It took a 5 hour flight and an hour drive, but I finally arrived at my hotel. A business hotel in the suburb of New York. I was knackered and was looking forward to a shower, dinner and a drink in the hotel bar. I had to hurry because it was pushing closing time.
The front desk person greeted me and explained that their computers were down, but they always printed a hard copy of all the reservations just in case something like this happened. She couldn’t find me on the list. She was going to have to make phone calls to straighten it out and suggested I get a drink and she’d come get me.
Honestly, I would have been miffed had it not been for the fantastic attitude…yeh, right, it was her face. Yes, she was really nice and did all she could to help and to lighten up the situation, but it was her really pretty face. She was African American, probably late 20’s early 30’s, super curvy and had the prettiest smile with huge dimples I’ve ever seen.
I’m finishing off my drink when she taps me on the shoulder, says she got my squared away and that she got me their last room, which was some sort of view suite on the top floor. I thank her, tip her a $20 and head up.
Just as I walk through the door to the room, which was oddly nice for that hotel brand, my phone dings with a text. It was her apologizing for the inconvenience. Then, saying in a matter-of-fact manner, I have a older man fantasy. I’ve never done this before, I tried once but was turned down. If you are interested, my shift ends in 20 minutes.
I erase the text, shave and hit the shower. Then, with just a few minutes to spare, head to the front desk. I look her in the eye, tell her I’ve never ever done anything like this before, I can’t believe she’s interested, but that she’s beautiful and I’d be totally honored and into it.
She asks if I’d be ok with going to her house because folks would notice if she went up to my room.
More later……
Source: reddit.com/r/gonewildstories/comments/cz51hm/i_56_m_was_pursued_by_a_much_younger_hotel_staff
Hard downvote, just finish the damn story before you submit
And then you were bound, gagged and robbed.
So, yanking her chain a bit, I asked if she was ashamed of me or something. She giggled, then said, fuck it, let’s go.
After I stocked up on condoms in their gift shop, I went up to my room to wait. I left the door ajar and less than 15 minutes later, she walked in, visibly nervous. I asked if she was sure she was up for it. Said she was. Asked if she would like me to go get some drinks so and we could chat a bit first. She declined, wanting to be sober and thought the best thing she could do was just get started. The more we put it off the more nervous she thought she would become.
Then she pulled me in for a kiss. I’m 6’2″, she had to be 5’9″ or so…it was a great fit.
She asked if she could freshen up with a shower. Ten minutes later, she walked out wrapped in a towel. She said Catch Up, and unwrapped. OMG…curves on the edge of BBW, but really really sexy. Really large, slightly pendulous breasts, thick torso, but no rolls, tapering to a much narrower waste, then flaring to a really large bubble butt. I’d never really been into bigger girls, but this one turned me on totally.
I strip as quickly as I can, almost falling on my ass pulling off my pants. I was pretty nervous my self and told her so. She exhaled a deep breath and said thanks heavens, going on to say she had very little experience. One high school boyfriend, two college boyfriends and one long relationship that just ended two months ago. She giggled and said, you’re the safe rebound guy…sorry.
I asked if she had a thing for older guys, she said only a passing fantasy…did I have a thing for bigger girls. I said for sure this one.
She went down on her knees and grabbed me by my hips to pull me forward. I dropped down on my knees to her level to kiss her. I told her that since I’m her safe rebound, feel free to use me to check off as many things on her bucket list as she’d like. She told me she’d be too shy to ask, but will tell me at the end if we happen on to any of them.
Well, ends up she wasn’t so shy once we got started. She ask me to, spank her, see how many fingers I could get in her, lick her ass, lick my ass, fuck her ass. Once I understood that she probably was down for a lot, I got progressively more aggressive. I’d thought I had gone too far when I wrapped my hands around her throat and she pushed off. I apologized and cuddled and kissed her. She said she liked it and was enjoying it getting rough but didn’t know how to stop it if she started to get scared.
I explained safe word and gave her “red”. She said, cool…go for it then…start by fucking my ass from behind. I started out licking her ass at her request and she loved it and said she’d return the favor later.
She said, slap that ass Daddy. I kind of paused and she started laughing hysterically and said that the Daddy thing didn’t work for her either.
We had so much fun.