my michael boyfriend head canons :3
18+
꣑୧ fluff + smut
shy michael x shy reader
♬ the lady in my life ~ michael jackson
~
michael is utterly love stuck for you. he sees you as his angel sent from heaven. what did he do to deserve such a beautiful, sweet, and loyal woman like you? every night when he prayed he thanked the high heavens for your existence and your presence in his life. that’s why he calls you his angel. one bc you’re just as pretty and innocent as one but also because you were his gift from god. he actually had a couple of nicknames for you. mama, love, sweet girl, honey, love bug,…but angel, was his favorite. you would get flustered with all of the names he called you. each one of them making you feel special. especially when he added “my” to the start of it. because you were in fact his. there was no doubt about that.
you are so important to him. before he met you his life was so dark, so empty. yeah he was happy. his solo career was beginning to flourish. he was becoming even more wealthy but he couldn’t shake the thought that he was missing someone in his life. he’s never had a girlfriend before you. his brothers teased him about it. always made fun of him for being a virgin and being the only brother to not have brought a girl home. they began to genuinely believe he was gay. they asked him constantly but he denied every time just saying that he hasn’t met the right girl yet and when he did he would know…and boy did he know.
꣑୧ when you first met
the day he met you he almost dropped to his knees at the sight of you; wanting to worship the ground you walk on. the two of you met at the ‘because we care’ gala in 1980. you stopped him in his tracks as he was walking around in the building after his legendary performance. you told michael how much you loved it and that he was amazing. you were a little shy to go up to him but you shook the nerves away. you wanted to be brave, because something in you was telling you that this magic young man would change your life…and that he would. as you finished your sentence to him all he could do was stare back at you in awe. his words fell over each other. he didn’t know what to say to a woman as divine as you. “w-why thank you.” is all he could muster up. his voice soft and quiet. you asked him more questions about his song and his dance moves and as time went on he became a little more relaxed but was still on edge. his voice would randomly crack and he didn’t know where to put his hands, constantly putting them in his pockets or wrapping them around his chest. every time you would softly chuckle at something he says his eyes would go wide, completely lost in your smile. his legs would get all wobbly. he practically melted right in front of you.
once you two became closer you would always be over at his house. it became like a second home to you. you would hear michael and his siblings argue over the smallest things. you weren’t use to that since you were an only child. it felt kind of fun to be in a different setting then you were used to. out of all of his siblings you were the closest with his sister latoya. you would go shopping at malls with her and gossip about anything under the sun. sometimes michael got jealous of toya stealing your company from him.
꣑୧ asking you to be his girlfriend
his family approved of you very much. they all liked you and his brothers were very eager for michael to finally get a girlfriend; wanted him to finally “get some” they would say. “you wanna be a virgin for the rest of your life boy? hurry up and lock that down.”. michael wanted to ask you to be his lover. he wanted to take that next step and ask you to be his and his alone; but the thought was very nerve wrecking to him. his heart would beat out if his chest, his palms would get sweaty...the anxiety about it was killing him. what if you said no? what if you said you didn’t like him that way? his heart would be shattered. you’re his everything. the idea of not being with you made him tear up every time he thought of it. finally, on a warm spring day he decided to confess his love for you. he went out and bought a bouquet of flowers and waited for you to come over like you always do. he sat on his bed, flowers tightly in hand as his leg bounced. his mind racing over what he’ll say. as he heard your sweet voice downstairs being greeted by latoya he stood up and made his way down. he ogles you as you hug his sister with a big smile. he walked down the stairs with knees so shaky he thought he would take a tumble; holding onto the banister abnormally tight as he stared at the stairs beneath him. his gaze then again catches your eyes as he hears you call for him. “hi bunny!” you always called him that and every time it made his mind fuzzy. you liked to call him that because he’s very soft and gentle also because he’s light on his feet. “hi” he answers softly making his way to you while looking down not being able to feel his long legs. he could have sworn he was breaking out into a sweat. you and latoya looked at him a little confused. “um…h-how are you?”. he cringed at himself. he stuttered so often with you. “i’m okay…are you okay?”. “yes!..of course um…i just wanted to ask you…well tell you…how much you..um mean to me…” michael started to go quiet feeling his brothers watching him in the next room as well. he starts to pull on his collar, the room suddenly feeling insanely hot. “you’re a very nice girl and…i…i…” he clears his throat before he finally lets go. “i wanted to ask you..you know if you’d consider um…being my…girlfriend…”. silence takes over the entire house. you could hear a pen drop. michael then with shaky hands gives you the flowers that he slightly crinkled up in his anxious grasp. you look down at the pretty flowers that are your favorite color and favorite flower. he remembered. you were so touched. “oh michael…this is so sweet.” your eyes meet his again. “it’s okay if you don’t feel the same way. i- i understand.”. he tried to put on a brave face but you could tell he was uncomfortable and waiting for your rejection. his soul was being crushed with every second you were silent. “no michael i-…i feel the same way. i really like you too.”. his eyes grew wide, very surprised by your answer. “really?” he said as his head tilted to the side, a little confused. he felt like you were messing with him. you giggled at his reaction. “yes michael really.”. he laughed as he picked you up and spun you around. his brothers laughed and so did latoya. “way to go applehead.” tito shouted at him over the laughter which pissed michael off a bit but nothing could truly take him out of this happy moment with you.
꣑୧ height difference/ michael being a gentleman
he kind of towers over you. your head sits about around his chest. he always bends down so much when he wants to kiss you or when you try to hug him. he doesn’t want you always on your tippy toes. he wants to close the space for you. that’s a usual thing for him. he always uses his height for your advantage. watching you struggle to grab something off of the top shelf then coming behind you and grabbing it for you. it always made you flustered when he did that. you would mumble a small “thank you.” while barely looking up at him not wanting him to know how much you like it. he doesn’t do it to make you find him charming he just does it because you need help and he is there to do just that. help your life be as peaceful and laid back as possible. he tends to pamper you. rubbing your feet, paying for new clothes and shoes for you. michael buys you all types of stuffies and flowers as well but your room began to get crowded. you ask him to not buy you as much but he says he has nothing better to spend his money on than you. every little thing that reminds him of his special girl he could never pass up.
he loves to pick you up too. because of the height difference it’s like he’s always itching to grab you up and hold you. sometimes turning you upside down to make you laugh.
you loved to sit in his lap and nuzzle your face into his neck. because he’s bigger you felt safe in his arms. even though he’s your skinny boy lmao. the best part is how he would rock you or bounce his leg while rubbing your back. he would almost baby you but how could he not? you were in fact his baby and he was willing to do anything to satisfy you.
he tends to say “yes ma’am” to you. when you’re too lazy to tie your own shoes…”michael can you tie my shoes please?” “yes ma’am.”. when your arms are getting tired of holding your purse…”mikey can you hold this?” “yes ma’am.”. when you’re at a function and you’re hungry and don’t want to get up… “mikey can you pretty please go make me a plate?”. he would immediately get up nodding his head. “yes ma’am. what would you like angel?”. especially when you were upset with him. he hated when you were mad at him. michael would do everything under the sun to make you happy again. he would do anything you asked.
one time when you were really mad at him he asked you what he could do to make it up to you. so you had him come up into his room. the house was empty. his family was out doing all sorts of things. as michael came inside he watched the flow of your hips, almost drooling at the sight of your plump ass and thick thighs. you stood by the bed turning around to look at him. “come here. sit down.”. he did as he was told. he made his way to the bed not breaking eye contact with you and sat down holding his knees, looking up at you with those puppy eyes he unconsciously does. you begin to pull your skirt and panties down. he watches with wide eyes, breath being caught in his throat. you then walk up closer to him then push his chest back to the bed. as you crawl on him he says nothing, just ready to obey whatever you wish of him. your legs straddle his face and you take your fingers through his curls. “i want to use your mouth till i come. do you understand?”. all you see is his beautiful brown doe eyes looking back at you as he says…
“yes ma’am.”
꣑୧ first time having sex
you had to warm up to being sexual with michael. of course you wanted to be intimate with him and so did he but it wasn’t like he wasn’t nervous as well. you didn’t want to do something wrong or turn him off. little did you know that was close to impossible. michael loved every little thing you did and he wanted to make sure you knew that. he wanted to be as praising and gentle with you as possible. this wasn’t your first time being intimate technically though. he had tasted you before and you tasted him but the two of you never went all the way till a late night in september. the two of you were making out in your room. your parents weren’t home. you had told him on the phone you wanted him to take your virginity that night and much to your surprise, he agreed. he came outside and told bill to give him the keys. bill hesitated but eventually gave in and let michael go. he made his way to your house as fast as he could. he didn’t want to keep you waiting. now he was kissing you then slowly started making his way down. kissing your neck at that spot he knows you like then kissing the top of your breasts that peak out of your night gown. he heard around that it’s better to be slow. makes girls want it more. when he rose your gown up to kiss your belly, heat rushed to your face. he rubbed down your sides kissing higher and higher. little whines started to fall from your lips. he’s never touched you like this before; with such dirty intentions, no one has. you were touch deprived and your body easily showed it. shows with him as well. he was a little shaky. even though this moment was magical for the both of you it was still nerve wrecking. michael started to slowly take off every piece of clothing from your body. looking at you for consent with each and every one. especially with your bra and panties. your face was so hot as he stared at your tits and already leaking pussy. yes he has seen your pussy but he had never seen you completely naked like this. he just looked at you for a solid 2 minutes taking in every detail. he even spreads your legs to get a better look at your most intimate spot. he hadn’t seen you bare down there in a while so he wanted to take it all in but it became too much for you. “michael please…you’re embarrassing me.” michael quickly snapped out of his trace. “oh im sorry honey. i didn’t mean to embarrass you…here.”. he seen started stripping himself as well so you didn’t feel as vulnerable. he gives you a moment to look at him before he gently lays you back while supporting you. he then looks you down one more time. “you’re so beautiful baby.”. if your skin wasn’t so rich and dark he would have saw the blush in your cheeks at his words. “thank you.” you say shyly barely being able to hold eye contact with him. michael then pulls you closer by your thighs slightly startling you. he kisses down your thighs and before you know it he’s tasting you. he wants to get you as wet as possible before he puts anything inside you. when you’re close to coming he slides a finger in, then two. michael wanted to stretch you open; knowing something bigger would replace them soon. once he felt like you were loose enough he grabbed his cock with the hand soaked in your juices and rubbed your wetness all over it, taking in a bit of relief at the contact. he then rubs his tip against your soaking entrance. “are you sure baby?”. you nod while running your hands down his chest. “could you use your words for me?” he says softly while rubbing your thigh. his gaze makes your heart beat faster not knowing the words to say. “i-…i want you michael. i promise.”. a soft sigh falls from his lips. “i want you too y/n…”. the two of you stare at each other in anticipation. “okay…i’m going to put it in now…is that okay?”. you nod while saying a small “yes.”. he slowly moves in, inch by inch, looking at your face for signs of discomfort. at about 4 inches in you start to wince in pain. he quickly stops but you tap his shoulder. “keep going michael, please. just get it over with.”.
so michael continued. as he worked himself deeper he kissed your cheeks and held you close. he tried to help you as much as he could, he wanted to stay strong for you but once he thrusted all the way in, you grabbed at his shoulders and he completely stopped. he could tell he tore something deep inside you. his brothers talked to him about popping girl’s “cherries”. he was told how it could be painful for some women easily. “i’m sorry angel. i know.” he said as he held your head to his chest and kissed your forehead. michael felt a knot in his stomach. he didn’t want to hurt you. it made him feel terrible. “do you want to stop? it’s okay. we don’t have to keep going my love.”. he gently spoke to you as he pulled his head back to see your face, frowning at your teary eyes. “no. keep going.” you say under your shaky breath trying not to cry. he wipes your tear that fell away. “mama…” he says while holding your warm cheek but you cut him off. “please just-…keep going.”. he looks at you before slipping out of you then slipping right back in. you wince and whine into his shoulders as you hold him tight. he stretches you open so much. it felt so foreign to you. he praised you as you took him. he said “you’re doing so good mama. good job.” and “you’re so perfect.”. it helped hearing his soft voice as you got use to his size. as time went on it began to feel better. your winces turned into whines and moans. michael was relieved to know he wasn’t hurting you anymore. “does that feel good baby?”. all you did was nod your head in response. his hips snapping into yours quickly made your brain go fuzzy, not being able to think of anything but michael’s big cock. “c’mere sweet thing.” he softly said as he wrapped his arm around your waist and pressed his cheek against yours. he could feel how steaming hot your face was as he pumped his love into you. he fucked you so well that night; making you come 3 times. he only allowed himself to come once he made you come first.
the next day michael had a natural glow about him. walking with his head high, humming and singing all around his house. as he sat down with his brothers for breakfast they all could tell why michael had a change in attitude. “hey uh. you left so suddenly last night. it was pretty late. where’d you go?” marlon says but tito answers the question for him. “he went to y/n’s house. i heard them talking on the phone line.”. michael is quick to throw tito a glare. “you were on the line?? the hell is wrong with you? that was a private conversation.” he spat but tito couldn’t care less. “yeah whatever. y’all he fucked her last night.” tito says with the biggest grin. “TITO!” michael shouts standing up at the table. the boys around him break out into laughter. “my man!” jackie shouts while grabbing michael’s shoulders. they’re all proud of him. “boy finally got a bitch on his dick.” jermaine says with a laugh. “she’s not a bitch. she’s the love of my life.” michael responds. the room is silent and the brothers look at each other then they all burst out laughing even louder. this is the last straw for michael. he ditches his bowl of cereal and storms out the dining room. “AHAA THAT BOY WHIPPED!” randy adds.
꣑୧ first time giving michael a blowjob
on one warm summer day you asked if you could give him a blow job. he was surprised at your request and insisted that you didn’t need to. he didn’t want you to do anything you weren’t comfortable with or ready for. you put your hand on his mouth. “michael i want to do this. i want to make you feel good…okay?”. he looked back at you wide eyed and brows raised, nerves jumping through his body. he then slowly nodded while swallowing in anticipation. when you saw him for the first time you were blown away. he had such a perfect cock. 7 1/2 inches, not too skinny and not too thick. it leaned over more to the left. he also had little patches of pale skin around the base under the fine hair and at the hole of his cock. you knew about his vitiligo but you didn’t know it was down here too. you liked the sight of it but you could tell he was self conscious. as you look up at him you ask for permission in your eyes to touch. he nods giving you the go ahead. the first thing you do is kiss his tip and his base. you wanted michael to know you found him and his condition beautiful. a wave of something warm washed over michael’s being. your soft hand then starts to stroke him and he breaks down immediately. he whimpered and gripped the sheets he sat on. you stopped and looked up at him loving the neediness in his eyes. your lips then inch closer and closer to his cock. his mouth falls agape watching you get closer to his shaft. once you take him into your mouth you start slow, only sucking his tip then going further and further. you wanted to be the best at this. even though he had no one to compare you to. you got ahead of yourself and began taking him to deep, constantly choking. you didn’t care though, you kept going. he watched you gag around him and could tell you were beginning to get upset. he placed a warm hand to your just as warm cheek. “it’s okay honey. we can try again later.” he softly spoke but you quickly denied his words. “no. i want you in my mouth. i want to do good for you michael please.” you began to stroke his hard cock as you attempt to suck him again. “baby i promise it’s okay.” he says in a whimper feeling a wave of pleasure again. you might not have been perfect but it was enough for him. as time goes on you get better, throating all of his length. “oh my love…you’re doing so good. so so good.”. his hips start to buck unconsciously. you massage his balls as you take him down your throat, practically begging for his cum. as he lets go in your mouth you swallow every drop, relishing in the savory sweet taste.
꣑୧ first time eating your pussy
his first time eating you out was so lovely for him. he would listen to his brothers talk about eating pussy and how hot it is and how certain girls taste different. he wanted to know your taste. as he laid you back he kissed your neck already making you wet for him. he raises your legs up to see a spot near your entrance on your baby pink panties. he places a soft kiss there and you immediately whine and buck your hips. you cover your face feeling shy. “michael…” you whine as he rubs his thumb gently against your damp entrance. he slowly pulls your arm away. “i want to see your pretty face sweetheart.”. he then pulls your skirt and panties off. your most intimate and sensitive area now exposed to his gaze. he watched as your walls squeezed around nothing, wetness leaking out your pretty little hole. the sight made him throb in his jeans. “oh my goodness honey. you’re so pretty down here.”. he loved the different shades of your pussy. your rich brown lips turning to pink around your clit and entrance. it’s like your beautiful body was hypnotizing him. like an invisible force was pulling him in. his face came closer to your aching warmth but suddenly you got nervous, slightly closing your legs. he looks up at you with his beautiful big brown eyes. “it’s okay angel…i just want to taste you.”. he places his hands on your thighs holding them open as his lips connect with your heat. you squirm but he holds you down as he begins licking you. he was right. your pussy tasted just as sweet as you. he loved the noises you made when he sucked your little bud of nerves. you tried to push his head away but he wouldn’t let up. he wanted to savor you. he started off slow. kissing and licking up and down your pussy but as time went on he got so sloppy with it. he soon added a finger inside you and you ultimately broke down shaking. “michael please.” you whimpered as he repeatedly hit that special spot inside you. you got so loud, squealing at the pleasure he was gifting you. michael started bucking against the bed as he ate you out, your hips lifting from the comforter. “mikey, mikey, mikeyyy” you whined and that was it for him. he came in his pants. the vibrations of his groans sent you over the edge and soon enough you came too.
꣑୧ fingering
it would feel like heaven when he fingered you. his long fingers would touch spots yours couldn’t. he would constantly press on that sweet spot making you tremble and squirt all over him. “my messy, messy girl.” he would say. he loved how messy you got when you felt good. squirting and coming so much. when you masturbate you can never please yourself like he can. you can’t reach the places he does so you truly fall apart so easily when he touches those intimate, sensitive places inside you. you would moan and whine his name over and over and over. all of your noises going straight to his throbbing cock. sometimes you’ll feel bad for ruining his sheets with your juices apologizing profusely but all he’ll say is “don’t be sorry baby. i want you to feel good. don’t worry about it.”. and when you would try to hold your orgasm back or push his fingers away he would only put more pressure on you. “come on angel. i want to see you let go.” he said as he watched you whine and your bottom lip tremble. once you came around his fingers with your brows knitted together he looked mesmerized. taking in every little detail of your beautiful features. he wanted the image to never leave his brain. “there you go. good job.”. he loved to praise you and he’d kiss your cheeks as you came down from your glorious high. michael was very interested in the female body but specifically your body. memorizing your moans and the scrunching of your face when you were close. noting down in his brain how your nipples harden or what makes your back arch against his bed or how you tend to tear up when it feels like too much. he is VERY attentive to you and your needs. for so long he has been a virgin so he always wanted to take his time with you. learning more and more every time he makes you feel good. it felt like an award to him; unlocking a new chapter that was before hidden to him.
꣑୧ sexual preferences
michael didn’t really like positions where he couldn’t see you. he always wanted to see your face full of the pleasure he was giving. sure he liked fucking you from behind, seeing your ass cheeks bounce with every thrust of his hips but it wasn’t the same. his favorite was missionary. it felt more intimate, more loving. could watch his cock go in and out of your wet cunt, your tits bounce, and your blissed out gaze.
he liked it when you whined in his ear. your noises is the main thing that helps him finish. he will purposely put his ear to your mouth when he was close to coming, not caring how shy you were for him to hear you. sometimes when you were hiding your sounds from him he would put his fingers in your mouth and open it manually so you can’t close it. he would do anything to hear your angelic songs.
mikey loved to grip your waist in missionary and just pound you to no end. he’ll take out all his stress and frustration on your poor little cunt. he would ignore all your whines telling him it’s too much. “awh you’re okay baby. you can take it.”. the next day you see bruises on your skin where his grip was. you touch the spots feeling the sting; then remember how he kissed them last night to make it better.
꣑୧ jealousy/ insecurities
michael was quite jealous. easily upset when you gave other guys attention. he would never say it though. he would just frown for the rest of the day and you would notice. michael was never aware off his facial expressions. whatever emotion he felt you could see it on his face. he wore his feelings on his sleeve. when you would see his upset gaze that resembled a puppy you would grab him by his jaw scrunching his cheeks up. “what’s wrong bunny?” you would say softly making his face heat up. “nothing.” he’d reply shyly almost in a whisper. he never told you when he got jealous but you could just tell. you would give him kisses on his cheek and tell him how much you love him to cheer him up; telling him he has nothing to worry about and he is the only person your heart beats for.
michael’s jealousy was sometimes rooted in his insecurities. he didn’t think he was that handsome. he commonly had acne breakouts and didn’t like how skinny he was. michael also hated his big nose. always telling you that one day he was going to get a nose job to “fix it”. you told him that he didn’t need it and he was handsome just the way he was. you knew he struggled so much with his self esteem and you would always comfort him going on and on about how much you love every little feature he has. you thought he was the most gorgeous man in the world. you always wished he could see himself through your eyes. as time went on he did begin to find confidence in himself; because of the love you shown to him.
꣑୧ when he’s on tour
you’ll call him every night before bed to see how he’s doing. most of the time you cry sobbing about how much you miss him. you’ll say “mikey i miss you so much. i can’t go another day without you.”. you were so dramatic but michael found it cute. “aww i miss you too lovebug. you’ll be in my arms again soon. don’t worry, i promise.”. because of your strict parents they didn’t approve of him bringing you on tour. michael reassured them again and again that he would protect you and make sure you had everything you needed but they never let up. eventually you just snuck out and michael sent a guy from his team to go get you. the two of you could reap the repercussions of this decision later. all you could think about now was being with your man again.
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꣑୧ writer’s note ꣑୧
i genuinely had so much fun writing this like the butterflies i felt from my own writing…bro. i’m already thinking about making a part 2. anyways that’s all i’ve got today magic people.
thank you for reading <3.
