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Dating dead wifes best friend

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When his beloved wife Dot died from cancer, devastated Alan Rudd thought he would never find happiness again. Jill, 48, says that before Dot died she revealed she hoped Alan would move on with her pal, despite a year age gap. She used to joke and say he and I should get together so I could look after him. Of course I just laughed it off. Alan and I were friends, nothing more. I like to think it was her final wish.
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Katie had been my best friend since childhood. It was a friendship first orchestrated by our parents. I know that sounds gross. Sometimes we men are gross. The first time I looked at Katie differently was during puberty. And not just physically.
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This is not the first time something like this has happened to me. When i was 18 i was engaged to "Matt" he was killed in a car wreck 3 months before we where to get married. Afterwards his step-brother "Kevin" and i had somewhat of an affair. We never had sex but attempted to a few times and a few other physical acts where played out this went on for about 2 months.
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