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.
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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.
