Charlotte York & Trey MacDougal
(Sex and the City)
The Wedding Date: August 27, 2000
Why We'd Say Adieu to These I Do's: Charlotte (Kristin Davis) looked beautiful — and Trey (Kyle MacLachlan) was no slouch in his Scottish kilt, either — but the marriage was doomed from the beginning … actually, from the wedding. The prim and proper Charlotte thought she'd met her dream guy in rich, handsome doctor Trey, and even in the face of his sexual problems and obvious momma's boy issues, Charlotte refused to let go of the idea of Trey as her ideal. Even a panic attack right before she was about to walk down the aisle — it took a lie from pal Carrie to calm her down — didn't stop Charlotte from going through with the wedding march, which made the whole affair sad and a little creepy.
KEEP READING: Charlotte's second shot...