" I immediately felt a stir in my pants. We walked out of the hotel near the Magnificent Mile and headed to the restaurant we had reserved for a late ...inner. On the way out of the hotel, I noticed the doorman take an extra long look at Karen 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. She saw that I wore two condoms, she was afraid and told me to do it slowly. When I pushed my dick inside her pussy, it took sometime to get the right spot. I pushed her and started to do, to and fro. As she was a virgin, she broke her balloon in just a couple of minutes and started bleeding. She was screaming at the same time, she was having the pleasure and didn’t want to stop. After five minutes we both came at the same time and stopped and she rushed into the bathroom to clean her self. I. More

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