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These are two quite different movies, but from the same era and both dealing with secrets in relationships, hence pairing them up.
My Best Friends Wedding is a classic to me - Julia Roberts, Rupert Everett, Cameron Diaz, and Dermot Mulroney - there is no bad! You have the latter two planning a wedding as Kim and Michael, whilst Julia Roberts plays Michael's best friend, Julianne, who has just realised she's in love with him. Rupert Everett is hilarious as the all-singing, all-dancing gay BFF who starts out pretending he's Julianne's fiance! Its all secrets and lies, until finally the truth outs and the right couple end up together... and its not necessarily who you'd think!
Mrs Winterbourne is a darker affair, as Ricki Lake plays Connie Doyle, a homeless woman with a newborn baby, who is swept up in a spiral of lies borne out of mistaken identity, leading to a rich family taking her in as one of their own following a train wreck. When Connie, masquerading as Patricia, falls for Bill, the twin of Hugh, the dead man she was supposedly married too, things get quite confusing... and even more so when the real father of Connie's child shows up full of threats, and the next day, dead as a doornail!
If you like twists and turns, these are both good options, one on the lighter side of the divide and one a bit darker. I love them both, and have done for years. Ah, the 90s, it did have its moments.