[FF] I [F27] had my first lesbian sexual experience/relationship(?) with my former boss/mentor (F40s)

This is kinda a lot to unpack. Also, to be clear, I’m am ok and don’t feel upset about any of this (or else I wouldn’t be writing about it here)

Six years ago, I worked for a company with my boss who I’ll call Susan. She helped me a lot, gave me career advice, pushed for my promotion, and was all-around great. We both eventually left that company and parted ways, occasionally checking in on one another but not really staying in super close contact.

Fast forward to several months back, when Susan asks to meet up. We meet for dinner, catch up, and she’s tells me she’s working for a small start-up and thinks that I’d be a good fit for it. It wasn’t on her team, but I figured I’d still love to work with her even if it meant we weren’t really truly working “together”.

We end up chatting a bit more, catching up, and just enjoying each other’s company, so I end up going to her place to have some wine and continue our conversation. Things took sort of an abrupt turn once we got there, though, as she let me know that she and her husband at divorced at the beginning of 2021. We started chatting about this, and it was clear she was still not fully recovered from this…she started speeding through her glasses of wine, and I kind of was too focused on keeping her calm to realize it.

And then…her hand was on my thigh. I was pretty confused at that point because she was still talking about the divorce and her former husband…but then she got closer to me. And then her face was right up against mine…and she kissed me. I was stunned, so I just sort of let it happen. She pushed her tongue into my mouth, and I could feel her body pressing against mine, and I really just couldn’t form a cohesive thought/reaction. She pulled off her shirt, and then took off her own, put my hand on her boob…and then suddenly stood up and said “Actually, I can’t wait, I need this now” and pulled off her pants/panties in one go…In the span of a few minutes she went from kissing me to being entirely naked, and I was still processing the kiss at that point. She basically reiterated what she wanted more explicitly, telling me she wanted me to go down on her and that I needed to get naked too.

The thing is…I’m very much not attracted to pussy (and part of me can’t believe anyone can be lol). But…I didn’t want to say no because I felt awkward that it had gotten to this point. Soooo…down I went, tasting something I really had no interest in tasting. It felt surreal, hearing my former boss’ moans of approval…I was basically just following her instructions because even though I have one of my own, I had no idea how to do this. Eventually she came, and I got back up, awkwardly sitting next to her like “well, now what do I do”.

Susan indicated that she wanted to return the favor and go down on me, but I insisted that was okay and I didn’t want that (I don’t know why that felt like a bridge too far…you’d think it’d be the other way around). She was pressed against me again and her fingers were playing with my breasts and pussy as she kissed my neck. She was whispering in my ear and it was giving me goosebumps. I can’t remember what she asked, but I remember meekly agreeing to it, and then her finger slid into me.

I don’t know what it was, but I felt like I fully lost control at that moment. I essentially just melted as she fingered me…it felt amazing. I could feel her breasts pressed up against me as she worked on my pussy…I remember quivering, moaning, and cumming as she held me.

She was still holding onto me as I came back to my senses, and I made a slightly hasty exit after that. I got dressed, thanked her (yes, it was as awkward as you can imagine), and told her I should probably get going.

Well, I ended up getting hired at her start-up like two weeks later. What I didn’t expect was that Susan would flirt hard with me when we were in private (she liked to call me “my little secret”). I’m fairly certain she would have backed off if I had asked her, but…I didn’t. In fact, I continued to meet up with her after work for dinners…which turned into visits to her place. I still never let her go down on me (no idea why, but my brain just had heavy resistance to that), and still never really enjoyed going down on her, though I sort of hid my reluctance/disgust.

Some part of me was turned on by the situation, but I don’t know what it was exactly…maybe it was the fact that I was so clearly being used by her for her own benefit.

I ended up leaving the start-up after a few months for a different company, and I basically cut ties with Susan when I did. She took it far better than I thought she would and wished me luck. But I keep thinking about how crazy all of that was…

Source: reddit.com/r/gonewildstories/comments/yw8aj4/ff_i_f27_had_my_first_lesbian_sexual

3 comments

  1. Can see the conflicting emotions in your post.
    I wasn’t prepared for the part where you kept going back tho 😅
    Ps. Hilarious username

  2. Best username-to-post connection of all time, u/bosslick. Nicely done.

    But all joking aside, are you okay? Because it would be totally understandable if you weren’t.

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