My ass is more 'flexible' than my vagina, so I tend to put in more things anally than vaginally.
Weirdest in my vagina: A small tomato. I also tend to stay away from foods, but as it has a skin, I wanted to try it. It got a bit soggy though because of the heat.
Weirdest in my ass: A bunch of pens and markers, the end of a sweeping brush, the smooth handle of a brush.
I have a bit of a kink of putting weird objects in my ass, so feel free to give suggestions. I'm gonna keep an eye out for more answers on this thread