I’m a straight guy with conventional tastes in women. But when I accidentally ended up at a bar with drag queens I found myself turned on by this drag queen in a G-string that came over and shook her tits in my face. Ever since then I’ve had fantasies about male-to-female transsexuals who still have … Read More »

I am a 17-year-old straight girl with a boy problem—and as such I am fairly sure it won’t be terribly interesting to read, and will thus avoid publication. I’ve known this boy for three years. A year ago, he asked me out but wanted me to keep the whole thing secret. We had the prototypical … Read More »

My 18-year-old sister met a creepy old man (COM) at a dorm party at my sister’s college. He proposed to her on their first date. Our parents were suspicious because of the large age difference—COM is older than they are. My sister also told COM that our family is well-off. So our parents hired a … Read More »

I am a 26-year-old lesbian in a relationship with a 21-year-old. We’ve been together for five years. She is a brilliant student with a bright future. I love her, but I feel that we need to part. I am worried about how she would get along financially without me. While I don’t totally support her, … Read More »

I’m a 22-year-old gay male. I’m thin and “traditionally” good-looking. The problem? I like bears. Big, hairy men with beards. I live in New York, and this city is full of cute, skinny, boyish guys, but there are some places to meet bears. The thing is, I don’t really fit in, and I’ve been told … Read More »

I am a 26-year-old female, and I’ve been with my boyfriend for almost five years. Our relationship is pretty good, for the most part, but I’m having a few reservations. I don’t really know how to broach this subject, because I feel like I’m just being a bratty little princess. But here it goes: I … Read More »

Every time I watch ESPN or Spike TV I see these commercials for Enzyte “natural male enhancement.” Does that shit actually work? Not that I’m small or anything, but I’m a divorced, middle-aged, chain-smoking, overweight single guy that lives in a trailer park. The only things I’ve got going are a steady job and a … Read More »

I’m a man in my early 30s and I’ve never been in a serious relationship. I started seeing a therapist to “get to the bottom” of my relationship problems and her opinion is that they may stem from an incident that happened years ago. I was raised by a single mom. When I was about … Read More »

I am a straight, monogamous man with normal sexual predilections. I don’t need to find someone to pee on me, paddle my butt, tell me about fucking other men, or anything else too weird. So why am I writing to you? First, I wanted to thank you for printing all the letters from the perverts. … Read More »

I generally don’t agree with the advice you give, but I need help and I can’t talk to my friends. About two months ago I broke off a relationship with a guy I had been seeing for about seven years. I am only 24 years old and I needed to explore other fish in the … Read More »