Ashley Benson cuddles up here to Ted. She plays his very young girlfriend.

Ted worries when the Captain contacts him out of the blue on How I Met Your Mother. "The Ashtray" is the 17th episode of the show's eighth season.

Barney uses his supposedly destroyed playbook to help Ted with his girl troubles on How I Met Your Mother. "Weekend at Barney's" is the 18th episode of the show's eight season.

Barney and Ted face their future selves on How I Met Your Mother. "The Time Travelers" is the 20th episode of the show's eighth season.

How does this blonde fit in to Ted's to-do list on How I Met Your Mother? "Last Time In New York" is the third episode of the show's ninth season.

Ted and Barney deal with their Robin issues on How I Met Your Mother. "The Broken Code" is the fourth episode of the show's ninth season.

Despite having multiple options, Ted still manages to make the wrong choice in his date for the wedding on How I Met Your Mother. "Knight Vision" is the sixth episode of the show's ninth season.

Ted takes Cassie on a date to a lighthouse on How I Met Your Mother. "The Lighthouse" is the eighth episode of the show's ninth season.

Robin and Ted share a history. And it came out a bit on the How I Met Your Mother episode "Platonish."

Ted tries to track down the person who set him up on How I Met Your Mother. "Mom and Dad" is the tenth episode of the show's ninth and final season.

Ted and the others sit around their booth telling stories.

A guy at the wedding causes trouble on How I Met Your Mother. "Bass Player Wanted" is the 13th episode of the show's ninth season.