To Cross the Rubicon (1991)

Kendall (Patricia Royce) just got dumped by her boyfriend, David (J.D. Souther). But it's nothing that a much younger rock musician -- and the advice of her best friend (and David's ex-), Claire (Lorraine Devon) -- couldn't fix. Only problem is, Claire and David have rekindled their lost romance. Now, Claire and Kendall's friendship is put to the ultimate test as they try to help each other decipher men and love in this romantic comedy.