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The Daily Insight

Did Derek and Sydney date?

Author

William Rodriguez

Updated on February 14, 2026

Fans will have to cast their minds back to season 4 if they were to remember the date Derek went on with Sydney Heron. While they decided to not take their relationship further than the one date, fans will find that Sydney would have been a good match.

What episode does Derek go on a date with Sydney?

"Grey's Anatomy" Forever Young (TV Episode 2007) - IMDb.

Who Has Derek Shepherd dated?

Relationships

  • Addison Forbes Montgomery. Derek married his medical school girlfriend, Addison Montgomery in 1994, and the two began their residencies, studying under Dr. ...
  • Meredith Grey. Derek met his wife, Meredith, waking up after their first encounter. ...
  • Sydney Heron. ...
  • Rose.

Who does Derek sleep with?

Derek Shepherd

Meredith sleeps with Derek before she realizes that he's her boss. At the beginning of Season 1, she thwarts his advances but finally gives in. For a while, they keep their relationship a secret, but before long the whole hospital knows.

Who has a crush on Derek?

Having Meredith come around to April helps the audience come around to April." She first develops a crush on Derek Shepherd in season six.

Derek have a date with sydney...

Who does Derek cheat on Meredith with?

10 Addison Montgomery On Derek Shepherd

She then came to Seattle to put things right with Derek. However, their marriage was soon cut short when Derek cheated on her with Meredith.

Does Derek cheat in season 11?

'Grey's Anatomy' Fans Can't Forget That Derek Cheated on Meredith (No Matter How Hard They Try)

Who did Derek kiss?

'Grey's Anatomy' Recap: Season 11, Episode 17 — Derek Kisses Renee | TVLine.

Did Derek slept with Rose?

Derek and Meredith work on their fifth patient for the trial. He lives for a while, but eventually dies. Derek presents Meredith with a bottle of champagne and tells her that they are going to open it when they succeed. Derek tells Mark that he slept with Rose but thought about Meredith the whole time.

Does Burke come back?

While mentioned in passing throughout later seasons, Burke officially returns in the tenth season in order to conclude Cristina Yang's departure from the series.

Who does Burke end up with?

Burke is currently married to Edra Burke, with whom he has two children: Simone and Vivianna.

Did any GREY's Anatomy cast date?

However, despite all of the love stories on the long-running drama, not many cast members have actually dated each other. Many of them have found love outside of the series, and often outside of the acting business. For example Pompeo has been married to music producer Chris Ivery since 2007.

Does Derek tell Meredith about the kiss with Renee?

'Grey's Anatomy' Has Good News For MerDer Fans

But his actions after the event spoke volumes as he rushed right home and declared to Meredith that she was the one for him. Now Meredith doesn't know about the kiss but maybe that's for the best, because Derek is home and MerDer is back together.

Why do Rose and Derek break up?

1 Derek And Rose

When Meredith was going through some rough stuff, Derek started seeing Rose, a nurse at the hospital. Nobody could root for these two, since it was clear that Derek still very much loved Meredith. As soon as Meredith told Derek she was ready for a proper relationship, he broke things off with Rose.

Does Derek date Meredith's sister?

One night, Lexie went to his hotel room, stripped and says "teach me", they began a secret relationship. They grew close very quickly and Mark developed true feelings for her, but Lexie was tired of the secrecy and put their relationship on hold. Eventually, Mark told Derek and they began dating in public.

Does Kepner have crush on Shepard?

Rehiring and Crush on Derek

When Derek Shepherd became Chief of Surgery, he rehired April, because he thought she deserved a second chance.

What episode does Derek cheat on Meredith?

'Grey's Anatomy': Derek Cheated In D.C. With A Resident — Season 11, Episode 17 – Hollywood Life.

What episode does Derek stop dating Rose?

"Grey's Anatomy" Piece of My Heart (TV Episode 2008) - IMDb.

Is Rose Pregnant GREY's anatomy?

Rose's revelation — if it's to be taken at face value — strikes an ominous note for the couple known in shorthand as Mer-Der. Adding to the mystery: In an ABC podcast in May, Rhimes said Rose isn't pregnant, and was later quoted as saying she wouldn't deceive “Grey's” loyalists.

What episode does Derek kiss someone else?

s research fellow in DC surprises him with a kiss after a breakthrough on a project she? s working on. He later pulls away and immediately heads home to Seattle to his wife, who he loves. Watch this scene from Grey's Anatomy Season 11, Episode 17: With or Without You.

Why is Derek not in season 11?

In 2014, Dempsey signed a two-year contract to remain on the series for its 11th and 12th seasons, but his character was killed in season 11, meaning his contract was not over yet. While it seemed like an abrupt departure, Dempsey had actually been thinking of leaving the series for a while.

What episode does Alex and Meredith get together?

"Got to Be Real" is the third episode of the eleventh season (223rd episode overall) of the American television medical drama Grey's Anatomy.

Was Lexie eaten by wolves?

"To be able to close the chapter for Lexie, and to appear in a way where she's not eaten by wolves, kind of bring a little life back to it," she reflected. "It was a special experience to be able to be part of that."

Was Meredith and Derek's relationship toxic?

Throughout his relationship with Meredith he was such a toxic person to her. When things don't go out his way, he punishes her like she murdered someone. He was making her decisions throughout the entire relationship.

Where did Meredith go instead of Derek?

She couldn't get on the plane to go see Derek, and she didn't know why. Instead, she left the airport and checked into a hotel room nearby and stayed there so that she didn't have to tell anyone that she didn't have the courage to go see her husband.