Twenty Something recounts a year in the life of Jack Lancaster, a go-getting graduate in the city, who is mainly going to get drunk. Inspired by the sage advice of flatmate Fred, Jack endeavours to keep a diary, in the hope that he'll be able to tease out the snags in his complicated life: his disastrous relationship with the luscious Lucy, his dismal job in an investment bank, and his general dissatisfaction with life as a twenty something in the city. Jack sets out to sabotage his career and save his soul. He embarks on a war of nerves with his Latin-spouting boss, dumps his girlfriend and falls head over heels in love with the office beauty, Leila. But when his ex takes up his ginger best friend by way of revenge, Jack's life spirals further into chaos, until a tragic twist of fate sets him on a bumbling journey towards a life less awful.