Leonard And Penny Shippers Thread (Possible Spoilers) in Season 6 Posted January 31, 2013 But that was the entire point of the Boyfriend Complexity. It was supposed to be awkward because while Penny still has feelings for him she's actively trying to deceive her father. Penny as a character has always been more comfortable being "in the lead" when it comes to her relationship with Leonard. When you combine Leonard being bold here(having his fun as it were)along with the fraudulent nature of what they were doing, things are going to be uncomfortable for her. You can also add that she was probably trying to keep her feelings from Leonard and herself. After all, the episode with her father was the next episode after Penny quit "Truth or Day" to keep from revealing her feelings to Amy and Bernadette.