okay if you’re still doing blurbs- I’ve always loved the idea of being with Ashton and like he’s the first person to make you come- like before him all your precious bfs disappointed you. And he’s so sweet but smug about it and reassuring you and he finds it so hot that he could do this for you xxx
“Did you?” Ash asks, knowing your long history of not being able to cum with another person. “Seriously, stop faking it for me.” He insists.
“No.” You say sheepishly. “Don’t take it personally.”
“I don’t, I happen to know I’m great.” He smirks, cleaning you up.
“And so humble.” You laugh.
“I’m gonna make you orgasm one of these days. I’m just gonna spend a whole day working on you and youll give it to me.” He’s confident. “Just need to know when you are free to try.”
“Oh god, a whole day with you? Yikes.” You laugh, getting under the covers.
“I like that you don’t like me too much.” Ash chuckles, tucking his arm around you, pressing his lips to your shoulder.
“Oh I like you a lot. I just don’t want you to have a big head about it.” You turn your head for a kiss.
“I still can’t believe we’ve been having sex for six months and you still haven’t cum for me.” He grumbles a bit.
“The sex is amazing Ash. It feels good and we have fun... i dunno what to tell you.”
“Have you ever? Like I know not with anyone, but what about by yourself?” He asks.
“Yeah.” You nod.
“Hmm... ok.” He hums. “Get some sleep. We’re gonna work on this.” He kisses your cheek.
Ash is all in. Though it’s not really surprising.
There’s lots of foreplay and you can tell he’s trying to make something work for you. He asks to watch you masturbate, and finds you can’t orgasm while he’s watching. “Don’t you orgasm when we do have phone sex?” He asks.
“Typically.” You shrug.
“Are you uncomfortable with me in the room?” He checks.
“I don’t think so.” You shrug.
“Are you not relaxed?”
“I mean... I guess it is a little weird. I’m usually alone when I get myself off.”
“Ok. So maybe you’re a little uncomfortable when we have sex?” He reasons. “It’s ok. I just... wanna be able to make you cum. So just be honest with me sweetheart.
“I know... and hey, I have a few free days next week.”
“Good! plan to stay at mine. You’ll be all mine for a few days.” He smirks.
“I like the sound of that.” You grin.
When you go to stay with Ash, he doesn’t even try anything when you get there, which shocks you. He does everything to relax you and keep you comfortable though. Drawing a bath, cooking, giving you a hoodie of his to walk around in. He gets out your favorite blanket while you watch a movie together, and he gets you to bed early.
You know it’s a ploy, but you don’t know how.
Ash wakes you up in the morning by kissing on your neck. You turn your face into him and kiss him. “Mornin handsome.”
“Morning gorgeous. Hope you’re ready for this long day. Don’t fake a single thing, ok?” He checks.
“You got it.” You nod.
“We’re gonna experiment some, touch and play with you in ways I haven’t before. It’s all about you for now baby.” He nuzzles your nose before getting you on your back and settling between your thighs. His hands rub up and down your thighs, slowly inching closer to his intended destination. His thumbs slowly massage along your folds and he leans in to kiss you. “You’re my favorite.” He whispers. “You make the best fucking noises when I’m pleasing you. It gets me so fuckin hard to know I make you feel that good. I just want it to go all the way.” He murmurs against your lips. “Want you breathy and high with me. Wanna help you through that come down. How’s that sound?”
“Sounds so good.” You mumble back, kissing him.
His mouth starts down your body, leaving soft, teasing kisses. Getting you worked up wasn’t the problem, Ash could throw you a glance across the room and it could soak your panties. But he has a plan, and he’s determined.
“Need you vocal, talking to me. Direct me if you have to.” He mumbles against your thigh.
You thread your fingers in his hair and nod, letting out a noise of approval.
“That’s my girl.” He presses a kiss to your thigh, and then he turns to his point of focus. “How do I please you enough to orgasm for me.” He murmurs. He presses his lips to your folds, soft kisses before using his thumbs to pull your lips apart, revealing your clit and how wet he’s already gotten you. His tongue sets to work, doing the things he knows make you vocal, things you love and wind your body up.
You let him work for a little while, and you tighten your fingers in his hair. “Baby, can you… fingers?” You ask. He hums against you, and works his fingers in, happy to oblige anything you want. “Deeper, Ash.” You moan. He knows you like it deep, so he’s not surprised. He does it for a while, even giving his mouth a break, “can you C’mere?” You ask, tugging his hair.
“You want me…?” He asks, pressing his lips to your lower stomach. You nod and he keeps working his fingers in you, but moves up so he’s next to you.
You tug on his hair to pull him into a kiss. Something about this is so intimate and his focus was making you need him in a different way.
Ash’s fingers work you for a good half hour, until you push him away. You keep his face close, sharing kisses. He watches you close your legs and roll onto your side to face him. “Need a break.” You whisper.
Ash sucks his fingers clean and then he just pulls you in, kissing you. He lets his fingers linger over your skin, slowly kissing you, drawing soft shapes on your skin.
You let your hands wander on ash too. He seems to be enjoying this. “You know this isn’t about me.” He whispers holding the back of your neck.
“I know, but you’re making me feel so good.” You mumble. “Kinda wanna suck your dick.” You admit, small grin on your face.
“Is this gonna help you?” He asks.
“It might. You know I love giving a good blow job.”
“Ok…” he shrugs, and he lets you go to town. And you were feeling it, he could tell. Very into it and sloppy the way he likes. You keep looking up at him, giving him your best adoring eyes. Part of today is a triumph for him and part of today is really about making sure you can cum in the future which is for both of you, but he’s the first one that really cares.
He tries to pull you off before he cums but you aren’t having it. And he knows more than ever that you are so onboard for the plan for the day. “Fuck.” He moans, pulling you into a kiss. “You need a break or you wanna keep trying?”
“Your face says we’re gonna keep trying.” You smirk.
“I’ve got a few things up my sleeve yet. We’re gonna move into toys since my mouth and fingers didn’t do the trick.” He says it nonchalantly, but you hear it differently.
“I’m sorry handsome.” You answer quietly, small pout on your face.
“Babe… that’s not an attack. I knew what I was getting into. I’m just telling you what’s up. And maybe it’s good you sucked me off; I can really focus on you. Now.” Ash get up and heads into his closet, he comes back with a tote bag and sets it on the bed. “When you’re getting yourself off and you cum, is it more clitoral or do you usually cum from penetration?”
You’re curious about what all he has in the bag, but you won’t find out till you answer, so you try to think about it. “Usually, if you are involved, dirty texts or phone sex, I want penetration. And then if it’s just like ‘need to get off’ it’s more clitoral. It all depends on the mood.” You shrug.
“Ok… well great news is I’ve got stuff in this bag that can help with both.” He grins, he hands the bag over to you. “See if anything looks like a good starting point to you.” Its vibrators of different shapes and sizes, one dildo that’s not quite as big and another toy you don’t quite recognize. You pull out the dildo and give him a questioning look. “I’m not afraid to explore the idea that maybe I’m too big for you to enjoy.”
“Ash.” You chuckle, pushing your way into his lap, “I love your cock.” He hugs you briefly and you reach in the bag, grabbing a g spot vibrator, “let’s start with this. Start it on my clit for a little bit and then work it in.” You direct.
So you sit in on his lap, your side presses against his chest, his arm supports your back while the other one uses the toy. And Ash is good, even with a toy. He knows exactly when you need it inside with no direction. After 15 minutes in your clit, he works it in, pushing it in enough to hit your g-spot and he keeps hitting it there.
You grip your fingers into his hair and moan against his neck. “Ash… fuckkk.” Your breathing starts to change and everything is starting to feel a little different. You can feel yourself kinda getting close. “Touch my clit.” You whimper. Ash’s arm stops supporting you so he can touch your clit while working the toy. You let yourself lay back as his fingers gently start stroking along your clit, but you both notice that whatever was happening for you, no longer is. You groan out in frustration.
“Baby, were gonna get there.” Ash promises, knowing you’re just as frustrated. But he doesn’t show his frustration.
“Can we stop for a minute?” You ask, tears welling up in your eyes.
He nods, turns off the toy and pulls it out. He watches you cover your face and then a few tears fall. Ash sets the toy to the side and he moves to lay down with you, he pulls you in and holds you against him. “It’s ok baby. I knew this was gonna take work… we’ll get there.” He promises.
“I’m just so frustrated that I can’t do this for you.” You sob.
“Hey. Hey hey hey.” He hushes, pulling you tighter to him. “There’s nothing wrong with that, sweetheart. Nothing at all. Well keep working on it, but know that if we don’t get it, I’m not blaming you and I’m not blaming me. There’s no one to blame.”
He lets you cry for a little while, just holding you. You’d never felt more vulnerable, naked and crying in front of him like that.
And when you stop, he tries to lighten the mood. “Should we try another one of these toys or are you done for today?” He asks, slight chuckle to his voice. And you know he means you could really be done if you wanted.
“Let’s try one more.” You agree.
He pulls out the one you don’t recognize and he notices the questioning look on your face. “It’s for your clit.” He explains, “its supposed to create… a different sensation. Here.” He turns it on and holds it over one of your nipples, and then the other, making them extra hard. He quickly follows that up with his tongue, letting you feel the cool air on your wet nipples, he knows you love that. He pulls you onto your side, facing him, and pulls your thigh up over his hip. He positions the toy on your clit and he starts turning it up, watching you react.
“Oh…” you moan quietly, and he clicks it up one more, letting it work. “Holy fuck… Ash.” Your fingers grip in his hair. He works it over and over on your clit, watching you enjoy it. “It’s definitely… oh fuck.” You moan. He grins when you start whimpering, he recognizes it from the phone sex, he knows it means you’re getting close. “Ash! Your cock, please?” You beg.
“I don’t wanna ruin this for you, baby.” He hums, fully enjoying you.
“You won’t… holy shit. Please please please.” Your hips start to involuntarily buck, and ash couldn’t be happier.
“You sure little one?” He asks.
“Yeah… please… fuck… don’t stop this.. but please.” You whimper. Ash can you feel contracting the second he starts to push in. And it doesn’t stop like he kind of expected it too. “Thank fuck, oh fuck. Ash.” You moan.
He pushes all the way in and only shallowly thrusts, because he doesn’t want you to lose whatever you’re feeling. “God damn baby.” He groans.
“Fuck…” it’s breathy. “I’m gonna cum… fuck Ash I’m so close.” You start whining and he knows.
“That’s it, c’mon. Give it to me baby. Look at you, using my cock to make you feel good. So pretty when you need it.”
And his words, along with actions and the toy, finally get you to release for him. He listens happily as you moan and chant his name and once you’ve come down a little, he pulls the toy off. “Can I? I’m kinda close.” He whispers, meaning he wants to finish too, and you just nod, because he still feels good inside of you. You cling to him and let him go for it, only pulling away so he can kiss you.
You listen to his moans and groans and you can feel something building in your stomach again, but you don’t mention it. He grabs your ass to start pounding into you, and he doesn’t last long from there, neither do you. He watches you arch your back and listens to your moans, he knows it’s different than what you usually give him; not fake, yet still different from the toy aided one.
“You just came for me.” Ash mentions as you both come down. You push your face against his chest and gently bite into his skin as he rubs his hand up and down your back, his cock still buried inside.
“I did.” You agree. “Twice.”
“So that toys a keeper?” He chuckles.
“For sure.” You laugh. “Fuck I’m tired.”
“I’m not surprised, we’ve been doing this for like six hours.” He mentions, kissing your forehead.
“Thanks for not giving up.” You whisper, pressing your lips to his.
“Thanks for letting me make you cum.” He grins.
