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Spreading my legs even wider my asshole opened up a little because suddenly cool air entered my hole. My hips started to move up and down until the tip of the dildo began to push in to my hole and slowly I moved the tip of the vibrating dildo to the centre of my quivering hole and started to push it in very gently. As I pumped my hips up and down my hole opened a little more allowing the tip of the hard vibrator to enter a little bit more. I pushed on the end of it until it started to slide in slowly and tried to relax my sphincter until the dildo slid right in! The pain was incredible and I immediately stopped pushing and twisting it and was about to pull it out when I decided to wait to see if the pain would subside. Within a couple of minutes the pain was replaced by a burning sensation so I pushed it all the way in and twisted it then pulled it back out almost all the way and then started making little thrusting motions with it, just pushing it in about an inch of so and pulling. I waited a few moments nervously. It was first date jitters again. It seemed like an eternity before Katie walked out of her room. She was simply one of the most beautiful women I had ever set my eyes on. Her silky black hair was freshly curled on the ends with loose curls. Her eyes sparkled. Her body looked very athletic, with a slight flare at the hips. She wore a classic black dress and a delicate necklace rested on her chest. She carried a small clutch purse and a pair of sandals in her hand. She approached me confidently and hugged me. She softly said "You ready?". I kissed my daughter goodbye. Katie gave her a big loving hug. Rachel gave both Katie and myself a peck on the cheek. I walked Katie to the Jeep and opened the door for her. I shut the door after her and made my way to the driver's seat.As we started out, she reached out and grabbed my hand and held it on the center console. Her thumb rubbed against mine as she looked at me with a smile. She didn't say.
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