The first of the two "Stories" games in the Grand Theft Auto series, which were both made for the PlayStation Portable and later ported to PlayStation 2. The story takes place in 1998, a few years before the events of III, and follows a younger, slimmer Toni Cipriani's rise to power in the Salvatore crime family. And it's not easy. Things get messy, with uncooperative mayors and families from the Old Country wanting in on the action.
Tropes of this game:
Accidental Misnaming: As Salvatore warms to Toni, he starts calling him "Anthony" out of endearment. He never does get it right.
Broken Bridge: At the start of the game, the bridge to Staunton Island is still under construction (and remains so for the entire game — eventually, enough of the bridge is completed for you to drive across it), the drawbridge to Shoreside Vale is stuck in the "up" position (as it was in III), and the ferry between the three islands is closed due to a strike.
Darker and Edgier: Somewhat. Mainly because the level of cruelty in the game is quite high, even more than its predecessor. Several missions includes doing atrocious acts: bomb the area of a city (Fort Staunton), shoot up a university full of student activists(!), stealing corpses for Donald to munch on, dismember a man with an ax and then carrying his remains to a butchery, etc.
Elvis Impersonator: Toni himself, when wearing the "King" outfit that you win by completing the final mission. Although he doesn't imitate Elvis Presley as much as just dress like him.
Paulie Sindacco, one of Toni's more prominent enemies, is definitely this trope.
Evil Versus Evil: In case you have doubts, ALL the characters (protagonists, antagonists or minors) are villains, jerks or sociopaths, all. Toni is a ruthless and somewhat insane mobster who does not hesitate to commit atrocities for their own benefit or to satisfy their bosses, Salvatore is extremely vindictive and shows traits of paranoia and narcissism, and Donald is cannibal and corrupt.
Futureshadowing: This game runs on it. Perhaps most significantly, Salvatore's uncle mutters under his breath, "Every dog has day...", suggesting that the Leones' days are numbered. This indeed happens when Salvatore is later killed by Claude.
Gayngster: Kazuki Kasen, to hear his wife tell it.
I'm a Humanitarian: Clarification is given of what goes on at Donald Love's 'morgue parties'. See what we mean by weird?
Insurmountable Waist-Height Fence: Toni can't climb, and often needs a car to give him a boost. Considering that the last GTA game averted this, it's rather annoying. Especially since many of the hidden packages are in high places, requiring you to get creative with vehicles to get them. One of them requires blowing up an entire section of the city.
Jerkass: Almost all the characters, including Toni himself sometimes, but this is specially in the Toni's mother (until its redemption), J.D. O' Toole, Vincenzo Cilli and Paulie Sindacco.
Midlife Crisis Car: At one point, Salvatore Leone shows off a "fully loaded, top of the line" sports car to Toni. Maria, riding shotgun, humorously responds by claiming to "smell" Salvatore's mid-life crisis. The car is later found wrecked not far from where Salvatore showed it off.
The Missingno.: Helicopters can be flown in LCS, they just aren't lying around. Through exhaustive effort, you can hijack one in midair during the "False Idols" mission. It can even be crammed into a garage.
Mission Pack Sequel: While the controls are different from those of GTA III (similar to San Andreas), Liberty City is largely unchanged.
Mob War: The Leones vs. The World, basically. Every rival family in the city and even their Sicilian precursors are gunning for them.
The Nineties: The game is set in 1998, and while the late 90's atmosphere isn't as blatant as Vice City's take on the 80's, there are a lot of shout outs to the late 90's such as CD's, Y2K, and the early days of the Internet.