"Hey Damon, we're supposed to be packing you know? Not just standing there," Said Stefan in a sarcastic way with a smirk on his face.
"I know little brother, it's just…." Damon was quickly cut off by Stefan as he came to the realization of what the contents on the drawer were.
"Oh I see, you found his underwear drawer. Wait; is that all just boxers and nothing else?" Stefan remembered back when all he would wear was boxers up until Damon took at look at his underwear and convinced him to switch to boxer briefs. It was the best decision of his life, it might sound silly but he really felt the difference and thought these new boxer briefs flattered him more.
"Well you remember how I made you switch, I thought maybe we should help Jeremy out with his horrid choice of underwear." Damon was quite interested in packing things now.
"How exactly do you plan on doing that without him here? And hey boxers aren't so bad hahaha they just aren't quite as fitting I guess," Stefan raised an eyebrow thinking how he felt a bit embarrassed and insulted by Damon's comment about Jeremy's and his first choice of underwear.
"What if we just accidentally left this drawer behind, without Jeremy knowing, forcing Jeremy to wear whatever we gave him at the house?" Damon was making quite a lot of air quotes right about now.
Stefan was already very guilty of getting Elena instead of Damon and he understood that Damon would very much enjoy this and it would maybe lead to something for him, so he accepted to help him out with the plan. "Sure Damon, if you like I can just pack these up and leave them in your room in the closet?"
Damon was very excited that his brother agreed to such an idea and would let him go through with it. "Since both of us wear boxer briefs, we're going to have to go out and buy him some briefs. Oh wait Stefan; don't you have a couple pairs of briefs somewhere?"
Stefan remembered that he had recently purchased a nice pair of white briefs and a pair of black briefs but he never got around to wearing them since he thought boxer briefs looked better on him, and Elena also agreed.
"Oh yea I do have some! They should still be somewhere in my drawer. Although this all sounds great, I'm still not sure how exactly you expect us to just give Jer new underwear without a reason?"
Damon thought to himself and realized that this was a big problem but he was already in the mind set and they had already gotten to the house. They had put all the boxes in Jeremy's room and unpacked the bigger things. Stefan then realized that the boxes with all of Jeremy's clothes including the underwear were not there. "So you left them on purpose. But what are you going to tell him when he realizes he has no clothes?"
"Little brother, it's called lying, don't you know by now? I'm great at it" Damon responded with a big smirk and a small chuckle.
