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This story is about the night I lost my virginity. I was 16 and a sophomore in high school. My on again off again boyfriend was 18 and about to go to college in New York City in the fall. We had been dating for about 6 months with some gaps in between. This night was about a week after we got back together after breaking up before his prom which I did not get to attend. We had never had sex together but we had fooled around a lot during the 6 months. Andy was 6’1 about 150lbs had midnight black hair that he wore a little shaggy and he had a thin goatee and the most amazing blue eyes. I was about 5’2 curly brown hair and cute blue eyes. I developed rather early so already had about a C cup but on this particular night still tried to fit them into a B cup. It was a warm Friday night in late June. I wore a long black summer skirt and green T-shirt, with flip flops on my feet. It was our first real night out together since getting back together so I decided not to just wear my usual. I wanted to say, ‘Yeah, you,” but I knew better. “Whatever you’re offering, I’ll take,” I replied. To my surprise, Rachel turned and looked at me, spatula in one hand and her other hand on hip, one foot resting on the top of the other and said, “Could you handle whatever I might offer?” I’m pretty sure it was a typical teenager tease, but there was something in the way she said it and the way that she looked at me, that made me wonder. It also made my manly parts take notice. “Uh…you’re the baby sitter,” I replied, very businesslike. “I’m just teasing,” Rachel replied. She turned and flipped the bacon in the pan. I couldn’t stop looking at her long legs. Rachel stood about 5’4 and had all the right curves in all the right places. Her blonde hair was pulled back in a pony tail and still managed to hang to the middle of her back. Her legs seemed to go on forever. When she reached into the cabinet to get down two plates, her shirt rode up high enough that I had a very clear view of.
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