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My (45M) tinder date (25F) and an unexpected foursome (threesome?)
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This happened six months ago. I was visiting Santiago, Chile on business and had a full agenda with client meetings. However, being the naughty man I am, I decided to season my work trip with some shenanigans.

Andrea, the stunning woman (35F) that I had met a year before in Santiago and with whom we had a fantastic connection and mind blowing sex for three days was up for seeing me. She came to see me at my apartment shortly after my arrival, on Sunday afternoon, dressed to the max. Quite happily, I bought a nice bottle of Chilean wine and while we drank it on my apartment’s balcony, she announced that we were not going to have sex. Something, something, about energies, distance, attachment and something else. Anyway, after some back and forth it was clearly a no go.

I decided to put my destiny in the hands of the gods of Tinder, which delivered Mile. I met Mile (25F) on Monday afternoon at a bar and in classic Tinder style, her pictures looked better than her in real life. I would lie if I said that she was stunning, but she was cute and with great energy, so, I thought, at least she will be a great drinking buddy.

We grabbed a drink at a bar and the moved to another, busier bar. We talked quite a bit and the more I talked with Mile the more I liked her. She is a true free spirit, very authentic and very confident, she also loves to discover and experiment in various aspects of her life. I of course became curious about how she would be in bed and, inevitably, started flirting.

Soon the conversation turned to sex and sex clubs, of which I have quite a bit of experience. She hadn’t been to one and was curious about the dynamics. She had had threesomes with friends in the past, but the idea of a sex club was between terrifying and arousing, which in my view is precisely the right spot. Anyway, with all this sex talk and her flirting and my flirting, it became quite obvious that we were going to have sex that night.

After the end of the second drink and being the gentleman that I am, I offered options for her to choose from. Options were: a. We call it a night b. We grab another drink and continue talking c. We go dancing (I put it in there as a filler) d. We go for wine and a massage to my place. AKA, we go to my place and I fuck you silly

I have had a number of first dates that end at a sex club, but in this case I offered no such option. Why? Mainly, because Chile is not Brazil and Chileans are decent and proper and only open their sex clubs on Fridays and Saturdays, like respectable people would. Yes, sarcasm.

Her answer? Let’s go for option c followed by option d. I was surprised, but, hey! I offered the options, right?. So I said, fuck it, let’s go on a dancing adventure.

She suggested a place and I immediately agreed. “Trust the local 25-year-old instead of the visiting 44-year-old to know a cool place to go dancing on Monday night”, is my motto.

Fast forward and I am at a house converted to a club, dancing electronic music surrounded by a bunch of 20-somethings. Mile was hanging from my neck, making out, rubbing her body against mine and we were having a blast dancing in the middle of the floor.

While we are at this, I spot another “grown man” sporting a Hawaian shirt. It was Blake (38M) who was visiting from Australia and we immediately became Hawaian shirt brothers. We spoke with Blake for a bit, and it was clear that he spoke no Spanish and that he was there by himself. Someone at his hostel had randomly suggested this electronic music venue to party. Blake was talking (trying to) and dancing with the local girls and at some point, we lost track of him.

Thirty minutes or so later, we went to the second floor to take a break and there’s Blake with Camila (29F) a sexy Chilean girl that is an Engineer by day and a partygoer by night. They were talking (Camila spoke fluent English) in a flirty way but were more than receptive when Mile and I interrupted the conversation and started a nice friendly banter. From then on, the four of us were an item, going for drinks together, moving to different areas of the club together, taking group selfies, being silly together. There was great energy among us, four perfect strangers.

Camila and Blake were not kissing but were dancing with heavy flirting. Mile and I were making out and grinding a lot. I was dancing every now and then with Camila, with some flirting, and Mile in turn flirted with Blake. Good sexy vibes all around.

Anyway, it was approaching 3 am and Mile suggested we leave, then, in a moment of divine inspiration, and without any pre-planning at all on my end, I thought, why not create our own little sex club scene? So, I asked Mile, would you like them to come with us? Her answer was hesitant, like "yeah, maybe, if they want to". So, I went to Blake and told him, we are leaving, and Mile wouldn’t mind if you two come along (little white lie, I know), would you and Camila like to come with us? He knew immediately what this meant, and his answer was "Ohh, are we doing that? I guess, so, if the girls are OK with it". So, I went to Camila and told her "We are leaving and me, Mile and Blake would love for you to come (another white lie, I know), do you want to come with us?" Her answer was very solid: "Yes, totally, if they want to, I’m totally in". I went back to Mile and said, “they are on” she said, “then I’m on”. And just like that… the four of us… perfect strangers until earlier that night… jumped on a cab and headed to my apartment.

At my apartment the three of them sat on the couch, Blake, Camila and Mile in that order. I served wine for them, put on some music and sat next to Mile. Blake and Camila were both very nervous. Blake kept saying that he had never been to an orgy before (LOL "orgy") and that he could tell that Mile and I had lots of experience doing this sort of thing by how smooth we were. I didn’t say anything, but it was my first time arranging a threesome or foursome in the wild. I mentioned that we shouldn’t think of it as an orgy at all, just as having fun, and that nobody had to do anything that they were not comfortable doing. No pressure.

Mile and Camila went together to the bathroom, I assume to have a girls talk and I asssume the talk went well, because when both came out Mile started making out with me and Camila with Blake. I quickly escalated things, unbuttoned Mile’s shirt, exposed her tits and started sucking them. Next to us Camila stopped kissing Blake and started making out with Mile while Blake touched Mile’s breasts. Then I started kissing Camila and fondling her too.

I grabbed Mile by the hand and took her to the bedroom, fully undressed her and undressed myself and then grabbed her by the hand and went together to bring Camila and Blake to the bedroom. They both undressed while Mile and I started having sex in the missionary position. That allowed me freedom to kiss Camila while I fucked Mile. Blake was touching Camila and kept saying that this was “sooo sexy”. I focused back on Mile, while Blake was focusing on Camila, and I made her come with my hands and then fucked her in several positions. I was on purpose managing my state and avoiding coming.

Unfortunately, Blake was not getting hard, or better yet, he was getting hard while Camila was sucking him, but losing his erection when it came time to fuck. I then focused on Camila and let Mile suck Blake off, she was doing a great job at it, but he kept losing his erection. I penetrated Camila in missionary position, and it felt great, she was very responsive and very sensual. After a while I directed her to turn and fucked her doggy style, while I fingered Mile, who kept giving Blake a blowjob. In my experience, in these cases it is key that everyone feels included and desired, and that nobody feels like they are not wanted, so I did my best to play with both girls at the same time at all times.

Camila was edging, but not coming. I guessed the situation was so new and unexpected that she couldn’t let herself go. I then went to my closet and brought my trusted magic wand. Put a condom on the tip of it (hygiene first) and rubbed Camila’s clit with it while I penetrated her. That did the trick, after a couple of minutes, she was having a loud leg-shaking orgasm and then broke into unconntrollable laughter. Some women are screamers, some are criers, some are leg shakers and some, like Camila, are laughers. I am an orgasm laugher kind of guy too, so I get it.

At that point Blake had resigned himself to not fucking that night as his dick was definitely not cooperating. He was a bit frustrated, but he was a good sport, licking and fingering the girls. I told him that it was normal the first time, that I had quite a bit of experience in groups (true). I think that that made him feel better.

It was almost 5 am and Camila announced that she needed to go as she was working that day. Blake said that he was leaving with her and wanted to stay at her place, he obviously wanted to have sex with her in private. She said that she just wanted to sleep. They finally settled on Blake staying at hers, which made me happy for them and away they went.

I told Mile that I needed to get some sleep as I had a client meeting at 8:00am, which was totally true. She replied that I had come with Camila but I hadn’t come with her yet and that she wanted me to come with her. Although I was destroyed, I put another condom on (last one left) and went to work. Finally came and fell asleep, practically unconscious. Alarm rang at 7:15 am, I luckily woke up, took a shower and made it on time to my 8 am breakfast meeting, while I left Mile sleeping on my bed. I showed up at my meeting looking like a respectable businessman who hadn’t been in foursome (threesome?) just a few hours ago.

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