| 2 Mill Club (Silver Trophy) | Get "Pain in the Park" and "D-Town Destruction" |
| Affliction Addiction (Gold Trophy) | Get One 100 Million Points in Downtown |
| Attention Spam (Bronze Trophy) | Attention Spam Bronze Trophy Get every type of PAIN (Groin, Head, Arm, Hand, Leg, Foot and Body) combo in Paindemonium, Aftermath, Block Party, Demol |
| Combo Mambo (Bronze Trophy) | Get 15x Combo in Paindemonium, Aftermath, Block Party, Demolition |
| Constipated (Bronze Trophy) | Get 100 strikes in Bowling |
| D-Town Destruction (Bronze Trophy) | Get 2,000,000 score in Paindemonium and Aftermath |
| Dude Abides (Bronze Trophy) | Use "The Dude" to score 30 Strikes in Bowling |
| Grenade-a-Maid (Bronze Trophy) | Get Exploded 200 times with any female launchable add-on character |
| Harder Dick's Balls (Silver Trophy) | Get all of Dicks Balls in the Block Party Dumpster without reset |
| Horsin' a Clown (Bronze Trophy) | Take the Clown for a ride on the Roller Coaster |
| King of Pain (Gold Trophy) | Get all of Pains Trophies |
| Ninja pwn (Silver Trophy) | Hit the Target Stuffed Ninja in every Amusement Park Mode |
| Pain and Mane (Bronze Trophy) | Play 100 games of Horse or Trauma |
| Pain in the Park (Bronze Trophy) | Get 2,000,000 score in Abusement and After Hours |
| Rodeo Clown (Silver Trophy) | Use Ed to Explode 500 barrels in Clown Toss |
| Trill (Sliver Trophy) | Get Painful Bullseye Trophy with Scurv Dogg or Hung Lo add-on characters |
