Oliver’s Obsession

Summary: Oliver has it all, money, friends, everything, but he has a 
secret, he has a diaper fetish. What will happen to this teen when he 
gets seen buying diapers by someone he knows?

Setting- Ottawa, Ontario, Canada

It was a start of a new year for Oliver. School was starting tomorrow 
and he had a lot to do. He had to go back-to-school shopping. His mom 
gave him $300 to buy new clothes and school supplies.

“Thanks mom, don't worry about coming with me to go shopping, I think 
I'm old enough to do my own shopping," said Oliver.

"Okay, honey, don't come home late, though. I want you home before 
supper time," lectured his mom.

"Don’t worry about it," Oliver said as he was putting on his shoes.

Oliver was going into grade 9, his first year in high school. He 14, he 
had short blonde hair; he usually spikes his hair with gel. He has 
bright blue eyes, he had abs, and he was a good-looking guy. In his 
life he got whatever he ever wanted, for he was an only child. He had a 
lot of friends and he was really popular. He did have a girlfriend, but 
they broke up a while ago, now they hated each other. He had a perfect 
life.

Oliver decided he would go to Bayshore Mall to do his shopping. He 
waited at the bus stop for a bit; it was really hot out. Oliver wore a 
T-shirt and athletic shorts and Converse shoes; of course he wore 
expensive clothing. The bus finally came after what seemed like a 
million years (not literally). He sat at the back of the bus and it 
took him about 20 minutes to get to the mall. The mall was packed as 
usual, but that didn’t stop him from waiting in the longest lines to 
get the new clothes that hit the shelves. Oliver had already spent $150 
in the first hour.

He needed to use the washroom so he went into the first washroom he 
saw. He walked in he walked past two teenaged boys that were stationed 
at a changing table. One of the boys was changing the other one’s 
diaper. This really confused Oliver. This was the first time he saw 
someone wearing a diaper that was his age. Oliver couldn’t help but 
burst out laughing. These boys were about the same age as Oliver and 
they still wore diapers. Oliver was laughing so hard and really loud.

He finished using the bathroom and when we went to wash his hands one 
of the diaper boys approached Oliver.

"Do you have a problem with me and brother wearing diapers?" asked the 
diaper boy.

“Ha-ha, of course. Why would someone wear diapers at your age?" Oliver 
said.

"It’s called a bladder problem, you little punk,” yelled the diaper 
boy.

“Well, the least you could have done was changing in private, you big 
babies," Oliver said with a big grin on his face. Oliver was known to 
be a loudmouth and he never knows when to stop. Oliver knew he went too 
far. The diaper boy picked him up and sat him on the changing table. 
The other diaper boy held Oliver down as the other pulled down Oliver’s 
Shorts.

“Stop, you fucking bitch!" yelled Oliver. They pulled down his blue 
boxers and they pulled out a diaper out of their bag.

"No! Please let me go, I’m sorry, I won’t make fun of you guys 
anymore," pleaded Oliver.

"Heh heh, too late for that baby," said the diaper boy. Oliver was 
trying to get away but these boys were strong. They poured baby powder 
all over his penis. He taped up the diaper and they took his shorts and 
boxers and they ran out.

"Haha, fools, I guess they didn’t know about all the new clothes I just 
bought." Oliver looked at his diapered self in the mirror. Oliver 
actually liked the feeling of wearing a diaper. He felt himself getting 
hard. He left the diaper on and he pulled out a new pair of jeans from 
his bag. Oliver felt the diaper between his legs.

Oliver's next stop was Wal-Mart to buy some school supplies. He walked 
around the store and was able to get everything on his list. On his way 
to purchase his items, he passed by the baby section, he sort of passed 
by it... then he stopped and turned back and looked at all the brands 
of diapers. He got another hard-on just by the smell of the baby stuff. 
He was in heaven. He really wanted to buy a package of Attends and 
Goodnites, but he couldn’t risk being caught buying them. He just put 
the package of diapers in his cart and he covered them with the stuff 
he was buying. Oliver wandered around the store more. He was waiting 
until the store got a little less busy. After an hour of waiting he 
waited until no one was around. He moved quickly to the checkout. 
Oliver didn’t even look at the cashier. Oliver was really nervous.

"Are these Diapers for you, boy?" said the male cashier.

"Umm, well, you see... ughh, ummm..." said Oliver was hesitating.

"No problem, kid, I used to wet the bed before, don’t worry," said the 
cashier. Oliver's face went beat red. Oliver checked to see if anyone 
was around. He looked over. There was a boy standing at another 
checkout. The boys was wearing all black; his black hoodie covered his 
face. Oliver was really embarrassed now, the boy dressed in black 
walked out of the store. Oliver was hoping it wasn’t someone he knew. 
The boy wearing black must have been there the whole time and Oliver 
didn’t notice. Oliver really wanted to know who this hooded kid was. He 
couldn’t have been any older than he was. Oliver took his bags and went 
to the bus stop. He waited for a good 10 minutes when the bus finally 
showed up.

He got on the bus and sat at the back as usual. During the bus ride, 
the bus pulled over to pick us some more people and one of them was the 
mysterious hooded dude. Oliver got a clear look at the dude’s face. He 
had green eyes and his bangs covered one of his eyes. Oliver made eye 
contact with him. He looked at Oliver and grinned. Oliver looked away. 
He knew about his new liking for diapers. "Hopefully he didn’t go to 
the same school as me," Oliver said in his head.

The hooded dude got off before Oliver did. Oliver forgot he was wearing 
a diaper the whole time. He looked down and he noticed that the diaper 
bulged through his pants; it was so noticeable. Oliver freaked out. He 
had been walking around and it was obvious that he was wearing a 
diaper.

When he got off the bus he held his bags to cover his bulge. He walked 
home and once he got home Oliver went into his room and locked the 
door. He put all his new clothes and school supplies away. He hid his 
diapers in his secret box. His box was a giant chest that only Oliver 
had the key to. What a convenient hiding place. His uncle jack was the 
one who gave him the chest. Supposedly he found it on a island in the 
Caribbean. He didn’t want to risk being caught wearing a diaper so he 
took it off and tossed it in his chest and he went down for supper.

"So, did you have fun, honey?" asked his mom.

"Ya, it was pretty fun," replied Oliver. He finished his supper and he 
took a shower. He got out of the shower and wrapped a towel around his 
waist and went into his room. He locked the door behind him. He grabbed 
a diaper and some powder and he opened the diaper and laid it on his 
bed. He sat on the diaper and he poured powder all over his already 
hard penis. He tapped up the diaper. He put on a T-shirt and lay down 
under the covers of his bed. He loved the feeling of the diaper between 
his legs. It made him think of when he was 5 and he used to wet his bed 
at night. Oliver went to sleep dreaming about being babied by his 
mother and father again.

BEEP BEEP BEEP!

Oliver's alarm clock woke him up. It was the first day of school. He 
got out of bed and noticed he was wet; he was really surprised. He 
stopped wetting the bed when he five. He didn’t understand why it was 
happening again. He peeled off his soggy diaper. He took off his shirt 
and stepped into the shower. He took a quick shower. He dried off and 
went into his dresser. He took out a shirt, a hoodie, a pair of jeans 
and boxers. Oliver was wondering if he should wear a Goodnite to 
school. Oliver really liked thrills, plus he was remembering sometimes 
the teachers wouldn’t let students go to the bathroom if they didn’t 
complete all their work. And knowing Oliver's lack of concentration...

"Okay! I’m gonna do it," Oliver said to himself. He opened his chest 
and opened a package of Goodnites disposable underpants. He grabbed two 
just in case he wet and needed to change. He slipped on his Goodnite 
and put a pair of boxers over them. He pulled up his pants and put on 
his shirt and hoodie. He got himself all ready for school. He went 
downstairs and his mom had made him breakfast.

"Good morning, honey, hurry up and eat or you'll miss your bus," his 
mom said.

"Okay, mom," Oliver said as he started towards the table. He wolfed 
down his pancakes and drank a big glass of milk. He grabbed his 
backpack and headed out the door.

"Bye mom, see you after school."

The air was warm outside, the sun shined brightly. He went to the bus 
stop, and all his friends were there.

"Hey Oliver, what’s up?" his friend Tony said.

"Not too much, I’m so friggin’ tired!" said Oliver. They chatted about 
their summer vacation until the bus came. They rode the bus. The bus 
stopped in front of their school and Oliver went to go see where his 
homeroom was.

"Hmmm, my homeroom is upstairs," Oliver mumbled to himself. Oliver went 
to his homeroom. He got his class schedule and a new locker. During the 
first period, he needed to go to the bathroom bad.

" Mr. Noel, may I use the washroom?" Oliver said.

"Make it quick," Mr. Noel replied. Oliver left the classroom and he 
headed towards the washroom. On the way to the bathroom he saw someone 
very familiar. The mysterious black-hooded dude from the convenience 
store had walked right past and gave Oliver a very big grin. Oliver 
eyes went wide. If this kid told anyone of his secret that would be the 
end of Oliver’s reputation. When Oliver looked back to see the black 
hooded dude, he was gone. Oliver was confused.

"That guy is fast," Oliver said to himself.

Oliver went into the washroom and he went to one of the urinals, He 
unzipped his pants and he just remembered he was wearing a Goodnite. 
Oliver headed back to the classroom while peeing in his Goodnite. 
Oliver got back to class.

It was 12 and the lunch bell went. Oliver got up from his seat and his 
Goodnite was really wet and soggy. Oliver ran to his locker and grabbed 
his bag and he went into the washroom. He went into one of the stalls 
and pulled down his pants and boxers. He removed the Goodnite and he 
took out wipes and powder. He cleaned his already hard penis, and he 
cleaned his testicles and butt. He pulled up the Goodnite and he poured 
powder down his Goodnite. He pulled up his boxers and his pants and he 
sprayed Axe body spray on him to get the smell of baby off him. He hung 
out with his friends a bit. He was a little nervous of the mysterious 
black-hooded kid.

After lunch he had religion and it was really boring. Next was phys ed. 
Oliver went to his locker to get his gym clothes. He met up with his 
friend Carlos and they went to gym class together. They went and sat on 
a bench that was up against the wall and they waited for their teacher 
to take attendance. Their teacher had gray hair and he had a very loud 
voice. After they took attendance they were told to go get changed for 
gym. Mr. Kay opened the door to the change rooms and all the grade-nine 
boys went inside. Oliver waited until everyone was gone out of the 
change room. Once Oliver thought he was alone, he pulled down his pants 
and he was unaware that he accidentally pulled down his boxers, too. 
Right at that moment he heard a voice.

"I guess the bedwetter also wets during the day," said the voice. 
Oliver didn’t know where the voice was coming from until a hooded boy 
came from behind the lockers.

"I don’t know what you’re talking about," Oliver said as he was still 
unaware that he was only wearing a shirt and a Goodnite. The hooded boy 
laughed, ”I’m sorry to tell you this, but you are standing in just a 
shirt and a Goodnite.” Oliver looked down and he turned beat red.

"Please! You can’t tell any of my friends, wait...anyone in this school 
about this!" Oliver pleaded.

"Heh heh, don't sweat it, but in return you have to let me sleep over 
at your house," said the hooded kid. Oliver was confused. Why would he 
want to sleep over, but Oliver didn’t care, he would do anything to 
keep his secret from being public. Until next we meet Oliver, the 
hooded kid left the change room. Oliver finished his phys ed class and 
he pissed his diaper in the last 5 minutes. Oliver finally knew the 
name of the hooded kid finally; his name was William.

Oliver wore a Goodnite to school every day and a diaper every night, 
Oliver had started wetting his bed again. Oliver was worried what his 
mom would say if she found out, so he would have to stay in diapers 
until his wetting had stopped. On Friday, Oliver got home from school 
and called his parents told him that William was going to be sleeping 
over. Oliver watched TV until he heard the doorbell. Oliver opened the 
door and it was William.

"Hi, William, come on inside and you can put your stuff in my room 
upstairs," Oliver said. They went into Oliver’s room.

"I rented a movie and a video game. My mom ordered pizza and we can go 
on the computer, too," Oliver explained.

"Sounds good," William replied.

Oliver heard the door bell ring again. "Hmmm, it must be the pizza man; 
I’ll be right back.”

Once Oliver was gone, William took out his camera and went into 
Oliver’s drawers and found the key to his chest. William opened 
Oliver’s chest and took pictures of all his diapers and stuff inside 
his chest. William also went into his underwear drawer and he found a 
bunch of boxers but at the very back of the drawer was an assortment of 
cartoon undies. William took pictures of anything that he could 
blackmail with. He put his camera back into his bag and waited until 
Oliver was back with the pizza. They ate pizza and watched their movies 
and played their games until midnight. When Oliver wasn’t looking, 
William kept putting sleeping pills into Oliver’s drink. Oliver was 
getting sleepy.

"I’m going to get ready for bed now," Oliver said. Oliver went into his 
chest and took out a changing mat, a diaper, baby powder, and wipes.

"Hey, since your here, do you think you can help me into this diaper?" 
Oliver asked.

"Can't you do that yourself?" said William.

"I could, but I always wondered how it would feel if someone else 
changed me," explained Oliver.

"Oh okay, I guess," William said. William would have to agree with 
anything if he wanted to get some good pictures. William unfolded the 
changing pad and Oliver sat on the mat and William removed his pants 
and his boxers and slid off his soggy Goodnite. William cleaned his 
genitals and Oliver’s small penis went erect.

"Someone’s enjoying themself," William said. William kept himself from 
laughing. Oliver had such a small dick. He unfolded the diaper and 
slipped it under Oliver’s butt. William poured powder on his genitals 
and then taped up the diaper.

"There you go, baby Oliver," William said. Oliver crawled into his bed 
only wearing his diaper. William set up his sleeping bag and Oliver 
fell asleep as they watched a TV. Once Oliver was asleep, William took 
out his camera and he pulled the blanker off Oliver.

"Heh heh, I guess the sleeping pill worked, according to the 
instructions; he should be asleep for 9 hours.” Oliver was sound asleep 
on the bed.

William took pictures of Oliver in his diaper. He untaped his diaper 
and took pictures of Oliver’s little dick. William went back into his 
bag and took out an enema. He turned Oliver onto his stomach and he 
inserted the enema. William retaped Oliver’s diaper and watched TV 
until he started smelling poo.

"Ewww, time to bring out the camera," William took more pictures. Now 
William’s plan was too ruin his life at home, the plan was to keep 
Oliver’s chest open, which is full of his diapers and other things. 
Oliver should be waking up around nine. William was going to be leaving 
at 7. Oliver’s mom would come into the room and find the contents 
inside of Oliver’s chest and Oliver in a shitty diaper. William went on 
a bunch of diaper websites and saved pictures onto Oliver’s computer 
and he left the history on the computer.

And what did that backstabbing bitch do next? Well, he dressed Oliver 
in a onEsie and he put a pacifier in his mouth. Again, William took 
more pictures and when it was 7, William left, feeling no guilt, for he 
only did this for the money. William was being paid by Oliver’s ex-
girlfriend.

It was a beautiful morning, the sun was shining brightly. William was 
happy with the money he was getting from Amy (Oliver’s ex girlfriend), 
he would finally have enough for a PlayStation 3. William heard his 
cell phone ring.

"Well, did you get the pictures and sabotage his room?" asked Amy.

"Yes and Yes, every single task is done. Now I’m coming over for the 
money," said William.

"Okay, and thanks a lot. This is what he gets for breaking up with me. 
Ha-ha, I can’t wait to see his reaction when his mom wakes him up," 
said Amy.

To be continued...