De-Creepify This Old Man

I am in my mid-thirties (man, that feels good to type) and lets just say I have been in better shape, like not pear shaped (which is what I am now). After years of inactivity I have been going to the pool a couple times a week in an attempt to at least keep from getting even fat-assier. So I am in the locker room and I see this dumpy older guy in Calvin Klein underwear looking like a total creep. You know the type, wearing underwear that looks just normal if you are young and/or at least sort of in shape, but makes you look like “the guy in denial about how he looks” if you are neither. And then I realize its me in the mirror. I am the creepy older guy (it should be noted that there are guys up into their 50’s who are in shape enough that they will never look creepy, and I hate those guys). I should clarify that I am not talking International Male thongs or something, just Calvin Klein trunks, but you get the point.

So what to do? In the sliding scale of important life issues, this is obviously near the bottom, but I bet I am not the only one in this situation. What underwear do you switch to when you get too fat for trunks or briefs?

To keep the responses about how shallow this is to a dull roar; this is mostly about realizing I am becoming “one of those creepy old guys”, tongue firmly planted in cheek.

Boxers. No matter how old, or in-shape or not, boxers are good.

And if you buy them a couple sizes too big, you can pull 'em up to cover your love handles.

If you’re not a fan of boxers (like me), I’d recommend boxer-briefs. But more importantly, make sure you’ve got the right size.

Actually, I’d recommend not worrying about it. I’m in my near-fourties, and still not willing to be bothered by what I look like in the locker room at the Y. I’m not there to cruise or be cruised, and all my dangly bits are safely contained.

I have to say, mid-thirties is definitely not too late to get in good enough shape to feel confident in your drawers. :smiley:

Keep hitting the gym, throw in some veggies, switch to diet, and you’ll be good to go. (Ok, it’s not quuuuite that easy, but you know what I’m saying.)

Ok, now this is funny and begging for an Austin Powers script to be written around it.

And this just made it creepy.

Otherwise, what Indygrrl said. At least you’ve noticed in time to do something about it. Couple more years and your eyeses will be too bad to notice a problem. And you’ll end up looking like me!

Since when was mid thirties “creepy and old”? :dubious:
I vote for silk boxers. They come in way cooler patterns than most briefs, and when I had a guy in my life I liked to wear them too.
Or you could go commando. Hoo RAH!

I stopped wearing underwear about three years ago, for no discernible reason. Oh, I’m 37. And fat. And I should go back to the gym.

Red vinyl g-string, definitely. Yeah, baby, yeah!

Oh, or boxers.

Silk boxers? Oh no. Any guy can tell you that in about two steps you’ll be wearing them as a very uncomfortable tube top that also happens to be coming out of your ass. I don’t think I’ve ever worn underwear as uncomfortable as silk boxers.
I vote for boxer briefs if you like the security of regular briefs.

Well, not any guy. I find them extremely comfortable. And slippery. I vote for silk boxers if you want your pants to be skid mark protected but still want the commando feeling.