Masturbating while doing a handstand or headstand

 

When I was younger I could do a little acrobatics and always found it sexy to watch and sexy to do. Sometimes I would do a headstand in a tight bathing suit or thong. Then I would take it off so I was naked and I would put my cock between my thighs and get up into the headstand. While doing the headstand I would stretch my thighs to rub against my cock. The pressure of my straining against my cock and stretching my body would bring me to a strong orgasm pretty quickly. I would then feel the cum falling and landing on my back or my tummy. It felt really great, not only an orgasm but a sense of achievement doing it. Another version of this was to do a handstand with my feet against the wall. Same thing, starting in a bathing suit or thong, then getting naked and using the pressure of stretching my body and straining my thighs against my cock to make me cum. And I enjoyed the cum dripping down on me. You could say this was a very novel form of handsfree cumming.

Author:n/a | Category: Masturbation Male Techniques

I've done the acrobatic thing when I was younger. Circus girls were my first turn-on, their tight bodies and skimpy outfits got me hard before I knew what getting hard was. As a teen I set up a home-made trapeze suspended from the basement ceiling. I bought a pair of Bravos lycra bikini underwear from a local store (which was a trip in itself), and couldn't wait to get them home. Once alone I put them on. The tight lycra spandex was incredible. The high leg cut was radical. I got rock hard in seconds. The I would try hinging from the trapeze by my knees. I would masturbate and cum on the floor below. Later I go some 2" nylon web strap material and made a pair of loops that fit around my ankles, and hung them from the basement ceiling. I would do a handstand and slip my ankles into the loops and hang upside down. I always wore some kind of tight bikini or thong. I would get so turned on that way. I would slowly spin, arch my back, jerk and cum while spinning. Really a wild ride. I no longer do such risky things, but still have fantasies about watching or being in a circus act, performing turned on, flying and cumming. I also experimented with making various kinds of harnesses that I could hang in. There's something about hanging suspended, swinging or spinning, that increases the intensity of an orgasm. I always wanted to try one of those bungee rides, but I doubt they'd want a guy jerking off on it. Though I'd pay extra to cum while flying 100 feet in the air.

My first wet dream was about hanging on a rope tied high up in a tree over a lake shore. In the dream I was wearing a super tight bikini, the rope was tight in my crotch, and I had an orgasm swinging over the water. Never got to try it in real life though.

Nice story! I was never acrobatic, never learned to do handstands or able to stand on my head. But at one point, I had a set of gravity inversion boots and a bar to hang from. Several times I jacked off while hanging upside down, letting my cum drip down my belly and onto my face.