When her ass seemed comfortable with my middle finger in it up to the first small knuckle I removed and reinserted it again and again slowly. Everytime it getting a little easier. I moved back to her now soaking pussy for some of her natural lubricant for my finger. I moved it back to her ass and applied the pressure to her anus. It slipped in again and this time went a little further. I heard Helen whipser what sounded like a moan of pain and pleasure. I applied a little more pressure and then released it. I began fingering her ass hole slowly only gowing into it a small amount.I wanted to progress more so I got Helen onto her knees bent over with her head still on the pillow. I looked down at her as I knelt behind her. I could see her little brown badge not looking quite so tight and her pussy that was amazingly wet. I grasped my now erect cock and thrust it into her pussy in one movement. I felt her gasp and her whole pussy stretching to acomodate my huge cock in her little pink. . "My name is Carl Harris," "I saw you look my way and was wondering why such a beautiful girl was looking at me." "I hope that I am not being too intrusive, but can I buy you a drink." That was my line. And on that particular night, several months ago, I used it on a cute blond. I was in a single's bar, one of many that I frequented. I sipped my beer and checked out the potential targets. I saw a gorgeous blond sitting alone at the bar. She was new. I had yet to conquer her. Without a hint of shyness, she stared at me. I ignored her at first. I wanted a bigger challenge. Jeff, a stud want-a-be, approached her. After attempting to make small talk with the blond, he left her alone. From his facial expression it was obvious he failed. He came towards me. "Hey buddy," he said. I met him during my frequent visits to the bars in this town. He was a regular. Unlike me, however, he rarely succeeded. He was not ugly, but with the military base being near, the women had a lot.
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