Chapter 17 - Thinking of Ryan
I jacked off one morning recently - just as I was waking up. It was still dark, and my wife was sleeping in the other bedroom since I had been up hacking all night with a bad cough. As I was waking up, I was fantasizing that I slept in the same bed with the teenage son - Ryan, of the people we had stayed with the week-end before. He is a cute freckled redhead, and at that age where we KNOW he's into jacking off all the time (as we all did at that age).
In my fantasy, I imagined that he and I somehow got into a pillow-talk discussion of how often he masturbated. He said he jacked off every day. I asked him if anyone had ever jacked him off, and he confided that he and his brother traded handjobs all the time, ever since they were preteens. He asked me if men my age still masturbated. I feigned hesitation, since I was old enough to be his father, then finally told him that I still did. I imagined that he asked if the two of us could jack each other off right there in bed together.
I started feeling myself up, imagining it was my hand exploring beneath Ryan's "tidy-white" cotton underpants. I fondled myself to an erection underneath the covers. Then I pulled the covers aside, slipped my underpants off, and put the crotch over my nose to inhale the nice musky male scent. I slipped a moistened finger up my asshole, and slowly masturbated - fantasizing that I was now stroking this young teen, with my finger up his anus and his underpants on my face.
As I started approaching orgasm and was about to shoot, I stopped pumping and pinched my cock mid-way up to stop the pulsations. I could still feel my penis pulsate below where I pinched. When I released my fingers, a huge glob of sperm oozed out. I scooped it up and put it on my tongue....as if it were the boy's freshly ejaculated semen. Then a second spurt of cum oozed out, and I put that on my tongue too and swirled it around to enjoy the taste the fresh sperm.
Then I got out of bed, slipped into the bathroom, turned on the light, and looked in the mirror at the deposit of semen on my outstretched tongue. I swirled it around again in my mouth, then swallowed it. Then I returned to bed, and resumed masturbating spread eagle and naked, imagining it was now Ryan's hand jacking off my adult penis. I soon let my "real" orgasm take over, with the rest of my cumload now spurted up and down my pumping hand (thank God my wife didn't decide to come in just then). Then I licked all the cum off my hand. Hell of a way to wake up - don't you think?
Do you have solitary jackoff sessions like that where you fantasize about having sex with some girl, guy, kid, friend you know or have just met? I've even done that while fucking my wife - imagining it's the neighbor next door, or my sister in law, or a friend of my daughter who I imagined has hit on me (remember the movie "American Beauty"?). If you're like me, I'm very good at entertaining myself thru fantasy sex.....have been since age 12, and before.