This is a repost that I had shared before from a non-burner account (rookie mistake) and ended up taking down. Giving it another go. First post here and I’m happy to be able to share.
I moved to Florida a several years ago for a new job (like half the country, it seems) and immediately hopped on the dating apps. Quick details out of the way: I’m in my early 30s, pretty good looking/clean cut, former college athlete (read: in decent shape w/o having to work out), 5’10, am blessed with a solid 8 inches (unbiased estimate from a recent fling), work in education/consulting, and generally have my shit together. I have the added gift of coming across as “wholesome”, but in reality…I actually am pretty wholesome, to be honest. But I also have a very non-vanilla side.
All of that being said, I learned quickly that I attracted a very specific type in FL: single moms (and hotwives, but that’s a different story for another time…). I’m guessing it’s a combination of working in education and generally being a pretty approachable person, but whatever it is…I’d say 50% of my matches were in that category.
My first experience was one I’ll never forget.
I matched with “Gina” and we immediately hit it off. I found out she was recently divorced and had young children, so I didn’t put much stock in us actually meeting but the conversations were nice and the occasional risqué pictures kept my interest. Gina was petite (5’1ish), absolutely gorgeous, C-cups that perfectly fit her frame, dark hair, and a great ass thanks to regular workout classes. It also helped that she was a partner at a local law firm — there is just something extra sexy about powerful women. Especially when you get to experience their “softer” side.
After over a month of back and forth, we finally had the time to schedule a first date. I choose a mutually convenient Italian spot and showed up a bit early to walk off the nerves. I think my jaw actually dropped as she walked up: she was rocking a sheer blouse with black tank top underneath, a short leather (pleather?) skirt that showed off her hips and fantastic ass. The best part? Her 4-inch bright pink stilettos with lipstick to match.
She was HOT. One of the sexiest women I have had the pleasure of meeting.
I wish I could say this was the part where dinner went really well, but honestly dinner was lackluster. Conversation felt awkward and the vibe of the restaurant was not what I expected, which didn’t help. I was thoroughly disappointed as we walked out, but we both agreed that the vibe was off and we should walk down the street to grab a drink in a different environment. That turned out to be the best decision of the evening.
We choose a local whiskey lounge and promptly found seats outside. As we cuddled up on the couch (it was a little chilly outside by Florida standards), we both started to loosen up a bit and the conversation flowed freely as the flirtation picked up. Gina started to get cold and swung her legs over my leg to get warmer. Even with the cool air, I could feel my dick starting to grow as a result of her closeness and I’m sure she could feel it, too. She leaned forward a bit and nuzzled my neck before recommending that we head inside the lounge where it might be a bit warmer. I agreed and we headed inside for a couple more drinks.
The lounge was relatively quiet on the inside (weeknight during the pandemic) and we found a couch in a quiet corner near the back. Once again she cuddled up next to me and our conversation became more flirtatious and increasingly sexual. At one point, we started to make out as patrons wandered by to head to the family-style restrooms. At this point, my dick print was visible through my dress pants and her hand discreetly started to rub the length of it as she rested her head against me.
We were both pretty buzzed at this point and I had started to run through different scenarios of where we would go after the lounge because I was absolutely craving her at this point. At some point, I jokingly mentioned we’d have to meet in the restroom if she kept up her stroking of my dick through my pants and what was initially meant as a joke turned into a serious proposition. As we had a quick discussion of the logistics, my hands made its way up her though and under her skirt. She was absolutely soaked through her lace panties and as soon as my fingers made contact, she locked eyes with me and said: “I’ll see you in 30 seconds.”
With that, she got up and walked to the bathroom; leaving me on the couch to ponder if this was actually about to happen. Spoiler: it was.
I casually got up 30 seconds later and walked into the middle bathroom, making sure to lock the door behind me. When I turned around, I was immediately met with her in my arms and her lips pressed against mine. My hands finally able to freely grab her ass and pull her close, grinding against my throbbing erection. She then pushed me up against the bathroom sink and quickly reached for my zipper, pulling it down and reaching her tiny hand inside my pants to pull out my cock. Gina paused briefly before dropping down into a deep squat to take me in her mouth. My mind was a mix of pure ecstasy, disbelief, and concern at being kicked out of this lounge, but thankfully a quick glance down at this gorgeous woman with her lips wrapped around my cock made all emotions except lust vanish from my brain.
I pulled her to her feet and turned her around, her hands on the edge of the sink as I stood behind her and hiked up her skirt. As it turns out, she took those 30 seconds to prepare and had already removed her soaked panties.
She looked at me in the mirror and simply said: “I need you to fuck me right now.”
I did not need to be told twice.
I quickly guided the head of my cock to her fully shaved pussy and slid in, inch by inch, as I watched her eyes close in pure lust. I began to fuck her hard and she used the sink as leverage to counter my thrusts by grinding her ass against me. I reached around and started to pull her tits out of her top, but she stopped me so she could do it herself and immediately started to play with them as I directed my attention back to fucking her. Her pussy was gripping every inch of my dick and I knew I wouldn’t last very long.
I picked up the pace and wrapped a hand around her throat as I continued to fuck her. She closed her eyes, lost in complete lust as she moved my hand so she could suck on my fingers. I growled in her ear that I was going to come soon and she responded without hesitation: “Good. I want you to shoot your cum inside of me.”
At that point, as most men would, I absolutely lost it and shot stream after stream deep inside her pussy. To this day, it was easily one of the most powerful orgasms of my life. After taking a few seconds to catch our breath, she turned around and kissed me deeply before we did a staggered departure of the restroom. No one seemed the wiser, but I’m sure someone watching hallway cameras knew exactly what had gone down. Made the experience even more exhilarating.
We left the lounge, shared another quick make our session before we went our separate ways, as she could feel my cum beginning to leak down her thigh.
Gina and I kept in touch for a few weeks after that first date, but it ended up also being our last. Life was busy for the both of us and we amicably decided it would be difficult to make anything work. With that being said, this was just the beginning of my time in Florida, which was arguably one of the most sexually wild times of my life. More stories to come, especially if this one gains any traction.
Thanks for reading!
Source: reddit.com/r/gonewildstories/comments/u1jdv3/the_power_of_attorney_i_33m_fucked_a_milf_in_a
Great writing style and hot story! Definitely share more adventures!