What would Caleb think?! Pretty Little Liars star Ashley Benson is set to guest star on the CBS comedy How I Met Your Mother on Monday January 21, and a sneak peek was just released! On the show, Ashley will play the much younger love interest of Ted (Josh Radnor) who takes him out on an exciting night on the town. There’s a near decade age difference between the two, so Ted feels like he has no idea what’s going on during their date.

First, they start off getting some “hipster” food at a food truck, then roller skate off to a show. Then, Ash’s character shows just how young her character is by calling Ted (who is only in his mid-30s) and “old man.” We have a feeling Ashley’s character ISN’T the mother. Fun fact, Ashley’s PLL co-star Lucy Hale also guest starred on HIMYM back in 2007 on an episode called “First Time in New York.”

Check out the clip above, and let us know if you’ll be tuning in to Ash’s ep in the comments!

‘Mona-Mania’ ‘Pretty Little Liars’ Recap

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