The 24-year-old country music star and the Modern Family actress were spotted attending the off-Broadway play, Under My Skin.
Swift wore an elegant pink coat for the event and accessorized with a black purse and red lips while Hyland kept it cool in black skinny pants and a leather jacket. The two later mocked the differences in their style in a photo posted on Swift's Instagram account.
"We decided we were dressed like a strait-laced mom and her rebellious teen daughter, #YouDontUnderstandMeMom!!! #StormsOut #ComeBackHere,YoungLady" Swift captioned the pic.
The singer's playful post comes one day after her former BFF Selena Gomez unfollowed her on the image sharing site almost one month after it was reported the two were growing apart following Gomez's reconciliation with Canadian pop star Justin Bieber.