I always knew that High School was going to be the time of my life. I was ready to join the Football team as a Quarterback and I knew that I was very good. I didn't know that it was going to take me till I was a senior in College to lose my virginity. I was always shy, I was good looking and a lot of women wanted me but for some reason I was just so very picky. Wow I thought to myself. A person shouldn't feel this picky when they have a chance to get laid.
My Name is Justin and I am 18 years old and this is my senior year. I always liked Amanda who was the Captain of the cheerleading squad. She was best friends with my sister Jessica who is a junior in high school. They would always have sleepovers and I always saw Amanda in her skimpy pajamas. She was so hot and has the nicest ass I have ever seen. She was flexible and that alone was a turn on. Amanda was 5'2 and was skinny. She had a small ass which I love and was a 32B. My sister Jessica knew that I liked her and offered to hook us up but as always. I didn't take the next step.
It was a cold December and our football team is going to the State Championship. It was a Thursday afternoon and we all packed to go to Pittsburgh, Pennsylvania. Jess, Amanda and I decided to go ourselves since we could blast our music and have air conditioning.
5 hours later we arrived in Pittsburgh and we settled into our Penthouse Suite that our parents paid for. See growing up Jessica and I could have everything that we ever wanted. Our Parents ran their on Construction Business which eventually became the biggest in the country. On Average they take in about 70 Million a year and the number keeps on rising. Jessica and I were given an allowance of 3 Million dollars a year so yeah life was going great.
Finally we settled into our Luxury Suite at the Hotel that was equipped with a Jacuzzi and an entire Kitchen. We hit up a couple peeps from the team and a couple hot cheerleaders and all decided to have some fun.
Everyone left the party around 4:00am. Luckily our Championship game wasn't schedule tomorrow and we had the day to sleep in and relax. Jessica and her girlfriend Amber went to her bedroom and got busy. Jessica will tell you those stories later.
So it was just Amanda and myself relaxing in the Jacuzzi, I have known Amanda for about 8 years now since we moved to Pennsylvania. Her and my sister were BFF and they were inseparable. As we got older I could see Amanda blossom before my very eyes. I had such strong feelings for her but I didn't know if she had those same feelings for me. Rumors throughout the school were that she was experienced, very very experienced. Rumors are exactly what they are. They serve no truth to the topic.
I did know that Amanda and my sister Jessica were sexually exploring each other. I could hear them during their sleepovers. I think this became the reason why I didn't try to hook up with Amanda. I didn't want to look like a fool if she was solely a lesbian like my sister Jessica.
I moved closer to Amanda and I looked directly into her eyes. "Amanda, I think you are so beautiful and I am completely in love with you."
"I would have said this sooner but I am a virgin and I was nervous and scared to admit that because I wasn't sure how you were going to react." I said