It sounds like you are dealing with inflammatory acne. For painful, red pimples, a combination of topical treatments works best. You can start with over-the-counter topical creams containing benzoyl peroxide to target bacteria, or salicylic acid to gently unclog pores. A topical retinoid like adapalene is also highly effective at preventing new breakouts. Since the pimples are painful, prescription topical antibiotics (like clindamycin) or oral medications may be needed to quickly reduce inflammation. Please avoid squeezing them to prevent scarring. I highly recommend consulting a dermatologist to get a tailored treatment plan that safely and effectively clears your skin.