1.First, when Deb ran into Lucas and Brooke while they were buying condoms and whipped cream on One Tree Hill.
2.When Naomi dressed up as a blue alien from Avatar to impress Max, not realizing that nobody else was going to wear a costume on 90210.
3.When Otis tried to discreetly buy the morning after pill for Ruby and the cashier couldn't hear him on Sex Education.
4.When Stan tried to roll down his window to smoothly ask Syd if she wanted a ride to school, but it took a million years for the window to work on I Am Not Okay with This.
6.When Rory shoplifted the cornstarch after Dean kissed her for the first time on Gilmore Girls.
7.When Ben overheard Devi's mom telling her to be nice to him through the air vent on Never Have I Ever.
8.When Rachel fell in love with Mr. Schue after they sang a duet of "Endless Love" on Glee.
9.When Tiny was trying to be genuinely helpful and bring Shay pads, but gave her two huge boxes of them in the middle of class on Degrassi: Next Class.
10.When Seth and Summer shared an awkward first time on The O.C.
11.When Pudge puked all over Lara on their first date on Looking for Alaska.
12.When Grace started a campaign called "Just Say Me" to encourage her friends to masturbate instead of having sex, and everyone acted like they had literally never heard of it before on The Secret Life of the American Teenager.
13.When Lola brought a vibrator to school thinking it was just a funny keychain on Degrassi: Next Class.
14.When Betty's mom found her cabaret wig on Riverdale.
15.When Marissa said "I love you" to Ryan and he responded in the most awkward way possible on The O.C.
16.When Blair got really drunk and got arrested on Gossip Girl.
17.And finally, when Finn sang "(You're Having) My Baby" to Quinn in front of her parents on Glee.
