Bwahaha! I feel like Bruce must be testing Dick. Bruce, why would you need to dress up like a bat if everyone knows you're Bruce Wayne?
I love that last picture where Dick ups the ante and points out that he's worried about his own arse there as well. It reminds me of Michael Cain in Batman Begins where he, too, says he's worried about his own safety.
Also, I must continue to ask why everybody stopped drawing Bruce and Dick as looking this way. It's the way they always look in my head. Whether or not they're wearing ties and cowl neck sweaters. (Work that casual look, Bruce.)
Who are those other guys in the picture? The one smoking the cigar is especially nice--Batman would not want to be a role model who smoked, I think.