A system includes a first webbing payout sensor and a seatbelt wear condition module. The first webbing payout sensor can detect a first webbing payout of a seatbelt associated with a seat of a vehicle. The first webbing payout is a first length of webbing of the seatbelt dispensed from a first retractor of the seatbelt. The seatbelt wear condition module can identify whether the seatbelt is worn correctly based on the first webbing payout. The system may further include a second webbing payout sensor that detects a second webbing payout of the seatbelt associated with the seat. The second webbing payout is a second length of webbing of the seatbelt dispensed from a second retractor of the seatbelt. The seatbelt wear condition module identifies whether the seatbelt is worn correctly based on the first webbing payout and the second webbing payout.