Careful What You Wish For!
Part 3: Hell of a Plan
"Um...are you sure about this, Abaraxes?" Ashley asked. He was hovering just inside the doors of the only mall in town, the gorgeous succubus standing beside him on hoofed feet. The few people wandering in and out didn't even seem to notice them, but he couldn't help feel really nervous anyway. He'd never skipped school in his life!
"Of course I am, honey." Abaraxes breathed. "We buy you some new clothes, give you a bit of a makeover and I can personally promise Cathy won't be able to keep her hands off you."
"It's just...I already tried changing up my look, and it didn't work." Ashley glanced down, his guts twisting at the memory of that disaster.
"Not my way." The succubus purred. "And stop trying to wriggle out of this, naughty boy. You'd better get that cute bubble-butt in gear if you want your crush locking lips with you and not some butch biker chick." The young warlock bit his lip. The thought of Cathy making out with some other girl was really hot, but he didn't want that if it meant she wouldn't go out with him. Whatever Abaraxes was planning, it had to be worth it, right? "Follow me, sweetie, this way." The succubus strode forward, like she knew exactly where she was going.
Ashley scampered to keep up. His gaze flickered down to the gorgeous demon's perfect ass and he paused, hanging back enough that he could still stare at it without her noticing. Fuck, she was so hot. The way those big cheeks bounced and wiggled on either side of her tiny thong made his dick throb and ache inside his jeans. He really wished he could touch her!
He hardly even noticed where she was leading him until she suddenly pulled to a halt in front of a glitzy-looking store.
"Charmpoint." He read the pink lettering out loud. Well, at least it looked kind of cute, that was different, maybe this would work after all. Then he saw the row of female dummies in the window, each of them wearing a pretty dress or skirt. "This is...shop for girl's clothing." He gasped.
"Exactly, sugarplum." Abaraxes nodded. "Your crush only likes the ladies, remember? So all we have to do is dress you up like one, get some makeup and she'll be all over you."
"What? You want to make me look like a girl?" Ashley stammered.
"Honey, you already look like a girl." The gorgeous succubus smiled at him. "I mean come on, those long lashes, big blue eyes, plump, pink lips, and that's just your face! We get you dressed and styled right, and you'll be one of the cutest little morsels I've ever seen."
Ashley was wriggling and blushing furiously as she said all these nice things about him. It was so embarassing, but he kind of like it anyway. Then he remembered just how hard he'd tried all his life to get away from his feminine looks. They were the reason he couldn't get any girls to like him, and why all the guys bullied him, weren't they? He'd always hated how he looked, and now she was talking like he should be happy with it. He paused, his lip starting to tremble.
"It's just...dressing up like a girl, I don't know if I can." He protested weakly, but Abaraxes silenced him with a single cool glance.
"I'm getting tired of this cherry-pie." The gorgeous demon drawled, a hint of frustration in her voice that made his stomach hurt. "Do you want Cathy or not?"
"I want her." Ashley whispered.
"Correct me if I'm wrong here, but I'm a millenia old sex demon who's been seducing mortals for centuries, and you're a dumb little virgin with a tiny dick who can't even get a girl to kiss him, let alone fuck." She sneered, her rough voice sending shivers down the young warlock's spine. "Which of us do you think has the slightest clue how to get this done?"
"You do." Ashley's cheeks were blazing, his voice tiny and unsure. He knew he should be mad she was saying these mean things about him, but instead he felt a very embarassing stirring in his dick. What was wrong with him?
"Then why don't you ask me nicely to help turn you into a super cute girl, so that your crush looks at you like something other than wallpaper, okay?" She purred, glaring down at him with sharp golden eyes that seemed to pin him to the floor. "And make it a nice request for once. I'm getting really tired of you not appreciating what I'm trying to do."
"Um...Abaraxes...." Ashley stammered, hardly able to form the words. "Can you please make me look like a girl?" He stared up at her, panting and blushing. Part of him was sick with nerves, but the other part seemed to want nothing more than for her to keep sneering at him. Why did he find it so exciting? This gorgeous woman insulting him and looking down at him like he was a mouse under her heel.
"How can I refuse that cute little face?" She sighed at last. "No more bitching, okay sweetie? You do as I say, when I say it." Ashley nodded frantically, even more desperate to impress her now. "Good boy, now let's find you some clothes. You're going to be wearing what I tell you from now on." Without giving him a chance to reply, she strode forward into the store, and he hurried after her.
Being inside the store was even more confusing. Everything was so cute and pink and pretty it made Ashley's head spin. Even the smell was amazing. He always did his clothes shopping in the cheapest shops he could find, buying bland t-shirts and jeans in bulk. It wasn't like he could afford anything else, not with his mum spending all their money on these expensive holidays.
"Can I help you, miss?" The sudden question made him jump and squeak. He whirled round to find a young shop assistant staring at him with a smile.
"Um...I sorry, I..." He stammered. Hold on, miss? She thought he was a girl too? He froze, his lips snapping shut. What could he say? If she found out he was a boy she'd think he was some kind of pervert! Just as the assistant started to frown slightly, Abaraxes moved between them, her large black wings unfurling. The woman's gaze widened in shock. Hold on, could she see the demon?
"You're going to find something else to do." The succubus waved her hand and the woman's eyes went dull. "I see you bought your vibrator into work today, naughty slut. Why not run along to the break room and spend a good hour or so playing with it?" Her face slack, the woman blushed furiously, then turned and hurried away towards the back of the store. Ashley watched her go. Was that true? Did girls really do stuff like that? "Earth to cutie." Abaraxes clicked her fingers in front of his face. "We still need to find you some clothes."
"Yes of course." The young warlock nodded. He darted over to the nearest clothing rack and started rifling through it, only to blush even hotter as he realised there were bras and panties hanging here! What the Hell? He wasn't going to wear girl's underwear too, was he?
"I can see you're very eager to get started, pet." The demon purred, right next to his ear. Ashley froze, she was standing right behind him, her taller body looming over his. "The enthusiasm is very cute, but you don't have any idea what you're doing. Just stand there and watch while I pick out everything you need."
Before he could even stop to think, he found himself stepping to one side and letting the gorgeous succubus look through the rows of underwear. He watched limply as she picked out a few pairs of panties. All of them were very cute and frilly, like she meant to find the girliest and prettiest she could. Ashley found himself imagining how all the soft fabric would feel against his skin. Much more comfortable than his cheap boxers, of course.
He followed Abaraxes around the store like a puppy, as she picked out several outfits, hanging each over her arm in turn. This seemed like way too many clothes to just get Cathy to notice him, but he didn't want to question her after how mad she'd gotten last time. She was right anyway. He didn't have a clue about any of this, better to just let her do her thing.
Finally she led him to a changing room and gestured inside. Ashley slipped through the curtain and waited in the corner like a good boy as she laid out the clothes in several neat piles on the bench in the corner.
"Okay, sweetheart." She straightened, a seductive smile on her face that made his belly flutter. "Time to get started. Strip, out of those nasty boy-clothes."
"Okay." Ashley blushed again, his hands shaking as he reached up to slip his backpack from his shoulder and dropped it the corner. This was his nicest outfit, but had to admit the clothes she'd picked out did look much prettier.
Abaraxes watched him as he shrugged out of his shirt, her golden eyes drifting over his naked chest. He felt like a mouse trapped in this tiny room with a large, scarlet cat. His dick twitched and ached as he bent down to pull of his shoes, and by the time he folded his jeans over one arm it was hard in his boxers. He paused a moment, his hands on the hem of his underwear, but all she had to do was raise her eyebrow slightly and he found himself pulling them down too.
Fully naked now, he straightened, his hands folded over his aching dick. It was really hard now, and when Abaraxes gave him a hungry smile he felt it throb even hotter.
"Turn around, little cutie." She purred. "I want another look at that gorgeous butt of yours before we get it dressed in some cute panties." Ashley found himself obeying, turning on his heel to face the mirror. He looked at his own reflection, staring back with huge, blue eyes. Naked like this, he hardly even looked like a boy at all. He noticed things he never had before, like how slender and thin his shoulders were. Then his hips and thighs were way too wide, soft and plump like he had barely any muscle there at all. Abaraxes was standing behind him in the mirror, her large, black wings beating silently behind her. He watched, frozen in place, as her hungry gaze drifted down his back. She was staring at his butt now, and her tongue flickered free of her lips. "Oh the things I'd do that ass if I could touch you." She murmured, the heat in her voice making him tremble. "For now though, let me see." She reached over to the piles of clothes and grabbed a pair of silky pink panties, sheer and almost see-through, with a little ribbon on the front. "Catch." Ashley fumbled, grabbing at the pretty underwear as she tossed them to him. He held them up in front of him. Wow, they were even softer than he'd thought. "Put them on, sweetheart."
She didn't have to tell him twice. Feeling like he was in a dream, Ashley slowly lowered the pretty panties and slipped them on over his legs. He shivered as he pulled the deliciously soft underwear up his plump white thighs and over his girly butt. The silk clung tightly to his skin, and his little dick was nestled in its own tiny pocket of soft fabric. A little moan escaped his lips. It felt...so good on the head of his dick.
"Oh, we're definitely keeping those ones." Abaraxes grinned at him, leering at his butt. "I can see you like them a lot." Ashley wriggled and blushed under her scrutiny. In the mirror he could see how obvious his little boner was through the thin silk of the panties. He was as hard as he'd ever gotten in his life, but still so small. "Now let's try another pair."
She reached down and held up some skimpy blue boy-shorts. Ashley shivered at the sight of them, his blush spreading to the roots of his hair. They didn't look like they'd even cover his butt properly, and sure enough when he pulled the soft underwear up he found the underside of both plump cheeks was still bare. Abaraxes was staring at him like he was a juicy piece of meat, and he could swear he saw her lick her lips again when he turned to check how they looked in the mirror. It was strange. He felt good, really good, hot and floaty like his whole body was flushed with warmth. Everytime his aching hard dick brushed against the girly underwear he had to bite his lip to stop a hungry moan escaping. Even the way Abaraxes was clearly checking him out only made him feel even hotter. He wanted to please her, to show off her and have her look at him even more, no matter how embarassing this should have been.
The beautiful succubus had him dress and undress, over and over, trying on one pretty outfit after another. Ashley could hardly remember why he'd been so reluctant to try this. Now he did everything she said, even twirling and wiggling his hips to show them off in some of the skirts. It felt really good, and he was smiling like he hadn't in years. Even the aching in his dick stopped being such a distraction, and started adding to the thrill. He loved how the cute bulge it made in the panties, like his own little secret hidden away under his skirts.
This was so fun! Seeing all the different colours, how the clothes fitted on his big, juicy butt, trying to figure out which panties would look best with which skirt. And Abaraxes made it so much better. The way she smiled and clapped her hands when he tried on a new outfit made his chest tight and heart ache. She looked like she was really proud of him...like no-one had ever been in a really long time.
In the end, they had a nice pile of gorgeous outfits for him to take home, plus his favourite which Abaraxes told him to keep wearing and leave his ugly boy clothes behind. It was a thin white blouse that fitted his flat chest, with short sleeves and adorable butterflies instead of buttons. Then a short blue skirt and black leggings that hugged his snow-white thighs, and that first pair of pink panties. They weren't the cutest of the ones he'd tried on, but they felt a little special anyway, and he loved how they hugged his hard dick.
Abaraxes found a shopping bag from somewhere, and coached him through how to fold his new clothes so they wouldn't crease. Doing as she said felt so natural now, and Ashley wondered why he'd ever bothered trying to argue with her.
He was grinning from ear to ear as they left the changing room and he hardly even noticed as the succubus led him outside the store without even giving him a chance to pay for anything. Not that he could have afforded any of it.
Their next stop was a small cosmetics store. Again, the succubus waved the pretty shop assistant away and helped herself, picking out lipstick, eyeshadow and face cream. Ashley didn't even hesitate when she told him to try putting them on. With more of her gentle teaching, he was soon wearing some light, natural cosmetics, not enough to be obvious, but still more than he'd ever tried in his life.
Looking at his face in the mirror, the makeup had made way more difference then he'd ever thought it could. His eyes seemed huge, the pale blue colour picked out by the dark of the eyeliner. Even his lips were fuller and plumper, like he was begging for a kiss. He looked so very girly, and not just that, but really pretty too. Only, somehow he didn't mind. He liked how he looked.
"I've outdone myself this time!" Abaraxes cooed from behind his shoulder. "You are just adorable, the sweetest little thing I've laid eyes on in several hundred years."
"Um...thank you." Ashley glanced down, blushing furiously. Even his voice had changed somehow, getting higher and breathier, like his body was reacting to how he was dressed.
"I'd say you're ready" The gorgeous succubus nodded, her golden eyes flickering up and down his body. "I know all I want is to just pin you down and ravish you!" She licked her lips and Ashley wriggled under his pretty new clothes. Just the thought of her...ravishing him made him feel all hot and floaty. If only they could touch each other! "Now all we have to do is arrange a meeting with your Cathy." Abaraxes continued. The young warlock frowned slightly at the mention of his crush. Strange, in all the excitement, he'd totally forgotten about her. She was the only reason he was doing this, right?
"How do we do that?" He asked faintly.
"Don't you worry your pretty little head about it, sweetheart." The beautiful succubus smirked. "I'll handle everything. Now follow me, let's get you back to your house to get ready." She turned and strode for the exit to the mall. Ashley scurried after her, suddenly conscious of the boyish shoes he was still wearing. Maybe he should have gotten some cute kitten heels too. There were some really pretty ones in the shop and his feet were as small and delicate as the rest of him. He was sure he could have found some that would have fit.
As the pair of them stepped back out onto the street, he darted to the gorgeous demon's side, hanging as close to her as he could manage. She was really nice, doing all these nice things for him. It was so lucky he'd found her to help him. He glanced back up at her perfect face, and felt a strange warmth welling up inside him, making his chest all hot and tight.
"Abaraxes." He murmured her name. The succubus paused, turning to look down at him with her pretty golden eyes. "Thank you, so much for doing all this." Ashley admitted, the words slipping free of his lips before he could even think. "I...really enjoyed it."
"I'm glad you did, honey." She smiled down at him. "I enjoyed it too. In fact, this is one of the best summonings I've ever had. Usually the mortals who manage it are so boring, but you're something really special. I hope you realise that one day."
"Um...if you really want that favour, I could do it for you anyway." The young warlock blushed, wringing the hem of his pretty skirt in his hands. She'd been so nice to him, and it was just one favour. It couldn't be anything too bad, right?
"Oh no, sweetheart." She shook her head. "That's really kind of you to offer, but it's better we don't mess around with the terms of our deal now."
"Okay." Ashley sighed. Somehow being reminded that this was only happening because of the deal they'd signed didn't feel very nice. He wanted her to like him for other reasons too. Well, they had to have a little time together left, and he could always dig out the Librum Maleficarum and summon her again later. Maybe he could get her to stay forever. That would be awesome. She could follow him around and help him look this pretty whenever he wanted. Only when he was alone of course, or maybe he could go out like this too! So long as she was there telling him what to do, he felt like he had the courage to try!