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By the time I was done shaving and putting lotion on Bill, I had developed quite an erection and so had he! The gals had us masturbate together and do the same things like a dance! When we had both sprayed cum all over each other, the gals had us practice with dildos and I helped Bill to do a pretty good job on his back. We met 2 more times and things improved. The morning after our third rehearsal Bill came over and told Sally and I, that he was having a hard time with the dildo thing and he thought maybe if he had a chance to have real anal sex, that he might do better! To my surprise, Sally took off her clothes and told us to both go in the bedroom and get naked cuz Bill's curiosity of anal sex was going away! We both did as we were told and to our surprise Sally and her girl friend marched in naked and proceeded to make sure both Bill and I would be comfortable with anal sex forever more! After that session we began to do our duet as we called it and did quite well. We. Then it was followed with nylons and a slip. Thenthe dress came. He felt humiliated so bad he wanted to die on thespot. She put a hair ribbon in his hair -- he had let it grow long-- and then put lipstick on him. He was in shock. Then she pushed him on the bed and started kissing him. He didn'tknow what to do. She was the only girl he had ever kissed outsideof his mother who didn't count, and actually he wasn't kissing hershe was kissing him. He saw her for the first time with lipstick onher lips. It had come from him but still, she had lipstick on herlips. He thought she looked very pretty. She grabbed ahold of his genitals and squeezed a bit. It hurt,and she asked him if he was going to wear a dress for her. He saidno and she squeezed harder and asked again. Again he said no. Shesaid she could squeeze until he passed out from pain if he didn'tagree to wear a dress for her. She squeezed some more and heagreed. She released him, and he hurt so bad he thought he wouldn'tbe able to.
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