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She must have been waiting for me because the door opened and I stepped into her apartment. Ashley smiled, “Oh I love how you look, everything fits so nicely,” she said as she took my hand and pulled me into the middle of the living room. “Turn around for me, let me see all of you.”I did as she asked and although I felt awkward I also felt like a princess with the skirt of the slip twirling around my knees. As I turned to face her my erection was making a tent in the front of the panties and slip and she smiled as she stepped close to me and cupped my cock and balls, “I love seeing this and hope we can have some fun when we are done getting ready.”I had not noticed more than Ashley’s welcoming smile until she suggested we need to “get ready”. As I looked at her I noticed she was wearing a heavy floor length robe and peeking out from under it were bright red heels and I could tell she was wearing hose. I loved the contrast between a fluffy white robe and the stark red pumps and. However, I have developed a serious gambling problem and even with my elevated income, I can’t keep up with my losses. Sandy is aware of this and is constantly on my ass to cut back on my gambling but I am addicted and can’t stop.Rex is the guy who is my bookie and I place all my bets through him. Rex has been by the house a few times and has had eyes for Sandy. He is a really good-looking guy. I wouldn’t say he’s a body-builder but he obviously works out because he has a very impressive physique. He called me one evening and told me to meet him at a local bar. We met and he was all over my ass about the money I owed him. He had let it creep up to nearly $5,000. I guess he knew I had a good job and figured I was good for it. I wasn’t.“Ben, you are into me for nearly five grand and you keep making losing bets and getting in deeper. It has to stop. And you have to pay me some money or we are going to have a serious problem.”“I’m trying but Sandy’s dad was in a real bad accident and we .
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