I was rewatching the show yesterday and when he got captured by Cinderella, he absolutely knew what he was getting into. Before he even signed he knew that it was a setup and he’d be caught. The only thing that makes sense is that he wanted to be captured because he knew what was coming and his plans were in motion. That man is omniscient, I swear. There is no other explanation for it.
I agree. They all thought how they were cunning enough to capture him but come on he is the most dangerous man in all the realm. He knows pretty much everything about everyone and he couldnt tell that Cinderella wasnt expecting twins? No, Rumplestiltskin knew exactly what he was doing when he signed that contract.