CoffeeBox's date-night article assigns personality meanings to espresso, pour-over and milk drinks. Those categories make playful conversation, but a coffee order is not a reliable assessment of character. Someone may choose a latte because they enjoy it, a decaf for a practical reason or a familiar drink because the menu is unclear.
A better use of the order is curiosity. Ask what the person likes about it, whether they enjoy a particular flavor or if there is a café they remember fondly. Share your own preference without turning knowledge of origins into a test. Not everyone wants to discuss processing while meeting someone for the first time.
Choose a setting that supports conversation and leave room for non-coffee choices. Confirm dietary needs when sharing food, and do not pressure someone to try a stronger drink or more caffeine. The useful information comes from how the conversation feels and how each person treats the other, rather than an unsupported claim that black coffee means decisiveness or sweet drinks mean emotional dependence. An enjoyable date does not require matching beverage orders.

The conversation
A good question can make a better brew.