You endlessly cop with the justification that these pieces will never go out of style and will definitely last a lifetime. Of course, that's what you said about the things gathering dust in the back of your closet. "Timeless classic" is a favorite phrase of Internet-centric style, and if you begin to apply this moniker to everything, then it loses its actual meaning. Do your homework and give extensive though to what you truly will wear all your life, and then pull the trigger.
Your wardrobe is full of "timeless classics" from the past six months. The other "timeless classics" got donated.