[MF] Mistress Kim and Me

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This story took place my second year out of college. I had just broken up with a 5 year girlfriend “Dina”, who I posted earlier stories about and will post more. She and I first hooked up in a MFM threesome (with the guy she was with at the time), got together ourselves and shared a lot of adventures in and out of the bedroom over the next 5 years. Besides our first MFM, we went on to have MFF threesomes, a lot of public sex, intense roleplaying and tried just about every position and sex act we could learn about and overall, although our relationship didn’t end well I look back on it very fondly…

I got a great job out of college despite the Great Recession, and although making great money it was long hours and high stress. Add a heavily male dominated profession and it left little time and opportunity to date like I had in college or high school. Like a lot of guys I turned to porn and sex as a stress reliever and really went down a rabbit hole.

I needed a stress reliever bad and on my terms so I hit the local Craigslist (the classifieds for local escorts and dommes and whatnot) and quickly hit on someone who was a lot different than anything I had experienced before. I was a prep school young white guy and I ran into an ad for a black escort with a heavy interest in BDSM…

“Mistress Kim” was about 5’4 but stacked, big tits, big hips, big lips and an incredible ass. She advertised herself as up for anything and listed out her interests- bondage, pegging, anal, GFE, pretty much anything goes. I had experienced anal play with my last GF and really just wanted someone to take control for a little while.

I was about 30 minutes from one of the largest airports on the East Coast, surrounded by probably 30 different low cost hotels all known for being the place for sex workers of every kind. She was staying at one of the nicer “all suite” kinds and we made a date to meet up.

Again that feeling in your stomach of walking up to something new and unknown is unlike anything else. Got to the room, did the quick knock and that first look as she pulled me through the door was exactly what I was looking for. Kim was in thigh high patent leather stripper boots, a thong and a leather corset that squeezed everything just right.

“Come on in baby” as I walked through the suites living room, which was a bit messy and into the big bedrooms, with two king beds side by side. She beckoned me to sit down on the right handed one as we got the money out of the way and I took off my shoes and jacket. Out of the corner of my eye I could see the biggest assortment of sex toys I had seen to date laid out.

As we chatted and I slowly lost more clothing, I explained that I was interested in a little bit of everything. We started out kissing for a bit, with my hands roaming all over her curves. She popped one of her full breasts out of the corset and pulled my head towards her, placing my mouth right on one of her full nipples and she pulled my pants and boxers down. Pushing me sitting on the bed she squatted in front of my and took me in her mouth. She was one of those rare girls how can take you all the way in her mouth but keep her tongue on the outside, giving you just a little more stimulation that is truly awesome.

Im big, but not huge (7 inches and fairly thick but not pornstar massive) but nothing slowed her down. We had decided that we’d start out with a little foreplay but that we’d try missionary first. She had taken off her thong but kept her stripper boots and leather corset on, but pushed down a bit so those beautiful tits were on full display. After she put a condom on me with her mouth, I pushed her on her back, place her thick legs and those sexy boots up near my shoulders and entered her, arching my hips and back up not only to be able to push deep inside her but give myself a view of this incredibly sexy woman getting fucked…

Now I was a younger, clean and decent looking guy, still in great shape from 8 years of higher level athletics at this time so I could go long and hard. I felt she was more into it than she might be with her typical customer. We were both getting into it when she leaned up and whispered in my ear “Do you want my ass?”

I didn’t have to be asked twice. She switched over to on her hands and needs and as I switched condoms she applied some lube and handed the bottle to me for the same, asking me to be careful. I put a generous amount on my cock and slowly started to push it in. I could tell it was a little much and after a couple strokes and her struggling I suggested we take a break…

While we laid back for a few, her casually stroking up my body and up and down my cock, us kind of teasing and dirty talking to each other she said “What else can I do babe?”

And we got to what I really wanted to try. With my ex-GF Dina I had tried getting rimmed, and working up to her playing with my ass while she sucked me. Anyone who has had it done will tell you there is nothing like prostate stimulation during sex. When I saw Kim’s photo on Craigslist, the one where she was dressed almost identically as she was today- with one addition. A leather harness and a small strapon dildo. I wanted a girl to completely dominate me for the first time ever…

One of the reasons I sought her out was not only because she was incredibly sexy and energetic but she was really into this aspect. She loved that it was my first time and she told me “Don’t worry babe. I’ll take care of you. Wait a minute and do what I say and it will be incredible…”

She got up off the bed, a little stiffly from struggling with my cock a few minutes before and went over to the bed next to us. She pulled on a leather harness, that had little metal studs on it and out of a collection of 4-5 she picked out her smallest dildo, a pinkish one maybe 5 inches long and pretty thin. She asked me to get on my hands and knees, leaning down and forward and she put a smaller condom on her strapon and I heard her open her bottle of lube.

The next thing I felt was her hands on either side of my ass and then the incredible feeling of her tongue licking and stroking me. I could write paragraphs about her tongue- as pure sexy as Kim was I always felt it was her hottest asset. Long but wide and strong and in the subsequent times we met we took full advantage of it. Her rimming me was incredible and relaxing, and she slipped a lubed finger inside me slowly to loosen me up- I was nervous and pretty inexperienced but she had a way of putting me at ease that was incredible. Moaning my name over and over, telling me how hot this was- meanwhile im still rock hard.

“Are you ready” Kim asked me, and I said “yeah do it but take it slow”. When she entered me I thought I’d never take it but this is where her experience and her just plain loving it came it. She slowly built up to a full stroke and got faster and faster. The feeling I was getting, just being full and hitting my prostate was keeping me hard but I’m practically leaking cum all over the pillow im holding on to. Kim’s now yelling my name as she bucks her hips into me, and for the first time in my life I came without any kind of external stimulation whatsoever. I was the kind of eye opening orgasm you sometime hear about, not the 5-6 seconds you get after average sex or jerking off but what felt like 5 or six minutes of nothing else, completely taking over full body orgasm where I came more than I had in my entire life.

She kind of collapsed on top of me, head on my back, hands just lightly stroking me and us both just recovering from what we both did. Both of us were sweaty, drained and as she slowly took it out of me we both lay there for a few, laughing and kissing. She got up and cleaned me off with some towels and we talked and laughed some more. She mentioned getting something to eat and we ended up sitting for a while talking and eating Wendy’s of all things. We fucked once more that afternoon and met up every so often after that, had a lot of fun. She was a great experience and a super sweet girl- im grateful.

Source: reddit.com/r/gonewildstories/comments/kt71as/mf_mistress_kim_and_me