Working 'Girl' ( 1 )


Blowjob, Boy, Fantasy, Gay, Transvestite, Young
Brian sat impatiently on the ballpark bench, fidgeting in prediction 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 fingers along the signature red watchstrap over his pass on wrist, which let men in the field know he was 'working'. His pinna perked up when he heard some randomness off in the distance, a gentle rustling in the bushes. Brian smiled slightly, knowing someone else must be doing just what he was about to do now.



He thought about that video game he wanted, the one all the other fry at schoolhouse were talking about. But at 14, he was too young to cause a job, and too old to convince his parents to buy things for him anymore. more than chores and the vista of getting an actual job was n't exactly palatable to him, so he went browsing on the internet for a honorable way to make money. After finding some questionable web sites with some not-so-mainstream proposition, he decided that this was the salutary way for him to pee a quick sawhorse. The fact that it excited him so much definitely helped.



Looking down and running his eyes over his fluid petite torso, he double checked himself to progress to for sure his outfit was in order. He lifted his butt and adjusted the short black pleated skirt hitched tightly to his waist, which barely concealed the small red G-string that clung tightly to his smooth out boy parts and wedged right between his firm hind end brass. The fabric felt amazing against his skin, as did the light zephyr across his flabby, freshly-shaven legs. The calamitous blackguard strapped to his pes were slightly uncomfortable and hard to walk in, but they looked cracking on him.



As his eyes adjusted to the night and moved back up above his waist, he could n't help but run his hands up his insipid, exposed tummy. The mingy tap spaghetti-strap top he had 'borrowed'from his sister was just small enough that it showed his midriff when he sat up or moved at all. It hugged the black padded bra underneath, carefully stuffed with tissues to give him a rebuff bust. Cupping his fake chest in his hands, Brian let out a flaccid moan. He knew the pervy men that frequented this area would like it as much as he did.



Flicking his tongue across his lips, he tasted the bright, fruity pink lip gloss smeared over his pouty lip. He went tardily on the constitution, trying not to expect too trashy, instead shooting for a more naturally feminine face. Brian 's own lenient lineament, which were often the target of school bullies, tonight would mould to his reward. Just some light mascara to accent his eyes and the lip gloss was all it took to bring out those alluring features.



Just as he finished taking himself in for the third fourth dimension tonight, he heard some light footsteps coming down the path toward his work bench. He quickly adjusted himself, crossing his legs and trying to appear casual for fear of someone normal coming this way. His warmheartedness fluttered as an aged man came into thought, clearly jittery and skittish. Brian 's marrow began pounding in his chest, both from unquiet anticipation and strange fervor. He turned and smiled softly at the man, whose darkened silhouette was coming into opinion.



The man bit his humble lip and swallowed hard, his eyes clearly roaming over the young cyprian before him. With a final exam hint, he sat down adjacent to Brian, averting his centre. Brian followed his every movement, turning slightly to his voltage customer of the Nox to demo off a little more. He waited patiently for a min, 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 closer, keeping his voice low so as not to vocalise too boyish.



'' Hiya, Mr. '' A soft moan escaped the older man 's sassing, clearly turned on by the boilersuit package. His eyes moved to the red bracelet around Brian 's thin out radiocarpal joint, reaching out tentatively to rub his ovolo over it. He glanced around cautiously before leaning in and practically whispering `` Are ... are you.. working ? ``



Brian let out a indulgent girlish giggle, placing his minuscule hand on the man 's second joint. He practically jumped from the tinge, a bulge growing across the front of his pant. `` I sure am, '' was Brian 's uncomplicated reply.



The man visibly swallowed hard and spread his articulatio genus a minuscule, no longer making any endeavour to obliterate his excitement. His vauntingly hand rested over Brian 's smaller girly one, and he leaned in finish, his breath smelling of alcohol. `` Um.. I 've never done this before. ``



Brian 's mitt squeezed his customer 's second joint softly, slowly tracing humble circles along it with his fingertips, trying to encourage the man 's assurance in his decision. `` That 's ok. I 'm very discreet, '' Brian cooed.



His eyes seeming to light up, the stranger smiled and took a bass breath. He seemed to pen 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 rain buckets on the marketing, Brian shifted his stead so he had one leg tucked under his laughingstock and was completely facing the man. He leaned in very close, pressing his tramp chest against the stranger 's arm and pushing his hand between the man 's thighs, cupping his protrusion. His vocalism was low, but he made no effort to enshroud his own upheaval. `` I 'll suck your rooster for a one C bucks, daddy. ``



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



Brian did his secure to stand up without creating a collapsible shelter under his doll, his own excitement straining the fabric of the panties underneath it. He held his new friend 's manus as he stood, and soon felt a entitle tug as it was used to support the heavy man that stood following to him. He, however, made no such try to veil his bulge, the thick member outlined clearly through his knickers. Gripping his hand, Brian led him along like a lost dog. He pushed directly into the shrub behind the bench, leading the man a short distance to a very little, privy spot among the foliage.



There was very little light source, and the exclusively phone was a diffused breeze rustling through the ramification above. Brian turned swiftly and smiled up at his new customer, reaching out to cup his deal over the bulge in his pants. He watched anxiously as the stranger reached again into his wallet and extracted a exclusive $ 100 bill. He held it up in his helping hand, appearing to meditate for a second. His center ran over the shortstop dame around Brian 's pelvic girdle, and he blushed before blurting out softly `` Now.. you are a boy ... are n't you ? ``



A small smiling crept across Brian 's lips at the interrogative sentence. He lifted his skirt, flashing his own computer software neatly tucked into the thong. The head was already peeking out, so Brian made no relocation to cover it. Instead, he reached down and pushed the small trilateral of fabric down to let his boyhood bounce out, exposing himself to the man. It was only 6 '' long with a humble set of freshly-shaved balls, but its fat head and smooth texture complimented the womanly look nicely. The stranger groaned in approval, quickly handing the crossdressed boy his money.



Quickly taking the bank bill and stuffing it into his bra, Brian calmly slipped to his genu and reached up to iron out his workforce against the man 's drawers. He wasted no time and began undoing them, not wanting to stay out any longer than he had to ; his parents could notice at any minute that he was missing. As he unzipped the knickers before him, a twain of bluing bagger with a detectable wet blot across the front end came into view. Pulling the stranger 's gasp down just enough for access, he next tugged down the disconsolate boxers and smiled as an average-looking cock give out. Brian estimated it to be just a bit farsighted than his own, but pleasantly thick and with a long vein running along its length. The circumcised point was smeared with shiny, sticky precum, with a drivel of it already flowing from the very tip.



The boy smiled up at the man and licked his sass, sliding a hand up and wrapping his finger's breadth around the shaft. `` Nice tool, daddy '' Brian cooed, gently squeezing the thick manhood in his bridge player. The man simply grunted in reply, his eyes locked on the kneeling crossdresser. Brian started to stroke it slowly, thankful that it was a manageable size of it ; yet he secretly lusted for a prominent one, thrilled at the dirty thoughts running through his own chief. But this one would stimulate to do, money was money after all.



Without hesitation, Brian leaned in and eagerly took the dick into his sass. Clamping his lips just under the ring under the head, he then swirled his tongue over the head. The man let out a moan of pleasure, and his cock responded by swelling and releasing a firm menstruum of precum over the warm clapper that enveloped it. The precum was so mellisonant that Brian took a irregular to work the tip clean before pushing down an inch, starting to bob up and down on the man 's shaft. His brim wrapped tightly around the shot, and he sucked gently each time he pulled back toward the headland. In no time the man was moaning and whimpering ecstatically above him, resting a guiding hired hand on the boy 's head.



pickings more than and more of the delicious cock into his rima oris, Brian soon felt the head word thumping against the back of his throat. Fingers curled in his hair and tugged gently, urging him to go deeper. He acquiesced and pushed down further, wincing and swallowing to leave the head to pop into his throat. The relaxation of the meaty hawkshaw slipped right into his mouth, testis now resting on his chin. He swallowed unvoiced and resisted the urge to gag, glancing up at the owner of the cock buried in his mouth.



The man was glaring down at him, his center starting to glaze over in lust. His voice was soft but strained. `` holy place tinker's damn ... suck that cock, you little hussy, '' he encouraged, rocking his hips forward to thrust slightly into Brian 's mouth in regular recurrence with the boy 's bobbing. Brian 's centre started to water supply as he looked up at the man, working along his length with his mouth and pharynx. He slipped a bridge player under the balls that bounced off his chin and cupped them gently, gagging slightly as his pharynx was used strictly for his partner 's pleasure.



Spit began to dribble down Brian 's chin and coat the ball that smacked against them. He could see the man standing above him panting and grunting harder, but his pace only seemed to quicken. `` You like pa 's big cock, lilliputian boy ? '' The dirty public lecture coming from this seemingly shy man was driving the new cocksucker wild. His own erection leaked precum all the way down his shot, making it shimmer in the dim lighting. Brian resisted the urge to tinct himself and focused on pleasuring his client instead.



As the teen teased his new Daddy with his hand and mouthpiece, he was greeted by a hard thrust into his sass. He gagged hard, breathing hard through his olfactory organ as the nous was just as quickly tugged from his throat. His fingers curled behind the man 's Ball, pressing on the dapple just behind his poke. He hummed softly over the head as it dragged across his tongue, Thomas More sweet precum coating it and mixing with his own spit. His spit flicked across the very tip, causing a sharp grunt to unloose from the man 's lip. The cock was pulled from his sass, leaving his painted sass with an audible 'pop'.



'' Tell daddy how old you are, little fornicatress. '' The dirty man stood over him, panting and grunting as he furiously pumped his slick shaft in his hand. Brian smiled up at him and spread his knees wider, giving the man a good look at the cock between his smooth leg, as if to confirm once again that he really was a boy.



I 'm only 14, daddy, '' Brian eked out in the most womanly voice he could come up. No Oklahoman had he spoken those whole kit and caboodle and opened his mouth that Daddy began to buck and grunt. His thick prick throbbed and erupted long spurts of white gooey cum all over the boy 's boldness. He quickly shut his centre, feeling the thick fluid domain all over his side and joystick to his hide. Some of it landed in his mouth and over his tongue, more dribbling down his chin.



Brian opened one eye and glanced up just as the man was working the last-place cliff of cum over his perky fake bureau, getting spots of cum onto his top and chest. The worn out alien panted and almost fell backwards as his knee buckled. He reached for a nearby tree to stabilise himself, struggling not to strike over in post-coital bliss and exhaustion. He managed a weakened smile down at the cum-covered adolescent, looking over his work.



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



Brian simply nodded and tried to titter girlishly, flicking his tongue across his sassing to lick them sportsmanlike. The man let out another easygoing moan, seeming to crimson as he realized what a colly affair he had just done. He reached for his pocketbook and produced a $ 20 handbill, then quickly pushed it into Brian 's bra right next to the first, being deliberate not to touch 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 bushes and into the night. Just as the man was out of spate, Brian reached between his fluent thighs and furiously stroked his own throbbing cock. He cupped one of his lard bosom in his other hand, feeling fall of cum against his fingers. He whimpered softly, feeling his balls tighten as his whole body ached for release.



His knees spread wide, back arching and psyche tilting back as his smooth youth cock released, sending thick foresightful ropes of cum flying out. It landed in thin current across the grass, the last of it leaking out over his fingers, panties, and skirt. The belittled stain was quite a muss with a intermixture of his and the customer 's cum.



As the adrenaline spate of the encounter washed away, Brian began tucking himself back into the confining pantie and attempting to polish out his sticky turnout. He licked his fingers clean of his own remnants 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 spend it .
Sign-in {% trans 'to add this to Watch Later list' %}
{% trans 'Sign-in' %} to perform this action