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I (23F) fucked my boss (38M) for weeks
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I (23 at the time) worked at a movie theater for a few years and was an assistant manager at this point. At 5'7" and 125lbs with long black hair, I was turning heads, whether I realised it or not. Being a manager meant staying late with one other manager until all movies were out. Usually that included at least an hour or two of down time, since everything was done and everyone else had gone home, but movies were still running.

One of the managers (38M technically one of bosses) had been harmlessly flirting with me for a couple months. I get off on attention and love banter so I encouraged it. First with teasing back, then making sure my outfits encouraged the attention. Anything he mentioned liking me in became a staple. Eventually I was wearing pencil skirts and heels daily.

One night the flirting went further then usual and he asked me if my nylons were thigh highs. I said no, but if he liked those better, I'd make sure to only wear those from now on for him. He groaned and said he needed to check on something and didn't come back for a while.

The next time we closed together, I made sure to let him know I was wearing thigh highs like he asked me to. This was right at the start of our shift so the poor guy had to watch me all day.

He stopped me and asked questions throughout that shift. Are you wearing a thong? Of course I am. Can't have annoying pantie lines.

Is your skirt riding up or are you torturing me on purpose? Why can't it be both? I teased walking away, a little extra swing in my step.

You're doing all this on purpose aren't you? Just being a tease? What do you mean? I would never tease you!

I was definitely teasing him, a natural progression to the months of escalating flirting. Finally, it was that dead time of the night. We were in the office, just wasting time.

You love all the attention don't you? Having people watch your ass as you walk away. I know I love watching it every time you walk away from me. I just wanna grab your ass. See your little thong.

Just say the word, sneak me into a store room, as me to come upstairs. I'm waiting on you. Make me bend in over for you.

That, finally, was all the consent he needed. We're going upstairs. There aren't any cameras up there. Come on.

His flirting tone changed to a more commanding one. He wasn't teasing or asking anymore. He was telling me. Go ahead of me. I want to watch that ass.

My skirt rode up, tops of my thigh highs barely visible. He pushed my skirt up even more. Fuck that's hot. You ARE wearing what I love. Good fucking girl.

If I hadn't already been wet, that would have done it. He made me bend over the projection desk. At his direction, I pulled my black pencil skirt up, exposing my black thigh highs, further up my ass peaked out. Then all the way up, showing him the black lacy thong I wore.

He lightly spanked me, I groaned and he did it again harder. You like that? Like being spanking for teasing me all day?

Yes sir! I was squirming. Please more.

No, get in your knees. I rushed to obey. While he unbuttoned his pants and pulled his hard cock out. Keep teasing me. Use your slut mouth but don't make me cum. I'm fucking you on this desk tonight. I'm not waiting anymore.

I jumped to the task. Kissing and licking along his shaft before I slowly took the head into my mouth. Flicking with my tongue gently, taking more and more into my mouth. He grabbed a fistful of my hair and forced me to take him all in. I gagged a little but he held me there. Not trusting or moving just making me hold him in my throat.

Still pulling my hair he forced me off his cock, pulled me to my feet and made me sit on the desk facing him. I'm gunna fuck you now. You're gunna rub your clit while I do and you're going to cum as many times as you can, do you understand?

Yes, yes sir. Hand already making its way to my clit. He moved my thong to the side and in a single slow thrust he held himself inside me. All the way in and I couldn't help it. I came while rubbing my clit, his cock inside me.

That's it, keep cumming. He started fucking me. Slow at first, then faster and harder. Groaning, he told me he loved how wet I was, how hot, he was getting close. Where do you want me to cum? Inside you? On your face? All over your thighs?

Inside, please! I'm on birth control, I wanna feel your cum drip out of me.

And I did. Walking back to the office, I could it dripping down my leg.

I'm 30 now and love the attention and thrill that comes from confessing my past for strangers to read. I'll add more confessions in the future 😘

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4 months ago