I can’t believe this is happening… situations that surprised you.
If you have any “I can’t believe this is happening” stories, please add them!
One of mine happened on an extended business trip probably 7ish years ago. I’m not usually a hotel bar kind of guy, but I decided to have a drink the first night of my stay. It was actually a very active bar with many travelers hanging out and chit-chatting, and I ended up stopping by every evening for a drink before heading to my room.
There was a group of us “regulars,” but a woman (married) in particular struck up conversations with me every night and always ended up next to me by the time the night was over.
Being a hotel bar, it was shut down by 9 PM at the latest, but a few would stick around a little longer talking. By mid-week, I felt pretty confident that we would end up in my room if I dropped the suggestion, but hey… you never know. My flight was leaving Friday afternoon, and she was leaving Friday morning. She hinted that we should plan to have fun last night on Thursday, and I was hopeful about what was in store.
Wrapping up my meetings on that final Thursday, I went back to the hotel, showered, and got things in order to leave the next day. I went down to the bar to grab a seat, and it was packed with some new faces. In particular, there were three women who I thought were together, but actually, only two were. I didn’t pay much attention to them, other than noticing one in particular who was very outgoing. She was very attractive, but I honestly didn’t pay her much attention (she later told me that she thought I wasn’t interested in her)
One by one, people started to leave, and these two women who were together announced that one needed to head home, but the other asked how long we planned to stay. She was staying at an adjacent hotel (without a bar) and might come back before closing. Again, other than being polite and friendly, I didn’t pay her much attention.
I continued to chat with my married friend, and things were building to the point that it was a matter of when and not if we would go back to the room. Surprisingly, the other woman did come back for another drink before closing, and before long, there were only four of us left (me, my married friend, the other woman, and an older guy). Ordering a few drinks at last call, the talk became looser, and the other woman shared more about herself (she traveled a lot, was married, and was in town for a few days). The older guy was all about this other woman, and I remained focused on my friend… too much time invested at this point, haha… plus I really enjoyed her company.
Running out of drinks, things were starting to slow down, but the other woman was pushing for something else… a glass of wine or a cocktail. A restaurant with a bar was a short walk from our hotel, and I suggested that we go for one final drink before they closed at midnight. The group was eager, so off we went. At the new location, the older guy became annoying and thirsty for the other woman, and it was obvious she was trying to ditch him. She roamed around talking to others, and this guy eventually was left sitting by himself. My friend was losing her inhibitions, and what started as rubbing my thigh turned into her running her hand up my shorts. I certainly didn’t mind, and it was clear that I wasn’t wrong about where things were headed!
The lonely older guy now decided that he should come sit next to my friend, and I worried that he would ruin what was going on. Thankfully, she never missed a beat. The other woman decided to circle back to us with another couple, which I was sure would put an end to things… it did, but not before she caught a glimpse of what was taking place while standing next to me.
Our new bar is now announcing the last call. Semi-whispering to my friend, I asked her if she was ready to go back to my room… thank God she was! The other woman decided to call us out and ask why we were whispering and that there were no secrets here, to which I responded that we were going to go back to the hotel and fuck, lol. I thought that would break up the gathering, but it didn’t.
The older guy decided now was the time to make his move… which resulted in the other woman essentially squeezing in tight to me. I put my free arm around her, with my other arm around my friend, and told her that we were leaving but that she could come back with us if she wanted. I made the offer, not thinking there was a chance in the world that she would say yes and intending it to break us free from everyone hanging around. To my surprise, she said ok, and the place went fucking crazy. I still thought it was 99% a bluff and was her way to break free, too.
As we walked back, the older guy thought that meant him, too… it did not! As best as she could, she tried to make it clear, but I’ll give him credit for trying. At this point, I still thought she would ditch him and head back to her hotel, but she asked whose room we were going to. Now I’m the thirsty one! I basically had to tell this guy to get lost and not ruin it for me, which he reluctantly agreed to.
As soon as we entered the hotel room, clothes started flying off, which was a little surreal thinking about it now. My friend was stripping down the other woman, and I was stripping down my friend. The room had a sitting area with a sofa, and my friend pushed the other woman back onto the couch and began eating her while kneeling between her legs. I started fingering my friend, and she was gushing wet… without really thinking about it, I kneeled behind her and slid into her, locking eyes with the other woman.
We continued this way for a few minutes before it dawned on me that there was a perfectly good bed in the other room, and fucking on the couch and floor isn’t all it is cracked up to be, haha.
I’ll post the continuation later this evening or tomorrow, assuming there is interest. If there isn’t, the gist of this is that I had no plans or intentions of a threesome, and it was questionable if things would even happen with my new friend. I sort of anticipated her backing out, but never in a million years that three random business travelers would have a threesome before heading back to our respective homes the next morning. Talking to them after that night, female/female stuff wasn’t the norm for them (they had before, but if they are to be believed, not for a long time and not something either of them had been thinking about and never with some random people). Other than some alcohol helping with inhibitions, I still don’t quite understand what triggered it all to happen. I chalk it up to the right time and the right place.
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