[MF] Part 1 of How [M]y(21) boss[F32] seduced me

This all happened a few months after graduation and long before Covid. I will keep it vague and use fake names of course. I had interned for Company X the summer previous and they decided to hire me as a full-time employee in the same department as I did before.

During my internship, I met my manager Diana. Diana was a California dime with dark brown hair and was curvy in all the right places. But she was also kind, sweet, but best of all was her smile. She always had this bubbly personality that contrasted with my more serious (admittedly broody) attitude. While we did talk a lot about professional stuff, we often nerded out over geeky stuff like Star Wars or upcoming Marvel movie theories.

As we got closer and closer as friends, Diana started talking about the more intimate (non-sexual) parts of her life. She started talking about how she was going through a divorce with her husband, Jason. She wanted kids but Jason didn’t. This dichotomy eventually caused a rift that led to their divorce. It was at this time where her behavior turned more and more flirtatious. She started getting really close to me, locking eyes for just a second longer than normal people. She also started stroking my arm with her nails sometimes. She and I also started going out together to bars and theaters (this was long before COVID). [Being the idiot that I was (and still am) I was convinced she just saw me as a good employee and more importantly, friend.]( https://www.youtube.com/watch?v=6yzeK4c9Y5g) I had a major crush on her, but I was in a relationship and I felt scummy if I took advantage of a woman in divorce and I was not a cheater so I never made any move beyond friendly.

I got rehired as a full time employee and about 90 days after full-time employment, my boss Diana wanted to display our department’s work with me as her “star” employee. I went in full suit and tie knowing guys from upper management would be there and it would be a type of restaurant that serves the “higher class.”
I had gotten well underway to eating my meal when I noticed a slight pressure on my calf. I looked down and under the table Diana had slipped off her high heels and was slowly massaging my calf up and down under the table with her foot. When I looked up with horror, I saw my boss wink at me with while continuing on and on about how “I’ve been working underneath her” (her phrasing not mine). Her cute, bubbly smile was replaced with more of a knowing grin. I had just broken up with my 3-year college GF and I was starving for sex, but I didn’t want to alert upper management to what we were doing (or what she was doing) under the table.

She slowly slid her foot up to caress my cock and balls, sometimes giving me a cheeky grin and other times trying to fluff us up for upper management. She did this for a solid 45 minutes. All the while, I’m trying to answer questions from 2 guys in upper management about my interests, how well I was doing at my job, etc. During those moments where I had to answer a question, she revved up her foot even faster, so I did my best to give short but complete answers so I don’t look like some sort of antisocial freak in front of the higher ups. It took all I had to prevent outright moaning.

Eventually upper management went and hit the bar leaving me alone with Diana.

“What are you doing?” I half shouted half whispered.

“What do you mean, teddy bear?” she snickered, teasingly. “Are you going to go off like Mt. St. Helens? Right in front of Harry and Ramone?”

“This is inappropriate.”

“But do you want it?”

I clenched my jaw. Diana started moving her foot at a faster pace.

“So, you do want it. Did I really have to be so direct? Do you not remember all the hints I gave you last summer?”

“One, I thought you were just being”—(tries to hold off cum) – “friendly.” At this point, Diana, could have blown an air kiss and that would have tipped me over the edge. “Two, I had a girlfriend at the time.”

Diana rolled her eyes. “One, men and their cluelessness. And two, you *had* a girlfriend. Which means you probably haven’t seen any action in a while?” She raised her eyebrow. Gone was the sweet and bubbly personality of my boss. In its place, was a strong personality of a domme who was going to get her way.

“Yes..”

“Yes, you want this? Or Yes you being so revved up is because you haven’t had any action.”

“Yes.”

She chuckled and stopped moving her foot. “I always liked that about you. You had a dry sense of humor. You were kind, you were hardworking. But now,” she said as she put her foot back on my cock, “I think someone should just let himself go. Just let go.”

“God you’re so fucking sexy,” I said trying to keep my voice below the din of the restaurant. “I … want….. YOU.” And I let go. I could feel my cock spurting shot after shot into my pants while she continued rubbing it with her foot, with her smiling slyly as I was in the throes of my orgasm.
“I knew you wanted me,” she said triumphantly. She winked. “See ya at work tomorrow.”

I didn’t know what to feel then. Part of me felt it was incredibly hot, but part of me felt this would not end well. I also had no idea as to how I would get out of the restaurant without looking like I peed my pants.

EDIT: She was 31 not 32 at the time. Sorry for the typo.

Source: reddit.com/r/gonewildstories/comments/ohd3rm/mf_part_1_of_how_my21_bossf32_seduced_me

3 comments

  1. Anyone else kind of creeped out by the age gap and the fact she was OP’s boss?

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