So this happened a few years ago where I met said woman at the coffee shop I worked at in my other story. Every other afternoon on weekdays Josie ( not her real name) would come to the shop and pick up coffee for her and her husband and then go meet him on his break. I could tell she was a bit older then me but she was gorgeous. I'd be lying if I said my eyes didn't linger everytime she left. One random day she starts making conversation with me about TV shows and her needing something new to binge and I was surprised since she never really spoke to anyone other then a "hello, how's your day going?" Quick questions. Gave her some recommendations and from then on we became pretty good friends and I'd ask her what she thought of my recommendation everytime she came to pick up coffee for her and her husband.

One day Josie walks in and I could tell she had been crying and she only picked up coffee for herself. I was genuinely concerned and asked her what happened and she told me that she and her husband were separating and while they were living in the same place they were no longer together. Either way did my best to cheer her up and over time our conversations at my job would become longer and longer. About a month later she comes in and tells me that her and her friends are going on vacation for her birthday for a week so I wouldn't see her around to which I replied "that's awesome! Well Happy Birthday, I owe you a drink". I wasn't trying to be smooth at all it's just what I would say to a buddy if we couldn't link up on said birthday to which she replied "I'll hold you to that! I like margaritas". Laughed it off and didn't anything of it and off she went.

A week later Josie pops in with an obvious tan since she had been at the beach the whole time and says hello to me. We make some small talk while she tells me about her vacation and then says "hey so you still owe me a drink, I haven't forgotten". I was genuinely surprised she remembered but I wasn't not gonna honor the birthday drink I promised. I told her I knew a spot that made great frozen margaritas a while back and she told me that her and her friends had picked that spot to go to that night and that I should join them when I left work and I said sure.

Work closes up and I walk over to the place and I see Josie sitting by herself at the bar having a margarita. I say hi and ask her if I'm early to which she responds that everyone else bailed last minute, I knew it was a lie. So I sat down, ordered a drink and she started showing me pics of her vacation. As she got closer to me I noticed she worse a really short black dress. I had seen her in one but those were for work, this was a DRESS. The restaurant started closing down at 11 and we had to leave. When she walked outside she asks me "If you don't have to be anywhere tomorrow wanna grab more drinks?" I was already tipsy and said why not. I had a buddy working as a bouncer at a nearby bar with a nice lounge area and knew we'd get a nice table.

We make it to the place, tell my buddy it's her birthday and he hits me with the "say no more" and takes up to the biggest table in the back of the lounge. There is only one other group there but they quicky wrapped up and left a few minutes after we sat down. While sipping on new drinks I ask her "hey be honest, you didn't invite anyone else did you?". She smiles and laughs "nope wanted you all to myself" as she leans over and starts making out with me. She was an amazing kisser. We keep going for a while she starts rubbing my dick through my pants. Without hesitation she unzips me and immediately starts to suck me off. Everytime I'd try to tell her we would get caught she'd swirl her tongue over the tip of my cock and it would make my eyes roll into the back of my head.

My buddy starts coming up the stairs to where the lounge area is and sees her head bobbing up and down. My blood turns to ice and was shocked when I see him gives me the thumbs up and mouths the words "gotchu", fucking HERO! And the crazier part is I actually saw him turn away some ppl from afar. Josie eventually stops and says "lean back". She gets up and slips her thong off under her skirt and unbuckles my pants and sits right on my dick. Completely mind blown, not only was she just going up and down but at times she would grind her hips so roughly it iwould make me make sounds louder then I wanted to. I lift her skirt a bit higher and smack her ass as she starts moving a little faster. At some point I hook her around her thighs and hold her in place and slightly elevated and just start thrusting up into her harder and harder. She leans hers head back and says " I'm gonna cum!". She pulls her head forward and bites buries her face between my neck and shoulder and her body shivers. It was so hot I cum immediately after insider her.

She gets off me and we clean up as best we can before we plan on making our exit. She walked out in front of me first and past my friend who right after pops his hand up and high fives me as I'm walking out the door. She tells me she wishes she could bring me back home but wouldn't wanna make things akward but that this should become a regular thing, kisses me and gets in a cab. What a crazy way to end a Wednesday.

As always questions are welcomed if you have any