I am a small guy, 5'6", 145lbs, regularly run and workout so i'm in very good shape. I have had all the hair removed from my torso and am told I have the body of a teen, lol. Met up with my BFF at a local Pub today for a drink on the patio. She is super cute, and knows all my dirty little secrets. I had my super cute, and very small, Nike size 6 women's shorts on; she smiled as I walked up, and without hesitation said "dude, those shorts are fucking sexy on you!" What a turn on to hear, especially from a super cute girl. The patio was packed as it was a sunny Friday afternoon, and it was such a rush to walk in and past all the tables full of people while I could see her staring at me This is a pic of a new pair of shorts I just got, haven't actually worn them out yet...
Great pair of shorts, I have some very similar in a thin material with the scrunch butt I have worn to the gym with a loose fitting crop top and received a lot of looks and comments mostly complimentary.
The look is great on you. I'm either a bit of a prude or more shy than you, so I go with shorts that are equally tight, but long in the legs. Same goes for swimwear. I wear a Speedo racing suit that goes almost to the knees, but the material is to tight and stretchy that it's basically painted on. It creates the illusion of respectability because it doesn't show any more skin than loose board shorts would, but it leaves nothing to the imagination about what's inside those shorts. Running outdoors in my super-tight and stretchy long shorts is my favorite. Unlike in a gym, no one would think I'm trying to get noticed, but I definitely see women, particularly those walking in groups, checking out my crotch as I run toward them. I guess the real true-confession part of this is that I'm small to begin with and shrivel down to almost nothing during and after a run, and I'll wear a shirt that's not much longer than waist-length, so there's no way to hide that I have a tiny penis bulge. I've glanced back after passing people sometimes, and women in groups are most likely to turn to check out the backside after I've passed them.