A similar situation happened to someone I know. the elders wanted a former jw to say that her exhusband was free to remarry. She refused for some time. The elders forbade the exhusband jw to date a jw sister till he was free to remarry. This went on for a couple of years before the elders gave the go ahead for them to remarry. It was so funny though because the jw sister who wanted to marry the exhusband jw said "Isnt it wonderful how Jehovah teaches us patience and to wait on him".
Give me a break!
I was told the elders even staked out the exjw womans house and had seen a man coming out the house in the morning. Apparently this wasn't good enough though because the woman had her kids in the house too and so there was a shaperone of sorts and they didn't know for positive there was anything going on. The exjw woman stuck to her guns and wouldnt say he was free. I dont know why in the end they were given the green light to marry but it took like 2 to 3 years.