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Enjoy & Happy Fapping! *-*-*CHARACTERS:James Winchester / JennyMichelle Winchester / MikeNOTE: This story is told from James' POV. *-*-*It's Friday night, but for me and my wife it's Date Night. Most coupleshave date nights on Saturday, but we have it on Friday nights to get anearly start on the weekends.Michelle and I have been married for a little over two years now and welive a very happy life. I was not always so happy because I am acrossdresser and have been dressing up ever since I was 15. I metMichelle when we were in college in 2005. She was studying law, while Iwas in the IT field. We met at a college party and there was an instantattraction between us. I would say that it was love at first sight andwe've been together ever since that night.We've always had great sex and I had found Michelle's preference to takecontrol in bed really hot. In our second year of college, I finallyfound the guts to reveal my. What makes it worse is that the girl you have brought to those last three weddings, Jenn, just split up with you. It was mutual, you felt the relationship slowly coming to an end, but it was embarrassing because you had pledged to all of your buddies that she was the one. She felt bad for initiating the inevitable break up just before the wedding the two of you were to attend together, so she offered to still come as your plus-one. To save some face, and to avoid every question about the break-up, you agreed as long as you both kept the image of a couple still together.It was the Thursday before the wedding, and the engaged couple had invited everyone to come hang out at Jeff’s grandfather’s house in Southold, a small wealthy town way out east on Long Island. Because you and Jenn still lived together in Manhattan, you took off early knowing it would take a couple hours to get there.While driving, you start telling Jenn everything you can about who you know is gonna be there.She asks.
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