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Straight Male / 33

I let my boss regularly fuck my ass so I can get a promotion I want. It's always bare sex and he always cums in me.

My wife has no idea, Friday nights I stay late at my office anyways and I go to the bosses office after everyone else leaves. I wear briefs on Friday to work because my boss likes them and plus I might be dripping cum out of me.

8
# 37190 - by Anonymous
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Anonymous

by Anonymous

tell us more...

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Anonymous

by Anonymous

Wow that sounds like fun. I wouldn't have the nerve to do that.

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Anonymous

by Anonymous

Something I did myself from the age of 23 to 26 in two different companies. Each time I was promoted twice. Now I'm the one fucking the junior staff. Great fun...

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Anonymous

by Anonymous

Yeah. I hope he keeps his promise of promoting me! Being that this is Friday night I will be bottoming for him around 7 or so. He's a married older guy so you can only imagine how horny he is, he's around 60 years old or so. St first it was kinda odd getting fucked by him but taking a dick up the butt isn't bad at all. It never lasts to long and he always cums in me so no clean up really. Although the first time I pulled my pants down for him he was surprised to see I was shaved smooth! My wife likes no pubic or ass hair so I've been shaved smooth for the past 8 years now. My boss does have a decent size cock too and is hairy but it only goes in my ass. We'll have too see how big of a load he dumps in my ass tonight, he liked to pound on my ass sometimes. I'm sure the cleaning staff might be a little suspicious of what's going on in his office because we both walk out after sex with our suits a bit wrinkled from being around ankles. And I wore boxers today which is gonna suck after sex, I might run home real quick and change into some briefs, my boss prefers a guy in briefs too

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Anonymous

by Anonymous

Right out of High School I moved about 250 miles from home to start this very good paying construction job. I got my own place and had all my own things very soon. My boss was a big hairy masculine guy that looked out for me and we drank beer after work several days a week.
I myself have always been very masculine muscular build and very straight acting. Back in my early years in school I had a few experiences with my horny friends and after my best friend and I had played with each other and eventually began sucking each other he wanted to put his dick in my butt and I let him do it. We were 10 years old and the first time it didn`t last long at all. I asked him to try it again later that same day and he fucked me from behind as I bent over some boxes in our storage building in our back yard.
It became a regular thing after that and it was me asking him most of the time. I will never forget the first time he came in me. Damn it was good and both of us really liked it a lot so he always came in my ass when he fucked me. Seems young boys are very horny so I had quite a few experiences back then and most of them were me letting some boy fuck me in the ass.
Now back to my Boss. To make a long story short our beer drinking lead to some very private open talk about sex and us leaving the bar to go to my house(Because his wife was home) And we had some very good oral sex and he swallowed my load and I finished him off with my hand after swallowing a lot of his pre cum. We had a very long hot 69 before he left and his dick was so big and hard and I was on top and he was sucking me so good that when he began to finger my asshole I came in his mouth and he started to cum and shoved his big fat finger up my ass all the way and it felt so good I swallowed his big thick load and he fingered my asshole while we sucked and licked around on each other.
After he left I had a few beers and thought about his big finger up my ass and I got some Vaseline and a long neck beer bottle and fucked myself in the ass for a very long time thinking about his big long thick dick in my ass and how good it would feel if he came in my ass like he had just came in my mouth.
The next Friday after work we had a few beers headed to my house and I found out how it felt to take his long fat dick balls deep in my ass and just how hard he could fuck me and he came in me two times before he was finished. He fucked me all the time after that and when he had to travel for work he and I went together and all he did was fuck me in hotel rooms and we sucked each other off a lot.
A year later I was promoted to Foreman and he and I went fishing and hunting together often and his big dick was always up my ass and most of the time I had his cum in my ass. After another year I got transferred to another state to be a Supervisor and got a big promotion but never saw my old well hung boss again.

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Anonymous

by Anonymous

That's a great story! My boss fucked me Friday night as usual. Dang does he have huge loads! He pounded my ass for a good bit till he gave off a good moan from cumming. My boss keeps wet wipes in his office to clean his dick off and I clean my ass off. Went home and had sex with my wife that night too.

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Anonymous

by Anonymous

What a lot of BS.

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Anonymous

by Anonymous

What a lot of BS.

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