Discretion Has Its Rewards

Note: This story involves interaction between two men for the pleasure of an adventurous woman. If this possibility offends you, then I would seek another story.

My name is Craig, I'm twenty-five. Until a year ago, I was still looking for a real job, and working at my Uncle's tailoring business while finishing my Master's degree. My Uncle suggested that working for him might allow some networking opportunities, and as it turned-out he was right; though not in the way he imagined. I didn't care much for working in the shop. It wasn't hard work, but it just didn't interest me. Uncle Phil owned a well regarded business in hand-crafted suits. His clients were usually older CEO types who appreciated quality and service above all else. My Uncle taught me how to take measurements, suggest the correct fabrics, and to give the customer whatever they wanted...be it monogrammed buttons or personal home delivery. It was the service that kept people coming, and I knew how to play the game.

One client in particular was often a royal pain-in-the-ass. Eric Clay is one of those guys that moved directly into a high position within his Daddy's company. He was maybe thirty-four, good looking, well-built, and behaved with an air of entitlement. I didn't really dislike him, but he was a bit too cocky, in my estimation. Mr. Clay usually requested me to do his fittings, though I had little understanding why. He preferred a more modern, trim, European-style fit. Since I wore the same style and had a similar build, he decided I knew more about it than my Uncle. His most annoying habit was to wander around the fitting area in just his skin-tight boxer briefs while swapping different pairs of trousers. I could honestly care less, but it was just unnecessary. Other clients would use the changing rooms...why not him?

One evening, Mr. Clay arrived ten minutes before closing to do his final fitting, and brought his wife along. I often felt he did this on purpose, just to feel like he was getting extra attention by forcing me to work past normal hours to accommodate him. On this occasion, I didn't mind. His wife was a beautiful woman, perfectly proportioned, with shoulder-length dark hair and hazel eyes. I learned from past conversations that they had met during one his playboy vacations on the Canary Islands. She carried herself with an exotic, sexy attitude that fit well with her Spanish looks and sultry demeanor.

"We went with a different style of pocket, to ensure the fabric would drape properly." I said, as Mr. Clay pulled-on his trousers. "I hope you find the change acceptable."

"Yes...this is fine." He replied, almost dismissively. "What do you think, Carmen? Should this be the suit for the next board meeting?"

"You look very handsome." She said, stepping behind him and running a hand over his ass. "Just don't leave the crotch too low...I hate having to fight with all that fabric." Carmen said, cupping his groin and looking over her shoulder to wink at me.

"My apologies, sir...my wife can be too bold for her own good." He said, pulling her away and kissing the top of her hand.

"This is nice. Did you find a nice shade of blue like these?" The lady said, running a finger down the front of my thigh. "Your tailor seems to have good taste."

There was a long, awkward pause before I found a way to break the tension. "Um...yes...Mr. Clay chose a quality merino wool. You should try these as well." I said, sounding as professional as I could muster while handing him the dark blue pants.

I was hardly surprised as Mr. Clay dropped his pants on-the-spot to try the other pair, but I was a little shocked to see him sporting a semi-erection in his briefs. Not that I could blame him, I had a slight swelling of my own. He changed pants as though nothing happened, and I went about the task of checking the waist and inseam.

"How about you...Craig?" the lady said, pausing to take a business card from my shirt pocket and reading my name. "Is your better half as fussy as I am?

"I'm without a better-half for the moment, ma'am. Not everyone can be as lucky as Mr. Clay." I said, finishing the last pin on the hem of his pants. "These should be ready by tomorrow afternoon."

"Good...I'll have Carmen pick them up." He replied, changing back into his casual clothes.

"Ooh...that may be difficult, my sweet. I have a fussy garden party, and simply won't have the time. Perhaps Craig can deliver them tomorrow evening? I know you'll want them for the next meeting."

Mr. Clay glanced at me, and back toward his wife, before kissing her on the cheek. "Yes, that may be best. Time is running short this week."

Fortunately, I didn't have class tomorrow night, and thought this could be a way of getting a good tip...though the likelihood wasn't strong. "Should I arrive at the address on file, and what time would you prefer?"

Mr. Clay started to speak, when Carmen cut him off. "We would be most pleased if you could arrive at our condo at nine. Feel free to dress casually." She said, tucking my business card into my back pocket.

I couldn't help but feel envious as I watched them leave the shop hand-in-hand. They were an extremely attractive couple, and felt certain the arrogant ass was going to get laid tonight. The two months since my last girlfriend left to take a job in Seattle was beginning to feel like an eternity of lonely nights.

++++++++++++++++

I arrived at the Clay's downtown condo exactly at nine o'clock. Not wanting to seem like I ignored his wife, I changed into a pair of chino's and a polo shirt that didn't make me look out-of-place in the high-rent district. The doorman showed me to an elevator and sent me to the appropriate floor with his key. I arrived on a floor with an entrance to only one condo, and rang the door bell. Mr. Clay opened the door dressed in jeans and a t-shirt that probably cost an obscene amount of money for what they were.

"Prompt...I like it when people are prompt. From what know of you, I expected nothing else." He said, surprising me that he paid attention to anything I might have said over the past two years.

"Would you like to try them on again, sir?" I asked, hoping to get out of there soon.

"No, the fit was fine last night. I'm sure the minor changes are as well. Come with me, there is something else that you may be able to help me with."

I just knew he was going to take me to his closet and load me down with jackets and other shit that I'd have to take back to the shop with a million adjustments and repairs. You could have knocked me down with a feather when I followed him into a large bedroom with huge windows overlooking the city, dim lighting and several flickering candles. The most notable feature was his nude wife, bound to the bed with soft restraints, a man's tie loosely wrapped around her head as a blindfold, and a dildo stuffed into her pussy. She was writhing on the bed, her nipples hard and soft moans escaping from her lips.

"Have a seat Craig." Said Mr. Clay, pointing to a chair that faced the foot of the bed.

I sat down, stunned and shocked at what I was witnessing. My eyes locked on Carmen's perfect body.

Mr. Clay walked calmly to the side of the bed, pinched her left nipple and then gently prodded the fake phallus between her legs. "My wife and I share a unique relationship and some unusual common interests. Despite what you might think at the moment, we are very private people. Rarely, we make invitations to people we think can honor our privacy and respect our trust." He said, tracing a finger around his wife's mouth and then allowing her to suck on it.

My mind was fogged. Carmen was unbelievably gorgeous as she twisted on the bed, her arms and legs splayed wide-open with silky restraints that would have been easy to escape. My cock swelled painfully with my pants as I tried to absorb what was happening.

"I'll be blunt with you, Craig. I hate beating around the bush." He said, squeezing the arousal that tented his jeans. "My wife loves cum. There are times she'd like to take men all night just to fill herself with hot cum. That kind of play is out of the question...too many people knowing something that intimate could be dangerous and expensive. I have my part in this too. I like the idea of pleasuring her after she's been...primed."

I still sat speechless, my heart racing, as he slowly removed the dildo and teased her clit. Carmen's pussy was shaved clean, except for a small patch at the top. Her labia were swollen and drops of moisture glistened in the flickering candle light.

"Here's the deal, Craig. Respect and honor us, and we'll do the same for you. Violate our trust, and I promise you won't know what hit you. Nothing is required...the choice to enter that circle of trust is entirely up to you. We aren't looking for lovers...just friends who can satisfy our appetite for the unusual."

"Uh...uh what...what would that be...precisely?" I stammered, nervously shifting in the chair as Carmen let out a series of deep moans.

"Glad you found your voice." Mr. Clay said with thick sarcasm. "The lady likes your athletic looks, and I like your professional attitude. I am going to leave and be back in an hour. During that time I am inviting you to fuck my wife. You may note that this is not a great deal of time. Neither of us wants you to make love to her. Fuck her...fill her tunnel with your cum...and leave. When I return, I will make love to my wife after she's had a taste of her fantasy. If you accept, I expect you to be gone, the bindings untouched, and see your seed spilling from her cunt. If you decline this invitation, please have the decency to put her favorite toy back in place."

Holy shit...this couldn't be real. I had to be dreaming. "I...I don't know if I can just use her like that. I'm your tailor...not a gigolo."

"I understand...and I'm relieved that you feel that way." Mr. Clay said, running his hand down her body. "Carmen is a gorgeous creature that demands respect. I would never entrust her to a man-for-hire who's probably only looking to support a drug habit. This is what my wife and I want. This invitation carries huge risks for us. Honor our faith in you and it will be rewarded....regardless of your decision. You need to be gone before I get back."

Mr. Clay bent down and shared a deeply passionate kiss with his wife, grabbed a jacket, and left me alone in the condo with Carmen.

I sat in the chair, sweat forming on my forehead, and my erection straining against my pants as I watched Carmen twist and moan on the bed. I was snapped out of the dream when she unexpectedly spoke.

"I know you're still here, Craig." She said, with the blindfold still in place. "Touch me...feel how hot and wet I am."

I glanced at the clock on the night stand. One hour...I had one hour take what take what was offered or politely decline. Either way, I had to approach her...either with my cock or with the toy sitting beside her. I felt my heart pounding in my throat as I cautiously stepped toward the bed, gently running my hand inside her thigh, over her belly and up to her firm breasts. Damn, she was beautiful.

"Feel my pussy, Craig...feel how much I want you inside me!"

My hand shook as the head in my pants wrestled for control. I barely had a finger over her puffy folds before she lifted her hips and ground against my hand. Her snatch was sopping wet, and her clit a swollen nub. I had never seen a woman so wild with lust.

"Lift my blindfold...let me see you. It's ok...just put it back before you leave."

Hesitantly, I reached out a lifted the fabric above her eyes. She never looked me in the face, just stared at the insistent tent in my pants.

"Show me your cock. If you won't let me feel it, you can at least let me see it. Would you do that for me? Please show me that hot cock!"

My mind had almost totally given control to my dick. Without any clarity of thought, I unfastened my pants, pulled them just below my ass and allowed my cock to spring free from its prison. My prick was achingly hard as the seven thick inches jutted upward from my body, practically pointing at the ceiling.

"Mmmmm....so nice...you and Eric could be twins. Such big, heavy balls...you could fill me with gallons of cum!" My cock was leaking a long stream of precum, and Carmen playfully tugged at the restraints, trying to catch the string with her tongue. "Feed it to me...don't waste a single drop! Please...don't torture me like this!"

This was wrong and weird on so many levels, and I knew it. This could easily be something I deeply regretted, but my rational mind was overcome with insane lust. I kicked-off my shoes, and dropped my pants to the floor. Kneeling on the bed, I aimed the trail of sticky fluid over her waiting mouth. "Lick my nuts...feel how full they are."

Shit...did I actually just say that?

Carmen wasted no time, lifting her head and nuzzling my loose sack with her nose and tongue. Her nipples were standing high like pencil erasers and her chest showed a rosy flush.

"Oh yessss! So nice...big balls...thick cock. Relieve your tension...fuck me...give me what I want...take what you need. Fuck me...oh god...fuck me!"

I looked back at the clock...twenty minutes already gone. I couldn't take it anymore, especially when faced with such persistent urgings. I didn't even bother with my shirt, leaving it on as I knelt between Carmen's wide-spread legs. I grabbed my leaking prick and smacked it against her lips and clit.

"Now...give it to me now! Fill me...fill me with that hot load!"

My rational self was now completely gone, and I succumbed to animal needs. I took aim and plunged into her waiting snatch with one solid thrust. Carmen howled with delight as I slid easily into her...her tunnel undulating against my steel-hard shaft. She bucked her hips towards mine with every thrust, forcing me deep into her womb.

"Oh shit...yesss...oh ffuuucckkk...so gooood! Harder...fuck me harder!" she screamed, seeming intent on finishing me fast.

The intensity and awkward nature of the situation had me high-strung anyway, and her wild behavior wasn't lending to extended sessions. I hovered over her body in a missionary position, grunting with my teeth clenched as I plowed into her convulsing cunt. My sack began to tighten and I could tell the end was near.

"Uuuunnnggghhhh...ffffuuuuccckkkkk...dddaaammmmnnnn!" I groaned, pushing deep inside her as my seed boiled and fired from my cock in several strong shots. Carmen came at the same time, screaming and writhing under me...her vagina clenched around my twitching tool.

"Yes...oh yes...feels so good! Thank you...for helping us." Carmen said, panting for breath. "Go...you should go now...damn, that was good!"

I had a sudden sense of urgency, feeling a need to leave before Mr. Clay came back...though not really understanding why. Only five minutes remained, so at Carmen's urging I stuffed my deflating and sticky cock into my underwear, threw on my pants, lowered her blindfold, and left the building. I never saw Mr. Clay as I left, and felt relieved. Now that the deed was done, I couldn't help but wonder what was coming next for them. I was feeling something like remorse as the image of my spunk flowing from her pussy and down the crack of her ass filled my mind. I had just savagely fucked a woman...albeit at her insistence. This was not at all typical behavior for me. What kind of twisted mess did I just get into?

The next day, I started hating myself from the moment I woke up. True...I had been placed in a very odd situation, but I wasn't without choices. I just hoped I hadn't played into some violent, abusive fantasy. At about ten-thirty, a parcel arrived at the shop addressed to me. Inside was a letter and a business card;

"Thank you for attending to my wife's unusual hungers. We wish to convey our gratitude for your expected discretion and respect. It is unlikely that we will call on you again, but any invitation is always yours to accept or decline. Send your application and resume to the gentleman on the card. He has agreed to an interview, but nothing more. Any job opportunities that may arise will be totally up to you. Feel free to use my wife and I as character references. Respectfully yours, Eric Clay."

I was still feeling a little shitty over what I had done...but if it led to a real job, I may be able to live with it.

++++++++++++++++++

It's been six months since my encounter with the Clays, and the interview opportunity actually turned into a job with a decent salary, full benefits, and several avenues for advancement. Apparently they provided me with a foot in the door as my reward, and I had to respect them for that. I appreciated that it didn't involve money payments or over-the-top favors. The interview was exactly that, and I never felt I was hired under any sense of obligation.

I was set to complete my master's degree within a few weeks, and Uncle Phil gave me two of his suits as a graduation gift. I went to the shop to pick them up, and was surprised to see Mrs. Clay.

"Well hello, handsome." She said softly, so my Uncle couldn't hear. "I hear the new job is going well."

Seeing her again filled my mind with images of that most unusual night, and I suddenly felt a little uncomfortable. "Um...yes...thank you for your support. I believe it made a difference. Please thank Mr. Clay for me as well."

My Uncle shuffled-in from the back, carrying several jackets in their protective covers. "Craig, would you mind helping Mrs. Clay to her car with these?"

"Uh...yeah...sure...I'd be glad to help." I stammered, my mind lifting from a day dream.

As I bent down to place the jackets in the back seat of her car, Mrs. Clay ran her hand along the back of my thigh and over the cheek of my ass. Her touch sent an immediate tingle to my groin. I had just started dating again, but sex was still a work in progress, so her touch wasn't completely unwelcome.

"You know, it will be difficult for me to wrestle these jackets back to the condo." She said, flipping her hair back and looking me in the eye. "Follow me home, and we can toast your success."

My throat immediately tightened, and my cock twitched at the thought. As beautiful and enticing as she was, I just wasn't sure I could stand to be used that way again.

"Uh...I'm happy to help you, Mrs. Clay...with the suits, that is." I said with a nervous tremble in my throat. "I'm just not comfortable with humiliating anybody."

"You're just too sweet for words." Carmen said, holding my hand. "My husband and I aren't into degrading each other. You assistance wasn't about making him a cuckold or turning me into a whore. There are times I like more than just one man, and he likes to be my final climax after I've been with someone else."

I was stunned at how matter-of-fact she was, calmly describing their sexuality as people wandered past on the sidewalk. At least I felt better about not contributing to an overtly abusive relationship.

"Just a drink, then." Carmen said, smiling as I stood there blushing. "Invitations are not commands, Craig. Eric and I appreciate your sense of honor. I'd like to hear more about how your career is going. My parking spot isn't far from the elevator." She then kissed me on the cheek, got in her car, and pulled away.

I wandered back to my car and drove to the Clay's building as though being willed to do it. Something told me I shouldn't be doing this, but I also felt powerless to avoid it. The parking attendant, clearly expecting my arrival, directed me to a guest parking spot. Mrs. Clay was standing by the car as I walked up. During the time that I retrieved the jackets and stood in the elevator, our conversation was actually focused on my interview and how I felt about my new career. My nerves had calmed considerably, and I felt that a friendly drink and "goodbye" was the noble and polite thing to do.