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You were sitting on the couch with Ashton, your lips together in what was becoming a heated makeout; one of his hands cradling your face, the other wandering. Your arms were around his neck, hands playing with his hair. Kissing Ashton was intoxicating and you always became lost in him very quickly. When he eventually pulled away, you pouted.
“Mmm…gotta stop there baby girl,” he murmured, tucking a stray piece of hair behind your ear. Ashton knew you were still a virgin and he always respected that. He never tried to push you and was happy to wait until you were ready. You couldn’t have asked for anyone more respectful. You curled yourself into his side, arm thrown across his torso. He kissed the top of your head and wrapped his arm around your shoulders.
“Ash? Can I talk to you about something?” you questioned.
“Of course you can, sweetheart. Everything okay?” He looked at you with concerned eyes, but still that softness that gave you comfort.
“Yeah…I just…I don’t wanna stop there.” He sat up a bit so he could look at you better.
“What do you mean baby?” He joined his hand with yours, giving it a reassuring squeeze and encouraging you to continue.
“I—I’m ready Ashton.” His eyes widened as he clued in to what you were telling him, followed by a smile spreading across his face. He brought the hand he was holding up to his lips, gently kissing your knuckles and smoothing his thumb over them afterwards.
“You sure angel? You know I don’t mind waiting, there’s no rush for anything.”
“I’m sure Ash. I’ve been thinking about it and it just feels right. I love you, I trust you, and there’s nobody else I would rather do this with.” You couldn’t help but smile at the way he was looking at you as he leaned in to kiss you again. It wasn’t needy, but you could tell how much passion was in it.
“I love you too, beautiful. I would be so honoured to share that experience with you.” He gently lifted you into his lap so your side was pressed to his chest and brought his arms around you to hold you close. “Did you have a time in mind when you wanted to do this? We can plan for it if you want.”
“Can we do it now? Need you, Ashton…” He chuckled lightly at your eagerness, pressing his lips to your forehead.
“Is it okay if I ask you a few things before we start?” You nodded and looked up at him, placing a soft kiss to his jaw.
“How far do you wanna go tonight, sweetheart?” He could feel the nerves running through you and began to stroke your arm soothingly. “We’re gonna do everything on your terms still. Alright?” You tried to relax into him and answer his question.
“I think all the way? I don’t really know what I’m doing Ash. I’ll probably need your help.”
“And that’s perfectly okay, my love. I’m here to help you,” he smiled. You gave him a small smile back, but he could tell by the way you were looking at him that there was something you wanted to say. “What is it baby?”
“I’m scared…” you admitted.
“Scared of what darling?” You dropped your gaze, feeling embarrassed.
“Of it hurting. Of not being able to please you. Of not being able to finish and disappointing you…” you whispered the last part as you trailed off. Ashton’s hand came to your cheek, gently stroking your skin as he brought your gaze back up to meet his.
“Oh, sunshine. There is nothing, and I mean absolutely nothing, you could do to disappoint me. This is going to be all about you, but trust me when I say pleasuring you will be the greatest pleasure for me. I don’t want to promise nothing will hurt because I truly don’t know. What I can promise is that we’re gonna go slow and I’ll make sure you’re prepared. I’ll be so gentle with you sweetheart, I promise.” Ashton’s words made you tear up slightly. You couldn’t believe it was possible for someone to be so considerate.
“You okay, baby?” He wiped at your tears with his thumb as you looked him in the eyes.
“Yeah. Just, thank you for being the way you are. I love you.” You leaned up to quickly peck his lips.
“I love you too, sweet girl. So much.” He drew you in close as you laid your head on his chest, listening to his heartbeat. Your nerves were beginning to settle, but Ashton still gave you time to relax. His lips on your forehead a few minutes later pulled you from your thoughts.
“Angel? Do you still wanna continue?” His eyes were filled with nothing but love.
“Yes, yes I do Ash.” You smiled up at him as he leaned down to kiss you.
“Okay. I know this is a big deal for you sweetheart. It’s a big deal for me too, but I want you to know that your comfort is the number one priority, alright? Communication is going to be really important. I want you to tell me if you like something or if you don’t like something. There’s no wrong answers.” You nodded up at him and squeezed his hand so he knew you understood.
“It’s also okay if at any point you change your mind and you want to slow down, or change something we’re doing, or even stop completely. I will not be upset or disappointed, I promise. I won’t do anything without your permission.” You sat up on his lap enough so you could wrap your arms around his shoulders and bury yourself in his neck.
“Thank you Ashton. This means a lot to me,” you mumbled against his skin. He smiled as he ran his hands up and down your back.
“Anything for you baby doll. Can I take you upstairs?”
“Please Ash,” you breathed against his skin. He helped you reposition yourself so you could wrap your legs around his torso. He stood with you clung to him and walked up to your bedroom. You couldn’t help but leave tiny kisses on his skin as he walked, the feeling making him smile. He closed the bedroom door with his foot and set you down on the edge of the bed. He took your hands and pressed a kiss to the back of each one as he crouched down in front of you.
“Can I ask you something else baby?”
“Of course Ash.”
“Do you have any experience with touching yourself or having someone else do it?” Your cheeks reddened at his question.
“Yeah…myself but nobody else, sorry.” You struggled to meet his eyes, but his gentle hand refocused you.
“That's okay darling, no need to be embarrassed. I just wanted to know what feels good for you so I can make this as enjoyable as possible.” His thumb ran across your chin as he held it, helping calm you down a bit.
“I guess I haven’t really tried much. I don’t really know what I like.”
“Alright, there’s a few things I’ll try that I think you’ll like, and we’ll figure it out from there. No big deal.” He could tell you were still feeling a bit apprehensive.
“You still want to continue? Remember it’s ok to change your mind at any time. I won’t be upset.” He stood from his crouched position and sat next to you on the bed so he could wrap you in his arms. You buried your face into his shoulder, taking a deep breath through your nose. His scent helped to calm your nerves.
“Please Ashton, want this with you.” You looked up at him, bringing your hand to his cheek to lightly scratch his beard. Ashton hummed contently as he brought his lips to yours.
“You wanna lay down for me angel?” You let out a nervous giggle as you moved up the bed to lay on the pillows. Ashton laid himself down next to you, using his hand to turn your face towards him.
“How about I just kiss you for a little bit and we’ll see where it takes us? Start with something familiar.”
“Yeah, I’d like that Ash.” His hands wander as he kisses you, trying to get you more comfortable with his touch. He swiped his tongue along your bottom lip asking for permission, which you gladly gave him. After a few minutes, he rolled himself to hover over you, supporting himself with his elbows while his hands caressed your face.
“If you want to slow down or stop at any point, you tell me. Okay, sweetheart?”
“Okay, I will Ash.” You smiled at him as you reached up to brush a loose curl out of his face. He smiled back at you before leaning down to run his lips over your neck and shoulder.
“This okay?” he murmured against your skin.
“Mhm…” You closed your eyes and focused on how good it felt to have his lips on you. He began to trail lower, stopping as he got to the collar of your shirt to look up at you and make sure you were okay. He took the blissed out look on your face as a sign to continue, trailing his lips over your shirt down to your tummy. When he reached the hem of your shirt, he paused and pulled back.
“Darling? Is it alright if I take your shirt off?” His hands rested on your hips, thumbs rubbing gentle circles into your hip bones. You hesitated for a moment before answering.
“Yeah…can I take yours off too?”
“Of course you can.” You sat up slightly so you could reach the bottom of his t-shirt, grasping it and pulling it up and over his head. You tossed it to the side and then ran your hands over his chest and down to his tummy, just taking a moment to appreciate him. You laid back down as he reached for the hem of your shirt again, slowly pushing it up. His lips went back to your tummy, gently nipping at the skin and causing you to giggle. He peeled your shirt the rest of the way off as he murmured against your skin.
“So beautiful…” He pressed one last kiss to the centre of your tummy, before running his hands up your sides to your shoulders. His fingers slid underneath your bra straps.
“Can I take this off, pretty girl?” You gave him a small nod and arched your back so he could reach the clasp. He carefully removed the garment from you and tossed it to the side with the rest of your clothing. Your hands instinctively went to cover yourself, but Ashton stopped you.
“Don’t. I wanna see every part of your beautiful body.” He pressed his lips to the valley between your breasts, hands gently caressing your ribs just below. You reached out for his hand, feeling the need to touch him in some way as he began to knead your breasts with his other hand.
“This alright?”
“Mmm…yeah…feels nice…” You hummed contently. Ashton began trailing his lips, letting them capture one of your nipples. He sucked gently and let his tongue flick over it, while his thumb swiped over the other one.
“Oh, Ash…” you sighed as you let your eyes close.
“Feeling good sweetheart?” he questioned as he moved to give the same attention to your other nipple. You managed to give him an “mhm” before his lips and tongue were back on you. He spent a few more minutes with his attention on your chest before he was hovering over your face again. You opened your eyes to see his smiling face.
“How was that, my love?” He pecked the tip of your nose.
“I liked it, felt good.”
“Good, sounded like you enjoyed it.” He gave you a cheeky smirk that made you laugh and he kissed you once again. His hand slid down to the waistband of your pants, slipping a finger underneath and toying with it.
“Would it be ok if I take these off? I’ll take mine off too.” A nervous look flashed in your eyes that Ashton noticed immediately.
“Hey, you still okay? Do you need a break or anything?” He brought one hand back up so he could stroke his thumb across your cheek.
“No, I'm okay. Just nervous still, but I want this. You can take them off.”
“Alright, angel. Just tell me if you do. Lift your hips up for me” He pressed his lips to your tummy as he began to shimmy your pants down your legs, and quickly followed by taking his own off. When he crawled back onto the bed, he could tell you felt a bit uneasy under his gaze.
“Here, let’s try this baby. Sit up for me.” He grasped your hands and helped you up.
“I’ll sit behind you so you can lay back, and I’ll just use my fingers for a bit. Is that alright?” He pressed his lips to your forehead briefly.
“Yeah, let’s try that.” Your voice wavered slightly from your nerves, but you knew Ashton would take good care of you. He moved behind you and spread his legs to make space for you. One of his arms came around your waist, his other hand on your shoulder as he guided you back to lay against his chest.
“Just relax into me, sweet girl. I promise I’ll go slow. You tell me when you’re ready.” His lips met your shoulder and his thumbs stroked your tummy gently. You closed your eyes and took a few deep breaths, trying to focus on his soothing touches.
“Okay Ash, I’m good now.” He pressed his lips to your jaw, then your cheek, and then turned your head so he could meet your lips.
“So proud of you sweetheart, you’re doing so well,” he praised. You blushed slightly as he looked at you.
“Put your legs over top of mine. It will be more comfortable for you.” His hands moved to gently stroke the outsides of your thighs, encouraging you to spread them for him. You did as he said as you reached out for his hand, wanting to hold on to him. He ran his thumb over the back of it to soothe you.
“I want you to lay back and close your eyes. Just want you to feel, okay?” You gave him a nod as you closed your eyes. He moved his hand that you weren’t holding to the inside of your thigh, just stroking the skin gently. As he moved it further upward he felt you begin to tense.
“Deep breaths sweet girl, I’ve gotcha.” He began to pepper your neck with small kisses as he finally cupped you, letting his fingers lightly run over you. Your breath hitched at the feeling of his fingers lazily stroking over your underwear. You let out a whimpery moan when he finally put some pressure on your clit.
“There ya go, let me hear you. Wanna know how good you feel.” He kept his touches gentle, not pushing any further until you gave him indication that he could.
“So good Ash…can you…take my underwear off…please…” you asked between gasped breaths. Ashton smiled against your skin.
“Lift your hips for me,” he murmured. You closed your legs and bent your knees as you lifted your hips so he could reach to take them off. He flung them to the side as you settled and spread your legs again. You laid you head against his shoulder and looked at him as his hand returned to your core. He made eye contact with you as your lips parted and you let out a gasp. He groaned when he felt how wet you were.
“That better for you, pretty girl?”
“Uh huh…” You closed your eyes as he began to rub circles on your clit. Ashton couldn’t help but look at your face, admiring how beautiful and blissed out you looked. He ran his lips over your cheek and forehead as he continued to touch you, his fingertip circling around your entrance teasingly.
“Is it alright if I put a finger in?”
“Please Ashton…” He dipped his index in, hooking it upwards inside of you while he kept his thumb moving on your clit. You all of a sudden felt a huge wave of pleasure, causing you to let out a whimper.
“Found it,” he smirked. He kept working his finger inside of you, feeling as your walls progressively relaxed for him.
“Doing so good for me princess. Do you think you can take another finger?” You nodded as you leaned into his neck. He slowed his fingers down momentarily so he could slip his middle finger in next to the other one. You whimpered and squeezed his hand at the feeling of the stretch. It wasn’t painful, but it was a bit uncomfortable.
“Can you stop just for a sec Ash?” He immediately stopped his movements, leaning back so he could see your face. He didn’t take his fingers out yet, unsure of what you wanted him to do.
“You alright angel? Did I hurt you? I’m so sorry. Do you want me to pull them out?” He had a bit of panic in his voice, afraid that he had done what he feared and had hurt you by accident.
“No, no Ash, you didn’t hurt me. I just need a second before you move…really full.” Ashton breathed out a sigh of relief.
“Of course sweet girl, take all the time you need. You tell me when you’re ready.” He leaned down to connect his lips with yours and provide a bit of a distraction while you adjusted to the new feeling. After a few moments, you gave him the go ahead. He started out slow, watching your face for any sign of discomfort. He was relieved when all he saw on your face was pleasure. His nose nuzzled against your cheek as he continued to speed up his fingers, scissoring them slightly to help stretch you out. His thumb simultaneously rubbed small, deliberate circles on your clit.
“Ash…” you sighed.
“Getting close aren’t you princess? Feel you squeezing my fingers.”
“Yeah I think so.”
“Cum for me baby girl. I got you,” he cooed. That was all it took for you to fall over the edge, squirming in his hold as he worked you through it. He pulled his hand away when your legs closed around it from sensitivity. Ashton cradled your face, looking into your eyes as you breathed heavily. What you didn’t expect was for him to put the fingers that were just inside you in his mouth. You couldn’t help but blush slightly, but you’d be lying if you said you didn’t think it was hot.
“No need to be embarrassed darling. You taste good,” he chuckled. You accidentally let out a tiny moan at what he said.
“Oh, did you like that?” You avoided his gaze, but gave him a small nod.
“Do you want me to go down on you, beautiful?”
“Yeah, only if you want to though,” you replied, still slightly embarrassed. Ashton kissed your forehead, sliding his hand down your body again. He sat you up a bit so he could move out from behind you, and lay you down on the pillows again. He hovered over you, noticing how you didn’t seem to feel uncomfortable under his gaze anymore. He slowly trailed his lips down your body until he was face to face with his intended destination. His large hands caressed the insides of your thighs, gently coaxing you to spread them. He lifted your legs so they were both over his shoulders as he laid flat on his stomach. Your hands were grabbing at the sheets, not sure what to do with them since you weren’t holding his hand anymore. Ashton answered your question when he took your hand and put it in his hair.
“Pull on it if you want to, I don’t mind.” He smiled up at you before finally leaning in to lick a long strip through your folds, making you jump slightly.
“So responsive for me, good girl.” You never knew if you’d be one for dirty talk, but you felt yourself wetten when he called you “good girl”. You definitely liked it. Ashton took his time just lazily licking into you while you tugged on his hair. When he finally moved his lips to wrap around your clit, he slid his fingers back inside of you, wanting to keep you as open as he could. His other hand went to your hip, stroking your skin soothingly. You were quickly approaching your high again due to being so sensitive and Ashton could tell.
“Cum whenever you need to,” he mumbled. The vibrations of his voice going through you was enough, sending you over the edge for the second time. You were in such a blissed out state you didn’t even realize he had crawled up next to you on the bed, carefully rolling you towards him. He gave you a few minutes to settle, caressing your skin and whispering how proud he was of you.
“How you doing, sweet pea? Feeling okay?” He held your face as he spoke to you.
“Yeah, tired, but really good.”
“Do you want to keep going or have you had enough? We can always finish this another day, up to you.”
“No, I wanna keep going. You haven’t even cum yet.” The bulge in his underwear was incredibly obvious.
“I’m okay sweet girl. If you want to keep going we can, but don’t say yes for my sake, alright?” He leaned in to nuzzle his nose against your forehead, pressing a kiss there as well.
“Want you Ash, please…” You looked at him with those wide eyes that he couldn’t resist.
“Alright, sweetheart. Let me get a condom.” He rolled over to retrieve one from the new box in his bedside table. You smiled, knowing he had probably bought them just to have for whenever you decided you were ready. He pulled his underwear off and rolled it on before rolling back over to you again. He could see the nervous look in your eyes when you took in the size of him.
“Hey, it’s gonna be alright.” He stroked your cheek in an attempt to soothe you. “What’s on your mind?”
“Just still scared it’s gonna hurt, you’re big…” He looked at you with a concerned, yet comforting expression.
“Oh baby, it’s okay to be scared, I understand. I’m gonna do everything I can to make it as comfortable as possible for you. I promise it will feel good after we get through the initial part. But don’t forget it’s okay to change your mind.” He gave you a smile as he pulled you in for a kiss.
“I trust you Ash. Can you just go slow?”
“Of course I will, baby girl. Let me grab some lube too, that should help a bit.” You couldn’t help but smile. This man was so incredibly considerate and it warmed your heart. Ashton grabbed the lube out of his drawer and used a generous amount to slick himself. He hovered over you again, pressing his forehead against yours.
“You ready sweetheart? I need words.”
“Yes, I’m ready Ash.”
“You tell me if you wanna stop at any point, okay?”
“I will.” Ashton attached his lips to yours as he began to push in, trying to distract you. You squeezed your eyes shut and winced at the feeling of him stretching you out.
“Shh, you’re doing so well. Just try to relax,” he cooed. You didn’t realize you were clenching around him. He peppered your cheeks with kisses as you focused on taking deep breaths, timing his slow movements with your breathing. He grabbed ahold of your hand, running his thumb across your knuckles.
“Squeeze my hand angel, I’m almost in.” Your grip on him tightened as he pushed in the last little bit. A few tears leaked from your eyes at the burning feeling accompanying the stretch of him.
“I’m all the way in sweet pea. I’m not gonna move until you tell me to.” He nuzzled against your face and kissed the tears away. “I’m so sorry, my love.”
“Ashton…” you cried.
“I know sweetheart, I know.” His concerned eyes met yours, feeling guilty that he was causing you pain.
“Kiss me…please Ash?” He didn’t think twice about it. His lips were on yours, not in a hungry way, but in a soft and soothing way. You focused on his lips, noticing that the burning was starting to go away. Ashton was relieved to feel that you were relaxing around him. He let you guide the kiss, and didn’t pull away until you did.
“You alright sweetheart?” He raised your joined hands so he could press his lips to your knuckles.
“Yeah. You can move now.” You wrapped your free arm around his shoulders to pull him down, feeling the need to have him as close as possible. Ashton squeezed your hand reassuringly as he started to move slowly. It was uncomfortable, but not nearly as painful as it was before. The longer he was moving inside you, the better it felt. You felt him nip at your neck, hearing the occasional soft groan leave his lips.
“How are you feeling angel?”
“Doesn’t hurt anymore, starting to feel good.”
“Good, baby girl. You feel so good around me. Doing so well,” he breathed against your neck. It wasn’t long until you were letting out whimpers for him.
“Sound so pretty for me baby.”
“C—can you touch…touch me?” His fingers found your clit immediately, making you mewl for him. He continued to speed up his thrusts, keeping his body close to you as he showered you in affection.
“Ash…” you whined.
“Know you’re close angel, I’m right behind you. Give it to me.” A few more thrusts and circles with his fingers had you cumming for the third time. You were shocked that you were able to again, but he just felt so good and made you feel so loved. By the time he worked you through your high, he was spilling into the condom. He pulled out slowly, not wanting to cause you any discomfort by staying in too long. He only briefly got off the bed to toss the condom in the trash and was immediately by your side again. You felt his hands on you as he rolled you to the side and into his chest, holding you close. You took a few moments to slow your breathing back down to normal. Ashton murmured praises to you while you calmed down. You pressed your lips to his chest before peering up at him.
“Hi sunshine, how do you feel?”
“Mmm…loved…” A smile spread across Ashton’s face.
“Good, always want you to feel my love. Are you hurting at all? Can I get you anything?”
“I’m a little sore, but I’m okay. Just want you to hold me.” Ashton pulled you in for a kiss before cradling your head and laying it back on his chest. His fingers ran up and down your spine soothingly. You laid in silence, just listening to his heartbeat for a few minutes.
“Come with me sweet girl,” he murmured against your forehead. You didn’t even have a chance to question him before he had you in his arms and was taking you to the ensuite. He set you on the counter as you looked at him confused.
“My girl is never going to go without aftercare,” he explained as he turned on the tub faucet. Your heart was bursting with the amount of love you had for him.
“I love you Ashton.” As soon as he was close enough you threw your arms around his neck and nuzzled into his shoulder. His arms came around you as well.
“I love you too sweetheart, so much,” he murmured into your hair. He let go so he could kneel down into the cupboard below you.
“Which bubbles do you want?”
“Hmm…lavender.”
“Lavender it is then.” He poured a generous amount into the stream of running water, shutting the faucet off shortly after. He was quickly back in front of you and picking you up again so he could set you in the water.
“You getting in with me Ash?” you questioned.
“Of course I am. Gotta be close enough to love on you.” You giggled as Ashton slipped into the water behind you, immediately curling yourself into his chest. He held you close, running his lips over your shoulder, up your neck, and across your cheek, finally reaching your lips to give you a soft, yet passionate kiss. He leaned his forehead against yours when he pulled away.
“Are you comfortable with me cleaning you up?” You nodded, realizing you felt more comfortable being naked with him than you ever thought you would. It was a different level of intimacy you didn’t realize you yearned for. Ashton smiled, leaving a kiss on your forehead before turning you in his arms so you were laying back flat on his chest. He grabbed a washcloth and your favourite body wash and began lathering your skin. You turned your head slightly so you could pepper his neck with kisses as his gentle hands worked. He paused before he reached your inner thighs, taking your hand in his.
“You’re probably gonna be sensitive. I’ll be as quick and gentle as I can.” You whimpered against his skin when he touched you, the sensitivity making you really uncomfortable.
“I’m so sorry, sweet pea.” He gave your hand a reassuring squeeze as he quickly but carefully cleaned the stickiness from between your thighs.
“All done angel. I’m sorry, I know that wasn’t comfortable.” He frowned slightly.
“It’s alright Ash. Thank you for helping me.” You leaned up so you could kiss his jaw in appreciation. He turned his head so he could kiss you properly while you relaxed back into him. You stayed in his arms until the water turned cold. It wasn’t long until you let out a yawn.
“Bedtime baby girl?”
“Mmm…yeah, think so.” Ashton helped you out of the tub and wrapped you in a towel, drying you off in the process. He quickly dried himself off as well before taking your hand and leading you back to the bedroom. He sat you on the bed while he fetched you both something to wear. He came back wearing boxers, and had a set of your pyjamas in one hand, and one of his shirts in the other, as well as some underwear for you.
“Wasn’t sure what you’d want to wear.” He smiled sheepishly as he looked at you. You reached out for his shirt.
“This please.” You gave him a smile.
“Do you want your pj bottoms too? Or a pair of my shorts or—“ You cut him off by pulling him down for a kiss. It was your turn to reassure him.
“Ash baby, you’re rambling. This is perfect, wanna be as close as I can to you anyways.” He let out a relieved breath as his expression relaxed.
“Thanks sweetheart, just want to make sure you’re okay and taken care of.”
“And you have, my love. You wanna help me?” He smiled contently as he helped you into the clothing, then put the other garments back in the dresser. You got yourself under the covers as Ashton came around to crawl into his side of the bed. He opened his arms to you and you quickly moved closer to snuggle into him.
“Thank you Ashton,” you mumbled against his chest.
“For what baby?” You looked up to see a slightly confused look on his face. You laid your hand on his cheek, stroking his beard.
“For making me feel loved, and beautiful, and for waiting for me.”
“Oh, angel. You don’t have to thank me, it was my pleasure. I’m really happy that I could make you feel that way.” A single tear escaped his eye that you quickly wiped away.
“Alright mister sappy man,” you giggled. “I love you, and I’m glad we did this together.” Ashton cupped your face, looking into your eyes.
“I love you too, sunshine, I’m so glad you’re mine.” Your lips met his for what felt like the hundredth time that night, but you would never get tired of it. You fell asleep on his bare chest, his fingers running through your hair, and feeling like the luckiest and most loved girl in the world.