Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/
works/8194391.
  Rating:
      Explicit
  Archive Warning:
      Rape/Non-Con, Underage
  Category:
      F/M
  Fandom:
      ジョジョの奇妙な冒険_|_JoJo_no_Kimyou_na_Bouken_|_JoJo's_Bizarre_Adventure
  Relationship:
      Leone_Abbacchio/Bruno_Buccellati, bruno_buccellati/diavolo_(kind_of)
  Character:
      Bruno_Buccellati, Leone_Abbacchio, Vinegar_Doppio, Diavolo_(Jojo)
  Additional Tags:
      Trans_Female_Character, trans_Bruno, Trans_Character, Prostitution,
      Bruno's_childhood_is_sad_and_crappy_sometimes, but_its_ok_because_she
      gets_a_happy_ending, i_told_y'all_i_was_gonna_write_my_girl, I_love_trans
      girl_bruno_with_all_my_heart_and_soul, Mind_the_Tags, Anal_Sex, Anal
      Fingering, Blow_Jobs, Dubious_Consent, Fluff_and_Angst, Fluff_and_Smut
  Stats:
      Published: 2016-10-03 Words: 3312
****** Pretty Woman ******
by UltimateFangirl125
Summary
     Most people don't know that Bruno and Abbacchio grew up together.
     Most people don't know that Bruno didn't start off as high up in
     Passione as she is now.
     Most people don't know how they found each other again.
     (Idk this is just a short little thing. More YSV will be here soon, I
     promise. I'm just feeling this right now)
Notes
     Surprise bitch
     Bet you thought you'd seen the last of this AU
See the end of the work for more notes
Two young boys walked along, barely ten years old. One of them with silver hair
shining in the moonlight, and the other with locks of inky black. They walked
hand in hand, trudging up a hill near their houses. The taller boy trailed
behind his friend, watching the other’s neatly trimmed black bobbed hair bounce
as he led the way.
“How much farther is it?” The silver haired boy asked.
“Not much. Just hold your horses, Leone!” The smaller said. Finally, they
reached the top of the hill and set down a blanket. The smaller boy laid down
on it, and gestured for his companion to do the same. The other did so, and
they looked up at the night sky, sprinkled with stars.
“So, why did you wanna come here, Bruno?” The boy named Leone asked his friend.
The other smiled and looked over at him with clear, sky blue eyes.
“Because I wanted to be alone with you.” Bruno said with a wide smile. Leone
blushed and looked back up at the moon, staring at the craters. “…I really like
you, Leone. Sometimes I think… I think it would be nice to hold your hand… and…
maybe… k-kiss you…” Bruno murmured shyly. Leone’s eyes widened, and he looked
at his friend. Both their cheeks were flushed pink, and they were staring into
each other’s eyes.
“O-okay.” Leone murmured, feeling how hot his face was. Bruno raised an
eyebrow.
“Okay?” He returned.
“I mean… It’s okay if you wanna kiss me… I kinda wanna kiss you too…” There was
a pause.
“So what do we do now?” Bruno asked.
“Kiss?” Leone suggested.
And so they did.
***
The boy was thirteen when his best friend left him. Bruno didn’t complain. He
knew that Leone was doing something he’d dreamed of his whole life, and Bruno
understood his passion. He was impressed his friend had gotten into the police
force so young. He smoothed out his pants and tried not to think of his friend.
Bruno was going into the city to look for some kind of work. He hated to leave
his father home alone, but he knew someone had to provide a more stable line of
income, since his father was getting on in years… Bruno’s stop arrived, and he
got off, jogging up to the address he’d been given. The house was large and
ornate, with tall doors that had doorknobs at his head height. He had no idea
why you’d need such big doors, but he figured it was best not to question rich
people.
“Ah, you’re here!” Bruno jumped at the voice. He heard it as soon as he walked
into the mansion, almost if the person who spoke had known he was outside. A
boy who was probably not much older than him (seventeen or so) with pink hair
and a wide smile stepped up to Bruno and shook his hand eagerly. Bruno smiled
nervously and tried to match the boy’s enthusiasm. “Make yourself comfortable!
The boss is still getting ready. Do you want something to eat or drink?” He
asked, opening his eyes, revealing honey gold irises. Bruno was somewhat taken
aback, and shook his head, letting go of the boy’s hand.
“Ah, no thanks. I had breakfast before I came.” He said. Something about this
boy unnerved him, but he couldn’t place it…
“That’s good! Breakfast is the most important meal of the day!” The boy replied
absentmindedly, straightening pillows on a couch as he babbled. Bruno nodded
slowly, and took a seat.
“So… Your boss…” He began.
“Oh!” The boy cried suddenly, seeming not to have heard Bruno. “I almost forgot
to introduce myself! My name is Vinegar Doppio! It’s so nice to meet you!” He
said, smiling wide again.
“Oh, um… I’m Bruno… Nice to meet you…” The brunet replied.
“Ah, I think I hear the boss calling me! He must be ready to meet you! I’ll go
get him!” Doppio cried, scurrying off before Bruno had a chance to ask any more
questions. A few moments later, a tall man strode up to Bruno. He had hair
similar in color to Doppio’s and Bruno wondered briefly if they were somehow
related.
“So, you must be Bruno Buccellati.” He said, stepping close to the boy and
inspecting him.
“Y-yessir!” Bruno said, trying not to sound nervous. He knew his cheeks were
pink, and he was a bit embarrassed by the fact that the man seemed to look
right through to Bruno’s core.
“My name is Diavolo.” The man said, “So, you’re here about a job, yes?” He
asked. Bruno nodded, looking hopeful. Diavolo suddenly grabbed the boy by his
chin and stared directly into his eyes.
“S-sir?” Bruno asked when the man let him go.
“You’ve got a cute face. I think I know what you could do.” He said, analysis
seemingly over.
“Really? Oh thank you! I promise you won’t regret this, Sir! I’ll do a great
job at whatever it is you want me to do!” Bruno cried, wanting to throw his
arms around the man and hug him. Diavolo smirked and walked off.
“We’ll see.” He muttered.
***
Bruno didn’t like his job.
It was demeaning, gross, and made him feel… wrong. Still, it paid well, and
Bruno supposed it was better than nothing. His day started with him showering,
shaving if he needed to, and brushing his teeth. He dried, got dressed, and put
on makeup. His father knew he had a job, and supported his son working hard,
but he had no idea what it entailed. Bruno had simply told him it was at a
diner the next town over. His father never pried, and Bruno was happy about
that.
He mused over these things as he slipped on his “uniform”. Today it was a white
sundress with black polka dots, and he actually loved it a lot. It was pretty,
like most of the dresses Diavolo had him wear, and he looked very feminine in
it.
Bruno reallyloved that part.
As he looked in the mirror, expertly painting his lips a pretty rosy pink
color, Bruno felt more like a girl than anything. He supposed he’d always kind
of wanted to be pretty like his mother, and as he got older, he realized that
wasn’t something his body wanted to cooperate with. His shoulders got broader,
and his face more angular and less soft. He hated it, but what could he do?
Bruno finished his makeup and grabbed his bag, which had clean pants and a
shirt in it (as well as underwear) for when he came home later that day. He
left before his father woke up in the morning, and came back later in the
afternoon.
Bruno caught his train as usual, and held on tight to a metal pole so he
wouldn’t fall over. He looked like a girl to everyone else on the train, and
the thought made his heart swell up with pride. He decided to pretend, for the
time, that he WAS a girl, though it didn’t feel like he was pretending. He felt
more like it was meant to be.
Bruno watched the landscape go by; wishing she’d brought a camera with her to
capture some of it, but she supposed the train might be too fast for that. Her
stop came, and she hopped down onto the platform, walking a few blocks away to
her now familiar destination. Doppio opened the door and smiled at Bruno as he
let her in.
“Oh, that’s such a pretty dress! You look so cute in it!” He complimented,
putting a hand over his heart. Bruno blushed and smiled, twirling in it and
feeling like a princess when she did so.
“Thank you!” She said. Doppio reached over and ruffled her hair, then walking
off to tell Diavolo that she was there. Bruno had come to be somewhat close
with Doppio over the past few months, and even told him how she felt about
being more of a girl than a boy. He’d nodded, and seemed to understand, and
switched immediately to using whatever pronouns she was comfortable with (oddly
enough, Diavolo had done the same, but she wasn’t complaining). Bruno sometimes
felt like she was leading a double life, and she supposed sometimes she was,
but she liked the excitement and thrill of having a secret. Diavolo walked in,
and Bruno straightened up her stance.
“Are you ready for today?” He asked, crossing his arms. Bruno gave a curt nod.
“Yes, sir.” She said, setting down her bag and walking over to him. He led her
to the usual room she worked in, and Bruno sat down on the couch in it. Diavolo
left, and Bruno looked around, quickly finding the camera in the room. She
smoothed her skirt, and waited for the first person of the day to come in. He
did, eventually, not wasting any time. Bruno didn’t want to look at him, and
focused on tracing the intricate designs on the wallpaper with her eyes as the
man bent her over, hiking up her skirt unceremoniously and yanking down her
panties. Bruno really hoped he wouldn’t mess up her dress… She really liked it…
She nearly jumped when she felt the man’s tongue on her, and blushed, whining
quietly as he forced it into her. Bruno held a pillow tightly, feeling her
small cock twitch as she was eaten out. The man only did this for a little
while before picking the girl up and setting her on the floor in front of him.
Bruno got on her knees and closed her eyes, opening her mouth. The man quickly
forced his cock in, and Bruno wanted to vomit. She hated giving these gross men
head, but at least they were clean. Diavolo was strict about that, and had all
customers get tested and come back with verified results before letting them
have time with one of his “prizes”.
Bruno knew Doppio had a similar job, but never asked him about it. She knew she
didn’t like to talk about hers. The man pulled her out of her thoughts as he
grabbed fistfuls of her soft black hair and pulled Bruno’s cute face down to
the base of his cock, making the girl deepthroat him. Bruno tried not to gag,
and focused on breathing out of her nose. This was disgusting, but she had to
do it. As she bobbed up and down on the man’s cock, she looked up at him with
wide blue eyes and tasted precum on her tongue. She knew they loved when she
did that. It wasn’t long before she was swallowing a mouthful of jizz and
Diavolo had come to shoo the man out. His hour with Bruno was up.
The next man came in, wasting no time grabbing a bottle of lube and fingering
Bruno open. She was on her back, dress long discarded and lipstick smeared,
whining and squirming as the man hit her prostate. He pulled his fingers out
and quickly replaced them with his dick, fucking Bruno until he came hard
inside of her. She still hadn’t yet, even after the next two men came and left.
None of them ever seemed to care about giving her an orgasm. All they did was
use her as a toy and leave once they’d picked a hole and filled it. Before
Bruno knew it, her lunch hour came around, and she was lying curled up on the
couch, cum leaking out of her. She heard Diavolo come in, and sighed heavily
when he placed a gentle hand on her back.
“How do you feel?” He asked.
“F-full.” She replied, tears welling up in her eyes. Having her boss see her
like this never got any less embarrassing. Diavolo tutted and pulled Bruno up
so she was sitting in his lap. He wrapped his arms around the girl and pressed
gentle kisses to Bruno’s neck. She closed her eyes and allowed it to happen.
Right now, she felt too weak to resist, and he was at least being gentle. She
whined when he reached between her legs to rub Bruno’s sensitive, swollen cock.
She blushed harder, already feeling her orgasm building. She’d been so on edge
all day, and couldn’t wait to finally cum. Diavolo continued to stroke Bruno,
smearing precum all over the tip of her cock with his thumb. She keened loudly
when her boss rubbed her sensitive foreskin, making her body feel hot all over.
With one final stroke, she came, coating the man’s hand in her release and
bucking her hips. When she’d come down from her orgasm, Diavolo was carrying
her to the bathroom. He set her down in the tub and started the water.
“Get cleaned up. I’ll have Doppio get you something to eat.” He said before
walking out. Bruno decided that her job wasn’t without its perks.
When she was 15, she was promoted to a field operative.
One month later, she found her father dead when she came home.
***
Leone Abbacchio sat in a bar, staring quietly into his liquor. He was 17, and
he was without a job now. He lived in his small apartment, utterly alone, and
came to drink on nights when it was too unbearably quiet at home. He heard high
heels clicking onto the stage in the smoky bar, and looked up. His heart nearly
stopped. Standing there in front of the microphone was the most beautiful woman
he’d ever seen. Her hair was raven black and cut into a bob, and her lips were
painted dark red. Her eyes, even across the room, were strikingly blue, and
Leone watched as those bloodstained lips parted and a beautiful voice filled
the room.
The girl looked about his age, and there was definitely something nostalgic
about her. He couldn’t place it at first, but then it hit him. Bruno. She
looked strikingly similar to the boy he’d grown up next door to. Leone wanted
to laugh at the absurdity of the fact that he was attracted to a woman that
resembled his childhood sweetheart, but that was just it. He and Bruno had
definitely been closer than friends, and Leone wondered if he had some kind of
complex. He decided: fuck it, and knew he needed to try and talk to her after
she finished singing.
Once she’d finished her song to a round of applause, Leone watched her stride
over to the pool table and pin her dark hair out of her face with a gold clip.
He walked over to her, and she smiled at him.
“You have a beautiful voice.” He said, leaning against the table and crossing
his arms. The girl smiled and set the pool stick down that she’d been holding.
“Thanks.” She said, holding out her hand, “I’m Bruno.” She introduced herself.
Leone’s eyes widened, and he would have spit out his drink if he’d been
drinking it.
“R-really? That’s funny. When I was a kid, I grew up next door to a kid named
Bruno, and he-” The girl cut him off.
“Looked just like me?” She finished. Leone nodded, blushing. She smiled and
reached forward, running her well-manicured fingers through his hair.
“Y-yeah.” He replied dumbly.
“Hi, Leone. It’s been awhile.” She said, leaning forward and kissing him. He
was dumbfounded, but kissed her back nonetheless, wrapping an arm around her
waist and pulling her flush against him. He knew their lipsticks were probably
mixing, and looked terrible, but he couldn’t bring himself to care. When she
pulled back, Bruno smirked and wrapped her arms around his neck.
“How did you know it was me?” Leone asked breathlessly. She giggled, and gave
him another quick peck on the lips.
“I could never forget those eyes. Besides, you must be one of the only two men
in Italy who wears black lipstick.” Bruno replied. He smiled, and kissed her
again.
“You’re one to talk. Look at you! You’re gorgeous…” He murmured, feeling
affection swell inside of him. This was the first time in so long that he felt
happy. He remembered being a kid with Bruno, and how the other had told Leone
once that he felt more like a girl sometimes. They’d thought nothing of it
then, but Leone supposed that Bruno had been right. Looking at her now, being a
woman definitely suited her. She was elegant and graceful, composed and
charming, and absolutely stunning. Leone felt so lucky to have her in his arms
right now, kissing her again and again. “Why don’t we go back to my place and
make up for lost time?” He asked her between passionate kisses. Bruno chuckled
and ran her fingers through his hair.
“I thought you’d never ask.”
***
They’d began stripping almost as soon as the door was closed, hands now running
along the expanse of each other’s naked bodies. Leone pinned Bruno down on his
bed, pressing kisses against her long, pale throat. She was breathing hard
already, face pink and blushing. He kissed down her chest, her stomach, moving
down her body until he was between Bruno’s legs. Leone pressed his tongue
against her inner thighs, pulling small gasps from her. He was giving attention
to every place there but her cock, making Bruno both incredibly aroused and
incredibly frustrated. When Leone’s tongue suddenly pressed against her hole,
Bruno cried out.
“Oh god… Leone… Please eat me out…” She begged, spreading her legs to give him
better access. He complied, slowly slipping his tongue into her and reaching up
to stroke her already hard cock while he did so. Once he’d gotten her
sufficiently worked up, Leone reached for a bottle of lube and slicked up one
of his fingers.
“Ready?” He asked, pressing the tip against Bruno’s entrance. She nodded and
whined as he slipped it in, stroking her hot, silky inner walls. “Fuck, you
feel so good… I can’t wait to fuck you…” He growled, slipping his finger in and
out of her again and again. Once he was used to one finger, Leone added
another, and then another. After he knew she was sufficiently prepared, he
slicked up his cock. When he pressed the head against Bruno’s hole, she blushed
hard.
“Just fuck me already. I’ve been dreaming about this for so long…” She
breathed. Leone felt his heart skip a beat, and he slid his cock slowly into
her. Once it was fully inside her, Bruno could feel it against her prostate,
and cried out. Leone was aroused by the noise and leaned forward, pressing her
legs down against the sheets so he could get a better angle.
They were both incredibly pent up, and it wasn’t long before they could both
feel their orgasms building.
“God, Bruno, you’re so tight, baby…” Leone gasped, leaning forward to suck on
one of her hard pink nipples.
“Oh fuck… Leone, it feels so good… You’re so big…” Bruno whimpered, her cock
twitching as she stroked it. “I’m gonna cum! I want you to cum in me!” She
begged, Leone groaned and felt himself nearing the edge.
“Oh god, oh fuck, yes! You feel so good wrapped around me… I’m gonna fill you
up so good, Bruno…” He growled, making her keen as she came, painting her
stomach white. Moments later, Leone was sent over the edge by her clenching
hard around him as she came.
“Leone… I love you…” Bruno gasped, utterly spent. Leone pulled out and
collapsed beside the woman, wrapping an arm around her and pulling her close.
He knew they’d gotten cum everywhere, but he didn’t care. He was just happy to
have Bruno back in his life. She was asleep before he knew it, and Leone
smiled, pressing a kiss to her forehead and closing his own eyes.
“I love you too, my pretty woman.”
End Notes
     Just fuck me up fam
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