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Long-term couple Theo and Simone have planned a Valentine’s Day weekend away with their four friends, Megan, Robert, Christina, and Jim. However, for Theo the weekend is extra special… he’s planning on proposing to Simone! After arriving at the holiday home they are staying in for the weekend, Theo makes arrangements for the proposal. He enlists his best friend – and best man – Robert to help him (and to keep their other friends from finding out). But Theo's best friends continue to thwart his plans, and nearly destroy his relationship with Simone.