The Seventh Doctor wore a jumper covered in question marks as part of the costume he chose shortly following his regeneration from the Sixth Doctor. This attire was approved by the Rani, then disguised as Melanie Bush. (TV: Time and the Rani) By the Doctor's own admission, the jumper was "silly". (AUDIO: Harvest of the Sycorax)
The Doctor was no longer wearing the jumper by the events leading up to his regeneration into the Eighth Doctor. (TV: Doctor Who)
Following the Thirteenth Doctor's forced regeneration, the jumper was among the items of clothing worn by the Spy Master during his brief stint as "the Doctor". (TV: The Power of the Doctor)
Petronella Osgood or her first Zygon double wore a replica of the jumper whilst recording their message regarding Operation Double. (TV: The Zygon Invasion) It was later worn by Bonnie after becoming Osgood's second double. (TV: The Zygon Inversion)