Why Sebastian Stan Turned Down Paul Wesley's Vampire Diaries Role

Believe it or not, The CW really wanted The Vampire Diaries to be a star vehicle for Jessica Simpson's younger sister Ashlee Simpson but after finding Nina Dobrev, the network eventually cast the "Pieces of Me" singer on their Melrose Place revival. 

Legend has it, coming off of her run on High School Musical, Ashley Tisdale was also offered the role of Elena, but turned it down to star in Hellcats, which aired for just one season on The CW.

"Half of Hollywood, I think, went out for the role, for all our roles," Dobrev later told E! News of the intense casting competition. "I guess I did something right. Here I am. We had to discover and find our characters. Every episode we learned something more and something more, and eventually we created and molded these amazing, awesome characters."

2. Nina Didn't Impress in Her First Audition

While it's hard to imagine anyone else but Dobrev in the multiple-character role that Elena would ultimately turn into (she also played Katherine Pierce, Amalia Giroux and Tatia Petrova during her six-season stint), the star, who was known for her role on Degrassi at the time, didn't exactly impress the showrunners during her first audition.

"The funniest story about the first impression of Nina is that she didn't make an impression," co-creator Julie Plec explained to Entertainment Weekly. "None of us remembered seeing her for the first time. And then she, through her agents and the casting directors, said, 'Hey, listen—I was sick that day, I didn't do my best work, I really really want this part.' [She] put herself on tape, which then got sent to us and it was so magical and so perfect that she basically had the job from that minute forward."

After Dobrev was announced as the show's Elena, fans of the original book series were furious she did not have the character's signature blonde hair and blue eyes. 

Other changes from page to screen included giving Elena a troubled teen brother (Jeremy, played by Steven R. McQueen) instead of a 4-year-old sister Margaret, changing her aunt's name from Judith to Jenna, changing Matt's last name from Honeycutt to Donovan (he's also not related to Vicki, who is his sister in the series) and making Caroline a close friend of Elena's rather than her enemy.

After finding their leading lady, TVD needed the two male components of the essential love triangle. No easy task.

"We looked high and low to cast Stefan and Damon," Plec explained, noting Dobrev "did chemistry read after chemistry read with multiple actors."

Some of the actors who read for either (and sometimes both!) roles? Zach Roerig (who would go on to play Matt Donovan), Michael Trevino (who would land the role of Tyler Lockwood), Nathanial Buzolic (later cast as Kol), and 7th Heaven star David Gallagher, with Plec admitting of the latter, "He impressed us so much originally...but the whole 7th Heaven thing, I wonder if he'll ever be able to get past that." (She would later cast him as a werewolf after seeing Super 8.)

And then, finally, they found their guys: Paul Wesley and Ian Somerhalder.

"Paul and Ian kind of came in late in the process. Paul auditioned like 15 times, and Ian kind of appeared out of the blue," Plec said. For her part, Nina recalled Paul (who first read for Damon!) standing out from the rest of the guys reading opposite her in the chemistry reads: "The only one who wasn't trying too hard, that didn't speak to me at any point unless we were filming, was Paul Wesley,"she told EW, "so it's funny to think that he did the right thing,"

Before the Lost alum landed the role of Damon, Somerhalder actually really wanted to join HBO's True Blood, auditioning for the role of Jason Stackhouse. 

"I auditioned for True Blood. I just couldn't convince Alan Ball that was my role," he said during a Q&A about the part which ultimately went to Ryan Kwanten. "And then I didn't get it, and I was very bummed. I couldn't watch True Blood until now."

Somerhalder later revealed on Watch What Happens Live that another actor attempted to sabotage him during the audition process. 

"In the last test of the show, there was a guy who showed up, and he was just trying to play super cool and kind of like psych me out in the room, and I just shut it down, and I said, 'No way, man—this is my role,'" he recalled. "And I went in there and just made it happen."

When asked if the general public would be familiar with his competition, Ian replied, "You may know. I honestly don't remember his name."

Just as the series premiere was finally airing on Sept. 10, 2009, news broke that Dobrev and her co-stars Sara Canning, Candice Accola and Kayla Ewell, as well as celeb photographer Tyler Shields, were apprehended by authorities on disorderly conduct charges in Georgia after they were alleged to be distracting passing motorists during a photo shoot that took place on a freeway.

After they were all cooperative and paid a fine, they were released by the Monroe County Sheriff's Department.

Much like onscreen, love was blossoming on the set throughout its eight-season run.

Wesley dated TVD guest-star-turned-The Originals lead Phoebe Tonkin for several years following his split from Torrey DeVitto, who played Meredith Fell in season three. Accola and Roerig were in a two-year relationship after she briefly dated McQueen.  

And Joseph Morgan and Persia White fell in love on the set when they both joined the show in season three, going on to get married in July 2014.

And then, of course, there's the biggest IRL TVD relationship...

8. Dobrev and Somerhalder's Romance-Turned-Epic Friendship

Delena fans were thrilled when it was revealed the co-stars were dating in real-life, eventually calling it quits in 2013 after three years together...just as Damon and Elena were finally getting together on the show. 

But the former couple quickly squashed any rumors of bad blood when they joked about their breakup while accepting the 2014 People's Choice Award for Best Chemistry.

When Dobrev talked about their split in their joint speech, Somerhalder added, "And yet our characters are still dating on the show." Nina's reply? "It's a good thing it's not awkward...Well, it's a good thing we have chemistry!"

And after Somerhalder's April 2015 wedding to Nikki Reed, Dobrev had nothing but kind words to say. 

"I don't think that's weird at all," she responded to a Watch What Happens Live viewer who noted it was odd that she was friends with her ex and his wife. "That's great. Why can't everyone be friends?"

While they were portraying one of TV's most beloved new couples in the show's first season, Dobrev and Wesley "didn't get along" at all during the first five months of filming, she revealed.

"I respected Paul Wesley; I didn't like Paul Wesley," she admitted on the Directionally Challenged podcast in 2019. "I remember everyone would walk up to me after the show aired and they'd be like, 'Are you and Paul dating in real life?' because everyone thought that we had such good chemistry. I realize now that there's a fine line between love and hate and we despised each other so much that it read as love."

Eventually, the two sorted out their differences, with Dobrev explaining how Wesley is now one of her best friends.

"We ended up getting to a good place and it was fine, but of everyone, I think I probably see him the most and hang out with him the most [now]," she said. "We're probably the closest, like, we hang out a lot and we're really good friends and I love his wife. It's so funny how much has changed."

A huge fan of Taylor Swift, co-creator Kevin Williamson told E! News in season one he was "desperate to have [Swift] come play a vampire."

He added, "Wouldn't she make an amazing Kirsten Dunst circa Interview with the Vampire-type? Oh my god, I cannot tell you how hard I'm trying to get her. I would kill to have her on the show!"

In fact, he even had her in mind when creating and casting the role of Stefan's BFF Lexi, which would eventually go to fan-favorite Arielle Kebbel. 

But alas, Williamson admitted she was "too big" for the show. 

While they weren't fans of stunt-casting, Plec's dream was to have Joshua Jackson (a.k.a. Pacey Witter) join the show. 

"I think our show works so well because we don't really stunt cast. That being said, if there's some big hot TV star that's available that we love, then…" she noted. "As I always joke, I have my Joshua Jackson fantasy: Pacey in Mystic Falls."

Ideally, he would've taken on the much-anticipated role of Original vampire Klaus, a part so crucial that more than 200 actors auditioned for it before relative unknown Morgan nabbed the villainous role that would launch a successful spinoff, The Originals. If Jackson had ever ended up in the role, it likely would've remained a one-season arc, as originally intended before Morgan proved too irresistible to kill off. 

In what was The Vampire Diaries' one true attempt at stunt casting of sorts, the producers reached out to Buffy the Vampire Slayer icon Sarah Michelle Gellar to play Rose, a vampire who developed a connection with Damon. 

"Originally me and my pipe dreams had us trying to get Sarah Michelle Gellar for Rose," Williamson revealed to The New York Post. "She was very appreciative but just said no. She was the only stunt casting we'd have ever agreed to."

The Walking Dead star Lauren Cohan nabbed the vampire part instead. 

While The Vampire Diaries' fanbase was used to seeing many actors come and go (with a lot of on-screen deaths and resurrections), Dobrev's announcement that she would be leaving the show at the end of season six stunned many.

"I always knew I wanted Elena's story to be a six season adventure, and within those six years I got the journey of a lifetime," the star wrote in an Instagram post.

Plec also issued a statement. "Saying goodbye to Nina is both bittersweet and beautiful," she said. "We will miss Nina and the four hundred characters she played, but we look forward to the insane and exciting challenge of continuing to tell stories of our Salvatore Brothers and our much-loved and gifted ensemble."

The series went on for two more seasons without Nina, who returned for the series finale. 

Way back in season two, Plec and Williamson figured out their ultimate ending while eating in a mall food court, and it's one that probably would've pissed off both Delena and Stelena fans.

"Both brothers should die in the name of saving their girl and then be watching her like ghosts—because we had introduced the Other Side—as she went off into the sunset to live her life," Plec revealed to EW, "and maybe marry Matt Donovan or maybe become a doctor, but that those brothers would be side-by-side watching her live."

But as the series continued and the love triangle fundamentally shifted, their end-game changed. A lot.

After Dobrev's exit and Stefan's relationship with Caroline, Plec and Williamson, who returned to write the series finale after leaving the show at the end of season two, debated two endings. 

"There were two pitches on the table: One that gave perfect closure to the season and then another that gave closure to the whole series," Plec explained to EW, adding they had "just as many discussions over killing Damon as we did over killing Stefan, and let me tell you, for a very long time the pendulum swung the other way."

Ultimately, Stefan sacrificed himself, giving Damon the chance to live out his human life with Elena. And after ultimately deciding the fate of one of other TV's other iconic love triangles with Dawson's Creek, Williamson admitted to being torn over who Elena ended the series with.  

"It's no secret I was always a fan of Stefan and Elena ending up together," Williamson, who was a Dawson fan in the Dawson-Joey-Pacey love triangle, admitted. "In another universe, that would've been the ending, but we didn't have time to tell that story in the last season because we didn't have Elena. We couldn't get them back together."

"Hello, brother." 

Damon's first line in the pilot served as the final line of the series, as the Salvatore brothers were reunited after Damon's human death, a poignant and full-circle ending for the series and the characters' relationship. But it was initially written to be a completely different line. 

"The original version was, 'Oh, I see they have hero hair in heaven," Williamson revealed to EW. "Then they hugged."