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The Journal of a Brief Wearing Bunny

First Day of School

Chapter 1: Morning Woody

Nothing was inherently special about Dylan, in all honesty. Much like any student, he tried to live his life the best he could, passing classes, making friends, and trying to survive the whole ordeal. He never really stood out, rather blended in with everyone for the most part. Dylan was a male bunny, standing at around 6'3 with shaggy brown hair. He had speckled brown spots over his tan fur as well.

The sun was just barely starting to become visible, as it would soon herald in Dylan's first day of being a high school student. Ever since he moved from his old home, he hadn't made any new friends, since he and his family moved in during Summer break. The bunny's eyes would flutter open, almost out of instinct from having to wake up to go to school in the past. The night before, he could barely fall asleep, feeling like hours had passed before he was even sleepy. However, today would be the day that would begin his high school career. As his eyes adjusted to his somewhat dark room, he'd realize that his blanket wouldn't be covering his chest, nor his legs. His head lifted up slowly and moved down, letting out a small sigh as he realized his issue.

Turns out, there was one detail about Dylan that wasn't mentioned earlier. Dylan sported a massive 20 inch long, four inch wide erection. His balls were also the size of small beach balls, which was certainly much larger than average for a bunny. Even when he wasn't hard, his cock was 7 inches long, which made him sport an impressively sized bulge in his pants.

For now though, Dylan's entire blanket was covering up his aching morning wood. Dylan felt his face flush slowly as he slowly reached a hand forward. He let his fingers stroke his massive shaft a bit, making the blanket shift some. He could already feel the wet spot of pre form under his blanket.

Unfortunately, after letting a few more strokes out, his door opened widely, showing the silhouette of his mother standing in the doorway. He let out a yelp and jerked his hand away, looking to the shadowy figure. She never was good at knocking before entering his room.

"Dyl, baby, time to get up- oh!" She began, staring wide eyed as she caught her son beginning to masturbate. However, instead of chastising him, she'd giggle and cover her mouth with a hand. Dylan couldn't help but look away in an awkward manner, a deep red blush growing on his cheeks. "Well, looks like you're already up, aren't you?" His mom would tease, turning away after her wake-up call. "Hurry up and get dressed, Dylly, school starts in an hour!"

Dylan merely nodded, watching as she left the door frame. He'd let out a groan as he flopped his head backwards onto his pillow. Waking up with an aching erection was one thing, but it was another when you couldn't even get rid of it. Still, he knew that it would die down eventually. He just hoped it would happen soon. Dylan hobbled to his feet, his erection drooping downwards some as the bunny managed to stand on his feet. It was a little awkward to walk while managing an enormous rod, but he's had experience.

The bunny made his way to his drawers so that he may put on some underwear. As he pulled open a drawer though, he'd scan around, starting to grow nervous. There was not a pair in sight! Did his mom do laundry and forget to stock his dressers? Just as he was wondering if he should go commando, another figure entered his door frame. A much larger, burlier one. Dylan peered over, his ears drooping some.

It was Roger, one of Dylan's older brothers, the second oldest sibling in their house. He was just a couple inches taller than Dylan, standing at around 6'7. His hair was short and blond, his fur being a more solid tan color. He also played basketball, which was evident due to how muscular he was. He was also starting his senior year of high school. Roger was already dressed, wearing a pair of jeans and a basketball jersey. He also had a large grin on his face as he looked over his youngest brother.

"Aww... is Dylly-Willy's wee-wee giving him some trouble?" He'd tease, sporting a baby voice, laughing after his own sentence. While Dylan sported the most well endowed member of his family by a mile, he wasn't very fit or toned, which made him an easy target for his siblings. After all, a massive thing like that would look good on a body that fit it. On a slender, rather feminine looking bunny boy? It looked ridiculous.

Dylan uselessly used his hands to try and hide his dick, but with no such luck. He gulped and mumbled a bit, "S-shut up, Roger... do you know if mom did laundry yesterday?" He'd ask shyly.

Roger replied with another laugh, nodding. "Yeah, she did. Didn't really get around to handing it out, though. Lucky for you, baby brother, I snagged you you're favorite pair," He'd say, holding up his hands and stretching out a pair of briefs. Dylan's heart sank, realizing just which pair he was holding.

It was an awfully tiny pair of briefs, which a brown waistband and matching lining. The color of the briefs were a bright yellow with white stars on them. And on the front, smiling with a wide, welcoming grin, was the head of Woody the cowboy. Dylan huffed, both embarrassed and somewhat angry. "Roger, I am not wearing those to high school. I'm not a toddler!" He'd say, hiding his warm cock under his hands some. His erection hadn't gone down at all.

Roger snickered and stretched them out some more. "Aw, but mom sewed these just for you a week ago! You wouldn't wanna hurt her feelings would you?" Without waiting for an answer, the buff bunny snapped the briefs at Dylan, who fumbled around to catch them. Roger laughed and walked off. "Hurry up and get dressed, Dylly-Willy, or we'll be late."

The fat cocked bunny shot an ugly glance at his brother as he walked off, peering down to the briefs he had just caught. He stared at the face of the cowboy for a bit. It was almost as if that smile was mocking him. Still, he'd sigh and shake his head. He really didn't have time to argue or dig around for another pair of briefs that were less humiliating. Instead, he stepped into his undies and began to pull them up.

If his undies were made by anyone else, they would've begun to rip the moment Dylan tried to pull them past his giant balls. However, since his mother was a rather talented tailor, the cottony material was very very stretchy. Even as he managed to fold his dick downwards and tug the waistband up, and let his tail poke out in the little hole in the back, the enormous bulge in his silly briefs held together. Still, they were very tiny, so the face of Woody was somewhat warped and stretched out. It didn't help that Dylan was starting to grow into a rather perky butt too, so the rear of his underwear was beginning to wedgie up into him just a tad.

At this point, his erection was starting to go down a bit, so the Dylan sighed and began to actually get dressed. He slid on a pair of simple, baggy jeans, a purple shirt with a yin-yang symbol on it, and slid on a necklace that also had a yin-yang symbol. Dylan looked himself over, combed his shaggy, somewhat long, hair, put his phone and earbuds in his pocket, and left his room.

In the kitchen would be his mother, setting up plates of breakfast for everyone. On the far left was Roger, already eating. Next to him was Stevie, who was just two years older than Dylan, being a junior in high school. He was shorter than Dylan though, only standing at 5'10. He was also the fattest sibling in the house, being much larger, body-wise than the others. His hair was also quite long and brown, while his fur was a dark brown as well. He wore a large stretched out green t-shirt and shorts. After that was the empty seat for Dylan, while on the other side was his barely dressed, very sleepy older sister.

Her name was Melissa and she was the oldest sibling out of the four. She was currently suffering from a very bad case of bed head, her dyed blue hair in every which way. Her fur obviously didn't match her fur, as it would be a light cream color, almost similar to Roger's. She was currently only dressed in a very stretched out Slipknot t-shirt and (hopefully) a pair of unseen panties. She had already graduated high school and was taking a year off before going into college. Their mom didn't seem to mind, and allowed her to do so. Still, she woke her up so that she could experience the boy's first day of high school in their new town.

Dylan was quite thankful that Melissa was half asleep still, barely touching her food as she nodded off. Because while Stevie and Roger liked to prank Dylan, Melissa loved it. She was just more sneaky in her methods. For now though, her only thought was staying awake enough so that their mom wouldn't yell at her. As Dylan ate his food, his ear twitched some as he heard Roger whispering to Stevie, who in turn, would start to snicker. He must've told him about making Dylan wear such silly underwear.

"Oh boys, don't forget to help Dylly out if he needs it! After all, while you two are more experienced with high school, he isn't, so take good care of him!" Their mom said suddenly, ruffling the youngest bunny's hair. Dylan squirmed some as she did as his two brothers laughed a bit.

"Hey, don't worry, Ma, we'll take care of 'im," Stevie said, eyeing Dylan over a bit, his eyes glancing to his pants before going back to his breakfast. Melissa merely grinned, though it seemed to mostly be out of instinct. Hearing their mom call Dylan "Dylly" always got a laugh out of her.

After breakfast, the three male bunnies went to go brush their teeth before gathering their backpacks while their mom forced their sister to go put on a pair of pants and fix her hair. Thankfully, this part was uneventful, as them being put into a schedule again gave the others less time to find fun in embarrassing Dylan.

Soon, the car was loaded up. Three brothers in the back seat, the youngest in the middle, the mother driving, and the half asleep sister in the passenger seat. Dylan could see that Melissa had brushed her hair somewhat, putting it in a style that had it all on one side, like a punk rocker.

"Okay, does everyone have everything? No one's forgotten anything?" Their mom asked. When she got the affirmative from the boys, she'd start the car.

Their mom began to drive the four of them to the new high school, which was thankfully only 10 minutes away. Still, around three minutes in, Dylan realized that he did forget something. In the embarrassment of waking up with morning wood and putting on a silly pair of underwear, Dylan forgot to use the bathroom. His foot tapped a bit as he felt his full bladder inside of him ache to release.

Stevie peered over and saw his foot tapping. He grinned, knowing exactly what was going through the bunny's mind. He leaned over to whisper to his brother, "Dylly-Willy forget to go wee-wee before he left?" He'd say in the same baby tone that Roger gave him earlier.

Dylan responded by shaking his head, whispering back, "I can hold it."

"For how long? Freshmen have to go to an opening assembly that lasts half an hour," Stevie replied. Roger peeked over silently and grinned as Dylan's ears drooped and his eyes widened.

"Half an hour?" He'd whisper in disbelief.

"Don't worry... you can hold it," Stevie replied, nudging him with an elbow and snickering some.

Dylan didn't know if his mom or Melissa had heard the either of them. With the radio being on, his mom was probably listening to that, and Melissa didn't seem to react in any way. The bunny sighed and sat in the middle of his brothers, the trip feeling less like 10 minutes and more like 10 hours. His bladder ached as his bulge twitched a bit in his Woody underwear.

He had no idea how he was going to avoid wetting himself in front of everyone.