I fucked my boss’s wife while he watched

[Bttfp2]

I started a new account to tell this story and perhaps a few others that I don’t want associated with my other account. Hope that’s ok. Anyway here’s the story. And I’ll probably break it into a few parts as every time I’ve started to type it out it gets kinda long.

In 2008 I was 25 years old. I took a job at a local cafe as a cook. It was a true ma and pop shop that did breakfast and lunch. It was renowned in the area and was super busy every day but especially weekends. It became common that on Sunday evenings we’d all hang out after we closed at 3:30 to have some drinks and celebrate the end of a busy weekend. We were closed mondays so everyone had the chance to sleep off any hangovers.

Anyway my boss was about 40 at the time and his wife was 45, a bit older. He ran the back end and she ran the front but they were both almost always there. He started asking me to come in earlier than the rest of the crew. I became a right hand man of sorts. It was usually just me, his wife and him from 6 to 8 when we opened and the other crew showed up. One morning I was in the kitchen with him working and his wife brought in coffees and donuts. I did a double take when I realized she wasn’t in her normal work clothes. She had pajama shorts and a tank top and clearly no bra.

She was a cougar type. Dirty blond, a bit curvy with big old tits. At least a large D cup. A bit aged around the eyes but she had a sexiness to her. She always had cleavage on display but this day was sexier. Seeing the sway of her big boobs under her shirt. She exited and her husband said “you can look but no touching”. I was embarrassed. He had caught me looking at her tits. He sensed I was put off so he added, “Really it’s fine. Everyone looks at them.” This became normal. Her braless in the morning, getting changed into work clothes right before everyone else showed up.

Looking back I feel there were some instances where they were “testing the waters” with me and seeing if it would go anywhere. But I was too timid to catch all the clues. Another day as I cut veggies she gave me a quick shoulder rub and I felt her big boos press into my back just a bit. And she began being complimentary but in a casual way. Things like “how are my sexy kitchen men holding up this morning?” Things like that.

One day after work I was having a few at a nearby bar with two servers and another cook. They had all been working there longer than me and one of them eluded to them being swingers. I laughed it off but they said no really it’s true. That’s when it sort of started to click that maybe some of my hunches were correct. It made me a bit nervous but also excited me a bit. I began to fantasize about her but I was sure nothing would ever happen. Boy was I wrong about that.

I’ll continue in the coming days.

[DJS1985]

Originally Posted by Bttfp2

I started a new account to tell this story and perhaps a few others that I don’t want associated with my other account. Hope that’s ok. Anyway here’s the story. And I’ll probably break it into a few parts as every time I’ve started to type it out it gets kinda long.

In 2008 I was 25 years old. I took a job at a local cafe as a cook. It was a true ma and pop shop that did breakfast and lunch. It was renowned in the area and was super busy every day but especially weekends. It became common that on Sunday evenings we’d all hang out after we closed at 3:30 to have some drinks and celebrate the end of a busy weekend. We were closed mondays so everyone had the chance to sleep off any hangovers.

Anyway my boss was about 40 at the time and his wife was 45, a bit older. He ran the back end and she ran the front but they were both almost always there. He started asking me to come in earlier than the rest of the crew. I became a right hand man of sorts. It was usually just me, his wife and him from 6 to 8 when we opened and the other crew showed up. One morning I was in the kitchen with him working and his wife brought in coffees and donuts. I did a double take when I realized she wasn’t in her normal work clothes. She had pajama shorts and a tank top and clearly no bra.

She was a cougar type. Dirty blond, a bit curvy with big old tits. At least a large D cup. A bit aged around the eyes but she had a sexiness to her. She always had cleavage on display but this day was sexier. Seeing the sway of her big boobs under her shirt. She exited and her husband said “you can look but no touching”. I was embarrassed. He had caught me looking at her tits. He sensed I was put off so he added, “Really it’s fine. Everyone looks at them.” This became normal. Her braless in the morning, getting changed into work clothes right before everyone else showed up.

Looking back I feel there were some instances where they were “testing the waters” with me and seeing if it would go anywhere. But I was too timid to catch all the clues. Another day as I cut veggies she gave me a quick shoulder rub and I felt her big boos press into my back just a bit. And she began being complimentary but in a casual way. Things like “how are my sexy kitchen men holding up this morning?” Things like that.

One day after work I was having a few at a nearby bar with two servers and another cook. They had all been working there longer than me and one of them eluded to them being swingers. I laughed it off but they said no really it’s true. That’s when it sort of started to click that maybe some of my hunches were correct. It made me a bit nervous but also excited me a bit. I began to fantasize about her but I was sure nothing would ever happen. Boy was I wrong about that.

I’ll continue in the coming days.

I fucked a bosses wife a couple of times when working for a security patrol company, but he never knew nothing about it.

I also fucked a divorced female boss that I had once, we did it once in a cemetery called Mount Washington that I patrolled for her, and also did it in her office once a month before I quit working for her.

Both of the above was a long time ago.

[Bttfp2]

So this sort of thing continues for a few months. Her making very low key flirtatious comments. One time she made a joke about “naked tuesdays” or something where we all had to work naked. Sort of weird but hot knowing she was thinking about me naked.

But to not drag this out too long (sorry I think stories are better with context) I’ll get to the point. I’ll refer to my bosses as Rick and Tia. One Sunday evening after our post work drinks Rick asked me if I’d help them with a dinner they were throwing at their house. Of course I said I’d be happy to. It was maybe a dozen or so friends of theirs. A few I recognized from the restaurant as regular customers. I was able to free Rick up enough to mingle when it hit me that maybe these were the people they swing with. I became nearly convinced I’d be catering an orgy. Well I was wrong. The dinner was formal but pretty quick and by 10pm everyone was gone and Rick and Tia were with me in the kitchen cleaning up. They were pretty drunk and started feeding me beers while we wrapped up.

Then they suggested I stay since I’d been drinking. Well I’d only had a few but I agreed to stay. We sat on their porch for an hour chatting restaurant work and stuff. When Rick asked if I wanted to get into their hot tub. To which I of course said I didn’t have a swimsuit and he said “we don’t ever wear swimsuits in there” and laughed. Tia gave me a big smile.

Luckily I had some liquid courage in me or I’d have been too nervous to proceed. But within a minute we were standing by the hot tub undressing. I went down to my boxers wondering if this was an underwear thing but then Tia unhooked her bra and after months of ogling her tits at work I was treated to the view of them as they dropped out of her bra. They were spectacular. Huge, but shaped nicely and lovely light pink nipples. Then her hands hooked into the waistband of her panties and she slid them down. I was a bit taken aback to find her fully shaved. She had a nice puffy pussy with no labia visible. Just a nice little slit. It was then I noticed Rick standing fully nude and fully erect. And as my boxers hit the deck, Tia and Rick’s eyes both glanced to my half erect cock. It was dangling at a good five flaccid inches and Tia said “nice”. Into the tub we went. The jets turned on and feeling the water swirl around my naked cock was a lovely feeling.

After a bit, Tia said she was getting hot so she sat with her legs underneath her and her elbows behind her resting on the edge of the hot tub. This put her glorious tits on full display. She asked what I thought since she had seen me looking at them when she was braless at work. And I said they were great. Then things kicked up a notch. Rick said “you can give them a squeeze if you want”. I gave him a look like “really?” And he said “go ahead”. Before I knew it I was cupping, squeezing and feeling her tits. Tweaking her nipples. I must have looked like a little kid opening a new toy on Christmas morning.

Then she stood up and sat me against the wall of the tub. She swung one leg around my head and was sitting with her legs over my shoulders. She rubbed my shoulders and felt down to my chest. Her bare tits pressing into the back of my head. I noticed Rick was jerking off under the water. She got back into the water and we began to kiss. My hands were all over those tits and she felt down my stomach and grabbed a hold of my cock and said “wow”. Then Rick suggested we take it inside.

Rick wasn’t in bad shape but had a gut as most cooks do. His cock though was rock hard and barely pushing maybe 5 inches. I was fully erect and sporting a solid 7 incher. Tia led us into the house and her big round butt was spectacular to watch on the way. Rick sat in a recliner and Tia took me to the couch. She laid me down and kissed her way down my chest to my cock where she gently licked up my shaft a few times before engulfing the whole thing into her mouth. She sucked cock like a champ. Rick was jerking iff in the chair and I asked if he should have a turn and he waved me off.

Tia pulled me up and laid down on her back spread wide and pulled my head down to her pussy. Now with her lips spread apart I could see her in all her glory. Her lips glistened with wetness and I dove in licking her up and down. Her fingers digging into the back of my hair. She came within a few minutes as I flicked her clit with my tongue and her wetness dripped down my chin.

She pushed me back down and climbed on top of me. She grabbed my dick and pressed the tip to her lips and slid down on top of me. Her pussy clenching my cock. She rode me for a good five minutes and collapsed on top of me pressing her lips into my kissing as she groaned through an orgasm. After she came she bent over and had me take her from behind. After a few minutes I pulled out and she reached back and jerked my load all over her ass cheeks.

That’s when Rick stood up and walked over with his hard cock leading the way. He entered her pussy from behind and after a minute he pulled out and added his cum to mine. Smearing it all around her cheeks with his cock.

Tia trotted away to shower and that’s when the reality sank in. Luckily Rick led the way with conversation about which room I could crash in and was so normal about it all it took the edge off.

Theres a little more to this story I’ll share soon.

[surreytog]

Lucky boss!

[Bttfp2]

To wrap it up, we never fucked again but she did suck my dick the next morning. It was as simple as me asking. Rick didn’t mind and she emptied my balls on a few minutes. At work the following weeks things were sort of awkward. I was down to do it more but they never brought it up. His wife resumed the braless morning set ups and no matter how much I leered, winked and even complimented her it never went anywhere. It was like once they checked it off their to do list it was done and they were on to the next endeavor. I never told any coworkers or friends about it but somehow multiple people have made the assumption. I’ve always denied it but the rumor is out there somehow.