Jamie looked down at his shoes concentrating, they were new, like the rest of his outfit that he now wore, new and unfamiliar, but somehow comfortable, like the whole facade he was now displaying to the world. The slight heels on them demanding focus on walking to save himself from any danger of falling, or twisting his ankle. His old clothes, like his old life, lay discarded back in the changing room, stained with his own cum, his own admission.
He walked alongside Kelly, making his way through rows of clothes wearing his own new style, though they fit him so naturally, Kelly could’ve sworn he’d been wearing them his entire life.
Meeting with Lucy at the tills she priced the items and they set about removing the tags, Lucy’s eyes, wide with curiosity and excitement were drawn to Kelly, despite the immediate attraction of Jamie.
After Kelly had paid she had excused herself rather swiftly, leaving Jamie in Lucy’s temporary care, much to Lucy’s obvious bemusement. Kelly, bless her, looked a mess. Her makeup was smudged, her hair wouldn’t stay straight and her entire outfit looked a little disheveled. She would need to ‘freshen up’ as she had said, though still seemed perturbed with just how pristine Jamie looked, even with an ass full of her cum he just looked so naturally beautiful, a picture of innocence.
Lucy, obviously taken with curiosity vanished only briefly to speak to her manager, managing to clock out of work early and join Jamie in waiting outside the shop. He still, embarrassed, looked at his new shoes. While he wasn’t ashamed of what he had done with Kelly, it had felt so good, he wasn’t sure how he felt with Lucy knowing. While he had only known Kelly from a distance, Lucy was a complete stranger to him.
She ushered him to a bench and sat besides him silently, smiling gently, eying him over. He, in turn, looked up at her, a blush on his cheeks. He hadn’t paid her much heed before, so swept up in Kelly's rush to get him inside a cubicle his only thoughts had been in the then and there. She was cute, youthful, slender and lithe, quite pale skin, strawberry blonde hair cut short with light green eyes and a smattering of freckles.
“Trying to count them?..” she asked, smirking slightly, her general outlook seemingly innocent but her eyes swam with mischievousness.
He started a little and looked at her uncertainly, “Ex.. Excuse me?..”
“My freckles. You were sorta staring. I figured you were trying to count them.” She explained, her smile deepening.
He blushed slightly and shook his head, looking down. “I just sort of spaced out.. Sorry..”
She laughed a little. “Cute. So uh.. How do you know Kelly?”
“She’s my…” he hesitated, remembering Caitlyn briefly and quelling those thoughts from his head. “My best friend.”
Lucy pursed her lips and clasped her hands together, looking towards the mall's bathrooms where Kelly was likely fixing herself up. “Nah you see, I’m her best friend.. Me and Gems anyway. She never mentioned you before?”
Jamie frowned. That stung a little, had he meant nothing to her before today? Thinking back that honestly wouldn’t surprise him, after all he was the younger brother of her, he thought, lover Caitlyn. He sighed a little. “She’s just a friend..” he said unsure even of that now. What was he to Kelly?
“Mm.. Lover more like.” She replied with a wink. “Or girlfriend? I wish I was that lucky. She always gets the cute ones.”
He looked at her, looking and recognizing the desire in her eyes, an expression that was becoming all too familiar and felt himself blush slightly. It was weird, having a girl checking him out like that.
He shrugged a little, feeling embarrassed.
“You’re not used to people checking you out are you?”
He looked up at her and shook his head a little, “Sorry this is.. This is all sort of new.”
She chuckled a little and waved a hand vaguely out towards the streams of people walking past, going here and there throughout the mall and passing the bench they were seated on. “Look see, half the guys walking past are checking you out.”
He looked up, having never considered that, the people passing seemed regular and normal enough, but Lucy was correct. Where the women would glance at her casually, taking in her dress, makeup, style then looking away, the looks from many of the men would linger, trailing up and down her figure, drinking her in before walking past. Some even glancing back over their shoulder to steal another glance at him before moving away.
He felt his cheeks flush brighter at that realization. It was odd enough being eye candy for Lucy to enjoy, but everyone else too?
It only took a few minutes longer before Kelly walked from the bathroom, appearing refreshed and seeming more herself. She smiled as she spotted Lucy and Jamie, making her way towards the two of them.
“Hey! Hope she’s looking after you hm?” Kelly asked with a smirk, glancing between them with an amused suspicion, seeing the embarrassment shadowing Jamie's face.
Lucy grinned cheekily and nodded. “Yuh huh. I just pointed out to her how many boys were looking her way.” she winked.
Kelly rolled her eyes and laughed too, “Pfff, don’t worry about them, you’re with us, we’ll..” she glanced at Lucy and smirked herself, “We’ll look after you..”
Jamie nodded a little and made himself smile a little. It did make him feel better, to be with these two, safety in numbers. He sat up a little straighter and tucked his hair behind his ears, looking between them as they watched him, he broke the silence, “Alright.. So, what now?”
Kelly beamed brightly and didn’t so much as hesitate, “Nails!”
Lucy cooed and clapped her hands together standing up, “Usual place?”
Kelly nodded and took Jamie’s hand, pulling him to his feet but holding onto his hand all the same.
Lucy nodded, “I’ll catch up with you two, I’ll go grab Gemma, get the squad together!”
Jamie watched as Lucy walked away, trying to figure her out and all together failing. He looked up to Kelly and found her looking at him with a smile.
“You’re so fucking beautiful Jamie.. And that was just.. That was just amazing.. I think I want to keep you all for myself..”
Jamie felt a pang of both amazement and fear at the thought of that. “I.. I would love that.. But..” he trailed off, looking down as Kelly tugged him into walking along side her.
“But Caitlyn, yeah. Don't worry about her too much. I’ll try and figure something out.” She pursed her lips in thought then looked at him, tilting her head some, “So what did you think of Lucy?..”
“She seems nice, I suppose?” he answered somewhat meekly.
Kelly grinned. “Glad you think so. You owe her a blowjob after all. For watching out for us.”
“I.. I thought you were kidding when you said that?” Jamie asked, conflicted. Hadn’t she just said he was all hers?
“Mm I thought about denying her you, but that just doesn’t seem fair.” she shrugged a little, continuing to lead him through the mall.
“But.. I’m all yours? Just yours?”
She smirked playfully. “Well yeah.. But you’re one of the girls now. You’ve got to look out for your girls?”
He looked up at her with worried eyes, this beautiful dark haired vixen that had shown him a new side to himself he didn’t know existed was sounding a lot like Caitlyn in her eagerness to pass him around.
Kelly smiled reassuringly, “Hey, don't worry? I’ll look after and take care of you. You’ll love what you do when you’re with me. Just be my good little girl and I promise you’ll enjoy every second.”
Jamie just nodded a little, unsure how else to respond. He knew it had been too good to be true, him being hers and hers alone. But still, Caitlyn, his own sister had been cruel, he had to do what she said or be hurt. Kelly, his crush, still made sure he did what she told him to, but with the prospect of rewards.
He had the choice between the carrot and the stick, and while he’d prefer not to be the packhorse in either scenario, having to choose between the two wasn’t such a hard decision to make. He walked a little closer to Kelly, squeezing her hand.
She smiled and nodded happily, taking his squeeze as a sign that he was okay with the everything, for now at least.
She led him through the mall stopping at a juice bar to get back some much needed bodily fluids. She ordered for the both of them, ordering them the same thing. She paid and handed him his cup, winking playfully as she took a sip, beckoning for him as she started to walk again.
He eyed his drink curiously, a warm yellowish color and took a sip. Pineapple. He blushed and looked up at Kelly.
“For later!” she laughed, grinning broadly.
They arrived together outside the nail salon having finished their drinks and found Lucy and Gemma waiting, talking casually. Lucy spotted them first and raised her hand smiling.
Gemma smiled in greeting, placing her hands on her hips and eying Jamie over. She had been the one to do his hair, but his outfit would be new to her and it seemed well received.
“Damn she’s gorgeous.. You did a good job.” Gemma observed in her usual reserved manner, nudging Kelly as they moved to stand in a circle.
Lucy scoffed and folded her arms under her breasts. “Yeah, that’s not all she did a good job on.”
Gemma shifted her gaze from Lucy to Kelly, raising an eyebrow. “Ooh?”
Kelly looked up at the ceiling, innocently.
“Railed him in one of my changing rooms.” Lucy filled in helpfully.
Gemma looked to Jamie and raised her eyebrows together! “Oooh?”
He blushed and looked down shyly.
“Well couldn’t have hated it, she’s still here.” Gemma patted him on the arm. “Wasn’t so bad huh?”
He blushed and chewed his lip, “Well.. Um..”
“She came like a girl.” Kelly said proudly, interrupting Jamie.
Gemma and Lucy both seemed surprised, looking to Jamie as if seeing him in a new light.
“No way? For real? Without being touched?” Lucy asked.
Jamie swallowed and simply nodded, feeling the embarrassment wash over him.
“Oh my god that's so fucking hot.” Lucy said eying him up and down, “Where have you been hiding this treasure, Kelly?”
She tapped her nose and shrugged! “Secret!”
Lucy pouted at her and seemed curious still, though the not knowing was clearing bugging them both some, through they seemed content to just enjoy their time with him, for now at least.
“Aw don’t look so upset.. Today's on me! After we get our nails done I was thinking we take in a film? My treat?” Kelly said, her arms open wide in a peace offering.
Gemma still seemed a little skeptical but nodded amicably, Lucy seemed far more excited at the idea of a freebie.
Jamie as before didn’t get a say in things. Before he could so much as muster the courage to voice his thoughts he was pulled inside the salon, flanked by Kelly and Gemma, Lucy off to the side of Kelly probing her for more information about him, though she was evading her questions masterfully.
As they talked, gossiped and generally made conversation Jamie was sat down opposite a woman, young and pretty she had long black hair which she kept tied back and her features were delicately Asian, she smiled beautifully and he had a sinking feeling in his chest.
He looked to Kelly sitting in the next seat along, her own nails been tended and hesitated, watching her. She looked to him, briefly glancing at his nail expert then back to him, smiling before turning back to her own.
He let out a sigh of relief. This wasn’t one of her girls, another such potential woman packing heat.
“Um.. Hi?” he ventured to her, utilizing his disarmingly attractive smile.
“Hi!” she replied, a smirk on her delicate features, “First time?” she asked, holding her hands to his, her own smile warm and genuine.
He nodded and placed his hands in her own, unsure but not afraid or anxious. “Um.. Yes. I’m getting a bit of a makeover, her idea..” he nodded to Kelly who grinned back.
“Yeah, she was a bit stuck in her ways.. New hair, new dress, new nails.” Kelly explained to the young woman who nodded along, turning Jamie’s hands over in her own.
“Her nails are beautifully looked after, and such soft hands! I wish I had hands like yours.” she laughed playfully as she placed his hands down and got her equipment.
Kelly pursed her lip and shot Jamie a jealous look. It wasn’t fair how much better he was at being a girl than she was. But at least he was hers to do with as she pleased. Almost.
“Just give him some extensions and paint them red, match the lipstick.” she instructed, a little to the point. The young woman looked to Jamie for his approval and he gave a resigned nod.
“Sounds good!” the young woman said as she got to work.
It wasn’t at all like he expected. Shy as he was he wasn’t much for joining in on the conversational threeway that was Kelly Gemma and Lucy. Instead, he was off in his own little world with this woman, Jin, according to her name tag.
He had done many lewd and crude things for the first time in the last day, but this was a much gentler experience. This girl's expert hands caressed over his own as she worked, gently holding, guiding turning and inspecting. It felt nice and he couldn’t deny she was a cute girl.
He looked from her to the other experts, they were all seeing to the giggling girls with a warm professionalism. It seemed to Jamie that Jin’s touch was lingering more than theirs. He looked to his hands then up at her her. She was looking at him. She winked.
He blushed brightly and hesitated, he wanted to look down, look away, withdraw shyly. But instead, he smiled just a little brighter and held her gaze.
After a moment had passed between them Jin glanced away towards Kelly, then down, innocently once more towards Jamie’s nails.
He looked across to Kelly to find him eying him, with a mounting suspicion.
Jamie smiled brighter at her too, then winked.
It was Kelly’s turn to blush, her concerns washing away as she laughed, utterly disarmed by his charms.
With Jin concentrating and carefully painting his nails and the three girls lost in their own little conversation Jamie had a moment to think about everything that had transpired to him in the mall today. He had changed, in more ways than one.
Physically he had been altered virtually beyond recognition, but he knew he could undo all of that within half an hour. What concerned him were the other changes. He was acting like a girl, talking like one, walking like one. And now even, he was using his beauty to his advantage, disarming Kelly with just a wink.
It was with a sudden realization that Jamie realized what he was. He was a hot chick. He thought about all the things in life that had been closed off to him and just how open the world seemed now. A smile and a wink could go a long way, especially if he was as hot as it seemed he was in the eyes of others. It was a powerful weapon, one he could use to get what he wanted. But it seemed every time he used it he drifted further from his masculinity.
“I will get another heater to dry your nails, this one is broken.” Jin said softly, interrupting his reverie. He just smiled and nodded, looking down at his lengthened nails with their beautiful red hue.
He watched her curiously as she moved to the reception placing the faulty heater down and sorting something else out. He watched as she picked up the faulty heater and returned, sitting down and smiling plugging it in.
He looked at her with obvious confusion as she positioned the heater to dry his nails, noting his expression and biting her lip. Hiding it with one hand she showed him a piece of paper.
The piece of paper read, ‘Jin’ followed by a mobile number. She let him see it then folded it in half, slipping it under his right hand, where Kelly on his left wouldn’t notice. She smiled again.
“So.. Where are you going after this?” she asked curiously as the red nail polish dried quickly.
“To the films with them.” he nodded to the three girls, “Though I don’t know what we’re going to see.”
She nodded some curious and smiled, her voice lowering to a whisper, “Well maybe if you’re free later, or tomorrow.. Or the day after, we could grab a cup of coffee somewhere?..”
He blushed and smiled, “I’d like that..” he said back softly, glancing towards Kelly, though she hadn’t noticed, fortunately
He felt a little guilty. He was a starving man who had just been invited to a buffet. He was so unused to female attention that even though he was wildly attracted to Kelly, not as put off by her additional assets as he should be, and virtually her lover, he couldn’t help but accept the attention of Jin. That, and perhaps Kelly’s remarks earlier about him being hers had made him desire for something a little more… Mutual, seeing this as maybe an opportunity to achieve that.
With his and their nails now dry he stood, unsure of where he could possibly hide Jin’s number. After a few moments of hesitation, while Kelly’s back was turned he tucked it into the lacy band of his thigh highs. He glanced back to Jin who was smirking, she at least had seen.
As they moved to pay Jamie moved to Kelly’s side, she looped her arm around his and nudged him, “You’re such a flirt.. You can’t put out your charm to anyone and everyone you know, you’ll be inundated.” she chastised lightly.
He shrugged a little, “Sorry, I’m not used to people.. You know.. Looking at me like they are.”
She grinned and squeezed him. “No kidding. Hell, sometimes I wish people looked at me like they’re looking at you.”
He smiled warmly and leaned against her gently as they paid and walked from the shop as a troupe.
He spared a glance back towards the shop and saw Jin, blowing him a kiss even as he hung off of Kelly’s arm.
Jamie smiled and looked forward. Today wasn’t turning out so bad.
They walked and talked through the mall towards the cinema, admiring each other's nails, inquiring fruitlessly about Jamie and generally just enjoying the company of each other.
Jamie Lucy and Gemma stood around chatting as Kelly purchased the tickets from an automatic machine, returning to the group and proffering four tickets with a smile. “Back row seats!” she said, excitedly, grinning at them.
Lucy grinned and reached out for a ticket but Kelly withdrew her hand, shaking her head, “Nuh-uh, assigned seats.. I’ve had my fun.. Your turn..” she smirked knowingly as she handed them each a specific ticket.
Jamie took his ticket and looked at the three of them, curiously, “Their turn?”
Lucy raised her hand to her mouth and moved it back and forth, poking the inside of her cheek with her tongue, mimicking a blowjob.
Gemma smirked and rolled her eyes, “Crude but right.. You won't be watching the movie hun..”
Jamie flushed with color, but Lucy took his hand and started pulling him along. “Come on!! I can’t wait.”
He looked to Kelly, but she simply shrugged, “You’ll love it!”
Jamie bit his lip but allowed himself to be pulled along by Lucy, eying her look of hunger with no short measure of hesitation. He had loved his time with Kelly, he couldn’t deny that, but now she was so casually passing him off for her friends to use he wasn’t sure how that made him feel. She was supposed to be his salvation, albeit not one from this new lifestyle, but at least from Caitlyn. Would he prefer this? Having no less than three gentler lovers to Caitlyn? Would Lucy and Gemma even be that gentle?
They stopped off at concessions, Kelly buying in bottles of pop for everyone and a box of popcorn for herself, Gemma and Lucy passed and it seemed Jamie didn’t get an option but to pass.
Before heading into the theater Gemma excused herself to the bathroom, leaving Lucy and Kelly to fawn over how dainty and wonderful Jamie looked. Though they seemingly waited forever for Gemma, the other two didn’t seem to mind. They seemed to enjoy the anxiety once more plaguing Jamie as his mind was awash with thoughts and visions of what was to follow.
Once Gemma reappeared, they made their way through the theater to their screen. It wasn’t until he was being guided up the stairs towards the back row where their seats were that he realized he wasn’t even sure what they were seeing. Not that it mattered to him, he had no doubt their plans would come to fruition and he would see little of the film.
He sat down in his seat with Lucy to his right, Gemma to his left and Kelly to his far left. The seats were comfortable, with an abundance of legroom. He also noticed how the floor seemed relatively clean, his feet not sticking as he had imagined they would.
He watched as the adverts flickered across the screen, his arms folded over his stomach, as he again thought about where he was.
Lucy whispered in his ear, making him jump slightly. “Heey.. You don't need to look so nervous, it’s going to be fun!”
“I’ve.. I’ve never..”
“You’ve never sucked a cock before?..” she pressed, whispering, through her excitement bled through in the sparkle in her eyes.
He thought back to his shower that morning with Caitlyn. The face fucking she had given him hardly counted as a blowjob. She’d just used him like a fleshlight, barely any action required on his part. He shook his head.
“Oh my god.. You’re going to love it..” she beamed, squeezing his hand.
“I.. I will?” He asked, genuinely confused. This wouldn’t be like with Kelly where he would actually cum from it, it would be work for him, pleasure for her?
“Mmhm. If you’re anything like Kelly said and anything like I think you are.. You’re going to end up looking forward to sucking cock..” She winked playfully and sat back in her chair, winking across to Jamie as she none to subtly adjusted her jeans.
He sank back into his seat, knowing he had a few moments recourse before the lights dimmed and the movie started. He couldn’t deny he was curious. What if he would enjoy it like she said? What would that mean for what little resistance to all this remained?
He looked over to Gemma, taking a moment to admire her. She had been quiet, compared to Lucy and Kelly, but he felt his heart fluttering. Her dark skin was exotic and enticing, her lips fuller and her figure a little thicker, she easily had the largest bust of the three and that had always been a weakness of his.
She glanced towards him and caught him looking. She smirked slightly before glancing back towards the screen, patient, waiting. He looked back too and noticed just how empty the theater was, the others who were in it, all couples were sparsely positioned around the outside and dotted together. Jamie realized that there was no one overly near to them to observe or overhear anything that took place.
Looking across to Kelly he noticed in her relieved expression that this hadn’t been any play on her part, just sheer luck.
He modestly adjusted the hem of his dress and admired his nails, thoughts of Jin springing to his mind, though only for a moment. It became difficult to make out his nails as the lights dimmed, the adverts transitioning into trailers.
As the thrumming of the bass filled his ears he felt Lucy’s hand on his, “Are you excited?..”
“I’m.. I’m a little nervous..” he admitted, whisper sounding shy. “I don't know if I'll enjoy it.. Or even really how to do it..” he paused, looking over at her in the dark, “And I mean.. I don't even know you that well..”
Lucy pouted a little bit and squeezed his hand, “Hey now.. You’ll love it.. You’ll be amazing and you’re practically one of the girls, that makes me like a sister to you..” She smiled, reassuringly.
Jamie winced internally at the comparison but smiled bravely, nodding a little.
In the dark where it was difficult to make out the others, he felt a little less nervous and anxious. With the sound of the bass obscuring all other noises he almost felt alone. At least until he felt Lucy’s hand on his, moving it down into her lap, his hand coming to rest across a definite bulge in her jeans.
She leaned close once more, “Hey, you know those people who finish all their popcorn before the trailers are even finished? Those really.. Really impatient people? Yeah..”
He bit his lip as he looked at her lap, as she released his hand. In the almost dark he could just make out her hands moving, pawing at the blue fabric before the faint sound of a zip cut through the noise of the trailers. He saw her hand delve into her jeans and an all too familiar outline appear.
He flushed with color and watched as Lucy leaned back in her seat, arms either side, looking forward at the screen.
Jamie looked up at her and she only briefly glanced at him, winking before looking back to the screen.
He knew what she wanted him to do. But she wasn’t going to say it again. It seemed she wasn’t even going to force him.
He pursed his lips some and leaned back in his seat. If she wasn’t going to force him, why should he do it? He didn’t know her, as nice as she seemed he didn’t feel he owed her anything, and unlike with Kelly, he didn’t think it would feel good, he wouldn’t gain any pleasure from it, so why?
He sat there, looking at the screen for a few long moments, pointedly ignoring her cock in the open next to him. He started thinking back to Kelly and Caitlyn, unable to tear his thoughts away from all that had been happening to him.
The biggest injustice in Jamie’s mind was just how big the two girls had been. Was that normal? For their, for a better word, kind, to be so well hung?
He glanced towards Lucy. It was hard to make out the size of her cock in the dark, and it seemed to have shrunk a little bit without his attention, though she looked at him, expectant, impatient.
He’d hold it, just figure out how big it is. Then stop.
He reached a hand across between them and let it lay in her lap, hand moving until he felt the fleshy warmth of her semi hard cock under his questing fingertips. It honestly felt quite nice, so smooth and soft.
As his hand rested on her cock he bit his lip, only semi hard it was difficult to figure out how big it would be as he had really only experienced Kelly and Caitlyn at their hardest. Without really thinking about what he was doing he slowly wrapped his fingers around the length of her cock, holding it by the shaft and started to slowly stroke it, waking it up once more, just so he could measure it, of course.
As he felt it begin to harden again between his fingers he heard her let out a little breathy moan and he felt a little thrill. He remembered with Kelly half of his pleasure with her hadn’t just been the physical stimulation she provided but the knowing that he was bringing such a beautiful girl to climax.
As he sat there stroking her cock he knew he had been mentally flip-flopping all day, between accepting Kelly and parts of his new self to defiantly and stubbornly hating every moment of it. He was in conflict, he knew.
What Caitlyn had done to him, using his ass and mouth left a painful spot in his memory and a soreness still throughout his body. But when Kelly had fucked his ass, he’d loved it. Maybe if he used his mouth on his own terms he would enjoy it too?
Worst case scenario, he didn’t enjoy it, but he brought another beautiful girl to climax? He blushed at the thought, thinking of Lucy and Gemma both. He’d never in his dreams really ever imagined he would do anything adult with anyone like either of them, especially not at his age and with his body.
Lucy sat enjoying the opening scene of the film and the handjob she was receiving. It wasn’t the blowjob she had been hoping for, but a handy from this delicate little goddess would more than sate her lusts. The hand gently working up and down her shaft felt magical, Jamie might have been shy, but it just felt so good. She closed her eyes and tilted her head back, briefly enjoying the sensations and the sensations alone, blocking out the film.
She felt the hand tug down and pause, then a sudden, wet warmth engulfed her cock. With a surprised little noise, she opened her eyes and looked down, grinning. She rested her hand on the gorgeous babes long blonde hair, not pushing, just encouraging.
Jamie felt the tip of her hard cock fill his mouth as he wrapped his lips around it, she was smaller than Kelly and Caitlyn, but still bigger than himself, though his thoughts were already straying from any pretense of measuring it. Being in control this time he was more able to actually take in the experience. The cock felt so foreign in his mouth, the tip silky smooth and spongy to his tongue, the length feeling so soft yet so hard at the same time.
He sucked on it gently, experimentally and he felt Lucy’s hand tighten slightly in his hair, a sign that he was doing well, he figured. He pressed his shoulders down and let the cock sink between his lips into the wonderful heat of his mouth, his cheeks caving in on her as he sucked, filling his mouth with her cock, starting to bob his head up and down, recreating what he had seen online.
“Oh gods…” Lucy whispered softly, “And you said you didn’t know what you were doing.. Fuck.. You’re a natural..”
Despite the context of the compliment he felt more than a little proud, he wanted to do a good job, wanted to make her feel good, whether or not he enjoyed it at that point was secondary to her pleasure.
He took as much of her cock he could fit in his mouth, only sparing a couple of inches and sucked her cock as best he could. His head bobbed up and down as he rolled his plush red lips across her, working her with as much skill as he could muster, remembering to use his tongue as often as he could to rub across the sensitive tip.
With his mouth working almost the entire shaft his fingers made an O around the base, squeezing as he gave the pale skinned freckled girl his first blowjob.
To get to her he had ended up kneeling on his seat, facing her, he felt Lucy’s hand glide down his back to, at a stretch, sink her fingers into the plushness of his feminine ass through his dress, squeezing and massaging the doughy rear.
“Mm I can't wait to fuck you, babe..” she cooed gently, “Such a shame Kelly found you first.. I’d have wifed you in a second with a mouth like this and an ass like that..”
Jamie briefly saw the mental image of him as a wife, Lucy’s wife, and felt a shiver travel down his spine. He was sure she wasn’t being serious, but it felt like there were so many options in his future now, if only he embraced this. If he could just get past that first hurdle. Just accept all of this he could do so much with it. He could-..
“F-fuck..” Lucy’s voice, strained suddenly, his thoughts interrupted by a sudden pressure on the back of his head, holding him down as he felt something shoot against the back of his throat, pouring back down her cock to pool against his lips.
He wiggled a little, taken by surprise as she bucked her hips, cock head bouncing against his throat as she came in his mouth. He swallowed all he could but a rivulet trickled down out the corner of his mouth to stain her jeans.
The hot fluid coated his tongue as he continued to suck, draining every drop he could as she writhed up against him. It tasted so unique, a little salty, a little bitter, the texture inconsistent and the heat unfamiliar.
In his mind, he made the connection between that taste and her pleasure. It might not taste the best, but it signified he had succeeded, very quickly, in bringing a wonder like Lucy to climax. And he loved it. Loved that power. He had done that to her, without any input from her.
“No way..” Gemma’s voice, mirthful. “You came already?..”
“S-shut up..” Lucy said, defensive, even as she spent her last few drops inside Jamie’s waiting mouth, “She’s a fucking pro.. I’ve never had head like that before..”
She gently moved her hand from the back of Jamie’s head, letting him move up slightly, the already softening cock popping free from his lips, leaving him panting softly as he leaned in, licking her cock without thinking, catching the cum that had escaped on his tongue and swallowing it.
“Mm.. Such a good girl.” Lucy observed before reaching down to tuck herself back into her jeans, letting Jamie settle himself back into his chair.
With his mouth tasting like cum, his stomach feeling the heat he felt he should be ashamed, confused, or just embarrassed. But oddly, he only felt worried. Worried his hair might be a ruffled. Worried his makeup might be ruined. He couldn’t tell in the light and he didn’t want either to be messed up. Though cutting through that a spark of pride brought on with the words, ‘good girl’ buzzed in his mind like a high.
Sitting back he carefully wiped his lips, straightening his dress and hair as he watched the movie for a couple of minutes, but found himself disinterested, he wasn’t really sure who was who or what was going on, having missed the crucial opening.
With his investment in the movie next to nothing, he turned his attention to Gemma. She didn’t seem to notice, to engrossed in the film and he found himself looking down, past the swell of her full breasts to where her cock would be.
Swallowing he moved his hand across to her lap and rested his hand on her thigh, unlike Lucy her member wasn’t out and waiting for him, he looked back up to her but Gemma still just watched the film.
He’d had fantasies once or twice about ebony girls, but had never realistically thought he’d experience one. At the same time, however, he’d seen his fair share of interracial porn and then males.. Well. Would she be like that?
Surprisingly keen to find out he dipped his hand into her lap and felt her shuffle slightly, parting her thighs and leaning back to give him better access, his hands moving to the button and zip of her jeans, eager fingers moving to swiftly undo both.
Swallowing, excited, he worked his way down the smooth skin of her mons to the base of her soft cock. He let his fingers wrap around it and started to urge it free of its denim confines.
He felt his heart skip a beat as he struggled to pull the mass of ebony flesh from one leg of her pants. It was significantly larger than Kelly and Lucy, while still being soft. He looked up to her, wonder in his eyes.
“H..How big?..” he asked daintily, whispering low.
She shrugged modestly. “Twelve.. Thirteen inches?” she replied gently, without looking away from the film.
He stared at her in disbelief, then down at her member, pulsing gently in the soft grip of his hand. She didn’t seem to be kidding. He wanted to experience this properly, give it the attention it deserved.
He slid from his seat and moved to kneel between her thighs, it was cramped, between her legs and the seat at his back but he was comfortable enough, for a while at least.
Kneeling as he was he brought himself to eye level with her beast, the cock pulsing softly in his hands as it started to swell. He moved both his hands to encircle the cock, one above the other and started to slowly stroke. In the darkness of the theater she could see that, as a first for him, she seemed uncut, her cockhead sheathed in her dark foreskin.
He leaned forward and kissed the tip, feeling the odd texture of the wrinkled skin under his lips as it swelled, his hands sliding up and down the length, gripping it tighter and tighter as it swelled.
Biting his lip he pushed his hands down, drawing the tip of her cock out as it swelled. The tip was slightly lighter in color making it stand out against the blackness around it. He leaned in and kissed the exposed tip, taking it into his mouth as he pushed his shoulders forward, rolling the foreskin of her cock back until the mushroom tip was fully exposed, taking it into his mouth where he lavished it with his already renowned tongue.
It was so much more difficult as it hardened fully, the tip of her cock almost entirely filling his mouth, his lips stretched wide around the girth of her shaft and his tongue unable to circle entirely around her tip just due to its sheer size. Unless she was as quick as Lucy had been, he was sure he’d come away with this with a sore jaw.
He employed all his Lucy-tested tricks, taking her cock as deep into his mouth as it would go, which admittedly wasn’t much compared to Lucy, sucking hard and working his tongue against the sensitive underside of her tip, lips rolling up and down the ebony pole as his hands massaged, stroked and caressed her length.
Minutes past as he serviced her, doing his best to make her pop but as he paused, taking the cock from his mouth to look up at her, kissing the length as he regained his breath he noticed a passivity in her expression. She wasn’t closer, she wasn’t edging, she wasn’t even breathing that hard. She just seemed to be enjoying the film.
This irked Jamie a little bit. He’d felt pride in his work with Lucy and he felt he should have the same effect on Gemma.
She looked down at him, her thick black shaft resting across one side of his face as he kissed the underside and winked before looking back to the film.
He found himself blushing. This was a personal challenge to him. He would make her cum. Regardless of how stoic she seemed. He would just have to try something new. Or something old? He thought back to that morning, kneeling in the shower as Caitlyn forced her cock down his throat. It had hurt so bad when he had done that and in his panic, he had gagged and wretched. But hadn’t he felt the same way about his ass? His time with Caitlyn had been painful, but given patience and the right circumstances it had felt alright with Kelly?
He thought for a few moments before taking the tip of her cock back between his lips and steeling himself mentally, if he was patient and careful, he was sure he could make this work.
He took her cock into his mouth, the hot shaft filling it as the huge mushroom tip bumped against his throat. It was uncomfortable and he felt the urge to gag, but he suppressed it, forcing it back as he bobbed his head up and down, letting the tip of her cock nudge against his throat time and time again, forcing him to acclimatise to the sensation, trying to trick his body into understanding that it was alright.
It took a while but it started to feel okay, her cock was shiny with his spit and his mouth was starting to get sore from being stretched. But with each attempt his confidence was growing, even as his frustration did. She still seemed.. Well, bored! He would make her cum. He would drive her to pleasure, if he was going to suck cock like a pro, he was at least going to make them feel the best they’d ever felt.
He gripped the base of her cock with both hands and pushed himself forward, feeling it bump against his throat once more, only this time he didn’t let up. The urge to gag was still there but he could suppress it now, forcing it back as he applied more and more pressure.
With a flare of pain, he felt the tip of her cock press into his throat, his lips sliding down an extra inch or two down her shaft as she delved into him.
He held it there, eyes squeezed shut for as long as he cope before pulling back, freeing the cock entirely from his mouth and panting, looking at her cock, a single line of spit joining it to his plush lower lip.
He swallowed and moved forward again, once more taking her cockhead into his throat and holding it there, taking it easier and holding it longer. He repeated this, time and time again, each time doing better, each time feeling less sharp pain, though the soreness was a constant.
But still, she didn’t cum. She pulsed and throbbed, her cock remaining hard as he lavished it but it wasn’t enough.
Jamie felt stubborn, he felt he’d lowered himself this far, he couldn’t give in and surrender now, couldn’t fail. What would be the point if he couldn’t even get her off? He would have to go all out. Have to push himself further still.
One hand still gripping the base of her cock he let his tongue run over the entire length of her shaft, from the base to the tip, kissing where he couldn’t lick, his other hand sliding down the outside of her thigh to work his fingers under her round ass.
With her cock fully wet and his hand in position he again took her cock between his sore lips and leaned forward, the tip of her cock fitting snugly into his throat. But he didn’t stop. Didn’t slow. Pushing his head down and pulling up with his hand for leverage he forced her cock into his throat, the bulge of her thick tip visible as it pressed down his throat, filling him.
The pain was like nothing he had never experienced before, sharp and in a place he’d never experienced pain before. But the reward overruled it. He felt his chin press again denim, his nose in the soft flesh of her mons.
He held himself there, forcing himself to deepthroat the entirety of her cock, feeling his lips leave a ring of lipstick around the base of her shaft, his tongue pressed down hard in his mouth, his throat bulging obscenely as the imposing heat filled him.
“Holy fuck..” he heard Lucy whisper in amazement, and he knew it wasn’t at the film, but at the show, he even heard Kelly take a sharp intake of breath. They were, it seemed, as astonished as he was.
Slowly, with a lewd, wet noise he drew the cock from his throat, sitting back and panting hard as the cock twitched and throbbed before him. As he looked up to Gemma he saw her biting her lip. The first sign he’d seen in her that she’d even noticed his efforts.
He heard Lucy shift into the seat he had been in and felt her hand on his, guiding it to her own cock.
He wrapped his fingers around her smaller, but still hard shaft and started to stroke it, jerking off the eager redhead even as he focused on Gemma. One hand still under her.
Time passed and the movie played in the background as Jamie varied his techniques, switching from long, deep strokes into his quickly acclimating throat to focusing every iota of effort on the very tip, swirling his tongue around it, kissing and suckling on it. He could see it was having an effect on her, finally, his efforts starting to shine through even as he exhausted himself.
He had been going for it felt like forever before he heard a voice, “H-hey.. I’m almost there.. Swallow it..” He opened his eyes and looked up at Gemma, excited he’d finally accomplished his task. But she just looked bemused. He looked to his side, where he was still stroking Lucy’s cock, absentmindedly working her with his soft feminine hands. She was squirming in her seat, face flushed.
With a slight whimper of regret, he moved from the cock he was working to Lucy and with absolutely no effort slid her cock into his mouth and throat, taking her to the base without feeling any urge to gag or discomfort.
She gasped at the sudden pleasure and gripped his hair, he felt her cock pulse, felt her hips twitch and felt a familiar heat in his throat. He swallowed, once, twice, three times, drinking each shot of cum as she gave him it before she once more relaxed, spent far quicker than she had been the first time.
Giving the tip of her again spent cock a parting kiss he switched back to Gemma, taking back to his task without a seconds hesitation.
Sucking, licking, throating, kissing, he tried everything again and again until his mouth, his throat, even his hands and shoulders were sore. He was sure the movie was almost finished and he had spent almost the entire length of it worshipping her entire length. Helplessly he continued, desperate to finish her before the film ended, even as he exhausted himself, giving it his all.
As he started to lose hope he felt her hand on the back of his head, her first participation since he had started, it seemed, forever ago. With this he felt a renewed vigor, redoubling his efforts, sucking harder, bobbing faster.
He felt her guide him, up and down, driving the length of her cock in and out of his mouth and throat, her eyes on him now as he took her from tip to base, lips puffy from the constant attention, his eyes wide as he looked up at her, making eye contact.
She bit her lip and pushed him down hard, hilting him on her massive ebony shaft, dominating him with it. He felt it throb and pulse, harder than it had been. With a surprise he realized she was cumming, so deep inside his sore throat he could barely feel it as she deposited her load directly into his stomach without any need for him to swallow.
Finally, he’d done it, he’d made her cum. He was exhausted, pained and generally sore all over from being in such a cramped space for so long. But none of that mattered. He’d made her cum.
Slowly she pulled him up and off her flagging cock, leaving him, head resting on her thigh, panting with his eyes closed, recovering from the self-imposed ordeal.
“How the fuck did you last so long?..” Lucy asked gently, jealousy teeming in her voice.
Gemma let out a soft little chuckle, “Jerked off before I left work.. Then again in the bathroom, before we came in here.. Wanted to make her work for it. And fuck did she.. Best head of my life, hands down, no contest.”
Lucy swore under her breathe, “Aww fuck.. I wish I’d had that idea..” she leaned back in her seat and he felt Gemma’s hand gently caressing and unmessing his hair, that she had worked so diligently on just a few hours before.
Jamie breathed an inward sigh of relief. He’d sort of been tricked, sort of been manipulated into spending hours giving head. But he honestly didn’t mind. He was just happy that he’d done good, that he hadn’t wasted his time or hers.
As the movie came to a close he stayed between her thighs, too tired to move back into his seat for only the last few moments, enjoying the comfort of her fingertips skillfully arranging his blonde locks.
As the credits rolled and the house lights came on Jamie found himself blinking up into the light and into the beautiful faces of Kelly, Lucy and Gemma.
“..For fucks sake..” Kelly sighed, causing Jamie to put on a look of worry. “It’s just not fair.”
The three of them looked down at Jamie, nestled snugly between Gemma’s thighs, his lipstick was all but gone, painted over Lucy’s and mainly Gemma’s shafts, but other than that, with his hair rearranged, he looked perfect. The makeup on his face and eyes unsmudged, his expression doe-eyed and wide with concern, not understanding what they were looking at.
“W-whats wrong?..” he asked, timidly.
Kelly shook her head and smirked a little, “You’re too fucking beautiful for your own good.”
He blushed softly and looked to Gemma. He saw an affection in her eyes that hadn’t been there before. “Mm.. And you’re such a good girl..”
He felt a flush of pride rush through him at those two simple words. Good girl. He wanted to hear them again. Wanted to feel that.
“I.. I did okay?” he said gently, smiling a little.
Gemma grinned, “Girl you just self-taught yourself to deepthroat just to get me off. If you weren’t Kellys..”
“Heeey..” Kelly nudged Gemma, albeit playfully, “Mine..”
“Yeah I know I know. Just saying is all. She’s a keeper.”
Kelly looked down at Jamie and smirked knowingly, “Ooh I know. I’m working that part out..”
Gemma and Lucy spared a glance for each other before looking to Kelly, Lucy speaking first, “Kelly.. Just who is she?.. Where’d you find her?”
Kelly bit her lip and looked down at Jamie. He could see the internal debate in her mind, whether or not to tell them.
“..You know Caitlyn?”
Gemma grunted a little, “The woman who made you her bitch, yeah?”
“I’m not her bitch!” Kelly said defensively, voice a little louder now the other moviegoers were filing out of the theater, “Sometimes a girl just likes it rough you know?”
“I could give you-”
“Without being split in two, Gemma.” Kelly smirked.
Lucy rolled her eyes, “Yeah but what's that got to do with her?”
“Alright.. Well.” Kelly sighed some, “Alright so Caitlyn’s got a little brother, just turned eighteen.”
There was a pregnant pause as Kelly left the two of them to make the connection.
“Oooh fuck..” Gemma breathed, hesitating, “Wait, didn’t you say this sweetie got turned out?”
Kelly nodded, somber.
“That's just wrong.” Lucy chimed in, “You mean your own sister turned you out?”
Jamie just nodded a little, looking so small, innocent and vulnerable between Gemma’s thighs it triggered a spark of protection in all three of the girls looking down at him.
“Caitlyn asked if I could take her out for a day, make her up to look really pretty so she could have more fun with her tonight.. I thought why not, would be fun, maybe I’d get to play with her too. I’d known Jamie for long enough anyway.. Always was kinda cute, always sweet to me, always crushing on me..” Kelly explained, causing him to blush a little. “Now I don't want to hand her back, don't want Caitlyn to hurt her..”
“Jamie..” Gemma mused, “Cute name.. We can’t not send her home at the end of today.. But maybe you could leave her with us for a few hours.. Go round to Caitlyn's, enjoy a little ‘rough fun’.” she smirked, “After all, If Caitlyn sates herself on you she won't be able to play that game with her younger… Sister?”
Kelly pursed her lips. “...That does sound kinda fun actually. Can I trust her with you two?”
Lucy nodded emphatically, Gemma just grinned, speaking with a honied voice, “One hundred percent.”
Kelly smiled, then paused, eyes shifting to Gemma, “Without splitting her in two?..”
“Oh I'm going to fuck her.. You just gotta have faith that she can take it.” she grinned.
Kelly sighed a little resigned and looked down at Jamie, “It’s up to you.. Feel safe with these two?”
Jamie looked up at the now affectionate gaze of Gemma and the excited hopeful one of Lucy and nodded a little. “I’m one of the girls. I know they’ll look after me.”
Kelly smiled and took out her phone, switching it on and eying the display.. “I’ll get myself over to Caitlyns.. Make up some excuse for you and fuck her brains out..”
Gemma laughed a little, “You mean get pinned against a flat surface and railed.”
“You’re just jealous.” Kelly huffed back and Gemma just grinned. “Bah, I’ll see you soon enough.. Take care of her.”
“We will!” Lucy beamed brightly, watching as she walked off. Gemma and Lucy both helping Jamie unsteadily up, letting him find his feet.
He looked between them, blushing slightly, “Can we go back to yours?.. I’ve never had a threesome before…”
Gemma and Lucy looked at each other and shared a look.
Lucy put her hand on Jamie’s shoulder and squeezed gently, “Yes. Yes, we can.”