SetDirectory["C:\\drorbn\\AcademicPensieve\\People\\Jones"]

imgs=(1->ImageResize[Import@#,400])&/@FileNames["*.jpg"|"*.jpeg"|"*.png"|"*.mp4"]

{1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->}

Sad kid from https://openclipart.org/detail/220590/cartoon-shy-kid:

collage=ImageCollage[RandomSample[{4->}⋃
{1->,1->,1->,1->,1->,0->,1->,1->,1->,1->,1->,0->,0->,0->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,0->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,0->,1->,1->,1->,1->,1->,0->}
],
"Fit",75{32,11.5},Background->White,Method->"ClosestPacking"]

Export["Collage.jpg",collage]

collage2=ImageCollage[RandomSample[
{1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->,1->}
],
"Fit",75{32,11.5},Background->Black,Method->"ClosestPacking"]

Export["Collage2.jpg",collage2]