Mark is an average guy who has found himself unlucky in love. Looking for a hobby to fill his love-free spare time, he goes to a Karate Class... only to find himself the victim of five speed dating girls who have falsely advertised they're group in a desperate attempt for men to attend. Bribing him to stay, they hope he'll give them the answers to their relationship troubles. The tables are turned when instead of him helping them, they help him. Mark soon discovers that falling in love is one thing but realizing it is another.

Andy Stitzer has a pleasant life with a nice apartment and a job stamping invoices at an electronics store. But at age 40, there's one thing Andy hasn't done, and it's really bothering his sex-obsessed male co-workers: Andy is still a virgin. Determined to help Andy get laid, the guys make it their mission to de-virginize him. But it all seems hopeless until Andy meets small business owner Trish, a single mom.

The story is set in the latter days of World War 2, against the backdrop of fierce combat on the eastern front. Brother's War is based on real events.