I have found that wearing compressing garments makes me have what seems like extra large erections and powerful orgasms. Those sports compression shorts is where I learned this. But I've been experimenting with womens girdles and shaper garments more. I bought a shaper panty in a store when I was out of town so nobody I knew would see me. It looks too small and is hard to get on, but once it is on it is comfortable and puts nice pressure all around. It goes down to about mid thigh and up almost to my ribs. Maybe the pressure forces more blood into my genitals? I put it on and then found the right spot to cut an opening for my cock and balls to come out. They immediately got very happy!
So then I was going to go for a bike ride and put on some black bike shorts. Wow, the sensation of my cock between two layers of tight fabric was great. I got on my bike and rode off. My erection went down after a few minutes and I was just enjoying the ride. I stopped in a park and struck up a conversation with a woman there about where the trail was, the nearby pool, etc. She was rather average looking, but I find that attractive. I could see grey roots in her black hair, but she looked in her late 30's maybe. A red shirt and nice smallish boobs. I noticed as we talked, one of her nipples started to stand out through her bra and shirt. I was a little nervous talking to her, don't know if she was checking out my shorts or not. I got ready to ride off and it was like she wanted to talk more, but I left. I should have stayed to see if there was more going on there.
I rode several miles on the trail and saw only a few people. I had on a T-shirt that was long enough to cover my groin area. I touched around down there a few times and got hard fast. I turned around at the end of the trail and started back and tried rubbing a little more. My cock got huge and was standing straight up to my navel between the two layers of tight fabric. I pulled up my T-shirt and saw it with the head clearly defined under the tight shorts. That got me even more turned on. I was rubbing it through my shorts with the back of my fingers and realized that I really could come like this, while riding my bike! I knew I could run into another person at any time and could just pull my hand back and my t-shirt would cover it up. I tried lifting weight off my but with my legs or letting it full down on the seat which seemed to push my prostate. Finally I just kept rubbing and groaned while I came and came in my shorts, riding right down the trail. I could feel the wetness coming through the shorts. When I stopped coming I took my hand away and just pedalled along a bit. I could feel the come running down to my crotch. I thought it would be messy but it really wasn't. I did get a big wet spot on my t-shirt where it touched the shorts in the front.
I will continue experimenting with the compressing garments and maybe try the bike ride come again!