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It’s at all times been a tickle in the back of my brain that I might hook up with a guest while working.
But our clients are generally boomers, and I’ve never had a major thing for significantly older women.
Last week, a father daughter combo show up on trip, she’s Latino American, absolute bombshell. I (try to) play it cool and not make any moves, don’t want to be the creepy tour guide that’s hitting on the daughter.
Getting towards the end of the trip and nothings happening, get along fine but she doesn’t seem to be vibing much so I push the dream away.
My co leader is leaning into her pretty hard dispite my best nudges of “dude, I really don’t think she’s down”
Fast forward to the final night, typical course of action with guests is a few drinks, a lovely dinner, and maybe an after-dinner cocktail to celebrate before parting methods the next morning. This group was pretty rowdy, and halfway through dinner, I realize everybody including myself is getting ready to tie one on pretty hard. Midnight comes around and it’s me, the father-daughter combo, and my co-leader left at the bar, all of a sudden she is undressing me with her eyes and the sexual energy is palpable.
The dad picks up on it in a heartbeat and dips (mad props), my co-leader finishes his drink and orders another, both of us give him absolute death eyes and the daughter asks him if there’s anybody he needs to call before bed. He finally took the hint and walked out, we shared one more cocktail at the bar and made clear what our intentions were, the resort we stay at has golf carts and people to shuttle you around, it was only a few minutes back to her room but the makeout was HAWT.
Once we hit her room it took maybe 2 minutes for the clothes to come off and the fun to begin. 3 hours of pretty rediculous sexy times later I got back into the golf cart to my room, only got a few hours of sleep before waking up to work again. Last day of shuttles and goodbyes went great, a couple fun glances between her and I but she was epically chill about it. Ended up dropping her and her dad off at their hotel, got a wonderful hug and an outstanding offer for a place to stay if I ever visit the big apple.
Cannot go bragging to co-workers but fuck me does it feel good to tell somebody.
NSFW: yes
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