In the first one, Random Jon and his mother-in-law appear in support of his wife Louise as she scoops a tidy win on a 2005 episode of BBC1's The Lottery Show. Dale Winton calls him "a bit camp", which is a pretty funny thing to be called by Dale Winton.
Then there's this appearance on Chris Tarrant vehicle It's Not What You Know in 2008, which is honestly maybe the most contrived quiz show format i've ever seen, apparently involving the contestants trying to defeat Johnny Ball, Dr Fox, Toby Young, Brian Sewell and Miranda Krestovnikoff at knowing the answer to trivia questions.
The couple seem to be doing quite well, but i have no idea how it all turns out because the uploader didn't manage to tape the whole thing. The highlight is probably Random Jon hilariously pretending to find Tarrant's crap jokes funny, and also mocking his frankly weird impersonation of Sylvester Stallone.
Thanks to Rachel for both of these.