issysh3ll

[issysh3ll]

Okay I’m the one who asked the question about not being able to feel myself masterbating😭 thank you for that it really helped me a lot truly. But I was wondering about the g spot. How do I know if I hit it like is it all the way up there and what if I can’t reach it without hurting myself? Usually I have a limit of how far I can go before it starts hurting but I’m just a little lost

The g-spot is usually about 2-3 inches inside the vagina. So you should be able to reach it easily with your fingers without going all the way in.

It has a slightly different texture to it so you should be able to feel the difference on your walls once you find it.

I suggest putting your fingers in about 3 or 4 inches and pressing them to the top gently while you slowly move them out. Feel the texture of the wall and you should notice a slight change when you find the spot.

Remember be gentle with your vagina. It’s a highly sensitive organ :)

[issysh3ll]

what are some safe, at home things you can masturbate with? like anything that vibrates or anything safe to put up there

At home items are not safe to use inside you bc of bacteria and risk of infection etc.

If you can’t access proper toys it is best to just stick to your fingers. Not all adult stores have age limits for toys and you can also purchase online. Most sex toy stores have discreet packaging for their deliveries.

But if you really do want to use something at home - make sure there’s no sharp edges or bumps, wash it thoroughly prior to use and after, make sure it’s not something that is going to break while inside you or get lost up there. You can also put a condom onto it to protect yourself from the bacteria etc. People often use electric toothbrushes or the handle of a hairbrush.

I do not recommend putting something inside you that was not designed to go there. But if you are going to do that, make sure you’re doing it safely.

[issysh3ll]

Ive always wanted to try using porn to masturbate too but the one time I tried using a website that wasn’t pornhub or twitter it literally gave my phone a virus and I’ve been too scared to try again since, are there any other websites you could recommend that you know are safe?

Oh yeah there are a lot of dodgy sites out there. Even pornhub can get a bit dicey with all the ads that pop up.

I’ve used xvideos.com before but tbh I’d recommend sticking to the usual suspects with ph and twitter. There’s more on there and it’s easier to find what you want.

[issysh3ll]

fb!chris reaction to bun passing out? (sick/dehydrated idk)

i feel like bro would kinda freak out and maaaaaaybe keep checking in on her through out the day. just small glances and maybe a little “you okay kid?” here and there. yk be a little concerned (throw me a bone i beg) 🙏🏻🙏🏻

he’ll get pissed off somehow, somewhere in the story, probably get caught looking concerned or something and deny it—bc he’s chris 

one moment you were fine, and the next, you just drop, falling with a loud thump on chris' carpeted floor.

he thinks you're fucking around at first, or maybe you tripped over your own feet like the clumsy person you are. but when he sees you're not moving, he doesn't know what to do. he kind of freeze, the video he's watching on his phone fading in the background before he slips off his bed and walks over to you.

he leans down to tap his hand against your cheek a few times, his eyebrows furrowing when he feels the clamminess of your skin beneath his palm and he moves to shake your shoulder.

"hey—hey," he calls for you quite sternly, his jaw twitching when he hears you groan quietly—barely audible, but he still hears it. "s'matter with you, huh?"

he hooks his hands beneath your armpits to haul you up on wobbly feet, taking you over to his bed where he sits you down at the edge of the bed, giving you the most quickest once-over where he catches the dryness of your lips, scoffing with a shake of his head.

he does get you water, holding it to your lips, practically huffing and puffing the entire time for babying you, but he does reach out to steady you quite fast when you sway, almost knocking the back of your head against the headboard.

"hey. y'good, kid? you with me?" when you nod meekly, chris exhales deeply and prods his tongue at his cheek, his jaw twitches again as he helps you settle into the pillows, still holding the bottle of water to you lips to force you into taking more sips. "s'what happens when you're a fuckin' dumbass 'n don't keep hydrated, kid. think you can go around not drinkin' water? nah. now look at you... can't — can't do that. idiot."

divider credits. @issysh3ll

[issysh3ll]

The spider is dead babygirl

Tell me why I TELL @issysh3ll that I have a phobia of insects and this bitch SENDS ME A PIC OF A SPIDER ?!?? So I wake up, go to text her sexy ass, and then I see THAT. And now I’m fucking scared there’s spiders all around me like. WHAT THE FUCK???!!?

[issysh3ll]

Fuck I love it when I get ur approval on my asks 🥰🤤

I sent something in the other day about fb!chris being a goat (idk if you’ve seen it yet) and just wanted to elaborate

i haven't yet but im cackling cos the last goat i can imagine chris doing that when hes gone

[issysh3ll]

CAS does this mean I’m right 😭

I love when I suddenly remember a fb!chris ask I sent you ages ago that hasn’t been answered and then I start wondering if it’s being saved for later in the story line bc I nailed it

PLEASE ...

[issysh3ll]

꒰ STURNIOZ KINKMAS '24 ꒱ !

fan!reader finally gets her one on one time with pornstar!chris.

"are you ready?" chris asks you softly, his hand rubbing comforting massages on your shoulder as you nod your head nervously, a giddy smile spreading across your lips which chris chuckles at. "hey, don't be nervous.. pretend like the camera isn't even there."

"i don't know if i can do that." you admit as your eyes glance towards the camera that's set up beside the bed, ready to film you both.

you're not sure what made you agree to film with him for his next post—you were texting back and forth for a few weeks, sending lewd messages and photos of yourself in your prettiest underwear before he popped the question, asking if you wanted to be in his next video.

you think maybe it was the post-orgasm bliss that made you feel so confident enough to agree, but now, being faced to face with him, seeing his set up, the reality started to sink in on what you're doing, and despite you being a little excited... you were also shitting your pants.

"we don't have to do this y'know?" chris breaks it to you, giving you a reassuring smile that already has you swooning. "m'not gonna be pissed if you decide to back out now—you can even sit behind the camera 'n watch me if you want."

even though his offer of watching him sounds really tempting, you want this. you want this so badly that you've been non-stop thinking and dreaming about it — what it would feel like to have his body pressed against yours and his cock that you've seen so many times on your phone screen making you cum.

"i want to do this."

"yeah?" he presses once more, and you nod your head to assure him that you're all for this even if you are a little bit nervous. chris nods his head along with you, giving you another smile before leading you toward his bed. "get undressed f'me. all off."

one moment you're standing at the edge of the bed taking your clothes off, the next you're on it with chris' body over yours, his lips greedily attached to your own as he kisses you, his tongue exploring your mouth as his hands slide down to your ass to squeeze the plump flesh, grinding his cock against your wet folds.

you're moaning and it's a little pathetic considering all he's doing at the moment is kissing and groping you. but it feels so good — too good to the point you're thinking you're dreaming, that this is all in your mind and you aren't truly here.

but the nibble chris gives your bottom lip, and tugging at it before pushing his tongue back into your mouth brings you back to reality, lacing your fingers through his messy hair as he tilts his head to the side to deepen the kiss.

"need... need you inside me," you whisper against his lips as you briefly pull back, blinking up at him so prettily and needy. "need to feel it. want you to.. to fill me up, like you said on those texts."

"want me to fill this pretty pussy up?" chris murmurs as he leans up on his knees, making a show for the camera as his fingers move between your thighs, spreading your folds apart to show your weeping hole. "look at you.. so fuckin' gorgeous."

you make eye contact with the camera as chris slowly pushes himself inside, and you let out a sharp gasp, trying to adjust to the sheer size of him as your inner walls clench.

"shit—shit. oh my god—" you babble, panicking a little. "you—mmph—you're so big. i-i don't know if i can ta-take it."

"shh, s'okay, s'alright... you're good," chris whispers softly as he leans down, capturing your lips in a tender kiss as he pauses his movements, allowing you a moment to adjust as he murmurs against your lips. "just relax.. we'll go slow, yeah? let your sweet lil' pussy get used to my cock."

you whimper softly, your hips twitching as your gummy walls flutter around him, a burning ache between your thighs and inside your cunt causing you to wiggle to get comfortably, and chris gently strokes your cheeks.

"you're doin' so well." chris praises you, pressing his lips to your warm cheeks as he carefully begins to move, rocking his hips in shallow thrusts as he continues to mutter sweet words and leave gentle kisses across your jawline and neck. "takin' my cock like such a good girl."

your breathing grows heavier, starting to respond to the slow pace as you meet his thrusts, wrapping your legs around his waist to pull him deeper with a mewl of his name, vision slightly blurry as you stare at the camera that's recording you both, making you tense up a little.

"don't look at it," chris says quietly, gently coaxing your face away with his hand. "s'not there, remember? just me 'n you."

you nod your head quickly, your moans muffled by his lips when he kisses you again, rocking harder against you as he picks up the pace, panting against your mouth as he feels your cunt squeeze around him.

you weakly roll your hips up in circular motions, grinding against him to provide extra stimulation for your clit, all sounds consumed by his lips that continue to move greedily on yours.

however, you pull away from him to catch your breath when he moves faster, plunging into your pussy, his balls smacking against your skin with his hand gripping your jaw, gently pushing your head back to bite and suckle at your neck.

you inner walls ripple and quiver around his cock, getting lost in the feeling of his cock gliding in and out of your walls, and the sounds of his grunts and groans in your neck.

his mouth finds yours once again when his hips work harder, rutting you against the bed, your heart pounding wildly in your ears as you feel the knot in your tummy tighten.

"can feel it, sweetheart," his murmurs between kisses, his lips curling into a grin. "you gonna cum?"

the unusual sound that leaves you as you unexpectedly cum is something primal—a mix between a throaty moan and a whine that only gets noisier as chris works you through your orgasm, his mouth relentless against yours before he suddenly stills, his cock throbbing inside of you as he coats your insides with his own cum.

you cling to him tightly, lungs begging for oxygen as you pull away from his lips, panting desperately while chris rolls his hips, milking out the remains of his orgasm before letting out a deep exhale once he's finished.

he gently pulls away from you to lean up on his knees, looking down as he watches himself pull out of your opening, his cum dripping onto his sheets. you peer up at him with curiosity as he reaches over to grab his camera, his eyes flitting to yours for permission and you nod your head.

chris brings the camera to the mess between your legs, carefully parting your folds for a closer look at the mess before grinning, moving the camera up to his face—but he pauses, humming as he looks at you.

"kiss the camera," he murmurs to you, tapping against the lens as he brings it to your lips. "right here, sweetheart."

© STURNIOZ

[issysh3ll]

Update: the shoes I chose are really uncomfortable and I drank too fast I feel wobbly

Guys help I’m going to my roommate’s dad’s 50th (I’ve never met him, she moved in 3 days ago) what shoes do I wear?

[issysh3ll]

Guys help I’m going to my roommate’s dad’s 50th (I’ve never met him, she moved in 3 days ago) what shoes do I wear?

[issysh3ll]

fumble part 6 is a need im addicted. also your writing is so fucking good it’s insane!!

AAAAHHH thank you!!

Idk when part 6 will come out bc im working on a request for fumble at the moment

[issysh3ll]

Can I ask what your body count it or is that too much 😭😭 I’m just a really curious person

You can ask but I have no idea. I’ve never kept count bc I think body count is a stupid concept and I’ve never felt the need to keep score 🤷‍♀️

[issysh3ll]

I accidentally sent something into you. Please do not post it.

No worries pookie I have deleted ur other ask

Have a fantastic day ✨

[issysh3ll]

Ur such an awesome person for doing sex at teaching people on the Internet about sex and about their bodies. A lot of people don’t have access to this information so you are truly doing something amazing 

Thank you!

I really believe that proper sex education should be available to anyone and it should be taught properly at schools in a safe environment and without shame.

But so many schools don’t do that. So I’m more than happy to offer education and advice to anyone who wants it. 🥰

I don’t find anything tmi or embarrassing

[issysh3ll]

Fumble ☆ Chris Sturniolo

Part 5

This is part of a series. Find all parts -> here Summary: Chris has fumbled before, will he do it again? Warnings: smut, angst etc Wordcount: 800

It's been a week since the kiss and the memory still owns Chris's mind. In every spare minute, he finds his head filled with the memories of your lips on his, the soft sound of your moan when he pulled you closer. Every time the thought wriggles into his mind he can't stop it. Nothing else he can think is strong enough to drown you out.

Right now is one of those times. Chris is laying flat on his back in bed, with nothing better to do at 3am. His phone is discarded next to him, mindlessly playing the same TikTok on a loop, while his brain is doing the same. Hopelessly replaying the few heavenly minutes he had shared with your mouth. Each time the memory re-starts in his mind his chest squeezes tight, just as it had in the moment. And every time he remembers you leaving, his heart sinks.

With a groan, he rolls to his side, grabbing his phone. The music that had been playing on repeat cuts off suddenly as he swipes out of the TikTok app. His mind is still full of you, swirling in circles repeating the same part of the memory over and over. The beginning, the first faint brush of your lips against his. He's so caught up in the tingling feeling brushing over his lips that he doesn't notice his fingers navigating to the next app on his screen and pulling up instagram.

His screen is suddenly full of pictures of you, he clicked onto your profile without realising. But now that it's there, he has no plans to put it away. His eyes scan through the images, looking for his favourite of your posts, and when he finds it the memories running through his mind scream even louder.

The tight squeeze in his chest turns into his heart pounding as he stares at the image. Heat rushes through his body and the soft tingling on his lips yearns for more, for real contact. The loose fabric of his sweat pants suddenly feels much tighter around his crotch.

Dropping his phone to the bed, screen up and your photo staring back at him, he rolls further over and presses the tight bulge in his sweats to the mattress. A quiet groan leaves him immediately at the contact. His mind begins to race into a mix of the same kissing memory and imagination, playing a game of hypotheticals. What if he had pushed his hips forward into you like this while you kissed?

That thought sticks and the scenario begins playing out in his imagination as he slowly rocks his hips into the mattress again. His eyes are locked on the image of you on his screen, staring at your lips and imaging them pressed against his own. But imagination is not enough. He finds his hand coming up to face, desperate for that feeling your lips had given him. His lips press to the back of his palm and he rolls his hips more purposefully into the mattress. A soft groan buzzes against his hand as his eyes drop closed, sinking further into the fantasy.

The yearning in his body only grows stronger as his lips begins to move against the back of his hand. He's so lost in the feel of it all, lost in you that he doesn't even notice how pathetic this is — making out with his hand and humping the bed?

Needing more, his spare hand snakes under his body, dipping beneath the waist of his sweatpants to grip himself over his boxers. With each rock of his hips into his hand, his tip pushing against the soft mattress, he feels his body growing tighter, more desperate. An electric pleasure pulses through his veins, drawing him into a haze. His breaths turn heavy, panting eagerly and struggling to kiss you back in his fantasy.

When the desperate need filling his body reaches its peak he hazily peels his eyes open, searching for your face on his phone again and when his eyes meet yours the need becomes too much. A loud groan erupts from his mouth with one final thrust his cum spills over his hand into his boxers. The hot white liquid leaking through the fabric and ruining his pants.

After a long pause to catch his breath, Chris pulls himself up to a sitting position. His hand wraps around his phone, bringing it up to his face and tapping the screen to keep it awake. But his hands are shaky from the overwhelming pleasure he has just experienced and his finger shakes on the screen, tapping twice.

He liked the post. At 3am.

Chris bolts upright to his feet, throwing the phone to the ground.

"Fuck!"

Masterlist

[issysh3ll]

Squirt Tutorial ☆ Matt Sturniolo

Summary: Matt teaches you how to squirt Warnings: SMUT, bsf!Matt, fingering, teasing, edging, overstimulation, squirting, educational Wordcount: 3.3k

This is my version of a tutorial, please note there is a long intro & some biology explanations of female anatomy included. I want to be as educational as possible. Summary of instructions & some advice at the end If you want to just read smut - skip down to the next divider

A comfortable silence fills the room as you and Matt both sit on the bed, scrolling aimlessly on your phones. It’s not unusual for your hangouts to involve a large amount of doom scrolling. Being best friends for years and talking every day means that most topics of conversation have been exhausted already, but you both enjoy each other’s company so doom scrolling in the same room is better than doing it at home.

Today there is something itching at your brain, something you want to talk to someone about but even though you tell Matt almost everything this doesn’t seem like the kind of thing he would want you to share. With silence echoing around you the thoughts only grow larger in your mind, drawing your attention away from the videos lighting your phone. 

Glancing over to your best friend, you see he is absorbed in whatever is reflecting off the small screen in his hand. His blue eyes are locked on the device, soft brown hair flopping over his forehead and shielding his face from your view. Your teeth nibble at your bottom lip, gently tugging it into your mouth as you weigh up your options. On one hand, telling Matt would get it off your chest and you’d finally be able to rant but on the other hand, it’s not really something he can relate to. Maybe telling one of your girl friends would be a better option, but the last conversation with that group that went in this direction just made your thoughts feel heavier. They can’t relate either.

“Kid, I can feel you staring at me,” Matt mumbles, lifting his head and looking over at you, “what do you want to say?”

Heat rushes to your cheeks as his gaze shifts from his phone to you, analysing your face like he’s trying to read your thoughts. “Oh um, nothing, really…” you trail off, weighing your options again. Matt’s never been judgemental about any of the embarrassing things you’ve told him before, and it’s not that this is embarrassing it’s just more detail than you would usually go into with him. Talking about sex isn’t weird for you and Matt, it’s just usually not a detailed recount that you share. But this issue has been on your mind for ages and it’s getting more and more frustrating to keep to yourself, so you breathe a deep sigh and place your phone down on the bedside table next to you.

“Ok fine. I’m just a little frustrated lately,” you start, trying to stick to the usual vague wording used when discussing anything sexual. You watch Matt nervously as he places his phone down to match you and raises an eyebrow, silently urging you to continue. “Uhm… I just– there’s something I've been wanting to do, but I… can’t, I guess.” You finish with a shrug, glancing down at the sheets as you tug them awkwardly, avoiding Matt’s gaze as he tries to work out what you’re saying. 

“Something you’ve been wanting? Can’t? What do you mean?” Confusion. Yeah that’s roughly what you were expecting. 

Groaning, you flop back on the bed and stare up at the ceiling as you explain, “my friends were all talking about sex last week and one girl said her boyfriend made her squirt and then everyone was telling stories about it happening to them and i’ve never…” you trail off, flailing your hand around rather than finishing the sentence.

“Oh…” It’s all he says. The words settle in the room around you and the worry begins to set in, worrying that it was too much information for him. Your eyes are glued to the ceiling, refusing to look at Matt, worried to see the judgement on his face. But as he clears his throat quietly your gaze flicks to him briefly and you see a faint blush warming his cheeks and spreading up to the tips of his ears. He clears his throat again before filling the silence, “so you’ve never squirted before… Why’s that frustrating?”

“Well I guess it’s not that that’s frustrating, it’s just that I want to… And I've tried but I don’t actually know how. Like, am I supposed to do something different from normal or…?” You sigh, flapping your hands through the air as you immediately regret continuing, “I don’t know, it’s stupid, forget it.”

“It’s not stupid, it’s pretty common actually.” Matt cuts you off, holding up a hand, “there’s a lot of biology behind it, but there are reasons it’s easier for some people. You don’t have to be embarrassed about it, but if you don’t want to talk to me about it that’s fine.” He shrugs and sinks back into his seat, pulling his phone out again. 

His words sink in, it’s not embarrassing, it's common. Those words provide much more reassurance than you thought they would. It’s all things you knew already, you’ve been telling yourself the same thing since these thoughts first crossed your mind but hearing them from someone else is calming. Nodding your head slowly, you reach for your phone, ready to sink back into the routine of silent scrolling. But the rest of his sentence chimes in your head again, “wait, did you say biology? You know the biology of how women squirt?”

Matt’s face flushes red again and he raises his hand to scratch at the back of his neck, “uh, yeah. I like reading… plus it’s interesting.”

A short pause before you choke out your question,

“...Do you know why it’s so hard for me then?”

Matt nods, his eyes fixed on yours “It’s not about how tight you are, or how much you enjoy it… it’s about the shape of your skene’s gland… some women have a more pronounced one, which makes it easier for them to gush…”

“Oh, that’s… interesting I guess…” you nod. What the fuck is the skenes gland?

"Also make sure you're hydrated." He shrugs.

This conversation is so out of the ordinary for the two of you but still, Matt seems to know a lot more than you do. Maybe you just haven’t done enough research. He does have a lot of experience with women, you’ve heard about his sex life in vague details for years, but your friendship has never really been the oversharing type so vague is all it ever was. Matt researching the biology of this stuff is definitely not something you expected. Another question swims through your mind, “have you ever… made a girl squirt?”

“Yeah.” He answers so easily, like this isn’t something you've been struggling with for ages. “Not the first time I tried though, it takes a while…”

“So I should just keep trying?” you ask, slightly exasperated. The little biology facts are helpful, probably, but just keep trying is so frustrating. Matt nods his head, muttering a small confirmation and you drop the subject.

Weeks have passed since your last conversation with Matt about your struggle and you’re back in his room again, scrolling mindlessly on your phones. But once again, your scrolling is not your focus. You’ve been trying every day to make yourself squirt but the issue is; you don't know what you’re supposed to be trying. When you spoke to Matt about it he seemed to have so much knowledge and experience with it. As your eyes roam over the room to your best friend sitting in his gaming chair across from you, you pause to take him in. 

His hair is flopped over his face again, hiding his eyes from your view but you can still see the rest of his face. His bottom lip is pulled between his teeth, chewing absently as he watches his phone, his sharp jawline shifting with each little movement. The veins and tendons in his hand dance as he moves his long, slender fingers over the screen. Your eyes trace up from his hands, following the shape of his arm scattered with tattoos up to the sleeve of his white shirt, the words fuck you scrawled over the fabric.

Hm, that’s an idea.

“Matt…” you pull yourself up in the bed to sit facing him, “I want you to teach me how to squirt.”

Matt’s eyes practically bulge out of his head as he looks up from his phone, blown away by your request. He’s at a loss for words, his mouth opening and closing like a fish out of water. He hesitates, whispering your name softly as his face flushes red, “you want me to…”

“I mean… if that’s ok?” you look at him with pleading eyes “you just seem to know a lot about it, and you said you have before…” 

Matt gulps, his throat drying up. He’s torn, trying to decide if this is a good idea, but as he looks into your eyes and sees the desperation you’ve been struggling with for weeks his resolve crumbles. “Y-yes… I mean, I can show you…”

“Really?!” you say excitedly and jump over to him to wrap your arms around his neck in a hug. Snaking his arms around your waist and pulling you closer into him, Matt buries his face in your neck as he mumbles another shaky “y-yes.”

In your many years of friendship there have been times when Matt has imagined taking it further with you, but he’d never imagined that you would be the one to ask. His body is tingling with anticipation knowing that his little fantasies might finally be coming true. He inhales your scent deeply before pulling back and sitting you down on the edge of the bed.

Taking a deep breath, trying to calm his racing heart, Matt reaches out a hand. His fingers press gently on the inside of your knees, pressing them open. His eyes flick up to yours as he analyses your expression, searching for any sign of hesitation, but seeing none he slowly slides his hands up your thighs, murmuring as he leans his face down to plant a kiss on your inner thigh below his hands. “It’s going to feel a little… intense…”

You nod your head in response, already feeling your mind slip into a haze at the feel of his fingers on your skin. Intense is okay, you’re just so desperate to experience this, just once. As Matt’s hands continue their venture up your thighs his fingers brush against the thin fabric at the hem of your shorts, gently looping one finger under the fabric and brushing lightly over the heat below your panties. “First… we need to get you really wet.”

Really wet is right, because as Matt leans his face closer your heart rate picks up, waves of anticipation rushing through your body and crashing at your pelvis. Matt’s hands rub slowly against your thigh, just inches from where your body is aching. His hands skim over the desperate heat pooling between your legs and travel up to the hem of your shirt, pushing the fabric up your body. Trails of heat burn along your skin, following his touch as his knuckles brush over your skin. “Arms up…” he whispers, his voice hoarse as he tugs the fabric of your shirt up over your head.

Matt’s eyes flicker with desire as he takes in your bare skin. Tossing your shirt aside he brings both hands back down to your thighs, casting one last hungry glance at your breasts before using his palms to press your thighs open further. “Relax…” he whispers, dipping one finger under your shorts and feeling the wetness slowly soaking through your panties, “need you a little more wet, sweetheart. What do you need?”

Your breath is shaky as you try to relax your body into his touch “c-can you kiss me? Please?” 

The breath in your throat hitches as he leans forwards, slowly, giving you plenty of time to back out. His lips ghost over yours, touching gently at first. As you part your lips to reciprocate the kiss grows firmer, more passionate. “Mmm…” He moans softly, his hands tightening on your thighs as his tongue slips between your parted lips, gliding over yours. The contact makes your heart skip, your arms wrapping around Matt’s neck to pull him deeper into the kiss as your chest squeezes, aching for more.

Matt’s body responds eagerly, feeling his pants grow tighter around his crotch. His hands glide up your thighs again, gently tugging at the hem of your shorts. He breaks the kiss, panting, “Can I take these off?”

At your nod, he gently lifts your hips up from the bed to slide the fabric down, tugging your soaked panties along with them. His eyes never leave yours as he tosses the fabric aside, the desire clear behind the familiar blue. “Wrap your legs around my waist” he instructs, lifting your legs. 

Following the instruction, you throw your legs around him and reach up to pull his face back down to yours, “m-more…” 

An approving growl echoes from Matt’s throat and he grips your ass, hoisting your body closer. His hips grind slowly against you, his hardness rubbing against your pooling wetness through his pants. His mouth crashes onto yours, devouring your moans as the kiss becomes more demanding. “You feel so good…”

Tugging at Matt’s hair, desperately trying to bring him impossibly closer you moan into his mouth, “mmpfh… s’good, Matt. T-teach me… please.”

“Mhmm…” Matt moans, his body tensing as you tug at his hair. He grinds his hips against you again, instinctively seeking more friction. “Look at me…” he pants, his eyes flicking down to where your bodies meet. Your eyes find his, breaking the kiss and panting as you stare up at him. Matt’s eyes are filled with trepidation as he looks back at you, eager to give you what you want. “I’m going to touch you now, okay?” He swallows hard, his Adam's apple bobbing. “With my fingers… spread wider for me…”

Nodding, you spread your legs wider for him. Your eyes are locked on his fingers, watching to see how he will touch you, eager to learn how.

Matt’s hands slide up your thighs, squeezing gently at the flesh right before he reaches the crease of your hips. His fingers brush against your skin lightly, sending heat through your body as you shiver under the touch. His eyes flick up to yours, checking your expression before slowly sliding one digit along your centre.

“Ah–” you gasp as his finger brushes over your clit. You watch as his lips pull into a small smirk and he circles his finger over the spot again, slowly, feeling you grow wetter. 

“Is this okay?” he whispers, applying slightly more pressure when you nod, biting your lip slightly as you watch. 

His touch grows bolder, his fingers parting your folds to caress you more intimately. Rubbing against you slowly, painstakingly slowly, his touch is light yet firm. His own breathing hitches as he dips a finger lower, feeling your slickness under his touch. “You’re so wet…”

“S’good, Matt..” you mumble, nodding.

Matt’s fingers continue their exploration, circling your clit before dipping lower to tease your entrance. His hooded eyes flick up to yours, dark with lust, “can I… can I put my fingers inside you?” His voice is strained with desire, his body tense with the effort of holding back but he knows he promised to teach you how to squirt, and for that he needs patience.

“Y-yes, please…”

Taking a deep breath, he slowly eases one long finger through your tight heat, groaning at the feeling. He pumps it in and out slowly, allowing you to adjust to the intrusion before gently adding a second finger. His thumb finds your clit again, rubbing in slow circles to match the pace of his thrusting digit. 

"See how I'm touching you..." Matt breathes, bringing your attention to his fingers moving expertly inside of you, sending gentle waves of easy pleasure up your spine, "you want to start slow like this... nice and easy, yeah?"

A low moan pulls past your lips and you take note of the way his fingers curl slightly inside you, pressing up to that sweet spot buried beneath your walls. His pace increases slightly, thumb pressing harder to your clit as he rubs tight circles against the bundle of nerves. Heat crawls up your neck as he leans into you, nipping at your ear, “That’s it, sweetheart, feel good? Just focus on the pleasure, let it build…”

“F-feels so good… keep going.”

Matt continues his ministrations, his fingers pumping in and out of you at a steady pace, slowly growing the waves of pleasure washing through your body. As the steady wave begins to roll into an eager rumble, washing away any other thoughts in your mind your hips begin to grind into his hand, seeking even more friction. His thumb works furiously at your clit, his breath hot against your ear as he speaks, “That’s it, baby… You’re doing so good. Now i want you to try to hold it.”

“H-hold it?” Your voice trembles, broken with pleasure as your high comes hurtling towards you.

A quick nod follows from Matt as his eyes scan over you, watching you closely as he draws his hand away. The high that was approaching you skids to a halt and the pleasure Matt’s hands had been bringing to you begins to inch away. Frantically, you rub your thighs together, desperately seeking that friction again.

“Matt!” you whine.

He grins at you, placing a sloppy kiss to your neck before shoving his hand back between your thighs and diving right back into where he was before. Your high slowly begins crawling back to you and the pleasure ripples through your body again in small waves. Matt’s fingers work harder, faster, hitting all the right spots over and over while your mind slowly spins blank. 

Your jaw hangs open, stuck in a silent moan as the same high comes hurtling towards you again, faster this time, more intense. A small shake begins in your thighs and you feel the muscles in your abdomen begin to tense, preparing for the pleasure to hit. 

But Matt’s hand draws away again, and you groan a loud complaint. “Matt! I was so close!”

“Just one more, sweetheart,” he soothes, pinning your thighs open to stop you from chasing that friction again, “this time when you feel it coming... Hold it back, youre trying to stop the flow.” 

As his instructions finish you nod, feeling the pleasure that had been building begin to slip out of reach again. With one more sloppy kiss to your neck, Matt’s fingers return to your clit. This time just your clit, working it with full concentration. His fingers move faster, his touch becoming insistent.

Once again the high comes screaming toward you and Matt repeats his instructions, “hold it.”

Your eyes screw closed, trying to focus on holding it back. Your body tenses, your wet walls squeezing and pulsing around nothing as Matt’s fingers continue their focus on the small bundle of nerves above. 

“That’s it, baby, doing such a good job, just a little longer…”

You offer a short nod and pull your lip between your teeth, biting down in concentration. Your body begins to shudder from the effort, your control beginning to slip, and Matt notices. He knows you’re right on the brink.

“Mm–Matt”

“Now, baby. Bear down, like you’re trying to push me out.” He instructs, keeping the same steady pace on your clit as your hips shake.

A loud cry of a moan rips from your throat as you tense your stomach, pushing down. At the same time the high that has been hurtling towards you this whole time finally hits, knocking the last of your resistance out of you. 

A small trickle at first, warm leaking down from where the burning pleasure begins but then as you push again you feel a strong gush. Your body convulses, squeezing tightly and pushing every last drop of your arousal out of you, spraying eagerly onto Matt’s arm and soaking his hand as he continues rubbing tight circles. “Good girl…”

“F-fuck– MATT!” your cry turns into a scream as the pleasure continues burning through you, Matt’s fingers never letting up. Another push and your body sprays yet another dose of sweet release over Matt, as if trying to put out the fire beneath his touch. 

With one final stroke over your screaming clit, Matt’s movements slow. His arms wrap around you, gently pulling you against his chest and supporting your limbs as they shake. He murmurs quiet praises against your hair as you pant heavily in his embrace.

“You did so well… Good girl.”

Summary of instructions:

⟶ find a comfortable position and get in the right headspace/in the mood. ⟶ make sure you are super wet. I usually wait until I am fully soaked and actually aching because i'm so desperate. ⟶ start to slowly tease yourself, slow, gentle touch ⟶ if you are using toys start using them on your clit now, low settings ⟶ bring yourself close to an orgasm but stop all contact before it happens ⟶ once the feeling fades a bit you can start again or switch to internal stimulation. still keep it slow and easy ⟶ let the feeling build up again and stop right before the orgasm. ⟶ repeat as many times as you like, the more edging the better. I suggest swapping between clit and internal if you can - it is helpful to apply pressure to the skene's glands from inside (work your g-spot) ⟶ once you feel ready, speed up and allow the orgasm to happen. As it is approaching you should bear down as if you're trying to push something out. ⟶ try to keep going beyond the orgasm if you can. I find that it is easier to squirt with overstimulation. Try to go straight into a second round without stopping, keep bearing down when you feel the urge to.

Also to consider: Can you recognise sensations? ⤷ This method requires you be able to recognise when your body is coming close to an orgasm and when you're reaching a high point before you reach it. If that isn't something you can recognise, you should spend a little more time getting to know your body and it's signals. Focus on how your body feels and how your mind feels when you touch yourself, how those sensations change at different points. Clit vs Internal stimulation? ⤷ This is really a matter of personal preference, whatever feels best and most comfortable for you. Most commonly a combination is preferred. I like to alternate between clit and internal, I find it is helpful to stimulate my g-spot and skene's glands from inside, internal will also allow you to put a bit of pressure on your bladder which is helpful. Clit stimulation is very good for that overwhelming pleasure that you need. For me I alternate during the edging part and then when I feel ready to start bearing down I switch to only clit stimulation. Everyone will have different preferences and you may need to try a few different options to find what works for you. Maintaining the mood? ⤷ To get into the mood or get yourself really wet, usually we need outside stimulation of some kind. Watching porn, reading fics, watching edits, talking to a sexy matt bot on chai - whatever you need to do to get you there is a good idea. It is also important to keep that energy up during the process, this can take a long time so it is easy to get bored and lose the mood. Make sure you keep doing whatever you need to stay wet and horny. Are you hydrated enough? ⤷ Squirting uses up a lot of energy and you will need to have enough water in your body to be able to expel fluid, so make sure you're drinking enough water all throughout the day. I also like to drink a big cup of juice or something similar approx. 30mins before I start, just to really top up the tank and give my body enough time to process the fluid. Are you going to soak through your sheets? ⤷ I like to use this waterproof blanket so that i'm not worrying about ruining my sheets/mattress. You could also use a few towels or choose a location that won't matter if it gets wet (eg. the shower) Are you comfortable? ⤷ It can be very easy to lose your focus if you are thinking about how uncomfortable you are. Make sure you are in a comfortable location and a comfortable position. Make sure you are not going to interrupted. For me it is easiest when I am lying on my back in my bed or on the couch. ⤷ Being comfortable includes bodily functions! you don't need to be about to piss yourself in order to squirt - go to the toilet, have a big drink, and then start. Do you have the stamina? ⤷ This process can take a long time and you have to be able to keep going through the mind numbing orgasm feeling - so do you have the stamina? This is where using toys is very helpful, no effort required from you. I suggest a rose toy or some other clit suction toy, or if you have a favourite vibrator use that. Relax. ⤷ Putting pressure on yourself or worrying that your efforts won't work will only make it much harder for you to achieve. Take your time, you can try as many times as you need to, there is no rush to make it work the first time. Make sure you are calm, kind to yourself and patient. It takes a long time.

Masterlist

I am currently working on a Chris version with a different technique so if this one doesn't work don't worry

[issysh3ll]

Why can't I find pleasure while riding a pillow?

it's not for everyone.

the idea of it is to kind of simulate grinding on someone else but it's not really the same. for most people it will feel nice but that's about it.

there are plenty of other ways you can find pleasure and not every way will work for everyone. If you've tried it a few times and it's never really been your thing, that's fine.