One weekend James asked if his best friend could come over. It turned out he was talking about Cassie. I promised myself I would remember she had a bo...friend already and I would just be myself and normal around her. It went wrong from the moment the doorbell rang. I nearly jumped out of my chair desperate to see her again. When I opened the door to let her in I was glad that it was dark outside and the light was behind me. Otherwise I was fairly sure she would have seen the immediate look of. My grandparents died when I was real little. Thankfully the house was paid for and they established a trust to pay the taxes and utilities. Mom never saw the money. The bank man paid the bills out of the trust fund. Thank God for my grandparents or I'd be living in the street using old newspapers to keep me warm and not have any friends.Judy and I chatted nonstop during lunch which made me feel much better. Thank God for Judy.After school I trudged to the office supply store where I worked --. So I asked her to excuse and I took the wipes.I asked her to turn around and started to wipe the sambar all over her cleavage. Intentionally I touched her with a bare hand, her reaction was priceless as she bites her lower lips and closed her eyes. I took that a positive signal.I put my hand over her belly and hugged her and planted a kiss on her lips. She was standing like a doll and responding to my kiss. Somehow we came to our senses and wiped ourselves. We went back to the dining hall, but. She made a little yelp as the tip of my finger breached the previously untouched sanctum of her asshole. I held still for a moment and let her get accustomed to the fullness that she was feeling for the very first time. As I felt her begin to relax I pressed that single digit in further, to the first knuckle, then the second. I could feel her pulsing around my finger and my cock reacted by producing a steady stream of pre-cum.Slowly I began to move my finger in and out. The movement was almost.