This article is about shipping.
As hints and evidence for ships are mostly speculation, this page may contain personal points of view.

PearlShipping is the possible pairing between Ash Ketchum and the newest character Dawn from the Pokémon anime.

Evidence

Dawn's hints

During Ash's first gym battle in Sinnoh, Dawn donned on a cute cheerleading outfit and she and her Pokémon began cheering and dancing for Ash to win and thus giving him the confidence to earn his first gym badge. This is a first since neither Misty nor May ever went to such lengths in any of Ash's battles; they usually sat at the side lines discussing if he would win, though they would usually throw him a few cheers.
In one episode, Dawn was having a bad hair day and she refused to let Ash see her, though it could be that she refused to let Ash see her for fear of having him judge her, or that she was simply being self-conscious.
In DP004 Dawn of a New Era!!, Dawn felt that Ash didn't respect or acknowledge her so she challenged Nando to a battle hoping that by doing so would make Ash realize how important she was.

Dawn's Buneary seems to have a crush on Ash's Pikachu, this could be a sign that Dawn may have a crush on Ash since Professor Oak and Brock have said in the past that Pokémon represent the feelings of their masters, and when two Pokémon fall in love, there is a good chance the trainers will too.
In DP027, Kengo seemed jealous of Ash and Dawn being together.

Just like Ash's Pikachu, Dawn's Piplup wasn´t ready to obey her when they first met. Eventually, they became fast friends.
Both Dawn and Ash saw a legendary Pokémon at the beginning of their journeys (Ash saw Ho-Oh and Dawn saw Mesprit), meaning she could possess an important connection to the legendary Pokémon of Sinnoh like Ash possesses an important connection to the Pokémon of Kanto and Johto.
Like Ash, Dawn is extremely confident, but unlike Ash she rarely looks back on her mistakes, and she is always looking to the future hoping that her dream of being a master coordinator comes true (just like Ash when he started out).
Like Ash is based on Red, the protagonist from Pokémon Red and Blue, Dawn is based on Dawn (Diamond) from Pokémon Diamond and Pearl.
Neither the father of Ash nor the father of Dawn have ever been seen, as far as we know. They are also only children with no siblings.
Ash and Dawn both come from the player's hometowns in their respective region.
They are the only main characters who will battle members of the Elite Four.

http://fan.akuseru.org/sakari/ The fanlisting for the relationship between Ash and Dawn.