Synopsis: With the Victory Tour just hours away, you and your best friend Michael share one final night together, neither of you ready to say goodbye
Warnings: 18+, smut, sub!michael, virginity loss, wet dreams, yearning, penetration, oral kink, masturbation, pleasing kink, dom/power switch reader, and multiple orgasms
Michael paced back and forth in front of his window waiting for a signal from you or Bill, this was his first time sneaking anybody in and he was absolutely terrified.
Biting on his thumb nail and hand placed on his hip as he paced around
“God I hope this works” he mumbled to himself
Just then, a pair of headlights cut through the front gate, pulling Michael’s attention toward the window. A smile slowly spread across his face as he recognized the car. Seconds later, he was pressed against the window, watching as Bill stepped out and hurried around to open the back door, escorting you out onto the driveway
Before you could even reach the top of the spiraling staircase, Michael had already slid the window open. The second you stepped onto the landing, he reached out, taking your hands and helping you climb inside
Once you were safely in, he quietly eased the window shut behind you. Turning back around, he watched in silence as you peeled off your rain-soaked black trench coat, droplets of water pattering onto the hardwood floor
The two of you stared at each other for a few quiet seconds before matching grins spread across your faces. Unable to help himself, Michael crossed the room in two quick strides, scooped you off your feet, and pulled you into the tightest hug imaginable, making a squeal slip from your lips. He immediately pressed a finger to your mouth, smiling as he whispered, “Shhh.”
“We gotta be quiet if anybody here’s us that’s my ass”
“I’m sorry” biting at the corner of your lip “But Michael I need to take my coat off I’m soaked”
Of course, you’d meant it in a completely different way, but Michael’s mind immediately ran wild
He gently set you back on your feet, a bashful grin tugging at the corners of his lips as his imagination got the better of him
“Yeah… you’re right,” he chuckled, rubbing the back of his neck
Reaching for the zipper of your trench coat, you slowly peeled it off before tugging your hoodie over your head, revealing one of Michael’s oversized T-shirts that had long since become yours, paired with simple black spandex shorts. You slipped out of your shoes one at a time, nudging them neatly against the wall before turning your attention back to him
“I missed you Mikey” you warmly smiled placing a kiss on his cheek
Feeling your lips touch his cheek sent a chill down his spine, only making the issue bigger than it already was
“Uh…angel I’ll be right back”
“Okay?” You replied a little concerned
Michael hurried into the bathroom, quietly locking the door behind him. Letting out a long, heavy sigh, he rested the back of his head against the wood and squeezed his eyes shut, slowly dragging his tongue across his lips before glancing downward. A quiet groan escaped him as he realized exactly what the problem was— his boner
Hooking his thumbs beneath the waistband of his pajama pants, Michael pulled them forward and glanced down, only to let out an exasperated sigh. His erection was so prominent it had pushed through the opening in the front of his boxers
“Damn it!” he muttered under his breath, scrubbing a hand over his face in frustration
Nothing was working, his usual methods of thinking about something stupid or even running cold water over his member, nothing was working. He knew the only thing left to do was to touch himself
Still leaning against the locked bathroom door, Michael reached over and switched off the light. Too embarrassed to face his own reflection, he stood there for a moment, gathering himself before reaching for the bottle of lotion on the counter
Just then he shivered feeling the cold lotion coat his dick, gently he began sliding it around until he was fully lubricated. His eyes shut briefly and allowed his imagination to run wild
Briefly, he began recalling some of the playboy magazines that he had looked at earlier that day, the way her breasts were exposed and the melanin captivating her nipples. But it wasn’t enough to make him cum—then his mind wandered aimless and struck you
Fantasizing about finally having sex with you and how good you must feel, Michael was embarrassed because you were more experienced sexually than he was
“Fuck” he whispered as his head leaned into the door
The veins in his hands were prominent, stroking himself tightly and using his hand to imitate the insides of a woman. At some point he began bucking his hips forward pretending he was thrusting inside of you, breathing tirelessly as his hand ran across his chest
His movements became increasingly frantic until he came into his hand, feeling the warm fluids shoot out. A muffled whimper caught in the back of his throat, forcing him to bite down on the corner of his lip to keep from making a sound
He stayed frozen for a moment, breathing heavily as the rush of relief washed over him, his heartbeat slowly beginning to settle. Then he washed his hands and readjusted his pants, now seeing his boner was gone he smiled to himself before exiting the bathroom
Meanwhile, you were busy rummaging through Michael’s closet, trying on one hat after another as you admired yourself in his oversized mirror. Tilting your head from side to side, you couldn’t help but smile at your reflection
Then out of the corner of your eye, you caught another reflection behind you
You jumped, letting out a startled gasp as you spun around, only to find Michael casually leaning against the doorframe with an amused grin spread across his face. A soft chuckle escaped him, making you roll your eyes as you walked over and gently shoved a hand against his chest
“That’s not funny, where the hell did you go??”
“Mother wanted to tell me goodnight” Michael quickly responded
He reached up and adjusted the hat on your head, a playful twinkle dancing in his eyes as he smiled down at you
“Blue looks good on you” he complimented
Warmth rushed to your cheeks at the compliment. You hated how easily he could make you blush, and even more that he was catching you in the act of playing dress-up in his closet. Before he could tease you any further, you slipped out of his embrace, grabbed his hand, and tugged him out of the closet with a shy laugh
Over the next couple of hours the two of you lied next to each other in bed, Michael played in your hair while you stared up at the ceiling. Michael was getting ready to go on a summer tour so you wouldn’t be able to see him until the end of summer, so realistically this would be the last time yall seen each other for awhile
Michael’s eyes started getting heavy, nuzzling his head into your chest and his hand around your waist “I’m gonna miss you angel”
“I’m gonna miss you too Michael, I wish I could come with you”
“Joseph would rather roll over and croak before letting us tour with a girl”
You chuckled softly “Maybe it’s for the best, I couldn’t imagine being on tour with your brothers all summer”
“Yeah…you know Jermaine keeps asking me if you’re my girlfriend, he thinks he’s slick I know he’s only asking me because he wants to date you”
You scrunched up your face “Jermaine? Eww”
“I’ve said the same thing since I was five” Michael sighed
Making you chuckle at his reply “Michael you’re the messiest brother out the bunch”
Eventually, Michael’s soft chuckles faded into quiet, sleepy murmurs, a telltale sign that he’d finally drifted off. It was something he’d done ever since the two of you were kids—curling up against you, seeking your warmth and comfort before surrendering to a deep, peaceful sleep
You remained wide awake, your eyes fixed on the ceiling as sleep refused to come. Your mind wouldn’t slow down, chasing one “what if” after another
What if he meets someone while he’s on tour?
What if fame changes him?
What if he comes back… and he isn’t the same Michael anymore?
The thought that lingered the longest was the one that hurt the most.
What if this tour is the beginning of the end for us?
Michael suddenly twitched in his sleep, the movement jostling you enough to pull your attention away from your thoughts. A quiet laugh escaped your lips as he continued mumbling incoherently, his sleepy babbling almost impossible to understand. You leaned in a little closer, smiling to yourself, until his words slowly began to come into focus
“Please don’t stop my angel” he moaned “Please make me cum”
Your smile slowly faded as you realized Michael wasn’t just mumbling in his sleep—he was softly moaning your nickname. Your stomach filled with flutter
Hesitantly, you lifted the edge of the blanket, only to freeze when you noticed his boner poking out. Heat rushed to your face as you quickly looked away, suddenly unsure of what to do next
After a long moment of hesitation, you made one of the boldest decisions you’d ever made. With trembling hands and your heart pounding against your ribs, you carefully slipped them beneath the waistband of his boxers
Your breath caught in your throat as your fingers gently closed around him, the realization of what you were doing sending a wave of nerves through your entire body
Feeling his precum coating his tip as you began stroking him. Gently feeling his warmth around your hand as you jerked him off—his moaning became more prominent as you proceeded. To your surprise you were more turned on than imagined, growing to like the act and feeling your confidence rise
“Am I doing a good job Mikey?”
“Yes—oh gosh yes I wanna cum inside you so badly”
“You’re so big” you whispered “I don’t know if I could handle you”
“Angel please, just like me—“
A sudden tremor ran through his body, startling you. Your heart pounded as his breathing grew uneven, his quiet whimpers becoming more pronounced until the tension finally overtook him
Still catching his breath, he blinked rapidly, trying to make sense of what had just happened. The realization slowly settled over his face, leaving him frozen in place as embarrassment washed across his features
“Angel I’m so sorry I don’t know what I was thinking”
As he proceeded to feel the need to apologize, you retracted your hand from his boxers and began licking the cum off of your hands. Stopping Michael dead in his tracks, he paused watching you with great shock and amusement
“Why didn’t you ever tell me you tasted so sweet Mikey?”
Before Michael could gather his thoughts, you carefully climbed into his lap, brushing soft kisses along the side of his neck before lingering just long enough to leave behind hickies before kissing his chest and nipples
Completely flustered, he stumbled over his words, his cheeks warming as he instinctively pulled the blanket over the two of you
But the moment he glanced down, his breath caught. Beneath the covers, he could unmistakably feel the warmth of your bare skin against him, leaving him even more speechless than before
“You don’t have on any panties” he noted
Kissing down to his shaft you smirked giving Michael one final smile before kissing his v-line, making him squirm around
Just then you grabbed his dick sloppily running it over your mouth while simultaneously spitting on his tip. Your tongue feverishly dragged across his tip before sucking it gently—bobbing your head and tightening your lips around it to suck all of his cum off
Michael was a complete whimpering mess by this point, his dick was twice as sensitive as it already was, his hands were gripped tightly on both sides of the sheets as he groaned trying to compose himself
You slowly emerged from beneath the covers, taking a moment to catch your breath. Michael lay there breathing just as heavily, his dazed eyes never leaving yours
As you settled beside him, he instinctively wrapped his arms around your waist, drawing you close. Gently lifting the hem of your shirt, he pressed a trail of lingering kisses across your stomach before letting his lips wander over your nipples, using the tip of his tongue to only twirl it around the circumference of your nipples
Biting your lips you looked down at Michael allowing a moan to escape your lips “m’ sorry I couldn’t help myself” Michael admitted
Slowly you nodded your head and held your breast with one hand and used the other to rest at the back of Michael’s head. Watching him immediately latch onto your nipple like he was aching for you. He kept his eyes focused on you as he sloppily sucked your nipple
Simultaneously you moaned in his face and began rocking on Michael’s dick, feeling your clear fluids spill over his shaft creating a slick barrier for your grind against
Between the sucking and grinding the both of you felt overstimulated, but more than anything you were enjoying seeing Michael struggle. At some point he shut his eyes and groaned into your breast as his lips wrapped around your breast , you watching his saliva spill over
“Michael you’re making me feel so good, I want to cum on you”
“Show off for me” his voice weak as he swallowed the lump in his throat
Your eyes rolled back as you thrusted yourself harder against his dick , Michael could feel your strong pulse on the tip of his dick making his orgasm come quicker than before
Your fingers tightened against his shoulders as the two of you clung to one another, overcome by the impact of the two of you having an orgasm simultaneously
You buried your face in the crook of his neck to muffle any sound, while he did the same, one hand slowly caressing your back as gentle kisses brushed against your collarbone. Every breath was restrained, every movement careful, the two of you doing everything possible to avoid being caught
“I’m not done with you yet”
Just then you used your strength to push Michael back into his bed while kissing his lips feverishly. His hands stroking through your scalp as he pulled you closer, sucking your tongue and biting his lip watching you grab his dick and rub it in between your folds as you slowly sat on it
Immediately pleasuring sensations entered you from your center and sending goosebumps through your body, moaning and gasping as you struggled to sit on his dick
His hands gripped onto your waist and forced you to sit all the way on top of him, forcing yourself to cover your mouth with your hands as your moaning peaked
“What’s wrong baby?” He asked kissing your bare chest “You can’t handle it?”
“Michael you’re only making shit harder on yourself” you whimpered
Finally you wrapped your fingers around the back of his neck, interlocking them as you brought your feet forward and began rocking back and forth. With your feet planted into the mattress you sped up your pace, rotating your hips slowly in a circular pattern
“Nope, I couldn’t handle it remember?”
A sudden shiver raced down your spine, drawing a soft moan from your lips as your head gently fell back, your body instinctively reacting to the overwhelming rush of emotion
“Fuck daddy, you’re so big” biting your lip watching his shaft pump in and out of you
Michael’s hands clung to your back watching your breasts bounce in his face “Angel you can’t say things like that to me” he whispered softly
“Why not Michael ? Because you can’t hold your cum in?” You smirked
Michael was too flustered to reply, instead he continued moaning and looking everywhere but you
“I heard you tell me earlier how badly you wanted to cum inside me, is that true?”
His big brown eyes met yours, guilt and vulnerability written all over his face. Biting nervously at his bottom lip, he lowered his gaze for a moment before looking back up at you.
“Yes…” he admitted softly “Yes, it’s true”
Pressing your hips harder into his and grinding slower as your lips pressed softly into his “And what if I told you I wanted you to cum inside me? Cumming inside me until it’s leaking out” you moaned
“I—I need to do it right now angel I can’t hold it in anymore”
Feeling you orgasm peak you knew you didn’t have much time left yourself, you licked your lips while looking at Michael “Kiss me Mike, then you can cum in me”
Without another word, Michael cupped the back of your head and crashed his lips against yours, the kiss desperate and overflowing with emotion. Feeling his tongue flicker over your lips and the inside of your mouth. His hands slid to your hips, bouncing you up and down on his dick repeatedly as the two of you clung to each other
Your fingers framed his face, gently tugging at his bottom lip between kisses as the intensity of the moment overwhelmed you both. Your body trembled in his embrace, every muscle tightening as you held onto him, refusing to let go as you squirted on top of him and making a mess
Michael gripped even tighter onto your hips as his hot fluids released inside of you. Pressing his face in between your breasts to suck on them as he moaned against your skin, doing his best to conceal his whimpers “Oh my god” he exclaimed
A quiet sniffle caught your attention. Gently, you slipped your hand beneath his chin and lifted his face until his tear-filled eyes met yours.
You brushed your lips against his in a soft, reassuring kiss before tenderly kissing away the tears clinging to his cheeks.
“Baby” you whispered, resting your forehead against his “it’s okay”
Not long after the two of you had cleaned up, a gentle knock sounded at the door. It was Bill, quietly reminding Michael that it was time to take you home. Dawn was beginning to break, the first rays of sunlight creeping over the horizon, and you needed to be gone before the rest of the house started waking up
Standing in front of Michael with your raincoat still wrapped around you, you caught him staring. He couldn’t seem to take his eyes off you, and somehow, in that quiet moment, he felt himself falling even deeper in love than he already was. Slowly, he cradled your face between his hands and drew you into a long and passionate kiss, pouring every unspoken feeling into it
“I’ll be waiting for you, my love. Hopefully I gave you enough to remember me by until I come back”
You blushed “Hopefully you can sleep peacefully now”
A few moments later, you quietly slipped back out through the window and climbed into the backseat of Bill’s car for the ride home. Michael watched until the taillights disappeared through the gates before reluctantly closing the window
A few hours later, the Jacksons were outside loading their luggage onto the tour bus. Michael had barely settled into the seat beside Jackie when he noticed his brother doing a double take
Jackie’s eyes narrowed before a slow, knowing grin spread across his face. His gaze lingered on the fresh hickey peeking out from beneath Michael’s collar.
“Well…” Jackie smirked, nudging him with his elbow “Looks like somebody had themselves a good night”
Michael’s eyes widened as his hand instinctively flew to his neck, his cheeks immediately flushing with embarrassment
A wonderful request for the lovely @applesange1s 💋, sorry yall I didn’t proof read
Taglist: @applesange1s @michaelsgirllxo @mikeysfishfr @diorzaep @j-nae @michaeljacksonspyt @mikeysfavoritefish @narratedillusions @18lkpeters @yesalphadawn @botdfaholic @prettygurljo
kianamaiart
izzy806
andulkaphoto
annaxmalina
baratheonpilled
discoholicmusic
