It quickly gained a cult following and in 2007, after a number of his stories had been published in The London Paper, Clayton was given a weekly column called 'Soho Stories'. Between 2007 and 2008 Littlewood was invited to appear on BBC Radio London a number of times to read out his stories. However, on two occasions he and his friend, the actor David Benson, were removed from the building for using language that the BBC found to be unacceptable. In January 2008 Clayton was approached by Cleis Press to turn his blog into a book. Clayton delivered his first reading in February 2008 at the LGBT History Month event called 'Between the Covers' (organised by the House of Homosexual Culture) where readers included Neil Bartlett and Maureen Duffy. Clayton was joined on stage by David Benson who provided the character voices while Clayton narrated. Due to the recession in June 2008 Dirty White Boy (the shop) was declared insolvent. "Dirty White Boy: Tales of Soho" was published in October 2008 and the book launch was held in Soho's The Colony Room (one of the last events held there before it closed). Reviews compared the book to the diaries of Samuel Pepys and Virginia Woolf and to Christopher Isherwood's Berlin stories. It was named Gay Times Book of the Year (2009) and was endorsed by celebrities such as Elton John, Stephen Fry, Holly Johnson and Sebastian Horsley. Interviewed in "Polari Magazine" Clayton said, "I've always written diaries. I've kept them for years, but just sporadically, during important moments. So when we had the shop I thought, 'This is going to be an important moment'. I had a feeling we weren't going to be there very long, and I wanted to document the period. We were getting all these crazy people coming into the shop, all these mad characters, but I thought rather than just write it as a diary I would post it on MySpace. It was the first time that I'd shown anybody what I had written." In December 2008 Clayton appeared on stage at the Freedom Bar in Soho reading from "Dirty White Boy: Tales of Soho" alongside Sebastian Horsley. In April 2009 Clayton turned "Dirty White Boy: Tales of Soho" into a play. It premiered at the Trafalgar Studios in London's West End and starred Clayton, David Benson and singer Maggie K de Monde, featuring music from Martin Watkins. It sold out.