I grew up in a large southern city, but moved several hours away for college. Occasionally, my work would have a convention back in my hometown and it was always nice to at least fly back into a familiar airport, know the familiar streets, and maybe see some old friends. On this occasion, however, I was a last minute fill-in to attend the convention, so I hadn’t reached out to anyone to get back together with some friends. At the time I was around 29 or 30 years old and in relatively decent shape. I’m 5’11, short brown hair, blue eyes, and was still lean from playing a lot of basketball, soccer, and running throughout college and after.
I had some time to kill my first day I arrived back in town, and not having anything really planned until the next morning, I drove the rental car over to the mall to look around and maybe buy a few things I might have forgotten for the trip. I was almost done with my shopping when I heard someone call out my name in the middle of the mall.
I turned around to see Emily, a girl I had known maybe 10 years prior. We were Facebook friends, but really just the kind you “Friend” but never really chat or anything. Occasionally, we may like a photo of each others, but I hadn’t really spoken to this girl in a decade. Emily was walking toward me with a young girl about 5 years old with her.
Emily had always been a cute girl back in her high school days, and was really stacked for her frame. She stood about 5’4, with shoulder length dirty blonde hair, beautiful green eyes, and nicely toned legs. Ten years later, she still looked great – the same obviously fantastic cleavage, the same great eyes and smile, and great legs. Being as this was nearing summer in the South, she was wearing some basic khaki shorts – short, but still appropriate for a mom, and a flirty top that was not low cut at all but still couldn’t mask her fantastic breasts. She gave me a quick hug and said, “How are you?!?”
We talked for a few minutes, catching up on each other’s lives. Emily – going through a divorce, the one daughter, working part time at some company she loved. Me – still single, traveling a bit for work, etc. I told her I was in town for the next four days or so for this convention nearby and had no plans if she wanted to get together at some point. I had always been attracted to Emily, but we had never dated or hooked up for one reason or another. One of us was always dating someone else or the fact that she was a little younger than me, and a 3 year age difference is a lot bigger at 15 and 18 than 26 and 29. Emily said she’d love to, but would need to see if she could find someone to watch her daughter. I didn’t have any real idea of if this was going to be just a friendly get together or something else, as Emily had been kind of vague about exactly where in her divorce situation she was. We exchanged numbers, and I walked her to her car before heading back to mine. As she was climbing in, I think she caught me checking out her cleavage again, and she smiled a bit.
I started driving back to my hotel, and not five minutes later I got a text from Emily. “Dad is gonna watch our daughter. You want to do dinner tomorrow night?” I responded quickly, named a place not too far away, and headed back to my hotel with a bit of a hard-on, curious about what the night would be like.
After a long boring day at the conference, I met Emily that evening at the restaurant. I was floored when she walked in, as she looked even better than the day before. She was wearing a simple orange-ish colored dress which accented both her cleavage and her fantastic legs. I felt my cock immediately jump when she came in to meet me at the bar. I hugged her close and it almost felt like she was deliberately pushing her boobs into my chest as we hugged. I bought her a drink and we settled in at the restaurant bar.
We talked and flirted for a bit, catching up on mutual friends, but things turned fairly sexual pretty quickly. Emily told me about her divorce, how her husband had no sex drive anymore and that they really hadn’t fucked but a few times since her daughter. I shook my head and said I couldn’t believe how stupid this guy is, and said something along the lines of, “there’s no way I wouldn’t be trying to fuck you every single day.” Emily laughed and said, “I know, you’ve been undressing me and doing it in your mind since we’ve met, haven’t you?.” I blushed a bit, but she said, “don’t worry, you’ll get your chance.” We finished our drinks, and ended up leaving quickly after before even having dinner. She followed me to my hotel, and once in the elevator, we began kissing and pawing at each other like teenagers. I immediately went to kissing on Emily’s neck and fondling her breasts, and she rubbed my cock through the outside of my pants. The elevator ride was short, but we pulled ourselves together enough to make it to my room while still reasonably fully clothed.
As soon as we were inside, Emily went on the attack. Clearly she had a ton of pent up sexual energy that needed out. She pushed me back onto the bed, grabbing at my belt buckle and zipper as quickly as she could. She yanked my pants to the floor, and grabbed my dick in her hand. I’m not huge or anything, but probably average to maybe slightly above (there’s a picture of me somewhere in my history). She began working my cock with her hands at a rapid pace while I unbuttoned my shirt and slid out of it. Even with what she would describe as years of no experience, Emily knew her way around a cock. She began to spit down on it, lubing it up. She slowed down her hands, and began to kiss on my tip slowly, then rapidly as she began sucking my cock faster and faster. My eyes rolled back a bit as I felt her cup my balls with her other hand while she took me deep in her mouth.
After a few minutes of some amazing cock sucking, Emily stopped and stood up. She shimmied off her orange dress to reveal a sexy black bra and panty combo that perfectly accentuated her curves. She had definitely dressed planning on us fucking tonight. I pulled her onto the bed, and began to kiss all over her body, my hands running all over her chest and legs. I unhooked her bra, pulling it off of her and burying my face in her tits. She gave an affirmative moan as I began sucking on her nipple, while my hand slid down her stomach and over the top of her panties. I could feel her wetness through the outside of her panties, as I began to tease her freshly shaved slit. I slowly peeled her pantied off of her, guiding one finger inside her. She jumped with excitement, and I began to gently massage her pussy from front to back and all around. After a few minutes of getting her nice and wet, I positioned myself between her thighs, and began to eagerly lap up her wet pussy. I could tell Emily was really enjoying it, and I found a good rhythym that was clearly working. Emily’s moans began to get louder and more frequent, and I continued a steady consistent mouth to her pussy and clit. Her thighs began to tremble, and shortly after, I felt Emily quaking to a wonderful orgasm as I licked her pussy.
As Emily caught her breath, I climbed back up to lay beside her, gently running my fingers across her nipples. After about a minute, she turned to me and said, “there’s condoms in my purse.” I didn’t need a second offer, so I went and grabbed one and slid it on. Emily laid on her back as I began to ease my cock into her in missionary position. She felt amazing, very tight, and she wrapped her arms and legs around me, pulling me close in. We fucked in this position for a few minutes, before Emily stopped, rolled on her stomach, and arched her ass up a bit. I pulled her to the edge of the bed so I could stand, and slid into her pussy from behind. It was an amazing view, and I fucked her doggy style while she buried her face in a pillow.
It wasn’t long before I knew I was getting close to cumming. I sped up my pace, and Emily began bucking back at me in return. With a few more deep thrusts, I led out a loud, “oh fuck,” as I began to cum before rolling over into an exhausted mess.
We laid in the bed for a bit, smiled, kissed, ordered room service. We eventually fucked three more times that night, and on one other night of my trip. We kept in contact on Facebook for awhile, but I didn’t have any more conferences in her town before I eventually changed jobs. Not long after, Emily got re-married. We are still Facebook friends, but have moved back to that “Friends that don’t really talk phase.” I guess I was there to clear some sexual frustration, but I was happy to oblige.
Source: reddit.com/r/gonewildstories/comments/78vmed/i_fucked_an_old_fb_friend_on_a_work_trip_mf
Great story!!
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