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She had an erotic massage once but other than her being in a see through negligé nothing else happened. We spoke about trying something again and she...agreed so we had a trip down to Toronto and stayed in one of the downtown hotels. I asked her to dress up for me in a short skirt (Just above the knees) stockings, no panties black bra and a blouse with a little cleavage. I went out first and told her to dress after I left and I would meet her in the bar as if I just met her. unknown to her I had. She texted him and said that she would fuck him, but only if he won a bet against me. The next day I showed up on her lunch break and met up with her and josh in the back room. He was 4 years older than us and better looking than me. I could tell my wife was nervous but the way she looked at him I could tell she secretly wanted to fuck him. He asked what the bet would be and I told him that she would sit in between us and jack us off. The first to cum was the loser. The winner got to fuck her. More

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