All characters appearing or mentioned in this story are 18 years old or older. This story is a work of fiction and any reference or description to actual persons is unintentionally.
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April 2019
As I pounded my long, thick, and very aroused cock into my cute little 'office slut', I could feel her approaching another orgasm. The other asses in line were patiently waiting and I knew I had to save some energy for them. I felt her pussy contract from her third orgasm around my cock, her moans pitched higher as she buried her face in a couch cushion. This was 'office time' and it wouldn't do for others in the 'office' to hear her moans. I slowed my pace and let her come down gently from the intensity of her finish.
With effort, and one last long, low moan from my pseudo-office slut, I withdrew from her slowly. She was leaning heavily on the couch now, spent from cumming so hard and in quick succession. Her juices ran down her light chocolate legs, all the way down to her beige heels. Her beige skirt was a wrinkled mess around her waist. She made no effort to recover or leave, preferring to simply lay over the back of the couch, breathing heavily.
With a departing squeeze of her ass, I slowly walked back up the line of asses still presenting themselves to me. I softly patted the ass next the office slut, seductive and inviting in her half t-shirt.
The second ass, who liked to be kept waiting, was still in the bent over position. Though she was raising herself on her tip toes trying to be more alluring.
I lined up my slick cock, still fully erect, to her already dripping pussy and thrust my full length into her at once. The shock of it elicited a scream of surprise and pleasure from her, and another as I pulled almost all the way out and slammed back in. I slammed my cock into her a third time and then just as suddenly withdrew, getting a disappointed sob.
I moved back to the previous ass; petite and girl-next-door sexy in her cut off t-shirt. I didn't slam into her engorged pussy all at once, but in a couple of thrusts, with a satisfied moan coming from each long stroke of my penetration.
Wanting to hear the imaginative profanities as only a hard fuck would get out of her, I pushed in my full length and quickened my pace...
#
May 2003
I approached my new shop from the back alley. Being part of Portlands NW historic shopping district, it still had alleys which were great for, well, alley type stuff. I went inside where Jessica greeted me as business-like as ever.
"Morning Paul," she said, "I've got all the monthly booking done and the orders are all placed." She was super efficient as the store manager and, really, sole employee of my high end lingerie shop. After the rather obscene amount of money I made selling some technology to a company run by a turtle neck wearing ex-hippy, I spent a couple of years in my basement workshop trying to work on my next big project. I was making progress on my ideas, but things were sort of stalling.
I had my own little company for the tech stuff, but it was mostly just a business license and a bank account. On uncle Mikes advice, I decided to branch out my business portfolio, because diversity breeds profitability, as he said. And so I did what any other young man would do; bought a failing boutique, fixed it up, and turned it into a high end and super exclusive lingerie store.
I hired Jessica just as the store was finished being renovated. She was a business graduate, was business savvy, and had great ideas. It didn't hurt that she was a stunner as well, since women buying sexy underwear from a dude didn't appeal.
She was half a head shorter than I was, trim in her business attire of jacket and modest skirt but still boasting impressive curves. Her wavy auburn hair was up in its typical tight bun, her legs long and lean and clad in dark stockings and a sensible low heel shoe. She totally looked the part of an office secretary which, as a whip smart businesswoman, she leveraged to her advantage constantly.
It was her idea that led us to start hosting parties for groups of brides and other women and offering wine. They were easily the most profitable portion and referred their wealthy friends. Jessica ran the place well and I paid her a large salary to keep it going. Even though she had her degree, she still stayed on because I was paying more than she'd get at a firm and she got to run an actual business. Win-win.
I looked over the orders she handed me and smiled. It was always nice to see a healthy profit. The new website also was boosting foot traffic and we had four nights booked for parties of varying types. One of the names sounded weird though.
"Hey," I asked, "who is this group, name under 'Satin Glossy'? Sounds like a porn name."
"Oh," Jessica responded, "thats a stage name. They're a group of cross dressers who perform at a club in town. They wanted the full treatment package and paid all in advance."
"Huh," I said. I pondered the reservation for a moment. Eh, whatever, dudes needed lingerie too sometimes. And they paid in advance. "Call the caterers", I said, "and make sure to provide some stuff with names that are hard to pronounce. Make them feel special. Could be a good market entry."
"Already done," Jessica said, sitting on the edge of the desk. "They'll be swimming in things that sound French for the whole night."
"Speaking of swimming," I said to her, dropping the orders on the desk, "I have access to a cabin this weekend. Crystal clear lake, roaring fireplace, the works. How about we go up and see how clear the water really is? I do believe any of those bikinis on the wall would look great."
"Hmmm," she said, smiling slightly at me, "you're right. those bikini's would look good, but then what would I wear?"
"Well, we could just forgo the bikinis," I offered, moving a little close to her.
She leaned a smidge closer, but only a smidge. "Well, now that does sound like fun," she said softly. "But," she said in a business tone, "the weekend is a big earner for this place so, sorry." She smiled at my dumb struck face as she left the office, hands clasped behind her back sweetly, glancing seductively back at me as she rounded the corner.
OK. Strike forty three.
My cell phone rang in my jacket pocket. Looking at the analog screen I didn't recognize the incoming number. Since gaining money, I was surprised how many friends I'd suddenly had. However this number was private and very few people had it.
"Hello," I answered.