Skip To Content

    Blake Lively Buying Penn Badgley The iPhone In 2007 Is, Quite Literally, Life Imitating Art

    Classic Serena/Blake.

    The year is 2007, Gossip Girl is the hottest show on television and onscreen couple Serena van der Woodsen and Dan Humphrey are every teen girl's IRL ship.

    The CW

    Of course, the two dated IRL and the day Blake Lively and Penn Badgley broke up was the day I stopped believing in love.

    In a recent trip down memory lane, in true Dan Humphrey fashion, Penn revealed to his GG co-star, Chace Crawford — in an interview for Variety’s “Actors on Actors” series — that Blake, much like her onscreen character, gifted him with an expensive present that he didn’t want.

    The CW

    Back in Season 1, Serena tried to gift Dan a $20,000 watch, which he didn't accept because it was, you know, 20 racks.

    The CW

    Well, apparenly during that very season, Blake bought Penn an iPhone — the iPhone 1, before they were even cool!

    Variety / Via

    How sweet!

    But Penn's reaction to getting it can only be described as peak Dan Humphrey:

    Variety / Via

    Less sweet...but also, understandable for him.

    I remember back in '07, all I wanted was an iPhone. But alas, maybe Penn was good with just a regular ol' flip phone?

    The CW

    IDK, I thought this was a hoot. Hopefully you enjoyed this lil' tidbit.

    The CW

    You can watch the rest of Penn and Chase's "Actors on Actors" interview here.

    View this video on YouTube

    Nostalgia Trip

    Take a trip down memory lane that’ll make you feel nostalgia AF

    Newsletter signup form