have u make all of ur house extensions??

if not better make it first before u marry him

The same exact thing hapened to me! I cant Marry cliff either. You might want to try getting the bath tub from the t.v. shopping network. Cliff is probably the hardest guy to marry is the game. Cliff is also shy so his red heart may take a little time to settle in. I know what your going through, trust me. its so frusterating. You'll just have to keep looking up cheats and stuff. I know there are codes that automaticly make him marry you. Or try going to the winery between 6 and 7 pm on a monday, in the summer.
The worst thing you could do to your relationship with him is trigger a rival event. But if you haven't triggered any so far or only the first two, you shuld be fine.

im the cliff master u must have seen all heart events have him 2 a red heart,alll house extensions,evrything except the power berry on the shopping network,i married him on i think the third year because hes so difficult.by the wat that cut sence is a heart event thats not how u marry him

Cliff is gone... he's permanently gone... Cuz I didn't invite him to the wine thing