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After she finished her final touches of make up and said she was ready, I walked up to her and told her how hot she looked and gave her a hug. Giving her ass a long squeeze I realized that she didn’t have anything at all under her dress. She looked up at me and smiled and said, “I knew how much you’d like this so I didn’t wear a bra or panties”. I immediately felt a stir in my pants as my cock twitched. We walked out of the hotel near the magnificent mile and heading to the restaurant we had reserved for a late dinner. On the way out of the hotel I noticed the doorman take an extra long look at Kathy and how sexy she looked. Made me very proud to have a man half her age take a long lustful look at her. We had a great dinner and indulged in a cocktail and a bottle of wine during a wonderful seafood dinner. It was almost 10 o’clock so we decided to head towards the Jazz club that was just up the street. It was a small place, long and narrow with tables jammed in. Smiling I said in a calm voice, “Glad you made it, now hand me your phone.” And taking that from her, I placed it, along with my phone in a small empty cooler I kept on the bar. Pointing, I walked her over to one of the barstools, & Annalise took a seat with no prompting, so I sat in the the next one over.“So I’m glad you decided to go with option A.” I said“I can’t believe I’m doing this” she responded.I smiled. “would you like some wine?” I gestured towards a pair of glasses beside her. Annalise was technically 3 years underage, but I knew she needed this to cal her nerves.Mumbling something Annalise grabbed the glass and drank it all in about 3 gulps, hardly ladylike, but understandable. “I have a few questions.” “Of course,” I reply, “fire away”“just this week, right? I mean, it’s all over when Mom & Dad get here.”“You said they wre coming back Sunday, so yes, thru that morning. And before you ask, No, no one will ever know. No, I am not recording any of this, and Yes,.
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