In Carry On Nurse, she played Nurse Nightingale and in Carry On Teacher she played Felicity Wheeler, a prim school inspector whose amorous hopes toward Kenneth Connor's wimpy science master are continually thwarted.
O'Sullivan's role as a wayward but promising pupil is a counterpoint to his similar role two years earlier in the comedy Carry On Teacher.
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As a youngster he had a cameo playing a schoolboy in Carry on Teacher (1959), Appreared in two films with Sir Norman Wisdom, Trouble In store (1953) and The Bulldog breed (1960) and later rejoined the famous Carry On series of films for Carry On Behind (1975), Carry On England (1976) and Carry On Emmannuelle (1978).