The ti[m]e I hooked up with a sexy mil[f] on a work trip, and made her squirt EVERYWHERE

This will be a bit longer of a story so like I’ve seen done before: the sexy time will start at —–

Also, about me: in my late 20’s and in decent shape, 6’2″ about 185lbs. I don’t have a 10″ dick or anything but I’m a little above average and can hold my own.

Like so many other people I have to travel for work about a dozen times a year or so. Sometimes its just for a single night, and others I’m gone for an entire week. If you do travel for work then you know how insanely boring it can be, and for me when I don’t even have some sports to watch, time draaaaaags on. Usually I spend the down time away from my SO having an extra drink or two at the bar after dinner, then heading back to the hotel for some tv and watching porn. There’s usually always one person in a relationship with a higher libido and in our case its me. So on work trips at the very least I get to crank the volume up on some kinky porn, and rub a few out before I get bored or tired.

On this particular trip I was visiting some plants down south and was gone for the entire week. On night two I had finished up another bland day, got back to the hotel for a shower, and was in desperate need of dinner and a drink. I picked a place close by, had myself some bourbon with a steak, and decided to head back to the hotel rather quickly. The hotel I was staying at also had a nice little bar and restaurant off the lobby, but I had never seen anyone there before in the past. However, this night was different as the lobby had 4-5 groups of people sitting around tables, and two people at the bar. I decided what the hell, why not have another drink before I go up to my room and spend the next few hours spanking the monkey.

I took a seat at the bar next to a very attractive woman in her mid-late forties and a man in his mid fifties who I assumed she was with, sitting on the other side of her. I quickly realized that this man was trying to have a “conversation” with her but was inevitably just annoying her, and trying to pry into her personal life, career, etc. Clearly she was not interested in talking to him, and he was getting antagonistic towards her quick responses. It was very awkward from the moment I sat down so I thought I would chime in and at the very least to get some of this desperate guys attention off of her. She seemed to pickup on the assist and turned her body a little more towards me and smiled. She introduced herself as “K” and reached out her hand to greet me.

This is when I first truly noticed what K looked like. She was on the shorter side with long brunette hair that was done up in a bun, but not messy at all. she had wavy strands of hair that came down and framed her face perfectly, and I noticed for the first time a small black choker she was wearing. Instant turn on. K had on a low pair of heels, some very tight jeans, a zip up hoodie, but underneath that came as a surprise. The hoodie was barely zipped up, and I could see a tight low cut tank top that showed off a whole lotta perky cleavage with a bit of her bra showing. K made sure to face me directly and give me a long look at her before asking me what my drink of choice is. I asked what she was drinking and she replied with “bourbon”. I said “you’re a woman after my own heart then” and asked the bartender for the same drink as K. We got to talking and K told me she was also travelling for work, we both had a love of bourbon (we ended up having quite a few drinks together), and talked about how boring it is to stay in hotels. The other guy at the bar quickly left.

I admitted to K that my favorite bourbon was almost impossible to find in store now, and she surprisingly told me that she picked up a bottle that day during a tour of the distillery. She then said “would you like to join me in my room for a glass?”. The only thing that was going through my head was holy crap I cant believe my luck to find a chance to sample my favorite brand again. I honestly didn’t even think about being invited back to her room. We both closed out tabs, and K asked for two glasses from the bartender. I was feeling quite tipsy and once again I didn’t even put thought into following this sexy woman back to her room, until the door closed that is.

Sexy stuff starts here
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K took off her sweatshirt, grabbed the bourbon and poured two glasses. I leaned against the ledge in the room and waited patiently while I looked her up and down. Her jeans perfectly hugged her thick thighs and bubble butt as she balanced on one leg. Her tank top was just barely see through showing off her tan bra underneath with freckles that covered her chest, and shoulders which slowly dissipated as they went south. She finished pouring, turned and walked over to me getting very close to me. I could smell her perfume and it was absolutely incredible, faintly floral and smelled of fresh fruit in the middle of summer. She stood looking up at me, handed me my drink, said “cheers” and we both took a drink without breaking eye contact. She had the most expressive eyes, and I can’t really explain the feeling but there are those times when you make eye contact with someone and you can almost feel the sexual tension in the room. In the next instant we both slammed our glasses down and locked our mouths onto each others.

K’s mouth parted and our tongues were intertwined tasting one another, while my hands groped at her ass cheeks. Her hands went quickly to my belt and pulled it through the loops before letting it drop to the floor. She then lifted my shirt free of my pants, and pulled it off after I undid the top button. I grabbed her shirt with both hands and smoothly slid it over her head, before quickly unclasping her bra and throwing it across the room. We locked tongues again as K unbuttoned my pants with one hand, and reached in with the other to grab my already hard cock. She opened her eyes to give me a quick glance before she squatted down pulling my pants to my ankles and licked my cock from base to tip.

I was in absolute heaven with K’s mouth going to work, while she repeatedly made eye contact. She has one hand wrapped around my base so she didn’t go too deep, and the other hand on my ass pulling me into her. She continued to suck me for a min or two before she stood up, and I helped slide her jeans and thong down revealing a sexy trimmed bush. I slid my pants off completely, then sat on the bed so she could mount me. My cock brushed against her pussy for the first time and I could tell that she was soaked. K reached behind her, grabbed my cock and aligned it with her pussy. In one slow but firm motion she sunk herself down onto me, completely bottoming out on my balls. K began to rhythmically grind on me so I never slid out more than an inch, and one of her hands found its way to her clit. While I matched her rhythm, I continued to grope her ass and thighs while my mouth latched onto one of her tits. I could feel her orgasm rising as her pussy began to tighten and grip my cock harder. K began to moan loudly as her grinding slowed a bit, but her hand was feverishly rubbing her clit. K arched her back and let out a long “fuuuuuuuuuuuuuck” as her pussy spasmed and released a small gush of squirt that soaked my balls and thighs.

K slowly caught her breath, opened her eyes and gave me a big smile. I was not done with her at all that night…

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This was WAY longer than I anticipated, and I apologize for any grammar issues and what not. I am not an author! I would love to continue this in a part 2 if anybody is interested?

Source: reddit.com/r/gonewildstories/comments/lrfoj2/the_time_i_hooked_up_with_a_sexy_milf_on_a_work

6 comments

  1. Good lord man! Despite your claim that you’re not a writer, that’s some damn fine writing. Looking forward to part 2.

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