Surprised by Love

When ambitious young businesswoman Josie Mayfield's upper-crust parents disapprove of her boyfriend Richard, she hatches a plan to win them over. Josie convinces her parents to meet Richard at their anniversary party, but things take an unexpected turn when she runs into her charming ex-boyfriend Gridley. As the night wears on, Josie finds herself torn between her loyalty to Richard and her rekindled feelings for Gridley. Will she choose the man who seems perfect for her family, or the one who still holds a special place in her heart?

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Some movies that have similar genres and were produced around the same time as Surprised by Love include Ruby Sparks, Palm Springs, The Wedding Year, Someone Great, La La Land, Can You Keep a Secret?.