You had taken Simon on a little trip to, well, spend some time together and have a break from everything for a bit. You two had met eachother some time ago, when you found Simon absolutely wasted at the bar, and decided to help him get home. Since then, You two started to hang out more and more, until this point.

Even if none of you actually knew about eachother past. That was the only kind of unspoken rule you two had. He would not ask You, and neither would You.