It is possible you did not complete all of the marriage requirements. There is more you have to do to get married besides having ten hearts. Make sure that you completed all five of his heart events:
Gift Visit
Lunch Date
Gift Visit (again)
Request
Confession
The request is different for each person. Toby will request you bring him a Rock Lobster. You can catch that Spring and Winter fishing off Gull Island.
you should talk to Toby when he on his way to work on a sunny day.
That, or you're playing as a guy, so you wouldn't be able to marry him (that was a joke, by the way)
You give them the blue feather
You can Propose as soon as chelsae or mark arrives, at the hotel
There are very few Harvest Moon games where the bachelors will propose to your character. In most games if you want to get married you must propose using the Blue Feather. Harvest Moon: Another Wonderful Life for the Gamecube Harvest Moon: Boy & Girl for the PSP Harvest Moon: Twin Villages for the DS are the only games where you can get the bachelor to propose to you.
They won't ever propose. Your character must propose to get married. After you complete all the requirments use the Blue Feather to propose to the guy you want to marry.
it is the same way as harvest moon ds you buy the blue feather, get 60 harvest sprites and propose you have the wedding in a week. by elimac3
You need the Blue Feather in order to propose. When you have that equip it in the tool slot, then stand next to the girl, use the Blue Feather like a tool to show it to the girl you want to propose to. She will only accept if you've completed all the marriage requirements.
you propose with the blue feather that you can buy in the shop
The Person you are proposing to will reject the feather. YOU MUST GET 60 SPRITES BEFORE YOU PROPOSE TO A GIRL/BOY IF YOU EXPECT THEM TO ACCEPT.
In all Harvest Moon games the Blue Feather is used to propose to the person you want to marry. However, there are other requirements besides just proposing with the feather. The person will not accept if you haven't completed all the requirements. The requirements are different for almost all Harvest Moon games.
Flora proposes to you. Your kid will be a very playful boy. If Flora doesn't propose to you then it means she has a huge crush on you so, PROPOSE with the blue feather. This works with every Harvest Moon game., if they have Flora and the dig site.
Well on normal harvest moon you have to get their heart red then buy a blue feather from the super market then give it to them
After you've completed all the marriage requirements use the Blue Feather to propose to the person you want to marry. The requirements are: Activate all Heart Events Have at least nine hearts Upgrade your house Get the Blue Feather