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John also wanted her to enjoy it with men whose cocks were bigger than his. But Linda was tight. It took a lot for her to be comfortable and enjoy anal penetration. To that end, John had her wear a butt plug for at least 2 hours a day. He had purchased 3 sizes and Linda was just now able to take the medium one easily but still required his help taking the largest.Linda and John had been exploring her submissive nature for a few months. John would give her instructions to carry out, sexually, and if she obeyed, then she was allowed to cum. If she didn't, she was "punished". She had a list of punishments and it was up to John to pick and choose the appropriate one. The anal training was his top priority.During the conversation with John, Jim had learned that sometimes Linda didn't follow his instructions. In fact, she had not done her training in 3 days - but Linda didn't know that John knew this. John decided that Jim could administer her 'punishment' today. They had discussed her. She had on a very sexy maid's outfit, stockings and high heeled shoes.I parted her legs and licked her wet pussy as she moaned with pleasure. I then flipped her over and pushed my swollen cock into her swollen gash. She had an orgasm within seconds and was really vocal."You will have to clean me up if you cum in me," she kept repeating.I was really pounding her wet pussy and her big tits were bouncing out of the top of her little maid's dress. I exploded and deposited what felt like a gallon of creamy cum into her. She then rolled onto her back and gave me the sexiest look.She pointed to the mess oozing from her and just said, "clean it up."I was not sure what to expect as I moved towards the sticky mess, I gave her pussy a little lick before diving in. I must have spent half an hour slurping away at her cum filled puss. She had a massive orgasm before kissing me and cleaning the mess from around my mouth.A few days later, she dropped another little surprise into the conversation."Do.
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