Harry Potter / The Black Wizard / The Wizard in the Shadows / The Lord Moristar Morinhetar (Black Wizard Darkness Slayer), Royal Wizard of Gondor and Arnor
Harry ends up in Middle Earth after flooing from the Headmasters Office on Dumbledore's advice for a little R&R. Ends up trapped there and with the status of something equivalent to a shadowy avenging angel.
Clipped Wing Angel: Harry has a Willow vs Glory moment with the Witch King. Since the Author is a serious Buffy fan, the Shout Out is almost certainly intentional. Especially since the primary attack is Shock and Awe.
Cry into Chest: to Boromir after Gandalf dies. This one doubles as a Cooldown Hug because Harry has just destroyed a very large amount of things, including the east gate of Moria.
Cultured Badass: Mostly a Pop Cultured Badass, but he does quote Hamlet, or rather, paraphrase it. Also speaks Rohirric fairly fluently and understands a few words of Sindarin.
Dark and Troubled Past: All the crap he gets in the books plus four years of heavy duty fighting in the North of Middle Earth with no prospect of return to his own world.
Dark Is Not Evil: He dresses in black. He's known as the Wizard in the Shadows and the Black Wizard.
Did You Just Punch Out Cthulhu?: Harry vs Saruman round two. Harry vs the Witch King, though it's a Subverted Trope with the second. He does do one hell of a lot of damage, but he gets punched out himself.
The Dreaded: Everything evil is (and most Dunlendings are) absolutely terrified of him, elevating to semi deity level status. Most other people are a little scared of him too.
Heroic BSOD: When Gandalf dies, and when Ginny is poisoned at the Pelennor Fields.
Heroic Lineage: To a truly ridiculous degree. He is descended from, among others, Godric Gryffindor, Maedhros Feanorion, King Arthur Pendragon and Ignotus Peverell.
Knight In Shining Armour: Genuinely chivalrous, kind and protective of innocents. Unfortunately, he's also slightly mad and in perpetual danger of falling off the edge of sanity and in some cases, the Moral Event Horizon.
Leaning on the Fourth Wall: Absently notes - when Gandalf is tearing Denethor a new one - that 'The Return of the King' would make a good title for a book or film.
Lightning Bruiser: Moves very fast and does one hell of a lot damage.
Limited Wardrobe: Generally dresses either in black ranger gear or light armour with a surcoat.
Manly Tears: Happens on several occasions. A Justified Trope because for all his Badassery, he is extremely emotionally unstable and suffering from many years of constant war.
Master Swordsman: Becomes this, though nowhere near Aragorn or Boromir's level of skill.
Papa Wolf: doesn't actually have children yet, but is very protective towards those he cares about, and shows slight fatherly/elder brotherly protective instincts towards Emrys.
The Quiet One: At first. It's implied that after he found that he was stuck in Middle Earth, he clammed up and closed off. As he loosens up, he turns into a prime example of Motor Mouth.
Thou Shalt Not Kill: Abandoned this a very long time ago. Doesn't kill innocents, but takes a Punisher style attitude to those who do. The name of mercy is not Harry.
A half Maia immortal time travelling wizard. Immensely powerful. Very mysterious. By From Out of the Shadows, he's making his presence obvious. Grandfather to Emrys and Eirian.
Author Avatar: started out as this, apparently unconsciously.
Badass Normal: At first. Takes out a full grown Uruk with a rusty sword despite being a rather malnourished fifteen year old. Then takes out a troll with two swords.
Badass Abnormal: in one crossover with the Buffyverse, he took on Buffy and Faith. While he got schooled in hand to hand, he kicked their asses with swords. Justified by the fact that most of their fighting style is based on hand to hand and Emrys' powers are basically those of a Slayer on crack and an IV of Red Bull.
Berserk Button: As pointed out below, hurting his sister is a terrible idea.
Big Brother Instinct: He's the little brother, but god help you if you've hurt his big sister. When it turns out that Wormtongue raped his sister, he beats the shit out of him, then tries to drown him. When he's about sixteen. He also requests - and gets, until Eirian unleashes her revenge - executioner duties for Wormtongue.
Dark and Troubled Past: Lets see... lost his mother, then his father, to Rohirric raiders, then his sister, the only person left who cared for him as part of the pact the Dunlending Chiefs made with Saruman to create his army of Uruk-hai. His childhood nicknames were 'son of a bitch' and 'half-breed', and people routinely beat him up, sometimes trying to kill him while he fended for himself. He went looking for his sister by joining Saruman's forces and is implied to have killed his first man somewhere between the ages of 13 and 15, certainly by 15, then nearly died due to poisoning, then found his sister alive but having spent the last few years being raped by Wormtongue. Really, it's a wonder the poor boy's sane.
Used to Be a Sweet Kid: not a textbook example in that he isn't evil, but he had to grow up very fast indeed.
Eirian Ap Derfel / The Doom Singer
Emrys' sister. It takes a little bit of time, but she's just as Bad Ass as her little brother. And like him is Part Maia and eventually a phenomenally powerful witch.
Bad Ass: Just as much as her brother. In some ways, even scarier. All he can do is kill you. She can make you wish she had.
Dark and Troubled Past: See that of Emrys, but at the age of around 14, became the only parental figure to her 8 year old brother, then was taken to Isengard to be used as a breeder for Saruman's army. She was then singled out by Wormtongue as his 'personal whore' and raped several times a week for four years.
Took a Level in Badass: big time. When first seen, she's an emotional wreck, for obvious reasons. Then, she grants Wormtongue a Fate Worse Than Death. By From Out of the Shadows, she's a confident young woman with magical powers including limited target telepathy.
Beware the Silly Ones: Sure, he seems mildly crazy and harmless, but you have to remember that he is one of the oldest elves alive, and that he has had thousands of years of experience as a statesman and a soldier.
Big Brother Instinct: genuinely loved his little brothers and is utterly furious with Feanor for what he did to them.