Rob begins work on 'Plan A' - finding out who Duncan's first love was and asking her to the wedding as his 'plus one'. But when he discovers that she's in a coma, Rob decides to track down his own high school crush, Nicola Dare. Further complications arise when a fun run, a tramp and a five-year-old girl are thrown into the mix, and Rob starts to suspect that Duncan is just better than him...
Rob decides to up the ante. The only way he can upstage his ex, Linsey, and Duncan from Blue in their celebrity magazine wedding pictures is by taking along a celebrity of his own. And who better than George Clooney's ex, Lisa Snowdon? But how can Rob get anywhere near her let alone woo her into being his 'plus one'? Needless to say, Rob's brother, Rich, has plenty of ideas and, with the help of one of his foul-mouthed and scandalously scheming school kids, Rich comes up with a plan to provide Rob with the perfect way of meeting Lisa and bagging her as his date. Except this is Rob and his life never goes to plan...
After a catalogue of dating disasters, close shaves with the law and embarrassingly cringe-worthy scenarios in which he has disgraced himself in front of celebrities and models, Rob decides to give up looking for the perfect 'plus one' and avoid the wedding entirely. That is until he hooks up with vivacious multi-millionairess, supermodel, biochemist, Astrid, who is just crazy for him. Rob's finally found someone who will help him upstage the bride and groom after all, and live on T4 to boot! But is there really such a thing as a rich, brainy, beauty that would really want to go out with someone like Rob?