[F]inally made a [m]ove on my boss

This is my first time posting here, so be nice. It’s kind of long because there’s a lot of background info and I’ll be honest, the action isn’t nearly as exciting as most of what I’ve read on here. But you be the judge.

I’m a 26 year old woman working in marketing/advertising. Ever since I can remember, I’ve fantasized about hooking up with someone in an authority position over me. I always fantasized about my professors in college, and for the last year I’ve fantasized about my boss.

Andrew is 32 and tall, dark, and handsome. My company is relatively small (only 30ish people), and everyone is pretty young. I’m also the only woman who works there, and luckily I get treated with the same level of respect as all of the men, and none of my coworkers have ever creeped on me or made me feel uncomfortable.

So anyways, my first month working there I decide I’m very attracted to Andrew. I immediately start thinking of him when I masturbate, picturing us on his desk, etc. However, he was my boss and he also had a serious girlfriend so I didn’t think it would ever happen.

I decided to flirt with him anyways. I would G chat him for no reason and we would talk about things not related to work. Eventually, he backed off a little because maybe he realized it was inappropriate and that was that.

Fast forward to about 10 months later – last weekend. I hear through the grapevine that he and his girlfriend have broken up. It was Saturday, and I was down the street from my office crashing a hotel pool and drinking champagne. I had just developed some film and had gotten the photos on a CD to upload. However, my laptop at home is a MacBoo Air and doesn’t have a CD drive, so I decided to stop by my office on the way home to upload the photos to my work computer and put them on a flash drive.

I get to the office which is unlocked, and my boss is there in his office working. I’m a little tipsy, so I go in and say hi to him and we chat for a few minutes. Then I go and sit at my desk and start uploading the photos, and I even did some work as well. The printer is right by my desk, so a few minutes later he came over to the printer to retrieve something he had just printed. Then he sits in the chair next to mine and we start chatting some more.

The subject of his breakup comes up, and I end up telling him about what’s going on in my love life. Then he shows me that what he just printed was a ticket to a show that night. It was a show I was considering going to because all of my friends were going. He then told me since he and his girl had broken up, he’d been partying a lot and doing a lot of shrooms and stuff. (Since everyone in my office is so young, including the bosses, we are all really casual about our drug/alcohol use, etc.) I tell him I haven’t done shrooms in awhile, and that sounds fun. He then tells me that if I came to the show, he’d give me some.

I end up getting a ticket, and I go to the show with my friends. I go into my work email and find his phone number on his email signature and texted him to ask where he was, as it was a large venue. I was pretty drunk at this point, and he texted back to tell me where he was. I wandered off and went and found him. He immediately pulled out a small handful of shrooms and handed them to me. I ate them and then I just kind of awkwardly danced next to him, and we would talk here and there. My friends ended up leaving the show early, so I told him I was gonna hang with him if that’s alright which he was cool with.

After the show, we get in an uber with some of his friends to go back to their house to after party a bit. We were there for awhile hanging out in their backyard and it was pretty fun. After awhile though, I was tripping balls and really just wanted to be out and about walking around outside. So I nudged Andrew at one point to let him know how I was feeling and he agreed with me. We announced to everyone we were heading out, and we went for a walk. It was about 3 am at this point, and I’m starting to wonder if anything is going to happen between us.

We stop at a clearing where a giant canyon sits with some huge trees and we talk about nature and other stuff you talk about when tripping. Eventually it was super late, and we both agreed we should head to our homes. We decide to share an uber as my house is on the way to his.

We tell our driver how to get to my house, and once we are approaching my street the shrooms start telling me that I have to take matters into my own hands. I basically tell myself that since he’s my boss, he’s not going to make the first move. We arrive at my house; he hops out of the car to let me out and hug me goodbye. As he goes in for the hug, I grab his face and kiss him. He was definitely taken aback, but then he kissed me back. We both awkwardly laughed and then he asked me if I should just come home with him then. I should note that I’ve never ever made the first move on anyone before, so I’m very glad this one worked out.

We hop back in the uber and head to his place. We go to his bed and immediately start making out and clothes are removed. His skin was so soft and perfect and I was incredibly turned on. He started rubbing my clit and it felt amazing. Honestly, I had wanted it for so long that I came pretty much immediately. We were both really fucked up and it was 5 am at this point. The shrooms were too much for us to handle hooking up at the same time. So we stopped and just cuddled and went to sleep.

We woke up around 11, and I was expecting it to be super awkward. However, it wasn’t at all. We had a great time talking and cuddling and kissing. He’s now been texting me all week, while we’ve been in the office working and whatnot, about how he wants to hang out again and he wants to take me to a strip club with his friends, etc.

So we haven’t had sex yet, but it’s definitely coming soon and I cannot believe this fantasy is coming true!

EDIT: I can’t figure out how to properly space the paragraphs? Help! (reddit noob here)

Source: reddit.com/r/gonewildstories/comments/58x28g/finally_made_a_move_on_my_boss