SADDEST HOW I MET YOUR MOTHER MOMENTS

Spoiler alert (duh)
  1. When lily breaks up with Marshall and moves to California
  2. When Ted cheats on Victoria with Robin.
  3. When Stella leaves Ted at the altar
  4. When Robin chooses Kevin the therapist over Barney when Barney breaks up with Nora
  5. When Robin finds out she can never have kids
  6. When Ted and Victoria break up for the second time
    I really wanted Ted and Victoria together
  7. When Robin and Barney got a divorce
  8. When the mother dies