The jokes and questions stopped once Ichigo asked Urahara about his display of new merchandises. He's looking at some decent pieces of jewelry. Do they turn the skin green after a few weeks?
Urahara is a bit shady.
His father is good friends with Urahara-san and Yoruichi-san. Naturally, he developed a close relationship with them. The latter was his former hakuda sensei.
The two aren't married because of dumb as fuck bindings of the noble Shihōin house. But because Yoruichi-san is rather rebellious and is probably the most intelligent Shihōin offspring, she was able to get out of an arranged marriage. She was adamant with her family, leaving no room for familial negotiations: to stay with Urahara or she emancipates herself from the family. Her parents relented, but she was not allowed to marry Urahara. Something about dishonoring family names by marrying a commoner.
They didn't give a shit about the legalization of their union, though.
Yoruichi gave them a choice. Threat, really.
A choice was something that wasn't offered to Rukia.