As a man who's keen on taking women out to eat, it's the best time to sit and talk with them and find out where their mind is at and get a sizable glimpse of their personality in a neutral setting where you could literally wipe your mouth and leave if you don't like the play on the field.
But from further videos I've seen of Duke and I'm sure I've seen him on here...he's just....weak. Every other sentence out of his mouth is a question asking for assurance and validation that he's "doing right" by earnestly trying (and sadly failing) to talk to these women and hope that they'll look into his personality (Beyond the cringe and waif type demeanor) and love him, just not for who he is, but what he thinks he is...which is desirable because he's 'nice'.
I was in similar straits but that's when I was young (13-17) until I got ridden like a cart horse by my first three girlfriends, came close to committing that and decided to start moving like I was confident in what I was doing until I found that confidence through letting women know that I'm chasing them on my own terms. This poor cat is just mewling, hoping to be accepted.