Jess was living in Hampshire as her father was sick (he subsequently died) while Rob started work At Berrow Farm (January 2013 onwards). He was going back for weekends, but I think that stopped once Helen had flung herself at him. He then dumped her when Jess came to Ambridge (October 2013) Jess left again after a party she arranged was ruined by Rob being sulky. He'd ordered some food from Ambridge Organics, and when Helen and Krusty turned up to deliver it, Jennifer asked them to stay and serve it to the guests. The party is known for the dressed salmon that nobody touched, and was dropped on the floor at the end. Jess left the next day, and Helen moved in to Bloody Hell Cottage a few weeks later.
Rob went back to Jess for Valentines Day 2014, and as we know now, he raped her. She got pregnant with someone else a week later.