Gorgeous blond, killer body. She knew I was flirting with her, she would even joke about it but it never went anywhere. I was military at the time and adultery, even with a civilian, is a career killer. So idiotic, that rule but it wasn't worth the risk. I used to masturbate and think about her, she had some pretty pics on FB.
Co-worker fantasies
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UnexpectedLuggage
Wannabe writer
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Since y'all have been sharing some great stuff, I'll share another I've had.
My old boss, from a retail job some ten years ago at this point. She's not what one would describe as hot, but a solid 6/10 on a good day. Can't be taller than 5'4", tight body, nice aet of perky B cup tits, chipmunk cheeks and an awkward smile, and an amazing bubble butt.
She pulls me into her office one day and says it's time to discuss raises. And she gives me two options: I can take a dollar per hour raise, or I can choose to have my way with her once a week. Anytime during the week that we're together, I can cash in and she has to do anything I ask of her. Obviously a dollar an hour raise could go a long way, but I pick the second option.
I start slow with her. First few weeks simple stuff: we go into the storeroom and I have her jerk me off until I blow, or we go to her office and I have her take off her pants and panties so I can finger her and play with her clit until she cums. Gradually working our way up, earning her trust, move on to oral, having her swallow or take a facial. Get a little bolder, have her take off her top and such me off so I can cum on her tits before having her spend the rest of the day walking around with my load hidden under her bra and shirt.
Eventually it moves on to full on sex. Have her ride me reverse in her office chair, watching her ass as she bounces on my cock before having her swallow my load again. Take her into the storeroom, lay her down on some boxes and just plow her as hard as I can, push her shirt up and cover her belly in cum. Wait until the store is closed, aend everyone else home and pick a place to fuck her brains out. All this leading up the the culmination of my work. One day, I decide it's time and we sneak out the back door into the alleyway behind the store. Broad daylight, anyone that drives by could see us, I get her pants and panties ties down around her ankles, finger her until she cums, turn her around, bend her over and atarg fucking her doggy style. Once I've had my fill of that pussy I pull out, my cock good and lubricated, and I force my dick between those cheeks and into her ass. I fuck that tight little hole as hard as it'll let me, and I finally give her the creampie I've been dying to. Just fill her ass with my seed, her her moan and scream as I throb deep inside her anus.
From then on, every fuck sesson but one ends with me cumming deep in her ass so I can watch it dribble out of her afterwards. The only time she doesn't take my load inside her from that point is on her birthday, where I get her fully nude and ravage her in every position we can, before the finale of me blasting her perky tits with some nice thick strings of cum.
My old boss, from a retail job some ten years ago at this point. She's not what one would describe as hot, but a solid 6/10 on a good day. Can't be taller than 5'4", tight body, nice aet of perky B cup tits, chipmunk cheeks and an awkward smile, and an amazing bubble butt.
She pulls me into her office one day and says it's time to discuss raises. And she gives me two options: I can take a dollar per hour raise, or I can choose to have my way with her once a week. Anytime during the week that we're together, I can cash in and she has to do anything I ask of her. Obviously a dollar an hour raise could go a long way, but I pick the second option.
I start slow with her. First few weeks simple stuff: we go into the storeroom and I have her jerk me off until I blow, or we go to her office and I have her take off her pants and panties so I can finger her and play with her clit until she cums. Gradually working our way up, earning her trust, move on to oral, having her swallow or take a facial. Get a little bolder, have her take off her top and such me off so I can cum on her tits before having her spend the rest of the day walking around with my load hidden under her bra and shirt.
Eventually it moves on to full on sex. Have her ride me reverse in her office chair, watching her ass as she bounces on my cock before having her swallow my load again. Take her into the storeroom, lay her down on some boxes and just plow her as hard as I can, push her shirt up and cover her belly in cum. Wait until the store is closed, aend everyone else home and pick a place to fuck her brains out. All this leading up the the culmination of my work. One day, I decide it's time and we sneak out the back door into the alleyway behind the store. Broad daylight, anyone that drives by could see us, I get her pants and panties ties down around her ankles, finger her until she cums, turn her around, bend her over and atarg fucking her doggy style. Once I've had my fill of that pussy I pull out, my cock good and lubricated, and I force my dick between those cheeks and into her ass. I fuck that tight little hole as hard as it'll let me, and I finally give her the creampie I've been dying to. Just fill her ass with my seed, her her moan and scream as I throb deep inside her anus.
From then on, every fuck sesson but one ends with me cumming deep in her ass so I can watch it dribble out of her afterwards. The only time she doesn't take my load inside her from that point is on her birthday, where I get her fully nude and ravage her in every position we can, before the finale of me blasting her perky tits with some nice thick strings of cum.
I've hooked up with a few....fantasized about many, many others. I have a current co-worker, with an incredible body, perky tits, sweet curves, and petite frame....and probably 25 years younger than me. I will not make a move and make things awkward but she fuels so many fantasies....
Wonderer67
Optimistic nihilist
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I had a really sexual dream about a co worker 2 nites ago
She is super milfy with just the right curves in the right places. Really good looking.
In my dream we were together at work and messing around. Finally I came on to her and said “fuck it. we’ve both been thinking about this years, let’s just do it.”
So she took off her top and exposed her gorgeous tits. Nice c cups. Then she unbuttoned her jeans and slid me them and her panties down, revealing her gorgeous cunt. It was amazing.
Then I woke up. My wife and I are really close and knows I lust after some of my co workers. We’ve tried to open things up but she’s monogamous and also too scared to. But she knows this woman and knows how beautiful she is.
We have a great sex life and she lets me tell her about all of my fantasies, so it’s not too frustrating.
But man, I would love to fuck about 7389363 women I work with.
She is super milfy with just the right curves in the right places. Really good looking.
In my dream we were together at work and messing around. Finally I came on to her and said “fuck it. we’ve both been thinking about this years, let’s just do it.”
So she took off her top and exposed her gorgeous tits. Nice c cups. Then she unbuttoned her jeans and slid me them and her panties down, revealing her gorgeous cunt. It was amazing.
Then I woke up. My wife and I are really close and knows I lust after some of my co workers. We’ve tried to open things up but she’s monogamous and also too scared to. But she knows this woman and knows how beautiful she is.
We have a great sex life and she lets me tell her about all of my fantasies, so it’s not too frustrating.
But man, I would love to fuck about 7389363 women I work with.
GeorgiaJDaddy
Returning Experience
- Joined
- Jul 15, 2024
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I'm the boss at my office and I'm never going to risk my job, but I have a few vert hot women I've fantasized about, including one young enough to be my daughter. 5'6" think blomde, great body, sweet as can be.
Up4fun&69
Really Experienced
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For most of my professional career, I worked as a consultant. That usually meant long hours with your colleagues…working together, eating together, socializing together. Back in the early- to mid-1980s, there was one firm I worked for where the socializing part wasn’t frowned upon. This is where I met and dated the 6’1” blonde I’ve written about in other posts. The sex, especially in public places, was a head rush. As that fizzled, my first boss there, a beautiful redhead, approached me and we dated and had hot, passionate sex for a year. When I moved to another department, that fizzled but a new hire caught my eye. She was another redhead and we went hot and heavy for a year, talking about marriage before things ended when she went back to an old flame. During the remaining time there, several women came and went. At the final Christmas party, one woman who’d I’d been flirting with for a few months, wanted to come back to my place but we couldn’t make it work out. Another co-worker with a wild reputation, with a good buzz on, danced a slow, erotic dance with me and admitted that she wanted me for years and wanted me to take her home and take her to bed. But her soon-to-be ex-boyfriend broke up our dance and that rendezvous didn’t happen.
The funny thing about this time is when I did leave the company and moved to the west coast, I connected with three other co-workers from the above place. One was a fellow nudist and we were moving slowly to having sex and an ongoing relationship. Unfortunately, she passed away before we could live out our shared fantasies of being with each other. Another was the most open, sexiest, horniest black woman I have ever met. We got together a few times and then, 12 years later after my divorce we got back together on and off for 12 years of the best sex I’ve ever had…a few times in my office, a few times on trips to Las Vegas, etc. And the third one, with whom I shared a friendship with the whole time I was at the above firm, also a nudist, became my wife.
But before these three reconnections, I worked at an IT place near L.A. My boss was in the midst of a divorce and we got together often, at work, at her home, at dance clubs, etc. and had great sex for a year and then reconnected when I was divorcing and she was getting divorce #4. And amongst all of those actual connections, there were several more co-workers who were the subject of masturbation fantasies.
I share all of these with you because I believe, especially from the 1980s through the early 2000s, there were certain types of businesses, especially consulting, where you spent so much time at work and so much of being successful at this type of work was being personable in order to close the deal, that it was inevitable to have long and deep connections and interactions with co-workers…and a few clients. Back in the day, we worked 10-14 hours per day. Many of us lived near the workplace so we didn’t have to waste time commuting to and from work. As a result, weekends were spent in area restaurants and bars and clubs, so you were bound to run into work mates. And between summer company picnics and holiday company parties, you spent a lot of social time with colleagues. So while there were a lot of fantasies about different co-workers that didn’t come true because of their position, their availability or marital status, or their true personality versus their hot, sexy body, I preferred taking risks on the real, skin-on-skin interactions rather than fantasies.
The funny thing about this time is when I did leave the company and moved to the west coast, I connected with three other co-workers from the above place. One was a fellow nudist and we were moving slowly to having sex and an ongoing relationship. Unfortunately, she passed away before we could live out our shared fantasies of being with each other. Another was the most open, sexiest, horniest black woman I have ever met. We got together a few times and then, 12 years later after my divorce we got back together on and off for 12 years of the best sex I’ve ever had…a few times in my office, a few times on trips to Las Vegas, etc. And the third one, with whom I shared a friendship with the whole time I was at the above firm, also a nudist, became my wife.
But before these three reconnections, I worked at an IT place near L.A. My boss was in the midst of a divorce and we got together often, at work, at her home, at dance clubs, etc. and had great sex for a year and then reconnected when I was divorcing and she was getting divorce #4. And amongst all of those actual connections, there were several more co-workers who were the subject of masturbation fantasies.
I share all of these with you because I believe, especially from the 1980s through the early 2000s, there were certain types of businesses, especially consulting, where you spent so much time at work and so much of being successful at this type of work was being personable in order to close the deal, that it was inevitable to have long and deep connections and interactions with co-workers…and a few clients. Back in the day, we worked 10-14 hours per day. Many of us lived near the workplace so we didn’t have to waste time commuting to and from work. As a result, weekends were spent in area restaurants and bars and clubs, so you were bound to run into work mates. And between summer company picnics and holiday company parties, you spent a lot of social time with colleagues. So while there were a lot of fantasies about different co-workers that didn’t come true because of their position, their availability or marital status, or their true personality versus their hot, sexy body, I preferred taking risks on the real, skin-on-skin interactions rather than fantasies.
Seeking4wife04
White fifties fit
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I absolutely love that idea first and foremost I want her to fuck a coworker and then I join in male or female
Seeking4wife04
White fifties fit
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Hey there, buddy send me a message
I'd love to slide into her an feel another hot load covering my cock!
ilovetoeat42
Literotica Guru
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Had a three year fling with a coworker. Most amazing sexual experience of my life...then COVID happened. By the time we went back to work she called it off, felt guilty cheating on her husband.
Seeking4wife04
White fifties fit
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Tell me more
EdgySubMic
Owned gay slave
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- Nov 15, 2024
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A bit of a special case here…
About 10 years ago, a female coworker that I would briefly run into a couple of times per week started flirting with me. She must have been in her late thirties at that time but was looking older than she really was, as the result of a frustrating and stressful job that was way below her intellectual capabilities. Nevertheless, it was very obvious that she must have been a stunning beauty in her teens & twenties.
At first, the flirting was very light and only happened occasionally, when nobody else was around – which was rare, given her job. I initially chose to let her have a bit of fun. I’m attracted to intelligence, which she evidently had in spades, and I felt sorry for how her parents’ financial trouble had forced her to abort her university studies and had then thrown her into an unhappy unfulfilling life.
Over a period of about five years, the flirting got more frequent, open, and “aggressive”, however – to the point that other coworkers started commenting about it. One of the last times I saw her, she’d gone out of her way to help me out with something related to her actual job and then said “For you I do anything,” before adding with a big laugh “Well, I can’t strip right now right here, but…” and a bit later “If you need anything, just ask and I’ll bring it to your office.” The latter sentence actually did fit with her job, but, clearly, I’d been in her fantasies…
She never knew that I had never engaged with her flirts because I’m a collared gay slave. Shortly after that last incident, covid hit and massively reduced the frequency of her seeing me, and not long after that I left the company for an unrelated reason. On the evening of my last day, I was reflecting about all the years I spent there etc. and naturally she popped into my head as well, which resulted in a phantasy of my own: What would have happened if I’d actually called her to my office when she made that offer? What if I’d opted to unbutton my shirt – or let her do it – to show her my collar in order to explain that she didn’t stand a chance? Knowing her as I did by then, she might well have been excited at the sight and would likely have ignored the actual message…
That was my first fantasy involving a female since before I “came out to myself” about being gay some 35 years ago.
About 10 years ago, a female coworker that I would briefly run into a couple of times per week started flirting with me. She must have been in her late thirties at that time but was looking older than she really was, as the result of a frustrating and stressful job that was way below her intellectual capabilities. Nevertheless, it was very obvious that she must have been a stunning beauty in her teens & twenties.
At first, the flirting was very light and only happened occasionally, when nobody else was around – which was rare, given her job. I initially chose to let her have a bit of fun. I’m attracted to intelligence, which she evidently had in spades, and I felt sorry for how her parents’ financial trouble had forced her to abort her university studies and had then thrown her into an unhappy unfulfilling life.
Over a period of about five years, the flirting got more frequent, open, and “aggressive”, however – to the point that other coworkers started commenting about it. One of the last times I saw her, she’d gone out of her way to help me out with something related to her actual job and then said “For you I do anything,” before adding with a big laugh “Well, I can’t strip right now right here, but…” and a bit later “If you need anything, just ask and I’ll bring it to your office.” The latter sentence actually did fit with her job, but, clearly, I’d been in her fantasies…
She never knew that I had never engaged with her flirts because I’m a collared gay slave. Shortly after that last incident, covid hit and massively reduced the frequency of her seeing me, and not long after that I left the company for an unrelated reason. On the evening of my last day, I was reflecting about all the years I spent there etc. and naturally she popped into my head as well, which resulted in a phantasy of my own: What would have happened if I’d actually called her to my office when she made that offer? What if I’d opted to unbutton my shirt – or let her do it – to show her my collar in order to explain that she didn’t stand a chance? Knowing her as I did by then, she might well have been excited at the sight and would likely have ignored the actual message…
That was my first fantasy involving a female since before I “came out to myself” about being gay some 35 years ago.
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Seeking4wife04
White fifties fit
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I love this story that’s how I like to finish also with all of my lovers
Right now i have a big load on the boil. I have a coworker who isn't particularly attractive but the thought of her tying me up, slowly masturbating me over a few hours before sitting on my cock just as it goes off is heavenly. Then she tells me it's her risky time
dad8bod
Really Really Experienced
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- Sep 8, 2018
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My customer service manager is several years older than me, but carries her age very well - can pass for five years younger than me. Comes off as the blonde cheerleader who wasn’t into all the drama that came with being a cheerleader. Green eyes, nice tits. We’ve had some chemistry before, and I’m convinced that had she not had junior reps with her in San Diego last year something woulda happened.
We’re in the same office this week. She perked up when one of the guys on my team told her I was coming to town. We missed each other today, but I’m going to hunt her down and see if she wants dinner tomorrow night. If I can get her alone with a few drinks in her…
We’re in the same office this week. She perked up when one of the guys on my team told her I was coming to town. We missed each other today, but I’m going to hunt her down and see if she wants dinner tomorrow night. If I can get her alone with a few drinks in her…
yournaivelittletoy
Really Experienced
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- Jan 31, 2018
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The first "big girl" job in my early 20s, I used to fantasize about my boss. He was nearly old enough to be my dad.
Later, I worked with a doctor, who I used to imagine climbing on him and going for a ride.
Later, I worked with a doctor, who I used to imagine climbing on him and going for a ride.
Seeking4wife04
White fifties fit
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I love this story
Very nice. Are you still fantasizing about older men?
In one of my previous work we have this girl in her late 20's that sleeps around with pretty much everyone who has a dick. She would fuck men from the every department at every chance she gets [company events, night out, team dinner, etc..]. She thought we wouldn't talk to each other, but we did. We even discuss on whose turn to sleep with her. We know she would use these event as an excuse to stay late or stay the night. We even did swap on her during a company outing. The hotel room was so dark she had no idea or she knew but let it go. She is married with one daughter while all this is happening.
Rockymtnman
Literotica Guru
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Not a co-worker but a client. We flirted pretty regularly. She had been with a guy for a while when we worked together so nothing really happened. She leaves the company for about a year and comes back as the head honcho, we picked up where left off. Flirting some slightly sexy texts. Out one night with some lads and I run into her and some gal pals. We start talking and she says follow me. We go out into the alley behind the pub and she pretty much jams her tongue down my throat made out for a minute then went back in. Next day she texted and said while she couldn’t stop thinking about fucking me she wasn’t comfortable with us having sex and working together. So she could fire me and my company and we could be fuck buddies or not fire me and not be fuck buddies.
For one of the very few times in my life. I let brain override my dick. Still fucking regret it.
We still talk occasionally and I still fantasize about her every once in awhile.
For one of the very few times in my life. I let brain override my dick. Still fucking regret it.
We still talk occasionally and I still fantasize about her every once in awhile.
BadDad1953
Really Really Experienced
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- Aug 20, 2017
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- 309
I have a huge crush on a lady at work that I just love to death and fantasize about regularly. She is a tiny thing, stands about 4' 10", long brown hair and green eyes. Fantastic legs and butt! She gives great hugs!! From the hugs and a few outfits she has worn, I would place her breasts at about a 34B. She has fueled many jack off fantasies and I would give my left nut to see her naked, but would not jeopardize her or my job or our friendship to act on it. I am getting hard just thinking about her!!
Seeking4wife04
White fifties fit
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Go for it I would life is short
UnexpectedLuggage
Wannabe writer
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She sounds like a babe!
LisaMayTurner
Flirt in a skirt
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I had a couple of my guys hit on me at a Christmas party one year. It was really complimentary and they were ever so charming. Apparently they loved me wearing a particular outfit to the office in the year and had nurtured a very naughty threesome fantasy with the two of them with me wearing it. They insisted telling me about it in great detail after far too many drinks.
