In 1966, Roberts opened a store called Kleptomania on Kingly Street, Soho, with partner Charlie Simpson. The shop sold Victoriana and military wear. Customers included Jimi Hendrix and The Who. In 1967, a second Kleptomania store opened on Carnaby Street. Tommy was a natural publicist and to open the Carnaby Street store, he hired a dustcart to godown the street, ridden by the Kleptomania beautiful people. In 1969, Roberts took over a hippy outlet called Hung on You, operated by the fashion designerMichael Rainey at 430 King's Road in World's End, Chelsea. With Trevor Myles, Roberts reopened the premises as Mr Freedom with a pop art concept using bright colours and designs by a team including Pamla Motown. In December 1970, Roberts and Myles moved Mr Freedom to larger premises in Kensington, selling comic-strip clothes with kitsch homewares and "fun furniture". In the basement was restaurant Mr Feed'Em. In 1971, Cecil Beaton included Mr Freedom garments in the exhibition Fashion: An Anthology. After the closure of Mr Freedom in 1972, Roberts opened the boutique City Lights Studio in Covent Garden. Among its customers was David Bowie, who wore a City Lights suit in photographs included in his 1973 album, Pin-Ups. Around this time, Roberts provided advice and a lawyer to Vivienne Westwood and Malcolm McLaren, who had taken over 430 King's Road and opened a store called Let It Rock.
Music management
In 1974, Roberts and partner Willy Daly moved into music management, handling the careers of 1960s star Arthur Brown and the art-rock band Kilburn & The High Roads.
Antiques, furniture and collectibles
In the late 1970s, Roberts operated in the antique trade. In 1981, he and partner Paul Jones opened a homewares and furniture outlet called Practical Styling at Centre Point on St. Giles High Street, Central London. Identified as pioneering "high-tech" design, Practical Styling caught the post-modern spirit of the times as exemplified by Memphis Group and fused it with British kitsch and American hardware, selling day-glo-coloured metal dustbins, diner crockery, luncheonette fittings and rolls of carousel flooring as well as yellow and black vinyl stools, palette-shaped coffee tables and plastic poodle lamps. From 1995, Roberts sold original art and design collectibles at his store, Tom-Tom. In 2001, Roberts opened Two Columbia Road in Hackney, east London, selling contemporary furniture and artefacts. He retired in the middle of the same decade.
Legacy
Design products sold through Roberts's boutiques – in particular Mr Freedom – have become collectible and have appeared at various auctions. Marc Bolan's Mr Freedom jacket was featured in a Christie's popular culture and entertainment sale in June 2011. Paul Smith contributed the foreword to a book about Roberts's life and career, Mr Freedom – Tommy Roberts: British Design Hero, by Paul Gorman, published in July 2012.