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In a lot of ways, Dawson’s Creek was way ahead of its time. Not only did the TV series deal with themes like substance abuse, mental illness, and grief, but the writers also pushed the envelope with talks about sex and sexuality. From day one, Dawson Leery and his friends seemed to get into very candid conversations about sex. The subject of virginity is also often talked about at great lengths. But, just who do the main characters lose their virginity to?

Dawson's Creek characters James Van Der Beek, Michelle Williams, Katie Holmes, Joshua Jackson, Meredith Monroe, and Kerr Smith
James Van Der Beek, Michelle Williams, Katie Holmes, Joshua Jackson, Meredith Monroe, and Kerr Smith | Columbia/TriStar International Television

Dawson Leery

Ever the hopeless romantic, it makes sense that Dawson Leery loses his virginity to his very first girlfriend. From the beginning, Dawson is very vocal about how everyone around him is obsessed with sex and he can’t understand why. While the Spielberg fanatic has romantic relationships with a host of Dawson’s Creek characters in high school, he doesn’t lose his virginity to Jen Lindley until season five.

Pacey Witter

When Dawson’s Creek first premiered, every member of the golden trio was still a virgin. But, oddball Pacey Witter was the first to have sex. In his traditional “bad boy” fashion, he loses his virginity to his high-school English teacher, Ms. Jacobs aka Tamara. As Pacey was only 15 at the time, he wasn’t legally old enough to give his consent. Fortunately, their relationship eventually comes to an end after another student overhears him talking about it to Dawson.

Katie Holmes and Joshua Jackson as their Dawson's Creek characters
Katie Holmes and Joshua Jackson | Columbia TriStar International Television/Courtesy of Getty Images

Joey Potter

Always caught in between an epic love triangle, many people assumed that Joey Potter would lose her virginity to her first love, Dawson. But, it was Pacey who she ultimately lost her virginity to in season four. The two ran away together between Junior and Senior year, but they actually didn’t have sex until their senior trip, much to the surprise of other characters.

Jen Lindley

As one of the most complex characters in Dawson’s Creek, it comes as no surprise that Jen Lindley (played brilliantly by Michelle Williams) losing her virginity is rife with dubious consent. Though we don’t get particulars about her story, we know that Jen’s first time happens long before the first season of the show. Jen admits that she was only 12 years old when she first had sex. She also shared that she was experimenting a ton with drugs and alcohol at that time, so there are many variables that contributed to her first time being far less than ideal.

Dawson's Creek characters Katie Holmes, James Van Der Beek, Michelle Williams, and Joshua Jackson
Katie Holmes, James Van Der Beek, Michelle Williams, and Joshua Jackson

Jack McPhee

Jack McPhee was one of those characters that made TV history. In fact, Jack’s kiss with his crush, Ethan, in season three of Dawson’s Creek marked the first gay male kiss aired on primetime television. Things didn’t work out with Ethan, but Jack continued on to have a relationship with Toby in later seasons. Despite all this, Jack actually loses his virginity to a girl named Kate who we briefly meet in the Valentine’s Day episode of season three.

Andie McPhee

Andie McPhee is a character whose sexual history is a bit of a mystery. Though it’s considered a big deal when she and Pacey sleep together in season two, the audience is left unsure if her first time with him was actually her first time altogether. What we do know for sure is that the pair ended up splitting up after Andie cheated on Pacey. Fortunately, the pair was able to move past the betrayal and become pals when it was all said and done.

Audrey Liddell

Busy Phillips’ Audrey Lidell gave Dawson’s Creek the breath of fresh air it needed. Though she eventually dates Pacey, we know next to nothing about when she lost her virginity. However, the list simply wouldn’t be complete without including her.

‘Dawson’s Creek’ is streaming on Hulu

A more incestuous group of characters we’ve never seen. But, all of the sex, lies, and videotapes, certainly made Dawson’s Creek a dynamic show to watch. You can catch up on all six seasons and 128 episodes on Hulu.