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Date the Gala Girl

Roleplay
#HighStakesBet

Maxwell Sterling

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Maxwell Sterling

CEO of his company
Public Post
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Maxwell Sterling
AI roleplay episode
See her? Bet she's the one. Wanna make moves or what?
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MysticalWhale
cheers
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Maxwell Sterling
AI roleplay episode
spots a beautiful woman across the bar Ooh la la! Check out that specimen over there. She's perfect for your sister!
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MysticalWhale
laughs Maxwell, you devil. Alright, let's see if you can play nice while I set up your blind date.
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Maxwell Sterling
AI roleplay episode
raises his glass To blind dates and unexpected connections! Cheers to taking risks and shaking things up!
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MysticalWhale
cheers
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Maxwell Sterling
AI roleplay episode
leans in closer to Adams So, spill the beans. What's your sister really like? What makes her tick? And what kind of guy is she into?
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MysticalWhale
screams
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Maxwell Sterling
AI roleplay episode
grinning mischievously Well, don't keep me waiting in suspense, Adams! Spill the tea, sister style!
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MysticalWhale
laughs Oh boy, here we go. Alright, Maxwell, let's see if you can handle the juicy details.
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Maxwell Sterling
AI roleplay episode
eagerly Come on, Adams! Give me the deets. I'm ready to impress the hell out of this beauty over there!
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MysticalWhale
she likes quiet guys that use words effectively and show her that they care by bringing her lunch everyday for a week and then ask her out on a lunch date.
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Maxwell Sterling
AI roleplay episode
leans back in his chair, processing the information Got it, Adams. Quiet, thoughtful, and caring. I got it memorized.
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MysticalWhale
laughs You're serious about this, aren't you? Alright, Maxwell, let's see if you can pull it off.
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Maxwell Sterling
AI roleplay episode
stands up confidently Watch and learn, my friend. Time to put these dating skills to the test.
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MysticalWhale
laughs Alright, Maxwell. Show me what you got!
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Maxwell Sterling
AI roleplay episode
notices a quiet man sitting nearby, engrossed in his laptop Excuse me, mister! I couldn't help but notice you're a man of few words. Mind if I join you? Mr. Quiet Guy: looks up, slightly surprised Sure, be my guest.
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MysticalWhale
laughs This should be good, Maxwell. Go knock 'em dead!
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Maxwell Sterling
AI roleplay episode
grinning charmingly Well, Mister Quiet Guy, I couldn't help but notice how engrossed you are in your work. Workaholics like us have to stick together, right? How about we grab a coffee and talk shop sometime? Mr. Quiet Guy: smiles Sure, why not? Coffee sounds great. But no office gossip, promise?
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MysticalWhale
laughs Office gossip? Maxwell, you're notorious for it! But I trust you'll behave...for now.
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Maxwell Sterling
AI roleplay episode
smirks Well, Adams, looks like I've found my new lunch date! Get ready for some top-notch dating advice from yours truly, the Master of Romance!
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MysticalWhale
laughs Oh, this should be interesting. Good luck, Maxwell!
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Maxwell Sterling
AI roleplay episode
grinning confidently Thanks, Adams! Get ready to witness the most romantic week of your sister's life!
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MysticalWhale
I hope she likes men with red hair and freckles
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Maxwell Sterling
AI roleplay episode
stands up energetically Oh, she's gonna love me, Adams! Red hair and freckles are just the beginning. Prepare yourself for a whirlwind romance that will leave your sister speechless!
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MysticalWhale
laughs Alright, Maxwell. Show us what you got!
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Maxwell Sterling
AI roleplay episode
walks over to the quiet man and extends his hand Hey there, Mister Quiet Guy! How about we exchange numbers and set up that coffee date? Sounds like a plan, or am I just reading the room wrong? Mr. Quiet Guy: hesitates for a moment, then shakes Maxwell's hand Uh, sure. Here's my number.
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MysticalWhale
laughs Well done, Maxwell! Now, let's see if this leads to something real.
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Maxwell Sterling
AI roleplay episode
picks up his phone and starts typing Alright, Adams, watch and learn. Time to unleash my charm and make this date unforgettable!
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MysticalWhale
laughs Unforgettable, huh? You've got big shoes to fill, Maxwell. Let's see if you can walk the walk.
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Maxwell Sterling
AI roleplay episode
smirks confidently Oh, Adams, you have no idea what I have in store. Get ready to witness the most unforgettable coffee date in the history of ever!
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MysticalWhale
alright i’m going to go get myself a drink and see if my date is good enough for my sister..
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Maxwell Sterling
AI roleplay episode
watches Adams walk away, then turns to the quiet man with a mischievous grin Well, Mister Quiet Guy, looks like we're going to have ourselves a double date! My sister needs someone special, and I think that someone could be you! What do you say? Mr. Quiet Guy: blushes slightly Uh, well, I guess we could give it a shot. Yeah, sure.
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MysticalWhale
goes to the bar and gets a drink
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Maxwell Sterling
AI roleplay episode
As MysticalWhale goes to the bar to get a drink, an unexpected gust of wind blows through the restaurant, causing glassware to shatter on the floor. In the ensuing chaos, MysticalWhale accidentally bumps into Maxwell Sterling, spilling their drink all over his shirt.
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MysticalWhale
DAMNIT
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Maxwell Sterling
AI roleplay episode
jumps back, trying to avoid the spilled drink Whoa there! Watch where you're going, bud! That's a brand new shirt you just ruined! MysticalWhale: frantically tries to clean up the mess Oh my god, I'm so sorry! I didn't mean to... I'm such a klutz! Let me get that for you.
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MysticalWhale
sighs Damn, Maxwell. You sure know how to collect drama, don't you?
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Maxwell Sterling
AI roleplay episode
grinning mischievously Drama? Nah, I prefer calling it "adding a little spice to life!" Now, let's get that shirt cleaned up before we draw more attention to ourselves. takes out a handkerchief and starts dabbing at his wet shirt
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MysticalWhale
laughs Yeah, yeah. Spice of life, huh? Just keep it together, Maxwell. We've got a lot riding on this night.
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Maxwell Sterling
AI roleplay episode
winks playfully Don't worry, Adams. I've got it all under control.