I can’t believe this is happening… situations that surprised you.

[indym]

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.

[bushman1]

Nothing exciting as the above post........

My wife and I would quite often go out fishing with another couple that we were friends with for several years.
Apparently, when he and his would go out fishing alone she would get tired fishing and would tan topless.

For a few years when we were all out together he might say something to his wife about "why don't you tan for awhile" but my wife and I never thought much of it.

Once when my wife was alone with his wife she must have mentioned it and said he meant to take her top off and tan.
So my wife secretly said next time we are all out on the boat and says it let's both take are tops off.

Maybe a week or two later we are out fishing and he must have said it again. Him and I were both busy trying to unhook a fish that got tangled up and when we were finished and turned around ......there they were fishing with their tits out.

It really was quite the surprise because I never expected my wife or his to do something like that.

Ever since they pretty much go topless every time we are out.......what a great change from the past !!

[raysallx]

"I chalk it up to the right time and the right place." So true. Sometimes out of the blue women will do things you'd never expect. Not a very exciting story, but the other day I asked a woman if I could take a photo of her dog, and she suddenly started posing for me and laughing, unfortunately with her clothes on. And yes, alcohol was involved.

[Shihoin]

"I chalk it up to the right time and the right place."

...and alcohol.

This was many moons ago, while married to my first wife. We'd made some nudist friends at a non-landed club, and we'd hang out at the club or at a resort. One weekend we decided to go to their place to spend the night before heading to the resort the next day. We were all naked and we drank...a lot.

It started with our male friend making a sly comment about my wife having a great-looking ass. I believe it was simply intended as a compliment. But it "triggered" something in my wife, who was inebriated at the time (she usually didn't drink that much). And she turns and starts shaking her ass in front of him. And he first gives her a pat on the butt...and as my wife starts giggling and leans back even more, he goes in for a full asscheek grab. I'm thinking: "Oh?!" That was totally out of character for my wife - even though she'd been a nudist for a while by then.
But it doesn't end there. My wife, laughing, then proceeds to turn around and hug him by pressing her tits against his face...and as she does this she loses her balance and plops down on his lap. At that point his hands are all over her tits and ass. As my wife still laughs.

Also at that point his GF is sitting next to me as we're both observing the situation unfold. She leans in and her body is pressed against mine. So I put my arm around her shoulders and I inadvertently touch her breast. And she doesn't react. So in my own inebriated state, I pull her in closer and her tit is in my hand. And I'm in disbelief of what is actually happening. That's when I "snap out of it" and start defusing the situation by calling my wife over. She snaps out of it as well and disengages. We all go to bed son after; and the next day everyone is acting like nothing happened.

I don't think our friends were swingers or even interested in it. But alcohol is an uninhibitor. Our male friend already found my wife attractive; and I found his GF attractive. This plus alcohol plus nudity took it to another level. I can only imagine what would have happened if one of us had gotten hard...

[indym]

Originally Posted by raysallx

"I chalk it up to the right time and the right place." So true. Sometimes out of the blue women will do things you'd never expect.

Originally Posted by Shihoin

...and alcohol.

I'm sure all of the above is true!

I deleted their numbers a few years ago, but we group-txted (and individually) for a couple of years after. Our paths never crossed again, but my ego likes to believe we would have had a repeat if we did, haha (probably not!).

It was really a pretty drama-free experience (before and after). No one was trying to have a relationship. Because they were married, there was no crazy txting or calling expectations. Just three people who had a great night together, at least that is what it seemed like... the no drama after seems to substantiate that, too. It was fun comparing notes with them via txt in the following weeks, too .

We ended up all going to sleep together and had maybe 2 hours of rest before it was a mad rush to find clothes and get back to our rooms to get cleaned up and checked out.

[piecenick]

I was 19, I got a summer job in an office as general flunky. Vast majority of the staff were women 20-35, mostly attractive, they ran me around like crazy doing light bulb changes and silly stuff that they could easily do themselves. On of the women let it slip that the majority opinion was that I was cute, with a nice butt and they just wanted to parade me around, I didn't have a problem.

Then one of the hottest one asked me if I could come by to her apartment to help her move some things, she was 25 and I wasn't born yesterday, I knew what she wanted moved, I couldn't wait until Saturday. Boy. was I surprised, she really only wanted me to move her 600 lb TV console and some boxes. Damn.

[Yorkie11]

Had a female friend visit my town who I hadn't seen for years. Always fancied her, we arranged to meet up and as she didn't know the area she asked what I suggested. Weather was glorious so I suggested a couple of hours at the beach. A few minutes of discussing which one and where I joked the was one I knew of where you could get an all over tan. She laughed and said she'd see me tomorrow. So next day I picked her up as planned asked "where are we going then" she replied with "what about that beach you said. Still thinking she was joking I called her bluff. Drove to it,no one around, nextvthing she's naked. So I joined her. She was stunning btw

[moli_70]

Alright, I've got a good story for this thread.

So, a couple of years ago I started working at a new place, but I already knew that a girl that was living close by to my place and I've had some overlapping social circles with was working there as well. I never spoken to her before, but people always told me that she was cool.

She was an artist, had quite the alternative look, colored her hair in a bright blue color, was around 5 feet 7 inches tall, neither skinny nor curvy. Some strong manic pixie dream girl vibes.

Anyway, to my surprise we really hit it off quite quickly. We shared a similar taste in music and movies and I think she was just glad to have someone she could talk popular culture with at her place of work. She also worked at a bar, and so, after a couple of months of working together, she asked me if I'd like to DJ at the bar she was working at. I happily agreed.

A couple of weeks later I showed up at that bar, set up and played some music. It was a weeknight, so there wasn't much going on at that place, but I really couldn't care less. It was a small bar anyway, and there were never more than 10 people around, but I was just happy to play some music and occasionally talk to my new friend. I knew she had a boyfriend for years, so I never had any expectations to ever anything to happen anyway.

Anyway, the evening progressed, and at one point the only people still present at the bar were me, the girl, another girl that was working there and I believe owned the place, and two finance/business bros that seemed totally out of place. To my surprise, though, the bros really seemed to dig my music and started dancing. In the meantime, my friend and I steadily drank some shots.

I felt a bit drunk, but was definitely not as drunk as my friend. She started dancing as well, and, a couple of minutes later, she all of a sudden started making out pretty wildly with one of the finance bros – who must have been at least 20 years older than her. I thought „Wait, doesn't she have a boyfriend?“, but because I was feeling pretty drunk as well at that point, I enjoyed the whole, weird situation I found myself in.

Things took a turn for the worse, however, when, around 10 minutes later, her boyfriend showed up all of a sudden. Seeing his girlfriend making out with some other dude was, understandably, quite upsetting for him, so he obviously started making a scene. Glasses were thrown, and we, meaning me and the other girl that was working there, had to do a lot of work to try and stop any kind of serious fight from breaking out. Luckily, the finance bro that wasn‘t making out with my friend convinced his friend to take off, and they both left the bar.

The boyfriend, however, started insulting his girlfriend, called her a wh*r* and threatened to break up with her. So I went outside with him as well, talked to him for a few minutes, said how I totally understand how he must feel right now etc, and convinced him to sleep on it, after which he took off as well.

I reentered the bar and felt incredibly ecstatic. Like, I distinctly remember how I thought that no one will ever believe me what just happened. Honestly, it was a scene straight out of a daytime soap.

I gathered my things and promised the other girl who was working there to make sure our mutual friend will make it home safely. She seemed really drunk – and also a bit upset (but not that upset I expected someone in her situation to be?!) I called a taxi, which showed up a few minutes later.

We both sat on the back seat and started driving, after I told the driver to drive to her address first.

And now we‘re getting to the good part.

The taxi driver started driving, and only a few seconds later, my friend made a shh sign to me, and started reaching down my pants quite aggressively. I was totally confused/surprised/overwhelmed at first, because, again, her move really came out of complete nowhere. I grabbed her hand, pulled it back out and said something akin to „Uhh… that‘s not really necessary right now.“ Like, believe it or not, at that point I assumed she was just wasted/confused by what just happened, and I really didn't wanna take advantage of her weird state of mind.

We arrived at her place, and, because I was living basically only a few blocks away, I decided to pay the driver, walk her to her door, and go home by foot later on.

I walked her to the door of her building and asked her if she felt okay. She said yes, I hugged her, and turned around. I walked about 10 steps before I heard her calling my name. I turned around… and saw that she pulled down her dress to reveal her (small, but very perky) tits. I walked back to her and said something like „Uhhh.. what‘s going on?“ to which she replied „I am incredibly horny right now and really need to have sex. Like, now. Can you help me?“

At that point any kind of concern I had beforehand went straight out of the window. An evening that started with me expecting to DJ at some bar and go home right afterwards was about to end with me having sex with a person that I never ever expected to have any sort of interest in me?! Sounds too good to be true, right? Is this really happening?!

Again, having had zero expectations whatsoever, I followed her to her apartment on the first floor, and found myself standing in the hallway. She unlocked the door, I entered her apartment and asked her if she needed some water, or wanted to freshen up, fully expecting her to finally come to her senses. Her answer? „Maybe later. Let‘s fuck first.“

And before I was even able to properly process what she just said, she had already removed her red polka-dotted dress, pulled down her black panties, went straight to her bed, into doggy position with her knees wide apart. Like, I swear, it must have taken her around 30 seconds between unlocking her apartment door to getting into position, face down, ass up, butt naked.

I felt a bit overwhelmed at that point, but thought something like „fuck it“ (literally lol), entered her bedroom, and started giving her oral immediately to which she seemed to respond quite positively. That was the moment I decided to test how far I can go, and, for the first time in my life, started rimming a woman. An incredible feeling… made even better with her starting to moan really loudly and eventually pulling her cheeks even further apart with her own hands. She enjoyed what I was doing?

The whole situation felt like something straight out of porn. I remember frantically pulling down my pants, and desperately looking for the one condom I was always carrying around (and never expected it to ever getting to use it). I put on the condom, fucked her doggy for a couple of minutes, and finally mustered up the courage to ask if I could fuck her ass as well. She immediately started pulling apart her cheeks again, an invitation I happily agreed to.

I came pretty quickly, she didn't, but she also didn't seem to care about any of that. After I came (into the condom), I pulled it off, and spooned her for a bit. She fell asleep after about literally 60 seconds. After laying there for around 2 or 3 minutes, I decided to get up and leave. Luckily, I finally got a full view of her pussy first (remember, we only fucked with me being behind her), and when I saw that she looked like she really didn‘t expect anything to happen that nighi (I think she was fully shaven normally but hadn't shaved for days, maybe even a couple of weeks), it made the whole experience even hotter.

The next day I texted her if she had any hangover. She texted back that she was feeling okay. We never spoke about what happened. She‘s still with her boyfriend, even has at least one kid with him now.

[Gnome72141]

I have had a lot of "can't believe this is happening" moments over the years, but they have mostly faded from my memory over the recent decades, but one happened just two days ago...

My wife's best friend (female) has a serious crush on my wife, but my wife doesn't believe it no matter how much I point it out to her.

I was at the friend's house this weekend to help her with something. My wife stayed home to catch up on a few things.

Out of nowhere, all of a sudden, the friend says "do you think my small breasts turn your wife off?" and I was like HUH?

So, I found myself staring at her breasts, and after a bit I said, "Let's do something crazy" and I pulled off the friend's top and unhooked her bra, and we talked about her breasts for 20 minutes. It seemed so...normal and not weird at all. It also felt 100000% platonic and it didn't do anything for me whatsoever.

Her breasts were very unusual, though. I have seen 100000s of photos and camgirls and breasts in real life, and I had never seen breasts like hers before...they were a droopy B cup, which is normal, but her nipples were very high on her chest, like way higher than her actual breasts. And they were the areola and nipple type you would see on a guy. And they were whiter than her already pale skin.

But, hey, I got to see them and talk about them!


I definitely couldn't believe that was happening!

[rudolfm]

If you look in her pants, there maybe is another surprise? 😆