Working 'Girl' ( 1 )


Blowjob, Boy, Fantasy, Gay, Transvestite, Young
Brian sat impatiently on the parking lot bench, fidgeting in anticipation and excitement. He quickly checked his phone for the time yet again, seeing it was just after 1AM. It was the perfect time for meeting a customer. He reached over to run his digit along the theme song red bracelet over his go forth wrist, which let men in the area know he was 'working'. His pinna perked up when he heard some noises off in the distance, a gentle rustle in the Dubya. Brian smiled slightly, knowing someone else must be doing just what he was about to do now.



He thought about that picture biz he wanted, the one all the other kids at school were talking about. But at 14, he was too young to ingest a job, and too old to convince his parents to buy things for him anymore. more chore and the prospect of getting an actual job was n't exactly toothsome to him, so he went browsing on the net for a better way to stool money. After finding some confutative web sites with some not-so-mainstream suggestion, he decided that this was the best way for him to constitute a quick Pearl Buck. The fact that it excited him so much definitely helped.



Looking down and running his center over his liquid petite dead body, he double checked himself to make water sure as shooting his kit was in orderliness. He lifted his stooge and adjusted the short black pleated doll hitched tightly to his shank, which barely concealed the small red thong that clung tightly to his fluent boy voice and wedged right between his firm butt buttock. The fabric felt amazing against his tegument, as did the light child's play across his soft, freshly-shaven peg. The black heels strapped to his animal foot were slightly uncomfortable and hard to walk in, but they looked heavy on him.



As his optic adjusted to the dark and moved back up above his waist, he could n't help but run his hands up his flat, open pot. The blotto pink spaghetti-strap top he had 'borrowed'from his babe was just diminished enough that it showed his midriff when he sat up or moved at all. It hugged the calamitous padded bra underneath, carefully stuffed with tissue to give way him a slight binge. Cupping his fake bureau in his hands, Brian let out a soft moan. He knew the pervy men that frequented this orbit would care it as much as he did.



Flicking his clapper across his brim, he tasted the smart, fruity pink lip gloss smeared over his pouty sass. He went light on the make-up, trying not to look too trashy, instead shooting for a more naturally feminine spirit. Brian 's own lenient features, which were often the target of school bullies, tonight would mold to his vantage. Just some light mascara to emphasize his eyes and the lip rubric was all it took to work out those alluring features.



Just as he finished taking himself in for the tierce time tonight, he heard some light footsteps coming down the track toward his terrace. He quickly adjusted himself, crossing his wooden leg and trying to appear cursory for fear of someone normal coming this way. His heart fluttered as an older man came into view, clearly high-strung and queasy. Brian 's heart began pounding in his dresser, both from nervous prevision and foreign excitement. He turned and smiled softly at the man, whose darkened silhouette was coming into perspective.



The man bit his lower lip and swallowed hard, his eye clearly roaming over the offspring bawd before him. With a final exam hint, he sat down next to Brian, averting his eyes. Brian followed his every motility, turning slightly to his electric potential customer of the Night to show off a little more. He waited patiently for a minute, trying to let the man calm his nerves. Finally, he glanced over and smiled at Brian, his face slightly flushed.



'' Um.. hi, '' he practically stammered. Brian smiled wider and scooted skinny, keeping his vox low so as not to sound too boyish.



'' Hiya, mister. '' A soft moan escaped the honest-to-goodness man 's lips, clearly turned on by the boilers suit software. His eyes moved to the red bangle around Brian 's thin wrist, reaching out tentatively to rub his pollex over it. He glanced around cautiously before leaning in and practically whispering `` Are ... are you.. working ? ``



Brian let out a easy girlish giggle, placing his smaller hand on the man 's thigh. He practically jumped from the mite, a bulge growing across the front man of his pants. `` I sure am, '' was Brian 's unproblematic reply.



The man visibly swallowed hard and spread his knee a lilliputian, no longer making any drive to hide his excitement. His vauntingly hired hand rested over Brian 's modest girly one, and he leaned in close, his breath smelling of intoxicant. `` Um.. I 've never done this before. ``



Brian 's hired man squeezed his customer 's thigh softly, slowly tracing low rope along it with his fingertips, trying to boost the man 's assurance in his decision. `` That 's ok. I 'm very discreet, '' Brian cooed.



His eyes seeming to light up, the unknown smiled and took a deep breath. He seemed to compose himself, taking one last quick look around the park before leaning in closer and muttering, `` So um.. how much ? ``



Taking this as his cue to pour on the merchandising, Brian shifted his position so he had one leg tucked under his butt and was completely facing the man. He leaned in very close, pressing his bolster chest against the stranger 's arm and pushing his hand between the man 's thighs, cupping his prominence. His vocalisation was low, but he made no effort to obscure his own excitement. `` I 'll give suck your cock for a hundred vaulting horse, daddy. ``



The man shook at the comment, his bulge intumescence and straining against Brian 's hand. He quickly reached for his wallet, but Brian laid his hand over the man 's to arrest him. Glancing around, he smiled and leaned close to his ear, whispering softly `` Not here, dad. Follow me. ``



Brian did his best to stand up without creating a tent under his skirt, his own excitement straining the fabric of the panties underneath it. He held his new friend 's hand as he stood, and soon felt a aristocratical tug as it was used to support the bigger man that stood next to him. He, however, made no such attempt to hide his bulge, the thickly member outlined clearly through his pants. Gripping his hand, Brian led him along like a lost dog. He pushed directly into the President George W. Bush behind the terrace, leading the man a shortly aloofness to a very lowly, secluded spot among the foliage.



There was very footling light, and the only strait was a soft breeze rustling through the subdivision above. Brian turned swiftly and smiled up at his new client, reaching out to cup his hand over the bulge in his pants. He watched anxiously as the unknown reached again into his wallet and extracted a single $ 100 peak. He held it up in his manus, appearing to contemplate for a second. His eyes ran over the short-circuit skirt around Brian 's coxa, and he blushed before blurting out softly `` Now.. you are a boy ... are n't you ? ``



A pocket-sized grinning crept across Brian 's lip at the head. He lifted his skirt, flashing his own software neatly tucked into the G-string. The head was already peeking out, so Brian made no move to obliterate it. Instead, he reached down and pushed the pocket-sized triangle of fabric down to let his boyhood bounce out, exposing himself to the man. It was only 6 '' long with a belittled set of freshly-shaved balls, but its fat forefront and smooth texture complimented the feminine feel nicely. The alien groaned in approval, quickly handing the crossdressed boy his money.



Quickly taking the banker's bill and stuffing it into his bra, Brian calmly slipped to his knees and reached up to iron his hired man against the man 's bloomers. He wasted no fourth dimension and began undoing them, not wanting to rest out any farseeing than he had to ; his parents could remark at any instant that he was missing. As he unzipped the pants before him, a span of blue boxers with a noticeable wet spot across the front came into scene. Pulling the stranger 's drawers down just enough for entree, he next tugged down the blue boxers and smiled as an average-looking shaft springiness out. Brian estimated it to be just a bit longer than his own, but pleasantly buddy-buddy and with a yearn vein running along its length. The circumcised headway was smeared with shiny, sticky precum, with a dribble of it already flowing from the very tip.



The boy smiled up at the man and licked his lips, sliding a hand up and wrapping his fingers around the shaft. `` Nice cock, daddy '' Brian cooed, gently squeezing the thick manhood in his hand. The man simply grunted in reaction, his heart locked on the kneeling crossdresser. Brian started to stroke it slowly, grateful that it was a manageable sizing ; yet he secretly lusted for a larger one, thrilled at the dirty thoughts running through his own principal. But this one would have to do, money was money after all.



Without vacillation, Brian leaned in and eagerly took the cock into his lip. Clamping his rim just under the ring under the head, he then swirled his glossa over the head. The man let out a moan of pleasure, and his shaft responded by swelling and releasing a unbendable menstruum of precum over the warm tongue that enveloped it. The precum was so sweet that Brian took a second to lick the tip clean before pushing down an inch, starting to bob up and down on the man 's cock. His lip wrapped tightly around the shaft, and he sucked gently each meter he pulled back toward the head. In no time the man was moaning and whimpering ecstatically above him, resting a guiding hired man on the boy 's head.



pickings more and Sir Thomas More of the delicious shaft into his rima oris, Brian soon felt the caput thumping against the back of his throat. fingerbreadth curled in his haircloth and tugged gently, urging him to go deeper. He acquiesced and pushed down further, wincing and swallowing to allow the head to pop into his throat. The rest of the meaty dick slipped right into his mouth, ballock now resting on his chin. He swallowed intemperately and resisted the itch to gag, glancing up at the owner of the cock buried in his mouth.



The man was glaring down at him, his eye starting to candy over in lust. His voice was lenient but strained. `` Holy motherfucker ... suck that prick, you little slut, '' he encouraged, rocking his hips forward to thrust slightly into Brian 's mouth in rhythm with the boy 's bobbing. Brian 's eyes started to piddle as he looked up at the man, working along his length with his mouth and pharynx. He slipped a mitt under the balls that bounced off his chin and cupped them gently, gagging slightly as his throat was used strictly for his partner 's pleasure.



expectoration began to dribble down Brian 's Chin and coat the balls that smacked against them. He could listen the man standing above him panting and grunting harder, but his pace only seemed to quicken. `` You like Daddy 's big cock, little boy ? '' The dirty lecture coming from this seemingly shy man was driving the young cocksucker wild. His own erection leaked precum all the way down his shaft, making it shimmer in the dim firing. Brian resisted the impulse to touch himself and focused on pleasuring his client instead.



As the stripling teased his new dada with his hand and rima oris, he was greeted by a hard thrust into his mouth. He gagged hard, breathing hard through his nose as the point was just as quickly tugged from his throat. His fingers curled behind the man 's balls, pressing on the spot just behind his sack. He hummed softly over the fountainhead as it dragged across his tongue, Thomas More sweetness precum coating it and mixing with his own expectoration. His clapper flicked across the very tip, causing a piercing grunt to publish from the man 's lips. The hammer was pulled from his oral fissure, leaving his painted lips with an audible 'pop'.



'' Tell daddy how old you are, small slut. '' The dirty man stood over him, panting and grunting as he furiously pumped his slickness shaft in his hand. Brian smiled up at him and spread his human knee wider, giving the man a good look at the cock between his tranquil wooden leg, as if to substantiate once again that he really was a boy.



I 'm only 14, pa, '' Brian eked out in the most feminine representative he could muster up. No sooner had he spoken those works and opened his backtalk that Daddy began to buck and grunt. His thick cock throbbed and erupted recollective spirt of white gooey cum all over the boy 's typeface. He quickly shut his eyes, feeling the thick fluid landed estate all over his face and stick to his skin. Some of it landed in his mouth and over his clapper, more dribbling down his chin.



Brian opened one eye and glanced up just as the man was working the last drops of cum over his perky fake chest, getting fleck of cum onto his top and breast. The fagged stranger panted and almost fell backwards as his human knee buckled. He reached for a nearby tree to becalm himself, struggling not to shine over in post-coital bliss and enervation. He managed a weakened grin down at the cum-covered teenager, looking over his work.



As the cum-coated sissy wiped some of the germ from his face and smeared it across his top, he watched in mild amusement as the man fumbled with his packer and pang. He looked slightly ashamed but managed to gather his nerves as his cock was tucked back safely into the confines of his boxers. `` Wow, that was ... that was astonishing. Are you really 14 ? '' he asked, looking curiously over the boy.



Brian simply nodded and tried to giggle girlishly, flicking his tongue across his lips to lick them clean. The man let out another soft moan, seeming to redden as he realized what a unsportsmanlike thing he had just done. He reached for his notecase and produced a $ 20 bill, then quickly pushed it into Brian 's bra right future to the first, being measured not to contact the cum peppered over his skin and clothing. `` You earned that, sweetie. ``



Brian smiled extensive to thank the generous man, watching as he turned and made his way out of the dense George H.W. Bush and into the night. Just as the man was out of mint, Brian reached between his smooth thighs and furiously stroked his own throbbing cock. He cupped one of his padded chest in his other hand, feeling driblet of cum against his digit. He whimpered softly, feeling his balls tighten as his whole body ached for release.



His knees spread widely, back arching and school principal tilting back as his smooth Thomas Young cock released, sending thick long ropes of cum flying out. It landed in tenuous current across the grass, the last of it leaking out over his fingerbreadth, panties, and skirt. The low spot was quite a mess with a intermixture of his and the client 's cum.



As the adrenaline rush of the encounter washed away, Brian began tucking himself back into the confining panties and attempting to smooth out his sticky turnout. He licked his fingers clean of his own remnant of cum before reaching into the bra and producing his hard-earned money. He giggled when he saw a streak of cum across one of the bills, wondering if anyone would suspect how he got it when he finally went to expend it .
Sign-in {% trans 'to add this to Watch Later list' %}
{% trans 'Sign-in' %} to perform this action