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Fucking for my employer

For those of you who liked my earlier account of fucking a 29-year-old mother of two in 1999 when I was 22, you may enjoy this story from one year later in 2000 when I had ‘relations’ with an even older woman, Margie, who was 38.

I was working for the same company that I did when I took the earlier 29-year-old mom to my office Christmas party. My company provided telecommunication services to major retailers. I will conceal the retailer’s name in order to protect Margie’s anonymity, but let’s just say it was a Fortune 500 company. Margie was the client contact who basically decided if the retailer for whom she worked would renew its telecommunications contract with the company at which I worked. Suffice it to say, Margie wielded a great deal of power and her decision could either earn or cost us a lot of money from year-to-year. I was not necessarily in the Sales department, but my account manager (my boss), Brad, had some interaction with those folks. Almost too casually, Brad one time brought up the fact that a couple of years ago, a young guy who formerly worked for the company, Anthony, had sex with Margie and it was the unspoken gospel that this, and only this, led Margie to recommend renewal of my company’s contract the following year. This company pimp moved onto greener pastures, so I was told, and his departure had nothing to do with his dalliance with Margie. Now the company it would seem (though Brad didn’t outright say it) needed to ‘feed the b**st.’ He told me that Margie (whom I hadn’t met at that point) was “kind of pretty,” but he couldn’t get with her because he was married. Again, this was all implication, but the conversation turned to a trip she was taking to visit the company/learn what new features we could provide to her company, and I was sure he was seeing if I’d bite at the opportunity to try and, for lack of better words, seduce her. Brad knew I was single and never short of a date. I kept things very professional with him, but he had a feeling I might be a good replacement for that unnamed pimp that satisfied Margie a couple of years ago. I said, “When she gets to town, if you guys take her out to dinner and drinks, I’d love to tag along.” Brad gave me an all-knowing look and said, “Sure man, you’ll definitely be included.”

Maybe two weeks later, Margie arrived. I met her at the office along with a bunch of other employees. She took the proverbial tour, met with the ‘big wigs.’ I thought she was very personable. She was certainly pleasant to me, but she was that way with most of the staff so I couldn’t be sure if she felt a spark or was just being polite to a company employee. Margie looked 38, but not in a bad way. She was, as Brad put it, kind of pretty. I would take it to another level tough and say she was very sexy. She had buxom hips, a large, juicy ass, and big tits to match that lovely ass of hers. Her face was just starting to show some creases, but she had pretty features and nice blonde hair. Her blonde looked dyed, but it was still a very flattering shade for her. At this point, I didn’t know if she ‘dug’ me, but I was certainly game to share a steamy night with her. Was I held back by the morality of hooking up with a business contact with the expectation of gaining revenue for my company? Yes. But since this seemed almost sanctioned by my boss and I was single I figured I would gladly make a play for Margie anyhow. Still, this was and is rationalization, and for those of you who are put off by my secondary motives, I cannot deny seeing where you’re coming from.

Sure enough a group took Margie to Ruth’s Chris and I was invited along. A chair was conveniently left open next to Margie and I sat beside her. It was now time to see if Margie’s earlier charm was doled out to everyone as professional courtesy or uniquely designated for me. We got on very well, especially considering the disparity in our ages. Even as a c***d I always related better to parents and people my parents’ age than my peers. Margie was no exception. I was able to talk authoritatively about our company and the premier services we would be offering to her employer even though I was only with the company for a year. She commented on how knowledgeable I was an asked how long I was with the company. I told her “One year.” She further sleuthed saying, “[My company’s name] was lucky to snag you away from your former job.” Whether it was strategic or not I said, “No, this is my first job.” Margie’s eyes brightened. She knew I was younger than her, but now she queried, “Really? How old are you?” ൟ,” I responded. I’m not an expert at body language, but Margie seemed to positively quake at hearing that number.

Ruth’s Chris turned into drinks at a nearby bar. I kept close to Margie, and our banter continued, both professionally and personally. I learned that she was single. Never married. She claimed to be very committed to the retailer she worked for, and since she had been there for 10 years and had the position and power she had I was inclined to believe her. Brad, my boss, was present, but outside of earshot she asked, “So what has Brad said about me?” I decided to stick as close to the truth as possible and said, “Before we met he said ‘you were very pretty, but, of course, I’m married.” “Oh really?” she responded, “I don’t think that stands in his way at all. Last year he made a pass at me. I turned him down not because he was married [winking] but because he’s so damned ugly.” It was somewhat true. Brad was not ugly, but he definitely thought he was better looking than anyone else thought him to be. I laughed, but said, “I’d better not say anything. He is my boss.” “Very smart,” she said and grinned. At around this time Margie asked me to help her find her purse that she purportedly left in the other room our party was in at this bar. I knew it was a decoy because I distinctly remembered she did not have a purse with her at the bar. My body surged with excitement. I knew Margie was either going to kiss me or hope that I would kiss her in this private room. My penis became fully erect as I accompanied her on this ploy of an errand.

I didn’t have to think long about making a move or letting her do so. Once in the private room, Margie put her warm hands on my chin and went in for a kiss. It was sensual for both of us. I even moaned a little. She broke away from me to say we’d better rejoin the group, but told me the hotel where she was staying and the room number. I was to meet her there 45 minutes after the group disbanded.

I knocked on the designated door at the appointed hour and a buxom Margie clad only in a pair of gray cotton underwear and matching bra answered the door. Her breasts appeared to be absolutely heaving under that bra. She had an ample pouch of a stomach (which I found very attractive) and her hips were ample and creamy. The shape of her panties were decidedly ‘granny,’ and my heart fluttered in anticipation of what I hoped to be a hairy pussy underneath. Having made the first move in how she was dressed, I started unbuttoning my shirt saying, “I’d better catch up.” Margie replied, “Mmmm hmmm, you better,” and started undoing my belt and slacks. When my pants were down Margie could see the bulge in my briefs, ran her hand along it and said, “Oh my G-d, 23 and well-hung!” “Let me finish undressing you,” I said smiling in anticipation. What she said next was music to my ears. “Okay, but you may be used to shaved 23 year old girls, but I’m 38, I graduated high school in 1980. I just wanna warn ya’, I keep it full down there.” “I think I just precame,” was my response. “Trust me, I prefer it that way,” I said as I guided her to the bed. Margie laid down on the bed and I proceeded to take her bra off. I wanted to see her ample bosom, sure, but I wanted to delay my gratification in seeing what I now knew to be her hairy pussy. Her breasts were large and round and only slightly saggy – due no doubt to their immense size and the laws of gravity. Deep red aureolas and very large in circumference. Knowing what I was about to do and still a little unsure, Margie spread her wide yet sexy thighs apart and said, “Well, I’m trusting you.” I peeled off her wide gray panties to reveal all I had hoped to see. I was right. Margie was a dyed blonde. Her pussy was framed in a dense triangle of black hair. Pubic hair trailed along her labia majora and I could tell around her anus. It was long (likely the same length and surface area she sported her senior year of high school in ’80.) So long and lovely were her black locks of bush that I had the added pleasure of discovering her labia minora and clitorus. Before I delved further I looked Margie dead in the eye and said, “I’m not k**ding – this is a beautiful vagina.” “Hmmm, beautiful enough to eat?” she replied. “Are you k**ding? I don’t know what I’d do if you didn’t let me go down on you!” With this Margie smiled and said, “Well, start licking.” I spread her pubic hair apart to reveal deep red labia minora the shade of her nipples. Big meaty lips with a decidedly small clitorus hiding under an ample hood. There was already a healthy dollop of her natural lubrication oozing out of her vaginal opening. I was entranced and took my trademark first lick from just above her anus to her clit. I unfurled her clitoral hood to get a better angle and saw the cutest little clit that probably ever graced a 38 year old woman. I concentrated on this much to Margie’s pleasure. Margie’s vagina smelled very natural. It was clear she hadn’t taken a shower in the 45 minutes between parting with the group and my arrival, but it was the delightful musk of a working woman who started her day at 8 AM, went straight to dinner, then drinks, and finally sex.

Meanwhile my underwear are still on and Margie says coyly, “I showed you mine. I want to see yours.” I had been licking Margie’s pussy on my belly, only the back of my head visible to her. I took this opportunity to flip over onto my back, rip off my briefs, and continue eating her out with my cock within stroking distance. “Mmmm, that’s a big, hairy dick,” was her response as she eagerly fondled my cock and balls and ran her finger nails through my pubic hair. It seemed this 38-year-old woman was as into male pubic hair as I was into female pubic hair. Odd, since I never considered myself all that blessed in that department. We carried on this way for another 10 minutes when Margie said, “I want you inside of me.” I happened to have condoms with me but once again I was so turned on by Margie and especially her now super creamy pussy that I plunged my cock right into her lovely hole bareback. We fucked in missionary for about 10 minutes. Then I switched into spoon with her right leg elevated. I got pretty deep inside of her despite her buxom figure, and at this point our sex was a symphony of sloshing sounds and the occasional queef. Margie apologized saying, “I’m so embarrassed, my pussy is so wet it keeps making those noises.” I replied, “Don’t blame your pussy. It’s gorgeous, and we’re both making that sound – that’s the sound of our lovemaking.” She giggled and said, “Very profound, are you sure you’re only 23?”

Spoon was awesome, but Marcie had other ideas. She got into reverse cowgirl and boy was this BBW ever a great rider! She’d hoist up until my glans was just about to pop out of her pussy and then slam down hard grinding her juicy lips against my pubic hair. And juicy they were! Pretty soon my pubes were slick with her juices. One telltale plunge of reverse cowgirl provided Margie’s first orgasm. As she came she just let the entirety of my erection fill her and moaned, “I’m cumming!”

Now she switched directions so she was still on top of me but now she was facing me. This, of course, provided her ample breasts to my eager palms. The other interesting thing that came with this change of position was Margie’s cryptic utterance – “You’ll tell me before you cum, right?” I responded, “I was planning to anyhow, but I figured you were on the pill.” “Oh sweetheart, I am. I’ve been on it since I turned 15. I have a surprise for you …” I didn’t ask further, captivated by my own imagination as to what the surprise could be. I was also turned on by the idea of Margie taking her birth control pill back in 1977, the year I was born. Margie’s riding facing me was as good as her reverse cowgirl. So good that she had another orgasm, and I started to feel the beginnings of my own. I didn’t know what she was going to do when I announced. I half-wondered if she was going to stick a finger up my ass and massage my prostate as I came. Whatever the surprise was it was time to let her know that she brought me to orgasm. “Ohhh, there it is. You did it Margie; I’m ready to cum.” At this, margie hopped off of my twitching though not yet cumming cock and in one fell swoop swallowed three-quarters of my penis. “OHHHHHHHH, MARGIE!” I exclaimed as I heaved spurt after spurt of semen down her eager throat. When I was through she removed my cock from her mouth and kissed the tip. “That was one hell of a surprise! That was awesome, Margie.” “Thank you. I only do that for special guys.” I didn’t know if that was true, but I decided to just take the compliment.

In afterglow I couldn’t help but ask, “You said I had a big, hairy dick. I gotta say, I’m flattered. I knew it was big, but I never thought I was all that hairy for a guy.”
“You’re kind of right. It’s not hairier than average, but the last guy I was with shaved and that guy, Anthony, who used to work for your company trimmed. So it was nice to see a penis with whatever hair G-d gave you. Plus, I knew I was going to swallow your load, and it was such a turn on to smell my pussy in your hair while you were blasting away.” Now I got curious and asked if she did the same thing to Anthony. “No, Anthony was fun, but he was obsessed with cumming inside of me, so I just let him. That’s the good thing about being on the pill for as long as I’ve been on it.” I silently wondered how she’d fared with STD’s, but didn’t think too deeply on it for fear of making myself overly anxious.

Before we parted she said, “You know I was seriously thinking about not recommending renewal of the contract with [my company]. The things you guys are doing are cool and all, but they’re not all that dissimilar to your competitors that we’ve been exploring. And you guys are by no means the cheapest. But having met you, [my name], I think I can recommend [my company] for at least another year.”

When Margie announced the next day that she was recommending renewal of my company’s contract, she went so far as to say that it was clear that [my company] is constantly adding new talent to its workf***e and that, to her, is the decisive factor in continuing the relationship. Brad, gave me and all-knowing glance and mock-wiped his brow in the universal expression of relief. I never took formal credit for securing that business. How could I? But a select group knew the behind-the-scenes machinations leading to that cash cow of a retailer’s renewal for the 2000-01 fiscal year. What happened beyond that, I can not say. Like Anthony before me, I moved onto greener pastures. But I always held Margie in a warm place in my heart and I think back often to the warm place she was kind enough to let me place my cock.

Updated: October 21, 2016 — 1:30 pm

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