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Chapter 2
by Tinylittlecocked
Where is/what happens to Jake today?
Meets a milf at a hotel.
One weekend, Jake got himself a hotel room in the city. Jake wanted to get away from all the drama at his work, so the 25 year old went to the city, that was an hour away. Jake picked a beautiful hotel to stay at, since there was a huge club area, a few restaurants, a few indoor and outdoor pools and a casino. The rooms were extremely nice and they had the cutest girls working through the hotel.
After checking in, Jake decided to go get dinner. Jake went to a really nice Italian restaurant that was on the first floor of the hotel. While Jake was eating his dinner, the woman, Gabby, caught his attention. Gabby was a thin woman in her early 40s, that was still extremely sexy. Her face was really beautiful and her body was stunning.
Jake couldn't take his eyes off of Gabby the entire time he ate. Jake couldn't help but notice Gabby was by herself and she looked bored. When Jake finished his food, he paid for it, then got up. Instead of leaving the restaurant, Jake walked over to the table Gabby was sitting at. Gabby was confused as to what Jake was doing, until he sat down at the table with her.
"Hey beautiful, I'm Jake." Jake said as he faced Gabby.
"Hello Jake I'm Gabby." Gabby said back.
"Not to pry, but you look really bored." Jake responded.
"I am, I got divorced earlier this year and my life has been hard since. I just can't get over the fact he cheated on me simply because he thinks I'm getting old." Gabby answered.
"Well that's his lose. You don't look old, you look like the most beautiful girl in this entire state." Jake said in a flirty tone.
"Oh stop it, that's so sweet. Say I don't normally do this, but would you like to come back to my hotel room with me!" Gabby said, while she started to blush.
"If you're looking for an amazing Time, you got just the right guy." Jake said back in a cocky tone.
"Well of course that's what I'm looking for, why do you think I'm willing to take someone I just met back to my hotel room!" Gabby Said back.
What's next?
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Jake's little secret
Jake is a cocky guy that Acts like he's better then everyone.
A cocky guys biggest secret Will get out.
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Updated on May 10, 2025
by Tinylittlecocked
Created on May 14, 2021
by Tinylittlecocked
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