DAMNED TO LOVING YOUᵎᵎ WS²
╰ Synopsis You never meant to fall for a younger guy, especially not the one who happened to be your friends younger brother. Will doesn’t waste his time to get to know you and a night after getting jealous, it leads to a night you two will never forget.
tags/contains Will Smith x fem!reader. Fluff, angst, smut. Older!reader, slight age gap (2 years), slow burn, friends to lovers, mutual pining, jealous Will, friends brother, use of y/n, smut, 18+, NSFW, oral (f receiving), p in v, porn with plot, marking, just all of freaky stuff, 3.9k words, requested.
➺ from Sera, to you📨. These new photos and edits of Will got me wet asf 👅
masteerlist ᥫ᭡ please reblog this fic if you enjoyed it!
When you met Gracie on a night out with your friend, you didn’t expect the two of you to grow so close.
It was one of your first nights out as a newly minted 21 year old. You’d only brought your closest friend with you to the club to keep things lowkey. You weaved through the crowded floor, drink in hand, when you accidentally bumped into a pretty blonde girl.
To your surprise and thankful, she laughed instead of getting annoyed, and the two of you ended up chatting at the bar for nearly an hour. By the end of the night, you exchanged numbers with the promise of “we should hang sometime”.
You hadn’t taken it too seriously at first, she was a few years older than you so you were sure she’d grow bored of you. But after a couple of coffee dates, the two of you realised how close you’d gotten and despite the small age gap, it felt like you’d known each other forever.
On midsummer Gracie invited you over to her family’s house for a casual backyard celebration. Saying how there would be only a few people, mostly her family, her parents, her younger brother. Adding the fact that he’s 19 and how you might have to deal with him.
You’d shrugged it off with a laugh. Younger guys had never been your type, especially not your friend’s little brother. The idea barely registered as you agreed, excited more about spending time with Gracie than anything else.
And that’s what you thought too. Until the moment you pulled up to the Smith family’s house that evening. Gracie greeted you at the door with a bright hug, handing you a cold drink before tugging you through the house and out into the sunlit yard. She guided you through the yard, until your eyes landed on the blond.
He was taller than you’d pictured, with messy blond hair catching the golden light, he was shirtless and yes, you didn’t mean to look at how nice his abs were, but you couldn’t help it when your eyes kept looking. He was undeniably attractive but that was it.
The first few times you came over after that, each visit chipped away at your indifference. The way his blue eyes stared at you a second too long, his voice when he asked about your day, how his laugh seemed deeper when it was directed at you.
He was handsome, handsome type that crept up on you until you found yourself noticing every feature of his. The way his shirts stretched across his chest, the flex of muscle in his arms when he reached for something.
And it didn’t take long for Will to make his move. That summer, during yet another gathering, he caught you alone by the side of the house grabbing another drink from the cooler. He leaned against the wall, giving you a smile showing his all 32. “Hey.. since you’re around so much, mind if I get your number?” he asked. “Just in case.”
You smiled and handed it over. The thought of you thinking it was ‘just in case’ crossed Will’s mind of course, but Will knew it wasn’t just that.
Will started texting you like two nights after asking for your number. Firstly he started telling you about training, questions about your favourite songs, what you were doing on the weekends and lastly he soon started texting you good morning messages.
You honestly even kept waiting for the guilt to hit so you’d text Gracie and say, “Hey, your brother won’t stop messaging me” but the time never came because you enjoyed it more than you wanted to admit. Some nights you even caught yourself typing first, heart picking up when his reply popped up within seconds or sometimes when you thought he wouldn’t reply and you’d embarrass yourself.
Gracie had seen the two of you on your phones more than once, eyebrows raised but she never pushed. And you convinced yourself she didn’t suspect anything.
Without Gracie around as a buffer, Will was different. And by the time you were close friends, you started to suspect maybe he was into you.
Will was aware of you being older. He knew from the start the way older guys gravitated toward you like moths to a flame. Confident men in their twenties and beyond, with their careers and effortless charm, lingered at bars or parties whenever you were around.
He couldn’t blame them really, the way you carried yourself with assurance that came from having a few more years of life figured out, and it was magnetic.
Will knew you shut most of them down politely, only letting a guy buy you a drink if it was harmless and your friends were there. Will told himself he could do that too, hell, he wanted to be the one getting you drinks, pulling out your chair, making you laugh until your eyes crinkled at the corners.
But not because he was trying to play catchup, but because he wanted your attention on his terms. As himself. The version of him that lit up when you texted first, the one who remembered your favorite flowers and told you things he wouldn’t really tell anyone else.
Being younger meant he got reminded of the gap constantly. Girls your age were supposed to want someone established, someone who didn’t still get carded at certain bars. Will felt it every time you got approached in public. He started positioning himself behind you at gatherings or nights out, his chest sometimes brushing your back, his hand sometimes ghosting near your waist.
And when he thought his jealousy couldn’t get worse, it hit hardest the night you visited him in San Jose.
The sharks had just pulled off a win, Will had texted you to wait by the side exit where a few players sometimes stopped for quick autographs. As he promised he won’t be too long.
You stood near the door, scrolling on your phone, paying little attention to the thinning crowd. Until a tap on your shoulder made you turn. Celebrini stood there, offering a friendly smile. “Hey, you waiting for Will? You’re his friend, right?”
You nodded, returning the smile. “Yeah, that’s me. Oh, you’re Macklin, great game tonight, by the way. I’ve seen you play pretty much, I think you’re amazing.”
“Thanks,” he chuckled, cheeks slightly reddening at the thought of talking about himself. “Appreciate it. It’s kinda crazy Will left you standing out here alone, though.”
You laughed lightly, shrugging. “No, it’s totally fine. I don’t mind waiting, and now I’m not really alone.” The words were appreciative, your tone warm as you chatted with him.
Will had stepped out just in time to catch the exchange, he froze a few feet away, his bag slung over his shoulder. Macklin’s comment sank deeper than it should have, he knew it wasn’t anything overtly flirty, but to Will it echoed every online comparison he’d seen.
Social media loved pitting them against each other, and in Will’s mind, it always circled back to you. You were stunning, confident, older so why wouldn’t you look at Macklin and see exactly what you were “supposed” to want?
Now that you were 23 and Will had turned 21, the season had ended on a bittersweet note, and you found yourself on yet another visit to San Jose.
By now you were one hundred percent sure Gracie suspected something. Every time you mentioned flying out to see Will, her responses was anything along, “have fun with my brother” or “tell Will I said hi.. and don’t do anything I wouldn’t do.” She never judged you, and if anything, she seemed supportive.
Will had offered you his place since Macklin was away for the worlds, leaving the apartment empty. He suggested going out for drinks with a few of his friends tonight, and you agreed. Why stay cooped up alone when you could watch him laugh under the lights?
The group was lively at first, but after an hour or so, his friends started peeling off with a smirk. “Oh, we know,” one of them said something along those lines, with a wink as they grabbed their jackets. “We’ll leave you two to it.”
You both kept it light tonight, a couple of well made cocktails sat between you, fruity and refreshing. The conversation flowed easily, until eventually Will excused himself joking about how alcohol pee hits different and quickly went to the bathroom.
He wasn’t gone long, the men’s line moved fast, and he was heading back toward your seats less than three minutes later. But when his eyes found your spot at the bar, his steps faltered.
Some guy was now sitting in his stool. He was leaning in, saying something that made you laugh. A fresh drink sat in front of you, condensation already beading on the glass. You looked entertained, polite but engaged, nodding along as the stranger gestured.
Will’s stomach dropped. He had thought you were past this. Past letting guys buy you drinks just because they could. He believed you were finally enjoying his company enough that you didn’t need the attention from anyone else and apparently he’d been wrong.
The jealousy he’d carried since the start, flared hot and ugly in his chest. Maybe this is it, he thought bitterly. Maybe you really are just Gracie’s friend, and that’s all you’ll ever see me as. The younger brother who’s fun to text but not enough to choose.
But who was he fooling? If you turned around right now and asked him to do something, he’d do it without hesitation like a damn puppy, tail wagging, heart fully invested. That’s how deep he was in this.
Will sighed and made his way back to the bar. His eyes locked on you immediately, and yours found him just as fast. Something changed in your expression but he pushed forward anyway.
“Excuse me,” Will said, voice edged. “Mind if I get my seat back?”
The guy turned, eyebrows raised. “Your seat-?”
“He’s here with me, actually,” you cut in, gesturing toward Will with a small smile. The stranger looked between you two, then shrugged.
“Well, okay then. I’ll see you around.” He slid off the stool and disappeared into the crowd.
Will sat down, but the easy joy from earlier had vanished. Every time you tried to restart the conversation, he answered with short, clipped responses.
You realized quickly that he was annoyed. “Will, do you want to go home?” you asked softly after another one word reply.
He nodded once. “Yeah, let’s go.”
The uber ride back to his apartment was quiet. As soon as you stepped inside, Will headed straight for the kitchen, grabbing a glass of water like he needed something to do with his hands.
You followed, leaning against the counter. “Will, is there something wrong?”
He shrugged, not meeting your eyes. “It’s just funny, I guess. You’re out with me and then some guy buys you a drink right in front of me.”
You stepped closer until you were standing right in front of him, tilting your head up to catch his eyes. “Are you jealous?”
His cheeks flushed. “No, I’m not-”
“You definitely are,” you murmured, a small smile tugging at your lips.
Before he could deny it again, you leaned up slowly, brushing your lips against his in tease. That was all it took, Will’s restraint snapped. He pushed forward, capturing your mouth in a hungry kiss. His hands found your waist, pulling you flush against him as the tension finally broke open between you.
You pushed your body flush against his until your hips met, feeling the hard line of him straining against his jeans. His hands slid slowly down from your waist to your ass, grabbing a generous handful and squeezing hard enough to make you moan into his mouth.
His fingers dug into your thighs next, patting them in a clear signal. You jumped, wrapping your legs around his waist. Will turned, not breaking the kiss and set you down on the kitchen counter. You slid your hands up to the back of his neck, fingers threading through his hair as he pressed forward between your spread legs.
He kissed down your jaw to your neck, sucking a dark love bite just below your ear before soothing the sting with his tongue. You gasped, tugging at his hair, hips rolling instinctively against him.
“Will..” you breathed.
He hummed against your skin, hands roaming greedily under your shirt. But you wanted more than the kitchen counter, so you pushed him back gently and jumped down, taking his hand and tugged him along.
Will followed for only a few steps before his patience broke. He scooped you up bridal style without warning, making you laugh breathlessly as he carried you faster down the short hallway.
Will laid you down gently on the bed, your head sinking into the pillows as he hovered over you, propped up on his elbows. One hand cradled your chin, while the other slipped under your shirt, warm palm gliding over your stomach.
He leaned back in, kissing you deeply. Your tongues meeting hot, the taste of cocktails and pent up longing mixing between you. You sighed into his mouth, fingers tracing the muscles of his back.
Will pulled away just long enough to sit up on his knees and tug his shirt over his head. Your mouth watered at the sight, you’d known he was attractive since the first time you saw it, but this was different. His body had filled out even more from the extra gym work, his tempting v line disappearing into his jeans.
He looked like he belonged on a magazine cover, not in your arms.
You sat up, taking his wrist and guiding his hand to the hem of your shirt. He understood instantly and pulled it over your head, revealing the red lace bra underneath. Will’s eyes widened, his lips parting.
Will swore this was the best thing he’d seen in his life. He skipped everything else because no one compared and now that you were here, looking like this, he knew he didn’t deserve it but he was so fucking grateful.
He asked shyly, “Can I take it off?”
You nodded. His fingers fumbled with the clasp for a moment, his nerves and eagerness making him clumsy until it finally gave way. He tossed the bra aside and eased you back onto the pillows.
His mouth found your neck again, then trailed lower, kissing across your collarbone before reaching your breasts. He took one nipple into his mouth, sucking gently at first, then harder, tongue swirling. The moan that escaped you seemed to encourage him.
“God, you sound so pretty,” he murmured against your skin, and continued downward, lips brushing over your stomach. When he reached the waistband of your jeans, his fingers slipped inside, eyes flicking up to yours for permission.
“Please,” you breathed.
Will didn’t think twice and unbuttoned your jeans and dragged them down slowly, taking your matching red lace panties with them. Once you were bare, he settled between your legs, kissing your inner thighs softly, not wasting his time to work his way higher.
“You’re so beautiful,” he said, voice full with want. “So fucking wet already.. all for me?”
He hooked your legs over his shoulders, strong hands gripping your thighs to hold you open. The first slow lick up your center pulled a sharp gasp from you. Will groaned at your taste, the vibration sending sparks through your body. He licked again, tongue circling your clit before sucking it gently between his lips.
Your hands flew to his hair, fingers tightening as pleasure built. You pushed him closer when he found the perfect rhythm, hips rolling against his mouth. Will hummed in approval, the sound low and filthy.
He slid one finger inside you, then two, curling them just right while his tongue worked your clit faster. The combination had your back arching, moans growing louder. Will’s free hand stayed firm on your thigh, keeping you pressed to him as he devoured you like a man starved.
Will kept going, like he’d been waiting years just to taste you. His tongue circled your clit with perfect pressure while his fingers curled deep inside, hitting that spot that made your thighs shake. You were bucking against his face now, hips chasing the pleasure as it built higher and higher.
“Will- fuck, right there,” you gasped, fingers tightening painfully in his hair.
He groaned against you and used his strength to pin your hips down to the mattress, holding you still so he could devour you exactly how he wanted. The added pressure pushed you over the edge, your orgasm crashed through you hard, back arching off the bed as you cried out his name.
He didn’t stop and licked you through every wave until you were trembling and breathless, thighs clamped around his head.
He finally pulled back, lips shiny and breathing ragged. He sat up, quickly unbuckling his belt and shoving his jeans and boxers down in one impatient motion. His cock sprang free, hard and flushed, the tip already glistening.
Will crawled back over you, hovering close. “Was that good?” he asked, almost shy.
“Fuck yeah,” you laughed breathlessly. “Never had better. Jesus, Will.”
He grinned, pride flashing across his face, and leaned down to kiss you, as you tasted yourself on his tongue. When he pulled back, his eyes searched yours. “Can you take more? I don’t want to push-”
You nodded immediately.
His smile was bright and relieved. Feeling bold, you planted your hands on his chest and flipped both of you over. Will let you take control, moving until his back rested against the headboard and you climbed into his lap, straddling him, knees on either side of his hips.
You wrapped your hand around his cock, stroking him slowly before lining him up. Then you sank down inch by inch, taking him inside you. The stretch was perfect, filling you completely. Will’s head fell back against the headboard with a groan.
“Fuck.. you feel so good,” he breathed, hands gripping your waist tightly. “So tight.. a-and so warm.”
You started moving, rolling your hips in a steady rhythm. When you leaned backward, bracing your hands on his thighs, the angle shifted and hit a new spot that made you moan loudly. Will’s grip tightened, helping guide you, sometimes pulling you down harder onto him with each thrust upward.
“Shit- just like that,” he cursed, eyes locked on where your bodies joined. “You’re going to kill me. What a w-way to die.” He joked, moaning while trying to talk.
A few moments later, you leaned forward again, wrapping your arms around his neck and pressing your chest to his. Your fingers scratched lightly down his back, leaving faint red lines that only seemed to spur him on. Will buried his face in your neck, kissing and biting as you rode him faster.
“I’m so fucking in love with you,” he whispered hotly against your skin, voice breaking with pleasure.
The words, combined with the way he filled you and the friction against your clit, sent you spiraling again. You came hard around his cock, squeezing him rhythmically as waves of pleasure rolled through you. Will groaned loudly, hips stuttering.
“Baby- I’m close,” he warned.
You kept moving through your orgasm until he lifted you just enough to pull out. He stroked himself twice more and came with a deep moan, thick ropes landing across your stomach and lower chest. His head tipped back, breathing heavy, face flushed with satisfaction.
You still sat in his lap, both of you breathing hard as you came down from the high. A lazy smile tugged at your lips when you finally caught your breath. Will looked at you like you’d hung the stars, his hands still gently holding your hips.
He leaned in for one more soft kiss before carefully lifting you off him and laying you back down on the pillows. “Stay right here”.
He disappeared into the bathroom and returned moments later with a warm, damp cloth. With gentle touches, he cleaned his release from your stomach and between your thighs.
Once he was done, he tossed the cloth back into the bathroom and rummaged through his closet. He slipped on a pair of black boxers, then brought you one of his soft t-shirts and another pair of his boxers.
Will climbed back into bed and lifted the sheets. He opened his arms wide in invitation and you didn’t think twice, sliding in and pressing your chest against his as you both lay on your sides. Your arms wrapped around his waist while his circled you, one hand stroking slowly up and down your back. You tangled your legs together, bodies fitting perfectly.
“It was amazing,” you murmured against his skin. “Thank you.”
Will kissed your forehead, lips lingering there. “I know,” he agreed. “Goodnight” Wrapped in each other’s warmth, the steady beat of his heart against yours lulled you.
The next morning you woke up still tangled in each other exactly as you’d fallen asleep. Your legs were intertwined, your face pressed against Will’s chest, and his arm was wrapped securely around your waist.
You shifted slightly, and Will stirred, humming softly as he woke. “How’d you sleep?” Will asked a few minutes after waking up.
“Definitely better than other nights when the bed beside me is empty,” you replied with a small smile.
He laughed softly, the sound vibrating through his chest. Will’s fingers traced lazy circles on your lower back before he spoke again.
“Y/n.. this is honestly so embarrassing, but after last night, what do I have to lose?” He swallowed. “Yesterday made me realize how much I really want to be with you. I’ve known it for a long time of course, because every time I saw you with other guys, letting them buy you drinks, it drove me crazy. But I always felt like I’d just be ‘Gracie’s younger brother’ to you. And I think last night proved I can’t let you go and I don’t want to.”
You opened your mouth to respond, but he continued, the words tumbling out.
“I know you’ve had other options, but I ignore everyone else just for you. I just need to know, was this something real? Or was I just a nightstand for you because-”
You lightly hit his chest. “Okay, first of all, don’t say it like that.” You softened your voice. “And no because it was genuine. Why would I ever hook up with my friend’s brother if I didn’t want you? I’m here in bed with you because I want you. The truth is.. the day I saw you, I thought you were cute. I told myself it was just a first impression and it would fade, but it never did. I’ve never really been into younger guys, but I think I’m really gone for you, Will. Sometimes the best things come when you least expect it.”
Will’s face lit up with a shy, happy smile. He let out a little giggle. “I’m actually into older women, if you didn’t know.”
You laughed. “So.. how are we going to tell my sister about this?” he asked.
“I mean, she’s not stupid. She’s probably suspected for a while but we’re definitely not telling her the details of last night,” you said, grinning.
Will nodded, laughing. “Agreed.” He pulled you closer. “Now tell me.. what was your actual first impression of me that day on midsummers?”
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