Usually performed by a guy who is talking to a girl at the bar and trying to assess how deep her daddy issues go. This will help the gentleman assess the ratio between the level of daddy issues and the quality of the blowjob.
I was daddy probing this girl at the bar and found out she grew up with her mom and sister. I think she's looking for some validation from a positive male role model.
Pajama casual is a term used when working from home and preparing for a video conference. All business above the waist and your pajama pants down below.