I peaked into my room about 8:30 the next morning to see if Kaylie was awake. She was still sleeping. The covers only pulled up enough to cover one of her firm naked breasts, her hair spread out on the pillow, and what might be a slight smile on her face. I thought I should wake her in case she needed to be somewhere.
"Kaylie sweetheart. Wake up." I said in a voice loud enough to wake her but not loud enough to startle her.
Kaylie stirred and rolled over onto her front side. Taking the blanket with her, her back was exposed almost down to her perfect ass. She had flawless skin. I could just stand here and stare at her just like this all day. But back to waking her.
"Kaylie, its Dan. Wake up." Again I was not trying to scare her.
She rolled back over and looked at me through mostly closed eyes, both her breasts now out in the open.
"What time is it?" Kaylie asked in a gruff morning voice. She noticed her tits were exposed and pulled the sheet up over them.
"It's 8:30. I didn't want to wake you but I wasn't sure if you had to work or needed be somewhere. Didn't want you to get in trouble." I explained.
Kaylie smiled and said, "I probably should have told you this already, on Wednesday I quit my job. I didn't want you to think anything bad but since you were giving me so much money I decided didn't want to spend all my time in that restaurant."
"Why would I think that was bad?" I asked.
"I didn't wanna seem like a prostitute. Like my only money comes from being paid for sex. Or paid for oral. Or whatever." Kaylie said.
"Oh my gosh sweetie. I couldn't possibly think anything bad about you. I understand completely and I'm glad for you. You'll get some time to yourself and to visit friends while your home." I told my young mistress.
Truthfully, I wanted to tell her to transfer to a school near here and she'd never have to work again ever! I'd gladly fund her in exchange for allowing me to pleasure her regularly.
"Thank you. I guess I should get going. My parents might wonder where I am. I never told them I was staying out. Can you drive me home?"
"Absolutely. I'll be in the kitchen when you're dressed and ready. If you want to wear some of my wife's sweats or even jeans you can since you only have that dress. You don't even have panties!" I excitedly reminded her.
"Thanks," my beautiful young friend said as I walked out the door.
Kaylie came into the kitchen 15 minutes later wearing a pair of my wife's leggings and one of her hoodies. While my wife is still in pretty good shape and attractive for her age I have to admit that Kaylie looked so much better in them. She had her dress folded up with her and was carrying her heels. I had breakfast made and sitting on the table.
"Oh my gosh I'm starving. Thank you!" Kaylie exclaimed. "Would your wife have a pair of flip flops I could wear for now?"
"Yes I'll get a pair for you." I said as I went to the closet. "Anything else you need?" I asked when I came back.
"No thanks. What time you want me to come over this evening? Wasn't sure when your wife was coming home." Kaylie inquired.
"Well first I'd like to give you something. Here's $1000. I know it's more than we talked about but I want you to have some extra money when you go back to school." I said as I placed 10 one hundred dollar bills on the table.
"You gave me so much this week already. I think you more than compensated for your time with me. And it's not like I haven't enjoyed it too! Plus you bought this dress and it wasn't cheap." She said pointing to her new sexy black dress.
"No worries my dear. I just want to help you out." I pushed the money over to her and started cleaning up breakfast.
On the way to Kaylie's we talked about the previous night very candidly. She was beginning to feel very comfortable. She told me how much she had enjoyed the ass play. Kaylie even complimented my cock and the man grooming I do. We decided we'd meet back at my house at 6. My wife doesn't get home until noon the next day so I'm hoping my young college girl stays the night again. Even if I don't get to sleep with her.