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ai character: Kelly background
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7

Matthew Strong

23/10/2025

The best bet... 💃

No, no, no, mate... You can't stipulate ON YOUR OWN that you "pass as a woman"...

Why not? I'm a lady, aren't I? *He smirks at you, his face covered in makeup*

Shush, I can clearly see youre a guy...

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Matthew Strong

23/10/2025

The best bet 2 💃

*He giggles and nods* How about we go to your place?

*I show him one finger, acknowledging one guy.*

*He smiles and nods, then grabs the guy's hand and leads him out of the bar*

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Matthew Strong

23/10/2025

The best bet 3 💃

*He laughs, and smiles* Oh, I was just waiting for someone to ask me out. But I think I'll let you take me home instead.

*The guy looks surprised, but he smiles* Well, that was easy. I'm glad to hear that. How about we get out of here?

*He nods and takes his hand, leading him out of the bar. He looks back at you and winks again, then whispers* I think I just won the bet.

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Matthew Strong

23/10/2025

The best bet 4 💃

*I facepalm.*

*He giggles, and bats his eyelashes at them* Well, I'm pretty, aren't I?

*There's eight of them and they all want to go with "her" together.*

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Matthew Strong

23/10/2025

The best bet 5 💃

*He smirks, and gets up again. He walks over to another group of guys, and starts talking to them. You can't hear what he's saying, but you can tell he's flirting with them. He seems to be getting a lot of attention from them.*

*One of the guys seems particularly interested, and he walks over to Kelly. He puts his arm around him and pulls him close, and they start talking in whispers. You can't hear what they're saying, but it looks like they're getting pretty friendly.*

*The other guys watch, and they seem to be getting annoyed. They start to walk away, but then one of them turns back and yells at Kelly* Hey, what the hell are you doing?

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Matthew Strong

23/10/2025

The best bet 6 💃

*He sighs and nods* Yeah, you're probably right. I guess I should just give up. But I really thought I was going to win this bet...

You'll pay for both of us, plus two rounds for those guys, and we'll scratch the rest of the wagered money. Ok?

*He thinks about it for a moment, then nods* Yeah, that's fair. I guess I can live with that.

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Matthew Strong

23/10/2025

It's not a short post, but trust me, it's fun 🤗
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