▲ 43 r/GentleDungeon+2 crossposts

Why I care about your success (and why I want to see you ruined)

What it means to be mine is to be held to a higher standard. I don’t consider myself strict, but I do this for your own good. I want you to be put together, to be happy in your skin, to be smart and capable. There’s a reason that I feel this way though.

When others see a well organized desk or a clean countertop, they are impressed. I don’t. When I see those things, I think of how exciting it is to see them ruined through use. There’s something exciting about the organization, but there’s something beautiful about chaos from a life being lived.

When I see beautiful lipstick, a perfect wrinkle free outfit, and someone entirely in control of their words, I can’t help but let my imagination run wild. I imagine that lipstick lovingly left on my body, those clothes rumpled and pulled to the side as my sub’s world shatters in ecstasy, and the pride of reducing someone bright and eloquent into being a mindless little toy, babbling and begging while they writhe in need.

When I set rules, it doesn’t come from a place of negativity, it’s from wanting to see you soar so that I can be the only one who gets to watch you plummet into depravity. Your health is needed to submit, but your mind is where the fun begins.

Now be a good toy and follow my rules. Drink your water, make yourself look nice and pretty, and read your book so that I can make those pretty words and efforts fail you later tonight. This is my favourite version of care. Care that you succeed, and care that I can watch you break down into your basest parts as my lips drag you back to the brink of mind melting pleasure as many times as I need before you’re laid bare for me again.

And tell me, what are you doing tonight to make yourself worthy of your ruin? Soft and pleasurable torture doesn’t come to those who won’t take care of themselves for me. ❤️

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u/InfirmerieDeStJames — 18 hours ago

What BDSM means to me, from an experienced soft daddy dom

This is less of a sexy post today, but I have recently been ruminating on my feelings about dominance and submission/BDSM as a whole. I thought it would be interesting to see if this resonated with anyone else.

One of the things that I’ve always loved about BDSM is the fact that it feels holy. Like faith and worship, full of rituals, benevolence, and absolution.

This can feel painfully clear when looking at how a sub looks at a dom. With reverence as they hand over their control with the faith that while their god may test their body, they will also continue to hone their spirit. That’s a beautiful gift to give a dom, and we should cherish that supplication.

But the opposite is also worship, the way that a dom should treat their sub. It’s the reverence of daily worship, like monks maintaining a shrine. It’s protecting the space, our sub’s safe space. It’s rules and structure, like the strict expectations that people entering a holy place are bound to. Dirty talk is a prayer, whispered in a partner’s ear, a promise of servitude that we both make to each other, though that servitude may look like a life on your knees or like conquering in a deity’s name.

That’s what Dominance and submission have always felt like to me. Like you’re naturally both each other’s deity to worship, and you’re equally each other’s faithful to provide for and protect. Submission is about giving up control, but in no way is it less powerful. And dominance is about being in control, but in no way does it require less vulnerability and reverence.

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u/InfirmerieDeStJames — 4 days ago

[M/f] [Masturbation] [Dirty talk] Sometimes masturbation is more fun

A while ago, I was talking with my partner, going through some fantasies and things we’d each like to try. It was harmless pillow talk, but over time, watching blush as we talked about these things, I started to notice something…

I could see her squirming a little, and the she doesn’t normally blush at sex talks like this. So I moved the blanket a bit and could smell her arousal when I did. My sweet girl wasn’t just talking to me about her fantasies, she was rubbing her pretty little pussy while she did! I normally love to play with her, but it was really sexy to see her playing with herself, so instead I leaned into it.

I sidled up closer, and I leaned in and nipped her earlobe, breathing heavier already. Then I whispered “aww, are you playing with your clit? Does it ache? Do you need to make it feel better?”

Her moan was answer enough, so I kept going, watching her wriggle in pleasure and start to hump her hand.

“So you liked our conversation? You like to imagine me tying you to the bed and fucking you how I want? Or were you into the idea of me taking you to a sex party so that everyone can see how pretty you cum all over my fingers. Or was it something else?”

She moaned again, gasping out in pleasure as my words and her fingers pushed her higher. But that wasn’t what I wanted. So I reached up, brushing her nipple lightly as I did, and gently turned her face toward me with a light grip on her chin.

“No baby, eyes on me, you can’t get out of this by distracting me with your little noises. Use your words, which one pushed you over the edge until you just had to play with your aching cunt?”

I watched her brain try and catch up with my words, but she gasped out. “You and a toy!”

I waited, watching her mouth open and close as she continued her assault on her clit. Eventually, she continued, almost embarrassed to utter the second half of that sentence… “Where you’re both in me….” She trailed off, finding a particularly good spot at that moment.

Oh, my naughty girl liked the idea of a DP… Interesting. Unfortunately, our lack of toys with us at that moment meant that I couldn’t do it right then, so I had to just talk her through it. I moved my hand from her chin to wrap around her neck, not choking, just to remind her who she belongs to…

“Is that what you want, sweetheart? My cock in your needy pussy, and a dildo in your greedy ass? Maybe one just like me, so that you can feel what it would be like to get double teamed by me?” I teasingly asked.

“Yes daddy” she hissed out, getting closer every second.

“Okay baby, I’ll stretch you out, show you what it feels like to be fuller than you’ve ever been in your life… Let you get to feel like my pretty little slut while I ruin you with pleasure.” I whispered, licking the shell her ear.

She silently opened her mouth, clearly getting lost in the pleasure, so I decided that it would was time to push her over the edge.

“What a pretty girl, so close… Cum for me baby, soak your fingers like the good little slut that you are for me. That’s it, you’re so pretty when you fall apart like that. That’s it, hump, keep working your clit through this. You’re making such a pretty mess for me.” I coo into her ear, watching her body tense and seeing her unravel. After she came down from her orgasm, I kissed her and gathered her into my arms, letting her relax against my chest.

After a soft silence and time to feel soft and held, I said “so… A DP huh? I bet that your pink dildo would be perfect for it…” and then I chuckled at her response of burying her head further into my chest so that she didn’t have to look at me.

See? Sometimes masturbation is more fun, especially when someone is there to tease you and talk you through it 😉

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u/InfirmerieDeStJames — 7 days ago

Soft dominance doesn’t mean no consequences for subs

What it means is still treating your sub with reverence and care while teaching them that your rules matter, that they’re there to make them feel and BE better.

Maybe your sub didn’t dress cutely the way that she was told to, or didn’t drink enough water throughout the day. These rules aren’t here for our entertainment as doms. They’re here to ensure that our pretty little subs are confident, and healthy.

So how do you punish a sub while still keeping that gentle energy? Softly, sweetly, and knowing that you are doing it for them.

Maybe that looks like a scene where you tie them up, explore their body until they’re begging to cum, and then softly draw orgasm after orgasm out of them, until they’re a sweaty, ruined mess. There’s no need for pain, our sweet girls don’t need that to learn ❤️ just light touches, soft kisses, and unrelenting dirty talk while they shatter again and again. There’s definitely too much of a good thing. The important thing here is the reverence with which you handle them. Whispering “my princess needs to remember to take care of herself, don’t worry sweetie, your daddy is going to teach you just how important you are. I’ll never let you forget this” as she clenches around my fingers over and over.

Or maybe her punishment is to show her devotion, to show she understands why her mistakes matter. If you agree on certain makeup and she doesn’t wear it, then maybe the punishment is for her to prove to you she understands why you care about this. So she needs to apply her lipstick, and show you just how pretty it smears over your cock. Licking and sucking and marking your dick until you can see just how connected it is to her at a glance. When she’s buried it deep her throat and you see her eyes watering, tuck a strand of hair behind her ear or stroke her cheek lovingly. Tell her what a pretty girl she is, and how proud you are that she’s learning just why you like her makeup to be so perfect. That she’s such a good girl to learn this lesson for you.

The belief that soft domination means no punishment is wrong, it means that punishment comes from a place of love and care. ❤️

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u/InfirmerieDeStJames — 9 days ago
▲ 20 r/Sissy

Describe your favourite pair of panties?

Which pair that you own drives you wild the most? Soft cotton ones with a cute print? Sensual satin ones that show off some cheek? Maybe a sexy little lacy thong that makes you feel particularly feminine and slutty?

Share with the class.

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u/InfirmerieDeStJames — 12 days ago

What are your favourite phrases to hear from your soft doms?

The kinds of things that make you absolutely melt, the ones that turn your panties wet and make you want to slip them right off. I love to hear what soft dom phrases turn people on!

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u/InfirmerieDeStJames — 12 days ago
▲ 5 r/Sissy

Anyone find being feminized into a DDlg relationship hot?

I’ve always thought about it. To take a man am slowly help him become the prefect little for me.

Pick out the perfect cute little panties for him, nothing too sexy, but cute and endearing. Maybe all adorable pastel colours. Then give time to play, protect my cute little sissy while they learn just what it means to be a cute toy for me.

Have them show me their stuffies while I gently dom them and teach them just how to please me. Eventually, I have a perfect little sissy girl who’s head over heels for her daddy.

I always feel like I associate feminization with sexy clothes, and I just want to see my sissy get cute for me.

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u/InfirmerieDeStJames — 23 days ago

Product Testing [M35 F24] [Workplace] [Age Gap] [Cunnilingus] [Soft Dom] [Dirty Talk] [Free Use] [Contest Image 17]

Wednesdays are always the worst day of the week. Smack dab in the middle of my work week, and it’s right when shit usually starts to hit the fan. I heave a deep sigh, reading another email from the director of my beauty and skincare division, there are more concerns about new product viability. Some people don’t believe in that division like I do. I know that the products are top tier, but we need to get a foot in the door.

My office door opens with a light swish, but I don’t look up, only one person casually walks into my office without knocking or me being informed first. I hear a quiet throat clear, then a feminine voice says “Mr. Logan, I have some documents for you to sign. Contracts with distributors.”

“Thank you, Grace, leave them on my desk. I appreciate you bringing them to me.” I reply, doing my best to not let my distraction get in the way of my manners. She may be my assistant, but she does so much for me, she deserves to be respected.

“You’re welcome, sir.” Grace replies coolly. “What’s the matter? Something is clearly on your mind.”

“Just more questions about one of our product lines… People aren’t sure about the new shaving products, exfoliators, and aftercare oils.” I sigh, letting my frustration show.

“Oh really? I have found them to work incredibly,” Grace muses.

My head tips up, registering what Grace just mentioned. “You found them to work well? Would you care to explain what you’re talking about?”

Grace steps closer, and leans across me, placing the contracts on my desk, and whispering in my ear, “I am smoother than I have ever been before… Sir.” The heat of her breath ghosting across the shell of my ear, hardening my cock instantly.

As she stands back up, I turn to look at my assistant, who is now trying to hide a smirk. As I eye her, she begins to fidget, clearly looking for the reaction that she was trying to get out of me.

“I appreciate the product testing, Ms. Gardner. Give me your full report, and don’t forget to show proof of its efficacy.” I say, watching her squirm.

Grace blushes, and slowly reaches down to grasp the bottom of her skirt, slowly pulling it up to reveal more of her creamy thighs. When it’s bunched around her waist, she breathes out a shaky breath, then hooks her thumbs in her thong waistband and pushes it down her legs until it falls between her heels.

“Please, feel to your heart’s content.” She whispers, nearly shaking with anticipation. “I just want to ensure that you can fully experience how well they all work…”

Staying seated, I reach out and run my thumb up her inner thigh, then along her panty line. I hear her sharp intake of breath as I brush one of her lips. “This seems good, very smooth, well shaven. And your skin is feeling so soft and healthy…”

I tilt my hand and drag it along her mound, allowing my thumb to stroke across her clit, watching as her cunt starts to glisten with need. The quiet moan that she lets out makes me want to get to work and bring her to orgasm right here, but I keep myself calm and continue to play with and tease her. If she wants to try and play games, then I need to teach her who is better at them.

“And did you use one of the scented oils?” I ask, pretending to keep this clinical, purely a normal review, despite the way that my large hands keep brushing her most sensitive spots.

“Yes sir…” She replies quietly, offering no extra information.

I hum thoughtfully, then I dip a hand into the band of her stockings and pull her closer to me, until she’s almost standing between my legs. I lean in and press my nose to her mound, my lips nearly brushing her now dripping pussy. I inhale deeply, knowing that she’ll feel the drag of the air along her clit. I smell her arousal, mixed with a delicate and sweet aroma.

“The vanilla scented one?” I murmur, keeping my face in the exact same spot.

“Yes.” She nearly moans, “because you keep calling me cupcake, sir” Her pants of need have fallen into the background noise and my attention is zeroed in on the folds that she has prepared so sweetly for me.

I smile into her cunt, loving that a nickname I have called her during some of her other similar visits has had such an effect on her. I pretend to examine a spot where her thigh meets her pelvis, turning my head so that my beard brushes across her bare skin and her core.

“Please!” she finally moans out.

I halt all movement, pause for a second, and then gently ask “Please what, cupcake? Use your words.” I watch a blush spread up her face from her neck while she realizes that she’ll need to speak for me to grant her wishes.

“I need your mouth! Please, please eat my pussy. I’ll do anything.” she half sobs, the tension finally getting to be too much for her.

I reach back and grab a handful of her pert ass, using it to hold her in place as I lick a stripe from her hole up to her clit. She gasps in pleasure, trying to squirm as the sudden pleasure nearly shocks her, despite her begging.

As I suck her clit into my mouth lightly, teasing her, I feel her hands begin to tangle in my hair. My ministrations have her legs starting to shake, and her breathing turning ragged.

As she is starting to quake, signaling her approaching orgasm on my tongue, I pull away and say “The oil doesn’t seem to affect taste, that’s good… It’s important.” I say, looking up at her bright red face, the outrage of me withholding her orgasm written clearly across it. “Wouldn’t you say that’s a positive, Cupcake?”

She takes a gulping breath, trying to calm down. “Um, yes, yes that’s good sir.”

“Exactly, because then people will want to do this.” I chuckle, flicking her clit with my tongue lightly, feeling her shudder as I do.

“Yes!” She cries out, “Yes, just like that!” but then I pull away again, feeling her trying to tug me by my hair back to that spot.

“Awwww, is my little cupcake getting desperate? Does she just need to cum so badly that she’d beg for relief? It’s okay, cupcake, I know it’s embarrassing to start dripping like a slut, but you just need to use your words and I’ll make it all better for you.” I murmur, kissing the smooth skin around her lips and clit between my words.

“Please sir, I just want to cum all over your face, please eat me until I’m soaking your beard.” Grace stammers out. I grin, knowing that she loves to be made to beg, but has only recently started to feel comfortable finding the words.

“Because you asked so nicely…” I groan out, leaning back in to lick and suck with abandon, driving her towards the peak yet again.

“Mmmmm, right there sir, it feels so good! I knew that you wouldn’t be able to resist my freshly shaved pussy!” Grace moans out, grinding wantonly against my face. I feel her juices dripping down my beard, her hands in my hair. I grab her other cheek with my free hand and I lift her off of her feet and deposit her on my desk, on top of the papers I have spread across it. I slide my hands up the inside of each of her legs, then press against them to spread her wide for me.

She looks down at me, making eye contact as I suck on her clit again, circling it with my tongue as I glide my right hand down and press two fingers into her gushing cunt, curling them upwards to stroke her g-spot as she comes unraveled, spread out like a feast across the desk that I work at every day. I continue to eat and stroke, working her through her orgasm until I feel her tensed muscles relax under me.

She sighs contentedly, releasing her grip on my hair, then holds her legs together so that I can place her panties back on her ankles and drag them back up to cover her again, patting her pussy playfully. “You did so well for me, cupcake, you came so beautifully on my tongue…” I praise.

She lets out a breathless chuckle and says “it’s a good thing that you have an attached bathroom to your office. You look like a mess…” and then she stands up, smoothes out her skirt, and walks back to the door. “Thank you sir, I’m glad that my product testing was well received…”

I go to the bathroom, clean myself up, and straighten out my hair. Then, I return to my desk and respond to the email, explaining that I have full faith in the new product line, as all of the testing that I have seen makes it out to be an incredible product.

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u/InfirmerieDeStJames — 24 days ago

An appreciation post for a little’s favourite part.

My favourite thing in the world is to play with a little. To hold them to my chest, and reach down to tease them over their pretty panties…

I like when I can start to feel those panties dampen, to hear their breath catch while I rub their aching clits and nibble their ear.

The way that I can feel them melt a little bit when I whisper in their ear “it’s okay baby, let daddy take care of the ache for you. You don’t need to think about it, you’re much too wet and messy for that. Just be a good girl and let daddy make it all better.”

Then I pull their soaked panties to the side and slide my fingers into their pussy, curling them to scratch that itch that I know my baby can feel deep inside. The moment that they clench around me and start to shake, I tell them how good they’re doing for me, how well they’re taking my fingers, how prettily they’re coming apart for me.

To get to hold them after, to wrap my arms around a blissed out little sub, it’s the perfect thing in the world for me. I just wanted to let every sub who worries that they’re asking for too much know that you’re not a burden, it’s never too much, and I love to hold you then too.

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u/InfirmerieDeStJames — 27 days ago