#ask devils

[watcher0033]

Y’all, the Archive admins are made up of VOLUNTEERS. And they have been working for 12-13 HOURS STRAIGHT.

I better not hear any complaints when donation period comes around. OR ELSE.

cosplay by @woahchriswoah on Twitter

EDIT: How do we show appreciation to the volunteers? For me reading these deep dives on OTW issues u guys apparently it's been said multiple times that one of their objective statements is to have paid staff for ao3 and there's a surplus of donations they haven't used up or the other community solutions that needs to address. For those more financially literate feel free to analyze, snipe me or add to the discussion etc. linked here by deepa. They’re cool and these yearly analysis they did aint no joke.

But Seriously what can we do for these volunteers? The probable burn out from this entire fiasco would be no joke. @ao3org

[nerdpoe]

Danny was a stillborn, and Maddie made a deal with a Devil to give her baby a soul so he could live.

But the Devil couldn't really like, make a wholeass new soul for this. He could grab one of the ones he owned, but that'd just be putting an adult in an infants body, and that whole thought kind of weirded the Devil out.

So, he compromised.

He had a piece of the Laughing Magicians soul, and he just kinda.

Shoved that into the baby corpse.

And holy shit it worked, the kid took it.

Which, awesome! He gets the lady's soul and the kids when it's matured!

Except that was fifteen years ago, and now said Devil is desperately trying to get into contact with Constantine to cancel the deal they signed and agreed to.

Cuz that little baby?

Yeah he's the High King of the fucking Infinite Realms; a being that can not only cancel said contract, but do it and declare the Devil who made it guilty of Treason.

So he needs to find the Laughing Magician fucking yesterday, before the kid looks too closely at why his soul is so weird and figures it out.

[spicyraeman]

Hey James you got any uhh... *coughs* werewolf Shadowheart things cookin'?

ouppy

[misshoneyimhome]

Can i please ask a small scenario of luke hughes finishing first and he is so embarrassed and cute and hides his face in readers face and neck. Reader is so calm and sweet to him. Thanks love 🥰

Okay okay, so this was very brief! And also my first time writing about Luke Hughes... and I know I said no players born after 2001, but what can I say, I do like a challenge 🙈 Though I do feel like I violated him...

Hope it's alright love 😉🤍

Warnings; 18+ smut; protected sex (p in v);

Word count; 1.5K

・✶ ｡ﾟ

Practice makes perfect | Luke Hughes 🖋️⚡️

"What a game, huh?" you exclaimed with excitement as you greeted Luke, who was coming out of the locker room after the New Jersey game against the Blackhawks.

"It was alright," the young defensemen simply smiled in response.

"Alright? Luke, you played amazingly tonight," you embraced him in a hug, smiling up at your tall boyfriend, feeling he deserved more praise.

"Thanks," he flashed you a sweet, humble smile, wrapping his long arms around your body. Tucking you into him before letting you go and admiring your beautiful face. "So, what's the plan now?"

You could sense a slight hint of nervousness in his question, considering that you and Luke had only recently started seeing each other.

You had gotten to know him platonically during the summer, and as the regular season progressed, you slowly grew closer. However, your relationship was still fairly new.

"Coming over to your place?" you timidly suggested in a sweet voice, and Luke couldn’t help but return your joy. You always had a way of making him weak in the knees, from the very first moment he laid eyes on you, where he mentally had to kick himself multiple times for taking so long to ask you out.

"Definitely!"

And there you were, entwined on his sofa, celebrating the night's victory, with his 6'2" frame leaning over you. Your fingers intertwined in his brown curls as his lips caressed yours, his tongue gently seeking entrance, meeting yours with hunger.

The room was dimly lit, with the soft glow of a lamp casting a warm ambiance. The celebration continued with the faint sound of the TV playing highlights of the game in the background. The scent of victory lingered in the air, mixed with the comforting aroma of the takeout you both had enjoyed earlier.

"Easy, Luke," you chuckled lightly into the kiss, feeling his desire growing, along with impatience and almost neediness. "Slow down, we've got time."

"Sorry, babe," he breathed out with a light smile. "I'm just so..."

"Turned on?" you asked, your eyes glancing downwards to his very hard member, concealed in his sweats.

"Yeah," he softly admitted before once again pressing his mouth onto yours. Although he did try to slow down a little, it was rather difficult for him.

You were one of the most gorgeous and sweet girls he'd ever met. His hockey career always making it difficult to date like a regular teenager, and as a young adult having to take life seriously now, it hadn't gotten any easier.

But then you came around. And though he wasn't exactly a virgin when the two of you met, he might still have been on the less experienced side. Again, his hard work to reach the same level of career as his brothers had limited his social life. Which also meant his intimate time with girls.

And as you felt his rather sizeable length, firm against your inner thigh, you knew he was too worked up to slow down any further.

"Bedroom, Luke..." you breathed in between his sloppy kisses, and before long, he guided you to his room, where he swiftly pulled his shirt over his head, exposing his toned hockey torso, while you discarded your own blouse. Trousers went next, and not many seconds passed before you were back in the same position, your legs on each side of Luke as he hovered over you, lips connected, bodies growing warmer with every touch, creating friction, and sweat.

Yet, despite his deep need to feel himself reaching the much-anticipated climax, Luke was still trying his best to focus on you.

So, as you shared the passionate kiss, his fingers found the edge of your knickers, gently sneaking a finger inside as he located your entrance, poking and teasing before sliding it in.

Soft moans escaped your lips as you felt the pleasure he was causing, and you slowly developed an impatient need for more, which was given to you with a second finger.

And as Luke skilfully fingered you, something he'd, of course, learned from his older brothers, he too felt the impending surge of pleasure within him. The room filled with the heady mix of desire and intimacy, creating a space where time seemed to stand still, solely dedicated to the symphony of your shared sensations.

His cock was already dripping with pre-cum, creating a small damp patch in his boxers as he felt it throbbing, almost pulsating, craving to be touched.

"Yes, Luke," you moaned softly as you felt his fingers massaging your walls.

But with every pump, he felt himself in more need to feel those walls around his length instead. So, as impatience took over, he withdrew his fingers, leaving you feeling a void as he shifted his position, pulled off his boxers, and then returned to tuck down your underwear.

His facial expression was so serious, much like when he was playing hockey - focused and determined. Yet, this time, he also seemed desperate to be touched and in need to reach his peak.

Reaching over to the nightstand where Jack had been kind enough to place a few condoms as a joke, he took out the little packaging. However, as he seemed to fumble with it, you offered him a helping hand.

"Here, let me," you smiled up at him as you took out the latex and gently wrapped his length, causing little squirms from the boy above you, as your touch made him feel the sense of pleasure he was craving.

And then swiftly, he returned to missionary once more and let the tip of his member gently touch and tease your tight entrance.

"Slowly, love," you tried with a soft whisper. However, as Luke eased himself into your depth, your whisper quickly turned into a moan instead, feeling his long shaft filling your warmth.

"Shit..." he breathed out, slowly beginning to rock his hips, letting his cock glide in and out of you as he stimulated your walls. The room echoed with the sounds of your shared passion, a harmony of gasps, moans, and the rhythmic dance of bodies entwined in the heat of the moment. The intensity grew, the connection deepening with every thrust, creating a heated atmosphere. 

"That's it, Luke..." you moaned in between breaths as he found a solid pace, thrusting and hitting the very end of your depth. Your hands finding his locks that you could pull on as you felt the building of an orgasm once again within.

However, the more Luke felt stimulated, the more he increased his speed. His thrusts slowly grew eager and more forceful as he got closer to his climax, still feeling the rush of a win from the match as he pounded into you.

And you felt him getting sloppier. His eyes shutting close as he desperately fought not to reach the peak, trying his best to have you come with him. Carefully he listened to your moans as you were about to let yourself give in to an orgasm as well.

"Yes, baby... I'm close... please come with me..." Luke almost cried out.

And you were almost there with him.

But as you were about to announce your climax, the tightening of your core around Luke's shaft had him involuntarily come a little too close to his peak. And with a deep, uncontrollable grunt, he let himself go, spilling his release into the latex as he felt the rush take over.

"Fuck..." Luke shouted, letting go of the last drops, his body trembling as he almost collapsed and fell with his face into the crook of your neck. The room was filled with the aftermath of passion, both of you catching your breath in the shared intimacy of the moment. The echoes of pleasure lingered in the air, creating a sense of vulnerability.

You let the silence fill the room as Luke slowly gained control of his heavy breaths, his body lying on top of you as he let out a deep sigh.

"I'm so sorry, babe..." he timidly mumbled into your skin, and you couldn't help but form a soft smile on your lips.

"It's okay, Luke," you tried to comfort him with a soft tone of voice, gently stroking your fingers through his hair before he lifted his head to look at you.

"No, it's not okay... you didn't get to come first, baby... you know I always want that," he whispered softly, his eyes darting from side to side as he kept apologising.

But you merely offered him another light chuckle and caressed his cheek. "Hey, it was your night tonight... after the thrill from the game, and how eager we both were, it makes sense it didn't take long."

“Still… I feel bad about not making you come…”

Once more, you just flashed him a soft smile.

“Well, I guess we’ll just have to do it again – you know what they say: practice makes perfect.”

And your words seemed to slowly reassure him as you both remained in the relaxed position, comforting each other while keeping your eyes locked onto his. Eventually, he accepted your words and withdrew himself from your embrace.

Though you had to admit feeling a little disappointed, having been so close to your peak, you were also okay with how Luke came to his release. He had made you feel good after all, and it truly brought you joy to please him.

[quinnylouhughesx43]

Chirps

requested

has been edited as of 4/27/24!!

summary: Luke’s long term girlfriend is a beautician. The team chirps him about his unruly curls so he goes to see her at work.

warnings: profanity

The work day had just come to a close when the bells on the door jingled signaling someone had just entered. Out of instinct your head jerked to look towards the door. Thankfully, to be greeted by your sweet boyfriend who usually wore quirky half smile. Only tonight he was your stress stricken looking boyfriend. After swiftly leaning the broom that you had in your hand back up against the wall, you quickly approached him. “Luke? Is everything alright? You look like you did the day of your draft…” You let your voice drift to almost nothing as you reached him. He didn’t make a sound. Only made grabby hands, just like your toddler nephew does, signaling he wanted to hold you. Moments passed where the only sounds were the music still playing over speakers and your alls breathing. “The guys are chirping me about my hair again. Even my own brother is in on it this time.” His mumbling almost inaudible as he’s pressed his face down into your neck. But after two years of dating and three years of friendship prior, you’re a Luke Hughes mumbling specialist. Luke lifted his head and rested his chin atop of your head.

He pulls out of the embrace and starts pacing while he keeps rambling about the absurd claims his teammates have made recently. “They’ve gone as far to point out that my girlfriend is a professional beautician for all sorts of people. Celebrities, athletes, everyday people, and I go around with an unruly mop of whatever.” He stressed the importance of ‘I’ and made a gesture to himself when talking. You grab ahold of him by the waist pulling him back into your arms. Unable to watch him pace any longer. “They go on and on about how they don’t know how you’re not embarrassed of me.” His voice waivers at the end of his statement. “You.. you’re not embarrassed of me are you?” His voice completely cracks, he can’t stay in your arms he has to look at your face. You feel a fragment of your heart break. Pulling out of the embrace completely, he turns away unable to look you in the eyes anymore. You can tell he’s struggling. You know he grew up with kids bullying him for his curls and how unruly they could be. Kids are cruel but they are kids. It’s something that happens growing up. It isn’t something that happens when you’re 20 and surrounded by professional athletes. Or at least it shouldn’t. Reaching out to grab his hand, you slightly tug him at him to come back into your arms. Loosely holding him with one arm, using your other to be able to lift your hand to cup his cheek softly. Running your thumb across his cheek. “Baby I promise you, the last thing I am is embarrassed of you. I am nowhere near being embarrassed. I love you every way that you are. Hair unruly. Hair fixed. I’d love you if you had me shave your head. But please don’t make me do that. I love your curls so much. You’re perfect the way you are.” Luke exhales a breath he was holding since you had pulled him back to you. “There is only a couple things I am and those are, proud of you beyond what words can express, in love with you more than you know, and the luckiest girl there has ever been to be your girlfriend.” The two of you holding eye contact, nothing but pure love shining in your eyes and contentment breaking through Luke’s. He slowly begins to relax. He is still far from letting himself forget and let go what’s happening with the team, but knowing that the most important person to him doesn’t care how he looks and when he looks it.

Taking a moment to contemplate a way to help him further feel better, you rub your thumb slightly across his cheek again, he leans into it sighing. “What if we experiment on styling your curls baby? I have different products for curls. Curly hair is all different, so we can try one and if you don’t like it we can try another?” Luke slowly nodded, feeling even better already. Although he trusts and believes what you just told him about loving him in anyway he looks, he also knows you’re doing this for him. He has always been your soft boy. Luke is apprehensive, always considerate, questions his actions, and wants you to be a part of his decisions. That is until you’re both having your alone time, then he is a completely different person. And well that is a story for another time.. Luke sat down in your chair waiting for you to gather whatever it was that you were going to try first. His eyelids were beginning to feel heavy, he knew it wouldn’t be easy to stay awake once your fingers were in his hair.

Only after a few short minutes of working working shampoo through his hair, his eyelids fluttered shut. It was so hard to have to wake him up to move back to the other chair. His groggy face was precious as he teetered over to the seat and plopped down. Moments later you looked in the mirror and caught a glimpse of his face. The sweet boy had fallen asleep again. Finishing up quickly you decided to let him rest instead of waking him to go home, you leaned down and gave him a quick kiss on the cheek and a ‘I love you Hughes’ before cleaning up your station again.

After cleaning everything up, you locked everything up and decided to wake Luke up. You two really needed to leave. “Lukey, I’m done. Let me drive you home.” Instead he pulled you in his lap and mumbled an I love you. Giggling an I love you back, you patted on his chest and insisted he get up. “Baby please let me sleep” he whimpered. “You can sleep when I get you home. I’ll stay with you if you get up.” You bargained. He opened one eye to look at you. “Do you promise? You’re not going to just leave once you drop me off?” “No lukey, let’s go”

At Luke’s the two of you get changed into pajamas quickly. You are both so exhausted. Luke lays down first, so you have to crawl over him to “your spot”. “Hey (y/n)” Luke whispers. “Yes?” “Thank you for loving me for me and not for being in the NHL or for being rich or for having a boat or for having a-“ you cut him off with a soft kiss. “Luke, we met before you were drafted, before I knew you had a boat, before you had money. None of that matters to me now that I do know. Just like you said. I love you for you. and well your unruly curls are plus.” You say eliciting a groan from Luke. “Not funny. Goodnight baby girl, I love you.” With his last words for the night, you cuddled as close as you could into his side and let your eye lids close. Mentally telling yourself to text Quinn tomorrow to go off on Jack for what he’s done to Luke’s confidence.

**edited and majorly updated 4/27/24 ♡︎

[leaentries]

not necessarily nasty but can we get something for luke and his shy, insecure partner in bed <3

➛ ofc, sweetheart!

-

You whimpered as Luke slowly eased himself into your heat.

Luke’s eyes snapped to your face, searching for any sign of discomfort. “Are you okay, pretty girl?”

You nodded, despite the nerves jumping around under your skin. When you and Luke decided to finally make love, your anxiety still never faded.

“Are you sure?” His eyes were wide with concern, “You’re shaking, baby.”

Unfortunately, your body gave you away. No matter how much you truly did want this, the worries still plagued your mind. You nodded one more, moving your lips to meet his in a slow, sweet kiss.

“I promise, I’m okay.” You played your head back down on the pillow, face blazing. “Just a little nervous.” Your eyes went everywhere but Luke.

A pair of lips began to pepper kisses all over your face, eliciting bubbly laughter from your throat.

“No being nervous around me, sweetheart.” He continued to press kisses along your jaw, “You’re so perfect.”

His playful kisses slowly turned more sensual, his teeth grazing just above your collarbone. You couldn’t help but whimper when he bit down softly. Your back arched into him, as he gently began to thrust into you.

“Gonna make you feel good, pretty girl. Always want you to feel good.”

[sebunchii]

akiangel’s height difference is very important to me!

[evercelle]

i am not immune to saiharas new uncharacteristic eboy drip

[cosmicwhoreo]

Albatross Cookie by design alone looks like the type of person to have ridiculously high standards and will not accept anything less than absolutely perfect.

He says he likes to run a tight ship. You do well, you get to enjoy the luxury of a 5 star cruise for a good week. Fail? Well... They don't talk about what happens when you perform poorly.

[inkwell-cup-brothers]

Hey cup mugs haber you ever wonder where your from? Btw nice art.

If only they know...

...♦️ Previous----Next ♠️...

♥️ First ♣️

♠️Read the info♦️

*Please do not repost, copy, or trace my artwork!* Cupbros Parent's blog|Main blog| Twitter | Patreon

Big reference to Casino Cups

@certainkittenpost @gummy---bear

[lanshappycorner]

angel deuce......(request from instagram)

[40ep]

Quinn Hughes Mic'd Up | 01.06.24 ↪ NHL Mic Drop: Hughes Bros. Quinn and Luke Match Up in Newark

[kx0e]

retro rq

[misshoneyimhome]

can you write first time with jack hughes pls?? (fluff + smut) i love ur writing!!

Thank you, babe! And of course, I'm happy to give it a try 😉

I do sense that I'm gradually improving with these soft, smut stories, although I still have room to grow in this area 😅🤍

Moreover, I'm aware that I've done this kind of theme before, even featuring JH, but I hope it's still enjoyable to read 🌺

Tropes & warnings; friends to lovers, reader's first-time, virginity; 18+ smut, fingering, protected penetrative sex;

Word count; 4.5K

・✶ ｡ﾟ

The First Time | Jack Hughes 🖋️⚡️🌺

"How's it goooing? 😏" "JACK! Stop texting! I'm in the middle of a date here..."

"I know, just wondering how it's going 😈" "Seriously, don't you have anything else to do! 🙄" "Nah, just chilling at home 😉 Why are you even replying? Shouldn't you be talking to him?" "Ugh, you’re so annoying right now... but no, he's on the phone with someone 🙄" "Isn't that like the third call tonight 🤔" "Just the fact that you've noticed says something about how this date's going... 😒" "Sorry that sucks y/n... thought things were going well between you two 😕 you seemed pretty into him" "Yeah, well, turns out it's a one-way street 🙃"

Tonight, marked your fourth date with Ben; a young professional from New York who'd taken a keen interest in you since bumping into you at the library, where he’d confidently asked you out, and you’d happily agreed.

It had been a simple encounter. Just two young adults navigating life in the big city. Yet, your connections across the water also often had you traveling back and forth between your home and Newark, especially because of one person.

Jack Hughes had probably become your closest friend, since he unexpectedly came into your life when you were dating one of his friends. However, when that relationship fizzled out, you surprisingly ended up forming a bond with Jack instead of being left out in the cold. 

You never quite understood what went down between your ex and Jack, as it seemed like they had a falling out or something. But frankly, you didn't care – you felt like you came out of the break-up on top with your friendship with Jack.

Despite his own hectic lifestyle, he was always there for you, even on the most personal levels. Already right from the start, when you first met in your friend group, and later as you spent more time together before your relationship with your ex started to crumble, you felt a certain connection.

Jack tried to support both of you through the breakup, but when push came to shove, he ended up siding with you, which turned out to be the best possible outcome for you. As the social and caring person he was, Jack became your pillar of support, your rock whenever you felt low or unsure of yourself.

And in return, you stood by him through thick and thin in his hockey career. As his dear friend, you were always there at his games, ready to cheer him up after a tough loss.

"Maybe Ben's just nervous 😉 and he's getting advice from his friend on how to talk to you" "Do guys actually do that? 😅" "Some of them do 😂"

At this point, you'd lost track of how long Ben had been out on the balcony, deep in conversation on the phone. You felt your heart starting to race as nerves as suspicions crept in about the date. Despite the initial connection you shared, something felt off. And when things felt off, they usually were.

Deep down, you had a gut feeling about why he was acting this way. It was the same reason your ex had given for breaking up with you, and why other guys you'd dated had lost interest, though it was never explicitly stated. Just mentioning it seemed to make them pull away.

"Alright I think he's heading back now 🤞🏼" "Fingers crossed, babe!" "Jack... you can’t pull off ‘babe’ 😂" "What do you mean by that 😅"

And unfortunately, the date ended just as you'd feared, as Ben returned from his balcony call and gently explained that he wasn't interested in continuing to date.

For a moment, you felt a pang of hurt, thinking he actually liked you. But as you'd mentally prepared for this outcome, the disappointment faded quickly, and you simply gave him a sweet smile before he left your studio apartment.

"I'm giving up, Jack... I don't think there's anyone out there for me!! 😫🥺" "What? He ended things?? Whyyy?" "You know why..." "HE SAID THAT?? I'm gonna beat his fucking ass..." "Well, he didn't say it outright... but let's face it, Jackie... no one wants to date a 22-year-old virgin..."

There it was. The truth you didn't want to admit, but somehow it kept getting confirmed: You were still a virgin.

Despite being in a few relationships, you'd never quite reached that point. And now you were convinced it was the main reason for your breakups. With your ex - Jack's friend - you just didn't feel ready, and though he never explicitly said it, you sensed his impatience. Then every time you dated someone new, when they hinted at wanting sex, you had to explain your situation. And then they all seemed to lose interest.

It was the same story every time.

"Want me to come over?" "You don't have to... it's late and you have training tomorrow 💓" "That doesn't matter! You do, and I want to make sure you're okay, so I'm on my way over" "Then why even ask? 🙃"

-

It didn't take long before Jack arrived at your place, and soon enough, the two of you were comfortably lounging on the sofa, each at opposite ends, facing each other under a blanket.

"What a jerk," Jack chuckled softly as he tried to console you after yet another dating disappointment.

You looked down at your hands in your lap, fidgeting with your fingers. "I know... it's just..." You let out a deep sigh and glanced up at him. "I hate that it has to be such a big deal... I don't want it to be."

Jack seemed to grasp your frustrations. It wasn't that you lacked interest in men sexually; you just hadn't found the right person or the right moment to explore that aspect, and Jack understood that.

"They're all idiots, y/n/n... you deserve so much better! Don't let it get to you - you're amazing, and they're the ones missing out!"

His words were comforting, and you knew he wouldn't say them if he didn't mean it. But changing your mindset was easier said than done.

"I know, Jackie... I just - sometimes, I just want to get it over with, you know... so I wouldn't have to worry about it every time..."

"What? No, your first time shouldn't be something you just 'get over with,' y/n!" He responded quickly, prompting you to look directly at him.

"But why not?" you exclaimed, feeling defeated. "It's just sex - everyone's doing it all the time! With random people, whenever, wherever..." You tried to articulate your thoughts, but Jack was already quick with a response.

"Yes, but this is your first time... It's supposed to be a good experience and doing it with someone random just to get it over with probably won't be the best thing," Jack reasoned.

It was an odd discussion to be having with him. Were you really debating how, why, and with whom you should lose your virginity?

Letting out another sigh, you gave him a firm look. "Well, it's my body and my choice..." you spoke softly, earning an eye roll from the hockey player.

"Come on, y/n, don't be naive... It should be with someone who at least cares about you... Just, don't do anything stupid, alright."

"Oh, so now I'm stupid!" You retorted with a huff, crossing your arms defensively. "I think I can decide what I want for myself. Besides, it's not like you want to do it with me..."

As soon as the words slipped out, a rush of embarrassment washed over you. Though you knew it was just a joke, a small part of you felt a flutter at the thought. Yet you quickly brushed it off as ridiculous. That until Jack caught you off guard. 

"Says who?"

"What?"

You were taken aback. Did he really just say that?

"I said, who says I don't want to sleep with you?" He chuckled, sounding a bit mysterious, as if it were the most absurd question in the world.

"You - you want to - with me?" You almost stuttered, trying to process his words.

And Jack couldn't help but grin. "Of course, I mean, you're really hot and... I'm a bit more experienced... so."

The suggestion hung in the air as you contemplated it. Was this some kind of joke or bet?

"Jack... wouldn't that be weird? I mean, we're friends..."

"So?" Once again, he chuckled. "It's just an idea. Maybe it would be good for you to be with someone you know and who knows you. Someone you trust, who can make you feel comfortable."

And truth be told, it didn't sound half bad.

"Actually, I think it could be an interesting idea..." you admitted softly.

-

Jack didn't want to rush anything, as it was crucial to him that you felt comfortable with the pace.

However, as soon as you agreed to the idea, a surge of desire coursed through him. And when your lips met in a tender kiss, he felt a stirring sensation he hadn't anticipated.

Sure, he knew he liked you. But he hadn’t expected to be genuinely drawn to you like this. Yet perhaps, considering what was about to happen, it was a good thing that he felt the magnetism between you. 

You weren't just a casual hook-up. You were his close friend. And he was about to share an intimate moment with you for the first time, which he wanted it to be as close to perfect as possible.

Initially, he hesitated to proceed that evening, given the recent breakup and your likely vulnerability. However, as you talked it through, you expressed feeling in the mood, especially since you had hoped Ben might have been understanding and potentially your first time.

So, Jack agreed to it. Let's face it, he wasn't one to turn down sex, even if it was with you, his friend, and your first time. To him, it felt almost like a privilege, as he would be the one to make you feel amazing and ensure you had a good experience.

And as the two of you then slowly settled onto your bed, he made sure you always felt at ease.

He took his time kissing you deeply, allowing your mouths to explore each other as your hands tangled in his brown curly locks, feeling his naked chest against yours. He was almost painfully slow as he undressed you to your underwear, wanting to ensure it didn't feel rushed in any way. But as you grew closer and more engrossed in the moment, you found yourself becoming more intrigued and eager to discover how it truly felt.

And so far, it felt rather good.

Furthermore, you could tell that Jack was equally invested in the heat of the moment, his hand exploring your body as his lips remained locked with yours. Half lying next to you and half over you, clad only in his boxers, he was fully devoted and engaged. And while you, too, were half on your side, letting your leg wrap around his, both of you eager to pull each other closer.

It was in that very moment, you suddenly felt something you'd never experienced before; his hardness pressing against you.

You couldn't help but gasp as you felt how hard he was, realising that you were the cause of it. "Jack... you're... wow..."

And he couldn't suppress the grin at your slightly stunned remark. "Yeah, well, that's just what you do to me."

The moment was both tender and intense as Jack quickly resumed kissing you, but before long, he took the initiative to undress both of you completely. This was the first time you truly felt nervous in the moment. Despite feeling completely safe with Jack, you also felt exposed as your most intimate parts were suddenly bare to him.

"Try to relax..." he softly encouraged you, hovering over your body and engaging in yet another kiss. "Breathe slowly, and let me know if anything hurts..."

His voice was gentle and soothing, and you nodded gently to indicate your consent to proceed. But before fully engaging with you, Jack wanted to ensure your comfort and readiness for pleasure.

So, upon taking two of his long fingers into his mouth to moisten them slightly, he then slowly trailed them down between your bodies to find your core. He took his time, studying your face for any reaction, as you gasped lightly while his fingers met your sensitive flesh, tracing them up your moist folds. His eyes remained locked onto your face, and when he sensed you were comfortable with his touch, he carefully pressed a finger inside you.

"Oh..." you breathed softly, your eyes meeting his as you surrendered to his gentle touch.

"Does it feel good?" Jack asked with a soft smile, feeling your warmth and wetness as he slowly moved his finger in and out, delicately stimulating your walls.

"Mmm," you nodded, smiling as you felt the pleasure slowly building in your lower abdomen. And as Jack then gently pressed his second finger to join, you couldn't help but let out another gasp, feeling a slight stretch. "Oh, it's good," you moaned softly.

Jack felt a sense of pride as he watched the signs of pleasure play across your face. He had only taken a girl's virginity once before, and that was when he himself was inexperienced. But this time, he knew what he was doing, and he was determined to make it a memorable experience for you.

And as you moved your hands to his shoulders, your fingers lightly digging into his skin, he could tell he was eliciting a strong response from you. And he was right.

The way he moved his fingers in and out caused your walls to gently clench, the wetness making a sound with every gentle pump, as your mind spun with pleasure, your toes curling involuntarily and your breath growing erratic.

This must be what a pending orgasm felt like, you thought. You'd heard about it from your girlfriends, some more than others, but you'd never truly known what to expect. Yet here you were, squirming and panting as Jack pumped his fingers in and out of you, curling and scissoring, pushing you closer and closer to climax.

"Oh, Jack..." you murmured softly, urging him to increase his speed.

"Mmm... Do I make you feel good, baby?" he hummed seductively, growing more eager to push you to your peak, wanting to make you feel the incredible sensation of a high.

"Yes... yes..." you moaned louder and louder.

The feeling was intensifying, your vision blurring and your mind spinning. And as you dug your heels into the mattress, you finally let yourself surrender to the incredible sensation that was about to consume you.

"Jack... I think... I think I'm..." you cried out, not really sure how to express yourself. 

It was like a wave of pleasure coursing through your body, your eyes rolling back as you let go of all tension. Your nails marked his shoulders as you let out a loud moan, tightening your walls around his fingers as you were introduced to the new level of ecstasy.

"Oh, fuck..." you breathed out loudly as you slowly came down from the euphoric state, opening your eyes to meet Jack's satisfied grin.

"That felt good?" Jack asked, though he knew the answer already. Your moans spoke volumes, and the way your walls pulsed around his fingers confirmed it. So, as you then offered him a shy smile, he carefully withdrew his fingers from your core.

It had already been a wonderful experience, but you knew there was more to come. And Jack's hardness showed just as much anticipation.

"Y/n," he suddenly spoke, his voice low and tender. "Are you still sure about this?"

His concern was endearing, and it only made you smile and nod in confirmation. So, with that, Jack undressed himself completely, revealing his fully erect and proud manhood.

You gasped lightly at the sight, marvelling at how proud and eager he was, while a part of you wondered if it would fit. Yet you trusted Jack completely. He knew what he was doing, and you were more than comfortable letting him guide you.

And much to your comfort, he returned to the bed, hovering over you to share another deep kiss, melting away all the nervousness. Again, he took his time, letting your tongues dance as your fingers explored his hair, before breaking apart to let you catch your breath.

"The drawer," you softly spoke between deep breaths. "Condoms... are in the drawer."

You could almost feel the slight embarrassment as you admitted you'd been prepared for the potential outcome of the night - only the guy involved turned out to be different. But Jack only flashed a cheeky smile as he retrieved the small foil package and wrapped himself up, before returning to you in missionary position. Your hands settled on the back of his shoulders again, your legs spread wide and your heels digging into the mattress as you found a comfortable position.

"Just relax," he encouraged softly once more, before placing another kiss on your lips.

You then felt the tip of his member gently aligning with your entrance, and when Jack sensed you had your breath under control, he slowly and carefully pressed himself into you.

"Oooh..." you moaned as his cock stretched you further than his fingers had been able to. "Ffff, Jack."

Your voice cracked as he eased himself inside your warmth, stimulating your sensitive walls, while moans were cut off as you lost yourself in the sensation. It felt so fucking good.

"You're okay?" Jack inquired with a sly smile, though he didn’t need a verbal answer. Instead, you offered him another nod and a smile gracing your lips, and then he slowly pulled out his length before gently pushing back in, carefully finding a gentle rhythm for both of you to enjoy.

It was incredible. The feeling of Jack's cock massaging your insides felt nothing short of amazing. And as he rocked his hips in patient yet devoted motions, you couldn't find the words to describe the feeling.

Your breaths were incoherent, your fingers digging into his shoulders as he thrust slowly and passionately into you. While Jack, too, felt a surge of pleasure as your tight walls hugged his length.

"Oh shit, babe, you're so tight... Mmm, it feels so good around my dick," he muttered under his breath as your unintentional clenching brought you both closer to climax.

Jack wasn't usually one to finish quickly, but with his busy hockey schedule and lack of frequent releases, your tightness effortlessly made him see stars, causing the pleasurable rush to arrive sooner than anticipated.

His panting mirrored yours as he slowly picked up the pace, assuming your comfort and pleasure by your moans. Your heat was beyond wet, and it was growing increasingly difficult for him to hold back, while his fingers clenched into the sheets beneath you, his mind spinning as your moans harmonised.

"Oh Jack... Mmm..." you cried under your breath as his movements intensified, another orgasm slowly forming within your body. You had long given up on controlling your breathing, and as you curled your toes again, your cunt dripping with juices, you knew you were about to experience another rush of pleasure.

The room was incredibly hot, filled with the sounds of your moans mixing with Jack's steady thrusts and the faint squeaking of the mattress. But at this point, you didn't care if anyone else could hear you. All that mattered was how close you both were to reaching your peaks.

Jack tried his best to maintain a slow and romantic pace, occasionally returning to kiss you passionately, keeping his motions steady and deliberate. However, as the intensity increased with every moan and every thrust, and you both felt the incredible connection between your bodies, it was difficult to hold back. And soon, he found himself lost in the moment, thrusting with more fervour than intended while you became a heated mess beneath him.

"Oh my... I- I- I'm coming... Ja- Mmm..." It was almost too much for you to handle as Jack pushed you closer and closer to the edge again. And this time, it felt more intense than before. This time, you were sure you were about to experience the feeling so many women raved about.

With every thrust, your legs trembled, your mind spun, and your toes curled. Your nails left creative marks as Jack increased his speed once again, pounding harder and more intensely than before.

And not only did those actions push you closer to your peak, but Jack too felt his own climax approaching, causing him to squint his eyes and bite his lip.

"Oh yes... baby, mmmm come for me..." he urged in a deep grunt, his hips slamming harder against yours, his cock hitting you deep with every motion. "Fuck, come with me..."

And it didn't take anything else for him to push you over the edge, into the ecstatic high as the orgasm coursed through you, sending you into overdrive. Meanwhile, your tightness around his length had him following suit, letting out a deep groan as he released himself into the condom and panted deeply into the crook of your neck.

There was a long moment of silence, only the sounds of your heavy gasps as you both calmed from the intense pleasure. Jack remained in position for a little while longer, relishing the wonderful feeling you'd created in the heated moment. Meanwhile, you slowly opened your eyes only to be greeted with Jack's signature smile.

Everything felt like a dream. How amazing your body felt right now, how high your mind was after this, was so far from anything you'd been able to imagine. And as the two of you met in a tender gaze, you couldn't contain your light, satisfied chuckles.

"So..." Jack spoke huskily. "Did it feel alright?"

You could barely even reply, yet your body spoke loud enough on its own, while you flashed him an almost worn-out smile, and nodded again. "Definitely... Jack, it was amazing."

And that was only putting it mildly.

As you both rode out the orgasms, Jack slowly and carefully withdrew his member from your core, leaving you with a slight void sensation as he made his way to the bathroom to discard the condom. However, it didn’t take long before he returned, snuggling under the covers with you.

It was an amazing feeling to have Jack close to you, despite the heat you’d both generated from the sexual activity. Yet, it made you feel at ease and comfortable in his arms as he pulled you closer. And as the soft noise of the street sounded in the background, the two of you simply enjoyed the aftermath of your very first time having sex.

"Thank you," you softly spoke, your voice barely above a whisper as you couldn’t suppress a smile.

"You don’t have to thank me, y/n..." Jack chuckled, propping his head onto his elbow as he admired your face.

"Of course, I do, Jack. Seriously, you’ve made me feel so good! And now, I feel so much more comfortable about having sex... I mean, I can date without having to worry that guys won’t want to be with me because I’m a virgin," you spoke with confidence as you turned to your side and offered him a smile.

However, unbeknownst to you, your words pricked a little at Jack's emotions. "Wait, what?" he questioned, caught off guard by the unexpected revelation.

“Well, now that I’m not a virgin anymore, hopefully it won’t scare the next guy away…” you remarked casually, unaware of the impact your statement had on Jack.

His stomach twisted slightly at your words. “Oh, yeah, right…” he replied, attempting to downplay his reaction as he shifted to lie on his back.

You then lifted yourself up, and a puzzled expression crossed your face. “Jack, what’s wrong?” you inquired, sensing his unease.

Releasing a deep sigh, Jack stared into space, before turning to look at you. “Come on, y/n, you know I’ve always had feelings for you…”

You were taken aback. “Again, what?”

“What do you mean what? That’s why y/ex/n and I don’t talk anymore - didn’t you know that?” Jack explained, hints of light frustration evident.

“Honestly, Jack... I had no idea what you’re talking about - did you really... argue over me?” you asked, incredulous at the revelation.

"Of course! When he told me he was going to break up with you because you said you weren’t ready to have sex and he didn’t want to wait, I told him I thought he was being by a complete dick head, I mean, you’re so amazing and if you want to wait, he shouldn’t pressure you into anything…”

Your silence spoke volumes as Jack recounted the details, assuming you were aware of the situation. Yet your perplexed expression mirrored your inner turmoil.

“Wait, you really didn’t know that?” Jack's own bewilderment surfaced, prompting a gentle shake of your head in response.

“N-no… I mean… I can’t believe you did that…” Your voice wavered as the weight of his confession settled between you.

In that moment, Jack realised he’d admitted something unexpected, something he never anticipated revealing to you. 

But it was all true. Your ex's betrayal, Jack's futile attempts to reason with him, and the ultimatum that ensued. And in the end, Jack chose to stand by you, drawn to your kindness and genuine nature.

“Yeah well…” Jack attempted to mask his vulnerability with a casual laugh, though his true feelings were already exposed. “I guess I just… like you, y/n/n,” he admitted, offering you a shy smile.

It took a few moments for the revelation to sink in. So, this wasn’t solely about sex? There was more depth to this connection, you realised. And as the true nature of the encounter dawned on you, your own emotions stirred within.

With a radiant smile gracing your lips, you closed the distance between you and Jack, sharing a tender, romantic kiss with the remarkable boy lying beside you.

“I like you too, Jack,” you confessed softly, your eyes brimming with joy as they locked with his in another sweet moment.

“Really?” he asked, a hint of surprise colouring his tone at the unexpected mutual admission.

“Mmm,” you nodded gently. “I guess I just didn’t realise it... maybe I didn’t want to admit it, thinking you wouldn’t be interested in me,” you confessed, baring your own deeper thoughts.

And as the two of you then shared your innermost desires, a new energy filled the room; one of genuine emotion and romantic connection.

Drawing himself up, Jack pressed his forehead against yours, a smile spreading across his face as he too savoured the sweetness of the moment.

“Well, then I hope that maybe I can also be your second time…”

Your stomach fluttered at his words.

“Yeah, I’d like that,” you grinned. “On one condition though…”

“Anything?” Jack replied eagerly.

“Admit that the ‘babe’ thing still doesn’t work for you,” you teased, a playful chuckle escaping your lips.

"We'll see about that," Jack replied with a playful smirk, the hint of a challenge in his tone.

[kaet-draws]

vergil is my dress up doll and i get to put him in ffxiv gear and pose him using samurai skills

bonus pic under readmore

not immune to giving him v's tattoos for no reason other than i like it

[leaentries]

jack spitting in your mouth………omg

➛ i- uhm…..yes

-

Tears filled your eyes as the feeling of Jack’s cock filled your throat. You gagged slightly, the constriction of your mouth causing deep groans to leave the blonde boy. You brought your hands up to rest on his thighs as you took him deeper.

“God, just like that.” He swallowed harshly, “Doing so good for me.”

You pulled away to catch your breath, hand moving to stimulate where your mouth once was. His eager cock throbbed in your hand.

Jack’s chest heaved as you continued to jerk him for a moment, bringing his tip to your lips. You lightly suckled, drawing a loud whine from his throat.

“Can’t do that, fuck, gonna make me cum.”

You batted your eyelashes at him, looking up through tears, “But I wanna make you cum, Jacky.” You pouted.

His face grew conflicted, he moved his hands to grab your arms. “Fuck, you’re so goddamn hot when you use that dirty mouth.”

Jack’s hand moved to grip your throat slightly, pulling your body to stand. He tapped your jaw twice signaling for you to open your mouth. You stuck out your tongue as Jack let a single line of saliva fall from his lips to your awaiting muscle.

“Swallow.” He demanded.

And so you did.

Jack crashed his lips into yours, the taste of him fogging every other sense in your body. The pure carnal desire for him was greater than anything you had ever felt.

“Wanna make you cum.” You repeated against his lips, once more.

“Yeah?” He pulled away, cocking his head to one side, “Get back down on your knees for me then, sweetheart.”