You may have missed it, but Eugene is holding not one, but two ice cream cones in the trailer. Is Eugene finally getting to meet the "real" Stephanie? (You can read all about that here.)
Later in the trailer, we see another glimpse of this same scene. Eugene's holding two empty ice cream cones, hinting that the person never showed. Someone is packing up the surrounding chairs.
Did someone stand Eugene up or is this a dream sequence?
Remember, the last time we saw Eugene, he was in a lot of trouble for (rightfully) punching Pamela Milton's entitled son. So, it's a bit weird seeing him out and about and free for a moment in this trailer. There's another small moment in the trailer that shows him alone, seemingly living on the street, gathered by a fire for warmth.