Pour in your condensed milk and vanilla extract and gently fold in until smooth. Do not over-mix! Scoop about a 3/4 cup of the vanilla ice cream into a separate small bowl and set aside.
Fill 2/3 of each place in your popsicle mold with your vanilla ice cream. Using a straw create a hole in the middle of your vanilla ice cream and fill with your strawberry ice cream. Top with remaining vanilla ice cream if you have some left.