The following is a list of possible Pearlshipping hints (AshxDawn). Please understand that these hints are purely based on opinion and opinion only
~In episode "When Pokemon Worlds Collide" Dawn showed a worried expressions when Ash got hit by one of Team Rocket's Machine Tentacles and she had just met him. Later she suggests she travels with Ash and Brock saying that she could spend more time with Pikachu. Perhaps she used Pikachu as an excuse to get to know Ash better~
~In the episode "Dawn of a New Era" Dawn and Ash get into arguments over contests and gym battles. in the end of the episode both Ash and Dawn apologize to each other. Dawn then decides to share her story of when she met Mesprit while Ash and Dawn are talking the camera switches to Brock with a big smile on his face, indicating he may enjoy something of Ash and Dawn's new friendship~
~In the episode "Setting the World on its Buneary" Dawn refuses to let Ash (and Brock) come into her tent exclaiming she has a bed head. Ash says it doesn't matter if she has bad hair or not but Dawn still refuses, being worried that Ash (and Brock) would judge her~
~In the episode "Mounting a Coordinator Assault" while running to the stage to do her appeal she sees Ash and says that he was awesome during his appeal and both share a high five while smiling~
~In the episode "O'er the Rampardos we watched" Dawn dresses up as a cheerleader to cheer for Ash in his rematch against Roark, claiming it was support for all the special training she did with Ash
~In the episode Lost Leader Strategy Dawn tells Maylene that she wonders if her contests are holding Ash's dreams back showing that she really cares about his dreams
~In the episode "A Triple Fighting Chance!"italic text Dawn cheers on Ash again with her cheerleader costume and dresses up all her pokemon as well. She adds in dancing too.
~In the episode Pruning a Passel of Pals Ash could not sleep so he attempted to sneak out for a walk Dawn followed him as he was about to go and she asked where he was going showing that she cares if Ash isn't with her, also in the same episode Dawn makes Piplup use bubblebeam on Ash to tease him
~In the episode "Barry's Busting All Over" right after Ash defeats Barry Dawn rushes over in the span of about 4 seconds and congratulates Ash
~In the episode "Shield with a Twist" Dawn admired how Ash was battling against Fantina and when Ash won she stood up with a cute pose~
~In the episode "When Pokemon Worlds Collide!" Ash seems eager to impress Dawn with his battle with Paul when he exclaims to Dawn "Hold onto your're hat!"
~In the same episode, Ash saves Dawn and Piplup from the Rocket Machine Tentacles with Aipom
~In the episode "Dawn of a New Era" Dawn and Ash get into arguments over contests and gym battles. in the end of the episode both Ash and Dawn apologize to each other. Ash then decides to share her story of when he met Ho-Oh while Ash and Dawn are talking the camera switches to Brock with a big smile on his face, indicating he may enjoy something of Ash and Dawn's new friendship~
~In the episode "A Mazing Race" While Ash is seperated from Brock and Dawn in the maze his worries are mostly targeted towards Dawn and when Ash has a vision of Dawn yelling "No need to worry" while being binded by an Onix Ash yells out "that's when I worry the most!" he then dashes quickly to find her (and Brock).
~In the episode Tanks for the Memories Ash approached Dawn when she was crying about her second contest loss. However, Ash thought that she was crying because there was dirt in her eyes. Ash then asks to Dawn to come get something to eat with him and they end up eating ice cream together
~In the episode "Cream of the Crogunk Crop" Ash asks Dawn to dance although Dawn refuses as she thinks the dance was embarrassing. Ash has never asked a girl to dance with her before so this is significant on Ash's side.
~In the episode "Fighting with Fear!"Ash seems to show a jealous reaction to when Dawn admires Gary's fighting style when Dawn suggests that Ash should treat his pokemon like Gary does he becomes angry with that comment. He may dislike the fact at how Dawn goes fangirly over Gary~
~In the episode "Jumping the Rocket Ship!" While Brock is flirting Ash falls on Dawn but not Jun, also while Crogunk is stabbing Brock Ash and Dawn are very very close to each other, their waists practically touching while they are both far away from Barry
~During the episode "Cream of the Crogunk Crop" Ash and Dawn stay together throughout the whole episode. Also, in the episode Tanks for the Memories Ash and Dawn stay together for the whole episode~
~Ash often uses Dawn's spinning technique with his pokemon and improves on it as well. Dawn was impressed on how he handled it and Ash may seem to admire Dawn as well by using this move in his most important battles~
~Ash and Dawn often train together with each other~
~In Pokemon Movie 12 Ash and Dawn play with each other in the water which can be seen as a sign of flirting