If the brothers are from a "sheltered" environment, there could be some humor inherent in such a discussion--for example, one brother might have read a book or seen a video which he regards as being authoritative, from which he keeps quoting; the other brother might be heavy on the "abstinence" thing, and have all sorts of absurd recommendations based on his basic ignorance of females and relationships. If one of the brothers is heavily into sports, he might have a perspective of dating based on his misperceptions of his teammates' banter.
Perhaps all three are completely in the dark about social interactions of any kind except for what they have learned from watching this or that TV program--each of them has his favorite program to which he refers as a resource for info about human interactions, ex.--
"But on Frazier, Daphne and Niles waited YEARS before they got together, or even kissed--and it only increased their passion for each other!"
"I feel the best approach is a direct one, like Dr. Robert Mixx on 'Exhalations of the Heart'! You need to study how that guy picks up on the ladies, dude!" (NOTE: I made that character and show up, since I never watch daytime TV.)
"No, listen to me! You need to come off semi-stalker-ish, like Angel on Buffy. Girls can't resist a guy who seems to know a lot about them!"
(etc)
That's all I can think of for now, but I hope it helps a little. Good luck!
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