Clara appears to have a crush on him he was unaware of. In Game Horse, when the kids are in danger of being electrocuted, she shouts that she has always loved him. He seems surprised, though he doesn't seem to mind it.
In School Dance, Clara shouts that Gerry looked "great in his suit", then covered her mouth with her hand in embarrassment.
In Pony Car, it is officially confirmed that Gerry reciprocates Clara's crush on him, as he says that he wants to dance with her at the party. He apparently gets nervous around her, as his mouth dried up the last time he tried to ask her to dance. At the end of the episode, he is delighted when Clara tells him she'd love to dance with him.
In Wedding Planners, when the group arrives for the "secret wedding", Gerry says that Clara is his date for the occasion, a fact that she finds surprising.