I’m a Sex Worker. I Had a Client So Good in Bed That I Want to Do Something Unprofessional.

How to Do It Aug 15, 202612:00 PM Photo illustration by Slate. Photo by Getty Images Plus. Our advice columnists have heard it all over the years—so we’re diving into the How to Do It archives to share classic letters with our readers. Have a question? Send it to Stoya and Rich here. (It’s anonymous!) Dear How to Do It, I am a 30-something transguy who does in-person sex work. I’ve been at it for 11 months, and I’ve had about a dozen clients. Some repeats. It’s been lucrative, but a little meh, as all the dudes have either never been with a transguy or they’re slam-it-out kinda guys. Neither has been very fun. Then a month ago I met a guy I’m going to call the Client. The encounter started off scary. He requested that I wear tighty-whities and told me to strip down the second I entered his