Series: Training Chris and Mark Chapter Seven
Having eaten cum, endured other indignities, and with their junk now caged, straight hustlers Chris and Mark present themselves for further training
Much had happened since I met my friend Blake for drinks Friday evening at a West L.A. Happy Hour bar that, like most, attracted more men than women. For a little inducement, some of the very attractive straight guys at this bar were known to make themselves available to men.
I had never paid to suck a guy's cock, and I wouldn't do so that night, either. Still, I was interested when Blake introduced me to roommates Chris and Mark. Chris, who I would take home that night, would learn my thoughts on payment. My more long-term interest was in Mark, the obvious Alpha of the two mid-twenties roommates, who I sensed would, with patience and proper training, make an exceptional sub.
Encountering the boys at the beginning of the long Independence Day weekend provided a unique opportunity to cultivate their submissive tendencies during what would become an intense three-day long session.
While training a new straight sub, the first session is the most crucial. Stripping away a masculine straight male's self-image and pride is essential and by far the most challenging and time-intensive stage of his conditioning. This is even more so with alphas.
Slowly and gently, the boy must be encouraged to surrender his secrets. I usually begin with how frequently he masturbates, where he jerks off, how he does it, and his most secret sexual fantasies. It usually doesn't take long before he eagerly tells me every intimate, often humiliating detail of his sexual activity with himself, and if I want, with a girlfriend if he has one, so he understands he has no secrets from me.
I thought about that while chatting with Chris and Mark at the bar before leaving for Blake's condo. There, Chris sat opposite me on a small loveseat with his jeans and boxer briefs around his ankles, his junk displayed. He stroked his cock for my entertainment while I squeezed and tugged on his balls, and I watched Mark across the room, sprawled out naked on the sofa with Blake sucking his long thick dick.
Laying back with his eyes closed, enjoying his cock being serviced, Mark appeared the Alpha everyone took him to be. As I watched the tall, dark-haired muscular twenty-five-year-old luxuriating in Blake servicing his big perfect cock, I knew my initial assessment of Mark was correct. He had the potential to rival my boy Ron as the ultimate sub.
As Chris and I prepared to leave for my place, I couldn't keep myself from stopping beside kneeling Blake, squatting down and gripping Mark's cock tightly around its densely-haired base with my thumb and forefinger like a much too-tight cock ring.
When Mark's eyes opened to see whose fingers had such a tight grip on his dick, he found me squatting at the edge of the sofa, smiling at him.
"I bet you're in Heaven right now, stud," I said while tightening my grip on his shaft a bit more as Blake's lips polished his bulging knob.
"Awwhhffuuck yeah man, he's fantastic," the sex-dazed young Alpha gasped as Blake, looking over at me and reading the message in my eyes, lifted his drooling mouth off his cock exposing its full wet length.
Still smiling at Mark, I held his now throbbing cock straight up in the air, gripping its base punishingly tight, causing all the veins on the long, thick shaft to stand out as its big sculpted head turned deep purple. Then, while still looking into Mark's now wide-open eyes, I tickled the sensitive little nub on the underside of his shaft with the soft pad of my index fingertip for a few seconds until he began to grunt and moan.
When Mark was at the edge with no possibility of preventing himself from exploding, I slapped the underside of his throbbing cock hard with my palm like a Dad would his naughty boy's ass.
Mark's eyes and mouth both instantly flew wide open in shocked surprise as he fell off the edge and began to cum.
I immediately slapped his rigid penis again, harder, this time releasing my grip on its base as I did just enough for him to blast long white ropes of cum all over his chest and stomach and even up onto his chin and cheeks for me.
I held Mark's cum spewing cock, stroking it gently for a time, then dropped it onto his tummy while it was still burping out its last few weak puddles of baby batter.
"You performed well, Mark," I complimented the gasping hustler as I got to my feet, and I stood over Mark, looking down at him, satisfied. "We'll get together again soon, I know some other things you will enjoy,"
Then Chris and I left. Before we did, I asked him if he was my bitch. He got offended and said he wasn't. When we got to my topless '74 Bronco, the first thing I did once Chris was seated was to order him to strip off his jeans and start jerking his dick for me. Then I took the long route to my home, so the humiliated straight guy had to beat his meat while I drove us around miles of West L.A., West Hollywood, and up through the Hollywood Hills. I do love to make straight guys beat off for me.
My boy Ron and I ended Friday night by adjusting Chris's attitude a bit. He resisted just a little at first. I think early on at Blake's, when Chris saw me twisting Mark's nipple while I slapped his hard cock he knew what was in store for him. Later, when Chris crawled naked to me and knelt at my feet, the straight twenty-four-year-old didn't hesitate at all when I asked him again if he was my bitch. He knew what he was and what was expected of him.
I held Chris in place by his hair with his face tilted up so he could look at me. I took my time giving his virgin throat its first fucking, talking to him the whole time.
"Open your mouth wide, Chris..."
Ron adjusted the room's cameras so two focused on Chris, one on his upturned face and wide-open mouth, and one on his hard, up-standing cock.
"Slide your tongue out, Bonerboy...lay that licker out over your lower lip," I instructed.
Our eyes locked as his pussylicker obediently slid out and laid itself where I wanted it.
Looking into Chris's eyes, I pressed the big head of my leaking cock down onto the extended flat of his tongue.
"Look up to the right into the screen and look at my cock Christopher, " I ordered and waited until I saw his eyes shift up to the screen displaying my big leaking cockhead resting on his extended tongue. Then, as Chris watched, I tilted the head of my dick and smeared a big bubble of pre all over the surface of his tongue.
"Keep your eyes where they are and watch yourself wiggle your tongue up against my cock and tease out more of that tasty pre, bitch." I commanded.
We both remained still, well, still except for the motion of Chris's moist satiny-rough tongue that moved slowly and delightfully up against the g-spot on the underside of my hard cock. His tongue doing that caused my cock to pump out a thick steady stream of pre that we both watched flow back over the curve of his tongue down into his throat.
After having Chris tease precum out of my cock with his tongue for a few minutes, I got tired of the game. With his eyes still on the screen, I slid my cock slowly down along the length of his tongue until the head hit the entrance to his throat. Then, as he swallowed, I pushed a little harder until I felt the head of my cock pop into his gullet. I held him still, savoring the sensation as his gag reflex kicked in and his throat muscles massaged the head and first two inches of my thick dick.
The gagging and straining to massage my cock with his throat muscles caused tears to run down from his eyes and mingle with the precum and saliva now dripping off Chris's firm chin.
I withdrew my cock from Chris's throat and allowed him to catch his breath while he nursed on its head. After only a moment or two, while giving my new sub permission to masturbate, I fed him nearly all eight inches once again. This time, his throat opened up to receive my dick as if it was welcoming an old friend. I let the head of my dick marinate deep down inside Chris's gulping, gagging, massaging gullet for a long time while he knelt at my feet, beating his meat and jerking me off with his throat.
I began to plunge my cock up and down, in and out of Chris's now wide-open and welcoming throat. "From now on, my hot, thick load splashing against the insides of your throat will be one of the triggers that makes you cum, Chris."
My warning caused my new boy's fist to move faster on his profusely leaking cock.
"Get ready to show me, bitch," I warned, grinning down at my now near to frantic cocksucker.
"Going to cum paint the inside of your throat, straight boy," I promised as I held his head tightly and long-dicked his throat, forcing drool to splatter out around my cock.
Then I pulled Chris's face up, ground his lips and nose into my pubes, and exploded.
I could feel the cum tube along the underside of my cock expand as, again and again, huge wades of cum blasted out and gushed into the sucking, gulping throat. My eyes closed for a second or two, and when they opened, I was greeted by the sight of Chris shooting his own load all over the game room floor. Even as he kept sucking on my still cumming cock, more and more cum shot from his dick.
Still holding Chris's head in my hands with my cock down his throat as the final few weak spurts of his load spilled out, I laughed while saying, "Not my bitch, straight man? Then why are you gushing all over my floor like a woman whose man has just made her cum for him?
I dropped Chris off Saturday morning with explicit instructions regarding what he could and should tell Mark about his time with me. I also explained how he should prepare Mark for his video meeting with me that evening. When Mark and I did meet in a video session that evening, what could have been a disaster went off without a hitch.
It took time and a lot of direction, but things worthwhile are worth working and waiting for. Eventually, Mark, who when we met at the bar the night before was trying to chat up any hot woman he could, was leaning back on a chair facing Chris's laptop performing like the slut I knew he was. His long, muscled legs were spread wide, his face leaned forward as he looked down his body past his fingers pinching and twisting his hard little nipples, over the long arcing mound of his boner hidden by his boxer briefs into my eyes through the laptop screen.
I waited until the still-straight boy's eyes were fully glazed before I told him to roll back onto his shoulderblades, lift his knees to his nipples, and slowly slide his boxer briefs down over his muscular, hairless buttcheeks and thighs to behind his knees. Even though the cam, Mark's butt, spread so wantonly with his little almond-shaped honeypot deep in his crack, was as tempting as I had imagined. It would require all my self-control not to take this would-be Alpha's cherry until he was on all fours beside his roommate, and I could fuck them both.
After Mark masturbated for me and Chris fed him his load, then locked Mark's big cock up in his new cage last night, before ending the video chat, I told the boys that they should be at my home by 1 p.m. today. I almost hoped they'd be late. It had been quite a while since I had bent two straight guys over and paddled their butts.
Sunday afternoon was about to begin. We were midway through the long weekend. I still had thirty-two hours of use and abuse planned for Chris and Mark. Despite their lewd, wanton behavior Friday night and Saturday, I was sure both young roofers still thought of themselves as straight men who controlled their destiny. By the time they left Monday night, they would both understand that although they might be straight -- I enjoyed them thinking they were straight -- they now existed to serve and please me in the most humiliating and degrading ways imaginable.
Just as I finished the Sunday Times, the gate chime rang, causing me to look at my watch. Six minutes early, I thought, smiling. A few minutes later, the Game Room's glass doors slid open, and Ron walked out onto the pool deck with Chris and Mark in tow. Since nothing would be served by letting the boys get the idea that they were something they weren't, like friends who dropped in to hang out by the pool, Ron had already stripped them naked.
The first thing on the agenda was to get Mark shaved. Although I didn't intend to fuck the boys right away, I was going to introduce them to anal play early on. I decided to meld Mark's shave with enemas for them both.
Once in the dressing room adjacent to my gym, Ron and I divided tasks, with him handling Chris's enemas while I shaved Mark.
I removed Mark's cage when we entered the shower. He had only worn it for about sixteen hours. His cock snapped to attention almost immediately. If I didn't know better, I would have thought he had not had an erection in days, maybe weeks. I took his cock into my hand and stroked it a few times while complimenting Mark again on the enormous load he produced for me last night. I told him that I expected him to always give me a big load like that.
Before I shaved Mark, I showered him. I used the shower as an opportunity to control and manhandle him under the ceiling-mounted showerheads. When I wasn't physically moving him, I was giving him commands; lift your arms, spread your legs, bend over, squat while I scrubbed and lathered his most intimate areas. I made sure to linger and apply lots of soap to his still hairy balls and asshole, the later while he was squatting with a finger managing to slip in a little while I was holding his balls.
I took my time shaving off the hair from around Mark's cock and balls, along his taint, in his butt crack, and around his tight, pouting asshole. I shaved him twice, first with an electric trimmer and then, after showering him again, with a razor explicitly designed for manscaping.
I was in no rush to complete Mark's shave. Mark, masturbating and licking his load up out of his palm for me last night while Chris held his cum-filled hand to his lips, had impressed me with his natural subservience.
When I gave Mark's primo ass its final shave, I did so while sitting on the built-in shower bench with Mark face up on the floor before me. His legs were thrown back with his knees on either side of his hard, dark, raspberry-colored nipples with his arms wrapped around them. His perfect ass was lifted with the sides of his muscular cheeks pressed against the insides of my thighs and his tailbone resting against the bench. His balls and his hard, nearly honest nine-inch long cock with its big perfect head pointed down at his handsome face.
As Mark swung his legs over his head and grabbed his knees, I ordered him to open his mouth real wide. He obeyed immediately. Truth be told, I spent almost as much, maybe more time milking his big cock down into his open mouth than I did using the razor on it. I warned him that his muscular ass was perfectly positioned for paddling if he closed his mouth without my permission.
In his ass-up position, the underside of Mark's ballsack, his taint, and the soft folds of his anus were all spread out before me. With the pad of my thumb resting on and gently massaging Mark's shaving-jell-coated asshole, I began to take away the last outward signs of his manhood.
Starting behind Mark's already baby-smooth ball sack, I used long, smooth strokes of the razor to strip away stubble left by the shaver. That changed when all that remained was the little halo of hair around his anus. I had him release the backs of his muscular thighs, reach up to his now smooth cheeks, and pry them even wider apart. When Mark's virgin rosebud-like asshole bloomed, I teased it with a fingertip as I carefully shaved all around its soft, sensitive folds.
Looking down at Mark between my thighs on his back with the smooth undersides of his muscular thighs framing his pecs and their luscious-looking nipples and his thick, almost nine-inch cut cock pointing down at his handsome face with its wide mouth and such kissable lips, I nearly felt a pang of pity. Instead, I smiled as I began to gently pet and tickle Mark's asshole with an index finger while I milked his dick down over his handsome face until it began to drip. That's when I ordered him to open his mouth very wide and to keep it open.
I carefully shaved away every tiny hair surrounding Mark's tight, clutching anus taking great care not to damage it. Now and then, I would reach down with my index finger to scoop some precum up off Mark's tongue and use it to ease my probing of his asshole's soft, sensitive folds. On those occasions, our eyes would meet. I always smiled and assured Mark that he was a very Good Boy.
During this process, we were entertained by the sounds of Mark's roommate Chris being repeatedly enemaed. Even Mark, who was swallowing his own precum at the time and knew he would soon head into the adjacent room to have his own guts filled with water, chuckled a few times, hearing his roommate's groans and moans float in from around the corner.
Stripping a man naked will humiliate him. Shaving his hair and caging his junk will humble him. Stripping a man naked, shaving him and caging his junk, sliding a greasy plastic nozzle up his ass, filling him with water, and making him squat in front of you as if he's a little boy and evacuate all that water over and over again sandblasts away whatever remains of his self-esteem and, in most cases, makes him a very agreeable boy.
By the time the two handsome young roofers were finally standing naked, hairless with pristine fuck holes before me with water still trickling down their inner thighs, if I ordered them to tongue fuck each other's assholes, they would probably have tripped over each other trying to obey.
As it was, instead, I left their hard cocks uncaged and took them out to the pool where, in the shade, I put them side-by-side on all fours while Ron and I leisurely spread sunblock lotion all over their muscular bodies. That was necessary because they would be in the sun most of the afternoon.
Having Chris and Mark naked, uncaged, and on all fours while we spread the lotion over their bodies did provide Ron and me with the opportunity to occasionally encourage Chris to hold his face higher or Mark to arch his back more tightly. We massaged their muscular backs, arms, shoulders, and legs as we worked the lotion into their flesh.
We did not hesitate to urge both boys to spread their knees wider and wider apart and lift their asses higher until their large egg-like balls hung low in their sacks and swung free between their muscular thighs. Nor did we hold back with our praise for their cocks, how nicely they twitched and bounced and snapped up and down in the air below their firm tummies. And we certainly did not deny those rigid penises their share of lotion.
It was when Ron and I each held one of the boys by a hip and slid our index fingers up their lotion-coated assholes that they really went wild. We released their hips and reached down behind their butts between their spread thighs, griped their hard cocks, and pulled them to hold the boys in place as they rocked back and forth, pumping their clutching, flexing assholes up and down our fingers. We eventually gave in and slipped both boys a second finger to fill their needy holes.
With the first two fingers of my right hand buried to the knuckles up Mark's ass and my left palm moved slowly and teasingly in short strokes back and forth over the clit spot on the underside of his throbbing, leaking shaft, I leaned over my straight stud's lotion-coated back and whispered into the former Alpha's ear. "Remember how you shot your wad for me when I slapped your big dick, Marky? Don't speak. Just clench your asshole around my fingers to let me know you remember."
After just a few seconds of hesitation, just two or three, I felt the hot sensation of Mark's asshole sphincter clenching my fingers tightly.
"See, I knew you were a Good Boy, Mark," I whispered, my lips brushing his ear as I spoke.
"Remember how I told you I knew other things you would enjoy? Rock your hips, Marky, and pump your asshole up and down on my fingers to show me how badly you want me to teach you how to please."
No hesitation this time, with an audible whimper, Mark began fucking himself with my fingers.
When I was tired of playing with Mark's asshole and edging him, I had Chris demonstrate all he had learned about cocksucking. I did this with Mark before me in the presentation position -- on knees and extended arms with hands and knees widely spaced, ass lifted high, back tightly arched, face up, and eyes on mine. Ron silently positioned Chris under Mark on his back between Mark's spread knees and had him pull Mark's hard cock down and begin to lick and then suck on it.
While I talked to Mark, I had him open his mouth for me so I could look into it, pet his tongue, caress the warm, moist inside of his cheeks with my finger, and describe to him the many pleasures I envisioned his mouth providing over the coming months. Although blushing more than a teenage girl, Mark managed to remain still in his face and ass up, hands and knees widely spread position even as I pinched and rolled his hard little nipples.
As Chris's oral talents sent bolts of pleasure shooting up through Mark's sensitized penis through his pelvis into his prostate, my handsome slut could hardly keep from squirming. He finally broke all the rules and gasped a plea for me to ask Ron to stop sucking his cock before he lost control and shot a load without permission. That was when Ron walked around him and sat down beside me.
The look on Mark's face was one of astonishment. Moments like that one made me so glad my security system missed nothing.
I didn't try to stop him, nor was I angry when his eyes dropped from mine to look under his body. They remained looking down while Mark adjusted to the knowledge that the great head that had almost just made him blow his wad was being given by Chris, who, until that instant, he considered to be his straight roommate.
It was getting late, and I had reservations for the four of us for dinner at Geoffrey's on PCH just north of Malibu at 7 p.m., the best time for whale watching. We would take at least forty minutes to get there, so it was time to move things along.
"Bonerboy, continue to suck on your roommate's cock, but you are not to allow him to orgasm. If he does, you will be severely punished. Do you understand, bitch?"
"Yessh, Schur!" Chris responded, his words garbled as Mark's cock in his mouth.
"Good boy," I always enjoy when a guy talks with his mouth full.
I turned my attention back to Mark, who, over the shock of discovering that his roommate was giving him such great head, had resumed the presentation position without instruction and was facing me with his eyes and tongue where they should be.
Rather than stroke Mark's extended tongue, as I had been doing, I placed the heel of my left hand on his forehead and used it to tilt his handsome face and wide-open mouth up. As his roommate sucked on his cock, I looked down into Mark's eyes and began to tap the underside of the head of my cock against the flat of his outstretched tongue.
"The first time a man puts his cock on your tongue like this makes you shiver, doesn't it, boy?" I asked softly, almost in a whisper, as I tapped the head of my long hard cock against Mark's tongue.
"Yeesh, Siiir." The words were exhaled more than said, and by the time he responded, I was cock whipping his tongue more than tapping it.
Time to up the game a bit.
"Christopher, squeeze Mark's balls and use your tongue on his clit spot."
As I issued that command, I began to cockslap Mark's tongue.
"Tapping may make you shiver, but having a man cockslap your tongue sends lightning down your spine. Really lets you know what you are, doesn't it, boy?" I asked as I began to repeatedly slap the rigid underside of my long thick dick down against Mark's outstretched tongue, spraying tiny droplets of spit and precum all over his lips and face. "Even more so, I think, than having me finger your tight shaved butthole."
Panting, gasping for breath, eyes watering as they burn into mine and then finally.
"Awwwwffuuuukkk Yessh Siiir," with his tongue still firmly offered with my cock now laying on it.
We are both so still, me seated looking down at Mark, him crouched before me in a position he knows he will assume so many times in the future with his moist satiny-rough tongue lifted up against the sensitive clit-like spot on the underside of my hard cock. Tickling it, causing a steady stream of pre to flow out of the tip of my dick and pool in the trough-like depression down the center of his long sexy tongue.
Tapping the tip of my cock into that pool of pre, coating the underside of its head as I lift it off Mark's tongue and order him to swallow. Tracing his perfect kissable lips with the pre-coated tip of my cock as if it is a giant obscene lipstick as his Adam's apple bobs and the pre slides down his throat.
Then, tired of the game, I held Mark's chin with my left hand and slid my cock between his lips, along the length of his tongue, to the entrance to his throat. When I heard him gag slightly and felt him shudder, I backed off just a bit. I let him get used to the size, weight, and heat of my cock in his mouth, on his tongue, and its head pressing against the opening to his throat.
"You can take it, Mark," I encouraged, looking down at my gagging virgin cocksucker. "Remember all the girls and women who were where you are now. Remember their pleading eyes looking up into yours. Remember their throats opening for your big cock and open yours up for mine."
It didn't take much coaxing at all before my dick was thrusting all the way down Mark's clutching, gagging, wet throat with the rim around its big head scooping up and dragging drool out around its shaft at the corner of his lips each time it slid out.
I had Chris stop sucking Mark's cock and slide out from under him so Mark could masturbate for me. Having a previously straight sub experience the humiliation of masturbating while he is being taught to properly suck a cock is an integral part of his training.
There's a point at which even a casual onlooker can tell that the social mores, learned rules, and self-initiated defenses that have kept a man from exploring his secret, often kinky or nasty sexual fantasies, have been breached, and he is not only ready but eager to let. Chris arrived there Friday night. Now Mark was there too. They began their journey in the pursuit of financial gain. That consideration was now intertwined with the needs of their hedonistic, wanton, slutty nature that required far more attention.
It wasn't long before Ron and I were seated side by side by the pool, enjoying the late afternoon with the roommates I met two days before on all fours before us sucking on our cocks.
I thought about how much I was going to enjoy fucking my two new boys as we all headed inside to shower, dress, and head off to Malibu for dinner.