Jerkass/Fan Works

With Strings Attached has a lot of these: Terdan, As'taris (almost all Baravadans, actually), the Hunter (though he undergoes Character Development), and most especially Jeft. Also, the Dalns gods are Jerkass Gods, though this is only talked about, not depicted.
The Harmon Verse has a couple of these: The titular protagonist, Jack Harmon, being the biggest offender of them all.
Calvin and Hobbes The Series: Although Calvin Took a Level In Kindness, he still fits this trope.
- Sherman even more so.
In The Tainted Grimoire, everyone in Acidwire is this.
In the Katawa Shoujo fic Lilly Epilogue: Family Matters, Lilly's father is this, even apart from the canonical Parental Abandonment inflicted on Lilly and Akira for six years. He is incredibly condescending to Hisao and Hanako, referring to them impersonally and making fun of their disabilities. In Hanako's case, he mocks her timidity and asks if she got her burn scars from catching the oven on fire; considering he was warned in advance and the real reason she got them, this is a borderline Moral Event Horizon. He does apologize to Lilly and accept Hisao in the end, though.
Ronan in Naruto Veangance Revelaitons, in so many ways. He's typically quite arrogant, even towards those he doesn't hold in contempt, and frequently insults his girlfriends and other friends. He also enjoys Disproportionate Retribution, and will kill people who try to stop him from stealing things. The author tried to make Edfred this, but it failed; he's quite popular for standing up to Ronan.
Karma and Corona-Chan in Vore-O-Sensei.
Maggie and Flecko (along with basically all of the other antagonists) in The Buzz On How Maggie Got Fondled By Flecko and Then Got Inside Her Psychiatrist's Head.
Harry Potter in Thirty Hs.