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Tight Spot

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Goaded into a bet with only one outcome, what a bind.
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Cody bit his lip as he looked over towards the shop, a little anxious about their planned endeavour but not wanting to come off as uncool to his friends, "Are you sure this is a good idea?" he asked.

His friends grinned and laughed, playfully nudging him as they made their way towards the shop as a group, "Aw come on Cody!" one of them jested, "You aren't afraid of a few vibrators are you?"

"N-no! I just don't want us to get into trouble is all..."

Another of his friends spoke up, "Pff, worst case scenario we get kicked out of a shop we never go into, right?"

Cody glanced at his friends, letting out a little sigh and nodded, smiling, "Alright alright, sure."

A little playful cheer went up and they made their way towards the shop, letting themselves in, greeted by the little tinkle of a bell.

Shannon looked up from her phone, sitting by the cash register she hadn't noticed the group approaching until they had let themselves into her shop, her eyes quickly scanning over the guys with an immediately mounting disdain.

She didn't recognise the individuals, but she recognised the type. Tall broad shouldered jocks without an interest in her merch, just looking to score a quick laugh pointing at dildos, turning on vibrators, just generally causing havoc.

She had half a mind to chuck them out before they even started to mess about, but, as she sat up a little straighter she spotted an oddity among them.

Mingling among the four tall jocks was a girl, no, she realised, a boy. While they were all the muscled athletic types, the fifth was shorter, slender with very little muscle definition and, to her growing intrigue, a curviness to his figure that more than matched her own, save for his flat chest at least.

She settled back, frowning a little as she decided to see how it was going to play out, her eyes on the gazelle amongst the lions.

As she had expected, they seemingly had little interest in buying anything, seeking out oddities to share with the group for a laugh, notably, they came across a display with exotic shaped toys, ones shaped like fists, equine cocks, canine cocks and, to their amusement, dragon cocks.

They laughed and waved them at each other, the boy taking part in his friend's banter and fun, though, unlike the rest, he occasionally shot apologetic smiles her way which she met with a stoic look.

Leaving the shelves in more of a mess than they'd found them they made their way to the stores lingerie selection, one of the jocks, grinning, picked out a petite silk negligee which he held it up to the boys frame, the group laughing as he blushed, the outfit was, it seemed, in his size and fit his figure well.

Embarrassed, the boy picked up a pink and black bra and panty set aimed at plus-sized women and held it up to one of the jocks.

The group laughed louder and the jock scooped up the items, holding them to his buff frame and striking a mock feminine pose.

Eying the group curiously Shannon reevaluated them, it had seemed that the boy had been being picked on at first, the member of the group that everyone else made fun of, but he gave as good as he got and they laughed along with him. Real friends, she thought.

They put the lingerie back, again, messily, and proceeded onto a shelving range of packers, soft cocks varying in size for trans men or, as a novelty and Shannon sighed a little.

The boy interested her, but she wasn't going to let them ruin her whole store just for their amusement.

Cody blushed as one of the guys waved one of the larger models of flopping cock in his direction and they laughed.

"You like holding dick huh?" Came a voice from behind the group.

They turned, almost in unison, to see Shannon standing there, the whole group falling silent as they drank in the view.

She was a tall woman, well built with very full c-cup breasts under a crop top, her stomach, belly button piercing and varying tattoo's on show across her skin.

She had her hands on her slightly curved hips, a smirk on her face. She was in her late twenties with long hair dyed blue but with raven black roots showing through. A lip, nose and eyebrow piercing completing her image.

She was attractive, but the group weren't staring out of allure.

She wore tight jeans that hugged her long shapely legs, their eyes undoubtedly drawn a very obvious outline down one of her thighs. The one holding the packer glanced at her outline, glanced at the item in his hand and glanced at his friends.

There was a tense moment and Shannon smirked, watching as the group mentality worked, fight or flight, joke or leave.

"Heh, very funny, you got one of these stuffed down there huh?" said the one holding the packer, waving it towards her crotch.

She grinned, "Is that what you think that is?"

"Pff sure it is!"

"Hmm, wanna bet?" she winked.

He grinned, nudging one of his friends, "Oh aye sure, and if I'm right you suck my cock?"

"And if I'm right you suck mine?" she teased, his grin faltering slightly, "No?"

She had him on the spot now, he'd singled himself out of the group with his comments and now had to decide where to back down and look a fool or step up and potentially lose, how sure was he?

Not very, it seemed.

He laughed, shrugging off the encounter, "Don't think my girlfriend would be happy if I got my cock sucked by you."

She smirked at the smooth recovery and turned her attention to the rest of the group, "What about the rest of you hm? Want to take me up on the bet? Could win a blowjob..." she blew them a kiss, expecting it to send them leaving, laughing and pretending to each other they'd bested her in their witty sparring.

But instead one of them quietly spoke, "Hey Cody you don't have a girlfriend..."

The jocks quickly took up the call, urging Cody, who looked embarrassed to have been singled out, to take her up on the bet. Shannon smirked at him, her head tilted to the side, waiting.

Cody let out a sigh and shrugged off his friends, "Alright alright!" he laughed, "Fine!"

This was met by a round of cheers by the group and, to Shannon's surprise, she found herself to be the centre of attention once more. She looked Cody up and down, judging him, she could see his expression, elated by the cheers but, as he saw her expression of victory, he paled considerably.

She pursed her lips some, then sighed.

"You win! It's a packer, guess I owe you head huh?"

The group cheered and slapped Cody on the back, almost knocking him over, he laughed too but seemed uncertain, he looked like he was about to pass out, so she decided to give him an out.

"Come back later tonight, I get off my shift at ten, you know, to claim your reward," she winked.

He looked immediately relieved and, while cheering for their victorious comrade, happy to escape with their dignity intact they left her store, though not so hurriedly as to be seen to be retreating.

Shaking her head Shannon let out a chuckle, that had been fun, he had been cute too, it was a shame really. She adjusted herself in her jeans, her cock semi-hard against her thigh and went about tidying up the store after them, certain in the knowledge that she wouldn't see any of them again.

Cody and his friend's laughed the whole experience off, teasing the woman for having stuffed a packer down her jeans to mess with them, talking about the weird toys, but on the whole, forgot about it.

They went about their wander, grabbing food, hanging out, having fun. The evening deepened and his friends suggested they all go out for drinks, keep the day going into the night, but Cody declined, clubbing and drinking had never really been his scene and, though they teased him about going to collect from that shop lady, they understood that he didn't enjoy it as much as they did, they were, Cody knew, good friends to have.

He found himself wandering the streets of the city, his headphones in, listening to music and he followed his feet. Usually, after parting way with his friends, he would hop on the city's subway and ride home, but not today. He found himself drawn by an inexplicable curiosity backtracking on his day's adventures.

Shannon was yawning, getting ready to close up the shop, having already flipped the sign to 'closed' when she heard the door swing and the bell tinkle, she slumped some and let out an annoyed sigh, not turning towards the door as she sorted out a display, "Read the sign, we're closed."

"O-oh, sorry, I just thought..."

She spun suddenly, her eyes going wide as, standing just inside the doorway, was the boy from early, "No fucking way," she said out loud, unable to contain her surprise.

He blushed some, "Should I go?"

She shook her head, frowning a little as she glanced past him, "Where are your friends?"

He shrugged, "Out drinking somewhere."

Shannon eyed him for a moment, but believed him, she stepped over to where he was standing, one arm hanging by her side, the other gripping her elbow just under her breasts, "So uh.."

"Cody."

"Cody," she repeated, "You... You know I wasn't messing, right? About me?"

He glanced down, noting the outline of the familiar bulge in her jeans and nodded a little, "Y-yeah, I guess."

"So what? Did you come here to pay up? To suck my dick?" She inquired, disbelieving.

"No! No I... No." he folded his arms and chewed his lip, looking back towards the door.

"...Just curious, right?"

He blinked and looked back at Shannon, eying her over before shrugging softly.

"Mm, thought so. Well... If you want we can experiment together..." she grinned a little, eying him over again, admiring his slender form and enticing curves.

"I-I don't think so, look, I'm sorry, for my friends I mean. I uh, thanks, sorry," he said, turning and putting his hand on the door handle.

"Wait!" she said, stopping him short and biting her lip, "...What if I can make it worth your while?"

"...What do you mean?" he said slowly, hesitating, his hand still on the door handle.

She paused open-mouthed, then folded her arms, "Alright let me be blunt, I've been waiting for a cute boy like you." she smirked some, "Maybe you suck my cock maybe you don't. But you're curious. Said so yourself, right? You're in a sex shop with someone who wants to play with you... So, why not? Whatever you want to do I won't judge or tell anyone. Crossdressing, bondage, heck even if you want to whip out that dragon dildo I'll help you out."

He shook his head and opened the door, "I-I'm sorry, I don't know why I came here."

"Come on yes you do, you're curious, don't back out now! What if I gave you a trophy or something?"

"Like what?" he looked at her expectantly and she thought.

She was in almost every regard strictly a top, she gave and very rarely received. But, sometimes sacrifices had to be made, "A picture, your cock in my mouth to show off to your friends."

He blushed brightly but she could see him thinking it over so she continued to speak, "Just imagine showing off that you let them go drinking so you could come back here and claim your reward." she smiled and leaned in.

"We only do stuff that I want to?"

"Of course!"

"And you don't tell anyone I was here?"

"Obviously!"

...Picture first." he said, flatly and she couldn't help but grin, nodding.

"Alright, picture first." she conceded.

He nodded and closed the door, swallowing, "So, uh, do I just whip it out?"

She laughed a little, "Sort of, but I think we should start with something a little more subtle."

"Like... Like what?"

She nodded to the back of the shop, "Go to the back, I'll close up here first, don't want any peeping toms do we?"

He nodded and moved towards the back as she put the shutters down, unable to stop herself from smiling as she locked the gazelle in with the lioness.

She smirked as she stepped back towards him, she was enjoying his innocence, she was sure she was going to enjoy a lot more of it before the evening was out, "You know your bases right?" she said as she stepped up to the boy who had been admiring a shelf of goodies, she breathed softly as she leaned in close, his doe-like eyes wide, his lips pursed as he leaned back against the shelves, his phone in one hand.

"I-"

She kissed him and, surprised, he recoiled, but she followed, pressing her body to his as he leaned back against the display, placing his phone down on the shelf so his hand could support him, trapped between the shelves and her curves.

Her lips were plump and full, her breath hot and her actions eager, her hands on his shoulders, slowly beginning to trail down his arms as he closed his eyes, kissing her back.

It started slow but as he reciprocated she felt encouraged, her hands trailing down to his, grinning ever so softly as she kissed.

She guided his hands, one over the curve of her hip to rest on her firm ass, her hand encouraging him to squeeze, the other she guided under her crop top, she wasn't wearing a bra, she felt the fabric pushed up her chest followed by their hands, his soft warm fingers cupping her full breast, his fingers squeezing this time without her encouragement.

"Mmm..." she moaned into the kiss, feeling his hands on his body, tentative and inexperienced, but eager to try.

She enjoyed their hot kiss, her body pressed to his and, after a few minutes had passed, she broke the kiss, grinning gently, she let her hand trail from his, pressingly lightly to his chest, their eyes locked, his half-lidded, cheeks blushed, a few red lipstick marks on his lips as she smirked playfully, her hand working down to his stomach and then lower still.

He blushed in embarrassment as her hand slid into the front of his trousers, her hand finding his cock, fingers brushing lightly against it.

She blinked, hesitating, "No way..." she said, eyes wide and his blush deepened, his gaze looking away from hers, embarrassed.

Keen to see what she had felt Shannon dropped to her knees his hands resting now on the shelf to his back, her fingers running up his legs and thighs, to undo the clasp of his jeans, her thumbs hooking under booth the denim of his jeans and the softer fabric of his briefs.

She slid them down and gasped as his cock was revealed, the boy looking away as she raised her hands back towards it.

He bit his lip as he felt her, fingers delicate, tracing over the warm skin of his cock.

She lifted the soft cock in her hand, her fingers laced around it, it was the biggest cock she had seen, she lifted it in her hand, stroking it deftly as he let out a soft appreciative gasp.

"Fuck Cody, you're absolutely hung!" she said, biting her lip as she looked up at him, wonder in her eyes.

He blushed and looked back at her, "I-I know, I'm sorry..."

She tilted her head, bemused as she slowly stroked it, feeling it swell, it was already half hard, she realised, likely from their kissing, "Sorry? Sorry for what?"

"It's... It's too big, it gets in the way and it's so difficult to hide!" he whined, though as soon as he was finished another moan escaped his lips.

"Hide? Why would you want to hide this! Gods you probably have the biggest cock in your friend's circle. You could have any girl you want!" She smirked and hefted the hardening shaft, taking a look at his balls, heavy and full, smooth and hairless.

"I-I know but..." his words trailed off, his blush deepening as they looked at each other.

"...But you don't think you want girls, right? You're gay?" she asked.

"W-well... N-not exactly. I'm... I'm not sure what I am... I-"

"Do you think I'm hot?" she asked, interrupting him. He nodded, "Then stop worrying so much. The whole point of this that you get to explore without worrying. So quit worrying... And get ready to take that picture."

She smirked and as he opened his mouth to protest, she parted her own red lips and took the almost hard length of his cock into the warmth of her mouth, swirling her tongue around the silky tip, letting him feel the odd texture of her spongy tongue and its metal stud as her lips stretched to encompass his impressive girth.

He moaned and leaned further back against the stall, his eyes rolling back as they closed, the sensation of her skilled lips around his cock a wonderful sensation.

She was about to remind him that she was just doing this so he could take a picture, but in all of her years of being a top, she'd never found someone she actually wanted to blow, at least until now.

She started to roll her lips up and down the length of his cock, sucking and letting her tongue roll around his length, one hand on the base of his cock, gripping it as she worked what she could into the heat of her mouth, the boy letting out increasingly loud gasps and moans, each noise coming out with an increasingly feminine noise.

It was an odd sensation for her, despite their intentions of the evening being one of discovery for Cody, at the time Shannon was simply reveling in the new sensations, his heavy hot cock, both soft and hard filling her mouth, the odd taste and texture as it slid between her lips and over her active tongue, the wet noises that her sucking elicited, the way it urged against her throat, as if wanting more, though she was unsure if she could take such a monster.

Freeing it briefly from her lips she lifted it, her fingers wrapped around the girth of his hard cock stroking the wet length as she leaned up under it to plant soft little kisses against his balls, causing Cody to shiver softly.

She licked the heavy orbs, weighing them on her tongue before she returned his ruby tip to her ruby lips, sucking, pleasuring, making him pant and writhe.

With her spare hand she pulled the already low v of her crop top down and to the sides, hooking the elastic fabric under the swell of each breast, each rounded orb tipped with a studded nipple.

She squeezed a breast with one hand, idly playing with one of the studs as he looked down at her, admiring the view, he still, she noticed, didn't have his phone up, whether he was just too lost to new pleasures or was stalling for time she didn't know and didn't much care.

She looked up at him, their eyes meeting as, with her breasts out, one hand resting on his thigh and the other cupping his heavy balls, cradling them, she prepared to finish him off.

She closed her eyes and did her best to relax her throat, shifting the position of her shoulders she leaned in, feeling the wet girth of his weighty cock press across her tongue, depressing it as she left the thick tip of his shaft bump against her throat, steeling herself she pushed forward still.

Cody gasped, arching his back as he watched her sink deeper onto his cock, the sensations coursing through him intensely as the busty shemale went down on him, deep throating his shaft.

She continued until his meat was fully sheathed in her mouth and throat, her neck visibly bulging as she struggled not to gag, her lips leaving a faint O of lipstick around the root of his cock, his soft pubic mound pressed to her nose, his balls against her chin.

Slowly she began with withdrawing, bobbing her head along the entire length of her shaft, his cock slick and shining with her spit, her eyes closed, he swallows and finally, with shaking hands, picked up his phone.

Shannon was focused entirely on not gagging as she pushed her shoulder forward and backwards, her mouth and throat full of pre and spit which she swallowed as she rolled her lips up and down his length, pausing occasionally to save herself from choking.

After a few minutes his gasps and moans began to intensify, his hips moving slowly in time with her movements, opening her eyes she looked up at him and instead of seeing the boys gorgeous eyes, she saw the lens of his camera phone pointed at her, she continued to move, looking at the lens and after a few moments she realised he probably wasn't taking pictures, by the placement of his fingers, he was likely videoing her.



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