I fucked an Instagram Escort in front of my coworkers [MF]

There’s the semi-famous hotel downtown that has huge floor to ceiling windows. It overlooks an office building, a busy street, some apartments, etc.. The hotel is known for its guests fucking in front of the window and giving the voyeurs a free show. I’ve worked in that office building before, and we’ve all noticed when we see a couple playing. It basically shuts down the office and mostly everybody watches on. Like we all text each other to alert them of a show.

I was traveling for business, in New York City. When I found out that I had meetings in the office building across the street, I thought it would be hot to arrange for a little sex scene, where anybody can see. So I booked a room, I asked for a high floor so our faces couldn’t be recognized. Then I booked the Instagram model. Anna is a girl that I’ve booked before. Tall, blonde, blue eyes, huge boobs. All American girl next door type. You would never know she’s an escort on the side, which makes her even hotter. She is a kinky, adventurous woman, one of the many reasons why I keep on booking her.

Ok, my plan was for Anna to come to the hotel for some fun, in the late afternoon. The guys wanted to grab some drinks across the street at the hotel bar downstairs. So I left the office earlier, saying that I just wanted to clean up a bit. I’d meet them at the bar. But really, I was meeting Anna in my room, for our fuck session. The guys were cool, and were wrapping up stuff at the office anyways. They had no idea about my plan.

Anna arrived, and I told her my plans, if she was cool with it. She’s totally down (again, she’s cool). Anna happened to wear this bright red cocktail dress. So I suppose it was very distinctive to spot from the outside. I asked her to put on some black stockings too, to help with the visuals. So we turned on the lights, opened the curtains and opened the show for anybody to watch.

Now, I don’t know what it actually looked like, from the outside. We were high up. But it was a bright day, the sun was shining in, and her long blonde hair probably was easy to spot. First I had her go on her knees, and blow me. Surely her head bobbing back and forth was an easy giveaway. And it sure was. Only after a few minutes, my phone started going crazy. A group chat amongst all of my office friends. Alerting them of a show in the hotel. They clearly didn’t know it was me, from the texts back and forth. But it was nuts to read this group chat as Anna was blowing me. Of course I told her that we were spotted, and she started going bonkers on my cock.

I responded to the group chat, playing dumb. But secretly relishing my anonymous attention. After a little bit, I stood Anna up, pressed her face to the window, and unzipped her red cocktail dress. Her black stockings was surely going to rile up the crowd. And it sure did, judging by the group chat. From there, I stood behind her, kicked her ankles far apart, and bent her over. Her hands were on the window, face towards my coworkers, and was assuming the ideal fucking position. That’s when I started pounded her from behind, like there was no tomorrow. Seriously, the windows could have broke from how bonkers I was going. Her hair was flying all over the place, her boobs were pressed against the glass, it was glorious. I stopped responding to the texts, as I was focused on getting Anna off and enjoying my time with her. At the end, I winded up pushing her to her knees, as I jerked off and came all over her face, right in front of the window. That’s when she stood up, and as she was closing the blinds, just did a little wave goodbye to anybody that was looking.

The office guys winded up going to the hotel bar downstairs. I’d say that I’d meet them there. So Anna and I cleaned ourselves up, we settled up, and we left the room. I was to meet my friends at the bar, and she would just continue on with her day. When I found my friends, they basically riled me, giving me grief that I missed the show. Apparently, it was too dark or the angles were messed up (or whatever), where they couldn’t recognize people. They just referred to Anna as the blonde in the red dress.

Anyways, the guys and I were drinking our beers, relaxing, shooting the shit. That’s when Anna came into the bar. What the fuck? I thought she left already. She’s still wearing the same red dress and comes over to me. Um ok. I’m just standing there, honestly kind of dumbfounded. That’s when she flags me down, and comes over to say hi and says “Oh hey! I didn’t know you were in town! Nice seeing you again!” I played it off, like we were acquaintances, just running into each other. We chatted only for a few moments, as the guys were obviously checking her out. We wrapping up our little chit-chat and she says “Well next time you’re in town, call me, we’ll have lunch or something” And with that, and as she left, she waved goodbye to my friends, the same way she waved goodbye in the window after I fucked her.

For fuck’s sake. That’s why she’s so cool.

Source: reddit.com/r/gonewildstories/comments/fevtb6/i_fucked_an_instagram_escort_in_front_of_my

13 comments

  1. As a New Yorker I’ve gotta ask… what hotel???

    Amazing story btw.

  2. That was a great story! I would love to see this sexy girl on instagram. Can you post the link?

  3. I wonder how it would have turned out if she would have said something like “thanks for the fun in the hotel” or something like that instead of what she did say.

  4. Back in the day, a NYC woman put on a show every afternoon at 4pm from her apartment for the folks in my office bldg on 3rd Avenue. If it was a ship, it would tip over.

  5. I searched “newjerseyescort” and “newjerseyescorts” and all i got were nasty ass turned out bitches… what keyword should i be using

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