LOL!! This is where sitcoms are inconsistent or downright fake to adapt to a certain storyline even if it's totally out of nature for a certain character.

Larry has always been known a smooth talking ladies man who has a way with words and yet he needs to Jack out with him on a date with Terri???

Even if that part is ridiculous it doesn't matter since the part of that episode where Larry, Terri, Jack and Greedy Gretchen are at the restaurant is great!