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I always wear a jockstrap for workouts and sports. A jock and cup for contact sports. But I never wear condoms.

Oh yeah... there were a lot of home practice mat matches in just jockstraps. We were quick to ditch our singlets back then because they didn't have much stretch, so they dug into your shoulders something awful. The modern spandex ones are way more comfortable (and sexy!) so I think I'd be more...

My dad pointed out that when cotton underwear gets soggy with water or sweat (and this was when EVERYONE wore tighty whities) it's uncomfortable (right!) and gets saggy and doesn't hold things very snugly anymore, and you "don't want things flopping around" It was a gym teacher that explained...

I wrestled from 7th through 12th grade, I loved how the strap lines of my jock were visible through my singlet! (Loved how they were visible through my baseball pants, too.)

The boy third from the right was what made sit ups in PE so damned hot. (And oh, that boy reminds me of... me :) )

Hell yeah. In 7th grade, there were some guys who tried to keep that waistband hidden, but in time, they learned what a losing proposition that is. It's going to ride up, it's going to be visible. :) I'm not so sure! Athletic shorts keep getting shorter and shorter the last few years...

Cool! My dad was a speedo guy too (and that's what he bought me, so I've always worn them.) He didn't wear a jock under it, it was always pretty snug. He wore a regular 3" waistband jock when he ran or worked out. When I saw the swimmer/runner jocks, I asked him what those were for, he said...

Where I grew up, we didn't change for gym until we got to the junior high in 7th grade, and then it was the whole bit. School-sold gym uniform T-shirt and shorts, jockstraps, showers after PE. In 6th grade, we didn't change for gym, but the soccer and basketball teams had to wear jocks. But I...

Snow skiing. A lot of guys were changing in stages to keep themselves covered as long as possible. As Mike described below, briefs came off and jocks went on pretty quick for a lot of boys, often with a T-shirt hanging over everything. Of course, nothing was hidden in the showers! Our junior...

I think they protect well enough, even though they aren't as snug as a jock. You're not hanging low, not hanging out. You're moving around, but not bouncing, and I think unlikely to get twisted up. For the guys who took a while to get used to wearing a jock, wasn't a lot of the discomfort from...

That's a pretty personal question, and not everyone's entitled to an answer to it. People I don't know, or don't know well enough, who shouldn't be asking in the first place, get "whatever's comfortable today" and a look that conveys "why the hell are you asking?" Someone I know, who I trust...

In HS, I started wearing a jock under long underwear. Even as cold as it was on some of those Wisconsin trips, I wound up with uncomfortable soggy sweaty briefs by lunchtime. Hey! That's the whole reason we had jockstraps in the first place! So I did what I was already doing for gym and...

Every time I put it on :)

Never been embarrassed to have my jock visible through my pants, or the waistband showing above my pants or shorts. I remember some guys in 7th grade gym always trying to push their waistband down when it inevitably rode up, but that was never me. Even as the number of guys around me wearing...

I did now and then with friends if we were hanging out and decided to go down to the park and shoot around on the basketball court, or throw/hit a baseball around. They usually wouldn't have any of their own stuff with them, so I'd loan them some of mine. We all did that for each other. In...

Names on jocks was common in my schools... in junior high, most of us wrote it on the outside. Most near the front, but a few on the back. Getting to high school, we found out most of the older guys wrote it on the *inside*. A lot of us started freshman year with the same jock we'd worn in...

I got my first cup and jockstrap at 8 for little league baseball, it was required. At that time, it felt a little strange to wear, because of how exposed my ass was. But I just accepted it as something I had to get used to, just part of playing baseball. It's not like I wasn't wearing sweats...

I don't. I find all the underwear too sexy not to wear any!

White briefs most of the time, a speedo in the pool. I have always worn a jock for sports and workouts. If I wear compression or sliding shorts, it's over my jock.