A flexible skirt assembly for a trailer, such as a trailer, is provided. The flexible assembly includes a first bracket and a first arm attachable to an underside of a vehicle, and a second bracket and a second arm attachable to the underside of the vehicle. A skirt body may include a first side and a second side. The first side of the skirt body attaches to the first arm and the second side of the skirt body attaches to the second arm. The first arm, second arm, and skirt body may be made of a flexible material.