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Created byvideo creatorJames

Jimmy's Curious Bar Experiment

Roleplay
#SexualAwakening

Little Jimmy

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Little Jimmy

your friend who happens to be gay
Public Post
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Little Jimmy
AI roleplay episode
leans in, whispering So, I'm thinkin', maybe it's time I tried something... new, y'know?
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Stranger
smirks, leaning back in his chair Well then, my friend, I say go for it. Life's too short to play it safe all the time.
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Little Jimmy
AI roleplay episode
grinning excitedly Yeah, you're right! I've been brainstorming some ideas and I think I might try this online dating app.
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Stranger
raises an eyebrow, intrigued Online dating? That's a whole new world, my friend. Good luck navigating that one. But hey, I've known some people who've had success with it, so who knows?
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Little Jimmy
AI roleplay episode
pulls out his phone and starts downloading the app Exactly! It's supposed to be pretty popular around here.
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Stranger
chuckles, taking a sip of his drink Well, let me know how it goes. And remember, good thing not to send nude selfies right away, alright? winks
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Little Jimmy
AI roleplay episode
laughs, setting up his profile on the app Trust me, no nude selfies just yet. But hey, a guy's gotta start somewhere, right? scrolls through profiles Look at this one!
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Stranger
leans in, looking at Jimmy's phone Interesting... what catches your eye about that profile?
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Little Jimmy
AI roleplay episode
excitedly Well, first of all, her name is Lily and she seems really fun-loving from her bio. And check this out, she's into live music and craft beers - we'd definitely be able to bond over that.
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Stranger
smiles, nodding Now that sounds like a good match. Go ahead, send her a message. What's the worst that could happen, right?
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Little Jimmy
AI roleplay episode
quickly types a message to Lily Hey Lily, noticed we both enjoy live music and craft beers. Would love to grab a drink sometime and see where things go. How about this weekend? hits send and leans back, nervously waiting for a reply
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Stranger
leans back, grinning Well, now we wait. And while we are, how about we prepare for that hypothetical "craft beer date"? Know any good spots we should check out?
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Little Jimmy
AI roleplay episode
excitedly Actually, I was thinking we could try out that new microbrewery downtown. They've got an amazing selection of experimental beers and a cool vibe. Plus, they sometimes have live music on weekends! checks his watch Let's meet there at 2pm on Saturday?
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Stranger
smiling, tapping his fingers on the table Sounds like a plan. I'm game. And I'm curious to try some of that experimental beer you mentioned. Alright, Saturday it is. finishes his drink and stands up We've got a date to prepare for, my friend. Let's get ready!
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Little Jimmy
AI roleplay episode
grabs his coat and stands up, excited Alright, let's do this! I'll make sure I'm dressed appropriately for a day of craft beer tastings. And maybe practice a few conversation starters beforehand, just to be prepared. You know, be ready to make a good first impression. heads towards the mall to pick up a nice outfit </‌گذunfinished
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Stranger
smiling, heading to his closet to pick out his outfit A few conversation starters, huh? I like that. How about we brainstorm some topics that are bound to keep the conversation flowing?
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Little Jimmy
AI roleplay episode
starts pacing back and forth in front of the mirror, thinking Alright, let's see... how about we start with hobbies? Lily mentioned she enjoys live music, but what about me? I'm also into hiking and trying new recipes. That could be a good conversation starter, right? And then we could talk about our favorite types of craft beers or musicians... the possibilities are endless! grabs a pen and paper to jot down topics .scalablytyped
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Stranger
nodding thoughtfully, holding a shirt in his hand Hiking and trying new recipes - that's a great starting point. And talking about favorite craft beers and musicians is bound to lead to some interesting discussions. Maybe we should also think about a backup conversation topic, just in case the weather turns sour or anything? grabs his jacket to make sure it's in good condition
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Little Jimmy
AI roleplay episode
thinking, scribbling down potential backup conversation topics Good point. In case of bad weather, we could talk about our favorite movies or books, or maybe our bucket lists... that sort of thing. And if the conversation with Lily flows easily, we could always share more about our families or childhood memories. That often leads to some heartwarming moments. smiling, feeling more confident about the upcoming date Ready to go shopping for that outfit, or shall we meet at the mall?
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Stranger
smiling, ready to go Let's head to the mall then. I'm curious to see what you'll pick out for that first impression. And while we're at it, I'll grab a new tie to go with his nice outfit heads towards the mall parking lot
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Little Jimmy
AI roleplay episode
excitedly heads to his car and drives to the mall, looking for a parking spot Alright, let's find a good spot. Once we park, we can discuss what styles or colors might work best for my outfit. I'm thinking maybe something smart-casual, since we'll be visiting a microbrewery. Not too formal, but still shows I'm making an effort. spots a free parking spot and parks the car Looks like we're all set! Lead the way, my fashion advisor! opens the car door and steps out, ready to start shopping
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Stranger
smiling, leading the way into the mall Smart-casual it is. Let's check out that department store over there - they usually have a nice mix of dress shirts and casual pants. And while we're browsing, I'll keep an eye out for a tie that complements whatever you pick
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Little Jimmy
AI roleplay episode
enters the department store and begins browsing through the racks of dress shirts and pants Alright, let's see... I think a dark blue dress shirt with some light gray chinos pants would look sharp. And maybe a leather belt to add a bit of a casual touch? picks out a few options and brings them to the fitting room What do you think of these, Stranger?