Desiree and I had known each other since we were kids. Our families were very close and did almost everything together. She was a few years younger than I was. In high school she dated a close friend of mine for several years, but it was well known that she had a "thing" for me. It was the summer after her High School graduation. I had come home from college.
One day she was over my house waiting for my mom and sister to come home. We were inside talking, and I needed to go upstairs. Desiree followed.
"Welcome home, Jack. How are you?"
"I'm fine. School is good. My grades could be better. Congratulations on your graduation. How is Tim?"
"Tim is fine. Same ole shit different day, " she said with a smile.
I continued rummaging through my room looking for a pair of shorts. It was a hot day and my jeans were uncomfortable. She sat on my bed. We continued our idle chit-chat. Talked about our parents, our siblings. Although we lived very close by we had gone to different high schools, so nothing to talk about there.
Out of the blue she blurted "Are you dating anyone?"
"No, "I replied. That wasn't a lie but not the complete truth either. Although I wouldn't consider myself "experienced", I had fooled around with a few girls at some drunken fraternity parties. At this point I was sadly still a virgin. In fact the furthest I had ever gone was making out and an occasional handjob. I stood up and she stood right next to me looking up at me. I am 6' tall, so at 5'1" she barely reached my chest. She was wearing a tight white t-shirt that could barely contain her 40DD breasts. Funny, but I was starting to get a little turned on by her looking at me that way. I had never thought of her that way. I had known her since I was about 11 years old. We had grown up more as siblings than anything else. Our parents did everything together. We shared a house in the mountains.
I shook off the feeling and walked into the bathroom. She followed me in. I turned around and there she was, looking up at me with her big brown eyes. She was always a mystery to me. I never could decipher what exactly she was thinking. She reached around and gave me a hug. I of course bent down and hugged back. Her soft, heavy breasts crushed to my chest. I felt my cock start to stir...