You're right, Ian is being deliberately contradictory here. What's interesting is that he's fully aware Michele has every reason to be upset, yet he keeps pushing because he's hoping to provoke a particular reaction from him. It's less about the flowers themselves and more about Ian's expectations of Michele and his own deeply rooted distrust. It doesn't make his behaviour fair...but there's a lot more going on beneath the surface than it initially seems ( ̄∇ ̄")

Ian keeps saying he and the servant are the same person but now he's changing his tune over some damn flowers??? I like him but he can shove his dried-up flowers up his ass