My five year old plans to do the asking.

 
“Mom, when I’m older, I’m going to find a boy like Where’s Waldo but without the glasses because that would be weird and I’m just going to say, ‘Do you wanna marry me?’ And he’ll say, ‘Sure’ and that will be it.”

 
Any Waldo would be lucky to have you Chloe.

I just hope you can find him.