In the first of three editions, he embarks on a road trip with fellow comedian Matt Forde to uncover different attitudes to relationships. They start off by meeting a couple who have been married for 54 years to see if they can provide answers. The boys then encounter people who contest the norm when it comes to co-habiting and marriage, such as swingers, and receive an invitation to the wedding of a couple who have six marriages between them. Jon also arranges for Matt to visit one of the UK's leading matchmakers, which leads to two dates in one night
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