With an electric mixer, beat the whipping cream until soft peaks form. Add 1 tsp. powdered sugar and continue beating until stiff peaks form. Set aside.
In a large bowl, beat the cream cheese and 1 cup powdered sugar until smooth.
Fold the whipped cream into the cream cheese mixture until fully combined.
Carefully mix in 1 cup of strawberries.
In a small bowl, combine the remaining 1/2 cup strawberries with the teaspoon of sugar. Mix and let the strawberries sweat for a minute or so.
Top the cheesecake dip with the sugared strawberries.