u/anotherrpguy1

It’s been a while since you’ve put yourself out there like this. Ever since coming out, you’ve been figuring things out at your own pace, learning what feels right, what feels like you. Tonight is a big step though. Your first real date since then.

You spent longer than you’d admit getting ready, picking out something that made you feel confident but still a little nervous. Maybe it’s the way the outfit hugs you just right, or the way you keep catching your reflection and not quite recognizing the person staring back in the best way possible. Still, your heart is racing as you arrive, wondering if I’ll notice how new all of this is for you.

When you finally see me, I don’t hesitate. There’s no awkward pause, no second guessing. I smile like I’ve been looking forward to this all day, like you showing up is exactly what I wanted. I compliment you right away, maybe a little more direct than you expected, and it’s enough to make you blush even if you try to play it off.

The date starts simple enough. Conversation flows easier than you thought it would, laughter comes naturally, and that nervous energy slowly turns into something warmer. But somewhere along the way, things shift. Maybe it’s the way I start sitting a little closer, or how my attention never really leaves you. Maybe it’s how I start noticing the little details about you and actually saying them out loud.

By the time we’re deciding what to do next, it doesn’t really feel like either of us wants the night to end. There’s a moment where it could go either way, where one choice keeps things safe and the other leads somewhere a little more uncertain, a little more exciting.

I glance at you, a small smile forming like I already know what I’m hoping you’ll say. So… what do you want to do now?

Hey! If you liked it, hit me up with your starter.

(Don’t worry if I don’t reply instantly. I’m a busy guy. I’ll reply asap.)

Kinks/limits:

Kinks: anal, oral, praise, gentle dom, spanking, breeding, hair-pulling, cute nicknames, outfits, swallowing, leashes/collars, toys, chastity/controlled pleasure, romance, intimacy.

Limits: gore, vore, pain/abuse, unclean/body odors, skipped foreplay (especially for anal), anything illegal, feet, toilet play of any kind.

Two guys who’ve spent years striking out in the dating world finally reach a point where they’re just… tired. Tired of the ghosting, the awkward first dates, the constant feeling of not being enough. Somewhere between late-night venting and shared frustration, something unexpected starts to shift.

You’ve always been a bit more feminine than most guys, soft features, wide hips, and a confidence in your style that turns heads, even if it doesn’t always get you the kind of attention you want. I never really thought about you that way before… but lately, it’s getting harder to ignore how easy it feels to be around you compared to anyone else.

What starts as a half-joking idea, “why don’t we just date each other?” slowly becomes something more real. Maybe it’s convenience at first. Maybe it’s curiosity. Or maybe it’s something that’s been there longer than either of us realized.

I let out a quiet sigh as I drop onto the couch beside you, running a hand through my hair. “Another one unmatched me,” I mutter, shaking my head with a tired laugh. “Didn’t even make it past ‘hey.’ I’m starting to think it’s just not worth it anymore.”

I glance over at you, really looking this time, how relaxed you seem, the way your clothes hug your shape, the confidence you carry even after dealing with the same kind of rejection.

“…You ever think we’re just going about this all wrong?” I ask, my tone softer now, more thoughtful. There’s a pause, and then I smirk faintly, nudging your leg with mine. “I mean, we get along better than any date I’ve ever had.”

I hesitate for a second before adding, a little more serious this time, “What if we just… tried something different? Like, with each other.”

My eyes linger on you a moment longer, and I let out a quiet breath, shaking my head slightly. “I mean… you’ve changed a lot lately,” I admit, softer now. “Not just how you dress or carry yourself… but even your name.” I glance back at you, a small, thoughtful smile forming. “You chose Maddie, right?”

I pause for a second, like I’m testing it, letting it settle. “Maddie…” I repeat, a little more certain this time. “Yeah… it suits you.”

(Please be aware that I’m slow to respond because life is very busy for me. But I will respond ASAP)

Two guys who’ve spent years striking out in the dating world finally reach a point where they’re just… tired. Tired of the ghosting, the awkward first dates, the constant feeling of not being enough. Somewhere between late-night venting and shared frustration, something unexpected starts to shift.

You’ve always been a bit more feminine than most guys, soft features, wide hips, and a confidence in your style that turns heads, even if it doesn’t always get you the kind of attention you want. I never really thought about you that way before… but lately, it’s getting harder to ignore how easy it feels to be around you compared to anyone else.

What starts as a half-joking idea, “why don’t we just date each other?” slowly becomes something more real. Maybe it’s convenience at first. Maybe it’s curiosity. Or maybe it’s something that’s been there longer than either of us realized.

I let out a quiet sigh as I drop onto the couch beside you, running a hand through my hair. “Another one unmatched me,” I mutter, shaking my head with a tired laugh. “Didn’t even make it past ‘hey.’ I’m starting to think it’s just not worth it anymore.”

I glance over at you, really looking this time, how relaxed you seem, the way your clothes hug your shape, the confidence you carry even after dealing with the same kind of rejection.

“…You ever think we’re just going about this all wrong?” I ask, my tone softer now, more thoughtful. There’s a pause, and then I smirk faintly, nudging your leg with mine. “I mean, we get along better than any date I’ve ever had.”

I hesitate for a second before adding, a little more serious this time, “What if we just… tried something different? Like, with each other.”

My eyes linger on you a moment longer, and I let out a quiet breath, shaking my head slightly. “I mean… you’ve changed a lot lately,” I admit, softer now. “Not just how you dress or carry yourself… but even your name.” I glance back at you, a small, thoughtful smile forming. “You chose Maddie, right?”

I pause for a second, like I’m testing it, letting it settle. “Maddie…” I repeat, a little more certain this time. “Yeah… it suits you.”

(Please be aware that I’m slow to respond because life is very busy for me. But I will respond ASAP)

Things with you and Lara were… okay. Not great. There was definitely distance growing between you two. She was happy when you came out as bi, and you two enjoyed some fun when you brought me in as a third, which I always felt was awkward, but I thought you were cute so I agreed.

But overtime, you felt things shift. Less intimate, more friendly. She was jealous of how much attention you paid to me when I was around. She sat you down, had a long talk about the breakup, and by the end, you two were just friends, and she was calling me over again, however, this time, it was different. I wasn’t here for you both. Just you… now that we’re alone, how are you going to talk to me about this?

(Hey! If you like the story, hit me with your ref and a starter/questions about the story. My ref is the last pic.)

I knocked on the door expecting my friend to answer, already half thinking about what we’d do to pass the time. Instead, it was you who opened it.

For a second, I just stood there, caught off guard. You looked… different. Your outfit was soft and carefully put together. A loose, oversized sweater that slipped slightly off one shoulder, paired with snug shorts and thigh-high socks that made your whole look feel gentle and deliberate. It suited you in a way I hadn’t expected, highlighting a quieter, more feminine side that I’d never really seen before.

You lingered in the doorway, one hand still on the knob, the other fidgeting lightly with the sleeve of your sweater. “Oh, hey,” you said, your voice a little softer than I remembered, like you weren’t entirely sure how to act. “They’re… not home right now.”

I hesitated, glancing past you into the house before looking back. “Oh. I didn’t know.”

You nodded quickly, then gave a small, almost shy smile as you stepped back and opened the door a bit wider. “You can still come in, if you want. I mean—you don’t have to just leave.”

There was a hint of nervousness in the way you spoke, but also something warm underneath it, something that made it hard to say no. I stepped inside, suddenly very aware of how close you were as you gently shut the door behind me.

“I didn’t realize you’d changed this much,” I admitted, my voice quieter now.

You let out a soft, slightly bashful laugh, glancing down for a moment before meeting my eyes again. “I guess… I just got more comfortable being myself.”

You shifted a little closer, still fidgeting, but this time you didn’t step away. And as you stood there, shy but clearly trying to hold my attention, I couldn’t shake the feeling that maybe this moment mattered to you more than you were letting on… and that, somehow, I was exactly who you wanted here.

Hey! Thanks for reading. Sorry if I don’t get to you quickly. I’m often busy and don’t get a ton of free time to play.

Kinks/limits:

Kinks: anal, oral, praise, gentle dom, spanking, breeding, hair-pulling, cute nicknames, outfits, swallowing, leashes/collars, toys, chastity/controlled pleasure, romance, intimacy.

Limits: gore, vore, pain/abuse, unclean/body odors, skipped foreplay (especially for anal), anything illegal, feet, toilet play of any kind.

(My ref is at the end)

You weren’t expecting much out of Mother’s Day this year. Maybe a handmade card, breakfast that left a bit of a mess in the kitchen, and a quiet afternoon curled up on the couch. That’s usually how it goes, and honestly, you love it that way.
But this year, your daughter had a surprise.

She’d been acting a little too secretive all week, grinning at her phone, whispering with a friend, and brushing off your questions with a “you’ll see.” You didn’t think much of it until she practically shoved you out the door this evening, insisting you “at least try.”

Try what? A blind date.

Apparently, your daughter decided that her amazing, funny, a-little-too-hard-on-herself mom deserved a night out and maybe something more. She swore up and down that I was “nice,” “normal,” and “not weird” which is debatable, but hopefully in a charming way. You almost said no. Actually, you did say no twice, but somehow here you are anyway.

Now you’re standing outside a cozy little restaurant, smoothing down your outfit, second guessing everything. It’s been a while since you’ve done this. Between work, parenting, and life just happening, you haven’t really felt seen like that in a long time. And yeah, maybe you’re a little self conscious, but there’s also this small spark of curiosity you couldn’t quite ignore.

Inside, I’m already waiting, glancing up as the door opens. When I see you, there’s a flicker of recognition your kid definitely described you right, but also something softer, warmer.

I stand up, offering a slightly nervous smile.
“Hey… you must be my mystery date. My name is Marcus.”

————————————
Hey! I hope you liked it!

If you message me, please know that I don’t get a ton of free time. I’m slow to respond, but I write well.

Kinks/limits:

Kinks: anal, oral, praise, gentle dom, spanking, breeding, hair-pulling, cute nicknames, outfits, swallowing, leashes/collars, toys, chastity/controlled pleasure, romance, intimacy.

Limits: gore, vore, pain/abuse, unclean/body odors, skipped foreplay (especially for anal), anything illegal, feet, toilet play of any kind

(My ref is at the end)

You weren’t expecting much out of Mother’s Day this year. Maybe a handmade card, breakfast that left a bit of a mess in the kitchen, and a quiet afternoon curled up on the couch. That’s usually how it goes, and honestly, you love it that way.
But this year, your daughter had a surprise.

She’d been acting a little too secretive all week, grinning at her phone, whispering with a friend, and brushing off your questions with a “you’ll see.” You didn’t think much of it until she practically shoved you out the door this evening, insisting you “at least try.”

Try what? A blind date.

Apparently, your daughter decided that their amazing, funny, a-little-too-hard-on-herself mom deserved a night out and maybe something more. She swore up and down that I was “nice,” “normal,” and “not weird” which is debatable, but hopefully in a charming way. You almost said no. Actually, you did say no twice, but somehow here you are anyway.

Now you’re standing outside a cozy little restaurant, smoothing down your outfit, second guessing everything. It’s been a while since you’ve done this. Between work, parenting, and life just happening, you haven’t really felt seen like that in a long time. And yeah, maybe you’re a little self conscious, but there’s also this small spark of curiosity you couldn’t quite ignore.

Inside, I’m already waiting, glancing up as the door opens. When I see you, there’s a flicker of recognition your kid definitely described you right, but also something softer, warmer.

I stand up, offering a slightly nervous smile.
“Hey… you must be my mystery date. My name is Marcus.”

————————————
Hey! I hope you liked it!

If you message me, please know that I don’t get a ton of free time. I’m slow to respond, but I write well.

Kinks/limits:

Kinks: anal, oral, praise, gentle dom, spanking, breeding, hair-pulling, cute nicknames, outfits, swallowing, leashes/collars, toys, chastity/controlled pleasure, romance, intimacy.

Limits: gore, vore, pain/abuse, unclean/body odors, skipped foreplay (especially for anal), anything illegal, feet, toilet play of any kind

(My ref is at the end)

You weren’t expecting much out of Mother’s Day this year. Maybe a handmade card, breakfast that left a bit of a mess in the kitchen, and a quiet afternoon curled up on the couch. That’s usually how it goes, and honestly, you love it that way.
But this year, your kid had a surprise.

They’d been acting a little too secretive all week, grinning at their phone, whispering with a friend, and brushing off your questions with a “you’ll see.” You didn’t think much of it until they practically shoved you out the door this evening, insisting you “at least try.”

Try what? A blind date.

Apparently, your child decided that their amazing, funny, a-little-too-hard-on-herself mom deserved a night out and maybe something more. They swore up and down that I was “nice,” “normal,” and “not weird” which is debatable, but hopefully in a charming way. You almost said no. Actually, you did say no twice, but somehow here you are anyway.

Now you’re standing outside a cozy little restaurant, smoothing down your outfit, second guessing everything. It’s been a while since you’ve done this. Between work, parenting, and life just happening, you haven’t really felt seen like that in a long time. And yeah, maybe you’re a little self conscious, but there’s also this small spark of curiosity you couldn’t quite ignore.

Inside, I’m already waiting, glancing up as the door opens. When I see you, there’s a flicker of recognition your kid definitely described you right, but also something softer, warmer.

I stand up, offering a slightly nervous smile.
“Hey… you must be my mystery date. My name is Marcus.”

————————————
Hey! I hope you liked it!

If you message me, please know that I don’t get a ton of free time. I’m slow to respond, but I write well.

Kinks/limits:

Kinks: anal, oral, praise, gentle dom, spanking, breeding, hair-pulling, cute nicknames, outfits, swallowing, leashes/collars, toys, chastity/controlled pleasure, romance, intimacy.

Limits: gore, vore, pain/abuse, unclean/body odors, skipped foreplay (especially for anal), anything illegal, feet, toilet play of any kind

I almost didn’t come tonight.

Ten years is a long time, and I wasn’t sure I wanted to revisit any of it. But I showed up anyway, leaning against the bar, half paying attention to people I barely remembered.

Then the doors opened, and I saw you.

For a second, I didn’t even recognize you. I mean, I did, but… not like this. You’d always had that softness, even back then. I noticed it more than I ever admitted. But now? You weren’t hiding it at all. You leaned into it, and it hit me harder than I expected.

You looked incredible.

I straightened without thinking, eyes locked on you as everything else faded out. That same feeling from back then came rushing back, stronger this time.

Before I could second guess it, I walked over and stopped in front of you.

“…Didn’t think you’d actually show,” I said, letting out a quiet breath, my eyes flicking over you before settling on your face again.

“Didn’t expect you to walk in and knock the air outta me either.”

(Kinks ands limits will be included upon request, but I’m looking mainly for a wholesome, loving story.)

I almost didn’t come tonight.

Ten years is a long time, and I wasn’t sure I wanted to revisit any of it. But I showed up anyway, leaning against the bar, half paying attention to people I barely remembered.

Then the doors opened, and I saw you.

For a second, I didn’t even recognize you. I mean, I did, but… not like this. You’d always had that softness, even back then. I noticed it more than I ever admitted. But now? You weren’t hiding it at all. You leaned into it, and it hit me harder than I expected.

You looked incredible.

I straightened without thinking, eyes locked on you as everything else faded out. That same feeling from back then came rushing back, stronger this time.

Before I could second guess it, I walked over and stopped in front of you.

“…Didn’t think you’d actually show,” I said, letting out a quiet breath, my eyes flicking over you before settling on your face again.

“Didn’t expect you to walk in and knock the air outta me either.”

(Kinks and limits will be included in pre-story discussion)

Roles: you’d be the bully, post second puberty. I’ll be playing the former victim.

We’ve been best friends for as long as either of us can remember. Late night talks, inside jokes, being there for each other through everything… it’s always just been us. At least, that’s how you’ve seen it.

A few years ago, things started to change for you. Life got busier, heavier in more ways than one, and little by little you put on weight. Not all at once, but enough that you started noticing it in the mirror, in your clothes, in the way you carried yourself. And eventually, in the way you talked about yourself. The confidence you used to have slipped into something quieter, more self-conscious. You started hiding a bit more, even around me.

But you’ve never really seen yourself the way I see you.

You brush off compliments, hide behind oversized clothes, laugh it off when anyone gets a little too close to calling you pretty. I’ve noticed it all, the way you tug at your sleeves, the way you hesitate before photos, the quiet comments you make about yourself when you think I’m not paying attention.

But I am.

And to me, you’ve always been… kind of perfect.

Maybe it starts small. A moment where I look at you just a little too long. A compliment that doesn’t sound like a joke this time. Maybe I finally say something I’ve been holding back for years, and it catches you completely off guard.

You’re not used to being looked at like that, especially not by me. So you deflect, or get flustered, or don’t know what to say at all. But I don’t take it back. I don’t laugh it off. I mean it.

The dynamic between us starts to shift, just slightly at first… then more with every word, every look, every moment that lingers a little too long.

So what do you do when your best friend starts seeing you in a way you’ve never been able to see yourself? And when I finally make it clear I’m not joking… how do you respond?