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...
"What the fuck?" I mused silently. "I'm getting turned on by Desiree???"
That surely is what was happening. Before I could stop myself I turned my head from off of her shoulder and kissed her softly on the lips. I felt a warm sensation in my body. This little girl was a woman now. A young woman for sure, but she was not a little girl anymore. I kissed her again, this time sliding my tongue across her lips. She responded by opening her mouth and putting her tongue in my mouth. I could now feel my cock start to swell. I reached up under her t-shirt and tried to unclasp her bra. I couldn't find the clasp. She broke our kiss and looked at me with a mischievous smile.
"Ha, ha. It doesn't work that way."
She pulled her t-shirt over her head, reached in between her tits and opened the clasp from the front. I never even knew a bra worked that way. When the clasp opened her truly massive tits spilled out. I knew she was big, but I never imagined she would be that big. I leaned over and took her right nipple into my mouth. It was thick and firm and surrounded by wide dark areola. By now my cock was throbbing and constrained in my too tight jeans. I reached down and adjusted myself before it became too painful.