First Time and only Anal with Kelly [m/f] [Long]

Long time lurker and lover of this subreddit so I thought I would give a this story a shot. If you all do like this story I have plenty more with Kelly and would love to share.

This took place during the last semester of my Junior year of High School. At the time I was 5'10, 225, and a decently fit guy. I had played football all throughout my high school career and spent most of my time in the weight room. I was an offensive lineman so being a big bigger was always a must but at the time I was built more like a fullback (for those of you who know anything about football). Her name was Kelly, she was 5'5, ridiculously fit girl (she had been a dancer all her life) with a beautiful ass and amazing C cup tits. We had dated the year before (I have plenty of stories from that time if there is interest) but after we broke up we would constantly hook up when we were both single. She had always aimed to please me and loved to try new things in the bedroom. Our M.O. was to sneak out of our parents houses, I would go pick her up, take her back to my house and then fuck like rabbits. We had played strip poker a week before with one of my best friends and talked about doing it again. I received a text about 11:00 pm. "Hey! :) want to hang out tonight?" Obviously I knew what that meant but I didn't want to seem to eager so I texted back "Sure, what do you want to do?" and she responded with "Well I want to work on my poker skills ;)" We waited for our parents to fall asleep and we snuck out of our houses, I picked her up and we came back to my house.