Tobey Barrett spearheads the crusade for LGBT+ activism in Capeside. He can be acerbic and short-fused due to the discrimination he has received by being gay, but at his core, he is a sweet and caring guy. He also volunteers at a reading program for kids. He was Jack’s first official boyfriend, though Jack ultimately went with someone else.
David has appeared on “Dexter,” “Revenge,” and “Big Little Lies” when he portrayed one of the parents seen in the interrogation room. Tobey appears in seven episodes total, split between season four and five. The relationship ended when Jack chose a fraternity over Tobey.
Sasha Alexander Playing Gretchen Witter
As the older sister of Pacey and the younger sister of Doug, Gretchen Witter is a force to be reckoned with. She helped console Dawson after his breakup with Joey, dated Dawson for a short time, and was always ready to tell her brother off. She came home after dropping out of college in season four.
Sasha Alexander, who played Gretchen, has had plenty of success in other markets. She was in fifty episodes of “NCIS,” over a hundred episodes of “Rizzoli & Isles,” and thirteen episodes on “Wasteland” before she was even on “Dawson's Creek.” She's also popped up in several movies, including “Mission: Impossible III.”
Mark Matkevich Playing Drue Valentine
The early nineties were all about hair gel, and Drue Valentine was part of that trend as one of Jen's old friends from New York. He was a vicious, mean-spirited person who was out to wreak havoc on Capeside, even going so far as to be dubbed the male Abby Morgan.
He appears only during season four as the product of divorced parents who clearly valued status and money over the well-being of their son. This is shown when he is trapped in a storage locker with Joey and every once in a while with Jen. Matkevich hasn't acted much recently, but he manages an art gallery and has thankfully been using less hair gel.
Chad Michael Murray Playing Charlie Todd
Charlie was a serial womanizer who ended up dating both Jen and Joey. He always knew what to say, but to most people, it came up as false, fake, and easy to see through. He ends up being rather insecure and ultimately kind of boring. He only appeared in season five but was in almost half of the episodes from that season. He was a terrible boyfriend, not good at guitar, and had bad taste in jewelry.
You know Chad Michael Murray from his time as the heartthrob lead role on “One Tree Hill.” He's been married to actress Sarah Roemer since 2014, and the couple has two children together.
Ken Marino Playing Professor David Wilder
Appearing in season five, Ken Marino plays Joey's English professor David Wilder. He was attractive, calm, and sarcastic, and many of the female students in his class held a candle for him. He got out of these situations by saying he was married though he wasn't. Joey had problems in the class, and David helped her get through the issues, and they even saw each other for a short amount of time.
Ken Marino has been in plenty, everything from “Veronica Mars” to “The Babysitter.” The professor was originally going to appear for the entirety of season five, but Marino booked another job that forced him to cut his time on the show short.