People who get to know me as more than a casual acquaintance will eventually meet Ron. During the first eight years or so of our relationship, I introduced him as "my Boy Ron." He's twenty-eight now, and the Boy part is so intrinsic that I no longer mention the title.
I met Ron when he was nineteen in a bar frequented by working boys in Washington, D.C. Attractive, bordering on cute, definitively masculine, with a great body that never seen a gym, he was perfect. When we met, Ron was one of the millions of guys who don't consider themselves gay or even bi but will, when the need arises, rent their bodies out. I do not analyze, nor do I judge.
Paying guys for sex wasn't something I needed to do or did often. What I wanted that afternoon, though, was a D/s session with great head from a hot guy provided precisely as I liked it with no reciprocation required. I could not have enjoyed my time with Ron more. Although his tight, obviously virginal little asshole was off limits, his willingness and capacity to endure several hours of intense obedience, positional, mouth and throat, and cum control training more than compensated for that limitation.
When we arrived at my home, I led Ron to my den, where I had him kick off his sneakers and assume the standard all-fours position before an oversized, comfortable dark brown leather chair I liked to sit in during the beginning of a training session with a new boy. I, too, removed my shoes and, when Ron was in position, sat before him wearing my jeans and a t-shirt.
The first thing I did was have the nineteen-year-old, five-foot-nine-inch, 165 lb., blond, blue-eyed straight boy crouching before me lift his face so he could look up into my eyes while following my directions, he obediently stripped himself naked.
I told Ron to keep his eyes on mine while he lifted his hands off the floor and removed his t-shirt. He followed instructions perfectly, even holding the shirt until I told him where to toss it.
That accomplished, I said he was to remain on all fours with at least one palm or the fingertips of one hand on the floor while he removed his jeans and socks, but to do so quickly. I tried not to smile as I watched him struggle with opening his belt and the button on his jeans, but eventually, he accomplished that task.
I knew he was going to be a sight, but looking down at Ron before me on all fours, his blond hair hanging almost to his blue eyes looking up at me naked except for the skin-tight tightie-whitie JOCKEY briefs stretched like a second skin over his magnificent young butt was glorious.
"Ron, I want you to arch your back very, very tightly and shove your pretty ass way up in the air for me. Do you understand?" I instructed, looking straight into his eyes.
"Yes," Was all he said, but that was fine for now because his spine was already bowing.
"Good boy, but I think we both know you can lift your ass higher. Get it up in the air for me," I commanded, leaving no doubt that my words were a command.
He instantly complied.
"Excellent! I knew you could do it." I rewarded him with a big smile.
"Now, remain on your left hand, reach back, grab the waistband of those snowy white briefs...why do I think your mother washed them for you... and peel it slowly...slowly Ron... down over your buttcheek. When it's hooked under the cheek, put your hand back on the floor, reach back with your right hand, and peel your briefs down over your left cheek. I want that pretty ass naked and back up in the air where it belongs.
With Ron's accordioned briefs stretching across his thighs just below his butt, cuddling his ballsack, his chin resting on the soft front leather edge of my seat, and his nose and eyes mere inches from my denim-covered crotch, I began his positional training. Now back arched and ass up, it was easy to encourage him to spread his feet, knees, and hands equally wide, just a bit beyond the width of his shoulder tips.
I had Ron lift his chin from the chair seat and push himself onto fully extended arms so I could rise and remove my jeans. Standing with my eight-and-a-half-inch cut and thick dick arcing over his upturned face, I couldn't keep myself from cockslapping him a couple times before ordering him to open his mouth and lay his tongue out over his lower lip.
Ron had sucked cock before. I could tell that. What he had never done was give head to a man who demanded that his cock be sucked properly and the way he wanted it sucked. He spent that afternoon on all fours coughing, gagging, panting, and drooling with his fine young ass up in the air catching up on a lot of missed lessons. What he never did was complain.
At one point, after I came for the second time and I, not Ron, needed a break, I had him under total stress with his back as tightly arched as he could get it up on his fingertips with his head high, his mouth wide open, and his cum covered tongue stuck way out. I got up and told him not to move a muscle until I returned. Then I walked away. It sounded as if I left the room. I stood in the doorway to the hall, watching for almost five minutes as Ron remained locked in position without even his tongue moving.