Go for a pair of shoes that are easy to slip on and off so you don’t have to wear them during the entire movie.
Blankets can also help you make a little more privacy too since you could use them to block out other windows if you wanted.
Pack some bug spray and put some on before the movie starts so you don’t get bit by mosquitoes.
Some older vehicles have bench seats without a center console so you can easily slide up next to your date.
Depending on the model of your vehicle, you may need to remove the backseats completely before you leave. Most drive-ins make you tie your trunk lid down so it doesn’t block anyone else’s view. Bring some rope or cable ties along with you just in case.
If you want to be extra comfortable, set an air mattress in the bed of your truck.