Fun in the winter
I have often talked about how I enjoy having my penis in the “up” position inside a snug-fitting swim brief and that doing so makes me feel instantly horny. I associate feeling horny with dripping precum. And the “danger” in getting too carried away doing this is that enough precum will form to leave a wet stain on the brief, right at the tip of the upward-pointing penis. This is way fun, but could be embarrassing, and if this happens to a guy at a pool, he probably dives into the water quickly.
Jock straps are always fun as well, and my fondness for the old-school straps with the flat cups that create a confined space penis have always been favorites of mine. I am no fan of those big banana cups where a guy’s flaccid penis simply bounces around inside open space. They may be useful if a guy simply does not want to think about his penis pressing against the cup sides, but that to me seems to defeat a major purpose of being in a cupped strap—instant horniness.
Traditionally I thought that the only way a guy could wear one of the ond school cupped straps is in the penis down position. But I got to messing around, and that is not exactly true. Generally I like to wear a brief of some sort under the old-school cupped strap and then put the cup on over the strap.
In the old days, many guys wearing cupped straps as required for sport did not like the idea of being completely butt-naked otherwise. Obviously the gear for the sport they were playing would go over the strap. Tighty whiteys (brief cotton underwear) were all the rage back then so a guy would put the strap on over a pair of tighty whiteys.
What you will need is a pair of briefs (I used a pair of undersized tighty whiteys, but a swim brief will work too) that fits snug enough to allow you to position yourself in the vertical position, with the sensitive underside of your penis facing outward. Once you get yourself in that position Then slip your old school strap and cup over. The neat part about this is that the cup will press firmly against that sensitive underside of your penis and your penis will feel quite “constrained” by the sensation. Instant horniness!
The really neat part of this is that you will start to feel that you are dripping right into the top of the cup where the tip of your penis is positioned. You can’t directly touch your penis even though you are feeling aroused but that is part of the fun.
Instead, I pulled on a pair of Tesla running tights over, which secures the cup in place with additional pressure on the underside of my penis from the cup being further confined by the tights. By now I am feeling really good down there. Dripping and horny in combination.
It’s cold here now, and I am wearing sweat gear over everything. Navy blue sweat pants and a snug matching navy blue sweatshirt. Nice and warm for my winter workout. And my body is thoroughly enjoying the predicament I have put it in. Periodically I tap or press on the cup through the sweatpants. I can stay in this situation all day long, and I probably will!
Have fun! I always do.
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