I've tried searching the forums and keep finding conflicting information. I want my sim to ask his crush to break up with her boyfriend, I know I've done it before but they have a pretty high friendsh...
Their romance bar must be completely full and they both have to be in a flirty mood for the option to appear *Edit* If you still don't see the option, you could always play as the other sim and while playing as them have them break up with their boyfriend