Everyone involved in sex is over 18. The story is based on events that happened in my life. I have changed the names and some things to make the story flow. This will be part of a series. I guess I will call this story a prequel. The future stories start in 2015 and go to the present. My wife and I have a special friend. This series is about our relationship with her. I hope you enjoy my stories. I am open to suggested changes though.
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I had a best friend with a pool that lived a few blocks from me when I was in high school. Mary and I met my first day at a new grade school which was about a week after my family moved a couple states north. My father was offered a promotion and accepted. Mom loved it, because she missed snow and hated the heat down south.
Mary and I sat next to each other in 4
th
grade and we just clicked that first day. We decided to walk home together when we noticed we were headed the same direction anyway. We were surprised to find we lived four doors apart. We instantly became good friends.
Mary was intelligent (the first thing I liked about her), funny and just plain fun. She put the boy in tomboy. We loved to mentally spar with each other. She was as pretty. Her hair was closer to strawberry blond than red. By the end of 9
th
grade, she was close to her eventual height of 5' 2" with a thin athletic body. At 18, she had large D cup tits. For years I had a thing for large tits. She was likely part of the reason.
Her family moved the summer before 9
th
grade for better schools. We were disappointed, because we were best friends since 4
th
grade. We promised to stay in touch, but it did not happen. My family moved to the same small town in the suburbs for the same reason late in the school year when I was in 9
th
grade. I got on the bus for the first time the second Monday in March. I was hoping to run into Mary at school, but imagine my surprise to find her on the bus.
We were two of the first students on the bus and talked all the way to school. We found out we lived a little over two blocks apart. Mary said, "Let's we eat lunch together and talk some more." as we got off the bus at school.
I got to know a couple guys I sat next to the class before lunch, Algebra, my best subject. They asked me to eat lunch with them. I was watching and spotted Mary come in the door, so I waved at her. She spotted me and waved. You should have seen the look on their faces when she walked over and put her arms around me from behind. She then gave me a little peck on the cheek and said, "I am going to get something to eat."
After she left, one of the guys asked, "Is that your girlfriend? I have her in a couple classes. She is really hot."
"No, just my best friend since grade school. We were surprised when we ended up on the same bus to school this morning."
Mary helped ease the transition to a new school again. I should mention I was average looking at best, 5' 8" and thin. Light brown hair in the spring that was basically blond by the end of summer, because I was outside as much as possible. Mary was already part of the in crowd. I was accepted as part of the group initially only, because I was Mary's best friend.
They quickly figured out I was a nice guy who was polite, courteous, funny, a bit of a class clown at times, very intelligent and the first to help anyone in need of help. I became known for my occasional practical jokes which were normally pretty creative.
Six of my friends and I removed the divider between the walkout basement double doors and carried one of my favorite teacher's Volkswagen bug into the hallway about a month before my family moved. The janitor removed the divider, so she could drive it out when she was shocked to see it in the basement on the way to the teacher's parking lot. She told me she knew it was me the next day in class, but she could not prove it. She said it was a good joke though and was going to let it slid this time. The whole class laughed as I had turned red with embarrassment and she said "I will accept that as a confession and an apology."
Mary heard what I did from a friend in the class. Soon I had people I did not even know ask me if the story was true at my new school. I always denied it, but nobody believed my denial. I was told it was because of the smile on my face when I denied it. I was still a nerd, but a likeable nerd.
I really got along well with the ladies, because I respected them, so they felt safe with me. Several said I was the perfect example of how a gentleman should act. It helped that I believed in equal rights, so I saw them as equals. Most likely my mother's influence. My dad travelled for work, so mom was mother and father Monday through Friday. I did not participate in extra-curricular activities at school, because I was devoted to Boy Scouts where I attained the rank of Eagle.
Mary loved to tease that she would change into her bikini with me in her room knowing I would never even think about sneaking a peek. Actually true. Of course, she would giggle after I always blushed. One jerk said it was because I was a homosexual. Mary defended me saying, no, he is not homosexual. He likes girls, but he is a gentleman that would never take advantage of a lady.
In spite of her looks, Mary was a tomboy at heart. She loved playing baseball, basketball, and particularly football with the guys. We played football in the park near us starting in grade school until she moved. We normally played on opposite teams, but always played on opposite teams when it was football, because we were huge football rivals.
The guys in the new neighborhood would not let her play, because she was just not a girl, but a small girl. Girls after all were no good at football. I convinced them to let her try to prove she could play. I was not surprised when she insisted, we not be on the same team.
I was unconcerned when she pointed at me the first play and said I get to rush the quarterback. She with her speed, she was good at pass defense. With her size it was fairly easy to block her. I knew she took great pride in her tackling ability and that she wanted to impress the guys. Many of the doubts about her ability to play football disappeared after the first play.
We allowed one pass rusher and one blocker. The big guy assigned to block her did not take her seriously in spite of my warnings. She put him on his ass instantly. She then hit me hard in the ribs just as I released the ball. It was a perfect hit that knocked the wind out of me. Once I caught my breath, I said, "Damn it, Mary, that fucking hurt."
She smirked at me. "I am only a little bitty girl. How could I hit that hard? Get up you little pussy and let's play."
The guys had a laugh at my expense. After that the guy did a much better job blocking Mary the next play. I completed a long pass. Mary decided to let someone else be the designated pass rusher.
Any lingering doubts disappeared the third play. I knew she was fast, but she was even faster than I remembered. Maybe her taking up track had something to do with it. I threw what I thought was a very safe short pass. She managed to break in front of the receiver and intercepted it. None of the guys could catch her. I tried to tackle her. She stepped left and then cut right. I was off balance, so I just lunged at her. My right hand barely touched her back, and my left hand landed on her right tit accidentally. I was not going to grab there, so my hand slipped off and she got by me.
Three plays and Mary got the best of me on two of them. Not a good start to the game. After she scored, she walked back to me. She grinned. "Next time, Leon, maybe you should think about tackling me instead of trying to grabbing my tit."
I blushed and the guys started laughing at me again. "Leave him alone. Leon and I have trash talked and teased each other for years. He is my best friend and a nice guy. I know he would never actually grab me inappropriately on purpose."
She gave me a hug and a peck on the cheek. She then added, "I expect all of you to treat me like one of the guys. I will not get upset if you happen to grab the wrong place unless I think it was not an accident. In that case, I will kick your goddamn ass."
I quickly added, "I believe she will get the ass kicking done, but it will not matter. If I think you have taken advantage of her, my brothers and I will give you the worst ass kicking you have ever gotten." My three brothers all nodded yes. Mary gave all four of us a hug and "Thank you." After that, she was just one of the guys.
My brothers and I were at her house swimming quite often. Mary and I continued to grow closer. Not as close as the Wilson girls I will mention later, but close. We could talk about anything. We had just turned 18, because we both had January birthdays. I would tease her that I was into older women, because her birthday was a little over two weeks before mine. Her comeback was always well at least one of us is an adult. We were hanging out Washington's Day our senior year in high school.
She surprised me by saying, "So, I heard you slept with Jean, Saturday. You know she is a big slut."
"How do you know that?"
"Oh, come on, you know we're friends. One day about a week ago, she asked 'Have you and Leon had sex yet?' I told her, 'No, I am still a virgin and I know he is also.' She said, 'Maybe I should make a man out of him.' I thought she was kidding, but yesterday she told me, 'Leon, turned out to be good lover in spite of his inexperience. Even though it was his first time, he picked up pussy licking quite well. He kept licking when I ask him not to stop.' She loves sex and has fucked quite a number of guys."
I never cover my time with Jean. Except for educating me some while I gave her oral sex, it was nothing special. I am still a little ashamed to admit my first time was with such a complete slut.
Back to the story, I blushed and Mary laughed. "Well, that is embarrassing. I knew the guys talked about her, but I thought it was just talk. You would not believe a few rumors I have heard about you. Maybe you should not hang out with her anymore. I guess I will cancel the date we have Friday."
"Jean is a nice person even if she is very promiscuous. You know I do not worry about rumors. She got me thinking though. I want to stay a virgin, but I would like to try oral sex."
"Why are you telling me this?"
Mary shocked me. "I know you have a thing for my tits. I will make a deal with you. I will let you play with them all you want provided you lick my pussy all I want after you are done playing with them. We will not fuck, but I will play with you or maybe try sucking you. I trust you, so I know you will not push me to fuck. Some guys would not take no for an answer, but I know I am safe with you."