Meeting up with an Old Co-Worker (M/F)
Posted: Thu Dec 01, 2022 2:30 pm
Posted this last week by mistake on the Fictional forum (I enjoy reading both). It is most definitely true so reposting here
Part 1 of 2
I’d worked with Sammy at a job for about 2 years. We were in different departments but collaborated regularly. We periodically stayed in touch after I left for a new job and always had a nice time catching up. We’d grab some drinks, make out, feel each other up a little bit, but it never went beyond that.
This is the story of when it did.
Sammy was tall, about 5’8” and a bit larger than my “type”. I’d say she was a somewhere between average and plus-sized. She had HUGE tits and a big ass. She had big brown eyes, thick, black hair that came a quarter of the way down her back, and a nice smile. She was proudly Jewish (“Jewish girls give the best head,” she said multiple times over the years), and was several years older than me. I was about 28 at this time so she was in her late-30s. She had a very pretty face and was a very confident woman – which made her even more attractive to me.
One Friday evening, I met Sammy for some drinks at a bar near Union Square Park after work, near my new office. She was wearing her Friday athleisure: Black leggings and a tight, green t-shirt branded from work. She was wearing short green socks and Royal blue, white, and gray Asics running shoes. I was in dark denim jeans with grey sneakers and a Light gray button down with the sleeves rolled up above my elbows.
After a few cocktails we were both a little tipsy and started to make out in our corner of the bar, which was quickly becoming crowded with finance bros coming in for end-of-week drinks.
“Let’s get the fuck out of here,” I said.
Sammy bit my bottom lip and nodded her head.
We closed our tabs and headed toward her place, about 10 blocks north. As I’ve said in a previous story, part of the excitement of dating – or just hooking up – in New York City, for me anyway, was the exhibitionist aspect of it. There’s ALWAYS someone watching. You can be a daredevil and know that someone is catching a glimpse as they speed by in a cab, or peeking out their apartment window at the right moment in time.
As we came to an intersection and traffic was blocking us from crossing the street, Sammy stepped in front on me, cutting me off. We were on the same page as she reached behind her to feel up by hard cock through my jeans, and at the same time, I reached to the side and quickly brought my hand down to spank one of her ass cheeks.
A few minutes later we got to her apartment and she poured me another drink and she took a few hits off a weed pen. We made out a little bit more and knowing that she had a rooftop that was accessible for her building, suggested we go up.
“Definitely,” she said.
We went up to the rooftop and exited the elevator. Her building was about 15 stories tall. Directly around her building were smaller buildings, but beyond those were taller residential and office buildings alike, meaning that people could definitely see us – far enough away but not TOO far. If, on an island of 3 million people, someone one or both of us knew was in the right place at the right time happened to look out of a window, they would definitely do a double-take and THINK they recognized us. It might be them, it might not be. Can’t be sure.
She knew of my interest in bondage, but it caught her a bit off guard when I said, “I can’t wait to tie you to the bed and fuck you tonight,” after only taking a few steps away from the elevator.
She looked back at me with wide eyes and surprise in her face. “Oh my god, did you really just say that,” she asked with a smile on her face. “Is this really happening??”
I did a quick double-eyebrow raise and continued walking out onto the rooftop.
Our roof activities were quite fun, I must say. Memories that don’t seem quite real but absolutely are. I won’t go too much into detail but we were up there, under the city lights, for 10 or 15 minutes being physical before deciding to go back down to her apartment.
Back in the apartment, we were making out, standing in front of her bed. I pulled my head away and pushed her backwards onto the bed, which she landed on with a thud, bounced up, and landed again. The look of excitement on her face was nearly unbearable.
I reached down to my backpack and took out a length of white rope. She saw it in my hand as I kicked my sneakers off and kneeled on the bed over her chest.
“Oh my god, I can’t believe we’re doing this…” she said with a laugh, looking upwards.
I pulled both of her hands up over her head and held them there with one hand. With the other, I whipped the rope loose and let it fall apart. I tied Sammy’s wrists together and cinched the rope, ending by pulling it up to her wooden headboard that happened to have a small, decorative opening in the center near the top. I tied the rope through the whole, securing her to the bed.
I flung my leg over her and got off her and the bed, walked to her closet, and took out a light pink, silk scarf.
“What’s that for?” Sammy asked as I approached her.
“You’ll see,” I replied. “Or maybe you won’t. But first something I do want you to see…”
Knowing that Sammy was already in that weird is-this-real-or-a-fantasy gray zone, I added to that but stripping naked and standing at the foot of the bed, with her helpless to do anything but watch me slowly stroke my cock a few times.
Again, I skootched up the bed until I was sitting on her mid-section with my cock and balls up against the bottom of her tits. I put the scarf on the bed and pulled her t-shirt up to reveal her black bra, that luckily had a front clasp. I undid the clasp and her tits pop out in freedom.
I could see Sammy looking down at my erect cock as I started to rub her tits, watching her nipples harden. Then I slip up some more and maneuvered her tits around my cock, rubbing it and playing with her nipples as the same time.
“Oh fuck…” she groaned out as she closed her eyes.
“Good, that’s all you get to see for now,” I said as I released her tits and grabbed the scarf.
I pulled her head forward and pushed the scarf against her eyes. I wrapped it around to the back of her head and tied it off twice, securing her in blackness.
I hopped off her again and again went to the closet to grab another scarf, this one was also light pink, but with roses patterned throughout. I also opened up her dresser drawers until I found the right one. I took out a pair of white K. Bell ankle socks and a pair of large, breathable panties. Like I said, Sammy was a little on the plus size and her panties reflected that.
“What are you doing,” Sammy asked, knowing what the answer probably was.
“Shut the fuck up,” I said in my fake serious voice as I walked back over to her, unbundling the socks
“Why are you going thr----"
I shoved one sock in her mouth as she spoke, unable to finish the question, but receiving her answer.
“Don’t even think about spitting that out, or you’ll be sorry,” I said, again, in a fake serious/threatening voice.
Sammy mumbled something but all that came out were mmphs. She didn’t spit the sock out though, even though I hadn’t secured it yet. She was being a good sport but also really enjoying the experience. I doubt she’d ever had someone command her like this in a bedroom before.
I pulled Sammy’s sneakers off and peeled off her green ankle socks from the day. A little burst of sweaty feet wafted upwards, but it passed quickly. I then pulled down her black tights, revealing her royal blue panties.
“Mmph” she let out as I grabbed out her underwear. I pulled down, completing her exposure to me. Bound, gagged, blindfolded, (mostly) naked.
“Open your legs, bitch,” I commanded as she moved them to the sides, exposing herself to me.
I moved back up to her head and lifted it again, holding the back of her head and pushing the second sock into her mouth. She mmphed in surprised and slight protest as I grabbed the second pink scarf, wrapped it around her mouth and head, tying it off in the back, and securing her gag.
I know at this point she was having a hard time believing it, and truth be told, so was I. A lot of people, including me, fantasize about their co-workers, but it so rarely comes to fruition. Well, here we were.
I started to tease Sammy a bit, running my fingers up her legs to her inner thighs. She wiggled around and mmphed a bit, encouraging me to do more. My cock was rock hard right now and starting to show precum. I moved to kneel over her tits and forced my cock down to her exposed cheek, where I rubbed the precum onto her skin. At the same time, I reached back and started to finger her. She gave a long mmmmmmph of approval. After only a few strokes of her clit, my fingers were soaked and I brought that hand up and began to rub her tits with it as I lowered myself to go down on her.
I didn’t take very long for her to orgasm – maybe a minute. She was obviously ready to go and insanely turned on by the whole situation. I moved up and pulled down the scarf holding the socks in and took them out of her mouth.
“Holy fuck that felt good,” Sammy said as she breathed heavily and flexed her face muscles, sore from being forced open. “Tell me you’re not done though…”
“Just getting started,” I replied.
Part 1 of 2
I’d worked with Sammy at a job for about 2 years. We were in different departments but collaborated regularly. We periodically stayed in touch after I left for a new job and always had a nice time catching up. We’d grab some drinks, make out, feel each other up a little bit, but it never went beyond that.
This is the story of when it did.
Sammy was tall, about 5’8” and a bit larger than my “type”. I’d say she was a somewhere between average and plus-sized. She had HUGE tits and a big ass. She had big brown eyes, thick, black hair that came a quarter of the way down her back, and a nice smile. She was proudly Jewish (“Jewish girls give the best head,” she said multiple times over the years), and was several years older than me. I was about 28 at this time so she was in her late-30s. She had a very pretty face and was a very confident woman – which made her even more attractive to me.
One Friday evening, I met Sammy for some drinks at a bar near Union Square Park after work, near my new office. She was wearing her Friday athleisure: Black leggings and a tight, green t-shirt branded from work. She was wearing short green socks and Royal blue, white, and gray Asics running shoes. I was in dark denim jeans with grey sneakers and a Light gray button down with the sleeves rolled up above my elbows.
After a few cocktails we were both a little tipsy and started to make out in our corner of the bar, which was quickly becoming crowded with finance bros coming in for end-of-week drinks.
“Let’s get the fuck out of here,” I said.
Sammy bit my bottom lip and nodded her head.
We closed our tabs and headed toward her place, about 10 blocks north. As I’ve said in a previous story, part of the excitement of dating – or just hooking up – in New York City, for me anyway, was the exhibitionist aspect of it. There’s ALWAYS someone watching. You can be a daredevil and know that someone is catching a glimpse as they speed by in a cab, or peeking out their apartment window at the right moment in time.
As we came to an intersection and traffic was blocking us from crossing the street, Sammy stepped in front on me, cutting me off. We were on the same page as she reached behind her to feel up by hard cock through my jeans, and at the same time, I reached to the side and quickly brought my hand down to spank one of her ass cheeks.
A few minutes later we got to her apartment and she poured me another drink and she took a few hits off a weed pen. We made out a little bit more and knowing that she had a rooftop that was accessible for her building, suggested we go up.
“Definitely,” she said.
We went up to the rooftop and exited the elevator. Her building was about 15 stories tall. Directly around her building were smaller buildings, but beyond those were taller residential and office buildings alike, meaning that people could definitely see us – far enough away but not TOO far. If, on an island of 3 million people, someone one or both of us knew was in the right place at the right time happened to look out of a window, they would definitely do a double-take and THINK they recognized us. It might be them, it might not be. Can’t be sure.
She knew of my interest in bondage, but it caught her a bit off guard when I said, “I can’t wait to tie you to the bed and fuck you tonight,” after only taking a few steps away from the elevator.
She looked back at me with wide eyes and surprise in her face. “Oh my god, did you really just say that,” she asked with a smile on her face. “Is this really happening??”
I did a quick double-eyebrow raise and continued walking out onto the rooftop.
Our roof activities were quite fun, I must say. Memories that don’t seem quite real but absolutely are. I won’t go too much into detail but we were up there, under the city lights, for 10 or 15 minutes being physical before deciding to go back down to her apartment.
Back in the apartment, we were making out, standing in front of her bed. I pulled my head away and pushed her backwards onto the bed, which she landed on with a thud, bounced up, and landed again. The look of excitement on her face was nearly unbearable.
I reached down to my backpack and took out a length of white rope. She saw it in my hand as I kicked my sneakers off and kneeled on the bed over her chest.
“Oh my god, I can’t believe we’re doing this…” she said with a laugh, looking upwards.
I pulled both of her hands up over her head and held them there with one hand. With the other, I whipped the rope loose and let it fall apart. I tied Sammy’s wrists together and cinched the rope, ending by pulling it up to her wooden headboard that happened to have a small, decorative opening in the center near the top. I tied the rope through the whole, securing her to the bed.
I flung my leg over her and got off her and the bed, walked to her closet, and took out a light pink, silk scarf.
“What’s that for?” Sammy asked as I approached her.
“You’ll see,” I replied. “Or maybe you won’t. But first something I do want you to see…”
Knowing that Sammy was already in that weird is-this-real-or-a-fantasy gray zone, I added to that but stripping naked and standing at the foot of the bed, with her helpless to do anything but watch me slowly stroke my cock a few times.
Again, I skootched up the bed until I was sitting on her mid-section with my cock and balls up against the bottom of her tits. I put the scarf on the bed and pulled her t-shirt up to reveal her black bra, that luckily had a front clasp. I undid the clasp and her tits pop out in freedom.
I could see Sammy looking down at my erect cock as I started to rub her tits, watching her nipples harden. Then I slip up some more and maneuvered her tits around my cock, rubbing it and playing with her nipples as the same time.
“Oh fuck…” she groaned out as she closed her eyes.
“Good, that’s all you get to see for now,” I said as I released her tits and grabbed the scarf.
I pulled her head forward and pushed the scarf against her eyes. I wrapped it around to the back of her head and tied it off twice, securing her in blackness.
I hopped off her again and again went to the closet to grab another scarf, this one was also light pink, but with roses patterned throughout. I also opened up her dresser drawers until I found the right one. I took out a pair of white K. Bell ankle socks and a pair of large, breathable panties. Like I said, Sammy was a little on the plus size and her panties reflected that.
“What are you doing,” Sammy asked, knowing what the answer probably was.
“Shut the fuck up,” I said in my fake serious voice as I walked back over to her, unbundling the socks
“Why are you going thr----"
I shoved one sock in her mouth as she spoke, unable to finish the question, but receiving her answer.
“Don’t even think about spitting that out, or you’ll be sorry,” I said, again, in a fake serious/threatening voice.
Sammy mumbled something but all that came out were mmphs. She didn’t spit the sock out though, even though I hadn’t secured it yet. She was being a good sport but also really enjoying the experience. I doubt she’d ever had someone command her like this in a bedroom before.
I pulled Sammy’s sneakers off and peeled off her green ankle socks from the day. A little burst of sweaty feet wafted upwards, but it passed quickly. I then pulled down her black tights, revealing her royal blue panties.
“Mmph” she let out as I grabbed out her underwear. I pulled down, completing her exposure to me. Bound, gagged, blindfolded, (mostly) naked.
“Open your legs, bitch,” I commanded as she moved them to the sides, exposing herself to me.
I moved back up to her head and lifted it again, holding the back of her head and pushing the second sock into her mouth. She mmphed in surprised and slight protest as I grabbed the second pink scarf, wrapped it around her mouth and head, tying it off in the back, and securing her gag.
I know at this point she was having a hard time believing it, and truth be told, so was I. A lot of people, including me, fantasize about their co-workers, but it so rarely comes to fruition. Well, here we were.
I started to tease Sammy a bit, running my fingers up her legs to her inner thighs. She wiggled around and mmphed a bit, encouraging me to do more. My cock was rock hard right now and starting to show precum. I moved to kneel over her tits and forced my cock down to her exposed cheek, where I rubbed the precum onto her skin. At the same time, I reached back and started to finger her. She gave a long mmmmmmph of approval. After only a few strokes of her clit, my fingers were soaked and I brought that hand up and began to rub her tits with it as I lowered myself to go down on her.
I didn’t take very long for her to orgasm – maybe a minute. She was obviously ready to go and insanely turned on by the whole situation. I moved up and pulled down the scarf holding the socks in and took them out of her mouth.
“Holy fuck that felt good,” Sammy said as she breathed heavily and flexed her face muscles, sore from being forced open. “Tell me you’re not done though…”
“Just getting started,” I replied.