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I expressed that financial concern to Kip who said he had an offer for me.We had a free place to stay, free lift tickets and all we had to do was let this guy watch us Kip and I fuck.I love watching and being watched so that part didn’t bother me. Who is the guy?The guy is a last fifties, married (to a woman), Wall Street guy who has a monster house in Aspen. He also has a condo on the snow. Super rich, like crazy rich. Some Denver friends of Kip’s that I have met go out there and perform for him a few times a year when the Wall Street Daddy is in town. Wall Street dude is in town this weekend but the Denver guys can’t make it so mentioned it to Kip to see if he and I would be interested.Kip was told that the guy would come over each day and we would be expected to fuck while he sat and watched us, Wall Street Daddy may or may not jerk off but we didn’t have to sexually interact with him. Other than that, Kip didn’t know anything more about it other than discretion would be paramount. It had been close to forty years since I'd rented a hotel room myself, so all the fine print and details were new to me, including the fact that I was able to do some sort of instant checkout. Apparently they feel safe in letting you leave without a room check when they have your credit card info to bill any surprises to. I left the key card in the room, went down the back stairs to my bike and got my gear stashed for the long ride out to the house and then did a quick trip over to the IHOP for one last breakfast.Smiling Mila was my waitress this morning, and the smile was wide the entire time. I'm not sure I saw her actually wait on anyone else while I was there either, though I tried not to pay too much attention to her. Her cheery "Welcome to Santa Rosa, Mr. James" as I walked out the door told me that there had to have been some sort of Mila – Kelli communications in the past twenty four hours, but I managed to hide my own grin until I had my helmet on and it was no longer.
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