I have recently dipped my toe back into the dating pond. I say dip rather than jump in head first. It’s nice to date but I don’t let it define who I am, and to be honest I don’t mind being singlet for the most part. I think it gets a bad wrap sometimes. And, I am not one of those people who has to constantly be with someone. I can be more of a loner and don’t mind quiet times at home.

A few weeks ago I had a first date. I always pick out underwear for the date. Because there is always a chance it maybe seen one way or another. Yes, I have gone on a first date and ended up spending the night. Hell, that’s how an ex and got started. But back to underwear. I try to wear something sexy but not over the top. Can’t scare them off at the beginning. Or at least if you don’t know how they feel about underwear.

This date I decided to wear something with a great pouch and of course made me feel great. I chose the Cocksox Sports brief. Mainly because it has a waistband. I didn’t think he would be able to see it over my pants but you never know. Second, the pouch is one of my favorites and it just makes me feel sexy.

Other times I have gone full on sexy and worn skimpy bikinis, sheer undies, jocks and more. It depends on my level of nervousness before the date. The more nervous I am the more likely it is I will wear a sexy pair on the first date. It’s one less thing to worry about. I know it will fit me and not give me any issues.

One rule I have about dates is no new underwear. Meaning no new brands or styles on a first date. I only go with tried and true undies. There is nothing worse than being distracted by the undies.Plus when they find out I run and underwear blog and are wearing annoying undies I do tend to lose some street cred on undies.

What is your philosophy about first date undies?  Oh as for my date, it turned out to be a one and done. Well on to the next date!


Tim is the founder and editor of Underwear News Briefs. He has been an avid underwear fan since the age of 14! He founded UNB in 2008 and has continued to broaden his underwear love over the years

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