My first time with anna

On this warm spring night I had no clue that I would go home and still not be able to comprehend what had happened.

It all started earlier that night when I went to a movie with my parents. After the movie we drove to pick up my little sister from her friend, Abby’s house. Abby had an older sister as well as one younger and their parents were good friends with mine. Abby’s older sister, Anna, had been a friend of mine for a few years and in the last year or so we had stopped talking as we went to different schools and never really saw each other.
Upon arriving to the house Chandler, my sister, coordinated a “show” for the parents along with Abby and the other little girls around.( Who’s presence surprised me, considering that it was already 9 pm). After chilling in the living room for a while I got bored and began to text Anna. Knowing she was home and probably in comfortable, springtime cloths. I jumped at the offer to come upstairs and listen to music with her. Very shortly after that I found myself at her closed door. Without thinking to knock I bestowed it upon myself to let myself in.

She jumped slightly and scrambled to hide a Corona she had no doubt stolen from the ice bin full of them downstairs. Upon realizing it was me she relaxed and set it back on her windowsill. As I entered her room I was delighted to notice she was wearing a pair of cheerleading shorts with loose legs and a low fitting tank top. Under the tank top I immediately noticed her hot pink bra supporting what I assume to be ample b cups.
She was sitting on her bed cross legged with her shoulder length, natural, bleach blond, wavy hair in a loose bun. Her room was fairly messy, (mainly cloths and soccer stuff) so the one chair in her room was piled with a purse and some socks, which left the only open seat on the bed next to her. (I wasn’t complaining.)
I sat down next to her and was embraced with an awkward silence for a few seconds. “Want one?“ she asked, breaking the silence as she picked up her drink. “Um…Sure.“ She reached behind her bed and returned with a bottle slightly wet from condensation. We started talking about sports and high school drama and eventually relationships while we enjoyed our drinks.
After a while I got up to stretch and moved a few feet away to the chair where I sat after removing its previous occupants. From my new seat I noticed that by her sitting cross legged I could see her red panties. Almost immediately I felt my cock stirring up so I tried not to look. However being a teenager who had been sex deprived for almost 3 months I found this to be very hard.
After a few minutes she shifted her legs which hid her covered pussy from view. We continued talking for a few more minutes when Anna decided to organize some photographs for school. Without getting off her bed she leaned over and began to rummage through them on the floor, leaving me with a perfect view down her shirt. After a few minutes of rifling through them she straightened and walked to her dresser to put the box of pictures away. Still talking the whole time she shut the door and walked straight back to me staring at me right in the eyes she stopped just short of me. “Ryan why have you been looking at my boobs? Do you want to see them? Do I impress you as the kind of girl who would just give that to you?” She asked very deliberately never breaking eye contact. I was lost for words, even if I could have found words I don’t think I could have spoken.
“Well do I?” She asked again.
“I.. umm… well… you..” I stammered.