Human LoverG 90

This achievement can be done pretty easily using a private server. Simply use the following settings when setting up your server and then invite your friend/booster.

Fairfield County
Demolition Arena
Last Man Standing

Vehicle: Lawn Mower
Damage: Realistic
AI: None

Simply get the person not obtaining the trophy to drive straight forward and into the wall until wrecked. Rinse and repeat until you earn the achievement and then swap with the other person if necessary.