I hope you all like this story...tell me what ya think!
I was over at my frined Ashley's house the other day and we were talking about masturbation and how I was cuious about anal stmulation. I told her how I wanted to try it but had a hard time using my own finger while masturbating. She smiled at me and said that she would do it for me while I stroked myself if I wanted her too. Talking about this made me so hard, so I quickly agreed and pulled of my pants and underware. I asked her if she would strip into her underware as well becasue it would help me stay hard. She happily agreed and sliped her jeans off revealing a cute red thong. I glanced between her legs and could see her neatly trimed pussy as the crotch of her thong slid to the side. She smiled and said 'Ready?'
I told her I was so excited and she said the best way to do this was probably to sit behind me while I bent over her bed and masturbated myself. She got some lube and started to gently work it around my tight hole. She probed very carefully with her index finger and then applied more lube to her finger tip. My dick was so hard it was already starting to ooze precum and as I tickled the tip she sliped her index finger slowly into my ass hole. I gasped and took a deep breath as she smiled and laughed. She told me to start to stroke myself and she would work her finger in and out while I played. As I did this she kneaded my balls with her other hand and fingered my ass. As I stroked my shaft and it got harder, my ass hole would tghten and she would comment how hot this was making her and how wet her pussy was getting.
I spread my ass cheeks more and bent over so I could stroke faster. As I came close to cumming she put her finger deep inside my hole and said she wold hold it there until after I came. I felt my balls tighten and the tip of my shaft enlarge, the next thing I knew she was pushing her finger in deep and I was jerking out thick ropes of cum all over her bed sheet. I moaned and I worked the tip and squeezed all of the cum out. As my dick contracted she wiggled her finger in my ass making me scream. As my dick began to soften she slipped her finger out and smiled. I rolled over an she spread her legs so I could see the huge wet spot in the middle of her thong.
You will never guess what came next!