If I use Lillie's Ribombee's "Inviting Wink" Ability and my opponent has Basic Pokemon in their hand that I don't want to put in play, do I have to choose at least one Pokemon?
No, you can choose to put zero Pokemon onto the opponent's Bench.
Source: Journey Together FAQ; TPCi Rules Team (2025-03-27)
When using Lillie's Ribombee's "Inviting Wink" Ability to put Pokemon onto my opponent's Bench, are they allowed to evolve those Pokemon on their next turn since they just came into play?
Yes, as long as it's not the opponent's first turn of the game they can evolve those Pokemon if they are able to do so. It is a basic game rule that neither player can normally evolve any Pokemon on their first turn of the game, even if they are going second.
Source: Journey Together FAQ; TPCi Rules Team (2025-03-27)
Can you use Lillie's Ribombee's "Inviting Wink" Ability if your opponent's Bench is full?
No. It's public knowledge that you can't put down any additional Basic Pokemon on your opponent's Bench, so you cannot use the Ability.
Source: Journey Together FAQ; TPCi Rules Team (2025-03-27)