Pillow Pounding Pleasure

In my early to mid-20s I had a very vigorous sex life and I include my compulsive masturbation activities as part of that life as I’ve always thought a good jackoff can rate right up there with the various forms of intercourse. I had regular horny girlfriends and I got a lot of fucks from women in the offices and industries I worked in - I was a very lucky guy sexually. I absolutely adored masturbating, and almost always started and ended each day with a hot jerkoff session. Then I somewhat accidentally raised the stakes!

I came home to my apartment one night, quite buzzed on beer and marijuana. I undressed and got into bed, having chubbed my cock good on the long bus ride home. I commenced a slow stroke, which soon brought my meat to full erection. I kind of shifted sideways in my bed to get a bit more comfortable and wound up pressing my groin against one of my pillows that had slid down the bed a bit. It felt really good and I got my cock between the pillowcase and pillow and began a rhythmic humping motion. I managed to keep up the dry hump for a long time and feverishly thrust away, stopping myself from cumming several times.

I started to lose control as precum slicked my cock and the pillow. I provided extra lube by periodically spitting onto the pillow where my cock was frictioning back and forth. A warm, moist indentation formed in the pillow and my penis and balls were virtually enveloped in it as I pounded frantically away. I put the pillow flat on the bed and “mounted” it from above. My “fuck pace” increased and I reached down to cup the pillow’s “ass” as I went for my nut. My perineum began a familiar throbbing, I humped harder, and I came like a horse.

I grunted and groaned in ecstasy as my cock and balls pumped out a load for the ages, seeming to last forever, which soon soaked into the pillow. I passed out and when I woke in the morning, there was a big, crusty patch of dried cum on the pillow and pillowcase. I decided to go for another cum before I got ready for work, and worked some saliva into the indentation in the pillow. I could smell my cum wafting up as the pillow pussy wetted up and I was soon happily humping away, cumming really long and hard before hitting the shower.

I had a new way to bust my nuts and it became one of my go-to whack off methods. The indentation was increasingly worked into the pillow’s mass and I would hump that thing repeatedly and for hours on weekends, especially when it was raining too hard to go out. I almost got busted, though, when I brought a softball teammate home one night for a fuck. As we came through the apartment door, I remembered the pillow was sprawled sluttily on my bed from the morning’s masturbation session. Luckily the teammate asked to use my bathroom to put in her diaphragm and I was able to stash the pillow under my mattress.