Ethan Haas is head-over-heels in love with his girlfriend, for whom he has planned the ultimate surprise engagement party – a reunion with the third grade class of Philadelphia's Woodman Elementary School to celebrate the 20th anniversary of the day they met.
Lina is rushed to the hospital after the abrupt end of her coffee date with Richie and while he waits with the group for news of her condition, tries to explain the accident.
When Holly is assigned to cover a major hurricane in the field, Kyle and Aaron are spellbound by her reports as she is whipped around on camera, providing hours of entertainment for them at home.
As Nicole's husband starts bonding with her ex-boyfriend over their love of video games and football, she starts to panic when she realizes that her former and current loves are becoming buddies.
Ethan is mortified when he takes Kat to get frozen yogurt and she asks for multiple samples without ever placing an order and then dares him to do the same.
Holly's attempt at becoming weekend anchor fails miserably when she impales a bunny with her stiletto while reporting live from a petting zoo on Halloween.
When approached separately by two very attractive people at a bar, Ethan and Kat fake being the blind dates of the couple who were originally supposed to meet each other.
Ethan's charade of posing as Dan hits a snag when Sue invites him to a birthday party and the hosts are Holly and Perry. Meanwhile, Holly and Perry forget to confirm the puppet people for their party, forcing Perry to improvise by singing. Also, Richie reveals a major secret to Duncan and Nicole.
Secrets are uncovered and the classmates learn much more about each other as they gather for Thanksgiving dinner at each other's homes,
When a bee flies into his car, Richie, who can't seem to catch a break, accidentally runs into a convenience store,
Nicole is upset with Yonk's one-year anniversary present when, instead of something meaningful, he gives her a stripper pole. Meanwhile, Kat is peeved by her new neighbor, a former classmate that her sister and Ethan seem to get along with.
When Ethan's date confesses that she has always had a crush on Kat, he imagines one of his biggest fantasies coming true. Meanwhile, Lina, Nicole and Duncan visit Richie's rough neighborhood to help him collect things from his apartment, and the group has an unfortunate run in with Fern and a gun.
Richie and Lina mistakenly confide in Duncan and Nicole by revealing that their relationship has yet to go to the next level. Meanwhile, Kat's crush on a handsome stranger quickly develops into a case of mild stalking when she begins following him and taking pictures of him around town.
When Palmer overhears a phone conversation between Kat and Benjamin that insinuates that her relationship with Ethan is based solely on sex, she decides they need to practice abstinence and discover what else they have in common.
Lina's friends are disgusted when she cooks a special recipe for her dinner party and they are forced to eat inedible Moroccan chicken to not hurt her feelings.
Valentine's Day is meant to be spent with those you love, but the holiday is anything but that when a snowstorm hits Philadelphia and strands the former classmates at each other's homes.
When Duncan and Richie finish repairs on her home, Nicole is surprised by how upset she feels at not having them around.
Torn between her husband and her high school sweetheart, Nicole finally decides if she will stay married or leave Yonk for Duncan.
The classmates find themselves at a hospital once again, rallying around Nicole after Yonk suffers a massive heart attack and must undergo quintuple bypass surgery. Meanwhile, Ethan struggles with his newfound feelings for Kat.