In January of 2025, the good folks at Defector.com published a list of 35 topics that have been discussed to within an inch of their life here on the internet. Lucky for me, I haven’t publicly commented on most, if not all, of these topics, so I figured why not dip my toes into the fray on occasion. We will continue today with the next question on their list:
Who Pays for the First Date?
First, let’s look at this from the heteronormative point of view. There are two schools of thoughts here and either one can be appropriate based on the situation. Traditionally, the man would pay for the date, especially early in the relationship. Of course, the man would traditionally be the one asking for the date as well. The more recent point of view, which likely coincides with a greater incidence of women asking men out or apps doing the heavy lifting for both sides is that whoever asks should be the one who pays. Honestly, either way works for me, although, in my limited experience, I have always felt compelled to pay for the date regardless of who asked who. The whoever asks should pay route also makes the most sense for same sex dates, I would think.
As the relationship becomes more solidified, however, it might make more sense to start splitting the responsibilities. Nobody wants to be six months in and feel like they are just there to foot the bill every time you go out. Of course, if there is a large gap in wealth/earnings between the couple, then that is a different story.


In honor of our the 250th anniversary of the Declaration of Independence, I present you with this photo of a giant flag, which I had the honor of holding at Wrigley Field on Memorial Day 2025. If you are looking, I am the largish, small blob just to the right of the guy holding up his phone.