Love In a Hopeless Place
Chapter 2
Here we are with chapter 2! Lucifer and reader meet, enjoy! xoxo, Dany :)
Chapter 1|Chapter 2|Chapter 3|Chapter 4|Chapter 5|Chapter 6|Chapter 7|Chapter 8|Chapter 9|
Lucifer x prostitute fem!reader
Word Count:5.2k (I'm so sorry, lol)
CW: Trauma, panic, flashbacks, Smut(ish/mostly lead up), angst, comfort, sub/dom dynamics, prostitution, anxiety, depression
Lucifer was in his study working on another one of his many rubber duck creations when his phone started to buzz on the desk with a text message. He jumped a little with a small 'Ah!' at the vibration, and the duck flew out of his hands and into one of the many piles of ducks that filled the room.
"Shit, welp... not finding that one anytime soon", he said running his fingers through his hair while looking out at the sea of ducks, before turning his attention to his phone.
The preview of the text from his driver on the front screen read, "On our way back with our guest." Lucifer stared at the text, and his stomach immediately tightened with... excitement? Anxiety? Was he going to throw up- no he was fine... Right? Yes. No? Fuck. Why did this feel so scary?
Lucifer did not know what he we feeling, he just knew he only had a few minutes before his guest for the evening would arrive... and he had no idea what he was doing. Lucifer started pacing and pulling a little at his own hair, starting to stress and talk to himself.
"Should I have been preparing something? Maybe I should clean! No... wait I have people for that... M-maybe I should pick up some of the ducks? Why would I need to pick up the ducks? Maybe she would want to see the ducks? Lucifer, why would a prostitute want to see your stupid rubber ducks?!" Lucifer said as he paced back and forth on want little open floor space their was in the room, before he stopped, took a breath, and smoothed back his hair and tried to breathe.
"I'm fine. I'm fine. I'm cool. I'm fine." he said as he rolled his shoulders and straightened his bowtie as he walks out of his study and back down the hall to his room. "I'm the King of Hell, and I'm the customer. Who cares? I'm sure girls all over Hell would be dying for the chance to take care of and service me. She is the lucky one here that I even get to grace her presence!" He stopped in front of the mirror in his room, popping on his hat and grabbing his cane before posing in the mirror and flashing a toothy grin at himself.
Lucifer looks over his own reflection in the mirror, and the longer he stared, the more his smile faded and his shoulders slumped. He wrapped his arms around himself in a half self-hug, "So then... why do I feel like... such a loser?"
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The car soon pulls up to a big beautiful manor and parks, the driver gets out and comes to open your door, offering you a hand to help you out.
"Thank you," you say with a sweet and flirty smile as you grab the man's hand and step out of the car. You try hard to hold your confident expression and stifle your surprise as you get out and see your new surroundings, looking around admiring the beauty. Your normal cantor you use with most clients suddenly feels like it might be inappropriate here, so you hold your tongue.
Internally, though, your thought process runs wild, 'Whoa, wait, what the fuck? I've worked for some high rollers before, but this... this feels like its on an entirely different level.... Who the fuck is this guy?'
The driver breaks your slight panic as he gestures for you to follow him. You are escorted up the front steps and into the front entry way past the giant ornate front doors. In the front room off to one side were a few red chairs and a couch with gold trim, all centered around a white marble coffee table. The driver gestures towards the seating, "Please, have a seat while I inform your host that you have arrived."
You curtsy in respond because you were starting to feel like that was the right response for this type of place, and watch as the man turned and started to walk down the hallway. You go to sit on one end of the red couch, damn it was a nice couch, and you start to look at the room around you. You're inner voice continuing with the general track of 'What the fuck? What the fuck? What the fuck? How is this place even bigger and nicer on the inside?!' playing in your head.
Who could this be? This guy is crazy well off, seems to like red, white, and gold, it was everywhere in the decorations. Also he... had good taste in decorations. It looked way nicer here than anywhere else you had ever seen in hell. Not just because of the amount of money in the place, but also because of how the design felt. It almost felt like a slightly edgier version of what you would expect buildings to look like in heaven. Lots of little details and motifs in the crowning on the walls and art around the manor. Lots of stuff like apples, snakes, little things that looked like angel wings-
Your thought process freezes as the puzzles start to fall together into an answer.
Wait.
Apples?
Snakes?!
ANGEL WINGS?!
You start to shake a little and fidget with your dress a little. You may have not been in hell long, but there were some things you pick up on quickly, even in new places. 'There is noooo way. That's impossible. Right? Where were other people who are known for that symbology... right... Who else in hell...? Maybe it's someone you just don't know? Uhhhh.... Oh! Wasn't he married? Well... that doesn't mean anything half of the time, you've fucked married guys. More importantly, if this is who I think it is... what would the LITERAL KING OF HELL, need a call girl for? No, there is no way it could be him, that would be stupid...'
Then, you hear a cane start to tap down the hallway, and time feels like it slows down. You turn to look in the direction of the sound, and down the long manor hallway, you can make out the unmistakable features of Lucifer, the fallen angel, the King of Hell himself, followed by his driver. You feel your skin grow hot and your heart rate pick up as you swallow hard, watching him approach.
He was... much softer looking than you expected. Many of the angelic features were still present, pale near-white skin, golden blonde hair, soft facial features, and they mixed in well with his more demonic features, red and gold eyes, sharp grin, and dark ashy claws that held his signature apple cane. You'd seen his face on magazines and maybe once on tv, but now upon seeing him in the flesh, you realize that pure imagines didn't seen do him any justice.
You realize you have less than a few seconds to calm yourself and get ready to make a first impression. You take a deep breath, let it out, straighten yourself in your seat and think, 'He's just another client, that's all I need to focus on. My goal is to fulfill his wishes'.
As he gets a few feet closer you stand, and curtsy with a confident smile on your face. "Your majesty, what an unexpected surprise this is. Oh, I apologize, I mean... Lance."
Lucifer responds with a hearty chuckle before putting up a hand, "No need for formalities or code names here. Just Lucifer is fine. You must be (y/n)?" he says as he starts to examine the woman in front of him up and down.
You straighten up from your curtsy and place a hand on a slightly popped hip as you look at Lucifer, "I am, and I am honored to be serving you tonight."
The driver comes up and asks for your coat. You slip it off as elegantly as you can, fully aware that your show for Lucifer had already begun, and handed it to the driver. He tells you where he will be when you and the master have concluded your visit for the evening, puts up your coat in a nearby closet, and walks into another room close to the main door, and closes the door behind him.
Lucifer watched the sultry way you slipped off your jacket, and the alluring dress that was revealed from beneath it. Simple, black, sleeveless, a v shaped neck line that showed the perfect amount of cleavage, hugged your body in all the right places, and also allowed for a long slit that showed off plenty of the soft skin of your leg. The woman before him was beautiful, but in a way he didn't expect. Not in a "porn star, big boobs, stereotypical bimbo" kind of way, but in a soft... normal kind of way. It made him feel a little calmer in a way. A couple new emotions started to join the mixture that swirled in his stomach, curiosity, amusement... lust... Nothing had even happened yet, and Lucifer could already start to feel heat start to rise around his collar.
You and Lucifer where now completely alone in the main area of the manor.
You turn back to see Lucifer eyeing you. You smile.
"You like what you see, Lucifer?" you purr as you take a few steps towards him.
Lucifer shifts a little as he stands as his cheeks tint pink, feeling almost guilty for being caught staring, before remembering he was allowed to, "Oh uh... y-yes. Yes, I do." He says, returning to his curated confident grin.
You giggle, stepping closer and offering your right hand to him, which he takes with his right hand, "I am yours for the night to use as you see fit" you say with a sly flirty smile.
'Fuck, I hope this is coming off ok', you think to yourself.
'Fuck, fuck, fuck, fuck, fuck,' Lucifer thinks, trying to will his cheeks into not turning a darker shade of pink, 'Oh she is VERY good, and I am very out of practice.'
Lucifer returns the sly smile, "Oh I intend to." he says looking you up and down again as he kisses your hand.
'Fuck, he is good', you think at the same time.
Lucifer continues to hold your hand as he turns in closer to your right side, looping your hand under his left arm so that you and now holding it, and he looks at you with a "Shall we then?" before he starts to escort you further into the manor.
As you start to walk through the manor with Lucifer, this is when you really notice how he was a bit shorter than you expected, especially with the heels you were wearing. Nothing wrong with that, just not something you expected. He was a cutie, and you were excited that you were going to be able to help make him feel good that night. Honored even.
Lucifer felt transfixed by every inch of sensory that came from being in contact with you, the way your hand held onto the sleeve of his jacket, the way you would shift against him as you walked, the smell of your perfume, it was borderline intoxicating. His brain was running a million miles a minute between your touch, smell, what he would say next, what would happen when you both got to his room, how he wanted to keep himself from turning into the room and immediately pouncing on you. He felt like he might lose his mind.
All you could see of Lucifer was a sly grin and a confident walk towards his room.
The two of you entered Lucifer's large bedroom and you let go of his arm so that he could go to close the door behind you. He put down his cane, and started to undo the clasps of his suit jacket. You walked up behind Lucifer as he finished the clasps, slid your hands over his shoulders, hooking your fingers under the collar.
"May I?" you cooed softly in his ear.
He gulped and nodded as you glided it off his shoulders and down his arms, trying as best you can you make sure your fingers made contact with his arms as much as possible.
Lucifer had to fight a soft moan from escaping his throat at your touch. You deviously smiled to yourself behind Lucifer at the sound of his stifled moan as you took the jacket and carefully hung the jacket off the side of his mirror. You turned back around to see Lucifer taking off his hat and setting it down on a nearby surface, trying hard tame the hunger in his eyes as he looked at you, a visible bulge starting to form in his pants.
Seeing the King of Hell's eyes hunger for you gave you a devious idea to try. 'I wonder what role he likes to play?' you think to yourself.
You chuckle, and start to walk a circle around Lucifer, eyeing him back as if he was your prey, which makes Lucifer swallow hard again and make him lose a little of his edge, less of a dominant energy and leaning more submissive as he watched you circle him.
'Interesting', you think.
"Tell me. Do you prefer to lead, or follow?" you ask with a coy smile.
Lucifer thought for a moment, what did he usually do with Lili- errr... in the past? He liked not having to think. Not having to lead would be really fucking nice actually.
"Follow", Lucifer said in a soft tone. This didn't surprise you, most powerful men wanted a break from it in the bedroom, from your experience. Getting to order Lucifer around was a once in a lifetime opportunity, and it got you excited just thinking about it.
You gave Lucifer a wicked smile before slinking up to him, softly grabbing his chin, getting your face very close to his before whispering, "Boots off. On the bed. Now."
Lucifer's heart beat started to pound in his ears as he took a moment as he processed the words, a shiver of pleasure jolting through his body, before quickly moving to throw off his boots and crawl onto his bed. He knew nothing in the moment beyond following your command. Lucifer got into place and then looked over at you, waiting for your next order for him.
'Fuck that was hot' he thought as he felt the heat spread across his chest.
You look towards Lucifer, turning you body to face him in his new position on the bed. You smirk and start to slowly slink towards him, making sure to roll your hips with every step to emphasize your curves, staring at him with your own hunger eyes.
Lucifer sat, transfixed by the way your hips swayed from side to side, the way your eyes felt like they were burning into his soul, his cheeks burning read. No thoughts existed in his head at that moment besides the thought of your curves coming towards him and the way that his cock throbbed for you in his pants.
You sat yourself on the end of his bed and kicked up your right leg over the other to unbuckle the clasp on one of your heels, making sure to position yourself so that Lucifer could see more of your leg through the slit in your dress and so that you cleavage showed more prominently from the V-neckline. You look up at him through your eyelashes to see him tremble a little, his breathing starting to labor. Oh lord, you could see just how much he needed this, and that excited you even more.
You finished unclipping your heel and you let it drop to the floor with a light clatter. You straightened up and looked over your shoulder at Lucifer, "Does my good boy want to help me with my other shoe?"
Lucifer gave a little whimper and bit his lip a little as he gave you an enthusiastic nod. He was so cute and desperate, if his tail was out it would probably be wagging.
You move a little closer and kicked your left leg up onto his lap and propped yourself up to watch his work, giving him a quick cheeky look of 'Well? Get to it!'
Lucifer took a few moments to look at the red heel that was connected to the gorgeous leg that now sat in his lap. Lucifer took a breath, and then with trembling hands worked to try undoing the clasp of the shoe. It took a little longer than it took you, but he eventually got the clasp undone and let the shoe slide off the bed to the ground. Lucifer took the opportunity to slowly slide one of his hands up your leg, up to the hem of your dress, and back down in admiration. Holy hell, her skin was so soft and beautiful.
You closed your eyes and hummed softly as you soaked in the sensation of his touch on your skin, "What a good boy you are, Lucifer." You cooed, removing your leg away from his reach. He looked sad for a moment, but it would not be for long. You hooked a leg over his body and got up onto the bed, now straddling his thighs.
A surprised breathy moan escaped Lucifer's lips as you moved onto his lap and he started to dig his claws into his sheets on either side of his body.
You chuckle again before you look down at him from your new position. You had never felt more power than you did right at that moment, and it was beautiful. Seeing the King of Hell under you, desperate for your next command or touch... now that was dangerous.
As Lucifer laid under you, defenseless and breathing heavily, he released his claws from the sheets and lightly picked up the edge of the skirt of your dress on either side of you and held them softly in his hands.
"M-may I?" he asked with pleading eyes, lifting the skirt up a little to show his intensions to remove your dress.
You cross your arms and put a finger up to your cheek in an action pretending to think about, making Lucifer wait.
"P-please?" he said after several seconds, sense of urgency in his voice.
You dropped the act and smirked down at him with a pleased smile and nodded. Lucifer excitedly, but carefully worked to pull the dress off of you and tossed it onto the ground to join your shoes. Lucifer now looked at you and you saw his eyes turn from soft desperation back into a deep animalistic hunger as they raked lustfully down the new view of your body.
You sat proud of yourself as you sat straddled across Lucifer's thighs wearing a deep sapphire blue lacy bra and a matching blue thong that, frankly, served no purpose other than to be something to be ripped off of you.
Lucifer softly ran his claws up your thighs, up your hips, across your abdomen, over your breasts, up your collar bone, other your shoulders, down your arms, and down you your hands, taking in every inch of your body that he could see in that moment. You tip your head back and allow long moan to escape you as his hands glide across your body, soft but electric and hot.
You tip your head back down to look at Lucifer, his hands in yours. You release his hands and start to slide you hands up his chest to his bowtie.
"Alright, baby, your turn," you coo, starting to undo his bowtie. Lucifer began to shake and breath heavily under your touch. You toss the bowtie to the ground, slowly undoing the first few buttons of his shirt, exposing his soft pale neck. You nuzzle your face into his neck and plant your first soft kiss on his neck.
Lucifer responds to the contact with a deep and long moan, he almost couldn't take any more of this torturous, slow teasing. And yet he also felt like he couldn't get enough of it. He felt energetic and alive for the first time in what felt like forever, it was pure bliss. He never wanted it to stop.
You giggle again at his response, and continue to unbutton the remaining buttons down his shirt. You lean down to look into Lucifer's eyes and say "Now Lucifer, I want you to tell me something."
He looks up at you with shiny, lust filled eyes, "Yes?"
"Tell me... what is it that you truly desire?" you say with a smirk, as you continue work on his buttons.
Lucifer thinks for a few seconds, thinking about all of the sexy, blissful ideas he wants to tell you and then... for some reason... he turns his head to the side of his bed... her side of the bed... all of the sound goes quiet, the room starts to go blurry, everything starts to shake, and then...
It all goes dark.
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He no longer feels like he is in his bedroom, its just him... and Lilith... looking at him with her bright smile, before the smile fades, and she turns to walk away into the darkness. Then it's Charlie... happily giggling on his lap, small, clapping at his stories, before Lilith picks her up off his lap and walks out of the room with her. It's his old workshop in heaven full of his wonderful dreams and creations, now a dark red room full of endless piles of ducks. It's giving the apple to Eve, then standing in an arena of the Heavenly Council, and then the deep long fall into hell, watching his hands pale hands turn to claws, watching the white feathers of his transform to turn a deep crimson, his halo shatter into space and long red horns grow in its place on his head before he crashes to the surface of a newly created Hell.
What does he desire? What does he TRULY DESIRE?! He wants back everything he has ever lost! He wants to know why everyone has cast him away and abandon him. He wants to know why everyone had to think his dreams were so fucking dangerous. He wants to remember what it was like to not hate himself so much!
Lucifer pulled at his hair and screamed into the void of his mind as he fell to his knees and cried.
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From your perspective, you ask your question, Lucifer's eyes go from full of life and lust to empty, his head tips to the side, and they start to fill with panic as he start to hyperventilate.
You drop your current persona and start to assess the situation. You quickly move off of Lucifer and go to his side instead.
"Lucifer?" No response. "Lucifer? Talk to me, what do you need?"
Something in your voice makes Lucifer snap back from his dissociative nightmare land, but he continues to hyperventilate.
'Fuck! Think! Didn't you learn something about this on earth? '
You think for a minute, shaking your hands as you look around the room, at him, trying to think. You softly take his hand and start gently rubbing the back of it with your thumb. Lucifer snaps to look at you, so quickly, it almost startles you.
"Hey," you say with the calmest and warmest smile you can muster, "I'm here, you are ok. You are safe here with me." Lucifer continues to look at you with panic in his eyes, but with recognition there too.
"I'm a friend, you are at your house, in your bed... in... hell. Uhh... you are in the Pride ring... Nothing is going to hurt you here, you are safe," you continue to say as you continue to rub the back of his had. If you had said half of that sentence back on Earth, it would have probably made things worse, but here... hopefully it would be more grounding.
Slowly, Lucifer breathing slows its pace and he looks around the room more. You look around the room and see a cup on a nearby table.
After waiting a few more minute, you ask, "Do you want any water?" Lucifer thinks for a briefly about your question, and nods his head.
You squeeze his hand and say "I will be right back." You set down his hand, go to grab the cup, and run to the bathroom to fill it with water. You come back to Lucifer's side and give him the cup, Lucifer slowly starts to drink some water as his breathing continues to slow down to a normal rate.
After a few more minutes, he shakes his head.
"Hey," he says in a defeated tone.
"Hey, how are you feeling?" you say in a gentle voice, giving him your full and concerned attention.
He sighs, "Not great..." He was so scared, sad, angry, disappointed, full of guilt, shame.
You tip your head down in shame, "I... I'm so sorry." Lucifer looks over at you with a confused look. "I was reckless and I hurt you. Can you ever forgive me, your Highness?" Now it was you that was starting to shake a little.
Lucifer sighs, the guilt coming to the front the most out of all his current emotions. How could he explain to you just how wrong you were? But he could understand why you would think that. In his current state, he could only partly process how differently you now tended to him, how you looked at him. Almost like, you cared? That you were worried about him?
He gently put a hand on your head "Please, Lucifer is still fine, and this was not your fault, it.... it's complicated. I... thought I was ready for something like this, I was hoping I was. A small baby-step to moving forward, but no..." Lucifer tightened his left hand. "I'm not"
You looked up and his tightened hand, and for to first time noticed the gold band on his ring finger. This was not the anger and sadness of a happily married man, or even an unhappily married man, this was something... much more complicated.
You sat with Lucifer in mournful silence for what felt little forever, but it was probably not more than a few minutes.
Eventually, Lucifer sighed and broke the silence, "You should go..."
You looked up at Lucifer, whose head still hung in shame, his hand gripped tightly.
"Are you sure?" you ask softly.
Lucifer shrugged, "I'm not going to be much fun now, I don't think I'm cut out for this. Not yet anyway. Its me not you, trust me. You were amazing... it was fun while it lasted" He looked up at you with a weak smile, "You should try to enjoy the rest of your night while you can. No use letting and old sod like ruin your night."
You look down at your dress and shoes still on the floor, you sigh, pick up your dress and put it back on. You pick up your shoes and start to head to the door. You put your hand on the doorknob, prepared to open it, wish the King goodbye, and walk away... but you don't. You stand there for a second.. thinking.
Lucifer noticed you pause, and looks up at you. You turn back to meet his gaze, his face decorated in a look of half confusion, half sadness.
"May I offer one last thought?" you ask with calm confidence.
Lucifer tips his head in curiosity, "What is it?"
You take a couple step back towards him, "I wonder... I think... you had the right idea with searching for intimacy, connection, but maybe we started in the wrong direction."
Lucifer cocks an eyebrow, giving you a puzzled look, "I'm... not sure I follow."
You search again for the right words, "I mean like... uhhh... well... ok, when was the last time you just got a hug, not like a quick one, like one that made you feel cared about?"
Lucifer's body stiffened, then looked down and curled his legs close to his body, "It... its been... a long time."
You smile, and take another step towards Lucifer, and you open up your arms to him with a soft smile.
Lucifer looked up at you and perked up for a minute. Was she serious? Why did she continue to try? Why didn't she leave him to his own misery? She didn't need to care about his feelings right now... and yet... she did.
Lucifer slowly started to slide out of his bed, shirt still most of the way unbuttoned, hair all a mess, and started to walk over to you. When there was only a few feet left between the two of you, Lucifer paused, and then practically ran the rest of the way into your arms and wrapped himself around your waist, as you return the embrace.
You stand there, hugging him for a minute, 2 minutes, 5 minutes, 10 minutes, and after the first few minutes, you feel Lucifer start to shake in your arms as he started to cry. Lucifer tightened his embrace around you the harder he cried, burying his face in your shoulder. At one point he tries to wail out an apology, but you just shush him and let him continue to cry as you rubbed his back.
After about a half hour of him crying in your embrace, you ask him if he wants to continue standing there or if he wants to sit down. In response, Lucifer releases his arms from you waist and reaches up to wrap his arms around you neck instead. You adjust and decide to just go for it and pick him up, carrying him over to his bed. You sit in his bed with him hugging you around your neck as you hold him in your lap.
Lucifer could not stop the tears that flowed from his face, he didn't remember the last time he had cried this much, cried this hard. And for some reason, in your arms, he didn't care. The tears felt good. Liberating.
You don't know how much time passes, but slowly his crying starts to get quieter and quieter, turning to sniffles, until you realize that the King of Hell had just fallen asleep in your arms.
You carefully move to get up at set him down in his bed without waking him up, and you tuck him into his bed. Before you leave the room, you quickly find a piece of paper and pen, and write out a quick note. You leave the note on his side table before grabbing your shoes, turning off the light, and giving him one last look before closing the door.
You make your way back down the long manor hallway, back to where the driver said he would be, and you let him know your visit was over. You grab your coat, put on your shoes, took one last look at the beautiful inside of the manor, and walked out to the car with the driver.
Who knows if you would be back here again, but it sure was interesting while it lasted.
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Chapter 3 is in the works! Let me know if you want added to a tag list <3
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i like ur art. its great and interesting!! i really like your artstyle and i really like the way u draw hsy, yjh, and kdj. you captured them so well in terms of vibes/character. also i was wondering do u have any advice to improve on drawing anatomy/poses/faces?
wahh thank you so much...!! i feel like im still trying to figure them out in a lot of ways but i do really like ironing out my visual interpretations of them so im really happy to hear if people like what im coming up with
also anon you super activated the part of my brain that cant help but yap about art theory... i spent some time writing as many tips as i could think of. unfortunately i dont think i have the time currently to do a fully illustrated guide, but ill still try to include some visual examples:
[incoming wall of text lol]
ANATOMY:
to preface i think that like 100% of the time you should reference a real life photo for anatomy rather than other artwork or drawn references.
the best way to learn the body is by… well, actually looking at the body! but also artwork is informed by a person's own artistic ability/stylization choices/sense of idealism, so while looking at art can help give you an idea on how to break down forms, i think you would be best served observing real life references.
i labor on this point because i do think that having over relied on drawn reference material and avoiding photographic references on the basis of not being interested on realism hindered me as a largely self-taught artist as a kid, so i want to encourage live or photographic reference since anatomy is one of the foundations from which everything else is built on. that being the case, all of my doodles i'm doing for this are going to be for the sake of example rather than to strictly say how you should or should not be drawing something
-> when you are doing a study of a photo, just try copying it as best as you can. pay close attention to the natural lines and shapes of the body -- the S-curve shape of the leg, the triangular shape of the forearm, the trapezoid shape of hips/thighs when they sit, and so on. note where the body folds or squishes or pulls; how mass will shift to accommodate a certain position. if a form is hard to visualize, focus on the negative space and carve that out, rather than strictly drawing the positive space.
don't expect to get it perfect the first time. in fact, iterate on it multiple times to build understanding. try doing it to a timer of 15, then 10, then 5 minutes. doing this will force you to have to prioritize the most important shapes. you can help reinforce this by using a thicker brush or a brush with no pen pressure (no joke ms paint works great for this) to force you to be loose and not become preoccupied with details.
-> pinterest is a great resource for finding and compiling photo reference material
-> organic shapes are curved, so embracing/emphasizing that (particularly for the extremities) can help make your drawings look more natural or fluid
POSES:
-> it all begins & ends with contrapposto… you've probably heard of the line of action, which is related. if you're offsetting the shoulders & hips, it: makes poses more natural, more dynamic, and helps the pose sort of "draw itself" -- the legs will follow the direction of the hips, and you can use the arms to reinforce the angles
-> context is key. don't ask: what pose should i draw? instead ask: what do i want this character to convey? what does happiness, anger, sadness, and so forth look on this particular character? how do they express that? consider these drawings: these are both ostensibly the same pose, but look at how changing just the shape of the spine recontextualizes it.
for more on pose design i recommend watching Tracer & Pose Design 101 - The Animation of Overwatch by New Frame Plus (i promise this is a genuinely super informative video).
to expand on this, in general, all of the components of a piece (background, composition, pose, etc.) are best considered in conjunction rather than separately. it is difficult to choose a pose and then choose a background because they are missing the context that would make a piece cohesive. when you are planning a drawing, try to begin with your general concept/idea/prompt and then do several thumbnails -- small and quick doodles that should take no longer than 5 minutes each -- developing it: you may find that the pose and bg will naturally fall into place.
-> silhouette: the degree to which you need to push this varies by style but generally speaking the pose needs to be readable; i.e. instantly recognizable. try to keep important elements of the gesture outside of the silhouette. for example, if the character is pointing, keep that arm out of the interior of the body. the same pose can be more or less readable or dynamic depending on where the character is pointed in relation to the viewer
-> exaggeration!! goes along with the previous point. push the pose as much as you can (and what makes sense for your style) to communicate your pose as clearly and as intensely as possible.
FACES:
-> i highly recommend the app Handy Art Reference Tool by Belief Engine for all things related to drawing hands/heads/feet. its on both android and ios. it isn't free -- it costs around $3 -- but that is seriously such a small price to pay for the amount of utility you get out of it: the hands models are fully poseable (there's also pose presets), you can rotate the head models however you want, and there is 3-point customizable lighting. it is really helpful for getting those super tricky and hyperspecific head angles that you just can't find a real life reference for. that being said given that there's only a few different head model variants, bear in mind how differences in features can affect what exactly a face will look like in those angles.
-> i still recommend doing studies of real people. as with anything else, learning generalized proportions is important, even if you are going to later on bend or break this depending on style
-> as for my own approach... it kind of depends on the style i'm doing at that particular time. for my paintings (what id consider my main style) i approach a character with a few real-world features in mind and then apply them to the best of my ability. it usually will take a few iterations to land on an interpretation i really like as i try out different things. a lot of the face also gets developed during rendering rather than through my initial sketch too, as i adjust for lighting and correct proportions on the fly
(look how much this image changes between sketch and render lol)
if i were to recommend anything, i think it would be to nail down your most distinct features first -- the ones that will make your character's face recognizable, and could apply regardless of art style.
in my case with kim dokja, i knew when i first started drawing him that i wanted to give him a longer face and down-turned eyes. when i decided to do the disco elysium inspired set, in which i was breaking out of my comfort zone by letting go of any idealizations focusing on conveying characterization/making them feel "real", i landed on some more specific traits (defined lower lids/perpetually tired eyes/eyebags(?) the crease there idk how to describe it) which i continue to try to evoke even if im drawing something much more cartoony
(pictured are my first kdj -> disco elysium style -> my post de-style kdj)
as a side note, this very same process changed yjh much more dramatically
(^ that first guy is mad someone else)
those handful of key features will be the thing that you can then take into a simpler style and simplify or exaggerate to whatever degree suits you. you can also play with shape theory (square = sturdy/solid, circle = natural/smooth/welcoming, triangle = energetic/dangerous). shape theory doesn't necessarily need to be so rigid -- you can combine shapes as you please to convey whatever vibe you're going for -- so please think of it as a tool that may help rather than a rigid law you must abide by.
-> expressions: exaggerate them. thats kind of it!! make it big!!! you wanna be able to really feel those emotions. the principles of squash & stretch help here: think of how the muscles move when you, say, open the eyes or mouth really big. as one side of the face stretches open, the other side squashes to accommodate it
even without changing the position of the jaw here, moving the nose and scrunching the eyes will sell the expression
you can also play with squash/stretch to break proportions to sell a feeling more
since expressions are just, well, poses for the face, everything else for poses applies here (and facial expressions & pose should also be considered in tandem). while the term contrapposto itself just refers to the offset of the shoulders & hips, the similar principle of asymmetry also carries here as that will help make the expression a bit more dynamic.
and i think... that's it!! all i can think of at least. i hope it helps anon!!!
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