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The Tender Trap (film)
1955
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Successful theater agent Charlie Reader (Frank Sinatra) lives a playboy's life in New York City. When his childhood friend, Joe McCall (David Wayne), shows up with a desire to leave his wife, the two are awestruck by each other's lifestyle. While Charlie is busy with his newest girlfriend, marriage-obsessed actress Julie Gillis (Debbie Reynolds), Joe falls in with Sylvia... Wikipedia