Disclaimer: I don't own Daria, Jane, Trent, anything really. I own my fingers, this laptop, and my account. That's about it.

I've always really wanted to do a collection of random short writings about Jane and Trent as youngsters, so I think this is finally it! Hope you enjoy! If anyone has any awesome sibling stories/ideas to share, or even any sibling situation you would love to see Trent and Jane in for future chapters, I am definitely open for suggestions and comments, as I am an only child. That makes this so much more challenging! Also, you're more than welcome to use your own imagination for deciding what Trent and Jane may have looked like as kids...it's actually pretty funny to think about, right?

Jane leaned her head against the shaky car window. It was a tortuous drive that had seemed to last forever, and even more strangely, Trent was unusually talkative today. What was he going on about again…?

"Janey, remember that one time when you were really little and you found Wind's stash of dirty magazines…?"

Quickly snapping back into reality, Jane squeaked out a "wha?"

"Yeah," Trent continued lightheartedly, "you even carried it around all day, showing it to everyone in the whole house. I'll never forget that."

Oh. That's right. For some odd reason, Jane found herself victim to a reminiscing older brother, stuck on a road trip to—make things worse—the dreaded yearly family reunion. And every year they just got worse.

Trent let out a slight chuckle. "Oh, and there was that one time you were sleepwalking… you thought you were in the bathroom, but you were really in my room, and you thought my bed was the toilet…"

Any point in trying to ignore the conversation was lost on her now. Her dignity was at stake. Jane's eyes widened in surprise as she fought back the urge to strangle him. She settled, instead, for just a significant "I'm going to kill you and leave your body with our distant relatives" glance towards his direction.

"Oh, Trent, that reminds me… do you remember that time when I scrubbed the toilet with your favorite toothbrush?" she asked, a victorious smile forming.

Trent's eyebrows rose as he quickly looked to her. "…what?"

She examined her fingers, innocently picking at a hangnail. There was also that stubborn paint stain from yesterday. "I said your chin hair looks nice today."

They exchanged glances.

"Keep your eyes on the road, bro. So, why exactly do these childhood memories of yours all stem from my humiliation and debasement?"

He looked away from her. "Janey, don't be embarrassed. We were kids. We did stupid things."

"And, surprisingly, some of us still do," Jane added, maybe a bit too confident. "Oh! I got one for ya, Trent. How about that one time I dressed you up in one of Penny's dresses?"

"Hmm," he calmly breathed, and Jane noted that he maybe looked a little pale. "That…might have happened."

Trent, in reality, remembered it clearly, although he admitted that it wasn't one of his fonder memories. It wasn't easy basically raising your kid sister; Jane was definitely a handful back then...

A tiny Janey tugged at his collar to bring him lower. "Lean over some more!" she demanded. Trent felt tiny fingers all over his face.

"Ouch," he flinched. "Don't be so rough, Janey…"

"Well if you stop moving…you promised you'd let me put make-up on you!"

Trent rolled his eyes. "I know, just try and hurry, okay?"

Jane let go of his face for a minute, still on her tiptoes trying to reach her brother hunkered down on the chair. Trent saw her fingers were covered in lots of colors and residue of a strange powder was smeared on her milky skin. She wiped them on her dirty overalls as her eyes wandered over him. Her messy pigtails bounced as she began to giggle.

"Why… are you laughing? Is it that funny?" Trent asked meekly, positive that he was burning red with embarrassment.

"Nope, you look pretty," she answered truthfully. She reached for his hand. "Come on, now you have to put on something else."

She led him to her small closet, grabbing a strange black fabric and shoving it at him. "Here, put this on."

Trent frowned as he examined the thing. It was a dress… of some sort. It was a small black dress with thin straps. "Janey, where did you get this?"

She bit her lip. "I… found it in Penny's room… just put it on, big brother!"

Before Trent knew it, he was being forced to shove the dress over his head and Jane's pulling and tugging only made it worse. He looked down at himself with the bitter realization that this dress probably wasn't meant to fit comfortably on an eleven-year-old boy.

"Ok, Janey, are you happy now? Please let me see what you've done so I can take all this off."

She giggled with a nod of approval, obviously proud of her work. She followed him down the hall as he stepped into the bathroom. One look into the mirror was enough for him.

He sighed. "I… can't believe I let you talk me into this."

Poking out from all directions of his dark hair were tiny little elastics barely holding his short hair in random pony-tails. Although he felt that Janey did well for her age, her make-up job made him look more like a clown than a girl. Many bright colors were smeared over his eyelids, and his lips were stained with a crooked layer of bright red lipstick. The little black dress looked as awkward as it felt, especially paired with his boyish, lanky legs.

He couldn't help but stifle a laugh at himself. The little girl next to him busted out laughing, too… after all, it didn't take much to make her happy. As long as she was torturing her big brother, anyways.

"You make a real pretty girl, Trent," she squeaked with more giggles.

"If you say so, sis," he said, scratching at the itchy elastics on his scalp. "I've gotta get all this stuff off me, it itches."

"Okaaay," Jane answered sadly with a little pout.

"Let's go back to your room and you can scrub all this make-up off since you put it on."

He reached up to pull an elastic band out of his hair as he stepped into the hallway; he barely took two steps before he realized that Penny was in the hallway, too.

"Um… Trent? What the hell are you doing?"

Wait. Not just Penny. Penny and two of her friends… Trent went red; he had always had a crush on that one pretty friend of Penny's. And she was standing right there, staring at him in confusion, as he was dressed like a… girl.

Luckily, Jane came along to save the day… or maybe make things worse. Trent didn't think things could possibly even get any worse at this point.

She smiled as she clasped onto his leg excitedly. "I helped Trent look pretty. Do you like it, Penny?"

Penny and her teenage friends looked at each other, obviously more amused than sympathetic. The cackles didn't help. "That's pretty cute, Jane. Not bad. I always thought Trent would make a good sister. Hey, is that my old dress…?"

Trent quickly flew past them, making a sharp turn into Jane's room. He ripped the dress off as quickly as he could, wiping off the make-up with the back of his hands.

The door shot open, and thankfully it was only Jane, a nonchalant poise about her as she casually walked to him; naturally, she had no idea how she had just ruined her brother's life.

"You're making it worse, you're smearing it everywhere," she scolded.

"I'm trying to get this crap off me!" Trent shouted, continuing to remove the stubborn make-up. "I can't believe they all saw me!"

"They loved it, big brother! Can we do this again sometime…?"

"NO!"

"Those were the days, huh, Trent?" Jane said with a smirk. "I don't think I ever remember you being so embarrassed."

Trent coughed. "Well, I'm glad it made you so happy."

"Now you see how it feels, don'tcha, Mr. Memory Lane?"

They looked at each other again, chuckling at each other's expense. Jane looked back out the window. Perhaps this wasn't such a horrible road trip after all…

"Alright, now it's my turn again. Time for another embarrassing Janey story."