Connor Comes to Visit

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

As Ariel guided Connor up onto a very large padded leather covered table and had him lay on his back with his feet hanging off the edge. With Connor positioned on the table, Ariel cuffed each of his wrists with permanent restraints attached to the table. She then lifted Connor's right knee and pulled it back until his kneecap was positioned to the right of his chest almost touching the table top and secured it there with a strap attached to the table. That done, while Ariel smiled down at him, I raised Connor's left leg and bent it back, securing his left kneecap beside his chest in the same manner as Ariel had his right one. With Connor rolled back on his shoulders with his legs bent back at the knees, his ass lifted up in the air we attached leather restraints around his knees at the kneecaps and slowly pulled his legs wide apart until his tight little virgin asshole was clearly visible and accessible then fastened the restraints to the table so Connor's butt cheeks remained spread apart.

"Time to clean you up, Sweetie," Ariel leaned down and whispered into Connor's ear as she began to wiggle out of her loose-fitting black summer cocktail dress. Connor's always at least semi-hard dick lay stiff on his curled back abs as the tightly bound sub strained his neck to turn his head far enough back to keep eyes on his Goddess now standing behind him in black patent leather stilettos, thigh-high smokey gray lace hose, a black lace garter belt, and black satin Goddess Lace Bustier.

As Connor's wide eyes were taking in the sight of Ariel turning, lifting her right leg just a bit as she straddled his upturned face and settled her bottom down onto his upper chest and the awesomeness of her glorious pussy lowering itself down onto his open awestruck mouth he felt his Master's fingers wrap around his impossibly hard cock and lift it off his belly as a loud electric 'click' sounded followed by buzzing as his Master began to strip away the hair around the base of his steel hard dick. Thoughts about that were wiped out entirely as his attention focused fully on the warm moist folds enveloping his mouth. His world became his Mistress smiling down as his tongue licked and thrust, curved itself around her clit, moaned into her pussy and sniffed her scent as Ariel hovered above him, riding him, grinding her pelvis up and down on his extended tongue.

While Ariel Queened our slave, I took my time stroking his rock-hard dick while I buzzed then shaved away his pubes and what little hair there was in his ass crack and around his puckering asshole. That was a mortifying experience for Connor having his legs lifted and spread widely so I could access butthole. His humiliation was compounded when my thick shaving lubricant covered fingers occasionally probed the now silky smooth folds of his constantly blooming then clenching pucker. I'm sure he knew there was no need for me to thrust my finger in and out of his pouting asshole and enjoyed the way his cock throbbed and he followed my finger with his ass each time I slide it out of him.

When Connor's tight virgin pucker was as smooth and hairless as a pubescent boy's, I scooped up a dab of a special lubricating cream that contained a light numbing and muscle relaxing agent with my fingertip and gently began massaging it into the now satiny smooth folds of his flexing butthole. As the now numb and relaxing asshole began to clutch more demandingly at my probing finger, I tapped Ariel on her shoulder and handed her a small object.

Ariel smiled, grinned actually, then looked down at Connor and held up the two-and-a-half inch long by an inch in diameter remotely controlled vibrating stainless steel egg I had handed her. Connor's upturned eyes took in the strange object as he lay beneath her sucking and licking at her pussy. "In a moment Michael is going to finger your virgin asshole like he would a pussy, Connor, and slowly stretch it until it can accept this little vibrating egg," she said cheerfully. "No...no, no protests. You're going to lay there and look up in my eyes while you take it into your virgin ass."

Ariel climbed off Connor's face and stood beside the table on which he lay. She took his hard cock into her hand from mine and lowering her lips to it slowly began to drag the pointed tip of her tongue up the underside of its shaft from his ball sack to the sensitive little clit-like spot most men have on the underside of their cocks just behind the head. Feeling a tongue on his cock caused Connor to snap his head up. The sight of Ariel's face between his lifted thighs with the tip of her tongue pressed to his rock-hard cock and her eyes looking up into his across the ridges of his rolled back abs and the mounds of his pecs almost made him shoot his pent up load all over himself.

"Good boy," just lay there and hold back that cum while she teases your dick," I ordered as I stood beside Ariel and massaged Connor's now tight ballsack and circled the rim of his asshole with my well lubricated fingertips. Ariel's lips engulfed the head of the tied down sub's stiff dick and her soft tongue twirled around it inside her mouth. She reached to his chest taking his right nipple between her thumb and index fingertip and began to pinch and pull on it's hard little nub as her lips slid up and down his cock. Suddenly as Ariel pinched Connor's nipple as hard as she could I drove two lubricant slick fingers deep up his ass. My fingers stuffing his virgin ass and Ariel's mouth sucking and twirling around the head of his steel hard cock caused Connor's pelvis to snap up off the table as much it could as his confused scream of pleasure and pain filled the room. Eventually he settled down and lay submissively on the table in his knees back ass up bondage while Ariel and I took turns fingering his asshole and sucking on his always hard now obediently leaking cock.

When we decided he was ready we slide the remote-controlled vibrating egg all the way up Connor's ass until it was lodged securely next to his prostate with its thin antenna wire extending just two inches out of his asshole. That done we released our guest from bondage and we all went off to shower and dress for dinner.

We took Connor to dinner at Le Diplomate, a French bistro which since the day it opened six years previously was one of Washington's most popular. I had booked our reservation for this night the day Connor and I had begun talking about him coming up for a visit. The restaurant wasn't the sort of place one needed to dress up for and since we would be hitting a club or two afterward, we dressed casually. Ariel, never being one to leave things to chance, had reminded me to have Connor send all his measurements and sizes so we could be sure he was dressed exactly as we desired, and so he was. He looked great in jeans that really showed off his remarkable ass, a black t-shirt with a gray linen, spread-collar short-sleeve shirt over that worn out. Using the list of sizes Connor had provided us prior to his visit, Ariel had picked out a pair of grey sneaks for him that perfectly matched his shirt. She also bought a gunmetal gray half-inch link neck chain for Connor to wear as a replacement for his collar when we are out in public. He was of course wearing his newly acquired studded leather harness strapped tightly around his package beneath his black boxer briefs.

By prearrangement with Ariel I waited until our drinks arrived and we had toasted Connor's first visit before I reached into my pocket and pressed the button activating Connor's prostate stimulator. She and I smiled at each other as our guest sat up straight on his chair with his hands clutching the edge of the table and looked at us silently.

"Spread your legs wide apart, Connor," I instructed softly.

"Yesss, Sirr," Connor gasped in reply.

I waited about thirty seconds then released the button bringing to an end the tingling, almost electrical stimulation of our young slave's cum pump.

"That was very good, Connor," I smiled, continuing softly as if we were having a normal conversation, "This time I want you to smile and very slowly grind your butt down against the chair until I stop. Do you understand?"

"Yes, Sir," Connor replied, attempting to smile.

As soon as the words were out of his mouth his body snapped upright again and then barely two or three seconds later his pelvis began to rotate almost unnoticeably.

"Remember...legs wide apart, Connor," Ariel said with a smile.

"Yes, Ma'am!" Connor gasped softly.

Smiling at Connor as he sat almost unnoticeably grinding his muscular ass down against the seat of his chair I asked, "Is your cock hard?"

"Yes, Sir, very hard," Connor gasped more than whispered his reply.

"Good. The men's room is down the hall to the right. Go in there, remove your boxer briefs and fold them into a very small package, one small enough to fit in the palm of your hand, then bring them back here and hand them to Ariel," I instructed. "Now go and be quick so your dinner doesn't get cold."

"He really is quite exceptional on every level," Ariel commented as we both watched Conner make his way toward the restaurant's men's room to fulfill the task I had assigned. "Was he this obedient when you met or have you conditioned him?"

Connor did have a natural inclination toward obedience, but I had given him tasks over the previous months that helped to refine that inclination. The first tasks I assigned Connor took control of his masturbatory habits. As I mentioned earlier, the straight jock surrendered control of his manhood without a whisper of protest obediently laying naked on his bed four times every day and stroking his hard cock to the edge of orgasm and then keeping himself there, his suffering balls drawn up tight against the base of his dick as his Master commanded. Over time as his unwavering obedience and his ever more full-throated descriptions of his masturbatory performances continued to please me, I began to allow him orgasms. "Yesterday I masturbated each time while lying in bed and watching three different videos of girls with nice asses riding a guy's dick reverse cowgirl before cumming on my stomach." I knew exactly how he felt as his hot jizz splashed all over his abs. I looked forward to the view of Connor's ass riding my dick reverse cowboy.

"I did train him a little, but he really is a natural," I smiled as I spied my wine.

Connor returned to the table, took his seat and placing his right hand in Ariel's lap handed her this very neatly folded boxer briefs which she immediately placed in her bag. When she raised her glass and proposed a toast to Connor in honor of his first visit, I knew he had successfully performed his task. As the three of us brought our glasses to our lips Ariel pressed the button activating Connor's egg and she and I enjoyed his soft moans as we sipped our wine.

With dinner finished as an additional bit of humiliation before we left the restaurant, we sent Conner to the men's room with orders not to return until he had extracted his "egg" and washed it. Knowing how popular Le Diplomate was with affluent members of Washington's gay community and how busy the always packed restaurant's restrooms usually were made us both grin when Conner arrived back at the table blushing like a bashful school girl.

"From the look of you, Connor, it seems someone noticed you washing your toy. Is that right?" Ariel inquired barely able to contain a giggle.

"Yes, Mistress." Connor answered softly while looking down at the table.

"Just one man, Connor?" I inquired.

"Two, Sir, they were together."

"Ah...two men noticed you cleaning your toy. Did they say anything?"

"It was so humiliating...talking to you about it now is so humiliating..." Connor whispered as little more thana gasp.

"I asked you a question," Ariel leaned forward across the table toward Connor and whispered sternly. "Now look up into my eyes and answer me."

Reacting instantly Connor lifted his face and looked directly into Ariel's bright blue eyes and responded just loud enough for us both to hear, "One of the men stood behind me so I could see him in the mirror above the sink. He said 'Why is a straight looking guy like you washing an ass toy in a public bathroom?' then the other guy asked 'Is your owner getting ready to fuck you?' then they both laughed and walked out."

"Well, he was right, we are going to fuck you baby, but not just yet," she said smiling. "Now we're going to show you off to some of our friends."

The rest of the evening was a whirlwind of bar and club hopping as we introduced Connor to D.C. nightlife and to quite a few of our friends who like us were very much into the BDSM and or the Domination/submission scene. Eventually we wound up at a private after-hours club in a small commercial space tucked away across the Anacostia River not far at all from the then recently closed DC Eagle. It was there that Connor got to witness submissive young men and women like him being used and shared publicly by their Masters and Mistresses. We did not subject our young guest to that fully, but we did allow some of our friends to borrow him for a time.

It was during one of these times away from us as he crawled naked and collared through the club while being led on a leash by a Dominatrix Ariel knew quite well that Connor experienced his first asshole fingering by a total stranger. The woman controlling him had Connor presenting up on his toes and fingertips with his face and ass uplifted as his always hard cock danced in the air below his firm belly being teased by an unseen lady's fingertip lightly stroking its twitching underside when a man squatting behind him pressed the tip of his long, thick spit-wet index finger to our overheated straight sub's puckered asshole and thrust it all the way in. After a very brief period during which Connor looked up in utter humiliation into his unknown Mistress's eyes and entertained the onlookers surrounding him with loud moans, grunts and with his very animated bottom thrusting up and down as if trying to force more and more of the invisible man's long thick finger up his tight ass Ariel's friend trotted him back through the crowd to us.

For the next hour or so Ariel and I hung out in the club's Members lounge, chilling in our favorite booth with Connor under the table moving back and forth between us. Close friends would stop by occasionally, some with a sub or slave who would join Connor. After a time, Ariel whispered to me that she thought that a bond of sorts...an attraction...had developed between Connor and a particular female sub. She said that she believed our boy was disappointed when our friend left the booth and took his girl with him. That gave us an idea.

An hour later Connor and Brianna, the raven haired 24-year-old female sub Ariel had perceptively determined Connor had a taste for when our friend Tim and she had joined us in our booth at Stocks earlier that evening, were 69ing atop a table in my basement playroom. Both of the very horny young subs had been strictly ordered not to cum or risk a severe spanking from the other, and both had been ordered to make the other have an orgasm or suffer the same fate.

As Connor and Brianna clutched at each other--him on top if you could call it that as they rolled around on the large tabletop with his face buried in her pussy, her on the bottom with her lips pouting around his hard as steel cock--we gathered around them, fondling balls, caressing backs and flanks, squeezing a breast or butt cheek, fingering assholes. Over their naked writhing bodies we grinned at each other as one after the other Ariel, Tim and I whispered into their ears, "Make her cum"..."Don't you dare cum"..."Make that whore gush!"..."Suck all the cum out of him!" "Your ass will be spanked so hard if you cum..."

Finally, when we tired of that game Ariel slipped into her harness and when she was ready Tim positioned himself behind Brianna as she moved behind Connor. With a smile and nod Tim pressed the tip of his hard cock to Brianna's asshole and Ariel the tip of her long thick black dick to Connor's. As those two big dicks thrust up their asses the room filled with the sound of the two young subs yelling their hearts out into the pussy and around the cock that muffled their screams. And then their fuckings began.

Being on the bottom Brianna had no choice but to continue to suck on Connor's cock as her Master fucked her ass. Connor lifted his face out of her pussy long enough to look over his shoulder to see that it was Ariel who was long dicking his tight ass making him thrust his cock deep down Brianna's throat. Connor had barely gotten a glimpse of her before Ariel gripped him by his hair and shoved his handsome face back down into Brianna's cunt and held it there as she long dicked his upturned ass repeatedly with her big black cock in a way that left no doubt as to who was in control.

As I sat back on the sofa casually stroking my cock now watching Ariel walk Connor around the room, I smiled while remembering how insistent the for the most part straight 24-year-old had been when we first met that we make his visit one he would not soon forget. Seeing him now with his hands clasped behind his neck, arms spread so wide that his usually deep arm pits were fully exposed and appeared almost flat below his bulging delts, his hard as steel, respectable but certainly not over-sized cock arching up above his tightened ballsack, I had a felt confident we were keeping our promise.

Although Connor claimed often that his dick never leaked it was leaking rather profusely now with a thin gossamer strand of pre streaming down from the tip of its swollen head, whipping around in the air with each step he took. Connor moved very slowly with careful purposeful steps each of them taken up on his toes guided in part by his new Mistress's pinching fingers clutching his nipples and by the demands of her long and so very thick black strap-on buried deep up inside him.

Connor's soft moans and deep masculine whimpering, the look on his face...but most of all the way his eyes never left mine as Ariel walked him to me with young ass pierced by her big black cock...created one of the most exciting few minutes I could remember. And then he was before me with her guiding him still impaled to his knees...to all fours...smiling at me over his broad strong arched back as she held him by his hips...slapping his ass and fucking him...pulling his head up by his hair.

When our eyes met, I pressed the head of my cock to Connor's lips. "I'm next boy, get it ready."

Sitting back...holding Connor's head in my hands as he sucks on my cock...stroking his hair..his face...smiling up at Ariel as she holds him by his hips and fucks his firm young ass. "You probably don't remember me once telling you that you had no idea how often I had already at that point mentally written and rewritten the scene in which you were being fucked up that lovely ass of yours by a beautiful woman wearing a big black strap-on for the first time while I was holding your head in my hands and slowly long dicking your drooling mouth. I never forgot. And I never forgot how much you love humiliation. In a moment I'm going to feed you a big, hot load of cum. You're going to be a good boy and hold my load your mouth until I give you permission to drop it into my palm so I can use it to lube my cock for your fucking."

And so it went, we really wanted to send Connor home with his ass fully packed but you know how it is these days, TSA has no sense of humor.


12
Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
Share this Story

Similar Stories

The Keyholder Adam tours a new apartment wearing his chastity device.in Fetish
Alan is Seduced and Humiliated Alan is seduced, teased and humiliated by a Femdom.in Fetish
Mistress Cane's Femdom Gym Femdom- gym mistress trains you with teasing and spanking.in BDSM
Chastity Resort Pt. 01 My wife agrees to a nudist resort, but on her terms.in Exhibitionist & Voyeur
The Keyholder Ch. 01 The chastity cage comes with the shop assistant as keyholderin BDSM
More Stories