I was caught by a stranger in a wooded area... when she stumbled across me...she just looked at us both smiled and said oops sorry and just walked off... It has left me wanting to be caught again
As someone who has done several jockstrap photo shoots in wooded areas, mostly for Fall foliage, I'm scared to death of being seen. Not because I'm scared of someone seeing me in a jockstrap, because eventually the photos are for sharing anyway, but because I'm afraid of that one person who would attempt to report me for indecent exposure, or even possibly be a cop finding fault with what i'm doing.
My suggestion to you would be to make sure your outdoor activity is not in a place subject to be visited by children. Adults who would catch you & feel it's an area where kids may play, walk or whatever, would be most likely to blow the whistle. That's usually the big concern.
While i would caution you about your desire to be caught again, I certainly do understand the thrill. If I thought I could be caught by folks who would want to stay & watch & not narc, I would love modeling jockstraps outdoors with an audience. Heck, it might even help me produce erections which would improve the photo shoot. Or they could even help me out by looking through the viewfinder to ensure both my head and my pouched balls are in the shot, which is a pain in the ass to do while working solo.
Saturday I went to a wooded area with a trail to do a shoot in the snow. Since the trail was in no condition for biking & poor condition for hiking, i figured I'd have the place to myself, especially once I got far from the parking area. The only thing I was cautious about were spots where I could be seen from the parkway by passengers on the near side. Regardless, both before & after I've hit REC, I always take a good 360 degree look before dropping my sweatpants......