vaginal fluid discharged so it whould flow down a women leg or legs to fill one's shoe or shoes. Should be the effect of sexual stimulation Or " gettin her all wet" without penetration or oral-manipulation.
I knew a girl, she get soooooo wet that she "filled shoes".
To take the place or responsability of someone else.
I cannot play basketball this time, so I 'll have to let my friend fill my shoes.
When you use the same sized condoms as your dad and it fits
"Dude I just tried one of my dads condoms, and to my surprise I filled my father's shoes"