I [M] think my boss [F] is coming on to me

I[M18] think my boss[F23] is coming on to me

So before I start I just want to say this is my first post and I didn’t exactly know where to post this. So let’s get in to the story. A little back ground, I got this job when I was 17 years old, and now I am 18 and just finished high school and am taking a gap year before I start college. I’m 6,0 and have a decent Physique. I’m not super built, but I diet well and exercise just enough to have a somewhat defined chest and abs. Now this story doesn’t jump right into the mix of things. When I started this job the store just got a new GM named Ben. The thing about Ben was he was a complete asshole and he was a little perverted so no one really got along with him. He was on the bad side of doing his job well so after a few months he decided to cut his losses and quit.

So without a GM this presented a problem so the owner of the store asked another GM he had to transfer to our store. Our new GM became the women in the story her name is Sam. Sam is a 23 year old 5,1 woman with bright green eyes,and dyed red hair with black roots that you wouldn’t notice if you didn’t look closely. With about size 32c tits and a killer ass that she absolutely rocks with her rather feisty but kind attitude. She looks kinda like black widow from the marvel movies. When sam became our boss I didn’t really have a problem because I always thought she was attractive. But the main problem was she had a boyfriend a 42 year old man named James. Now don’t get me wrong James is a very cool dude we’ve had some great talks and he has given me some wonderful life advice so I could understand why sam was into him. Also she always talked about liking older guys so for a while I just assumed I would never have a chance.

So one big thing about James is that he works for a railroad company as an engineer. He has been married 3 times already and has 5 kids so that’s where most of his money goes, but usually as those jobs go he was usually gone for 2-3 days which was fine for him and Sam would be perfectly content waiting to see him, but now that COVID was a thing he got laid off which ofc Sam was happy to hear especially since she could spend more time with him. So Sam decided to take a vacation and on this vacation she came to the realization that she didn’t want to waste her life anymore at the store so she was gonna quit in a few months. So she told me that she would train me to become the next GM. I was already a manager at the time so this was good news. Besides Sam and I were already really close so it made sense. She later told me that James got put back on but In the next state over. So he wouldn’t be able to see Sam for a week at a time.

Now this is where my story starts all this happened about a month and a half ago, but now since James is absent a lot more it has taken more of a toll on Sam. She’s a lot more sexually frustrated, and I guess she turned all that wanted sexual attention toward me. Now Sam and I have always been close but nothing ever more than a joke here or there. But now since we have to spend a lot more time together. She’s began touching me every chance she gets she’ll hug my arm, touch my chest and abs. Slap my butt and hug me from behind. Now all of this does turn me on to no end. I’m a 18 year old male flowing with testosterone and I can’t help getting hard every time she does it. Not to mention that she’ll ask can she sleep at my place multiple times (she lives an hour and thirty minutes away. I live like five minutes away) even though I have explained to her that most girls that sleep over end up sleeping with me. She’ll joke about always keeping snacks at her house and send pictures of snacks after I told her that one of the best perks about older women is that they have a bunch of snacks. This had become and everyday thing to the point where I fantasize about having rough sex with sam all the time.

She will tell me that James got too drunk to have sex with her and she “hasn’t had dick all week” as she says and she has toys but they don’t feel as good as the real thing, and she knows that I’ll react to those things and I only wear adidas pants to work so it’s not hard to see my dick print if you tried. She’ll say that I act so such like James and she loves how I act. And most recently she let see her phone after I made a joke about calling her boss and she was like look through the whole thing if you have to. But I didn’t want to read her messages so I looked in her gallery and I saw two things one I saw her full pussy spread and wet with a dildo inside. I got hard almost immediately but I also saw a dick pic of James and no offense to him but it made me even more turned on when I saw he was smaller than me. So I felt I could do a much better job of pleasing sam. But the thing is sam still loves James which is fine with me cause he’s a cool do and she’ll try to get off early to see him when he gets back understandably. She hasn’t seen him in a week but as soon as he leaves or doesn’t please her the way she wants to she’s back all over me. But the BIG kicker is that I don’t do anything back when Sam makes these moves at me ofc I want to take her to the back and slam her against the wall and make her the little slut she is. But the way she acts sometimes makes it seem like we’re just friends. Look I respect James I really do but I can’t keep compressing my Lust for Sam.When it seems likes she trying to give it to me at times. But I also don’t want to try something and make the whole situation weird. So what do I do. Should I try to make my move slowly and see if she reciprocates or should I just accept this as something I can’t have?

Source: reddit.com/r/gonewildstories/comments/isbiud/i_m_think_my_boss_f_is_coming_on_to_me

6 comments

  1. I would try a little kiss on the back of her neck one day when she’s all flirty with you. Come up behind her, grab her by the hips while pressing her ass into your hardon, and just kiss her neck while telling her that she smells so good and just say, “You know you’re driving me crazy right”?

    Just see her reaction and go from there. If she responds but is unsure, tell her it could be a FWB thing because she’s so frustrated without a dick inside her.

    If she pushes you away … which I doubt … just tell her you’re sorry but that she has to know that her teasing is driving you crazy and it has to stop. I’m pretty sure it won’t go this way but you have to be prepared for either situation.

    I’m rooting for you man !!! Ah … to be young again with perpetual hardons and girls giving me attention again would be nice !!!

  2. What I would do honestly is tell Sam that she can’t have two men. If she wants to be with you, she can’t have James too. It just feels all wrong to me to commit in any way to the idea of being with her while James is in the picture and plus like… if you do have sex with her and James finds out, he may have a serious temper explosion for all we know. It’s better to just avoid that whole potential problem and just tell her that it’s got to be him or you imo. But I’ve always been about the committed relationship. What exactly do YOU want? You need to decide that, and then you need to have a very frank conversation with Sam.

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