Place raspberries in a bowl, and gently crush them with a fork. Place Oreos in a bag and crush them with a rolling pin until the desired size you like. Set aside.
Place the heavy cream a bowl and whip on high with hand mixer until it forms soft peaks, 3 to 5 minutes.
Add in the condensed milk and vanilla, mix on low until just combined. Taste and add the brown sugar to your taste. Mix in sugar if adding.
Gently fold in the cookies and crushed berries with a spatula. Spoon into a loaf pan or pan of your choice. Freeze for 6 to 8 hours or until set. Scoop and enjoy!
Notes
It helps if you place the hand mixer beaters and metal bowl in the freezer while getting the raspberries and Oreos ready. Having everything extremely cold makes the process faster.