James is looking for prostitutes for his escort service. Speaking to him can begin the quest Wang Dang Atomic Tango which, despite the dubious connotations, does not give any negative Karma.
Though he denies it, James is also an alleged closet robot fetishist. With a Speech of 40, talking to James about Fisto after the quest Wang Dang Atomic Tango has been completed has some hilarious results.
After completing "Wang Dang Atomic Tango," it is revealed that he has a particular sexual interest in robots.
If the Courier is attacked by Benny's bodyguards during Ring-a-Ding-Ding!, he will compliment the Courier on beating "Benny's goon squad" and give you a free bottle of liquor.
If Francine and everyone else in the Wrangler is killed and James is not, attempting to talk to him will result in him talking in a drunken slur, and the player will not be able to engage in dialog with him again.
If the player goes behind the counter both Garrets will go after the Courier but never attack, just warning the Courier to go away.
If he can't be found at the bar any time the player visits the casino, he may be found sleeping in his room in third floor, behind an average locked door.