In the season 2 Valentine's day episode Pam is engaged to Roy.
Holds a "lonely hearts" convention
Michael is upset on Valentine's day because of his recent break up with Holly, so he decides to have a "lonely hearts" convention for the office. After Michael meets a girl at the Blood Drive, he extends invitations to the whole office park in an attempt to find her.
They are at an age where their sexual climaxes aren't as powerful
Holly and Michael tell Gabe that it's the third option he listed (They are at an age where their sexual climaxes aren't as powerful). This is obviously untrue, it's because they are desperately trying to fit an entire relationship in before Toby gets back from jury duty & Holly has to go back to Nashua. **In the end they resolve this by Holly moving in with Michael.**
Nellie is single so she take Clark with her to the nail salon in order to get the Valentine's Day couple's discount.
Bob Vance showered Phyllis with flowers, candy and a giant teddy bear on Valentine's day in season 2 - making Pam extremely jealous, since Roy didn't get her anything.
Phyllis and Bob
Jim and Pam go with Phyllis and Bob to a Valentine's day lunch. Phyllis and Bob have intercourse in the restroom much to the shock of Jim and Pam.
He sends her on a treasure hunt
Gabe sends Erin on a romantic treasure hunt around the office.
Jim and Pam go to lunch with Brian, the sound guy that saved Pam's life while Jim was in Philly.
Ryan forgot that Valentine's day was the next day & hooked up with Kelly. Kelly then thinks that they are a couple and is thrilled to have a "boyfriend" on Valentine's day.
They do "it"
After getting caught several times trying to find a place alone, Jim and Pam do "it" in a closet.
Andy comes back from a 3 month boat trip in the season 9 Valentine's day episode.
A bobble-head of him
Angela surprises Dwight on Valentine's day with a bobble-head version of him.
Erin falls for Pete while Andy is away on his boat trip. When he returns, after several attempts, she finally breaks up with him to be with Pete.
Angela was head of the party planning committee in season 2.
Dwight gives Angela a key for Valentine's day (not exactly sure what it's to).
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