Blend gram crackers until crumbled and looks like sand. Fill 1/4 of the glasses with the gram crackers.
Microwave the unsweetened chocolate chips with 1/2 a cup of milk until melted. If not combined completely, whisk until combined. Fill another 1/4 of the cups or glasses equally.
Blend the raspberry’s, sugar, and milk. Pour equally into every cup 1/4 of the way.
Fill the cups the final 1/4 with whipped cream. If you want to add fresh fruit on top, you can.