Ex coworker: Watched through our hotel room window [MF]

**Like I’ve said in previous posts. I figured it would be fun to go back to my promiscuous (man-whore) days and recall some of the stories from back then. I’m generally considered a good-looking guy (6’3”, dark hair, blue eyes, swimmers build, workout regularly), so that enabled me to have quite a fun sex life. These stories are 100% true and not embellished in any way. I think that a straight honest story even if not as exciting at times is a bigger turn on, so that is what I will continue to try to give.**

This is a pretty recent story. I have to travel to New York occasionally for a few days at a time. Kaitlin had just moved there a few months ago. She was a former coworker of mine. We always got along really well and listened to some of the same music, so we stayed in touch through social media. She was dating someone at the time, so there was never anything sexual between us. There was, however, a feeling of sexual tension at times between us. It was always unspoken and never addressed. We had never spent anytime with each other outside of work, so I was surprised when she gave me her number on her last day and told me to reach out to her when I’m in New York. She knew I traveled there for work obviously since she worked with me. She gave me a big hug and that was that.

When she gave me her number I did the thing where you text your name to the person giving you their number, so they have your number and know who it is. I got a text from her the next week telling me she missed getting to talk to me and hangout at work. I figured she was just bored and feeling sad about the big change in her life. We texted back and forth for awhile. Our texts continued at a consistent pace for a few days in a row. I didn’t really know where things were going. We were not being flirtatious at first. I asked her if her boyfriend was moving with her or if they were going to do long distance. She said they had intended on doing long distance, but he broke up with her a few days before she was set to move. The whole situation started to make a lot more sense to me.

Once she revealed she was single the conversation took a turn. She told me she wished she had been single before she moved. I asked her why and she told me to guess. Asking me to guess seemed a little childish, so I didn’t. I said, “ah, I get it.” She said, “yeahhhhh, so what do you think?” I texted back, “I think that would have been fun.” Things escalated from there. A few hours later she was asking me to send her pics with my shirt off. We were telling each other we wanted to fuck each others brains out when I come to New York. The floodgates had broken. It’s always funny to me how conversations escalate like that once both people are on the same page.

I wasn’t scheduled to be in New York for another seven weeks, which left a lot of time for things to change or fizzle out. I was curious how our conversations would progress. At some point the sex talk runs its course and there needs to be real physical in-person action or minds start to wander away. Or so I thought. We texted our dirty thoughts about each other almost every night in anticipation of seeing each other again in person. We sent nude pics and videos back and forth. I haven’t jerked off that consistently to one person in years. It was such a turn on seeing her naked after picturing it in my mind so many times at work. A brief description of what Kaitlin looks like: 5’6″, straight brown hair just past her shoulders, petite athletic build (former volleyball player), C cup, and a cute round ass. She always kind of reminded me of Leighton Meester in the face.

I received a text from Kaitlin as I was sitting on the plane. I had just landed and pulled up to the gate at La Guardia. There was a sea of backs and backs of heads scattered in front of me waiting on the plane door to open. I was glad I had a whiskey on the flight. I start to feel a little claustrophobic sometimes during deboarding. Eventually I navigated my way off of the plane and out to the rideshare area. I was on my way to my hotel. Kaitlin and I texted back and forth the whole ride. I was actually nervous about seeing her after all of this.

I got to the hotel and checked in. I was only in my room for about twenty minutes before Kaitlin texted and said she just arrived. Our plan was to meet at my hotel and go grab dinner. I was honestly way too worked up to go just go straight to dinner. I told her to come up to my room first, because I needed to get settled for a few minutes. I think she was thinking the same thing I was. She wrote back, “good.”

I heard a knock on my door and I let her in. We gave each other a big hug that quickly morphed into us making out and groping each other. I could feel her breathing heavily on the side of my neck as my hands lifted her skirt and grabbed her ass. Our lips met again and we started trying to strip clothes off. We were a mass of flailing limbs trying to kiss and grope as we got undressed. My pants and underwear made it almost all of the way off dangling on my right foot. I grabbed her around the waist and turned her toward a chair in the corner. I bent her over at the waist and she grabbed both arms of the chair and arched her back. Her shirt was only half-way off. It was pulled up over one shoulder. Her bra was pulled up over her breasts. Her skirt was pushed up part of the way exposing her ass. I pulled her panties off and slid my cock in. She let out the loudest moan. I was afraid we were going to get security called on us. She belted out animalistic moans with each hard thrust into her. She looked back and watched as I held onto her hips and fucked her. She was making a lot of eye contact with me. The moaning, eye contact, and anticipation of this had me close to busting. A couple of more minutes and I was pulling out of her. She spun around and grabbed my cock and wrapped her lips around it. I grabbed the back of her head and guided her. My cum filled her mouth. I was so worked up that I felt like I was shooting cum so hard it was going to damage her throat. She swallowed and began catching her breath. We slowly started putting our clothes back on and headed out for dinner.

The whole time at dinner we were sort of delirious. I think the anticipation and release we just experienced sort of did our brains in. We were laughing a lot and just felt kind of high. We stayed out and had quite a few drinks before we head back to my hotel. The sex from earlier had worn off a lot by then. Towards the end of the night we were both groping at each other and making out in anticipation of getting back to the hotel. It was probably around 3am when we got back to the hotel. I ended up on the couch by the window as she went to the restroom. When she came out she was completely naked. She ran over and started helping me get my pants off. She fell to her knees and took my already hard cock in her mouth. Things wee slower this time. The anticipation was still there, but the giant buildup was over. She took her time and slowly ran her tongue along my cock and swirled it as she went up and down. She moaned and rubbed her clit as she did this. She told me how she’d wanted to taste me for so long. My gaze went back and forth between looking out the floor to ceiling windows at the skyline and watching her slowly work my cock with her mouth. She joined me on the couch and slid down onto my cock. She said she was close to cumming and wanted me to fuck her hard. I grabbed onto her ass and we moved our bodies as opposing forces colliding into each other. She slowed and started grinding down onto me at an angle. I could feel my cock pressing up against her inside. She tensed up and then let out a loud long moan and yelled out FUCK. She was just sitting on my cock still recovering. She started slowly moving up and down on me again.

That’s when I noticed something. I knew you could see other hotel rooms as the building sort of angled out, which means other hotel rooms could see our hotel room. It was late and we were sort of drunk and horny, so we didn’t really think much other than let’s fuck right here on the couch by the window. I was looking out the window occasionally at the skyline and all of the other rooms seemed to have their curtains shut or lights off. When I looked out again I saw a room with its light on and a guy standing in the window and he seemed to be looking our way. He was a floor above us and down the hallway it seemed. I started laughing and told Kaitlin I thought there was someone watching from another room. She was not phased whatsoever. She just said, “I really don’t give a fuck right now.” She grinded back up and down on me again at a faster pace. I’m glancing back and forth and the guy is clearly watching us. I just said fuck it and embraced it. I gave a thumbs up to him. Not sure if he actually saw it, but I kept fucking her. He disappeared for a few seconds and a woman also appeared in the window. I assume it was his wife or girlfriend. He had on shorts and no shirt. She was in a long t-shirt. They were both probably in their late 30’s and above average looking and looked fit. They both just stood there and watched. I told Kaitlin again, “we’re really putting on a show. There’s a couple watching us.” She just laughed and said, “this is kind of hot.”

I didn’t say anything or prompt her to do anything. She got up off of me and walked over even closer to the window completely naked and waved. They waved back. The woman took the long t-shirt off. I really thought things were about to get insanely wild. Like fantasy wild, but I was just living in the moment. She had on a bra and panties, which was kind of disappointing, but I thought that would soon come off. She sort of spun around and showed off a bit, but didn’t seem to want to get fully naked. Kaitlin got on all fours on the floor giving them a front row view of what we were doing. I slid my cock in her from behind and really tried to give them as much of a show as possible. Unfortunately, I only gave them a few more minutes. The whole scenario was too much of a turn on. I pulled my cock out and sprayed cum on her ass cheeks and down the back of her legs. She stood up and showed them her ass covered in my cum and waved goodbye. They never did anything other than watch. I was hoping they would do something to each other, but it never happened. I’m sure they fucked like crazy in their room after we were finished.

**Also, if you are a female and live near me (p.s. I moved) you should send me a message. Might be a long shot, but would be cool/interesting to have sex with someone who enjoys my stories and then becomes a story**

Source: reddit.com/r/gonewildstories/comments/dpwvbi/ex_coworker_watched_through_our_hotel_room_window