A Fly in the Spider's Web

"You never really get over the shame of it, to be honest. At a certain point you just have to decide to embrace it or move on."

I nodded politely.

While accustomed to hearing advice from strangers in bars, this perspective hit differently. Primarily because the guy offering it wasn't a complete stranger. He was Kristen's gimp, Nick. And as he sipped his beer I couldn't help but think back to watching him use that same mouth to lick his cum up off her latex-clad body.

Our meeting was Mistress' idea.

It had been a couple weeks since Kristen's and my first date and we hadn't seen one another in-person since. Instead, we spoke regularly while I worked through a range of tasks -- from medical exams to providing the usernames and passwords to all of my online accounts -- she required of me.

"I'm tired of fakers wasting my time," she explained matter-of-factly. "Consider the process another trust exercise if it helps."

She was right. Every quality relationship, even non-traditional ones, are grounded in trust, I reasoned. Even if most don't involve handing over access to years-worth of e-mail correspondence, contact lists and the opening of a shared credit card.

The latter wasn't as tough as you'd think; money is money. As a life-long bachelor I placed much greater value in my privacy. Which is why installing webcams at strategic points in my home -- bedroom, living room, bathroom -- felt very 'Truman Show' and nearly caused me to call the whole thing off.

As the cameras went online and their lights turned green, I swallowed hard -- here goes ... something!

"Very good pet, I appreciate that this is significant for you."

I froze.

"Cuuute. Look at you all startled," Kristen chuckled. Did you really enable the speaker function without figuring I'd use it?"

I hadn't truly considered it, I thought.

"You look so handsome there in your living room, pet. You have the rarest of things at the moment ... my attention. Make it worth my while."

"Yes, Mistress."

I quickly took off my t-shirt, pants and boxers and then kneeled next to the disheveled pile of clothes.

"So vulnerable, pet. Show me how strong you are with some push-ups."

I banged out 10 with ease, my erect cock crushing into the ground with each rep.

"I didn't tell you to stop."

So I continued. And continued. Eventually, Kristen put me through an entire workout: sit-ups, squats, lunges ... All the while I could hear her through the speaker giggling, commenting on my body, correcting my form, and commanding me through an increasingly involved routine.

Finally, mercifully, she allowed me to stop and lie back on the floor.

"Very good, Thomas. You looked so ridiculous, but I loved your commitment. You should have seen your cock swinging while running in place. Delicious! Can you even imagine what Carl or Andy might think? Or Suzy?"

Hearing two of my good buddy's and a former girlfriend's name come out of my Mistress' mouth sent an electric shock through my body.

"Oooh, look at you both getting squirmy and hard at the thought. Love that. Start stroking for me."

I had never felt my cock so hard in my hand, and I complied with slow, deliberate pulls.

Meanwhile, Kristen began reading aloud from my Slack threads.

She had me totally captured. Socially. Professionally. I had even afforded her a wide window into the privacy of my own home. The thought both terrified and excited me.

Suddenly, violently, I exploded at the thought of it all, covering myself in cum from the chin down.

"Verrry, good, Thomas! Now be a good boy, rub all that in, and don't you dare wash."

She closed our virtual session with an invitation to meet Nick out the next night at a swank hotel lounge bar downtown.

Which led me to wonder: how do you greet your Mistress' gimp?

When the time came, I went in with a friendly smile and fist bump. Figured I'd also acknowledge the nature of our relationship.

"Nice meeting the man behind the latex mask."

Nick chuckled and returned my fist bump.

"Yeah man," he responded, "Welcome to the party."

Over the next hour and a half I learned that Nick had been serving Kristen for more than a year. So far as he knew, she enjoyed the pleasure of additional partners on occasion, but he was the only one she sustained a longer term relationship with. His commitment was all the more impressive, if not unbelievable, considering he also had a wife and child at home to nurture and raise.

"A totally different conversation, man," is all he said when I asked how he balanced it all. "What I will tell you is to be careful, Thomas. If you go down this path, Mistress Kristen will blow your world wide open."

As if on queue, there was a hush across the bar as Kristen made a grand entrance in a dramatic red latex halter neck evening dress.

"Atsuko Kudo," I said as she approached.

"Correct, Thomas. I'm proud to see you have been studying," Kristen exclaimed as she took a seat with us. "And which shade, my pet?" she asked, puckering a perfectly formed red lip inches from my face.

I guessed Rouge Hermes matte #97, Pourpre Figue.

"Wrong. Nick?"

"He was close, Mistress. It is #85, Rouge H."

"Very good! But then, you have enjoyed the taste of both on your lips. And the sight of them on your gorgeous manhood," she said, while discreetly reaching under our bar top table and grabbing his cock. "So interesting that you would defend his incorrect answer though, Gimp.

I take it to mean you like him?"

"He seems like a good guy."

"Do you think we should play with him?"

"Yes, Mistress, if it pleases you I think we should."

Kristen leaned over, kissed Nick lightly on the mouth and whispered in his ear. Then, she turned to me while keeping a firm hold of Nick under the table.

"Thomas, have you ever felt another man's erection before?"

I hadn't. Truth be told, I didn't even particularly enjoy seeing other guy's dicks when watching porn.

Kristen seized on my hesitation.

"Thomas, I am glad you have gotten to know Nick a little bit. He's my constant. And he's fantastic. Wasn't always that way. Shoot, you should have seen him when we started; all thrust and no vector. But I broke him down and built him into what you see before you: a strong, dedicated, servant and lover who can intuit and finds joy in fulfilling my most depraved desires."

It wasn't lost on me that Kristen was now full-on stroking Nick's cock through his pants under the table. Precum was even beginning to pool through the fabric.

It unlocked something unexpectedly primal in me.

"I will touch it," I said.

"Oh, are you in charge now, Nick? Because I'm pretty sure I'm the one who will be dictating what you will and won't be doing. Especially when it comes to my gimp."

"I'm sorry, Mistress. I forgot my place ... may I touch it?"

"Touch what, Nick? I will give you one more chance to ask fully and properly for what you would like."

I swallowed hard and worked to get out a sentence I never in my life imagined uttering, even in jest.

"Mistress Kristen, may I please touch your gimp's erection under the table?"

She smiled.

"Naughty, Thomas, you eager little perv," she chuckled. "All I asked is if you had ever touched one and you went right to asking to manhandle the closest one to you.

No, you may not."

She nodded at Nick and he excused himself from the table without saying a word.

I sat transfixed as Mistress Kristen dipped a manicured nail into her cocktail - a Vieux Carre - and began stirring. She looked me in the eye and eloquently raised her sharply-pointed finger to my lips.

"Taste."

It was our first truly intimate physical contact and I shivered as she pressed her booze-soaked finger - and then fingers - into my mouth. I responded by applying pressure and tongue-fucking her deliciously daggered fingers.

"Break one of my nails in that handsome man-hole of yours and you will never cum again," she deadpanned with a smile.

I quickly became lost in the unexpected intimacy of the moment. But couldn't entirely knock the idea that the entire lounge was likely watching. At the very least I knew the waiter was, since I could see him approaching.

"Don't you dare stop, my pet. Eyes on me and only me," Mistress Kristen commanded before turning to the waiter.

"Nothing more for me tonight, and my friend here has nearly had his fill," she said loudly with a laugh.

My stomach did a somersault as a feeling of naked vulnerability coursed through. A very real part of me wanted to crawl under the table or flee out the front door. Instead, I fixated on the task at hand to retain my composure. Mistress Kristen rewarded my effort with an invitation to continue our evening upstairs.

Upon entering the suite it was obvious that Nick had been busy since taking his leave from our party. A table was set with charcuterie and wine; candles and specialty light bulbs projected a sexy dim hue; soft music created ambient noise; and there were a variety of toys laid out meticulously at the foot of the bed.

For his part, Nick literally shone in head-to-toe black latex, to include a hood that covered everything but his mouth. I marveled in awe as he dropped to his knees in perfect time to Mistress Kristen's entering the threshold of the room despite being blinded.

I followed Mistress' gaze from her prone rubber gimp to a woman sitting quietly on a chaise lounge set against the far corner of the room.

The mystery woman had mousy brown hair, a slender build, and was pretty in a simple, bookish way. She also looked uncomfortable enough for me to notice, which was saying something, because I was a jumble of nerves myself.

Mistress Kristen acknowledged her presence with a nod.

"Thomas, pour our guest a glass of wine and then meet me in the powder room."

The woman accepted the glass from me stone faced and with a shaky hand. Then, I joined Mistress Kristen and carefully helped her out of her Atsuko Kudo dress.

She stood before me, magnificent in nothing more than her high heeled shoes.

"Hang the dress up and then strip for me, pet."

I complied with excited ease and presented myself by taking a knee. Mistress Kristen circled me slowly like a vulture considering its next meal. I found comfort listening to her heels click-clacking in a deliberate rhythm. And I moaned as she dragged her manicured nails through my hair and across my chest.

The large bathroom suite was beginning to fill with steam from the shower Nick had begun running before Mistress arrived. A drop of beaded sweat fell from my chin onto the floor.

"Lick it up, Nick."

I could hear Mistress' heels circling back in front of me as I leaned forward and extended my tongue.

"Very good. Now keep going on my feet, taking care with the shoes as you take them off."

I should have been disgusted. Licking a bathroom floor was bad. But the idea of dirty feet was worse. At the same time, I couldn't help myself. A greater part of me wanted - almost hoped - her feet tasted as dirty and disgusting as the whole scenario was making me feel. And frankly, they did.

But I licked them. Kissed them. Between the toes, across each sole. I couldn't help myself and was genuinely sad when she pulled back to step into the shower.

When she stepped back out I greeted her with an armful of towels and was pleasantly surprised that she allowed me to help dry her off and then lube her up with a silicon-based liquid.

"You have come a long way in the short time since our first meeting," she said, recalling how eager I was to touch and shine her latex-clad legs in that first encounter.

I nodded and proceeded to help her into a pair of red thigh high patent leather boots and a translucent smoky-black latex cape. She finished the look with a jeweled tiara that was borderline gaudy and elbow length latex gloves that matched her boots..

"Who is the fairest of them all, my little pet," she giggled as she spun in front of the large vanity mirror.

"Why you, my Queen."

"Very good, Thomas. Very, very good. It is time for me to go enjoy what is mine out in the other room," Mistress continued while applying a deep crimson lipstick. "In 30 minutes I want you in there for me showered, groomed, naked and kneeling at-the-ready."

"Yes, my Queen."

Mistress Kristen turned to take her leave.

"Oh, and Thomas," she said, pausing mid-stride. "No matter what the other woman in the room does or says, you are not allowed to react. She is my gimp's wife and she will be seeing him for who he truly is tonight for the first time. Got it?"

Even accounting for the shower, waiting 30 minutes to rejoin the party was a special kind of torture in itself. Especially as I began hearing the sharp-slap sounds of various paddles and whips strike against latex-clad flesh and accompanying moans of pain and pleasure through the door.

Only the gimp's wife seemed to notice when I made my way back into the room.

Her husband was still hooded, blinded, and lying back on the bed. Mistress was straddled atop his face violently grinding against his hungry tongue and lips. She began finger-fucking herself through latex-gloved hands. And after some time she began to squirt and then cum into his mouth.

Once finished, she dismounted Nick's face and eased herself into a comfortable position on the bed.

"Thomas, bring me a glass of champagne," she said, acknowledging my presence for the first time.

She opened her long, booted legs.

"Gimp, find your way to my womanhood and lick me clean."

After he did so, Mistress took her gimp into her arms and let him rest his head on her shoulder. The contrast between his completely latex clad body against her near nudity made for a gorgeous sight. Especially when she wrapped him in the loose excess of her cape, making it appear as if they were in their own private rubbery cocoon.

In time, their intimate embrace evolved into his performing guided body worship on her. Which led to her unzipping the crotch zip front of his catsuit, instantly unleashing his quite-ready manhood.

"Assume your ready position, Gimp."

On command, he maneuvered on to all-fours; staring - still blind - at the headboard, with ass up on the edge of the end of the bed.

Mistress stood up over him; well over six feet in her booted heels, and walked around to his backside. Then, she reached down with ease and undid his back zip, exposing her gimp's ass. Next, she lubed up and inserted a metal butt plug into his waiting hole. Finally, she leaned over him and simultaneously began stroking his manhood from behind with one gloved hand while manipulating and applying pressure against the plug with her other gloved hand.

On cue, in-between moans, the gimp began speaking in a hushed, almost hypnotic tone.

"Thank you, my most generous and all-powerful Queen, for lowering yourself to play with a mere peasant like me. I am most unworthy of your touch and attention. You are so sexy and gorgeous. I don't deserve you. All I can ever do is hope to please you a mere fraction of how you please me. I am so pathetic and unworthy. You could have anyone, Queen. Anyone at all ..."

"When was your last release, Gimp?"

"Two nights ago, Queen - Saturday - after date night with my partner."

"Meaning ... your wife, Gimp? A date with your wife ..."

"Yes, Queen, with my wife."

"And did she satisfy you, Gimp?"

"She is an incredible woman, Queen."

"That is a sweet answer, Gimp, but a dodge."

"I thought of you, Queen. To cum - to finish - I thought of you. And this. How you are making me feel right now."

Mistress Kristen paused on her Gimp's words. Then, she freed her hands and gently unzipped and removed his hood.

I was still prone at this point, maybe five feet back from Mistress Kristen and the unfolding scene. It was an incredible sight to behold, but I couldn't help but steal a look at the Gimp's wife. She was sitting ramrod straight, blank-faced. I could only imagine what she was thinking.

Mistress Kristen paid neither me or the wife any mind. Instead, she positioned her gimp onto his back and climbed atop, gently lowering her sex onto his glistening, hardened cock.

She fucked him hard and he came fast. Surprisingly so. Mistress slapped him forcefully across the face; the impact of her gloved hand on his now pink and exposed cheek making a theatrical slap.

"Thomas, up and over here. Now!"

My body reacted much quicker than my mind could respond and the next thing I knew I was underneath and in Mistress Kristen. She rode me with an intensity I had never felt before and I did everything in my power not to make the gimp's mistake and cum too soon.

But between feeling the heat of her sex, weight of her body, and sharp angled boots against me, I, too, came relatively quickly.

Unlike with her gimp, she did not stop. Instead, she reached down and began manipulating my nipples.

"Get hard, pet, now," she commanded.

And I did.

And she rode me easily, powerfully, to another orgasm. And then another.

I hadn't had that kind of stamina or lightning fast refractory period since losing my virginity, I thought.

"Considering where you are at in your training, that was very well done Thomas."

"Thank you, Mistress."

"Now you may go," she responded.