What’s a ship you’re angry never been cannon. (Spoilers if you are afraid of finding out if a ship doesn’t happen)
For me it’s a tie between Penny (#40 of course) and Alice just because they were to two most attractive (to me) actors on the show and had great chemistry. The second ship that should’ve stuck was the ultimate throuple of Elliot, Margo, and Quentin. The three of them have such great chemistry and Quentin’s naïveté would have been a great counterbalance to Elliott and Margo’s generally jaded natures