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26 [M4FF] #Chicago - SUCCESS STORY w pics. SF meets Chicago
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CallMe-Sir-SanFran is a male age 26 looking for a female/female couple, or multiple females in Chicago, IL
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[SUCCESS STORY] MFF - SF meets Chicago

Just a heads up I suck at writing erotica; I also left out a lot of timeline and taboo details to reach a wider audience and to shorten it. Not everyone is into CNC, rough and degrading, ect. Actual meetup starts at the page break. Also safewords and consent were established ahead of time, just didn't write about it. Enjoy!

During Covid times, I was browsing reddit and there were a few posts that caught my attention from a reddit user and I decided to finally give them a message.

In this case, I'll call her Sydney. Sydney has a massive kink for being dominated roughly, degrading and one-sided power dynamics. Over some time, we began to slowly get to know each other's fantasies and kinks; it turned out we shared a lot of kinks. I suggested the idea of meeting up a while back and she loved the idea. What made her more excited is that I told her I was messaging someone else who lives in the same area and that she would also love to join. Getting to know Sydney, I knew that you need to give enough details to give her a rough idea on what's going to happen but not overshare. Let her imagination take care of the rest.

Going to the other girl, lets call her Laura. I actually started to message Laura a few months ago. Laura shares similar kinks to Sydney; but she has a particular niche for humiliation and a strong D/S power dynamic. After a few weeks of messaging her, talking about fantasies and getting to know her as well, I also brought up that I would be heading over to Chicago in a few months time. I told her that i would also be seeing another sub and she would be more than welcome to join. She was excited to say the least and more so because she has never been with a girl before.


They day they met each other they were both understandably nervous, this is something that neither one of them have done, or done anything else like it. Both Sydney and Lauren have never even hooked up with anyone before; so what I made them do first was just talk to each other (as i had already met them both individually the days before). I brought up that they both love memes and The Boys, so the conversation had a good ice breaker. A few minutes go by and i asked what they thought, and they both said that the other girl was pretty, they both complimented each others looks and outfits.

I thought that this would be a good leeway for them to start teasing each other. I instructed Laura to press Sydney’s hands over her head against the headboard with her other hand going around her body, slowly moving from her tight neck grip downwards to her chest, and eventually lowering, separating her legs when she reached Sydney’s pants all while they were making out.

It was clear that Laura's repressed dominant side started to come out as she was stripping Sydney of all her clothes, one layer at a time. Laura began to be more and more aggressive with how she was treating Sydney, even starting to pinch her nipples as she got rougher with her and starting to suck them as they got hard and sensitive. Sydney began to get very wet. This made Laura start to play with Sydney, forcing her legs apart this time and started to play with her. Sydney's moans matched the roughness with which Laura was going with, even moaning while making out with Laura. I could tell that they were both excited. I put one hand on Sydney's neck while I was pulling her nipple with the other while she was moaning to Laura making out and playing with her.

It was evident that they were both really getting into it and beyond excited after toying with each other for so long. I told both of them to get off the bed and to get on their knees and instructed Laura to play with Sydney while I was pressing Sydney's face into my bulge. I slowly pulled my underwear down and when it was fully off I grabbed the back of Sydney’s head and I pushed my dick down her throat; getting deeper and deeper each time she came back for air, occasionally slapping her face with my spit-covered dick. I could feel Sydney's moans on my dick as Laura was playing with her and I could tell Sydney and Laura were eager to please. A few minutes go by and I tell them to switch positions so Laura would deepthroat me as she was getting played with by Sydney. I was more rough with Laura because she especially loves to be rough. I made sure Laura goes deeper and deeper each time she comes up, and I could especially feel her moans on my dick.

A few more minutes go by and I tell both of them to get on the bed and get in a face down ass up position, instructing Laura to eat out Sydney. During this, I was teasing and spanking Laura, playing with her and making sure Sydney could feel her moans too. I could see that they were both getting even more wet as time went on. I told them to switch positions so I could tease, spank and play with Sydney while she was eating Laura, again, making sure she could feel her moaning. It was obvious how horny Laura was getting, and it was time for her to start being the dominated one.

After a quick deepthroating from both of them to cover my dick with spit again, I told Laura to get on the bed and lay on her back with Sydney laying over the edge of the bed, stomach down and feet on the ground. I slowly pressed my dick inside of her, staring with just the head, and going deeper and deeper, getting even more wet than she was before. Knowing Sydney, I knew she was into something more rough, more forced; I pressed her head deeper between Laurens legs, spanked her until her ass was red, and began to fuck her, roughly, just as she fantasized. The more she moaned, the harder I went, grabbing her hands and pressing them behind her back to use as something to grab onto while I throw her around. Sydney said that she was close to cumming, but I told her that she had to earn it to cum, not just from me but also from Lauren.

Some time passed and It got to a point where they both got close to cumming; so they were instructed to reposition. This time, Laura was fucking Sydney with the dildo (they each brought their own plug and dildo) and put in her plug with me pushing my dick down her throat on the other end while she was on all fours again. Sydney begged to cum over and over, so both Laura and I both gave her permission to cum all while she was toyed with. I could feel her breaths on my dick as she came all over her dildo. Laura made her lick off every drop of cum off of her dildo. Sydney really seemed to enjoy being treated like that, so it was Laura’s turn to enjoy herself. Sydney brought out her plug and dildo and Laura got into the same position. Started slowly, Sydney putting in Laura’s plug and teasing her with her dildo, but as Laura got more into it, so did Sydney as I matched them. Laura even started to rock back and forth between Sydney and myself to the point where she couldn't hold it anymore and was pleading to cum, which both Sydney and I said she could as she was moaning loudly, and getting quieter with each breath.

Towards the end, I knew that these women were pretty competitive to be the better ‘sub’ and I knew, though they didn't say it, that they were internally competing to be the better one. Being the enabler at the moment, I wanted to find out who really wanted that covetit title. I told them both that the winner would be who would be able to deepthroat deeper. The prize? Swallowing. However, I wanted them to share for both putting in so much effort for slutting themselves out to each other and for me by making out with a mouth full of cum. Laura was the winner, but i felt as if Sydney should be deserving of the reward.

We ended that night with steaks and pasta from McCormick and Schmick’s, a little overpriced for what it was IMO, but the service was top notch and that waitress deserved that big tip. The ladies loved it and it was a great way to end the night.

Though I left Chicago, they met up with each other on Halloween and talk to each other, i'm glad they were able to meet and get to know each other. They still talk to each other and it has been a few months at this point.

Links to pics and vids

https://i.redgifs.com/i/orangethinsolitaire.jpg

https://www.redgifs.com/watch/foolishvastblackfish

https://www.redgifs.com/watch/complexgrimyhornedtoad

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a male
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26
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a female/female couple, or multiple females
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