Season 1: The Limo - This episode is one that I watch every New Years Eve or New Years day. So many NYE's in my 20's and early 30's come flooding back when I watch it.
Season 2: Ted Mosby Architect
Season 3: The Bracket - "I WAS there... trust me... it's fake baby!
Season 4: 3 Days of Snow (really hard season for me to pick a favorite, with time becoming one of my favorite seasons of the show)
Season 5: Jenkins over the years has jumped the spot from Slapsgiving 2
Season 6: Blitzgiving
Season 7: Tailgate
Season 8: Time Travelers
Season 9: How Your Mother Met Me, but Rally has my favorite "the Mother" scene
I love Best Burger in New York, but it is so hard to watch if I haven't already had a meal. Season 8 is one of my highest scored seasons on a per episode basis, and yet I really don't have a feel for the season in my memory. I tossed up Time Travelers.
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