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I'll be like one of your girls

Summary:

Joseph can't accept he's gay. Caesar tries to help him. Joseph gets in drag

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Title from a Troye Sivan song

Notes:

If this has any errors, don't mind that. I can't type that well with press ons 😔

Work Text:

Joseph was taught this was wrong - not by his grandmother or Smokey - but rather by the other people around him. Ever since he was young, he had been told that "two boys can't be together", that it was "not natural", "wrong" or "disgusting".

Although you can't always fit into what you're taught, no matter how hard you want to.

He had truly never met a man like Caesar. He was beautiful, his figure almost rivaled that of his own, only that he was slightly slimmer. Joseph liked that. He liked his slightly feminine features and the way his hands would fit perfectly around Caesar's waist. Although he preferred to imagine Caesar's hands around his waist instead.

Of course, he also didn't lack in the face area. He had stunning green eyes that Joseph could get lost in for hours and lips, which Joseph couldn't help but imagine, kissed with utmost tenderness and passion. On top of all that, his silky blonde hair framed his face in ways that could only be described as ethereal.

Other than his striking looks, Caesar also possessed a charming mind, knowing how to win over women without much time spent talking. Together with his voice, which was as smooth as butter and as beautiful as the sunset in Rome, Caesar's charm was truly unmatched.

Was that too much? If it was, Jojo just couldn't help himself. The man had spent so many nights laying awake in bed, his own cock in his hands and his stomach overflowing with guilt as he came yelling Caesar's name.

He didn't want to be like this. He knew it was not right, everyone would laugh at him, hate him, ridicule him for life. He would never fit into society like this, after all, this was not how real men acted.

Real men had pretty girlfriends. They took them out on immaculately planned dates and bought them expensive clothes.

Joseph tried, he really did.

But whenever Joseph had tried to date women, he felt nothing. Nothing they ever did could give him romantic feelings let alone bring him pleasure. When he had sex with them, he had to imagine they were men just to properly get off. It was almost pitifully disgusting.

Caesar on the other hand...

Caesar was not gay. Joseph was sure of it. At least he has never seen Caesar fool around with men the way he has with women. He's a total Womanizer!

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One evening, they were fooling around after their fighting on the island, which they had not stopped after winning against the pillar men. They had brought alcohol and were drinking away the painful aftermath of their fight, as they so often did these days.

After a few emptied bottles, Joseph was extremely drunk with Caesar being a bit tipsy so naturally, interesting conversations were held as they were sitting on Joseph's bed.

"Hey Joseph... hehe, I heard that you dressed like a girl to get into a fuckin' military base." Caesar slurred, not aware of how loud he was being.

"Pffft yeah man. And it goddamn worked." Joseph leaned in to size him up.

"I don't believe that! There's no way you're that pretty as a girl" He manages to say in between giggles.

"Well, no, dude. They immediately found out! Even though I looked so beautiful and had massive knockers... like really massive! I could've totally fooled you. Anyways I beat them up with some coconuts."

Caesar burst out laughing and playfully shoved at Joseph's chest. "I'd sure like to see that"

"I bet you would you perv! You want me to dress like a woman for you? Because I'll do it! Don't challenge me."

"Look I'm not gonna say no, but you really have to sleep Joseph." Caesar advised and semi-forcefully layed Joseph down on the bed

"Only if you sleep here too" Jojo wiggled his Eyebrows

"Are you serious man?"

"Dead serious"

With a sigh Caesar layed down next to Joseph, shoving at him to get some space.

They did not touch after that, but the presence was still there while Joseph drifted off to sleep.

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What Joseph did not know, was that Caesar was not just interested in women. He didn't know since when he held sexual let alone romantic feelings towards men. He just knew that he did. For Caesar, this fact was also not easily acceptable at first.

He was a man very popular with women and had no problem picking up any woman he wanted. Why, if he was such a lady's man, did he also feel that way towards men?

He truly did not have an answer, but soon enough, he learned to accept that fact, to accept that he was different. Still, it was far too dangerous to let anyone know.

-----

In the morning, Joseph awoke thirsty and with his head pounding. He looked around, trying to find Caesar but he was gone.

Joseph's heart dropped, what if he said something that made him uncomfortable? Has he ruined their friendship? Was it over? Or worst of all - Does Caesar now know he's gay?

He should really stop overthinking. Joseph needed to find Caesar and ask him about what occurred last night.

And so he made his way to Caesar's room, ignoring his immense thirst.

"Yo! Caesar!" He burst through the door without any warning.

Joseph immediately froze. He witnessed a scene he only ever imagined in his dreams.

Before him, he saw Caesar. He was laying on his bed, leaning against his pillows. His pants were down to his ankles and his dick layed heavy in his hand. The best part however, was his face. He had his head thrown back, mouth agape, eyes closed and brows furrowed in pleasure. Joseph was stunned and made an effort to burn all of this into his memories.

Caesar snapped his head in Joseph's direction, looking at him with a horrified expression.

"Oh- uh- Sorry!" Joseph stuttered and made his way out of the room as quickly as he could while he slammed the door shut behind him.

"I just..." He yelled through the door "wanted to talk to you."

Behind the door, Caesar quickly pulled his pants back up. With a sigh of frustration, he ran his hands down his face before answering "Fuck... just- come in goddammit!" his voice growing louder with each word.

This time timidly, Jojo made his way into Caesar's room again. Standing there awkwardly before he nervously sat on the blonde's bed next to him when he was asked to do so. Caesar's dick was still painfully hard, as was trying to ignore it. Both of them made an effort to not mention it.

"Sorry" His gaze was fixed on the ground, afraid to look the other in the eyes.

"God, just forget, Joestar." He scoffed. "Just say what you want to say."

"Okay this might be embarrassing, but just tell it to me straight. Did I say anything... you know- weird yesterday?" He finally looked at Caesar, if not a bit hesitantly.

"Oh! I mean we talked about how you dressed as a woman once. And you offered to do that for me, puttano" Caesar couldn't help but giggle as he reported about the previous night.

"Oh... Yeah heh. I guess that funny!" The brunette would be lying if he said he wasn't a bit embarrassed right now, although he was overwhelmingly relieved, that he didn't go further than that.

As an awkward silence fell around the two men, Joseph couldn't help but wonder if Caesar thought differently of him now.

Before his mind could travel further, the other broke the silence.

"Did you mean it?"

Just 4 simple words, yet Joseph couldn't make sense of them. Was this to make fun of him or to take him up on his offer? Or perhaps something different entirely?

After pondering on the question for a while and still not fully understanding it's implementations, Joseph built up the courage to answer.

"Yeah..." He all but whispered as he avoided eye contact yet again.

"Why?" Caesar said in a voice so gentle, Joseph wanted to fold and kiss him right then and there.

"What do you mean why?" Getting defensive, the brunette's words came out harsher than expected, making him flinch.

"Stronzo, just answer me!"

"I can't!" They were in a full on shouting match now, neither planning on giving up.

"Mio dio... Why is that, Joestar? Do you like me or something?!"

"Yeah! ... I mean, what? Who- Yo who said that?" Joseph fucked up. He fucked up bad and he knew it. Defeated, his head sank into his hands. "Fuck that's so embarrassing, forget I ever said anything!"

"Joseph..." And Caesar's voice once again adopted this gentle tone, designed to make anyone's heart flutter upon hearing it.

"Sorry, Caesar. You must be disgusted right now! I know it's weird, I'm sorry. Sorry for being like this."

To Joseph's surprise, his friend did not look disgusted at all, it was more of an expression of surprise, before it shifted to adoration.

"Oh, caro... no not at all! Why would I be disgusted?" The blonde purred as he wrapped his arms around Joseph.

"Because I am!" This was very uncharacteristic for Joseph. He wasn't his usual, cheerful self right now, that was obvious. He felt crushed as tears started to form in his eyes. "I'm gay, Caesar. I'm not normal. I don't know what to do." He sobbed into his friend's shoulder, returning the embrace.

"Joseph it's okay. You're okay." Caesar rubbed Joseph's back.

"No! No, I'm not. I've tried, Caesar. I really did. But I'm just not like you. I can't feel that way towards women. I wish I could but It's just not possible." Joseph broke down, slightly shaking in the blonde's arms.

"Joseph, that's normal. People just feel that way sometimes. You can't help it and it doesn't need to be helped."

"How would you know? You have so many Women around you, it's almost concerning." Joseph looked up at Caesar through his lashes.

"Ever considered that I have both women and men around me?" Caesar lightly shook the brunette in his embrace.

Joseph grabbed Caesar's shoulders and pulled away slightly so he could see his friend's face better. "What? That's possible? You mean it?"

Caesar now had a big smile on his face "Yes, Joseph. To both. And I would be more than willing to give you a chance."

"Caesar... I'm sorry but- I can't. I really, really want to but I just can't. I don't know how to accept myself."

"How about I take you up on that offer then? You dress like a woman and come back to me. I bet that'll help you ease into it." Caesar chuckled.

"God that's so weird." Jojo was now also laughing. "But yeah... I'd like to try"

-----

As Joseph returned to his room, he was speechless. Not only did Caesar like men, but he also gave him a chance.

There was only one problem, Joseph didn't have the dress anymore. He panicked for what seemed like forever before he finally got an idea.

Giggling like a little child, he ran into his Mother's room and looked through her clothes. Luckily, she wasn't gonna be on the Island for a while or she would've definitely beat Joseph up with her hamon.

He rummaged through tons of dresses, most either too small or - in Joseph's humble opinion - just plain ugly. Ultimately he found a dress he could bear.

It was totally different than his other - admittedly also ugly - dress from the military base, but back then he just didn't have any options. Also, here he had tons of his mother's magazines with makeup tutorials to actually help him.

As Joseph put the dress on, he was pleasantly surprised that it actually fit. If he wasn't mistaken, he had once heard his mother say, that she accidentally bought this dress in a bigger size than intended. Bingo.

When the brunette was actually in both the dress and the makeup he looked... like a man. The dress was a dark red velvet. It was very tight on him and had short sleeves so his muscles were emphasized a lot. Maybe Caesar liked that.

Joseph for sure didn't look feminine but goddammit he felt feminine. And surprisingly, he didn't have a problem with that.

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Returning to Caesar's room, Joseph didn't know what to expect. He's pretty sure Caesar implied sex when he said "and come back to me", so he was pretty reasonably nervous. The brunette never had sex with a man after all and he didn't know if he could bring himself to do it, no matter how bad he wanted it.

Guess it was time to find out.

"Hi" He choked out while entering the others room shyly.

"Hey" Caesar replied eagerly, eyeing Joseph up and down. He currently sat on the bed.

"I have to apologize..." Joseph started hesitantly "I really don't look like a woman so -"

"Jojo, sei serio?! I couldn't care less that you don't look like a Woman." Caesar preached "You look fucking gorgeous... Come here, amore mio."

And Joseph does so with small, careful steps. Caesar stands up and wraps his arms around the brunette's waist, pulling their bodies tightly against each other. His face was decorated with that signature smirk. This is what Joseph has always dreamed of - yet he still hesitates.

"Caesar, I've never done this with a man- I- I don't know if I can..." He trailed off and grabbed his peer's shoulders. It was suddenly hard for him to hold eye contact.

"It's okay, caro. We can go as slow as you like. For now, I just want to taste you. Is that alright, Joseph?" Caesar slid his hands lower until they were settled at Joseph's ass, squeezing a bit as he leaned his forehead against the other's.

Joseph's whole body was on fire, he felt his knees growing weak while the pleasure he received from Caesar's hands shot up his spine. This newfound enjoyment made him let out a soft moan.

Seemingly, the Joestar had built up a bit of confidence, leaning in and moving his lips against the blonde's. At this point, Jojo wasn't quite thinking anymore, letting his body do the talking as he fell onto the bed with Caesar underneath him.

First Joseph was taking the lead, but that quickly changed when Caesar flipped them over and decided to add their tongues into the kiss. The brunette basically had no choice but to fold under Caesar's will.

Jojo nearly lost it when Caesar took notice of both of their already very apparent erections, grinding them against eachother. The pair let out sweet sounds of satisfaction in unison. Both were clearly enveloped in bliss, Caesar finally having broke Joseph's barrier.

The Zeppeli looked into Joseph's eyes and nodded, as if to reassure him that everything was going to be alright. Shortly after, he began kissing down his neck, sucking and leaving marks occasionally when he found a spot where when touched, Joseph exhaled just a bit heavier. He continued this until he reached his collarbone, just about to slide the dress' straps off.

Suddenly, the brunette tangled a hand into his hair and pulled slightly. Caesar sounded out a pleased groan at the action. "Can the dress stay on, please?" Joseph pleaded.

How could Zeppeli ever deny him? "Of course, amore." He slid down the bed and onto the floor, rearranging Joseph so his hips were on the edge of the bed and his knees were placed at Caesar's head. "Joseph, thank you for letting me do this." With Jojo's help, Caesar hiked his dress up. Joseph's thighs slowly spread wider and wider as the blonde's head slid further up, stopping to leave little bites and marks along the way. He made sure to remember all the sounds Joseph made, the hitched breaths and low moans. He loved it all.

The man was taking his time and working his way up slowly, making Joseph more impatient by the second.
"Caesar, please" he groaned.

And the blonde complied, urging Joseph to raise his hips before pulling his underwear down in one firm tug. Truthfully he also couldn't wait any longer, not with Joseph looking like that.

The Joestar's dick hit the air, making him shiver. Immediately, Caesar got to work, spitting in his hand and working his fingers delicately up and down the other's shaft. He expertly adjusted the pace and pressure to what drew the most sounds and squirms out of his partner.

Joseph finally looked at Caesar, watching him stroke his cock. He couldn‘t believe this was happening. This has simultaneously been the most confusing, bizarre and best day of his chaotic life. The blonde stared back hungrily and took the eye contact as a sign to start working some magic with his mouth.

Caesar then took the tip into his mouth and sucked like he was starving while he was still stroking the rest. With him sliding his tongue under the foreskin and simultaneously softly caressing his partner's thighs, Jojo was now a sweaty, moaning mess.

It was then that Joseph noticed something. This was real. He didn't need to imagine the person in front of him being a man because Caesar was actually a man. Not just any man, but his friend. His friend who trusted him, accepted him and wanted to do this for him. Joseph could just let the pleasure envelope him and focus fully on the beautiful being in front of him, lips wrapping around his dick as he slowly slid down bit by bit. Caesar's tounge circled around him until his nose was finally nuzzled against the trimmed hair at the base.

For a second, Joseph wondered where he learned that but ultimately he decided that wasn't important. Not when Caesar was currently giving him the time of his life. Right now, it was more important to focus on not thrusting up into that beautiful mouth.

Caesar slid carefully up and down the Joestar's length, being mindful of his teeth - he didn't want to potentially ruin this after all.

Joseph got lost in this feeling. Sweet euphoria that made everything else unimportant. It wasn't long before he came yelling Caesar's name. It was similar to his nights alone, however this time there was no guilt, because Caesar was there and willing. He was below him, swallowing everything down to the last drop.

Jojo's lips were immediately captured in a kiss again as the Zeppeli dove back up. He could taste himself on Caesar's tounge and as disgusting as that was, he didn't mind.

"This was so scary at first but- I just-" Joseph mumbled into the kiss, now laying on his back again with the other over him. "Thank you." He finally said, his hands traveling down the blonde's body.

He took his time to appreciate each curve, each little crevice in his abs he could feel before his hands finally reached Caesar's pants.

"I love you, Joseph. " Caesar interrupted breathlessly. This made Joseph freeze. He wanted to reply but he couldn't. It was as if his mind kept him from doing so.

As if sensing this, Caesar continued. "You don't have to say it back. Nor say anything, for that matter. Just let your heart continue guiding you, amore." And as cheesy as that was, Joseph let it.

After nervously fumbling around for a few seconds, he finally undid his partner's pants and pulled them and his underwear down just far enough to gain access to his dick.

The brunette's hand then found it's way to wrap around Caesar's cock and he began stroking him. It felt so alluring to actually give pleasure to someone who he wanted to give pleasure to let alone someone who gave it to him right back.

At first, Joseph mimicked what he always did to himself, although after a while he tweaked his pressure just to hear more of those compelling groans Caesar was letting out next to his ear.

Joseph went for the other's lips again, trying to ground his spiraling thoughts. His mind was all over the place. On the one side, he was in heaven, not ever wanting to let go of this moment. But at the same time, he was thinking about what his friends or his family were going to think of him. Were they going to abandon him if they found out about this? Joseph was scared of all the possibilities infiltrating his brain.

Luckily, his thinking was interrupted by the blonde loudly moaning into their kiss, clearly nearing his climax.

After Caesar came all over the brunette's hand, he collapsed on top of him. They were now both exhausted and extremely blissed out, neither wanting to move.

All that Joseph knew now, was that things were going to get better. He still had trouble with his sexuality, mostly being afraid of other's judgment now, but Caesar made him want to forget about it all and fold in his embrace.

Walking the path of his self-acceptance was not going to be easy and without hindrance, but the Zeppeli was going to make it much more bearable.

After a bit of stamina was regained, Caesar adjusted himself to lay comfortably against the headrest and patted the space next to him with a soft smile. This was exactly what Joseph needed right now. He wasted no time shuffling over the bed and burying his head im Caesar's chest.

At this point, the cum on Joseph's hand and dress wasn't a bother anymore, he just wanted to rest right now.

"Let's stay like this for now." The brunette offered.

"I'd love to, Jojo." The other replied and wrapped his arms around Joseph.