HOW ROBERT BECAME SISSY ROBERTA ( Hottest Crossdre free porn video
Long before Robert L. even reached puberty, the seeds of his impending Sexuality were deeply implanted with strong personality molding roots. This by his single parent mother Bee, whose only real wish in life had been to give birth to and to raise a cute little cuddily sweet girl.
So while all of the other boys in his small rural country town grew up playing army, sports or flirting with many of the interested and suddenly budding young girls, a poor and very sheltered Robert was made to spend nearly all of his waking hours either attending school or back home indoors tying to carry out all of his mother strict and stern housework demands.
It was shortly after his twice a week required jr. high physical education classes had started, when Robert acquired the nickname Sissy. Yes not only for his almost effemine body mannorisms in the school gym or outside athletic field sports, but also during the always to follow required showers which poor Robert deeply and quicky came to hate and dread!
Yes raised in total innocent modesty by Momma Bee, Robert felt so strange and different by this sudden open class nudity those last 12 minutes of each and every Phys. Ed. session. Being only one of two boys back then whose body had yet to begin sprouting and growing any pubic hair, he felt so out of place and so very inferior as many of them began to attach other equally damaging nicknames toward him as well.
While certainy being well enough endowed for his age, many boys soon were openly addressing him as either Bald Balls or Scrotum Sissy! Nick names that not only stuck, but were spread around the rest of the school as well! So by the time Robert reached high school age, he had become a social outcast with many completely attached false circulated rumors that he was a latent homosexual! By then he too also had grown a full deep bush of black pubic hair on his pee pee (as his mother Bee had referred to it during his ealier years of growing up) !
Like millions of other young males, that ever changing Pee Pee of Roberts seemed to have developed a mind all of its own. This seemed to suddenly just happen one day without any good reason behind it while putting on one of the many dresses mother Bee made performing her full time Seemstress Duties which supported them both of them in a middle class income fashion. Yes for years he had innocently modeled moms womans dresses and outfits she expertly created with her gifted talents. Now a perfect womans size six, his five foot six slender 134 pound frame that was clearly outlined in Momma Bee's full length dressing room mirror, sent such confusing new strong messeages straight to his fully hidden pee pee beneath the high hem line of that soft pink velvet cocktail party dress mom was just compleing for Mrs. Tomkins 25th wedding anniversary party.
Somehow between the sudden sight of his long well tapered legs that Mother Bee demanded he always keep smooth and freshly shaved, and the two new rounded foam pads that fully filled out the bustline just below its low cut white ruffled front, Robert felt his very first ever pangs of sexual excitement quickly creeping into his hidden loins.
While he didn't want this to happen to him, he found himself helpless to stop it as he saw himself in a whole new light for the very first time. Yes not as a boy, but rather as a boy bearing such a striking resemblence to a girl from the neck down. Perhaps it was the sight of those big rounded new soft foam titties that sent the strongest shock waves to his newly awakened brain? Or how well roundeed and truly feminine his petitte frame had seemed to become? In any event, he was so glad when that strange modeling session had thankfully ended without Ma Bee ever noticing the bulge caused by his naughty boner! Yes althought many hours had come to pass, those same new feelings again took over his mind as beneath the safety of his summer bed sheet after bedtime, his curious right hand touched his again fully hard pee pee in search of some physical answers?
Oh how sensitive and wonderful his exploring fingers made it feel as Robert found himself unable to cease these new strong powerful driving Sexual urges! For nearly fifteen wonderful quite intense to him minutes, he fondled, explored and touched it all over while receiving the most intense and pleasing physical sensations he had ever known.
Then without any warning, it suddenly began to wildly throb as millions of pins and needles sparks took it completely over as he felt sudden wetness filling the front of his white bvd briefs. Yes Roberts first come was triggered by both his naughty mental thoughs about being girly dressed as well as the physical finger friction near the top of his cockhead! He was glad and releived a bit later in the bathroom after washing it off and seeing it return to its normal soft state without any apparent harm being caused.
So thus began Roberts nightly bedtime adventures of secret wonderful new Masturbations with his first ever best new secret friend and playmate. Yes Robert had instantly fallen deeply in love with his Cock, a term he had heard used many times by some of his brash bragging male classmates.
Not wanting Ma Bee to ever discover such naughty reactions to her fem attire, Robert bought himself a second secret jock strap to hopefully contain his uncontrolable arousals during his two to three times a week modeling sessions. Oh how he loved when Ma Bee's dresses, skirts or outfits showed lots of low cleavage or exposed leg. Yes silk, chiffon or even taffeta felt so soft and exciteidly wonderful touching his skin. Many times he would go into the bathroom to change after Ma Bee finished her final alterations, only to lift up a dress or skirt front and jerk himself off while standing over the front of the toilet.
It was some two years later just after reaching legal adult age in his state and while searching in the outside trash bin for the lost misplaced kitchen sink soap dish, that Robert spotted that well worn and slightly ripped pair of rilly lavendar panties Ma Bee had quite carefully discarded.
Instantly Robert experienced such a sudden sexual thrill even stronger than ever before. How eroitc and stimulating he found their sudden sight that he secretly stuffed them down the front of his jeans and out of clear sight. Their direct softness against his burning Cock instantly had it rock hard in deep lustful arousal! Yes while he made supper and then did all the dishes as taught by Ma Bee, his panty clad boner throbbed for attention as he did his best to try and act normal in front of Ma Bee.
Saying he has a long essay to finish for his Junior English Class homework assignment, then 17 and 1/2 year old Robert L. retired to the safety of his upstairs bedroom to begin yet another new journey of discovery into his true emerging Female side!
Yes while skirts, dresses and those rounded big flasies had filled him with overpowering desires and feelings, Robert discovered that womans silky, soft and smooth lingerie was even a far greater turn on for him. Becoming instantly addicted as he slipped into them, just like his very first ejaculation of a few years earlier, Robert shot off wildly in them as he gently rubbed the full bulge of their outsides which tightly contained his imprisoned pasionite teen prick.
Soon unable to contain his now daily on fire with sexual desire cravings, Robert snuck $85 out of his college savings account to purchase two different colored sets of sexy french style panty and matching french style bra outfits while also buying himself a while silk garter belt as well as two pairs of jet b;acl womans thigh high silk nylon stockings.
Yes in early May of 1998 just about a month before completing his junior year of high school, Robert L chose a new secret name for himself he would use whenever he secretly Cross Dressed. How he Loved and cherished it when becoming Roberta safely behind his closed and locked bedroom door.
How erotic he always found the sight of his now just over 7 inch fully developed cock tighly encased in such soft soothing sexy lace or silk. It was the last full week of school final exams, that Robert wore his three week old pink panties to school under his jock strap. Oh how wick**ly excited her felt that day taking his secret bedroom cross dressing act out in public for the very first time ever! Having to pee, like always he used one of the boys room toilet stalls instead of the not so private front row line of urnals!
God had there been more time between classes, he would have even dared to jerk himself off behind the locked stall room door. It also happened that very day, his histroy teacher Mr. Perkins asked Robert if he would help him correct many of the multiple choice History tests from three of his Senior Classes.
Given a numbered master sheet containing the answers, the two of them finished almost together less than a hour later. It was raining heavily out as Mr. Perkins started up his older chevy and had to run the front defroster fan as well as the back window defogger to clear up the clouded windows. Yes with three full years of teaching History at Valley High behind him , Mr. Perkins would soon be moving to Montana to take on a new better paying teachers assignment.
Yes three full years that at times were so frustating to this 37 year old teacher who was most secretly Bi-Sexual. Yes from the very first moment he had laid his eyes on Robert some two years before, Mr. Perkins had felt such deep rooted desires to find out if as so strongly rumored to be, Robert was indeed gay and perhaps even avilable for the taking? Now with Robert well passed the legal state age of sexual consent, Mr. Perkins only concern was maintaining complete secrecy should he ever get lucky enough to allowd anything happen?
Yes since his much ealier gym class experiences of some years before, Robert had long ago shed his inferrior feelings toward lockroom nudity and had even come to enjoy all of those seemidly innocent nudity showers.
Almost always, he was one of the first to claim his own back showerhead and used fairly cold water to surpress and quell any chances of getting a detectable to others hard on. It was a twice a week game of quick undetected peeks and fast distant cock glimses that Robert had come to greatly enjoy. Just like when he loved to get naked and watch himself cross dress and become a hard Roberta in his full bedroom mirror, the sights of other boys hanging cocks also had come to excite Robert in a strange almost scarey forbidden kind of way.
So as they sat and waited together for the foggy windows to clear up, Mr. Perkins inner left pant leg, was clearly showing the full unmistakable outline of his neary nine inch long and quite thick stiff throbbing prick!
So a few short minutes later as he pulled out onto the towns main back country hi-way, Mr. Perkins casually and most innocently mentioned to Robert that he should have taken a leak before leaving school. Then giggled as he told Robert he had to go to so bad, that he had a big piss hard- on just like sometimes waking up to in the morning !
Just as he hoped for, Roberts instant reaction was to look over right in the direction of Mr. Perkins lap. While only intending an innocent quick peek, the sudden fully outlined sight of Mr. Perkins massive long thick prick held Roberts gaze for far longer than intended or normal.
Instantly within his jock clad pink panies, came the sudden warmth of sexual awakening! Yes more than once in recent years, Robert or Roberta had given deep thought to homosexual feelings. In fact only when dressed as Roberta, had she played with her clitty cock while fantasizing about a cock other than her own to perhaps touch and maybe even play with?
So some six plus miles away from Valley High School, Mr Perkins turned his older chevy onto a side back dirt country road. Perhaps a full minute of slow driving passed before he took a secondary narrow remote logging road to its very end. With the early June thunder storm now finally over with, Mr. Perkins lowered all four power windows before slipping his keys out of the ignition. Telling Robert he couldnt wait another minute to piss, he quickly got out with his car keys in his hand! But instead of doing his seemidly innocent to Robert act of emptying his blatter, instead Mr. Perkins walked around the front of his car and stopped well out on Roberts side of it facing toward its back. Unzipping his fly, he looked off into the woods beyond the car while freeing his fully aroused quite large cock to fully expose himself to Robert!
Yes since Mr. Perkins carefully planted remark about having a piss beginning ard on, Roberts mind also had focused on Sex. Its suddenly unexpected sight as well as its massive outline back in the school yard lot, then had Robert feeling far more like Roberta. The feel of her straining silk clad cockhead now meshed with her first exposure to the sight of a erect big prick, make her swallow the sudden lump in her tight throat as she quickly turned her head away while still clinging to both fear and innocence.
While sitting there in a confused mixture of fear and curiousity, Roberta did her very best to act straight, normal and disinterested. Yet just like in the showerooms, she gave into to her strong deep rooted needs to perhaps steal yet one more innocent peek. Oh how its very fully exposed sight made her feel so very weak and helpless to not look at it.
Add the fact that it was now twiching up and down not more than six feet away from her, and her ongoing fake battle interest was suddenly lost! Yes she found its mere sight so God Dam stimulating and powerful as Mr. Perkins who was now looking directly at her, slipped his right hand into a tight fist while holding its long thick shaft by its lower half. As he began to gently and outwardly fondle himself in the purest of sexual ways, Roberta's own open car hidden right hand came to rest on her lap right over her own panty covered male hardness.
While a lot of things probably could have and should have happened then, both remained extremely controlled dispite a great degree of combined sexual engery present. So as Roberta sat in a spellbound state of her purest feminine mindset, Mr. Perkins put on a long slow deliberte Cock show for her locked on eyes for nearly ten exciting to both minutes before greedily jacking for his ejaculation.
How excited he felt as he pounded his beckoning boner until it exploded in such an intense long lasting ejaculation. Roberta was truly amazed at how much thick white seed it powerfully shot off ! Once done hand draining himself, Mr Perkins produced a white hanky and carefully wiped off all remains of his dishonorable discharge. It was after a good ten minutes of chatting back inside of his car, that he finally talked Robert into masterbating himself outside of his car in the same mannor. At first Robert felt quite bashful in taking her cock out.
However her shyness soon passed as the realization that Mr. Perkins eyes were watching how naughty she could really be. Her cum took no more than three to four minutes at most to arrive and her climax was her strongest and longest lasting one ever. This perhaps caused after both a day of wearing her pink panties to school as well as watching Mr. Perkins playing with himself right in front of her shorty before.
Little was said as Mr. Perkin then drove Robert home, other than to keep what had just happened between them a lifetime secrect only the two of them would ever know about and share. That night in bed, Roberta thought about many exciting things. Oh how much she wanted to confess her naughty secrets to Mr. Perkins. She somehow just knew he would fully understand and perhaps help quell her confussions and uncertainties! It was between Roberts fourth and fifth period classes that very next afternoon, that he asked Mr. Perkins if he could see him after school to help him with a very serious problem? Yes twenty minutes after school let out that Friday afternoon, they again sat secretly parked together at the end of that same remote safe from view deep woods logging road.
By then she was part way through her confessing her most guarded past sexual secrets about Cross Dressing. It took perhaps fifteen more minutes after parking before Roberts nearly complete confession to Mr. Perkins ended in a complete slence for the both of them.
Finally while wearing a big bright understanding smile, Mr. Perkins broke his long silence by asking Robert a most personal question. 'ARE YOU WEARING ANY GIRLY PANTIES RIGHT NOW?"
Roberta could only bow her head in timid gesture of Yes as he moved across the seat to take her tightly in his strong understanding arms. How comforting Roberta felt then as Mr. Perkins lightly kissed her left ear lobe before reaching down to find the end of her black school belt. Roberta leaned her head back across the top of the seat while with closed eyes, she wondered how Mr. Perkins would find the sight of her soon to be exposed Orchid bikini type girly boy panties?
As commanded by him, she willingly lifted up her bottom to allow him to slide down her school trousers. While far too afraid to have a stiff cock, she did find contentment and comfort in revealing her nearly four year old fem dressing fettish secret! After waisting little time in ridding her of her black loafers and school pants, Mr. Perkins right hand fingers soon began to teasingly touch her bitch bikini all over while telling her how divinely sexy and appealing she looked wearing them. He even complimented her on how smooth and shapely her quite effeminine legs looked.
It was then that Robert first told his histroy teacher how he loved to call himself Robeta instead of Robert whenever he would dress up in fem attire. Again Mr. Perkins asked Robert a very personal and quite blunt question. " Has Roberta ever though about being very naughty and fooling around with another mans masculine PENIS ? "
Not waiting for her answer, he quickly grabbed her open left hand and guilded it down to his lap bulging hardness! Yes nearly arriving into full manhood, Mr. Perkins knew this not so innocent but yet still Virgin was long overdue to discover how much more wonderful Two person sex was compared to just playing with ones self in frustating fantasy!
Feeling his hardness against her resting palm, Roberta yeilded to implied suggeston by slowly closed her fingers until they were tightly holding his long rounded hardness. Yes that cock she had thought so much about the night before in bed, was now firmly in her grasp and would slightly twitch every now and then.
So for a few minutes, they sat side by side as Roberta willingly held all of that available firmness beneath her probing most curious left hand fingers. His voice was soft then as he told her to unzip his fly and to free it from its trapped imprisonment!
Then together the two of them freed his rigid big rod from his open fly, Roberta at long last began to fully understand the many reasons behind for her desires to be feminine. Yes while she had always felt so wonderful in secretly becoming a woman, her true deep underlying reasons had been always triggered by her clitty cock she so dearly had come to love and cherish!
Now Mr. Perkins truly majestic exposed man Prick was taking over her mind from one of past uncertainty, into one of ONE TOTALLY 100% QUEERNESS! Yes suddenly blossoming queerness in its most deepest passionite state. Queerness to take it in her hand and feel its torrid heat and throbbing hardness. Roberta was completely powerless then to resist its lewd temptations one second longer. Reaching out she took it without shame in her virgin hand and held it like it was a precious crown jewel.
Yes now she was embacing the final missing link of her puzzle. Mr. Perkins big thick stiff Cock made Roberta feel so whole and complete. Never once in her seuxal past had her own clitty cock given her such strong urges and feelings she then felt. How wonderful it was for her right then when Mr. Perkins reached over and pulled her somewhat puzzled face deep into his lap and yet closer to it!
Now standing quite proud less than a foot from her face, she admired its Erotic Beauty! Such a large perfectly sculptered pinkish/purple crown atop such a long thick shaft of pure manliness! Tilting it upward to face his car roof, she soaked up each distinct detail like a hungry sponge soaking up water.
Yes the bulging veins that signified such a powerful erection! His piss slit with a tail on it that sank down into where it glans first formed. Then the small tiny suddenly appearing clear droplet of precum her squeezing right had had coaxed out of his long flow tube. Having had a secret she male room mate lover while back in College, Mr. Perkins knew from experience that it was best to let nature take its course. There was no need for him to take her over, to talk to her and make he do the oral things he wanted her too. Nor to just shove it into her virgin mouth that was just simply going to fall deeply in love with it.
No Roberta was far too close to her life long journey of Gayness to stop herself now. So while he felt her hot breath skipping across his most sensitive cockhead, Donald Perkins high school history teacher, reached out to adjust his rear view mirror so he would have a perfect view of this soon to be new Cocksucker at last discovering her pure intended Sexuality!
It was most likely her subconcious mind that tilted and angled that long shaft closer and closer to her still innocent virgin mouth! Yes so close now was his fully swollen cockhead to Roberta's suddenly slightly parted lips. Like just about all first time cocksuckers, it was a probing light kiss to test her acceptence to it. Yes a firm feel against those not so sure trembling lips which tasted a dry saltiness almost all cocks posses.
With that came the full realization of how queer she was actually being in her brand new role of quite attracting and appealing to her submissiveness. With her heart beating wilding inside of her heaving chest, Roberta applied yet a second sissy type Cock Kiss which this time gave her the faint sweet tatse of his pre cum nectur! This while looking in his perfectly adjusted rear view, Donald Perkins studied Roberta's mixed look of blended fascination, attraction, interest and soon to become Dick Addiction!
Yes right then young Roberta used her snaking tongue to sample yet more of his pearl shaped and sized goblet of sticky sweetness! Discovering only incredable to her new urges to be queer, she had passed the point of no return as she fought off any remaining and lingering thoughts of stopping herself.
Just as he expected, Mr. Perkins both watched and felt the warmth of her soft lips at the same time as they slid just enough forward to tightly embrace and surround his oval swollen sensitive glans! Yes such contentment and peace Roberta felt right then as she savored her very first feel, flavor and taste of Cock!!
Yes all of her past secret sexual actions and feelings had taken her toward this very direction. Yet something had somehow always remained missing? Now she had found that missing link that was making her feel so alive, so whole and so complete! While it seemed to fit so perfectly just inside of her tighly clinging lips, Roberta somehow felt the deep need to suckle yet tighter as she instinctively hollowed her cheeks.
Ah such pure peaceful contentment she immediately felt as a low groan of pleasure escaped Donald Perkins rolled up teacher lips. Now fully caught up in the splendid glory of sucking her very first cock, Roberta gently suckled like a new born calf while holding its lower shaft tightly to avoid it from being slipped from her contented new gay sissy mouth.
Not wanting to discourage her one bit, Donald Perkins remained quiet while every now and then enduring the slight pain of her sometimes scr****g novice teeth. Not knowing then she should be breathing through her nose, Roberta loosened her lips every few seconds to inhale some much needed air. This while Donald Perkins right hand, gently came to rest on the lower part of her bent neck! Yes at times Roberta closed her eyes tightly as to concentrate more on the taste and feel both her lips and tongue were then giving her.
Yet at other times, she opened them widely to look down past the tip of her nose to view a good six or so inches of stiff swollen ever so masculine male cock shaft that seemed to growing out of her mouth and right down into the fly opening of his tan dress teacher pants.
With neither of them in the slighest bit of a hurry, Mr. Perkins sat back most contentidly while watching his new young conquored queen discovering her very first Love. This while Roberta nibbled, sucked and licked her brand new lolly pop like a starving k** in her very first candy store.
It was only a matter of time before her new found love would crave yet more physical and mental satisfaction! How divinely stimulating she found it slipping her lips down over yet a few new untasted inches of teacher meat!
Totally motionless and sucking in his breath now, Mr. Perkins fought the strong urge and temptations to thrust his powerful coiled hips right into her naughty little sissy gurl face! Yes if all went according to plan, he would have almost three full weeks of summer vacation to turn her into the pure sissy slut he knew she had been born to become!
Yes after her sweet willing mouth young mouth was fully trained in the art of teasing and totally pleasing him, her remaining back door virgin pussy would become a second wonderful tight place to park his talented cock in.
Next when her right hand moved down below the thick base of his cock shaft to feel for his hidden clad balls, Donald Perkins told her to sit back up so that he could drop his pants and make it all available to her. Shorty afterwards, only her tight clinging mouth held his erection in place as her right hand explored the thick sack that housed his good sized hairly balls.
God for a first time cherry, Roberta already showed and displayed such a strong bonding to his Cock! It was about then, that her left leg that was tucked up under her bent over ass went into a sudden cramp. It was several minutes later after having her walk around outside, that Mr. Perkins had her take off all of her clothing except her orchid panties and kneel down so she could propery blow him from her knees!
Free from the confines of his steering wheel and crowded car, he stood above her looking down to watch her making selfish love to his then slippery spittal covered dick. Yes he had her properly lick every available inch fr,first before ordering her to take as much as she could in her receptive more than willing faggot fem mouth. While she began deeply choking when nearing the six inch mark, a quite determined Roberta did her very best to please her male teacher and her new unexpected secret lover!
Yes while he knew he really shouldn't, Donald Perkins had already decided that when his Cum arrived, he was going to hold her bitch face tightly in place and fill her mouth to overflow with his pent up load of hot slippery thick Spoo.
Maybe she would hate that part and choke and gag the first time or two , but he was sure by the oral talents she was already showing and displaying to him, that in time, she was simply going to love becoming his secret sperm swollowing fully submissive sissy!
While these most selfish thoughts raced through Donald Perkins sexully obsessed teacher mind, Roberta was already begging to love having her tightly stuffed mouth deeply fucked this way! Yes now her mouth most willingly moved forward right into his swaying hips as he held the back of her golden blonde still boyssh short locks tightly in place.
When she looked up at him with her now quite naughty blue eyes, Donald smiled down at her while calling her Roberta his lovely young pretty boy bitch! No right then while there was not the slighest chance of him warning her when his time to ejaculate would arrive, he found himself wishing she would become one of those very rare first time cocksuckers who would love the strong pungent flavor of his thicky creamy hot shooting seed!
Yes three real choices were open to 37 year old history teacher Donald Perkins! One was to ram it deep down into her tight virgin throat and spare her mouth his sperm. Or to withdraw most of it and let his cockhead wildly spray the entire top of her tongue. Or thirdly to completely withdraw it and gave her a dirty lower cum facial to brand her as his Orchad Panty Clad Cock Slut! It was only a slit second before he first powerful burst blasted from his pent up balls, did Donald Perkins reach his decision. Yes suddenly withdrawing all but his cockhead from her busy sucking mouth, he held her chin tightly in place as he relaxed his tightened balls and just let it happen.
Roberta felt the sudden pulsation under her tightly clinging lips at the very same identical time as that first big rubbery feeling blast skipped across her flattened down tongue. Instanty her quite sensitive taste buds were stung with a salty seafood type taste that instantly reminded her of the raw summer oysters she used to eat with grandpa before he died.
While more than a bit unsure of whether she liked it or not? Roberta bravely held her ground long enough before a second equally sized goblet arrived perhaps three seconds later. Right then she was remembering back to the rainly afternoon the day before when Mr. Perkins had shot off for her while jacking. How exciting it had made her feel while watching him do it.
So after quickly making up her mind that she sort of liked this happening in most ways, Roberta tightened her lips much more firmly over her history teachers pulsating prickhead and began to Suck for yet more of it!
Yes as her now fully gay bitch lower mouth began to fill up with more and more hot shooting thick sperm, Roberta reached down inside of her orchid panties so that her clitty cock could join both her fully tested mouth and brain in receiving such wonderful exciting Sexual Pleasures!
Even when Mr. Perkins rapid cock explosions came to an end perhaps half a minute or so later, she again began to suckle on its salty tasting head while wildly beating off her sex starved clitty cock. It was then that Mr. Perkins suddenly stepped back and away from her while ordering her to stand back up. Then he bent at the hips without hesitation and replaced Roberta's quite busy right hand with his skilled practiced sometimes gay teacher mouth. How wonderful sissy Roberta's hot soupy teen aged torrents of widly exploding jissum made him feel as his taste buds savored in this new sea of slippery teen semen!
It was on the last day of the school year, that after picking up his mid morning report card, Robert again secretly visited that logging road with Mr. Perkins. Yes finding a clear mossy opening part way into those thick woods, Roberta put on her black fishnet nylon stockings carefully supported by her satin white garter belt worn on the inside of her french style pink panties.
Roberta had stolen Ma Bee's two rounded falsies that filled out her 34 B cup matching bra just perfectly. While her very first lip stick application was indeed a bit sloppy and crude, it did indeed make her lips far more pink and glossy! Licking them she loved the new cherry flavor taste while shamlessly and hurridly reaching for Mr. Perkins fly clasp! Before hurridly discarding all of his clothing on the side of their blanket, Donald Perkins removed both two lubed condoms as well as three tiny packets of ky jelly..
Yes they had almost five full hours to secretly celebrate their new found gay love for each other that wonderful mild sunshiney June day back in 1998. A day that Roberta would always remember and deeply treasure and hold dear to her heart.
Yes there was indeed a fair amount of pain involved in her back door deflowering. But Donald was both skilled and very patient in taking her back door cherry. Some fifteen long intense minutes after beginning his middle finger probing of it, he had a very excited Roberta facing him while strattling his laid out prone body. Yes after entering her completely doggy style to gain full entry into her tight bitch back door orfice, Donald switched postions so she could fuck herself from above in any mannor she chose too. While she went very slow at first, within ten minutes, a very liberated Roberta was riding Donald's big dick like a sex starved out of control Texas rodeo cowgirl!
God such an insatiable appetite for cock Roberta showed as she repeatidly rammed her super tight hot bitch pussy asshole deep down over the nearly nine inch length of her new found Lovers massive stiff Cock! Arriving home late that afternoon, Robert was greatly changed. For the first time in his entire life, he stood up to Ma Bee's harsh verbal assaults. By summers end, he had made secret plans to move out when his 18th birthday arrived. So on Nov. 26th, when he became an independent adult, Robert got his necessary transfer papers and left Valley high for the very last time. Some 21 hours hours later, his arriving Trailways bus was met by Donald and they began a wonderful new exciting life together.
Just four years after moving west with her teacher/lover Donald,a very much deeply in love Roberta was broken hearted to learn that Donald was one of those men that just had to have more than one sex partner. She cried almost endlessly when alone until one Friday night, Donald dressed her up real pretty and sexy while getting her more than a bit tipsy on her first ever hard liquor drank in the form of Margeritta's without the salty glass rim. This before taking her into her very first adult club a week past her 21st. birthday!
How wonderful and strangely exciting Roberta found viewing the paid male stripper from Houston and his almost ten inch long black cock. Under the strong stage overhead spotlight it glistened in an almost dark purplish color as just about every pair of eyes in that gay club were locked onto its imposing and almost sirreal sight. In fact with the doors being locked and both windows being covered due to strict state laws about on stage nudity and dancers, lots of homosexual activity soon began to take place.
How erotic and stimulating a half crocked in full lovely drag Roberta found these open gay activities. In fact it got her so dam hot and turned on, that her devoted love to Donald lead to her most willingly joining numerous other club members into providing oral sex to their partners. Donald keep whispering her to slowly worship his big dick while more than a handful of club patrons moved in close to watch her busy sucking that big beautiful cock!
Donald told her to relax when she felt probing hands from behind her exploring her stocking tops before boldly moving under her short red mini to sample the backs of her lacey orchid panties that housed her smooth well rounded ass cheeks.
With the hired town cop paid off handsomely for his front door secuity work and long gone, the well planned and long awaited annual club orgy swung into full gear. With two hits of extascy snuck into her umbrella drinks by Donald, Roberta soon was hot as a fire cracker while displaying a quite horny new side of her never before seen.obeying Donalds orders to relax and go with the flow, she allowed those probing hands to freely explore under her mini while she experienced brand new thrills so intense and erotic.
Now cocksucking, assfucking, torrid making out along with small circular groups were all over the place. Roberta hesitated when Donald suddenly removed his large cock from her busy little bitch mouth and stepped back and away from her. Instantly a new cock moved in to take its place. Although Roberta had given Donald close to a thousand blowjobs to full completion, his was the only cock she had ever allowed or taken into her shemale mouth. Between being human, stoned and hearing Donalds soft voice ordering his little sissy to suck on it, Roberta's lips parted as she tightly closed her eyes to block out everything but the moans of passion all around her kneeling form.
Soon a new different much smaller dick was imbeded deeply in her mouth. Oh how much thinner it was and so much easier to suck on as well. Next her orchid panties were being slowly tugged down her legs as she willingly lifted one knee at time to allow them to be taken completely off of her. It was Donald himself that helped remove her red mini just before her new expensive birthday present satin button down short sleeved blouse. Left in just half bra which housed her well developed thanks to hormone shots 38 C cupped breast, satin garter belt and flower topped black fishnets, she moaned deep in her throat as Donalds always welcomed fingers began to perfectly pinch and lightly twist her always sensitive nipples. This while a ky jelly wettened finger started its search and seek mission to find her pucked pussy!
Next many sets of strong hands carried her up to that room centered stage where Leroy and his Texas sized stiff cock egarly awaited her arrival. Donald had planned all of this of course for somewhat selfish reasons. Sure he deeply loved his sweet little full time she male sissy Roberta, but he loved his sex life even more and wanted to turn her into a his little Whore to pass around and trade off with.
So five horny white guys took successive turns buggering her sweet tight little back door pussy before she was lubed and relaxed enough to take on Leroys massive fuck weapon. To quell her loud moans of deep passion blended with a bit of discomforting pain, Donald made sure a nice line of stiff pricks were available for her hot little homo mouth. Yes he smiled down at her encouraging her to completely let go and have the most wonderful time of her entire life.
Nearly two full hours of being double mouth and ass sissy plugged and pumped while dozens of approving patrons watched and cheered her and her users on from time to time! Shit Donald was right! Thus began a wonderful new stage of Roberta's life (no pun intended) where she had not only Donald but countless other men to celebrate her feminility with. So as her greedly cum filled mouth spew out escaping jizz that ran down her chin, she took yet a another new stiff cock into her craving semen swimming mouth as she thrust her ass back as hard as she could against that wonderful big black Texas Tallywanger whose fat evil swollen head felt like it was half way up toward her throat! This while over and over again, Leroy applied and roughly administed her hard loud snapping birthday slaps one after another over and over again just like his powerful black panther jungle cat hip thrusts.
Unable to even move her head to look downward, she could only feel and not view the tight wonderful talented gay sperm craving mouth that was capturing her steady discharge of prostrate gland induced pressure released Jizz!!
Thus her seeds of sexual direction planted with mild curiousity had bloomed into firm roots. She found herself a thrilled happy new crossdressing cock lover dispelling her aunt Bea forever and ever.
So while all of the other boys in his small rural country town grew up playing army, sports or flirting with many of the interested and suddenly budding young girls, a poor and very sheltered Robert was made to spend nearly all of his waking hours either attending school or back home indoors tying to carry out all of his mother strict and stern housework demands.
It was shortly after his twice a week required jr. high physical education classes had started, when Robert acquired the nickname Sissy. Yes not only for his almost effemine body mannorisms in the school gym or outside athletic field sports, but also during the always to follow required showers which poor Robert deeply and quicky came to hate and dread!
Yes raised in total innocent modesty by Momma Bee, Robert felt so strange and different by this sudden open class nudity those last 12 minutes of each and every Phys. Ed. session. Being only one of two boys back then whose body had yet to begin sprouting and growing any pubic hair, he felt so out of place and so very inferior as many of them began to attach other equally damaging nicknames toward him as well.
While certainy being well enough endowed for his age, many boys soon were openly addressing him as either Bald Balls or Scrotum Sissy! Nick names that not only stuck, but were spread around the rest of the school as well! So by the time Robert reached high school age, he had become a social outcast with many completely attached false circulated rumors that he was a latent homosexual! By then he too also had grown a full deep bush of black pubic hair on his pee pee (as his mother Bee had referred to it during his ealier years of growing up) !
Like millions of other young males, that ever changing Pee Pee of Roberts seemed to have developed a mind all of its own. This seemed to suddenly just happen one day without any good reason behind it while putting on one of the many dresses mother Bee made performing her full time Seemstress Duties which supported them both of them in a middle class income fashion. Yes for years he had innocently modeled moms womans dresses and outfits she expertly created with her gifted talents. Now a perfect womans size six, his five foot six slender 134 pound frame that was clearly outlined in Momma Bee's full length dressing room mirror, sent such confusing new strong messeages straight to his fully hidden pee pee beneath the high hem line of that soft pink velvet cocktail party dress mom was just compleing for Mrs. Tomkins 25th wedding anniversary party.
Somehow between the sudden sight of his long well tapered legs that Mother Bee demanded he always keep smooth and freshly shaved, and the two new rounded foam pads that fully filled out the bustline just below its low cut white ruffled front, Robert felt his very first ever pangs of sexual excitement quickly creeping into his hidden loins.
While he didn't want this to happen to him, he found himself helpless to stop it as he saw himself in a whole new light for the very first time. Yes not as a boy, but rather as a boy bearing such a striking resemblence to a girl from the neck down. Perhaps it was the sight of those big rounded new soft foam titties that sent the strongest shock waves to his newly awakened brain? Or how well roundeed and truly feminine his petitte frame had seemed to become? In any event, he was so glad when that strange modeling session had thankfully ended without Ma Bee ever noticing the bulge caused by his naughty boner! Yes althought many hours had come to pass, those same new feelings again took over his mind as beneath the safety of his summer bed sheet after bedtime, his curious right hand touched his again fully hard pee pee in search of some physical answers?
Oh how sensitive and wonderful his exploring fingers made it feel as Robert found himself unable to cease these new strong powerful driving Sexual urges! For nearly fifteen wonderful quite intense to him minutes, he fondled, explored and touched it all over while receiving the most intense and pleasing physical sensations he had ever known.
Then without any warning, it suddenly began to wildly throb as millions of pins and needles sparks took it completely over as he felt sudden wetness filling the front of his white bvd briefs. Yes Roberts first come was triggered by both his naughty mental thoughs about being girly dressed as well as the physical finger friction near the top of his cockhead! He was glad and releived a bit later in the bathroom after washing it off and seeing it return to its normal soft state without any apparent harm being caused.
So thus began Roberts nightly bedtime adventures of secret wonderful new Masturbations with his first ever best new secret friend and playmate. Yes Robert had instantly fallen deeply in love with his Cock, a term he had heard used many times by some of his brash bragging male classmates.
Not wanting Ma Bee to ever discover such naughty reactions to her fem attire, Robert bought himself a second secret jock strap to hopefully contain his uncontrolable arousals during his two to three times a week modeling sessions. Oh how he loved when Ma Bee's dresses, skirts or outfits showed lots of low cleavage or exposed leg. Yes silk, chiffon or even taffeta felt so soft and exciteidly wonderful touching his skin. Many times he would go into the bathroom to change after Ma Bee finished her final alterations, only to lift up a dress or skirt front and jerk himself off while standing over the front of the toilet.
It was some two years later just after reaching legal adult age in his state and while searching in the outside trash bin for the lost misplaced kitchen sink soap dish, that Robert spotted that well worn and slightly ripped pair of rilly lavendar panties Ma Bee had quite carefully discarded.
Instantly Robert experienced such a sudden sexual thrill even stronger than ever before. How eroitc and stimulating he found their sudden sight that he secretly stuffed them down the front of his jeans and out of clear sight. Their direct softness against his burning Cock instantly had it rock hard in deep lustful arousal! Yes while he made supper and then did all the dishes as taught by Ma Bee, his panty clad boner throbbed for attention as he did his best to try and act normal in front of Ma Bee.
Saying he has a long essay to finish for his Junior English Class homework assignment, then 17 and 1/2 year old Robert L. retired to the safety of his upstairs bedroom to begin yet another new journey of discovery into his true emerging Female side!
Yes while skirts, dresses and those rounded big flasies had filled him with overpowering desires and feelings, Robert discovered that womans silky, soft and smooth lingerie was even a far greater turn on for him. Becoming instantly addicted as he slipped into them, just like his very first ejaculation of a few years earlier, Robert shot off wildly in them as he gently rubbed the full bulge of their outsides which tightly contained his imprisoned pasionite teen prick.
Soon unable to contain his now daily on fire with sexual desire cravings, Robert snuck $85 out of his college savings account to purchase two different colored sets of sexy french style panty and matching french style bra outfits while also buying himself a while silk garter belt as well as two pairs of jet b;acl womans thigh high silk nylon stockings.
Yes in early May of 1998 just about a month before completing his junior year of high school, Robert L chose a new secret name for himself he would use whenever he secretly Cross Dressed. How he Loved and cherished it when becoming Roberta safely behind his closed and locked bedroom door.
How erotic he always found the sight of his now just over 7 inch fully developed cock tighly encased in such soft soothing sexy lace or silk. It was the last full week of school final exams, that Robert wore his three week old pink panties to school under his jock strap. Oh how wick**ly excited her felt that day taking his secret bedroom cross dressing act out in public for the very first time ever! Having to pee, like always he used one of the boys room toilet stalls instead of the not so private front row line of urnals!
God had there been more time between classes, he would have even dared to jerk himself off behind the locked stall room door. It also happened that very day, his histroy teacher Mr. Perkins asked Robert if he would help him correct many of the multiple choice History tests from three of his Senior Classes.
Given a numbered master sheet containing the answers, the two of them finished almost together less than a hour later. It was raining heavily out as Mr. Perkins started up his older chevy and had to run the front defroster fan as well as the back window defogger to clear up the clouded windows. Yes with three full years of teaching History at Valley High behind him , Mr. Perkins would soon be moving to Montana to take on a new better paying teachers assignment.
Yes three full years that at times were so frustating to this 37 year old teacher who was most secretly Bi-Sexual. Yes from the very first moment he had laid his eyes on Robert some two years before, Mr. Perkins had felt such deep rooted desires to find out if as so strongly rumored to be, Robert was indeed gay and perhaps even avilable for the taking? Now with Robert well passed the legal state age of sexual consent, Mr. Perkins only concern was maintaining complete secrecy should he ever get lucky enough to allowd anything happen?
Yes since his much ealier gym class experiences of some years before, Robert had long ago shed his inferrior feelings toward lockroom nudity and had even come to enjoy all of those seemidly innocent nudity showers.
Almost always, he was one of the first to claim his own back showerhead and used fairly cold water to surpress and quell any chances of getting a detectable to others hard on. It was a twice a week game of quick undetected peeks and fast distant cock glimses that Robert had come to greatly enjoy. Just like when he loved to get naked and watch himself cross dress and become a hard Roberta in his full bedroom mirror, the sights of other boys hanging cocks also had come to excite Robert in a strange almost scarey forbidden kind of way.
So as they sat and waited together for the foggy windows to clear up, Mr. Perkins inner left pant leg, was clearly showing the full unmistakable outline of his neary nine inch long and quite thick stiff throbbing prick!
So a few short minutes later as he pulled out onto the towns main back country hi-way, Mr. Perkins casually and most innocently mentioned to Robert that he should have taken a leak before leaving school. Then giggled as he told Robert he had to go to so bad, that he had a big piss hard- on just like sometimes waking up to in the morning !
Just as he hoped for, Roberts instant reaction was to look over right in the direction of Mr. Perkins lap. While only intending an innocent quick peek, the sudden fully outlined sight of Mr. Perkins massive long thick prick held Roberts gaze for far longer than intended or normal.
Instantly within his jock clad pink panies, came the sudden warmth of sexual awakening! Yes more than once in recent years, Robert or Roberta had given deep thought to homosexual feelings. In fact only when dressed as Roberta, had she played with her clitty cock while fantasizing about a cock other than her own to perhaps touch and maybe even play with?
So some six plus miles away from Valley High School, Mr Perkins turned his older chevy onto a side back dirt country road. Perhaps a full minute of slow driving passed before he took a secondary narrow remote logging road to its very end. With the early June thunder storm now finally over with, Mr. Perkins lowered all four power windows before slipping his keys out of the ignition. Telling Robert he couldnt wait another minute to piss, he quickly got out with his car keys in his hand! But instead of doing his seemidly innocent to Robert act of emptying his blatter, instead Mr. Perkins walked around the front of his car and stopped well out on Roberts side of it facing toward its back. Unzipping his fly, he looked off into the woods beyond the car while freeing his fully aroused quite large cock to fully expose himself to Robert!
Yes since Mr. Perkins carefully planted remark about having a piss beginning ard on, Roberts mind also had focused on Sex. Its suddenly unexpected sight as well as its massive outline back in the school yard lot, then had Robert feeling far more like Roberta. The feel of her straining silk clad cockhead now meshed with her first exposure to the sight of a erect big prick, make her swallow the sudden lump in her tight throat as she quickly turned her head away while still clinging to both fear and innocence.
While sitting there in a confused mixture of fear and curiousity, Roberta did her very best to act straight, normal and disinterested. Yet just like in the showerooms, she gave into to her strong deep rooted needs to perhaps steal yet one more innocent peek. Oh how its very fully exposed sight made her feel so very weak and helpless to not look at it.
Add the fact that it was now twiching up and down not more than six feet away from her, and her ongoing fake battle interest was suddenly lost! Yes she found its mere sight so God Dam stimulating and powerful as Mr. Perkins who was now looking directly at her, slipped his right hand into a tight fist while holding its long thick shaft by its lower half. As he began to gently and outwardly fondle himself in the purest of sexual ways, Roberta's own open car hidden right hand came to rest on her lap right over her own panty covered male hardness.
While a lot of things probably could have and should have happened then, both remained extremely controlled dispite a great degree of combined sexual engery present. So as Roberta sat in a spellbound state of her purest feminine mindset, Mr. Perkins put on a long slow deliberte Cock show for her locked on eyes for nearly ten exciting to both minutes before greedily jacking for his ejaculation.
How excited he felt as he pounded his beckoning boner until it exploded in such an intense long lasting ejaculation. Roberta was truly amazed at how much thick white seed it powerfully shot off ! Once done hand draining himself, Mr Perkins produced a white hanky and carefully wiped off all remains of his dishonorable discharge. It was after a good ten minutes of chatting back inside of his car, that he finally talked Robert into masterbating himself outside of his car in the same mannor. At first Robert felt quite bashful in taking her cock out.
However her shyness soon passed as the realization that Mr. Perkins eyes were watching how naughty she could really be. Her cum took no more than three to four minutes at most to arrive and her climax was her strongest and longest lasting one ever. This perhaps caused after both a day of wearing her pink panties to school as well as watching Mr. Perkins playing with himself right in front of her shorty before.
Little was said as Mr. Perkin then drove Robert home, other than to keep what had just happened between them a lifetime secrect only the two of them would ever know about and share. That night in bed, Roberta thought about many exciting things. Oh how much she wanted to confess her naughty secrets to Mr. Perkins. She somehow just knew he would fully understand and perhaps help quell her confussions and uncertainties! It was between Roberts fourth and fifth period classes that very next afternoon, that he asked Mr. Perkins if he could see him after school to help him with a very serious problem? Yes twenty minutes after school let out that Friday afternoon, they again sat secretly parked together at the end of that same remote safe from view deep woods logging road.
By then she was part way through her confessing her most guarded past sexual secrets about Cross Dressing. It took perhaps fifteen more minutes after parking before Roberts nearly complete confession to Mr. Perkins ended in a complete slence for the both of them.
Finally while wearing a big bright understanding smile, Mr. Perkins broke his long silence by asking Robert a most personal question. 'ARE YOU WEARING ANY GIRLY PANTIES RIGHT NOW?"
Roberta could only bow her head in timid gesture of Yes as he moved across the seat to take her tightly in his strong understanding arms. How comforting Roberta felt then as Mr. Perkins lightly kissed her left ear lobe before reaching down to find the end of her black school belt. Roberta leaned her head back across the top of the seat while with closed eyes, she wondered how Mr. Perkins would find the sight of her soon to be exposed Orchid bikini type girly boy panties?
As commanded by him, she willingly lifted up her bottom to allow him to slide down her school trousers. While far too afraid to have a stiff cock, she did find contentment and comfort in revealing her nearly four year old fem dressing fettish secret! After waisting little time in ridding her of her black loafers and school pants, Mr. Perkins right hand fingers soon began to teasingly touch her bitch bikini all over while telling her how divinely sexy and appealing she looked wearing them. He even complimented her on how smooth and shapely her quite effeminine legs looked.
It was then that Robert first told his histroy teacher how he loved to call himself Robeta instead of Robert whenever he would dress up in fem attire. Again Mr. Perkins asked Robert a very personal and quite blunt question. " Has Roberta ever though about being very naughty and fooling around with another mans masculine PENIS ? "
Not waiting for her answer, he quickly grabbed her open left hand and guilded it down to his lap bulging hardness! Yes nearly arriving into full manhood, Mr. Perkins knew this not so innocent but yet still Virgin was long overdue to discover how much more wonderful Two person sex was compared to just playing with ones self in frustating fantasy!
Feeling his hardness against her resting palm, Roberta yeilded to implied suggeston by slowly closed her fingers until they were tightly holding his long rounded hardness. Yes that cock she had thought so much about the night before in bed, was now firmly in her grasp and would slightly twitch every now and then.
So for a few minutes, they sat side by side as Roberta willingly held all of that available firmness beneath her probing most curious left hand fingers. His voice was soft then as he told her to unzip his fly and to free it from its trapped imprisonment!
Then together the two of them freed his rigid big rod from his open fly, Roberta at long last began to fully understand the many reasons behind for her desires to be feminine. Yes while she had always felt so wonderful in secretly becoming a woman, her true deep underlying reasons had been always triggered by her clitty cock she so dearly had come to love and cherish!
Now Mr. Perkins truly majestic exposed man Prick was taking over her mind from one of past uncertainty, into one of ONE TOTALLY 100% QUEERNESS! Yes suddenly blossoming queerness in its most deepest passionite state. Queerness to take it in her hand and feel its torrid heat and throbbing hardness. Roberta was completely powerless then to resist its lewd temptations one second longer. Reaching out she took it without shame in her virgin hand and held it like it was a precious crown jewel.
Yes now she was embacing the final missing link of her puzzle. Mr. Perkins big thick stiff Cock made Roberta feel so whole and complete. Never once in her seuxal past had her own clitty cock given her such strong urges and feelings she then felt. How wonderful it was for her right then when Mr. Perkins reached over and pulled her somewhat puzzled face deep into his lap and yet closer to it!
Now standing quite proud less than a foot from her face, she admired its Erotic Beauty! Such a large perfectly sculptered pinkish/purple crown atop such a long thick shaft of pure manliness! Tilting it upward to face his car roof, she soaked up each distinct detail like a hungry sponge soaking up water.
Yes the bulging veins that signified such a powerful erection! His piss slit with a tail on it that sank down into where it glans first formed. Then the small tiny suddenly appearing clear droplet of precum her squeezing right had had coaxed out of his long flow tube. Having had a secret she male room mate lover while back in College, Mr. Perkins knew from experience that it was best to let nature take its course. There was no need for him to take her over, to talk to her and make he do the oral things he wanted her too. Nor to just shove it into her virgin mouth that was just simply going to fall deeply in love with it.
No Roberta was far too close to her life long journey of Gayness to stop herself now. So while he felt her hot breath skipping across his most sensitive cockhead, Donald Perkins high school history teacher, reached out to adjust his rear view mirror so he would have a perfect view of this soon to be new Cocksucker at last discovering her pure intended Sexuality!
It was most likely her subconcious mind that tilted and angled that long shaft closer and closer to her still innocent virgin mouth! Yes so close now was his fully swollen cockhead to Roberta's suddenly slightly parted lips. Like just about all first time cocksuckers, it was a probing light kiss to test her acceptence to it. Yes a firm feel against those not so sure trembling lips which tasted a dry saltiness almost all cocks posses.
With that came the full realization of how queer she was actually being in her brand new role of quite attracting and appealing to her submissiveness. With her heart beating wilding inside of her heaving chest, Roberta applied yet a second sissy type Cock Kiss which this time gave her the faint sweet tatse of his pre cum nectur! This while looking in his perfectly adjusted rear view, Donald Perkins studied Roberta's mixed look of blended fascination, attraction, interest and soon to become Dick Addiction!
Yes right then young Roberta used her snaking tongue to sample yet more of his pearl shaped and sized goblet of sticky sweetness! Discovering only incredable to her new urges to be queer, she had passed the point of no return as she fought off any remaining and lingering thoughts of stopping herself.
Just as he expected, Mr. Perkins both watched and felt the warmth of her soft lips at the same time as they slid just enough forward to tightly embrace and surround his oval swollen sensitive glans! Yes such contentment and peace Roberta felt right then as she savored her very first feel, flavor and taste of Cock!!
Yes all of her past secret sexual actions and feelings had taken her toward this very direction. Yet something had somehow always remained missing? Now she had found that missing link that was making her feel so alive, so whole and so complete! While it seemed to fit so perfectly just inside of her tighly clinging lips, Roberta somehow felt the deep need to suckle yet tighter as she instinctively hollowed her cheeks.
Ah such pure peaceful contentment she immediately felt as a low groan of pleasure escaped Donald Perkins rolled up teacher lips. Now fully caught up in the splendid glory of sucking her very first cock, Roberta gently suckled like a new born calf while holding its lower shaft tightly to avoid it from being slipped from her contented new gay sissy mouth.
Not wanting to discourage her one bit, Donald Perkins remained quiet while every now and then enduring the slight pain of her sometimes scr****g novice teeth. Not knowing then she should be breathing through her nose, Roberta loosened her lips every few seconds to inhale some much needed air. This while Donald Perkins right hand, gently came to rest on the lower part of her bent neck! Yes at times Roberta closed her eyes tightly as to concentrate more on the taste and feel both her lips and tongue were then giving her.
Yet at other times, she opened them widely to look down past the tip of her nose to view a good six or so inches of stiff swollen ever so masculine male cock shaft that seemed to growing out of her mouth and right down into the fly opening of his tan dress teacher pants.
With neither of them in the slighest bit of a hurry, Mr. Perkins sat back most contentidly while watching his new young conquored queen discovering her very first Love. This while Roberta nibbled, sucked and licked her brand new lolly pop like a starving k** in her very first candy store.
It was only a matter of time before her new found love would crave yet more physical and mental satisfaction! How divinely stimulating she found it slipping her lips down over yet a few new untasted inches of teacher meat!
Totally motionless and sucking in his breath now, Mr. Perkins fought the strong urge and temptations to thrust his powerful coiled hips right into her naughty little sissy gurl face! Yes if all went according to plan, he would have almost three full weeks of summer vacation to turn her into the pure sissy slut he knew she had been born to become!
Yes after her sweet willing mouth young mouth was fully trained in the art of teasing and totally pleasing him, her remaining back door virgin pussy would become a second wonderful tight place to park his talented cock in.
Next when her right hand moved down below the thick base of his cock shaft to feel for his hidden clad balls, Donald Perkins told her to sit back up so that he could drop his pants and make it all available to her. Shorty afterwards, only her tight clinging mouth held his erection in place as her right hand explored the thick sack that housed his good sized hairly balls.
God for a first time cherry, Roberta already showed and displayed such a strong bonding to his Cock! It was about then, that her left leg that was tucked up under her bent over ass went into a sudden cramp. It was several minutes later after having her walk around outside, that Mr. Perkins had her take off all of her clothing except her orchid panties and kneel down so she could propery blow him from her knees!
Free from the confines of his steering wheel and crowded car, he stood above her looking down to watch her making selfish love to his then slippery spittal covered dick. Yes he had her properly lick every available inch fr,first before ordering her to take as much as she could in her receptive more than willing faggot fem mouth. While she began deeply choking when nearing the six inch mark, a quite determined Roberta did her very best to please her male teacher and her new unexpected secret lover!
Yes while he knew he really shouldn't, Donald Perkins had already decided that when his Cum arrived, he was going to hold her bitch face tightly in place and fill her mouth to overflow with his pent up load of hot slippery thick Spoo.
Maybe she would hate that part and choke and gag the first time or two , but he was sure by the oral talents she was already showing and displaying to him, that in time, she was simply going to love becoming his secret sperm swollowing fully submissive sissy!
While these most selfish thoughts raced through Donald Perkins sexully obsessed teacher mind, Roberta was already begging to love having her tightly stuffed mouth deeply fucked this way! Yes now her mouth most willingly moved forward right into his swaying hips as he held the back of her golden blonde still boyssh short locks tightly in place.
When she looked up at him with her now quite naughty blue eyes, Donald smiled down at her while calling her Roberta his lovely young pretty boy bitch! No right then while there was not the slighest chance of him warning her when his time to ejaculate would arrive, he found himself wishing she would become one of those very rare first time cocksuckers who would love the strong pungent flavor of his thicky creamy hot shooting seed!
Yes three real choices were open to 37 year old history teacher Donald Perkins! One was to ram it deep down into her tight virgin throat and spare her mouth his sperm. Or to withdraw most of it and let his cockhead wildly spray the entire top of her tongue. Or thirdly to completely withdraw it and gave her a dirty lower cum facial to brand her as his Orchad Panty Clad Cock Slut! It was only a slit second before he first powerful burst blasted from his pent up balls, did Donald Perkins reach his decision. Yes suddenly withdrawing all but his cockhead from her busy sucking mouth, he held her chin tightly in place as he relaxed his tightened balls and just let it happen.
Roberta felt the sudden pulsation under her tightly clinging lips at the very same identical time as that first big rubbery feeling blast skipped across her flattened down tongue. Instanty her quite sensitive taste buds were stung with a salty seafood type taste that instantly reminded her of the raw summer oysters she used to eat with grandpa before he died.
While more than a bit unsure of whether she liked it or not? Roberta bravely held her ground long enough before a second equally sized goblet arrived perhaps three seconds later. Right then she was remembering back to the rainly afternoon the day before when Mr. Perkins had shot off for her while jacking. How exciting it had made her feel while watching him do it.
So after quickly making up her mind that she sort of liked this happening in most ways, Roberta tightened her lips much more firmly over her history teachers pulsating prickhead and began to Suck for yet more of it!
Yes as her now fully gay bitch lower mouth began to fill up with more and more hot shooting thick sperm, Roberta reached down inside of her orchid panties so that her clitty cock could join both her fully tested mouth and brain in receiving such wonderful exciting Sexual Pleasures!
Even when Mr. Perkins rapid cock explosions came to an end perhaps half a minute or so later, she again began to suckle on its salty tasting head while wildly beating off her sex starved clitty cock. It was then that Mr. Perkins suddenly stepped back and away from her while ordering her to stand back up. Then he bent at the hips without hesitation and replaced Roberta's quite busy right hand with his skilled practiced sometimes gay teacher mouth. How wonderful sissy Roberta's hot soupy teen aged torrents of widly exploding jissum made him feel as his taste buds savored in this new sea of slippery teen semen!
It was on the last day of the school year, that after picking up his mid morning report card, Robert again secretly visited that logging road with Mr. Perkins. Yes finding a clear mossy opening part way into those thick woods, Roberta put on her black fishnet nylon stockings carefully supported by her satin white garter belt worn on the inside of her french style pink panties.
Roberta had stolen Ma Bee's two rounded falsies that filled out her 34 B cup matching bra just perfectly. While her very first lip stick application was indeed a bit sloppy and crude, it did indeed make her lips far more pink and glossy! Licking them she loved the new cherry flavor taste while shamlessly and hurridly reaching for Mr. Perkins fly clasp! Before hurridly discarding all of his clothing on the side of their blanket, Donald Perkins removed both two lubed condoms as well as three tiny packets of ky jelly..
Yes they had almost five full hours to secretly celebrate their new found gay love for each other that wonderful mild sunshiney June day back in 1998. A day that Roberta would always remember and deeply treasure and hold dear to her heart.
Yes there was indeed a fair amount of pain involved in her back door deflowering. But Donald was both skilled and very patient in taking her back door cherry. Some fifteen long intense minutes after beginning his middle finger probing of it, he had a very excited Roberta facing him while strattling his laid out prone body. Yes after entering her completely doggy style to gain full entry into her tight bitch back door orfice, Donald switched postions so she could fuck herself from above in any mannor she chose too. While she went very slow at first, within ten minutes, a very liberated Roberta was riding Donald's big dick like a sex starved out of control Texas rodeo cowgirl!
God such an insatiable appetite for cock Roberta showed as she repeatidly rammed her super tight hot bitch pussy asshole deep down over the nearly nine inch length of her new found Lovers massive stiff Cock! Arriving home late that afternoon, Robert was greatly changed. For the first time in his entire life, he stood up to Ma Bee's harsh verbal assaults. By summers end, he had made secret plans to move out when his 18th birthday arrived. So on Nov. 26th, when he became an independent adult, Robert got his necessary transfer papers and left Valley high for the very last time. Some 21 hours hours later, his arriving Trailways bus was met by Donald and they began a wonderful new exciting life together.
Just four years after moving west with her teacher/lover Donald,a very much deeply in love Roberta was broken hearted to learn that Donald was one of those men that just had to have more than one sex partner. She cried almost endlessly when alone until one Friday night, Donald dressed her up real pretty and sexy while getting her more than a bit tipsy on her first ever hard liquor drank in the form of Margeritta's without the salty glass rim. This before taking her into her very first adult club a week past her 21st. birthday!
How wonderful and strangely exciting Roberta found viewing the paid male stripper from Houston and his almost ten inch long black cock. Under the strong stage overhead spotlight it glistened in an almost dark purplish color as just about every pair of eyes in that gay club were locked onto its imposing and almost sirreal sight. In fact with the doors being locked and both windows being covered due to strict state laws about on stage nudity and dancers, lots of homosexual activity soon began to take place.
How erotic and stimulating a half crocked in full lovely drag Roberta found these open gay activities. In fact it got her so dam hot and turned on, that her devoted love to Donald lead to her most willingly joining numerous other club members into providing oral sex to their partners. Donald keep whispering her to slowly worship his big dick while more than a handful of club patrons moved in close to watch her busy sucking that big beautiful cock!
Donald told her to relax when she felt probing hands from behind her exploring her stocking tops before boldly moving under her short red mini to sample the backs of her lacey orchid panties that housed her smooth well rounded ass cheeks.
With the hired town cop paid off handsomely for his front door secuity work and long gone, the well planned and long awaited annual club orgy swung into full gear. With two hits of extascy snuck into her umbrella drinks by Donald, Roberta soon was hot as a fire cracker while displaying a quite horny new side of her never before seen.obeying Donalds orders to relax and go with the flow, she allowed those probing hands to freely explore under her mini while she experienced brand new thrills so intense and erotic.
Now cocksucking, assfucking, torrid making out along with small circular groups were all over the place. Roberta hesitated when Donald suddenly removed his large cock from her busy little bitch mouth and stepped back and away from her. Instantly a new cock moved in to take its place. Although Roberta had given Donald close to a thousand blowjobs to full completion, his was the only cock she had ever allowed or taken into her shemale mouth. Between being human, stoned and hearing Donalds soft voice ordering his little sissy to suck on it, Roberta's lips parted as she tightly closed her eyes to block out everything but the moans of passion all around her kneeling form.
Soon a new different much smaller dick was imbeded deeply in her mouth. Oh how much thinner it was and so much easier to suck on as well. Next her orchid panties were being slowly tugged down her legs as she willingly lifted one knee at time to allow them to be taken completely off of her. It was Donald himself that helped remove her red mini just before her new expensive birthday present satin button down short sleeved blouse. Left in just half bra which housed her well developed thanks to hormone shots 38 C cupped breast, satin garter belt and flower topped black fishnets, she moaned deep in her throat as Donalds always welcomed fingers began to perfectly pinch and lightly twist her always sensitive nipples. This while a ky jelly wettened finger started its search and seek mission to find her pucked pussy!
Next many sets of strong hands carried her up to that room centered stage where Leroy and his Texas sized stiff cock egarly awaited her arrival. Donald had planned all of this of course for somewhat selfish reasons. Sure he deeply loved his sweet little full time she male sissy Roberta, but he loved his sex life even more and wanted to turn her into a his little Whore to pass around and trade off with.
So five horny white guys took successive turns buggering her sweet tight little back door pussy before she was lubed and relaxed enough to take on Leroys massive fuck weapon. To quell her loud moans of deep passion blended with a bit of discomforting pain, Donald made sure a nice line of stiff pricks were available for her hot little homo mouth. Yes he smiled down at her encouraging her to completely let go and have the most wonderful time of her entire life.
Nearly two full hours of being double mouth and ass sissy plugged and pumped while dozens of approving patrons watched and cheered her and her users on from time to time! Shit Donald was right! Thus began a wonderful new stage of Roberta's life (no pun intended) where she had not only Donald but countless other men to celebrate her feminility with. So as her greedly cum filled mouth spew out escaping jizz that ran down her chin, she took yet a another new stiff cock into her craving semen swimming mouth as she thrust her ass back as hard as she could against that wonderful big black Texas Tallywanger whose fat evil swollen head felt like it was half way up toward her throat! This while over and over again, Leroy applied and roughly administed her hard loud snapping birthday slaps one after another over and over again just like his powerful black panther jungle cat hip thrusts.
Unable to even move her head to look downward, she could only feel and not view the tight wonderful talented gay sperm craving mouth that was capturing her steady discharge of prostrate gland induced pressure released Jizz!!
Thus her seeds of sexual direction planted with mild curiousity had bloomed into firm roots. She found herself a thrilled happy new crossdressing cock lover dispelling her aunt Bea forever and ever.
Angelica
- 14.08.2021
- 49
- 0
