Oh my! If you've been masturbating in your car and have had people stop and stare, then you are a bit more adventurous than you state. Here in the USA, an unscrupulous watcher might right down your car's license plate information and report the incident to the police. It's a risk and I'm sure it's very low, but it is possible. In short, if you're masturbating in your car to be seen, then you're willing to turn up your dares/tasks up a notch.
--You could do what
@dcbrne on the X platform does: change your clothes on the side of roads with light traffic or at rest stops during daylight hours. He often changes from his work clothes as a carpenter/skilled tradesman to his gym attire.
--If you go to the gym, set a challenge to steal another bloke's sweaty and worn underwear or jockstrap while he's showering. I've had many a jockstrap stolen but I'd leave my sweaty jockstrap dangling on the outside corner of the locker just hoping someone would take it. It was a thrill knowing that someone got off on my sweaty jockstrap.
--It's gray sweatpants season now so if you're going to the gym or going out to run some errands, you should be freeballing in your gray sweatpants. Where I live, it hasn't turned cold yet, so I can wear the sweatpants and exercise outside with no shirt. I wear the sweatpants low on my hip so that you can see my pubes. Between that and the dick outline, it's obvious that I'm freeballing but I just pretend I don't notice the stares.
--In movie theatres I sit in the last row. I have a thing about people sitting behind me. Anyway, unless the theatre is packed, I'll sit there with my pants down around my knees. I had a boyfriend and we would both do it. If anyone saw anything, they never made it known to me.
--It used to be far more common when I was younger, but if you "forgot" to zip up and your zipper was down and exposing your underwear...or better yet, lack of underwear...someone would just utter "X-Y-Z". It stood for eXamine Your Zipper...meaning that you should zip up your pants. I always found a reason at a bar, while shopping in a store or just walking down the street not to realize that my pants were unzipped. II usually wear colored underwear or jockstraps, with the color depending on my mood. So, if the pants were unzipped, you could definitely tell and see the bold color. I would feign being surprised and embarrassed but my boyfriend and closest friends knew better.
--When on vacation out of town, I would use the resort/hotel gym or get a day pass at a local gym with showers. I would walk around the locker room naked with no towel at all. Shower and stand by my locker or better yet, under a hot air dryer for the hair and air dry. I'd get looks but that's what I was seeking. If there was a steam room or sauna, I never wore a towel. Guys seemed impressed with what I had to offer and how comfortable I was being naked. I had a handful of "personal encounters" because of that, which made the vacation quite memorable.
--My favorite dare has been the hotel ice bucket refill dare. Some hotels have ice machines located on the hallway. Sometimes, it's on a specific floor. The dare would be to get the ice wear only a white or red Speedo (university colors) or white brief underwear. It wasn't dangerous but if you ran into people you knew they were wondering why you didn't put on shorts or wear the hotel bathrobe and some shoes to go get the ice. Just walking the hotel hallways barefoot in a tight, white Speedo just begged a lot of questions that people wanted to ask but never did. The fact that they were uncomfortable while I wasn't displaying any nudity usually caused me to have to put the bucket in front of my hard-on.
--My boyfriend and I loved unsettling his sister and her husband. They were "good people" just a little restrained with their emotions and overall demeanor. They considered my boyfriend the wild one of the family...and he was. We planned a stunt at a family cookout celebration for his parents. They were nice enough to us but they definitely could use some loosening up. So, that year we planned that my boyfriend would playfully push me fully dressed into the swimming pool. The kicker was that I was going to be wearing a white, unbuttoned shirt and a pair of loose, white linen pants that were rolled up at the ankles. I wasn't going to wear any underwear. Well, the plan happened and I "slipped" and fell into the deep end of the pool. There I was "shocked" then laughing as I was soaked, the clothes clinging to me. Needless to say, wet linen is almost transparent when wet. Everyone saw that I was virtually naked with clothes on! The brother-in-law let me wear his bathrobe and I spent the rest of the afternoon naked in it.
--The easiest dare is to just be naked in your apartment and take every opportunity to be naked in front of a window where someone from the outside can see you. I'd stand in front of the window naked while drinking my morning coffee. Whenever the handyman came by to fix something or check something out, me and my boyfriend always made sure to only be wearing underwear briefs and nothing else. We did the same if we ordered pizza or Chinese food. People must do that a lot because the food delivery drivers NEVER seemed shocked or surprised.
Just some thoughts for you. Keep us updated on your progress.
