My first blowjob happened on my high school graduation night. I went with some of my friends to what was called lockdown at the school. You just went and partied at the school until 6 am the following morning.
The night was full of all sorts of fun, but the best fun would happen early the next morning. There was this girl I had a crush on all through high school. Her name was Jessica. She was about 5' 7" she has blonde hair to her shoulders, blue eyes, probably a c cup for her breasts. I never had the nerve to ask her out, and decided I had to that night or I may never see her again.
I ended up seeing her in one of the hallways at about 4 am. I muscled up the courage and went over to her. We talked a little about the day. And then I layed it out. How much I liked her, how long I had liked her, and so on. She told me she liked me too, and knew that I did her, but never knew why I didn't ask her out. Once she realized it was because of how shy I was (at least at that time I was) she understood.
We walked to the end of the hall and sat down on the stairs where we talked for quite some time. Before long we realized she was going to be going away to college and would only have part of the summer together. She told me she wanted to do something that she really shouldn't.
She then ran her hand over to my pants zipper and unzipped them. "I see you're already excited" as she put her hand and my penis. We went up the stairs so it would be less likely to be seen. We kissed, and as we did I ran my hand up under her shirt. I couldn't believe how soft her skin was. I grabbed her left breast. It was amazing. I pulled up her shirt. She had a purple bra on. I undid her bra and took my first look at a pair of breasts. Her nipples were erect, and very pink.
It was at this point that she pulled my pants down. My already hard cock sprung out right in front of her face. She looked up at me and put it in her mouth. The feeling of my cock her in her mouth was like nothing I had ever felt before. I just watched as her head bobbled back and forth. Each time getting it in a little further. She stopped and stroked my cock while looking up at me "tell me when you are going to cum" she said with a smile, "I want to taste it".
She began sucking it again. Just thinking of her wanting to have me cum in her mouth made me almost burst. She now licked my testicles as she stroked my cock. "I'm going to cum" I said. She wrapped her mouth around my cock, and I came in her mouth. I had to put my hands over my mouth so no one would here me scream in delight. She spit out my cum on the floor. I pulled up my pants while she fixed herself. We agreed to go out on a date on the Saturday after. That is where the real fun began.
To be continued.