay man give a straight man half his age that will convey appreciation for his support during a difficult time in my life but will not convey a desire for sex? Or is there such a gift? —Fully Recovered And Thankful

A: It’s easier for me to rule things out than it is for me to rule things in, FRAT, seeing as that, save for his age and straightness, I know next to nothing about your friend. I mean, you already know not to get your straight friend a pricey leather sling or a shiny latex gimp suit, right? You don’t need me to tell you that, do you?

So, besides pussy, what does your straight friend like? Does he like football? Get him a pair of tickets to see the team he crushes on hardest and encourage him to take a friend (or a date) that shares his passion for that kind of straight bullshit. Does he like video games? Get him one of those giant TVs straight gamer boys like to play games on. Does he like going places and is he fully vaccinated? Get him airline vouchers and give him enough cash to cover a nice hotel and food and tell him to go have a great fully vaccinated vacation on you. Or maybe there’s something he needs rather than wants—kind of like you needed emotional and logistical support during your illness and family tragedies? If he needs his credit cards paid down, pay ’em down. If he needs his car paid off, pay it off.

And if you’re worried that he might misinterpret your generosity as a come-on or as a precedent (that lavish gifts will keep coming) or as a burden (that you expect lavish gifts in return), address all those possible misinterpretations in the card: “You were such a generous and giving friend during an extremely difficult time in my life and I wanted to do something special for you—just this once—to thank you. I hope we will always be friends.”

Finally, FRAT, there’s also the option of giving him something reasonable—maybe tickets to a football game counts—and then writing that straight boy into your will. He definitely won’t think you’re trying to get into his pants after you’re dead.


Hey, everybody: Fuck Alito and fuck Thomas and fuck Roberts and fuck Kavanaugh and fuck Gorsuch and fuck Barrett. Fuck anyone who would force a woman to give birth against her will. But while SCOTUS may be able to reverse Roe v. Wade and allow Republican-controlled state legislatures to ban abortion in most of the United States, we don’t have to return to the days when women who needed abortions—and trans and nonbinary folks who needed abortions—couldn’t get them safely. Abortion pills (Mifepristone and Misoprostol) are safe and effective, they can be safely self-administered, and they can be purchased online for around $100. For more information, go to shareabortionpill.info. Stock up so you have them on hand if you or your friends or your family members or your coworkers or your neighbors ever need them.

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