šš«šš¬š¬ š®š© š louis ives x reader
š¬š®š¦š¦šš«š² š taking out the shy boy from the opera takes an unexpected turn, in the best possible way
š°šØš«š ššØš®š§š š 9.4k
š°šš«š§š¢š§š š¬ š smut (18+ only; penetration, oral sex m receiving), crossdressing/genderbending, louis uses primarily he/him pronouns but is still a genderqueer icon, reader is also gnc (and implied bi), feminization kink, praise kink, shy insecure babby louis is babby, slight d/s dynamic (with subby!louis and dom!reader, obviously)
Louis sighed as he leaned back against the wall, resting the back of his head on the ornate wallpaper with his hands stuffed into his suit pockets.Ā
It was only his first time at the opera, but he liked it much more than he thought he would; so much so that he was a bit anxious for intermission to end so he could get back to it.
Waiting for Henry to finish in the menās room was, obviously, pretty boring.Ā Louis resorted to people-watching in the lobby to pass the timeā mostly it was much older people⦠in fact it was exclusively much older people.Ā He liked the way they were dressed though: tuxedos, evening gowns, silk shawls and gloves.
His posture straightened when he saw you, for a number of reasons (three, exactly).Ā One, you were significantly closer to his age than anyone else here.Ā Two, you were a pretty girl, in his personal opinion.Ā And three, you were wearing a tailored three-piece suit and tie.Ā Not the overly-curvy cut of a womanās suit, not a blazer and slacks, this was a straight, slim, two-button jacket and the whole ordeal; even black leather oxford flats of a clearly masculine variety.Ā Heād never seen a girl in a suit like that, he had to squint to look at your face and make sure he hadnāt just mistaken a more feminine man for a womanā but no, the makeup on your face and the feminine curve of your body (which couldnāt even be suppressed by menās clothing) made it pretty clear you were at least some amount of female.Ā He was impressed; he was intrigued⦠he was even a little intimidated.
And in a way he hadnāt expected at all, he was attracted to you.Ā Not that being attracted to pretty girls was some kind of massive undertaking, but this was more than that.Ā He was used to the natural draw to a good-looking woman, and to the odd jealousy he felt when he saw a woman wearing something that he wished he could.Ā This was obviously more the reverse: he could wear suits, he was wearing one now, and somehow you seemed a lot more comfortable in yours than he felt in his.Ā In the least perverted way possible, he imagined what kind of undergarments you might have on under thatā a lacy bra, pink panties, nylons?Ā Maybe something more practical?Ā What a dream it would be to have something like those on under his suitā¦Ā
You suddenly glanced his way, and he was so mesmerized by your eyes that he forgot to look away just a few seconds too late.Ā Staring intently down at the floor as if there was anything to look at there, his heart started to beat a little faster as he saw you approaching in his peripheral.
His attempts to act nonchalant, even ignorant, to your presence were⦠pitiful.Ā He started up and off to the side, as if the corner of the ceiling bore anything of note.Ā You stopped just in front of him, giving him an expectant smirk as he, finally, met your gazeā acting as if he just now noticed you.
āHey,ā you greeted.Ā āWhat were you staring for?ā
āOhāā he choked, āwell, uhāā
āDonāt be scared,ā you soothed, āI donāt bite, except when asked nicely.ā
āUm,ā he stalled, thrown by your slight innuendo.Ā At least, he thought it might be an innuendo based on the sparkle in your eyes, but he was only tangential aware that biting could be a sexual reference.Ā Do people really do that?Ā Does she really do that?Ā āWhy are you wearing a suit?ā he finally found the courage to ask aloud.
āDo you have a problem with me wearing a suit?ā you returned.
āN-no, but, I just canāt see why youād want to,ā he explained.Ā āTheyāre not especially comfortable.Ā A dress seems more⦠breathable.ā
āFor the legs, sure, if itās a ballgownā but the torso?Ā Way too tight,ā you grimaced, āyou can feel it on you all the time.Ā Makes it hard to relax.ā
He took a mental note of that for later, a detail to help him accurately imagine how it would feel to wear one.Ā You can feel it on you all the time⦠like a hug!Ā That would be so niceā¦
āSuits are more fun,ā you announced.Ā āI think I look good in them.ā
I think you look beautiful in them.Ā āDo people look at you differently when you wear that?ā he asked.
āYeah, I pretend not to notice the rude ones,ā you shrugged.Ā āAnd every once in a while I get the attention of somebody cute, who may or may not stare at me from across the room creepily.ā
Louis cleared his throat when he realized you were talking about him.Ā You called him cute!Ā Thatās what that was, right?Ā But you also called him creepy.Ā So he wasnāt sure what to think.Ā āIām sorry,ā he stuttered out, but he was smiling a bit from the compliment, which he worried made his apology less sincere.
āItās alright, I didnāt mind,ā you offered, and just as the conversation was really getting interesting, Henry suddenly appeared from the washroom; Louis tried not to show his disappointment so obviously on his face.
āOh!ā Henry smiled as he looked between you and Louis standing in front of each other.Ā āI see youāve met a lesbian,ā he said to Louis.
Louisā eyes went wide and he opened his mouth to chide Henry for his inappropriateness, but you jumped in first.Ā āIām not a lesbian, actually,ā you corrected, ājust progressive.ā
Henry spitefully crossed his arms.Ā āWhatās the difference?ā
āThe difference is I like dick,ā you explained; Louis was a little stunned by your bluntness, but amused by the way it threw Henry off of his game.Ā āMaybe not exclusively, butā¦ā
āHmph!ā Henry coughed disbelievingly.
āIn fact, I was just about to ask your friend out for a coffee sometime,ā you informed him, making Louisā throat suddenly dry.
āI was⦠just about to do the same,ā he bluffed.
Henry rolled his eyes and started to leave, mumbling a few gripes about āwhatās this world come to?ā and āwomen donāt even wear womenās clothing anymoreā, before turning back and looking at Louis with a furrowed browā like heād expected the young gentleman to follow him without question.Ā āCome along, Louis,ā he instructed.
āI⦠Iāll join you when Iām finished with my conversation,ā Louis replied, puffing his chest up just a bit.Ā Henry was obviously frustrated by Louis standing up to him, and Louis hated that all of this was happening in front of you.Ā A tense silence passed, and when Louis didnāt relent, Henry scoffed and continued onā finally.Ā āIām⦠sorry about him,ā Louis sighed, looking at you again.Ā āHeās a bit old-fashioned.ā
āI get the impression that you are, too,ā you noticed, and he was impressed by your perception.
āWell, I suppose that I am, yes,ā he agreed, ābut more just aesthetically.Ā He can be irritatingly conservative, even concerningly reductive at times.Ā Iām sorry that he called you a lesbian.ā
āOh, itās not insulting to me,ā you assured, āand Iāve been accused of much less accurate things.Ā And, I mean, basically everybodyās parents are irritatingly conservative.ā
Louis was confused by the non-sequitur until he realized the nature of your assumption.Ā āOh!Ā Henry isnāt my father, actually,ā he corrected, āmy parents, um⦠theyāve actually passed away.ā
āOh, Iām so sorry,ā you sighed.Ā Ā
āItās alright, that was a long time ago,ā he shrugged.Ā āAnyway, Henry is just my roommate.Ā And maybe a bit of a mentorā heās taking me to the opera, Iād never been to one before.ā
āWhat do you think?ā you asked.
āItās amazing,ā he beamed.Ā āThe performances and the atmosphereā and I donāt know if getting asked out by pretty girls during intermission is normal, but⦠I like that part, too.ā
You smiled and, right on cue, the lights dimmed and brightened a few times.Ā Ā
āGuess we should go back to our seats,ā Louis decided, looking up at the chandeliers for a moment until theyād returned to normal.
āNot before I get your phone number,ā you reminded him.
āRight, uhāā he stammered, not sure how to transfer this information until you simply handed him your cellphone with the ānew contactā screen open.Ā Yes, that seems like a good way to go about thisā¦
His thumbs were a little shaky as he tried to select the numbers on the tiny keyboard, and he had to go back more than a few times to correct mistakes.Ā However, thankfully, he managed to get it in eventually and hand the device back to you with a smile.
āAlright, Iāll call you later,ā you smiled, glancing down at the screen for a second, āLouis.ā
Oh goodness, youād just learned his name from the contactā heād been so flustered, he forgot to introduce himself.Ā And he didnāt know your name, either.Ā But he didnāt need to; he returned to his seat for the second act feeling like he was floating on a cloud because you were going to call him.Ā And you were going to ask him out for coffee, apparently.Ā This night couldnāt get any better.
~
He was probably overdressed for a coffee date.Ā But youād called him cute last time he wore a suit, so he was wearing a suit again if just to chase that high.
Heād arrived unreasonably early and already gotten through a latteā he was probably going to drink too much coffee and end up all jumpy and anxious.Ā Actually, he was pretty jumpy and anxious without any coffee at all.Ā So, more coffee couldnāt hurt too much.
Fifteen minutes before you were due to arrive, he was already looking at the door every time the bell chimed, watching business people come in with briefcases and laptops, couples and friends laughing together.Ā He thought maybe he should go to the bathroom before you got here, but then, what if you came in while he was in the bathroom and didnāt see him so you simply left?Ā Yes, perhaps best to just wait.
Ten minutes before, and he was trying not to bounce his leg while he sat, but he kept doing it without noticing and then suddenly noticing and having to stop himself.Ā He stirred his coffee for no good reason.
Five minutes before, he looked at the door when the bell chimed, like he always did, even though he knew it wasnāt youā and then it was you, finally.Ā His heart skipped a beat when he saw you: you were wearing a dress, a green one with buttons down the front.Ā He was amazed, and envious, that you could look so good in menās or womenās clothing.Ā Not only that, but the dress had a vintage sort of look to it, and he could just imagine how good the two of you would look together.Ā People on the street and in this cafe were going to see you with him and know that you were on a date⦠it was thrilling to picture.
He stood up, catching your attention as you smiled at him.Ā Nodding, he grabbed your chair and pulled it out for you until you were close enough to sit down.Ā āThank you,ā you smiled as he pushed it in for you as well before returning to his own seat, āso chivalrous.ā
āWell, I try,ā he hummed.Ā Ā
Over your first cup of coffee and his third, he learned so much more about youā your family and what it was like to grow up with them, what brought you to New York and what you hoped to accomplish here, your favorite pastimes, your pet peevesā¦
He tried not to overshare about himself, even though you pressed to know more.Ā Iām just not as interesting as you, he insisted, but you werenāt so easily dissuaded.Ā Really, he was just afraid that if he started talking too much about himself, heād say too much and say the wrong thing and youād look at him in that way people did when he said the wrong thing.Ā Really, Louis didnāt like opening up to people very much at all.Ā Maybe part of the reason he got along with Henry so well is that Henry was far too self-absorbed to ask anything too personal about Louis, preventing Louis from sharing the wrong secret and getting that dreaded glare.
When the coffees were depleted, Louis wondered if it was time to go back to his apartment.Ā He didnāt want this to ever end, but he also didnāt want to keep you here longer than you wanted, which were two obviously-opposing goals.
āMaybe I should get back home soon,ā he announced aloud, hoping that that āmaybeā would leave room for you to say he could stay longer.Ā But he also braced for the possibility that you would tell him he should go, and that this would be the end of your first date.Ā Instead, you said something he didnāt expect.
āDo you mind if I walk with you?ā you asked.
He felt his face warming slightly, and hoped you couldnāt see it if he was getting flushed.Ā āI should be the one walking you home,ā he noticed.
āDonāt overthink it,ā you winked, and he decided that for possibly the first time in his life, he was going to take that advice and not overthink it.Ā Or at least, he was going to try not to.
Hands stuffed in his pockets, Louis followed by your side as the two of you strolled along.Ā The conversation continued, though it drifted away from personal matters and onto books and stories; you seemed impressed that he was a former assistant professor of English, not focusing too much on the former part like most people did.Ā (He was just relieved that you didnāt ask why heād been let go.)
This was normally a rather long walk, but talking with you made it go by in a blinkā in fact, he was even a bit disappointed when he realized you were standing right in front of his building.
"This is me," he informed you as he gestured to the aging brownstone.
"Oh," you smiled, craning your neck to look up at the building.
"That's my window," he pointed upwards.
"Seems like you have a nice view," you noticed.
"Not as nice as the view I have now," he offered as he looked at you, and you playfully rolled your eyes.
"Wow, that's cheesy," you grinned.Ā "Embarrassingly effective, but cheesy.Ā Can I come up?"
It took him a second to realize you were asking to be invited into his apartment.Ā Slightly overwhelmed but not quite stupid enough to let this opportunity pass, he nodded and you followed him to the steps as he opened the front door for you.
A sizable stair-climb later, he guided you into Henry's foyer.
"It's a bit cluttered, but, that's all my roommate's stuff," Louis explained as you stepped inside and looked around.
"He has an eclectic taste," you stated the obvious.
āI sleep in this little spare room here,ā he continued, opening the door to it, only to find heād left it in total disarray with a pair of boxers crumpled on the floor; he made a dash to throw everything out of the way and half-make-up his bed, but you appeared behind him and snorted out a little laugh.Ā āI, uh, didnāt know you were going to come up,ā he defended himself.
āBut were you hoping that I would?ā you asked, and honestly, he hadnāt even thought that far ahead.
āYes,ā he lied.Ā Not that he hadnāt hoped youād come into the apartment someday; it was just that he was really just trying to survive one thing at a time, and a coffee date was challenge enough for him.Ā Now you were here and heād barely managed to make his room presentable andā
He felt your hand on the back of his neck, and when he turned to look at you, you were already moving in to kiss him.Ā Even though he was flustered by your forwardness, he gladly met you halfway and kissed you back.Ā You tasted like spearmint chapstick and root beerā and most of all you tasted like you, and he heard himself just barely hum under his breath as he moved his lips with yours.Ā It was sudden, and unexpected, but still perfect, even though heād wished he had the confidence to kiss you first.Ā He wanted to be romantic about it, and gentlemanly, so he planned to not even try to kiss you on the lips until the end of the second date; the plan for tonight was just a kiss on the cheek after he dropped you off at your door.Ā This was⦠not the plan.Ā Not that he was complaining.Ā But he was a little confused.
Your hands rested on his shoulders as you breathed slowly through the kiss, tilting your head slightly.Ā He knew it was weird, but he kept opening his eyes to look at you.Ā You just looked so beautiful like this, so up-close with your eyes shut gently while you kissed him.Ā He realized that his hands were still hovering around you, and he hesitantly lowered them to rest on your waistā though he still kept the pressure incredibly light, in case grabbing you too hard would be inappropriate.Ā He heard you let out the smallest sigh and it made his heart swell.
Carefully, your tongue started to prod at his lips, and his heart started to race as he let you deepen the kiss and move your tongue alongside his.
As your hands started to move, slowly, down his chest through his blazer, he felt his own grip on your waist tighten.Ā The fabric of your dress was so soft and delicateā so were your lips, and your tongue was gentle and sweet and exploring his mouth in a way that made his knees a little weak.
The kiss was suddenly a little hungrier, a little rougher, a little more desperate; both of you were breathing heavily, and when he instinctively pulled you closer, he heard (and felt) you moan.Ā āLouis,ā you gasped into the air between his mouth and yours, and he couldnāt help but let out a small whimper at how perfect his name sounded when you said it like that.
His heartbeat raced even faster as he felt his trousers getting tighter.Ā The realization that he was getting hard made him instantly anxiousā maybe it was okay to get a boner right now, maybe that was where this was going⦠and yet, that idea somehow made it even worse.Ā All at once, the self-hating fears flooded his mind. Ā What if I canāt do it right?Ā I donāt know how to do thisā I canāt do this.Ā Sheās going to know somethingās wrong with me, something is so horribly wrong with meā¦
Breaking the kiss, he stumbled back suddenly.Ā You started to follow him for a second, but stopped.Ā āAre you okay?ā you asked.
āI think I should walk you back to your apartment,ā he decided suddenly, and you looked at him with confusion.
āOkayā¦ā you agreed awkwardly.Ā āDid I do something to upset you?Ā Iām sorry if I did, I promise that I didnāt mean to.ā
āI just,ā he began, starting over again.Ā āItās not you.Ā Itās just thatā I donāt know how far you wanted this to go, but Henry says Iām not allowed to have sex in the apartment,ā he explained, twisting his fingers in his hands.Ā Ā
āYour landlord decides if you're permitted to have sex?ā you asked incredulously, raising your eyebrows.
āHe is also my roommate, so, he has some say in itā¦ā
āListen, Louisā if the first date is too soon for you, thatās fine,ā you assured.Ā Ā
āWell, thatās part of it,ā he admitted.Ā āI donāt want to take things too fast.Ā Iām⦠trying to be a gentleman.ā
You smiled slightly, stepping closer to him.Ā āOh, Louis, you donāt have to worry about that,ā you purred.Ā āYouāve been so sweet and respectful, itās been wonderful⦠but to be entirely honestāā
He swallowed thickly as you got close enough to rest your hand on his lapel, looking up at him through your lashes.Ā You were so pretty he didnāt know what to do with himself, and the look you were giving him could only be described as ravenous.
āā ever since I saw you, looking at me from across the ballroom, dressed up in your suit looking like the perfect gentleman,ā you continued, clutching his jacket suddenly, āIāve been thinking about all the very disrespectful things you could do to me.ā
His eyes went wide.Ā He was certainly out of his depth nowā if you were looking for a dominant man, someone to ravish you, he was going to be totally useless.Ā Of course he couldnāt give you what you wanted, he shouldāve known better, he shouldāve never even agreed to go out with you when it would only end in disappointment for both of you.Ā You wanted a real man and he was justā
āHey,ā you soothed, apparently noticing the panic on his face, ādonāt freak out.Ā Nothing has to happen tonight.Ā But, Iām sort of out on a limb hereā¦ā
āIām sorry,ā he sighed, āitās not that Iām not attracted to you.Ā Itās just that I want this to be perfectā you deserve nothing less.Ā You deserve flowers, and candles, and not this tiny awful apartment when Henry could come back at any momentā or come back after and make some horrible comment about how it smells in hereā¦"
You laughed, and he stopped his ramble to sigh slightly.
āI just think it might be better if we get to know each other a little better first,ā he concluded.Ā I just think I should give you a chance to realize Iām not what you think I am, so you can save yourself the trouble, he wished he could say honestly.
āWow,ā you nodded, āI know I pegged you as a little conservative but⦠this is new.ā
āPlease, donāt take it personally,ā he began, but you shook your head reassuringly.
āNo, I mean, itās kinda nice,ā you clarified.Ā āI think there should be more guys like you out thereā you know, traditional.Ā Youāre a dying breed.ā
Guys like me, huh? Louis thought to himself, resisting the urge to laugh.Ā If only you knew.
But you didnāt know, which was how he wanted things to stayā he didnāt want anyone to know.
~
In the last month, Louis had made two Herculean accomplishments: one, heād managed to survive four more dates with you, with such success that each ended with the promise of another; two, heād managed to keep your libido at bay in a month of dating.Ā You never seemed disappointed, and by now youād made it clear that you were waiting for him to make the first move when he felt he was ready.Ā The problem was, he couldnāt imagine how he was ever going to be ready for you to see him without all his clothes, his image, his pretense.Ā He had this strange feeling that if you saw him naked, youād see right through him, see everything about himself that he locked deep down and far away.Ā And heād rather just keep making out than go further and lose you for good.
āIām seriously gonna run out of vases, Lou,ā you sighed with a smile once youād opened your door, finding him waiting to pick you up with yet-another small bouquet of flowers.Ā āAnd my house is turning into a plant mausoleum!ā
āNext time, Iāll just bring you a new vase, then,ā Louis offered, and you laughed; he loved your laugh, and when he was around, he heard it surprisingly often.Ā You told him before that girls laugh at a guyās jokes if theyāre attracted to him, whether or not heās funny; Louis didnāt care if you really thought he was funny, or just thought he was attractiveā both were higher praise than he ever expected from someone as both as you.
āIām not ready to go yet, sorry,ā you apologized, walking quickly around the apartment as he followed you into your bedroom.Ā āI canāt decide what to wear.ā
āYou look good in anything,ā he insisted, sitting down on the side of your bed.
āWell, I wanna feel good too, and itās so cold out,ā you explained.Ā āYou can wait out here and Iāll be dressed in a second, alright?ā
He nodded, and you smiled as you disappeared into your walk-in closet and shut the door.
Twiddling his thumbs, Louis entertained himself by looking around your bedroom; heād been in here before, so he recognized some familiar objects and noticed the new trinkets lying around.Ā There was a necklace on your bedside table, and a lone sock on the floorā
His breath caught slightly when he saw some clothes strewn over the corner of the bed, some you must have been trying on earlier while trying to pick what to wear.Ā Of course, it wasnāt just momentarily-worn clothes that got his attention⦠it was the bra.Ā Purple lace, thin straps, and a little silver heart charm dangling from between the cups; Louis was all but salivating looking at it, imagining how nice it would be to wearā¦
āHowās it going in there?ā Louis asked you through the door.Ā āNo rush or anything, our reservation isnāt until 7ā¦ā
āThis dress has, like, a billion buttons,ā you replied, āitāll be a while, sorry⦠I can get you some water or something?ā
āNo no, itās fine,ā he assured, and he felt his heart begin to race as he wondered if he would have enough time just to hold it for a moment and see how it felt.
Glancing from the garment to your closet door and back a few times, he gave inā he hopped from the side of the bed over to the end, glancing over his shoulder at the closet door one more time before picking up the bra.Ā He sighed slightly as soon as he touched it, feeling the details of the lace under his fingertips.Ā There was a long vanity mirror propped up against the wall, and he chewed his lip nervously as he looked into it.Ā He was there in the reflection, in his suit with his hair slicked back, and he had one of those moments where he was surprised to see himself.Ā He wasnāt ever sure what he expected to see in these moments, but it wasnāt the young gentleman he was looking at now.
He held up the bra to his chest, over his jacket and shirt, but it wasnāt really doing much for him with all these clothes in the way.Ā He longed to see that lavender lace on his bare skin, he wanted to feel it under his shirt, he wanted to be pretty⦠pretty like you.
Youād look amazing in a bra like this, he was sure.Ā Heād had thoughts of that nature late at night, staving off his physical interest in you in order to keep chaste lest you see the confusion he was hiding under his clothes.Ā Heād imagined looking at you, touching you, being with you in a way his instability made impossible for the time being.Ā In that moment, he couldnāt decide if heād rather see you in something like this, or ditch you entirely and wear it himself.Ā Ā
See, that was exactly why he felt he wasnāt ready to take things further with you.Ā He barely had any idea who he was, let alone how to be the person you wanted.Ā The man you wanted.Ā Louis was pretty sure he was a manā at least, most of the timeā but he clearly wasnāt much of one, sitting here now with your bra held up to his chest.
He dropped it into his lap with a sigh.Ā This little adventure hadnāt been very satisfying like he thought it would; he just needed a little moreā¦
Before he even really had the thought, he watched himself in the mirror as a shaky hand started to reach up and unbutton his shirt.Ā As he wondered if he was really going to do this, he slipped off his jacket and set it aside and before he knew it, his shirt was off too.
She said her dress had a billion buttonsā Iāll be quick, Iāll only wear it for a secondā he told himself, rushing to get this over with quickly.Ā Maybe this would be enough to hold him over for a while; maybe he could do this, get it out of his system, and take you out tonight feeling much more normal and much less tempted to look at your clothes as you sat across the dinner table from him and wonder if he could wear them as well as you do.
Shirtless, he tried not to linger his gaze too long on his bodyā he didnāt care for it much, too lean to be masculine and too straight to be feminineā as he slipped the straps of the bra up to his shoulders.Ā It was awkward, reaching around to try to clasp the back, but he eventually figured out how to do it and managed to get all three hooks latched (though, unbeknownst to him, one was latched on a different row than the others).
Adjusting it again now that it was clasped, he sighed and looked at his reflection again.Ā It looked goodā it felt goodā but it didnāt look or feel quite⦠right.Ā There were cups that he had nothing to fill, and the straps crossed over his broad and bony shoulders that were nothing like your smooth and delicate ones; the only part he really liked was the silver heart charm that dangled over his sternum⦠he toyed with it between a finger and thumb and smiled to himself, thinking that it was sort of like wearing a bra and jewelry at the same time.Ā Ā
No, it wasnāt perfect, but it was still nice, and he reached up to tuck a longer strand of his hair behind his earā it wasnāt quite long enough, so it fell forward into his face again, but he had already forgotten that again as he turned slightly to try to see how it looked in the back.Ā Ā
It was right about then that the door behind him opened, and in that reflection he saw you staring out at him wide-eyed and open-mouthed.
He whipped around, blood pumping and eyes already starting to water as he fought to try to get off the bra, but obviously it was far too late.Ā āOh!Ā I was justā I wasnātā this isnātāā he began and restarted several explanations, never settling on one for long.
āLouis,ā you breathed, āitās⦠itās alright.ā
āI didnāt mean toā wait,ā he choked.Ā āAlright?ā
āYes,ā you agreed, stepping into the room with all the hesitance of one approaching a startled deer or something, āyou can slow down, and just⦠tell me whatās going on.ā
āI⦠I donāt know that I can,ā he sighed, arms shaking a little where they self-consciously crossed his bra-clad chest.Ā āI canāt explain it.ā
āWell, maybe you can just start by telling me if youāre gay,ā you suggested, āand thatās fine, I wouldnāt have a problem with thatā except that, well, the problem that we probably couldnāt date anymore.Ā But I would understand, of course.Ā Iād be a little hurt if I was always just your beard, butāā
āIām⦠not gay,ā he interrupted.Ā āI donāt have an interest in men⦠I like women, Iām fascinated by women, itās justā¦ā
āSometimes you want to be one?ā you wondered, finishing for him.Ā āAre you, maybe, one?ā
He glanced away.Ā āIām not sure.Ā I donāt think so.ā
"You just wanna look like one?"
"Something like that," he breathed. "You're just so pretty andā I wish I was pretty.Ā Soft, and smooth, like you."
āLouis,ā you cooed sympathetically, reaching up to touch his face, āyou are pretty.Ā And soft.Ā I love that about youā I think itās sexy.ā
āOh, uhāā he choked, but thankfully you interrupted him because heād started talking before he knew what to say.
āDid you⦠start seeing me, because you wanted to wear my clothes?ā you asked nervously.
āNo!Ā No, this has nothing to do with how I feel about you,ā he assured.Ā āThis is just about how I feel about myself.ā
āAnd how do you feel, now?ā you pressed.
āWell, a little terrified,ā he admitted, āand⦠and sort of prettyā¦ā
āYou are,ā you agreed, and he started blinking rapidly, reaching up to cover the side of his face with his hand.
āOh⦠really?ā he mumbled.
āYes, of course,ā you insisted.Ā āItās just, I wish you wouldāve asked first, becauseā well, youāre sort of stretching it out.ā
āOh, Iām sorry,ā he mumbled, starting to try to peel your bra off hastily.
āNo no,ā you cooed, stepping up and stopping him with hands delicately placed on his shoulders.Ā You reached around his back and undid the clasp for him, and he reached forward to let you slide the straps down his arms.Ā āNow we can go find you one that fits.ā
~
He sighed and let his eyes fall shut as you lightly swiped the brush over his cheek; it turned a little more peachy with each go of it, and you moved to the other when the color threatened to overpower his skin tone.
āWhatās next after this?ā he asked.
āMascara,ā you replied, voice sort of lilted as you focused on your work.
āIsnāt that uncomfortable to put on?ā
āWell, you get used to it,ā you shrugged.
āI think I will,ā he agreed with a little smile.
āYour lashes are already really long,ā you noticed, āthis is really just to make them a little darker.ā
āRight, okayā¦ā
He managed to get through the mascara without his eyes squinting or watering, so his lashes stayed intact as you moved on to the finishing touch.Ā Already you could see that he was getting excited, even quietly confident if still characteristically shy.Ā Your heart hurt to imagine that heād been hiding this from you for so long, apparently thinking you might actually reject him over something so trivial.
āAlright, which color do you want?ā you asked as you held up three different lip glosses for him to choose from.Ā You could tell just in the way that his eyes moved quickly over the tubes that he was hesitating.Ā He lifted his hand but stopped for a second.Ā āWhichever one youād like,ā you encouraged softly.
That seemed to give him the courage to reach up and tap his fingertip on the baby pink one with the gold glitter; you smiled and set the other two down before unscrewing the cap.
āHold your mouth open just a bit,ā you encouraged, making the expression you wanted him to so he could copy it.Ā When he relaxed his lips just right, you ran the doefoot applicator over the bottom one first.Ā āOh, this colorās pretty on you,ā you noticed, and you saw him struggle not to smile since he knew he was supposed to stay still while you applied the gloss.Ā It was rather sheer, but with just enough color to really bring the whole thing together, especially with the blush which matched it well.Ā āOkay, go like this,ā you instructed as you pressed your lips together, and he copied you again.Ā You moved the product around on his top lip just to make sure it covered all the right places, and finally you sighed as you felt your work was done.
You stood up and stepped back, and his eyes went a little wide as he straightened up; you could imagine he felt kind of strange and vulnerable being examined like this.Ā He hadnāt even seen himself yet and here you were staring at him, but it was only because you were feeling rather proud of yourself.Ā You kept the look subtle, not wanting to make him look gaudy or dramaticā he had so much natural beauty already, you just wanted to accentuate it slightly.Ā He didnāt need foundation at all with such even skin, so youād just put a little concealer under his eyes to brighten them up; and then it was just brown eyeliner and a clear gel for the brows (maybe someday you could talk him into tweezing them a bit but you knew that was a hard sell) before the finishing touches.
āLouis, you look great,ā you beamed.Ā āNot to brag or anything, but Iām sort of a genius.ā
āCan I see?ā he asked nervously, and you grabbed a hand mirror to give him as you sat by his side on the bed again.Ā He found the angle to examine his face, and for a second or two you really couldnāt tell what he thought because his expression stayed blank.Ā You could tell, finally, that he was happy by the way his fingers traced over the edge of the mirror while he gazed at himself.
āHow do you feel?ā you asked him softly, leaning in a little closer so you could see his reflection over his shoulder.
āUm, well,ā he mumbled, āI think you did a nice job.ā
āThatās not what I asked,ā you noticed.
āI feel⦠beautiful,ā he decided.
āYou are beautiful,ā you assured, and you caught his stare moving to your face before he set the mirror aside and looked down into his lap.Ā āHow do you feel in your new outfit?āĀ
āI wouldnāt call it an outfit,ā he chuckled awkwardly.Ā āI mean, I couldnāt wear this outā¦ā
Well, no, that isnāt the point of a lace bralette-and-panty set.Ā āYou could wear it under something,ā you suggested, āand nobody would know.Ā Except for you and I, if you told me.ā
āOhā¦ā he breathed, and you spared a glance down to his panties and noticed them a little more⦠full, than usual, and couldnāt help but smile to yourself.Ā The conversations youād had about this with him had left it somewhat ambiguous if the desire to crossdress was sexual for Louis.Ā It seemed like it was something that could be a bit of both, which made sense considering you absolutely had days where you hoped to dress in a way that would attract sexual attention, and other days where you wanted to look nice for much more personal reasons.Ā Really, it seemed as normal to you as anything, even if Louis was so fearful of it.Ā Maybe it was conquering his fear and quenching his desire all at once that was arousing him.
āCan I ask you an important, personal question?ā you asked, and Louis nodded.Ā āAre you a boy, or a girl?Ā Right now, specifically.Ā Neither or both are also acceptable answers, of courseā¦ā
āIām⦠a boy,ā he decided, āstill.Ā I just feel nice being a boy that sort of looks like a girl.ā
āYou should feel nice,ā you agreed with a proud hum.Ā āYouāre a very pretty boy.ā
He cleared his throat and you could see him getting flushed even with the blusher on.
āYouāre gorgeous,ā you continued.
āOh, well, I donāt know about thatā¦ā he trailed off.
āI do,ā you insisted.Ā āYouāre the most beautiful boy Iāve ever seen⦠and this brassiere looks so nice on you!āĀ Trailing your hand down over his neck and collarbone, you traced the tip of your finger around the lace crossing his chest.Ā āDo you know what this is for, Lou?ā
He shook his head.Ā You lowered your voice.
āItās to cover your tits,ā you explained, and you could see the shiver run up his spine.Ā You smiled proudly, moving to trace your fingers over the hardening nipples just barely obscured by the pink lace.Ā āAre your tits sensitive?ā
āY-yes,ā he stammered, sighing and letting his head fall back slightly; his lips, parted for a whimpered moan, looked so delicious with that gloss on them.
āThen say it,ā you encouraged.
āMy⦠my tits,ā he gasped it out, āare so sensitive⦠touch them more, pleaseā¦ā
You took your hands and splayed them out to grab handfuls of his chest, and he moaned out loud, finally.Ā āGood boy,ā you breathed, āmake all those pretty noises for me, itās supposed to feel good.ā
āFeels really good,ā he agreed in a sigh.Ā āIt feels really good when you play with them like thatā¦ā
āYou want me to do it some more?āĀ
He nodded, and you chuckled.
āMm, you know you need to be a good boy and say it out loud,ā you purred.
āPlay with my tits more,ā he panted, āplease?Ā And⦠and maybe you could kiss me?ā
You were getting desperate, too; all you could do was nod breathlessly as you used your free hand to hold his face and kiss himā and heād never kissed you like this before, it was always so innocent and chaste before (at least at the start).Ā And that was sexy in its own way, but this?Ā Whining into it, opening his mouth wide right away and letting you push your tongue between his lips?Ā Sticky and sweet from the lip gloss, hungry and sloppy?Ā It was fucking perfect.
He chased you for more when you pulled back, you had to hold his shoulders to keep him from following you (even though you wouldnāt have minded kissing him longer, especially when you saw how gorgeous he looked wearing that heavy-lidded, open-mouthed stare).
āOops,ā you grinned as you saw the way the lip gloss had smeared.Ā āI messed up your makeup⦠but you look even prettier like this.Ā You look so needy and cute⦠and a little slutty.ā
He swallowed thickly and glanced down, and when you followed his gaze, you saw why.
āYour cock doesnāt fit in your panties anymore,ā you noticed with a prideful smirk.Ā His erection had burst right out of it and was red and leaking at the tip, flexing independently against his stomach.Ā āDo you want me to touch it, Lou?āĀ
He blurted it out before youād even really finished your question: āPlease.ā
A choked moan fell from his lips as you wrapped your hand around his cock and began to stroke slowlyā he started to buck up into your palm already, desperate for more.Ā Youād imagined Louis would be the eager type, but this was better than you ever couldāve hoped for.
āO-oh, wow,ā he breathed, watching your hand move over his cock, āyour hand feels niceā¦ā
āMhm?ā you encouraged, focusing for a second on the tip to spread the precum there.Ā āOh, youāre getting a little wet, honeyā¦ā
āHng,ā he groaned, eyes falling shut as he leaned his head back, ākeep going, please, pleaseāā
āShh, Iām gonna keep going, donāt worry,ā you cooed, guiding him to lay back on the bed; damn, he looked good spread out on your sheets, just like youād wanted him since you first saw him.
Leaning in, you kissed down his neck, making a detour along his chest to pull the bralette aside and tease his nipple with the tip of your tongue.Ā He moaned loudly when you did that, squirming underneath you.
"That's my good boy," you praised, "make those pretty noises for me while I suck your tits.Ā You need to teach me how to make you feel good, so tell me when you like what I'm doing."
You wrapped your lips around his nipple and suckled harder, carefully letting your teeth graze over the delicate bud.
"Ohh, like that," he blurted out, "I like thatā please don't stop."
You smiled and did it again, feeling him shiver and rock his hips up into your hand again.Ā Moving across his chest to the other nipple, you teased it through the lace for just a second before pulling the fabric out of the way and sucking again; you soaked in the sound of his panting turning into whines, and even bit down just ever-so-slightly harder until he yelped for a second.Ā You soothed him with a wide lick over the dusty-pink nipple, starting to slowly kiss your way down his stomach.
He lifted his head up to watch you go down, but it mustāve been realizing what you were doing that made him drop his head back down with a groan.Ā āOh,ā he sighed, and you smiled as you kept going.
When you (finally) sucked his cock, he moaned louder than you'd ever heard him do anything before, and you just had to stop to tease him.Ā "You like the way I eat you out?" you noticed, and he whined at the way you described what you were doing to him.Ā Ā
āYesā donāt stop, please, p-put it in your mouth againā¦ā he begged.Ā You met his gaze as you wrapped your lips around the head of his cock, bobbing your head and hand together until you found your rhythm.
You wouldnāt mind doing this all night if he kept making such lovely noises, but as they grew louder and louder, you realized he probably couldnāt take much more; you noticed him gripping your sheets in his fists and wondered if he was already trying to hold himself back.
Releasing your mouth off of him with a pop!, you sat up straight and started to get your own clothes off.Ā āOh,ā he sighed as he watched you, and you smiled a bit as you watched his eyes trail over every inch of skin as you exposed it.
āWere you thinking about this?ā you wondered.Ā āThose nights you kissed me for a while and then left because youāre a gentlemanā did you go home and think about this?ā
Breathing quickly through his mouth, eyes following your body, he nodded.
āDid you touch yourself?ā
He nodded again.
āYou did?Ā I did too,ā you purred proudly, stripped to nothing and suddenly straddling his hips.Ā āAndā be honestā after you did that, did you feel bad?Ā You wondered if something was wrong with you, thought you might be a pervert or something?ā
After swallowing thickly, he nodded one more time.
You leaned down and brushed some hair aside that had fallen into his face.Ā āSweetie,ā you cooed, āyou donāt need to feel bad.Ā Youāre not bad, and thereās nothing wrong with you.Ā Actually, youāre so good.ā
āReally?ā he breathed, and this time, you nodded.Ā You gave him a quick, soft kiss on the lips, and then another on his cheek.
"If you'll let me, I'd like to make love to you," you whispered into his ear, seeing him sigh shakily and nod.Ā "Say it out loud so I know for sure."
"Please make love to me," he whispered.
Sitting up straight again, you looked down at him proudly.Ā He looked like he was wondering what he should do, if this was alright, and you did your best to soothe him.Ā "Just lay back, baby, I'm gonna do all the work," you grinned.Ā "You can be my pillow princess."
You chuckled as his cock flexed in your hand.
"Is that what you are, you're my princess?Ā You look like one with your pretty pink bra on,ā you winked.Ā āPull it down for me, show me your little titsā¦ā
His whole face was turning pink enough to match the bralette as he hooked a finger into each triangle of lace and pulled it aside to put his chest on display for you.
āGood boy,ā you sighed as you guided his cock to your entrance and slowly sank down.
The shock of the feeling made him let go of his bra and grab tight onto your hips, holding you still for a second, as if he couldnāt take it yet if you moved at all; that thought was so wonderfully filthy that you felt your insides flex of their own accord.
"Oh my god, Louis," you gasped, "you feel so good inside me⦠your cock feels so good."
He simply whined through his teeth, gripping your hips tighter.Ā The mascara-coated lashes were especially obvious when he shut his eyes tight, which he did for just a second before his face went slack when you finally started to move, a louder groan falling from candy-pink lips.Ā He whispered your name, tinted with awe, and you grinned proudly.
"You're so deep," you groaned.Ā "Do you feel how deep you are?Ā Oh fuck, I can barely take itā¦"
"I-I'm not hurting you, right?" he breathed, and you smiled as he opened his eyes to look at you with gentle concern.
"Oh, sweet boy," you cooed as you stroked his cheek for a moment, "noā you're making me feel so good⦠you're so good, Louis."
He sighed, like he enjoyed hearing that, but like he also finally believed you.
"Tell me how you like it, Louis," you encouraged, "tell me how to move to make you feel good."
He hesitated for just a second before he grabbed your hips and started to guide them in slow circles, making you both moan lowly.Ā "Like this," he breathed.
"Fuck, it feels good for me, too," you smiled.Ā "Will you come if I keep doing this?"
"Yeah," he sighed, and you moved your hips just a little bit faster.Ā "Yeah, I⦠I'll comeā¦"
Leaning down and resting your arms at either side of his shoulders, you kissed his neck as you rode him, loving how desperate his moans became as you did it.Ā From then on it was all about trying to make him louder and louder, doing whatever you could to hear that sweet voice break as he cried out from pleasure.Ā He was so beautifully sensitiveā¦
His eyes rolled back when you teased his nipples while he was inside you.Ā "Oh, my god," he moaned.
"Does that feel good, baby?" you hummed.Ā "It feels good to have your little titties played with while I ride your cock?"
"F-fuck," he grunted.
"I asked you a question, princess."
"Yes!Ā Yes it feels good," he sobbed.Ā "It feels so good, please don't stopā fuck!"
āYouāre close, huh, baby?ā you noticed in a quiet voice, and he bit his lip as he nodded.Ā āAre you trying not to come right now?āĀ He nodded again; poor thing.
āIā I donāt want it to be over,ā he explained shakily.
āMm, I know,ā you cooed sympathetically, ābut I wanna feel you come, okay?Ā I wanna see how pretty you are when you come.ā
He hissed in a breath through his teeth, eyes shut tight, fingers digging into your hips again.
āCan you do that for me?ā you pressed.Ā āCan you be my good princess and come for me?ā
He nodded, and you smiled.
"Come inside me, Louis," you encouraged, "it's okay, go ahead."
Instantly, he made a choked sort of noise and you felt his hips move up to bury himself completely inside you; his mouth fell open and you felt his cock pulsing, pumps of come filling you.Ā With a contented sigh, you relaxed a bit on top of him.Ā You admired how good he looked with his makeup a bit disturbed from the sweat heād worked up, panting as he blinked his eyes open and stared up at the ceiling, each rise and fall of his chest making the bralette shift slightly over his skin.
Eventually, you rolled off of him, and you smiled when a slightly-sweaty hand reached out to hold yours.Ā āWas it dressing like this and wearing the makeup that turned you on?ā you wondered aloud.
āWell, that was part of it,ā he admitted, without looking back at you, which you figured made it easier to respond honestly, ābut really it was just all the attention you were giving meā¦ā
You smiled and bit your lip slightly.Ā āBaby, you donāt need to wear a bra and put on makeup to get my attention⦠youāre always pretty, dressed up or not.ā
He met your gaze then, and smiled back at you bashfully.
āSee, thatās the prettiest thing you can wear: that smile,ā you cooed, and he looked away as he smiled even wider.
āStop,ā he whined, but in that cutesy way that just made you want to compliment him more.Ā You held his face so he couldnāt squirm away when you gave him a kiss on the cheek.
āCome on, youāre gonna wanna wash that makeup off so it doesnāt get on the pillowcasesā or break you out,ā you explained, sitting up, āand we could both use a shower after thatā¦ā
But you ended up electing for a bath, rather than a shower, which you found more comfortable to share.Ā You washed his face with a washcloth, then helped him lean back into the water to wet his hair so you could lather some shampoo into it.Ā He looked so relaxed as you massaged his scalp and carefully poured the water over his head; he even laid his head on your chest at one point and nearly dozed off, until you reminded him the water was getting cool and youād need to get out and dry off soon.
You didnāt remember deciding to go to sleep, you just woke up the next morning with Louis in your bed, cuddled up close to you even while fast asleep.Ā You smiled as you examined his peaceful expression, realizing how exhausting it mustāve been for him to try to always play the part of a ānormalā guy.Ā This was the first time you saw him truly relaxedā he was always thinking when you were with him, youād been trying to get him to loosen up and act natural, and heād tell you that he was being natural, but he was lying.Ā You knew there was more under the surface⦠of course, you hadnāt known it was this, specifically.Ā But you felt pretty lucky because of all the things it could be, it ended up being so innocuousā and, if you were being totally honest, you thought it was sort of hot, too.Ā Not in a fetishizing sort of way, because it wasnāt specifically Louisā complicated gender discovery that turned you on in itself⦠it was seeing him accept something about himself, seeing him more comfortable and more open, seeing him give in to desire even when you knew he was more than a little fearful of being different.
And he really did look good in the makeup; you could only take so much credit for that.
~
He had no idea this was an option: that he could find someone who accepted and embraced the things about himself he still didn't understand entirely; that you could take on a more dominant role with such gentleness, and relieve him of that pressure to be the perfect gentleman.
He still got to play the part, though; he picked you up from your apartment in his suit, with flowers for you, and you smiled and kissed him on the cheek.Ā He held your hand and gave you his jacket if you got chilly.Ā But when he needed it most, you took charge and he simply followed your lead.
After a while, he became brave enough to kiss you first much more, to touch you without asking explicit permission, even to ask you to help him put on makeup or pick out something new to wear.Ā He learned to accept being a little spoiled by you, and stopped getting worried that you were doing too much of the workā because you insisted that you enjoyed it.
Over time, he came to appreciate that feeling beautiful actually had a lot less to do with womenās underwear and getting made up with your borrowed cosmetics.Ā He felt most beautiful when he wasnāt wearing anything and you just told him that you thought he was perfect (which he still couldnāt quite believe, but he was trying); it wasnāt a matter of the way he looked anymoreā it was the way you looked at him.
So, yes, he could still wear a suit out into the city and not feel horribly out of place; he could put on pretty underwear with you and not worry if he was a woman or a man or neither or both.Ā Most impressively, he could be with you and not convince himself that any day now, you would figure out what he āreallyā was and leave him.Ā You did so much more than see him, you discovered him, and you always seemed to like what you found.Ā Crazy enough, Louis himself was starting to like it, too.












