Mom and dad were getting ready for their cruise and Nat was getting school stuff set up so she could take a week off. My parents thought it was cute t...at we were going to see a show together and hang out in Chicago. I made reservations at a very swanky restaurant along with booking a suite at the Chicago Hilton. The view was supposed to be the best in the city. The train tickets were surprisingly affordable and I had arranged a car to pick us up at the station. I was having fun with this. I. “Yeah I’m really hungry.” We walked into her small kitchen and sat down at the table and started eating. I realized I wanted something to drink so I got up to get a glass of water, and I saw the top of her pale white ass crack showing from where her jean have slid down. I stood there speechless just staring until she asked me “Are you sure it was okay me asking you to do this.” Uh yeah of course.” I said as she caught me of guard. “I didn’t have anything else planned”. “I have asked other. More

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