Always Someone Better: Annie loves her and at the same time envies her for being popular with guys and outspoken with her feelings.
Break the Cutie: The whole series thrives on this. She comes close many times, but ultimately picks herself up.
But Now I Must GoandI Want My Beloved to Be Happy: She willingly breaks off with Terry, having realised not only that Susanna loved him deeply (probably more than Candy herself ever did), but that their love simply will not survive in the circumstances that they're in.
Cassandra Truth: Sorta. Annie is the only one in the St. Paul School who shows worry over the news talking about the prospect of a world-wide war, but everyone else tells her to calm down and that nothing will happen. She's actually right.
Hair Decorations: Like Candy, she uses hair ribbons. It becomes very important when Candy is framed for trying to hurt her by Neil and Eliza: Annie can't testify in her favor, but she manages to leave one of her hair ribbons to silently tell Candy that she believes in her innocence.
Happily Adopted: By the Brightons. Subverted when, in a well-intentioned but ill-advised move, they make her cut off all ties with Candy so people won't know that she's adopted and ostracize her as a result — not only this deprives both girls of their mutual emotional support, but it doesn't help her to deal with her issues.
Heart Warming Orphan: Played very straight when she's a little girl. When she arrives to St. Paul, however, the girl is so utterly terrified of being bullied because of this trope that she hides her origins from the other students at first. Not that it works for long, anyway.
Expository Hairstyle Change: As a teenager, Annie sometimes pulls her hair up in a style that slightly looks like an old-fashioned noblewoman's wig.
Chekhov's Gunman: In the anime, he pretty much triggers the whole plot via being the only orphan child who notices that someone has left baby!Annie and baby!Candy in the doorstep of Pony Home. If not for Tom, the two baby girls would have likely frozen to death.
Cowboy: Is adopted by a rich landowner and raised in his ranch.
Vitriolic Best Buds: Him and Candy, as children. Perfectly shown when, the day before Tom leaves the orphanage, he and Candy start hitting each other and Miss Pony has to separate them, but when Mr. Steave comes for him they say their goodbyes in peace.
Karma Houdini <- -> Laser-Guided Karma: While Eliza generally gets away with the shit she pulls, the times she does get karma-slapped tend to be rather spectacular. when she finds out that Candy is the boy she had danced with in the School Festival despite being supposed to be locked away, she tries to rat her out her to the nuns. However, Candy manages to return to the punishment cellar in time with some help from Terry — and the sisters not only let go of Candy, but they get Eliza grounded for "lying". And since Eliza was the one who got Candy punished in the first place, this makes it a definite example of this trope.
Also, she once organizes a tea party to thank Terry for saving her life but doesn't invite Candy. Terry, Rebel Prince that he is, deliberately misses said meeting to hang out with Candy instead, greatly humiliating Eliza in front of her Girl Posse.
Rebel Prince: Attempts this in the anime, as he wants to join a riding contest but Elroy won't let him. Candy helps him with a small Batman Gambit where, with Tom and other kids's help, she tricks Aunt Elroy into thinking people are spreading Malicious Slander about the Andrees and Anthony wants to save their honor.
Love Triangle: Likes Candy and is jealous of Terry. Annie likes him and she's conflicted and jealous of Candy. Terry is, well, Terry. Candy is oblivious at first, and later she feels horrible when she finds out how badly it affects Annie. It's fixed rather fast, however: when Candy explains the deal, Archie soon realizes that while he likes Candy a lot, Annie is the one he truly loves.
Strong Family Resemblance: Without his beard and Lennon Specs, he looks almost exactly like his nephew Anthony. A HUGE plot point since this is why Candy couldn't recognize him as her Prince: when they met he was clean shaved and with his hair cut short... but the second time, his looks were completely different.
Heroic Bastard: More exactly he is the product of an affair between an English lord and an American actress, so Terry's status in the high-class English society is very shaky in comparison to the children the Earl had with his lawful wife, who also is quite bitchy to Terry himself.
Jerk Ass <- -> Jerk with a Heart of Gold: His heart is in the right place most of the time, but his behavior is terrible — even when he is trying to do things right,
Take a Third Option: Between throwing Candy under the bus to save his position at Saint Paul's School and Taking the Heat for Candy and greatly dishonoring himself and the Granchesters Terry chose to... cut ties with his dad, drop out of Saint Paul and pursue his promising acting career in America.
Ill Girl: But as Candy finds out, it's psychosomatic - due to her very pushy Stage Mom, who's forcing her to become a piano player despite the girl's dislike of classical music. Once said mom actually realises what's going on and apologizes to Catherine, she starts to get better
Big Friendly Dog: He has one, a sweet Saint Bernard named Mienna. When he passes away, she goes live in the Pony Home.