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- Rob and a celebrity guest 'travel back in time' and reminisce about that era. In order to return to the present day they will have to complete a level of an iconic computer game from each period guided by games-mistress Peggy.
- Rob travels back in time with reality TV star Scarlett Moffatt, stopping off to play classic games such as Pac-Man (1980) while taking in the music, fashion, toys and pop culture of the times.
- Rob is joined by People Just Do Nothing (2014) star Asim Chaudhry as they travel back through time stopping off in the late 1990s to play classic games like Sega Bass Fishing (1999) while taking in some of the sights, sounds, fashion and news of the period.
- Comedian Josh Widdicombe joins Rob to play video games from the late 1990s, dressing in fashions of the day and reminiscing about some of the biggest movies, music and crazes of the period.
- Countdown (1982) arithmetician Rachel Riley joins Rob for a trip down memory lane as they play classics like California Games (1987) while taking in the news, TV, fashion and music of the period.