These are some I could come up with
  1. Howard and Bernadette - Papa Smurf and Smurfette
    0c774996 4f42 4bec ba6b c4366fe7a65c
    The Big Bang Theory
  2. Sheldon and Amy - a compromise
    007034ef 084a 4460 981f 40c4397669ec
    The Big Bang Theory
  3. Chandler - "the pink bunny costume his wife made him wear"
    4fcbebb1 da12 4cf0 a158 63480118f7f0
    Friends
  4. Ross - Sputnik
    15ee6041 5162 4e9f b607 4fa6528b896a
    Friends
  5. Peyton Sawyer - The Angel of Death
    E2ed29c3 2ffc 4590 a991 cd27e0697e69
    One Tree Hill
  6. Rory Gilmore - Gogo
    Cbd5c858 56c5 4600 a8da ef859dd0917b
    Gilmore Girls
  7. Leslie Knope - Rosie the Riveter
    88a12916 32f8 45ad 827f 6fe4e18367b8
    Parks and Recreation
  8. April Ludgate - a Sumo Wrestler after he lost all the weight
    1c9ed99c f658 4414 9810 ee19fe0d6246
    Parks and Recreation
  9. Jim Halpert - "the popular networking site known as Bookface"
    301b29b6 2e4b 4a5b 8f8b 33f237180756
    The Office
  10. Shirley - Jules Winnfield (Samuel L. Jackson in Pulp Fiction) - Community
    D763cbdb 7259 433d 918d 8d6db69b317a
    Suggested by @igrec_O
  11. "The Office" - The Joker by Creed, Kevin, and Dwight
    31fe3428 956c 4965 94e0 f47ab9659868
    Suggested by @csmcgrew
  12. How I Met Your Mother
    Static
    Ted Mosby goes as a 'hanging chad' ballot. Hoping to run into the Slutty Pumpkin he met the previous Halloween but ends up meeting Katie Holmes instead 🎃
    Suggested by @angela3950