What you are about to read is a commissioned work of fiction. Although their names have been changed Connor and Michael are real people both of whom are well over the age of eighteen. The author grants duplication and publication rights with credit. The story explores fantasy involving BDSM, domination and submission, straight, gay and femdom sexual activity, and various forms of sexually oriented humiliation.
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Connor's Visit
by Nightwhisperer
"How have you been, Connor? I wondered if you'd be here today."
"I've been looking for you. I'm really looking forward to seeing the story we talked about posted up on Literotica."
"Will it excite you to have a story about you posted online?"
"Yes, it will."
"What would you like your name to be in the story?"
"Anything but my actual name. I guess you could use Connor, as long as the only other descriptor is my age."
"I only have a vague idea of your age."
"Like I wouldn't want it to say I'm from Chicago or what I do and stuff. I'm 24."
"Ah, I thought closer to 30."
"No, I'm still pretty young."
"Yes, almost a baby."
"I guess it would be fine to use my real name. I'm sure there are millions of guys around my age with my name."
"I wouldn't worry about that too much. Few people if any will think the story is anything but fantasy."
"Well, it is about fantasies, it just involves real people."
"Yes, a story about a very hot looking young straight guy in Chicago who has very kinky, not at all straight fantasies."
"That's a good point."
"Okay then, it's decided, you'll be Connor. You have no idea how often I've already mentally written and rewritten the scene in which you are being fucked up that lovely ass of yours for the first time by a beautiful woman wearing a big black strap-on while I hold your head in my hands and slowly long dick your drooling mouth."
"You fantasize about me even though you have a new boy?"
"Oh yes, I am quite taken with you."
"All because of my ass in that photo I posted in my Collarspace profile? Lol."
"No, while I do very much like your ass I'm most attracted by less physical things. I like that you are aloof and just slightly arrogant, but naturally so not because you try to be."
"I see."
"Oh, come on, don't be bashful, you know I enjoy fucking the brains out of straight guys like you who play at cock teasing. That's what keeps you coming back, the hope of eventually having my dick up your ass. By the way, I did get a message from Ariel over the weekend, it was very brief and mainly about the virus. She asked if you and I were still in touch, so at least she remembers that I mentioned you."
"I'm glad to hear that, maybe you can loop me in on the email chain? Would it be okay if I give you a suggestion for the story? Well I'll just go ahead and give it. I was thinking it could be about me as a newbie visiting you and Ariel. Might include a group party one night if you would."
"Interesting, I too was thinking the story might involve Ariel. I know you very much want to meet her. Your idea of including a group party in your visit is interesting. If I remember right, your profile on Collarspace mentioned you have an interest in exhibitionism, public play and humiliation."
"I would just like to be presented as someone who has been interested in BDSM but is a newbie eager to try new things, like I really am."
"I understand. Ariel and I are both very experienced with boys like you, Connor. I'm going to spend some time reviewing the Curious About, Like, Love, and Live For lists on your Collarspace profile to get some ideas for the story."
"It's been a while since I made that list. If they're not already there be sure to add strap-ons, gags, and leashes."
"I just looked. Gags and leashes are already listed under Likes, and strap-ons under Curious About. I knew a boy...particularly a jock boy...with an ass like yours would have at least a curiosity about strap- ons. So, tell me Connor, do the girls like your butt as much as the boys do?"
"The ones I talk to online do."
"I know Ariel will definitely love your ass."
"I thought she already said she likes it."
"She did. I told you that, and that she would have you on all fours most of the time. I'm saying she will definitely enjoy actually having it."
"Yes, that's what I thought. I realized it is my best asset as a sub so that is why I have it as my profile pic."
"I can't recall if I've asked you before, have you been fucked yet or will we be taking your cherry when you visit?"
"Have I been fucked in my ass? No, not by a strap-on, or even a dildo and definitely not by a guy, but I'm not a BDSM virgin."
"I am pretty sure you'll be very hard while she fucks you. She loves to hold a guy's cock while she's fucking him. She keeps him on the edge until he's begging her for more."
"You'd be right. How long does it typically take to finish a story?"
"Connor, I noticed that Spanking was listed among your "Likes." That's a very good thing for a persistent, demanding boy to like."
"Sorry. Missed that one. You can consider Spanking a Love. Others have wanted to spank me too."
"I greatly enjoy having novice straight boys like you sprawled out up on the sofa while I'm training them to suck my dick. When their tongues or lips fail to obey an instruction properly, I slap their naked asses until they learn to perform correctly."
"Doesn't it feel better to have them suck from their knees? That is my favorite way. I like to have girls on their knees"
"Oh yeah, most of the time, but some guys just need to be spanked while their sucking dick to sear into their souls exactly how their status has changed. Not to worry though Connor, I know you want to be put on your knees and you will be spending a lot of time there."
"I see."
"We're here!" I yelled as I opened the door leading from the garage into the large stone-floored kitchen of my home in north Arlington, Virginia. "Come in, Connor, put your bag down." Not hearing a response to my announcement of our arrival, I tried again, "Ariel! We're here!"
On the trip from National Airport – Reagan National Airport to those who are not long-time Washingtonians – I told Connor that his Mistress for the weekend had arrived from Toronto earlier that morning. I also reviewed with him basic rules, our expectations of him and the punishments he could expect should he break rules, disobey or fail to please during his 70-hour stay, all things he and I had previously discussed and agreed upon.
The first rule was enforced as soon as we arrived at my home and I drove into its garage and closed the door. Upon exiting the car Connor immediately stripped naked. He would remain so at all times while in my home unless Ariel or I instructed otherwise. Since he lived alone, I got Connor used to being naked around the house during the weeks leading up to his visit by having him remain naked while he was at home for four hours every day. He also got used to having his masturbatory habits taken out of his control.
Along with getting the young jock used to being naked around the house I put him on a daily jack off schedule. Well, not exactly a jack off schedule since I never let him cum, an edging schedule. Once each hour during his four-hour period of enforced nakedness jockboy had to edge himself and then report that he had done so, which he obediently did. I have to admit that I did enjoy receiving his reports on Skype. "1:57 p.m., finished the first hour." . . . "2:21 p.m., Edged for the second hour." . . . "3:06 p.m. Did the third hour." . . . "4:09 p.m., Edged the final time." What can I say, he's a horny boy, I should punish him for not waiting a full hour before he masturbates each time, but I know how difficult it is for him not to beat his meat.
While waiting for Ariel to join us in the kitchen I had Conner stand silently at the end of the center island with his muscular legs slightly spread and his hands clasped behind his back. His hefty balls were lifted up tight in their sack which caused his thick, slightly swollen penis to arc out enticingly. During our many chats leading up to his visit, Connor had made a point of letting me know his cock seldom leaked even under the most intense stimulation. I had decided early on to make a special effort during his visit to see how true that was.
My thoughts were interrupted as Ariel almost silently rounded the corner from the hallway and stepped onto the kitchen smiling at me as her open palm landed a loud slap on what I instinctively knew was Connor's tightly clenched left butt cheek.
"So, I hear you have been whining and nagging, and carrying on at Michael about how much you wanted to meet me. Is that what you've been doing, naughty boy?" Ariel fairly hissed into Conner's ear as she pinched its lobe between her thumb and index fingertip and dragged the startled young stud around the kitchen island to a barstool upon which she perched herself. "Bend over my knees and keep your hands clasped behind your back," she ordered, releasing Connor's earlobe and patting her leather encased thighs.
"Yes, Ma'am...but please..."
"Sssshhhh," Ariel pressed an extended finger to her puckered lips as she reached up and again taking ahold of Connor by his earlobe twisted his head around so he was facing her. "Be silent unless ordered to speak. Now ass up over my knees and keep those hands clasped behind your back."
As Connor began to lower his torso onto Ariel's slightly parted leather clad thighs, she brought her left forearm down across his muscular shoulders and shoved his naked chest down, holding him there with his head hanging face down against her left thigh.
"I understand you're straight. Is that correct?" Ariel asked in a soft patient voice.
"Yes, Ma'am. I'm straight," Connor replied from his bent over position.
The loud cracking sound of flesh striking flesh filled the room as Ariel right hand lifted high in the air then swung down landing its palm hard against Connor's out-thrust backside, landing full center on his right butt cheek.
"Owwwwww!!!" the handsome young jock muttered but not very loudly as his lovely ass shivered.
"Wrong answer, Connor," Ariel stated patiently. Shall we try again. "Are you straight?"
"Oh my god."
"It is a simple question. You should know the correct answer. Are you straight?"
"I ..."
The loud almost painful sound of Connor's ass receiving another hard slap this time on its left cheek filled the room.
"Owww!!!...Plleeasse!!...I am..."
Leaning down so she could almost whisper into his ear, Ariel continued, "You are not straight, Connor. No, not any more. Not while you are here. While you are here you are what we say you are. Do you understand?" She punctuated her question with yet another excruciatingly hard smack to Connor's ass.
"“Aaaaggooww!!! YESS! I understand Mistress!"
"I'm not sure you do yet, Connor, but you will," Ariel stated calmly as she leaned forward pressing her full, cotton tank-top covered breasts down against his left shoulder and side while speaking into his ear.
"Owww!!! Aaagghhh!!! Nnoo!!!...Plleeaasee!!! God!! Mistress!!! I'm nothing!!!!
I leaned back against the island and watched as Ariel held Connor's naked body down over her leather covered thighs and proceeded to thoroughly spank his bottom. I couldn't help but smile at how Connor's wiggling, twisting, twerking butt almost appeared to be to dancing under the steady rapidly lifting and falling rhythm of the repeated loud cracks of her palm against his flesh. Then she stopped.
"Good boy. I think you do understand now," Ariel said almost as a sigh her arms now resting across Connor's silently heaving back. "Are you straight Connor?"
"No Mistress," came a soft reply almost floating up from beside Ariel's left thigh amid muffled whimpers.
"What was that naughty boy I couldn't hear you?" Ariel inquired patiently.
"No Mistress, I am not straight," Connor replied again, softly his resignation clear.
"Tell us what you are naughty boy and be clear so we can have no doubt," Connor's new Mistress demanded of her slave.
"I am what you and Master tell me I am. I exist to serve, Mistress," the young slave finally submitted.
"Good. Now stand up as you were when I entered the room," without another word Ariel stood almost causing Connor to fall off her legs onto the floor.
Connor immediately assumed his previous position before Ariel dragged him over her knees, standing up straight, feet well apart with arms behind his back and hands clasped together, face up and eyes forward.
"That's very good, Connor," I said, "Your feet should be a little wider apart."
Connor instantly wiggled both feet until they were an additional three inches apart.
"Perfect. You are a newbie, so as part of your training you are going to learn the positions we require of you. Anytime either of us tells you to assume Present Position this is the position you will assume. Do you understand?" I asked.
"Yes, Sir. I understand. This position is the Present Position," Connor answered.
"Connor, during your stay with us you will wear several collars. The collar we are going to strap on you now is your slave collar," Ariel informed Connor as she strapped a one-and-a-half-inch wide black leather collar accented with a chrome buckle and a single row of small flush mounted chrome pyramid studs.
As Ariel was strapping the collar around Connor's neck, I told him, "Before we go out for dinner, we'll get rid of your pubes and any butthole hair if need be. At that time Ariel or I will strap a matching harness around your package. If we decide you require a leash that's where it will be attached, to your neck or your package."
A little while later with Connor having been shown the bedroom he would be using for the weekend and the things he brought with him put away, Ariel took our young slave to my home gym for a short workout while I attended to some office work. For the next half-hour or so while I finished up the last of my work for the week, I was treated to the distant sounds of various pieces of equipment in my well- equipped gym being utilized and an occasional yelp caused I assumed by Ariel correcting some deficiency. When I wandered down to the gym about thirty-minutes later I was amused to find Connor up on my treadmill jogging at a brisk pace with his very stiff cock arching up and swinging from side to side above his swaying and bouncing ball sack. Ariel was seated comfortably on a stool beside the treadmill urging him on with hard cracks of a leather paddle to his very red ass. "Keep running Connor," Ariel would calmly say over and over, "Lift those knees higher," she encouraged as she landed swat after swat on his undulating buttocks.
"Yes, Mistress! Thank you, Mistress!" the collared and sweat coated young man always replied instantly as the paddle kissed his ass, straining his muscles to lift his knees as high as he could for her.
Smiling over the machine Ariel placed a hand on Connor's shoulder as she shut off the treadmill and guided the trembling young man to his knees. I took that as an indication that this might be a good time for me to make some preparations for the evening.
With Connor now collared, panting, sweat-coated and on his knees before her Ariel placed the fingertips of her left hand lightly against the underside of his chin and gently tilted his handsome face up until he was looking into her eyes. "Slide my shorts down." She commanded.
"Yes, Ma'am," he replied as his hands reached up to her hips and his fingers hooked under the waistband of her shorts and began to slowly ease them down her long legs.
"Panties too...slip them off," she instructed.
"Yes...Thank you, Mistress."
"Your slave cock is so hard Connor...why is that?"
"You've shown me your beautiful pussy, Mistress."
"Spread your knees very wide Connor...very wide. I want to see your balls resting on the floor and your ass back on your heels so your cheeks are spread wide apart," Ariel instructed. "That's lovely. Now stroke your hard cock for me, Connor, and reach back with your other hand and with just the tip of your index finger I want you to tickle your virgin asshole...just tickle that tight little pucker while I lower my pussy down onto your mouth."
He had jerked off imagining something like this so many times. Was this really happening...was she really standing over him, looking down at him with her pussy about to press down against his upturned mouth? Then suddenly her voice snapped him back to reality, "Open your mouth wide Connor."
Panting almost like a dog waiting to receive a treat, obediently stroking his rigid cock for her amusement Connor stretched his tongue out and gazed up into his Mistress's eyes as the folds of her warm, moist pussy settled on his wide-open mouth and spread over his extended tongue. Ariel ground her mound down against his handsome face. "Use your tongue and find my clit Connor. Do you feel it?"
"Yeaasshhh Maaaam," Connor's pussy muffled voice responded as his tongue twirled around her sensitive nub.
"Rub it with your tongue as you would a stiff little cock," Ariel commanded the now already on the edge of cumming young man. "And don't even think about cumming without permission, Connor."
"Nooooo Maaam," her sub gasped as his tongue began to flick, rub and twirl at Ariel's clit doing his best to pleasure it as he imagined a cocksucker would a demanding dick.
"Mmmmm...Ohhhh that is sooo nice, Connor. I do think you have natural talents that need to be developed," Ariel purred as she rocked her pussy against Connor's upturned mouth as the masturbating young jock nibbled and tongued her clit. "We will give you ample opportunity to develop your cock sucking talents this weekend...but enough of this for now." That said she lifted her pussy off her masturbating sub's face. Patting Connor on the cheek Ariel bent to pick up her shorts and panties, and as she walked out of the room said, "Go to your room. Remove your collar. Take a shower. Put your collar back on and join us in the living room."
As Connor turned to go Ariel's voice stopped him before he reached the doorway. "Oh, Connor, before you go take these," she said while moving to a built-in wall unit and opening a cabinet. Reaching inside she took out two small identical boxes. "These are Fleets Enemas. They contain mineral oil. The instructions for using them are on the boxes. I want you to clean yourself out," she stated the last bit while looking directly in his eyes.
Thirty-minutes later with Connor now fresh from his shower and it being late in the day, I took him into the kitchen to teach him how to prepare Ariel and my cocktails of choice, a vodka Martini up for her, very dry with an olive, and mine a bourbon Manhattan, also up. While we were alone I spent a few minutes training Connor how to be a proper servant – to carry and present a drink tray and to stand silently and unobtrusively against a wall with head held high, hands clasped behind his back with his pelvis thrust just slightly forward as if offering his package. After all, I had spoken highly of him and wanted him to show off at his best for Ariel.
Over the next hour Connor proved what an excellent student and dedicated sub he really was as he served Ariel and I flawlessly while we chatted, catching up on all that transpired since the last time we had been together. Granted, early on he did require some correcting, particularly because when not actually busy serving he forgot to stand straight with his butt and shoulder blades touching the wall and his hard cock thrust forward. On those occasions Ariel or I would quickly have him bend over our laps for a ten-swat spanking. He only needed three of those before he learned to focus. I have to admit, watching Connor's very red ass and always stiff cock move around the room as he served hors d'oeuvres, cleaned crumbs off the table and refreshed our drinks was not an unpleasant sight at all. His performance pleased me greatly.
Eventually with drinks in hand and our now perfectly trained young butler accompanying us with his right hand balancing a cocktail tray upon which sat a small stainless steel egg from one end of which extended a very thin eight inch long wire, Ariel and I escorted our guest down to my playroom.
As Ariel guided Connor up onto a 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 sub, 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, Sir," 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..."...and on and on.
Finally, when we tired of that game Ariel slipped into her harness and when she was ready Tim positioned himself behind Brianna as Ariel 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 long delayed 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 asshole 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.