The celebrated television personality is amongst a host of well-known faces participating in ITV's The Assembly, a distinctive interview series in which a panel of autistic, neurodivergent and/or learning-disabled interviewers quiz courageous celebrities, with no question off limits and no subject out of bounds.
Sir Lenny follows episodes featuring Sir Stephen Fry and Nicola Sturgeon, building on the critical success of the debut instalment, which saw Danny Dyer, David Tennant, Jade Thirlwall and Gary Lineker lay themselves bare to deeply personal questioning.
Now it is Sir Lenny's turn to endure a one-of-a-kind interrogation, tackling subjects ranging from bullying in his past, Comic Relief and the passing of his mother.
Despite having been together for over a decade, the pair have never married, prompting one interviewer to raise the subject.
He was subsequently asked, "Why haven't you put a ring on it then?"
Groaning at being put on the spot, Sir Lenny put his head in his hands and quipped back: "Have you been talking to her?"
He then turns to other interviewers and gasps in shock: "Do they just ask you anything here?"
Elsewhere during the episode, Sir Lenny is asked, "Throughout your life, what is the hardest decision that you had to forgive yourself for?"
The comedian opened up about his time on The Black White Minstrel Show in his response.
The controversial programme ran from 1958 to 1978, with Sir Lenny appearing on it in his teens and becoming the first black performer to feature in 1975.
He recalled the challenges he faced, saying, "It did make me have issues, like you're portraying who you are. My family didn't come to see me ever when I was in that show, and it really weighed on me.
"I did feel like I was stuck and so, it made me down for quite a long time."
