This may sound weird, but I think that if the girl/the girl’s father is going to be paying top dollar for these boys, they need to know if they’re getting their money’s worth. It’s mercenary, I know, but it’s also geneivas daas otherwise. I’ve known of people who are fully supported by their in-laws and then sit around their $1,000 a month dirot in Yerushalayim and watch Jets games from their season ticket package. (Yes, true story.) Of course, a boy can come late to shacharis sometimes, but don’t pass yourself off as something you’re not.
Of course, that only applies to those specific situations. We don’t need to know every single little incident that ever happened to you, as long as you’re honest about your real self. For instance, my dad waited until after marriage to tell my mom all of his (admittedly hilarious) stories of his yeshiva days. Now he regales us with them at the dinner table, and my mom kinda looks like she’s not sure whether to laugh or not, and exactly what kind of a guy did she marry? But yes, we know you’re human, boys.
Also, just for one, I have only one brother who will be entering mesivta when I’m twenty. So I don’t know much about mesivta and bais medrash boys, so if I go out with you in five years and you went late to Shacharis even once, I’m going to think you’re some kind of delinquent and will immediately reject you. Just be warned.