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The 2010s were a chapter of unrestrained decadence and debauchery in my life. After a relationship that ended in spectacular fashion, I was single in New York Cityâa place that offers everything and asks only that you have the nerve to take what you want. I was decent-looking, Asian, took care of my body, well-mannered, gainfully employed, and just pervy enough to charm women way out of my league. For most of my 30s, I was lucky enough to sleep with more than my fair share of beautiful women who called the city home.
Emily was a Craigslist response gone right. If you remember the old Craigslist, it was the OG wild west where the deviant-minded rubbed elbows with the desperate. It was part red-light district, part garbage dump, and part gold mine. But only if you had the patience to sift through all the hooker ads and fake posts. Bots hadnât completely taken over the internet yet, but the human scammers were enough to keep you paranoid. Every once in a while, youâd find a real woman posting, but you needed to be fast to get into her inbox before the other vultures did. And, youâd need a little wit to actually intrigue her. Then, and only then, maybe youâd get lucky. More often than not, though, you came away empty-handed and a little ashamed.But every once in a while, the stars aligned. You found somethingâor someoneâworth chasing. That night, I found Emily.
Sheâd posted an ad. No coy euphemisms or smoke and mirrors, just straight to the point: a single mom with a rare night off, looking for a little human connection, or at least a warm body. No strings, no expectations, no pretense. It was raw and honest in a way most of Craigslist never managed to be, like finding a handwritten letter in a pile of junk mail.
I shot her a message. Kept it short, kept it genuine. The kind of thing that might stand out among the flood of keyboard warriors firing off desperation and bad grammar. A shot in the dark, but thatâs the game. And against all odds, it worked. Iâd caught her attention. After a few emails back and forth where we talked about what we like and didnât like, we exchanged phone numbers and switched to texting. A sign that we were both serious and real. We shared photos, confirmed we werenât catfishing each other, and then she gave me her address. She lived about a half-hour car ride away, in a nice but out-of-the-way corner of Brooklynâone of those neighborhoods Iâd never had a reason to visit. Until tonight. This wasnât Emilyâs first rodeo. She knew exactly what she was doing. Later, I found out she had a âbody countâ far greater than mine. But at that moment, all I knew was I was on my way to her place, and I was horny as fuck. I got there in record time.
She answered the door in her at-home clothes. A well-loved t-shirt and a pair of sweatpants.
âYou got here quick,â she said with a smirk.
âYeah, took a car instead of the train,â I replied, trying to play it cool.
Emily was taller than Iâd expected, probably 5â10â, with curves that didnât need much imagination to appreciate. She wasnât wearing a bra and you can see her large breasts pressed against the thin fabric of her shirt, and her nipples were easy to spot through the material that had clearly been washed a few too many times. She had long straight brown hair that goes below her shoulder, with bangs that were made popular by Zooey Deschanel⌠a popular look at the time. She had on light makeup and fresh red lipstick. Probably for my benefit.
âCan I get you anything?â she asked, like a good host.
âWater would be great,â I said.
She came back with a glass of tap water, which I chugged in seconds. Then, without hesitation, I told her to, âTake my dick out and suck.â She didnât flinch. She just smiled approvingly of my assertiveness, got on her knees, and started undoing my pants. My cock sprang free, and without missing a beat, she wrapped her red lips around me and went to work.
Thereâs nothing quite like the feeling of getting your dick sucked by a woman for the first time. But when itâs a beautiful MILF who just invited you over, itâs a whole other level. The warmth of her mouth wrapping around me, the faint, floral scent of her shampoo, and the softness of her hands gripping my thighs⌠I could stand there all day. She moved with a rhythm, her head bobbing up and down, her lips wet and sloppy as they slid along my cock. It was mesmerizing, every sensation heightened, every movement sending a new wave of pleasure through me.
But I needed more. I needed to see her naked, to explore every inch of her body. I pulled her to her feet and started undressing her, tugging her top over her head, revealing her big, soft tits. The ones Iâd been staring at from the moment I walked in. They were full, with just a slight sagâprobably from breastfeedingâbut they were perfect. Her nipples were dark and round, about the size of a poker chip. I leaned forward to take one in my mouth, sucking on it slowly while I cupped the other with my hand, giving each one the attention it deserved.
âLetâs go into the bedroom,â she said, her voice low and inviting.
She turned and led the way, stepping out of her sweatpants as she walked, leaving her completely naked. I joined her and striped off the rest of my clothes and followed her into her bed. As soon as I lay down, she was back to work, taking my cock into her mouth like she couldnât get enough. I reached down, grabbing her hair, pulling it aside gently but firmly so I could watch every second. Thereâs something about seeing your cock disappear into a womanâs mouth, the way her lips wrap around you, thatâs impossible to look away from. It was mesmerizing. Emily locked eyes with me as she worked on my dick.
âDo you have a condom?â I asked.
The box was already on the bedside table. She grabbed one of the non-latex condoms (sheâs probably allergic) and tore it open with ease. Her hands were warm and steady as she rolled it down to the base of my cock. Then, she climbed on top of me, positioning herself before easing down slowly, taking me inch by inch until I was fully inside her warm welcoming womb.
She started rocking her hips in a smooth, steady rhythm, finding her groove. She began to rock her hips back and forth, getting into her rhythm and groove, her body completely in sync with the pace she set. I couldnât take my eyes off her, especially her breasts, which swayed hypnotically in front of me. All I could do was lay back and watch as she rode me and enjoyed herself.
Keeping me inside her, I grabbed her and flipped her over onto her back. I managed to stay inside, sliding out just a bit, and as soon as she was in position with her legs spread, I pushed right back in. Something came over me, and I wanted to fuck her like an animal. I started pounding her hard, relentless and wild. She was so wet that I slid in and out of her with ease. The thicker non-latex condom meant my sensation was diminished, so I had to fuck her harder, which let me last much longer. This went on for a while until I realized I needed water again and still hadnât cum.
Emily was sweet enough to fetch me another glass as I put on a fresh new condom. The pause gave me a moment to recharge, and this time, I wanted to take her from behind. Emily had a full, curvy mom butt that begged to be ravished. She bent over and glanced back at me as I slid back inside her. With each thrust, my balls brushed against her clit, adding to the intensity. Her ass was like a soft, plush pillow, perfect to grab and hold onto. I gripped her waist firmly and began pounding into her, hard and relentless. This wasnât about making loveâthis was raw, primal, animalistic fucking.
Our marathon session had gone on longer than I expected, with those non-latex condoms dulling just enough sensation to stretch things out. But eventually, I hit that pointâthe one where I couldnât wait anymore. I needed to finish. Missionary was my go-to for moments like this. I laid her on her back with her legs wide open and slid into her familiar pussy. She wrapped her legs tightly around me, her warmth pulling me in. My face pressed into her neck, breathing in her scent as I fucked her deeply. Her breasts were soft against my chest, and my arms held her body close, pulling her into me with each thrust. I pushed deeper, harder, until everything finally snapped, and I let go, exploding into the condom as the tension drained from my body.
âWow,â was all I could manage to say as I collapsed onto my back, chest heaving, feeling the cool air against my sweaty body.
âThank you,â I said, meaning it. I genuinely appreciated this woman, the way sheâd let me lose myself in her and enjoy her body like that.
âWhat? You did all the work. I should be thanking you,â she replied with a playful smile.
After catching my breath and recovering from this epic workout, we made some small talk as we got dressed. The usual post-hookup pleasantries and talk about doing it again, but I knew in the back of my mind this was a one-time deal. She enjoyed the thrill of craigslist. For her, it was all about the novelty, and I was just another notch on her championship belt.
We said our goodbyes, and I headed home. By the time I hit my bed, I was out cold, sleeping like a baby.
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