I was most like
May when she started out in AG (even in some aspects of appearance, on top of being clumsy and naive ^^;;;), so I used to find her a little embarrassing as a kid, but I loved her growth and she was amazing in the Kanto GF and I was so happy to see her celebrated as Princess of Hoenn in DP! Always been a motherly sort, so I really loved the Manaphy movie too...
My personal favourite main girls are
Iris and Lillie, I find them and their struggles relatable.
I found
Lillie relatable with her trauma-induced dissociative amnesia, issues with her mother, even the storyline of how she overcame her fear so she could touch creatures she used to love but developed a fear of touching? I had the same!!! My first housecat after I got over that fear was called Snowy too, I was floored when Shiron got that dub name ;3; Plus, I love the classic "young lady"/"ojou" aura she exudes in the anime.
I also found
Iris very relatable for being ostracized for being "different" in school, the walls she put up, how hard it was for her to open up and relate to her friends and Pokemon like Excadrill at first! A Dragon empath with trouble empathizing with others, who taps into her powers after she starts getting better at opening up to others and trying to sincerely understand them [Excadrill, Dragonite, even Emolga], that was so unique!
I also grew up loving rough-mannered, tomboyish girls and more elegant, upperclass boys who are kind of foppish or feminine, so! Same things I loved about Jessie and James, I find in Iris and Cilan, although Iris beats out Cilan for my fave of the BW! trio.
Hmm my favorite character... Honestly it would probably be Trip from Unova. I am not a big fan on how he treats Ash, but overall he is a great guy and I am similar to him. I don't like communicating much and I love taking pictures. He even helps Ash and the others out every now and then. Plus I love his clothing. I don't like everything about Trip, like I really hate how rude he can be I think if there had been fewer rivals and a better cast over all, I think Trip would have been a much better character, but he sorta reminds me of Silver in a way.
Same fave!! ;3;
Trip is my current favourite male character! (First one was James from Team Rocket, because I did join the fandom way back in like fifth grade for the TRio and Rocketshipping, fff!)--anyone who looks at my art thread will have no doubts about that. ^^;;;;;; I draw so much Trip...
Definitely, he was quiet and withdrawn, but aside from Ash (who gave the wrong impression at first, particularly in Japanese, because his speaking style while acceptable in rural areas like Masara/Pallet, comes off vulgar to city folks + a generous helping of xenophobia on Trip's part, welp), he was always much kinder and nicer than other jerk rivals? His biggest jerk move was disrupting peace efforts and burning the Venipede and, even then, it was because he had a very cynical and pragmatic world view and didn't
believe peaceful means could work...
Even when he was a jerk, he still helped Ash multiple times and didn't take advantage of stuff like Oshawott's fear, pointed out when Ash's Pokemon hadn't perfected its attack... he was never outright abusive and cruel to his own like Paul was. Trip's Pokemon love (Serperior!) and are protective of him (Conkeldurr, etc.).
He's open to changing and growing and learning from others, even when he looked down on Ash (imitated his battling style once, started questioning his view of strength sometime between Venipede and meeting Alder again, etc.).
Also, he has two of the creepiest Ghost types in Unova and my personal favourites (Frillish and Lampent!!), gotta love him.
Trip's clothes were based on ~ 2010's fashion trends, they might not have aged very well (layering those bright blazers/jackets on neutral clothes), but he was definitely fashionable. : D;
When it comes to the main cast, I hate to see fans picking on them or trashing any one of them to prop up another! ;_; They're all lovely in their own ways... there's something to love and appreciate about all of them, they all have admirable traits and cute quirks!