Does having red itchy eyes mean i should start wearing reading glasses?

Not necessarily: Allergic conjunctivitis seems more likely with limited information and among a variety of other conditions. Checking your vision is always a good idea, otherwise, and specifically if having hard time reading or headaches.

Not related: Whether a person would read better with reading glasses is an optics (physics) problem. Eye redness is most often a problem of allergies or viral infections, less often of non-viral infections, and rarely due to inflammatory disorders of the body. Itchy eyes is most often related to eye allergens and eye irritants, but itchy eyes can be due to dryness (decreased tears) or viral infections too.