Skate is the fan-given name to the romantic relationship between Sawyer and Kate.

Timeline in Lost:

Season 1

1x02 "Pilot, Part 2" - Day 2: First time Sawyer flirts with Kate
1x03 "Tabula Rasa" - Day 2: First time Sawyer calls Kate Freckles
1x04 "Walkabout" - Day 4: Sawyer protects Kate from the wild boar attack
1x08 "Confidence Man" - Day 9: Kate sees Sawyer naked; Sawyer extorts a kiss from Kate in exchange for information about the whereabouts of Shannon`s inhalers. The kiss affects them both in a way neither expected.
1x12 "Whatever the Case May Be" - Day 21-22: Sawyer follows Kate into the jungle to protect her from the Others, they swim together at the waterfall, and later fight over the Marshal`s briefcase
1x16 "Outlaws" - Day 29-31: Kate helps Sawyer track his boar; they play "I never" by the campfire and share secrets
1x22 "Born to Run" - Day 43: Sawyer reveals Kate`s fugitive status to the group in revenge for her trying to take his spot on the raft, they part on bad terms
1x23 "Exodus, Part 1" - Day 44: They look for each other at separate times before the raft launches

Season 2

"2x05 "...And Found" - Day 47: Kate reveals to Sun that she didn`t say goodbye to Sawyer before he left on the raft, she seems to regret this
2x08 "Collision" - Day 48: Eko delivers a half-dead Sawyer to Kate and Jack; Kate is able to get Sawyer to stop fighting the antibiotics he needs to recover from the shooting; Kate tells the unconscious Sawyer that he`s home now and will be okay. Sawyer tells Jack that he loves Kate.
2x09 "What Kate Did" - Day 49: Kate watches over Sawyer day and night until she`s nearly sick herself; he sees her horse
2x11 "The Hunting Party" - Day 51-52: Kate throws a banana at Sawyer because she can`t find any rocks; Sawyer is angry when Tom reveals Kate as his hostage.
2x13 "The Long Con" - Day 57: Sawyer uses Kate to accomplish his gun con
2x19 "S.O.S." - Day 62: Kate abandons a dinner date with Sawyer to go into the jungle on a mission with Jack
2x21 "?" - Day 65: Sawyer comforts a distraught Kate, following the murders of Ana Lucia and Libby
2x22 "Three Minutes" - Day 65: Jack tells Sawyer that he and Kate were "caught in a net" while in the jungle, Sawyer believes this to be a euphemism for sex
2x23 "Live Together, Die Alone" - Day 65: Kate explains to Sawyer that she and Jack actually got caught in a net.

Season 3

3x01 "A Tale of Two Cities" - Day 68: Sawyer gives Kate a fishbiscuit
3x02 "The Glass Ballerina" - Day 69: Sawyer kisses Kate, later that night they flirt from within their respective cages. Kate learns his real name is James.
3x04 "Every Man for Himself" - Day 70-71: Kate tells Pickett she loves Sawyer
3x06 "I Do" - Day 72-73: They have sex for the first time in the cages, Sawyer admits he loves Kate, Kates begs for Sawyer`s life as Pickett threatens to execute him
3x07 "Not in Portland" - Day 73: Sawyer and Kate fight off Pickett and his accomplice On the beach, Kate runs toward Sawyer when Pickett comes after him one last time
3x09 "Stranger in a Strange Land" - Day 74: Sawyer accuses Kate of sleeping with him only because she thought he was a "dead man"
3x10 "Tricia Tanaka Is Dead" - Day 75: Kate goes to rescue Jack without telling Sawyer she`s leaving
3x16 "One of Us" - Day 85: Kate returns to the beach, she and Sawyer have an emotional reunion
3x17 "Catch-22" - Day 86-87: Kate tells Sawyer Jack already knows they have a thing; Kate comes to Sawyer in tears and seduces him after she sees Jack and Juliet flirting; the next day Sawyer makes Kate a mix tape and tells her not to use him
3x19 "The Brig" - Day 91: Sawyer and Kate have spent the night together; Kate leaves to sleep in her own tent
3x22 "Through the Looking Glass" - Day 92: Kate points out to Sawyer that the Others were coming for the pregnant women, including possibly her.

Season 4

4x03 "The Economist" - Day 94: Sawyer asks Kate to live with him on the Island
4x04 "Eggtown" - Day 95-96: Sawyer invites Kate to move in with him and after Locke banishes her, he "unbanishes" her and they sleep together but don`t go all the way; the next day, she tells him she`s not pregnant, they fight over his relief, she leaves to return to the beach.
4x13 "There`s No Place Like Home, Parts 2 & 3", - Day 100: After Sawyer makes Kate promise him something, he kisses her passionately and jumps from the helicopter.
4x13 "There`s No Place Like Home, Parts 2 & 3", - Day 100: After Sawyer swims back ashore the island, he worriedly turns back to the ocean, and is frightened for Kate`s life as he sees the smoke from the freighter explosion

Season 5

5x04 "The Little Prince" - Sawyer sees Kate in the jungle during a flash. He is obviously upset when the Island flashes again and she disappears. He then pretends to Locke that it didn`t matter to him, but later confesses to Juliet that he wanted to touch Kate and talk to her and that he truly misses her.
5x08 "LaFleur" - Sawyer tells Horace Goodspeed that he "used to have a thing for" Kate, but now he can hardly remember her face. Sawyer and Kate are reunited the following day, Sawyer`s expression indicating what he told Horace was a lie.
5x11 "Whatever Happened, Happened" Sawyer and Kate discuss their relationship while tending little Ben in the jungle, with Sawyer commenting that they never would have worked out, as he was too immature for her.
5x14 "The Variable" - Sawyer casually refers to Kate as "Freckles" in front of Juliet, much to her annoyance.
5x15 "Follow the Leader" - When Radzinsky beats Sawyer up to find out where Kate is, he refuses to tell them. When the tape pauses on Kate, Sawyer looks at her longingly. Later, on the submarine, Kate has been caught by DHARMA and joins Sawyer on the sub.
5x16 "The Incident, Parts 1 & 2" - Kate, Sawyer and Juliet escape the submarine, and while they are rowing in the inflatable raft, Kate and Sawyer flirt, much to Juliet`s annoyance. When Rose and Bernard say all they care about is being together, Sawyer looks at Kate. Juliet breaks up with Sawyer because she saw him looking at Kate. During The Incident, Kate and Sawyer try to help Juliet. After the bomb detonates, their fate is unknown.

Flashback connections

2x13 "The Long Con" - Kate`s mother Diane Jansen served Sawyer at a diner in a flashback
3x15 "Left Behind" - While Kate was on the lam, she met and befriended Cassidy, a mark of Sawyer`s and the mother of his daughter Clementine
See also: Character connections#Chart
editUnanswered questions
Did Sawyer pull off the "gun con" as a reaction to Kate`s being held hostage in "The Hunting Party"? ("The Hunting Party"), ("The Long Con")
What happened to the gun Sawyer gave Kate in "Maternity Leave"? ("Maternity Leave")

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