Add sesame seeds to a large dry skillet over medium-low heat.
Toast, stirring constantly, for 5–7 minutes until fragrant and lightly popping. *Do not let them burn, burnt sesame becomes bitter quickly.
Remove from heat and transfer warm sesame seeds to a high-speed blender or food processor (Transfer to a measuring cup to easily pour into the food processor without spilling)
Add 5 tablespoons oil and salt, powdered sugar and vanilla extract.
Blend for several minutes, scraping down the sides as needed. It will look crumbly at first, keep blending. The natural oils will release and transform into a thick paste.
Blend until fully incorporated and silky smooth.
If needed, add additional oil 1 tablespoon at a time until your desired consistency is reached.
Blend 3–5 minutes total for the smoothest result.