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A few years ago, I went on vacation with my best friend. I was 25 at the time and newly single after a serious relationship.

We went to Dominican to an all inclusive resort for a much needed girls trip.

The first night was pretty quiet. We met a group of people our age and hung out with them. The next morning, my friend and I got to the pool fairly early and started our day off with some drinks at the swim up bar. Before long, a couple of guys swim up and sit beside us. The older of two, let’s call him Mike, strikes up a convo with me. He’s overly confident for someone who’s pretty average looking, and easily 10 years older than me. He makes small talk, asking where I’m from and how long we’re staying. After a few drinks, I’m starting to feel him a little more and we’re openly flirting. Nothing happens that first day, we go our separate methods around dinner time and my friend and I end up hanging out with the group we met the night before for the rest of the night.

The next day, we run into Mike and his friend again at the pool and spend all day hanging with them again. I flirt pretty hard with Mike this time. While we’re in the pool, I’m hanging off him and he’s taking every opportunity he can to grab my ass. We’re having a good time, the drinks are flowing, and he makes a opinion about going back to his room. I tell him he has to buy me dinner first. He laughs and says it’s an all inclusive resort, how’s he supposed to do that? So I mention there’s a plaza within the resort community that has a few restaurants. He tells me he’ll take me out the following evening. I tell him it’s a date and we go our separate methods again for the night.

The group we made friends with wants to walk over to the dance club in the plaza after dinner so we go with them. The “club” is pretty lame and my friend and I end up leaving and walking over to the sports bar instead. Quite a few people from our resort are there and my friend starts talking to a mom and daughter we met on the bus ride from the airport. A tall, fairly attractive guy in his late 30s who I recognize from the bus ride as well comes up to me. “You came in on the same flight as us right?” He motions to his companion who’s sitting in a booth behind us, an older man who looks to be in his 60s. “I think so,” I reply. “Well I’m Dave and this is John. And you are?”

“I’m Kate, nice to meet you”. Dave asks if he can buy me a drink, I order a beer and we go sit down with John. We begin talking about where we’re from and Dave tells me he’s newly divorced and John is his co worker who told him he needs a vacation. After a few more drinks, John wants to head back to the resort. Dave asks if I want to walk back with them. I say sure and tell my friend I’m leaving.

Dave invites me up to their room for another drink when we get back. I know where things are headed and I agree. I didn’t realize they only have one room though, and John wants to go to bed. We sit out on the balcony and pull the curtains closed behind us. We sit in awkward silence sipping our beers, looking down at the resort where there’s a performance going on about 30 feet away from the condo. It’s dark enough that I feel confident that we can fool around without being seen anyways, and drunk enough I really don’t care. I make my move and straddle Dave’s lap. We begin making out and I fumble with the button on his shorts. I get it undone and undo his zipper while we kiss. I slide off his lap and onto my knees between his legs. “Take them off,” I tell him. He stands and quickly obliged, boxers too. He’s semi hard already and all it takes is me wrapping my hand around it for his cock to fully harden. He’s a decent size, 6 or so inches and thick. I take him into my mouth and he moans loudly. “Fuck…. I can’t believe this is happening.” I take him deeper in reply. Sucking his dick, knowing his friend is asleep just behind the curtains and there’s a crowd of people below us, has me soaking wet. I’m gonna town on his cock and he’s gripping my hair with on hand and the balcony railing with the other, his legs starting to buckle. I stop sucking and get to my feet. “Fuck me”, the words are barely out of my mouth and he’s pushing the straps of my dress off my shoulders and it slides to the ground. My boobs are bare, I wasn’t wearing a bra and I can tell he appreciates the sight of my perky DDs. He takes one of my nipples into his mouth and sucks hard as his hands discover my thong and push it down. Now it’s my turn to moan. His finger finds my slit and glides through the wetness. “Holy fuck, you’re ready to go aren’t you?” He says, moving his face away from my boobs. He turns me around and pushes me against the railing, my nipples brushing the cool metal and making me quiver with anticipation. He lines his hard cock up with my hole and slowly eases in. I grab the railing tight, and moan happily as he fills me up. I wiggle my ass against him and it’s all the encouragement he needs to begin pounding me. I have no idea if people can hear or see us, and I don’t care. He’s found his rhythm and each thrust pushes me against the metal railing and brushes my nipples. My legs begin to shake as an orgasm starts building and when he reaches his hand around to play with my clit, I let loose, cumming hard. “Oh fuck, Dave,” I whimper and he gives one last deep thrust before I feel him tense up and begin shooting his load into me. He collapses back into his chair, breathing heavily. “Kate … that was amazing. You felt better than my ex ever did.thank you .” I lean down to kiss him on the cheek. “You don’t have to thank me,” I laugh before turning away to discover my dress and slip it back on. “I should get going though, my friend is probably getting worried.” Dave nods and gets up, putting his own clothes back on. He walks me through their room, where John is sleeping soundly in one of the beds, and lets me out the door. “Seriously, that was amazing.” He says again before leaning in to kiss me. He asks if we can do it again and I just shrug coyly. “Who knows? I’m sure I’ll see you around the resort.” I reply before walking away and going back to my own room where my friend is waiting up for all the juicy details.

(Let me know if you want to hear how the rest of the week went.)

NSFW: yes

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