The First Time I [F] Let My Much Older Boss [M] Jerk Off in Front of Me

I’m Asian-American 5’4, slim with petite b cups. My boss was in his late 40’s, about 5’11, an Eastern European immigrant, married with three children.
It happened the summer after my freshmen year of college. I was 19 at the time when I got the job as a salesgirl at a tiny Jewelry store. I could tell exactly how sleazy my boss was as early as my interview for the job. The way he would look at me and comment on my body. He said it would be good to have a girl like me at the store to catch attention from customers. It didn’t take long till he started actually hitting on me. It started with suggestions that I should dress sexier “for the customers”. My outfits started with playfully flowery summer dresses but then he requested that I wear tighter and shorter dresses I would typically wear to the club. When I would come into the store in something skimpy, he would ask me to do a little twirl for him so he could better see my outfit. He would also make comments about how he loved how my cleavage or legs looked in a certain outfit.

I couldn’t say that he was my type back then. Plus, he was married with kids who were my age or older. But I never had an older guy hit on me like that before, and I liked the attention. It escalated when he started to tell me that he was horny all the time because his wife didn’t want to have sex with him anymore. He said it in a joking way so I would typically respond with a giggle and a playful slap on his arm.
There wasn’t much space behind the display counters where we stood and he would put his hand on my hips every time he had to move to the other end of the counter. I’d feel his stiffness graze against my butt whenever he’d pass by. I wouldn’t ever call him out on it and would just let him have his fun. . Sure, I flirted with him out of boredom and entertained his lewd comments, but I was completely shocked when he finally admitted something to me.

I knew that on slow days he would go back to his office to sneak a drink. I would smell the vodka on his breath whenever he returned to the floor. There was this one way mirror looking out to the store from his office. He told me that he would jerk off while watching me from his office. It was the first time I had heard anything like this from someone, and I remember being both flattered and creeped out by his admission. He quickly followed his confession by saying that he was a good, religious man, and would never cheat on his wife. He said he simply just loved the way I looked.

On one particularly slow day, an hour or so before we were due to close the shop, he invited me to the back for a drink. After doing one shot he told me that I should be proud of him because he didn’t jerk off that day even though he really liked the way I looked. He then asked me if I could reward him by letting him jerk off while I stood in front of him.

I didn’t say no.

Source: reddit.com/r/eroticliterature/comments/tdekh7/the_first_time_i_f_let_my_much_older_boss_m_jerk

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