In a medium mixing bowl, whip the cream cheese with a hand mixer for about a minute to smooth it out and lighten it.
Make a well in the cream cheese, and in the center of the well, pour in the whipping cream. Beat just the whipping cream portion until soft peaks form, then combine with the cream cheese.
Add vanilla and condensed milk. Stir until all ingredients are combined and has created a thick cake batter consistency. Set aside.
Make the Oreo/cookie cream sandwich crumble by blending 10 whole Oreos in a food blender* until you get coarse but mostly small, ground crumbs (some larger bits are ok, just not going for fine-sandy crumbs.) Add to a bowl of 2 tablespoons of melted butter, and mix well until all crumbs are coated.
Grab five 6oz clear cups (or jars would be cute) and measure out about 1 teaspoon of crumbs on the bottom layer, pressing it down into the cup to flatten like a crust.
Then add your cheesecake layer, about 1 ½ tablespoons. Next add a 1-2 teaspoon cookie crumb layer, sprinkled on gently and NOT patted down like the crust, and continue on with another cheesecake layer and finally top it off with a sprinkling of cookie crumbs. Depending on the size of the cups or vessels you use, you should be filling these about two-thirds full. Leave a space at the top because you will be covering with plastic wrap.
All this to say, if you wanted to do thinner layers of cheesecake and add additional third cheesecake layer, you could totally do that (as you can see in some pictures.) The ratio is up to your preferences and how much of an ingredient you need!