CategoryAdvice

What a Girl Wants is Just What a Girl Needs

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Hi Walter, I hope you have the time to answer this because I’m completely lost. My first real relationship was with a woman about 2 years ago. I loved her and later she told me that she, “had love for me and was never in love with me.” I know this all too well. I’ve heard it from every man I’ve ever loved and now the woman I loved. I’m still trying to put back...

Didn’t We Almost Have it All

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Dear Walter, I finally found the one. We dated for a couple of years until he died on me. I was beyond devastated. How do you bounce back when then you’re supposed to be with dies on you?  -Deeply Devastated Dear Deeply Devastated: I’m sorry this happened to you. I too experienced a similar thing. My first boyfriend died when I was 22. And the ghost of that relationship haunted me until 30.  At...

He Only Comes Just Before Sunrise

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Dear Walter,  I desperately need your help. I’m falling for this guy. He is so masculine and handsome and everything I want in a man. But he’s DL, has a girlfriend/baby mother, and he only wants to see me at night. Something tells me this isn’t going anywhere but I can’t help but hold out hope. What shall I do?  -Down-low Lover  Dear Down-low Lover, Looks like stupid Cupid called again, but he...

Flying too Close to the Sun

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Hi Walter,  I just came out a few months ago. I heard stories of sexual experiences being life-changing. My men were mostly mediocre. Maybe it’s me but so far it’s been boring. As a bottom I feel like after the top cums that’s it. And it’s over. I sit there disappointed. There has to be more to life than this. Have you ever had a sexual experience that was exciting or life-changing? —Just Bending...

Thief of Hearts 

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Dear Walter, I am a 25-year-old lesbian who desperately needs your help. I just broke up with my girlfriend. She has been mad disrespectful lately. I broke up with her because I got sick and tired of the way she’s been treating me. And she had the nerve to cheat on me. It was then I decided, enough was enough.  A week later, my place was robbed. They stole my TV, phone, and clothes. I have a...

What It’s Really Like to Have a Threesome

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Dear Walter,  I’m a thirty-something gay man living in New York City. Lately, I have been experimenting with my sexuality. I never had a threesome but I really want to try it. What advice would you give me on having my first threesome? —Thirsty for a Threesome Dear Thirsty for a Threesome, Threesomes are awkward. Imagine being bent over while hungover with all openings stuffed like a turkey well...

The Darkest Blues Are Black

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Dear Walter: I’m new to the online gay dating scene and I’m wondering if you ever encountered a dangerous situation with an app?  I want to meet guys but I’ve heard horror stories online about guys getting raped, robbed, and even murdered.  So my question is have you ever met someone online and something bad happened? And how did you handle it? -Reluctant Online Dater Dear Reluctant Online Dater:...

What Happens When You Pay To Play, and He Doesn’t Show Up?

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Dear Walter,  What do you do when you send money for a guy to come to you? He gets the money but doesn’t show up? -Love Letdown Love Letdown, There is nothing worse than not getting what you paid for. Sounds like you have been set up. And judging from your question it sounds like a late night situation where money was used as the catalyst to get him to come to you — so you’ll cum later. We live...

How to Clean Your Ass Before Anal Sex

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Anal sex is an essential component in for the homosexual experience.  To avoid a shitty situation you need to learn how to clean back there before sex. There is nothing worse than shitting on 600-thread count Egyptian cotton sheet. I wrote about the dark side to douching in, To Douche, Or Not To Douche, That Is The Question. Thankfully, there is an illustrated guide written and designed...

How to Handle Accidentally Sleeping with a Family Member?

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Artwork by Anthony Gonzales  Dear Walter: I want to first start off by saying I love your writing and continue to do you.  Secondly I just want to say that I have a dilemma with something. For starters I am a reformed hoe and I got that way because I think I slept with one of my nephews.  Way-minute, I did not know he was my nephew at the time, because it didn’t...

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