I said "Put on my Merry Widow, and some eyeshadow and blush and cherry lip plumper, and paint your nails, and let me take a few pictures of you, and y...u can watch Mad Men!" He's heard about it from all the other kids in his graduate seminar, and just like rock and roll and sports and everything else I've forbidden him over the last twenty-two years, Charles wants in...but he' s not a normal twenty-two year old!?He's a chastity boy just like his daddy.So after he ?made up and put on the Merry. I knew I had to relax my muscles to let him get his big cock in without killing me. I did the best I could. He rubbed the cock head in the cum and pushed in a little way with the head of his manhood. Once he had gotten past the tightest spot he pushed for all he was worth and buried himself fully up my rectum. I screamed in pain and he slapped me hard on my ass cheek. The first several thrusts hurt like hell and I could feel a muscle rip. I knew I was bleeding. Fortunately he came fast. More

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