Experience in the first sentence is a noun. Each guy has one experience with leather. Keep it singular.
New words, one handy idiom, and a 2-minute quiz — delivered to your inbox to keep your streak alive.
Leather jackets are most guys' sole experience with leather.
Should 'experience' be plural? No, "sole experience" means that their only experience with leather is with leather jackets. Each guy experiences leather jackets - why would you suggest there i