Short answer
It shouldn't. Pressure, fullness and an unfamiliar sensation are common, but sharp or burning pain means you need more lube, more warm-up time or a smaller toy. Stop, breathe, and try again another day if needed. If pain continues even when you go slowly, check in with a clinician to rule out issues like fissures or hemorrhoids.
Read the full guideAnal Play for Beginners: Comfort, Safety and First ToysAnal play for beginners, made simple: how to prepare, why lube and flared bases matter, what to expect the first time, and the best first toys to try. Updated November 9, 2026 · All questions