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While I enjoyed their company and came close to loosing my virginity, There just seemed to be something missing. One day I was going over to my friend Ted's house and walked in. We were supposed to meet there after he got home from visiting his Grandparents with his mom. At the time I didn't know that they had car trouble and would not be home until tomorrow. Ted senior, his dad, didn't know I was coming over and we both were in for a big surprise. As I walked upstairs to look for him in his room, I went by his older sister's room and looked in the open door. There was Ted's dad, in his daughter?s school outfit. He had on a tight, almost see-thru, white blouse, with a white bra, red plaid mini, and white hose that came two inches below the skirt. He had on a red wig and make up, and I thought he was the sexiest thing I had ever seen. I think we were both startled but, by the bulge in my jeans, it was obvious to him that I was excited. He calmly said "Hi Gene, how do you like me as. It started on Thursday night when Kip asked me if I wanted to go to Aspen for the weekend? I have never been (Kip lives in Breckenridge and Aspen is a two hour drive). Of course I’d love to snowboard Aspen but I had looked at it in the past and it is phenomenally expensive, accommodation and ski lift passes.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.
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I could also hear the change of sound as know added to the smacking of our bodies together as his cock rammed into me was that liquidy sound of him doing so with a totally soaked pussy. ‘My fucking turn baby,’He grunted, ‘I’m burying this load deep, deep in that fucking pussy.’ He didn’t ask. He told me, and I just raised my ass a little higher in response. He pounded away at me with a little more intensity and, after about another three or four minutes, he released my hair but grabbed hard onto my hips and thrust himself more deeply than he had all along. He moaned loudly and stopped with his cock buried so deep in my pussy that as he came I could feel it against my pussy wall. I grabbed my pussy and began rubbing ecstatically so that it almost hurt, but before his last spurt into to me I exploded in orgasm again and screamed aloud. We collapsed onto the bed, he on top of me still buried deep inside me. After a few minutes of just luxuriating in the orgasms i began clenching my.

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