Cumming in My Pants

I know a lot of guys who write stories on this site like to get naked when they jack off, but for me doing it with my clothes on is the hottest. When I was young and living at home I often had to beat off fast, so I got used to unzipping and pushing my bone over the top of my jockeys and jerking hard and fast till I came into a tissue.

Later in college I got into jacking naked in bed and I loved flipping over at the last minute and coming on the sheets, feeling the pressure of the jizz pulsing out of my cock while it was squeezed between my belly and the bed.

It wasn't until much later, in my 20s, that I creamed my pants for the first time. I was sitting out on my deck on a really hot day, drinking a soda. I put the cold bottle between my legs and immediately got a buzz from it. I started rubbing my balls through my loose khaki shorts and cotton boxers and pretty soon I was hard as a rock. I wanted to take it out right there but was afraid of the neighbours catching me.

But I couldn't stop playing with myself. It felt so damn good and I was so excited at the thought of getting caught. Suddenly I realized that I was on the edge and thought I'd better get back in the house fast to finish myself off. But when I stood up and put my hand over the bulge my boner was making in my shorts, that feeling of having my cock squeezed up against my stomach by the soft cotton of my underwear took me right over the edge. I almost doubled over with the intensity of the rush and pushed my cock harder and harder against me as the cum pulsed out. I must have shot five or six big strong spurts and as I looked down I saw that my cum had soaked right through my pants. I finally got inside and pushed my fist down inside the waistband of my boxers and rubbing my cock and my cum all over myself. I flopped down onto the couch and continued rubbing the mess in my pants, loving the warm jizz staining my shorts.

Later that night I masturbated again. I pulled my cum stained underwear out of the laundry and wrapped it around my naked cock and balls, rubbing it down along my crotch until I knew I couldn't hold back any longer and I covered my boxers with cum again, and used them to wipe up.

Since then I've masturbated with my pants on many times. I love looking at the outline of my hard cock in a pair of khakis the best. So all you naked guys out there masturbating along with me tonight, grab your shorts off the floor, put 'em back on and rub your bone till it blows.

Tonight's session has left little drops of pre cum all over the inside of my sweatpants. Every time my dick brushes against one of those wet spots I shiver. I love masturbating like this, but I gotta go now cause I'm ready to come. Shoot those shorts, boys!