Ask him what his intentions are for dressing like that. It will be up to you to carry out his request. If you deny him, pick the next number for him. ... Dress him in a costume and make him suck on a dildo as you fuck his ass from behind. Make sure he sucks to the same rhythm as you fucking him from behind. Have him get on his hands and knees. Use the gag trainer and anal hook and connect them together with rope. Tease him as long as you like while in this position. Lock him in chastity. I also noticed that he sped up just a bit to keep us from passing him. It wasn't an aggressive move on his part or anything. It was simply to keep our cars even. I knew that he was doing this to keep an eye on me. I was annoyed with Jack so I decided to flirt a little. He would never notice and in a few minutes this person would be gone and never to be seen again!So I winked back. It was simple and innocent, but it felt so dirty and wrong in the moment. I saw him laugh to himself and smile back. More

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