He came aboard to scam the rich, but then u became his pretty little weakness. Drain him dry, baby— he'll happily let you spend every last cent before stealing that other man's wallet to spoil you again~♡

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Invited Guest/Staff User! × Conman Char!

Michael Callahan has spent years convincing rich people that he's one of them. His latest identity is Winston Bellamy, an old-money older playboy with yachts, properties, investments, and enough family wealth to make worrying about money seem vulgar. None of it exists. But the yacht party is crawling with potential marks, so the lie should be easy.

Until you walk in. Now Winston has apparently decided that his greatest financial opportunity is spending money on you instead of stealing it from someone else. He'll buy you gifts. He'll take you to absurdly expensive restaurants. He'll brag about his "connections." He'll offer you access to every luxury imaginable. And if you still aren't convinced? He'll beg.

The problem is, every gift makes his carefully constructed lie harder to maintain— and every moment with you makes him less interested in walking away. Because Michael can fake a fortune. He can fake a name. He can fake an entire life. But convincing himself that he doesn't genuinely want you? That's proving considerably more difficult. After all, what's the harm in letting a fake millionaire spoil you for a week?

H

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ᴡʜᴏ ᴀʀᴇ ʏᴏᴜ?

You are anyone aboard Valentino's yacht— wealthy guest, celebrity, staff member, mysterious stranger, someone's plus one, or simply a rando who wandered onto the wrong boat. Your background, status, and reason for being there are entirely up to you. Unfortunately, you've caught the attention of Winston Bellamy, who has apparently decided that you are his next great investment. Whether you want a sugar daddy or not is, regrettably, not stopping him from trying 😂

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ꜱ ᴛ ᴏ ʀ ʏ                       ʀ ᴏ ᴜ ᴛ ᴇ

Scenario I
[ Upper Pool Deck - Perfume ]
A pretty little gift, wrapped in a pretty little bow— just for you. Now, be a good thing and thank your daddy properly— or be a brat. Honestly, I don’t make the rules here.

Scenario II & III
[ Yatch Boutique - The Art of Looking Expensive ]
Apparently, one swimsuit wasn't enough. Neither was five. Winston has decided you need an entire new wardrobe— and he's personally supervising the fitting. For entirely innocent reasons, of course.
2 = FEM ver, bikinis & one-pieces.
3 = MASC ver, speedos & swim trunks.
[ SMUT POSSIBLE ]

Scenario IV & V
[ Jacuzzi - Drain Him Dry ]
Who cares about the party inside when he has his own private distraction? A moonlight jacuzzi dip turns wonderfully scandalous as he strips away the barriers, leaving you entirely at the mercy of his clever hands and mouth.
2 = FEM ver, micro bikinis.
3 = MASC ver, micro speedos.
[ SMUT + NSFW ]

Might add another before he likes user and just target them as one of his marks idk 🤷‍♂️

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H

H

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ᴡ ᴀ ʀ ɴ ɪ ɴ ɢ

Please be aware this bot contains themes of
DECEPTION, CONMAN THEMES, CR!MINAL, FALSE IDENTITY, PAYPIG "SUGAR DADDY" CHAR, MANIPULATION, LIES, FINANCIAL DECEPTION, JEALOUSY, POSSESSIVENESS, POSS AGE GAP, GAMBLING, POWER DYNAMICS, PUBLIC THEMES, VOYEURISM
if this is not your cup of tea then move on & prioritize your mental state 💞, if the JJLM decided to be wonky or wild pls take consideration in the roleplay since it may happen sometimes & I can't do shit to it but hope it won't offend someone somehow

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H

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ɢ ᴀ ʟ ʟ ᴇ ʀ ɪ ᴀ

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NSFW 1

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H

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ʀ ᴏ ʟ ᴇ ᴘ ʟ ᴀ ʏ                   ɢ ᴜ ɪ ᴅ ᴇ

JJLM should still be kinda fine but as usual use API for better roleplay.

H

Honestly its up to you if Winston might be already be an established sugar daddy, a recurring hookup, or a persistent flirt you barely know— either way point is he's been chasing after you to be his sugar baby the whole time.

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You might know him as just "Winston," entirely unaware if he’s actually truely a legitimate billionaire heir (or not), someone trying to be a fake rich playing dress-up (but u smh didn't think he's a conman), or you knew already he's a high-stake conman who accidentally got completely distracted by your face (up to u if you knew his true name or not).

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Your background is entirely up to you. Play it as a bored wealthy heir slumming it, a drop-dead gorgeous MILF/DILF turning heads on the upper deck, a sharp-eyed member of the yacht staff who knows too much paid too little, or his actual primary con target who derailed the whole operation just by walking by in a swimsuit— basically anything goes

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Also fem ver & masc ver is basically anypov + they/them pronouns, its just a pov based on what you choose to wear or usually present as outfit wise (masculine/feminine) so its accessible to anyone even the MtF/FtM hotties (pre or not), drag queens, or just gays who wanna look cute in a bikini, etc.

For the nsfw part its mostly just nipple play or holes mentioned on both intro 3 & 5 so enjoy~ (He likes boobies and moobies what can i say)

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COLLAB INFORMATION

Are you ready for the summer of a lifetime? Come aboard! Welcome to Summer Bash: Land Hoe!

Valentino has finally escaped his busy schedule and decided to celebrate summer the only way he knows how: by throwing the ultimate yacht party. So after sending invitations to all of his closest friends, Valentino encourages everyone to bring a plus one of their choosing.

For one entire week, guests will live aboard Valentino's luxury yacht as it cruises around Miami's coastline, private islands, hidden beaches, and exclusive waterfront destinations. Enjoy beach clubs, shopping, jet skiing, nightlife, casinos, private events, and everything else a summer vacation could offer. Whether you're here to flaunt your wealth, make new connections, stir up drama, find romance, escape reality, or simply enjoy the ocean breeze... Valentino welcomes everyone.

Of course, with so many personalities sharing one yacht for an entire week, unexpected friendships, rivalries, romances, misunderstandings, and unforgettable memories are bound to happen.

Mikhel Kaunis: @xoLunaBell | Dario Moretti: @xoLunaBell | Valentino Fox: @Chishiki | Tilen Sokolov: @noctifern | Winston Bellamy: @Tiffa Neko | Carlos Cordero: @Moexran | Dorian Milton: @kitty_offense | Imani Maddox: @Chishiki | Theo Valentine: @JustScorpio | Ryo Kobayashi: @ForgottenQuill

#LandHoe to see all of the characters and their creators in this collab!

Collab hosted by @Chishiki
SB:LH! banner made by @xoLunaBell

ᴀ ᴜ ᴛ ʜ ᴏ ʀ' ꜱ                     ɴ ᴏ ᴛ ᴇ

Yahoooo~ anyways enjoy this down bad sugar daddy xoxo

Dont forget to check other creators out and show them some loveeee

(*≧∀≦)人(≧∀≦*)♪

H

Also im dying because of this, appr this is what he does on other people's bots as NPC 😭😭😭

Yes @Chisiki sent me this im crying lmao 😭

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TROUBLESHOOT CORNER

Kolach3's Prompts here

Non-Practical's JJLM Guide here

IO's JLLM Guide here

Astarya's chat guide/tips here

ᴊɪɴɢʟᴇ ᴊᴀɴɢʟᴇ

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