Security Guards

Security Guards are one type of armed pedestrian in GTA IV. They are found around some sites of importance like Happiness Island and Port Tudor. They are often seen near green booths that have a sign with the word 'Security' written in red. A notable member is Lenny Crosby. The guards wear a light brown coat and black trousers. They are always overweight and are African-American. They will fight back if the player or an NPC attacks them. Almost all of them are armed with a Glock 22 pistol. This can be one way to get a pistol easily at the start of the game, as beating up the Security Guard opposite Roman's Cab Depot will cause him drop their pistol. Lenny Crosby in Playboy X's Penthouse, however, will not pull out a Pistol even if threatened at gun point or shot. They often complain about something and say things like "When is that damn delivery service going to get here?" and "When are those going to get here and start working already?".

If the cops see a security guard hit someone or fire a weapon, they will shoot him instead of trying to arrest him.

Trivia

 * Their clothing is similar to the police uniform in Grand Theft Auto: Vice City.
 * Strangely, the security guard will flee when you point a firearm at them unless they are trying to attack you, in which case he will pull out a pistol and fire upon you.
 * It is unlikely an untrained security guard (which is implied in-game) would be legally armed. Many security workers are either off-duty police officers, or go through a weapons training program to be authorized for carry.
 * The police will always shoot at, and usually kill, the security guard if he discharges his weapon.