The Gentleman Bear

[pr3ttypunisherr]

bending you over my knee. hand rubbing slow warm circles on your ass first. feeling you relax into it.

pressing a vibrator against your clit through your underwear. holding it there. feeling the warmth of you through the fabric immediately.

“count for me.” bringing my hand down once.

“one.” your voice already unsteady.

rubbing the spot slow. pressing the vibrator a little firmer. feeling you squirm.

bringing my hand down again.

“two.” breathier this time.

feeling the wet spot spreading through your underwear against my thigh. the fabric getting warmer. damper with every second the vibrator sits against you.

“three.”

pulling your underwear to the side. pressing the vibrator directly against your bare clit now. feeling you gasp. the difference immediate. your whole body responding to the direct contact.

“four.” barely audible.

feeling your thigh wet against mine now. soaking my thigh completely.

“look at this.” pulling the vibrator away. running one finger through your lips slowly. feeling how slick you are. how warm. gathering it on my finger. “soaking wet and we haven’t even started properly.”

pressing one finger inside you slowly. feeling your pussy open around it so easily. taking it immediately. “oh.” tilting my head. “that went in so easily.” pumping slow. feeling every inch of you. the warmth. the slick. “you feel so good.”

bringing my hand down while my finger stays inside you. feeling you clench hard around it at the impact.

“five.” the word dissolving into a moan.

adding a second finger. pressing in slow. feeling you stretch around both. the resistance. the give. “breathe.” rubbing your lower back with my thumb. fingers holding still inside you. just letting you feel the fullness. “feel that?”

“yes— god— yes—”

“good.” not moving yet. letting you adjust. bringing my hand down again.

“six.” clenching hard around my fingers at the impact. soaking them completely.

starting to move my fingers now. slow deep strokes. not fast. just deep. thorough. curling slightly on every stroke. finding that spot. feeling you press back immediately.

“seven.” grinding back against my fingers between counts now.

pressing the vibrator back against your clit while my fingers keep moving. feeling you immediately lose any sense of rhythm. your pussy pushing back onto my fingers while your hips grind forward into the vibrator simultaneously. your body caught between both.

“stay still.” hand pressing flat on your lower back. working both at the same time. fingers curling deep. vibrator steady and buzzing directly against your clit.

pressing a kiss to your lower back. your spine.

bringing my hand down.

“eight.” the word breaking apart in your mouth.

“you’re doing so well.” fingers moving deeper. fuller strokes. the vibrator not moving. just sitting right there. “so incredibly well.”

feeling your breathing change. the way it gets shallower. the way each exhale comes with a small sound now.

“i need to cum.” grabbing my leg with both hands. “please. it feels so good. i don’t know if i can stop myself—”

pulling the vibrator back slightly. not away. just less pressure. “hold it.” fingers still moving. “not yet.”

“please— i’m trying— i really can’t— please it’s too much—”

bringing my hand down again.

“nine.” dissolving immediately into a sob.

“i know.” fingers pressing deeper. slower now. fuller. feeling every single flutter of your pussy around them. every desperate clench. “i feel how close you are. i can feel everything.” pressing the vibrator back fully. feeling your whole body shake. “you feel so good right now. so perfect. your pussy’s taking everything im giving it so well.”

“please please please— i’m going to— i can’t hold it— please—”

“one more.” bringing my hand down.

“ten—” the number barely escaping your lips.

fingers moving faster now. vibrator pressed against your clit.

“please— please i’m going to cum— please let me— please—”

“you can finally cum, sweetheart.” fingers curling one final time. “cum all over my fingers. right now.”

working you through your orgasm. removing the vibrator after you finish. putting it to the side. bringing you up into my arms to hold you, “you did so well for me, baby. i’m so proud of you” i coo at you, as i kiss your forehead, cheeks, jaw and finally your mouth. “let’s get you all cleaned up, and i’ll hold you while we watch your comfort show”

[hard-onthe--outside-deactivated]

[infinitelyhisgirl]

instinctive ~

∞

[dapperd3m0n]

There’s something delightfully wicked about the phrase “I know” when used in hypnosis.

Assuming knowledge and assuring it as truth, especially while guiding someone in a suggestible state, has possibilities as endless as they are tantalizing.

Of course, you can always subtly encourage their confusion, their mindlessness. “Poor thing, I know it’s so hard to think right now.”

But you can also insinuate that, at the deepest part of them, they know how to break themselves for you. “I know you want to drop deeper. I know you already have a spiral you want to watch, which of my files you want to listen to.”

And that spiral immediately materializes in their mind. Their favorite part of that file starts playing in their head. They do know. And of course, you knew all along.

So go on. Sink into that spiral. Give in to my voice. Drop just a little deeper. Become just a little more broken for me at my slightest suggestion.

I know you know how.

[mrblackspleasuredome]

😎

[hrnybabybunny-deactivated202604]

My job is to please daddy and be his perfect little toy to use and abuse while he cums in my tight pussy

[stevenfoster]

[kim-5-deactivated20230310]

[roastedbeans2]

Sometimes a little pain leads to pleasure

[hellraisersss-deactivated202603]

She has me twitching my cock every time she says “daddy” with her cute fuck me please tone.

[greedysadistdaddi]

Slow corruption that feels like nothing is happening until one day everything hits you and you're too far gone to stop

[pocket-watcher]

Reminder that all of hypnokink is built on the basis of consent!

Yes, it’s sexy to in theory have someone randomly drop me, and yes, I can think it’s not cool if that were to actually happen to me. These two statements can coexist!!! Kink is literally playing pretend!! The first part of playing pretend is setting ground rules and working with other to find out what you and they are and aren’t comfortable with!!

[sweetsleepygirl]

all! of! this!

you might see people (me, today) playing with triggers and dropping folks publicly, pushing buttons for specific, desired responses. just know that all of that is only possible through communication, established boundaries, and earned trust.

hypnosis is not magic (even if it feels like it sometimes!) — words can hold power, but only as much as you give them. play safely!

[knowing-smile]

Also just wanted to add that, in addition to the very valid points above, if you're new to things you should not benchmark yourself against what you see random people here on tumblr (or on discord servers for that matter) are able to make each other do or feel. Dynamics that seem casual can easily have years of established trust and practice (I have a 12 year on and off again history with a good friend and former 24/7 sub).

I've had a couple people new to hypnokink seem frustrated when they can't get phantom touch, complete amnesia, etc to work by like the third or even tenth session. A lot of things take practice. 😊

[ajewishclowninleather-deactivat]

a LOT of kink content on tumblr is fantasy and does not reflect what kink should actually be like. it is totally ok to be turned on by these fantasies and it's good to incorporate them into your sex life in safe ways. however a lot of the hot hardcore kink scenarios that make it seem like everything was spontaneous are not necessarily lying to you, but they are leaving out the "before" part. kink requires a LOT of discussion and communication. you should not forsake this part of kink because you wanna get to sex immediately because the before and after of kink are just as important, if not more, than the during.

[the-denial-diaries]

I want you to fill my head up with all of your favorite kinks. Even the ones I don’t know exist.

Make them mine. Teach me to crave what I used to say I’d never want.

Talk to me like you already know I’ll say yes. Like my resistance is just a little game, not an actual boundary.

Break me, then rebuild me. Your way. Make me forget who I was before you.

Turn me into your perfect plaything.

[desolatable-deactivated20260209]

Show me how good you can be, just YOU

[maryhypno-deactivated20260110]

The classics can be cute~ (32)

[wanders-in-wonderland]

I want someone to slowly corrupt me. Start small with suggesting that I wear certain outfits when we go out or ordering for me when we’re at a restaurant. “Oh darling, I know that skirt is a little shorter than you’re used to but I just want to show off my beautiful girl.” Smile at me and tell me how good I am when I listen, when I let you take the lead. “Good girl, see how good that was? I told you I’d never lead you astray.” Show your dominance subtly with the way you phrase commands as requests, weaving your words in with praise so that I don’t even think about disagreeing. “Come on sweet girl, show me how pretty you look with your tits on display for me.” Hide the way you always get what you want in the softness of your touch and the gentleness of your voice. “I know it’s hard but you can deep throat my cock, right? There you go, pretty girl. Here, let me wipe your tears away.” Take advantage of the way pleasure makes my brain go cloudy and all my inhibitions fade. “Such a good girl cumming all over my fingers, you can take my cock in your ass now, right?” Push me further and further into your realm of depravity until your wants become mine. “You just want to make me happy right, because that makes you happy?” Until you mold me into whatever you want and I have no concept of my own individuality.

[officerjasworld]