Brandy

Published on Feb 24, 2016

Transgender

------------------------------------------------------------------------ this story is not intended in any way to represent a true depiction of the transgender experience. it is derived solely from my fantasies fortified by a multitude of online sexually idealized transsexual images and videos. ---------------------------------------------------------------------- Cast:

Brandy Simpson (trans teacher at Phallustine Boys Acadamy) Brandon Simpson (Brandy's pre-transition name) Denise (Brandy's mom) Carol - mother transgendered Karen - carol's daughter transgendered karey - karen's pre-transition name betty - denise's next door neighbor Shelly - betty's 15 year daughter Jerry - betty's 6 year old son

------------------------Previously in Transgender She-male: ORGY---------------------

I pity guys with all their over-hyped hormones.' Denise exclaimed. With so many gender reassigned girls around, so pretty and feminine, it's a wonder the men can keep their hands out of their pants or their dicks inside their pants'. `But. I'm embarrassed to ask. Do you still have your, umm, your ah, you know ... HELP me here Brandy'.

The three girls were laughing heartily at Denise's blushing reluctance to evoke the penis word.

In a somewhat clumsy maneuver, Brandy took Denise's hands, placed one strategically on karen and the other on Carol. `Kind of feels like it, doesn't it mom?' Brandy grinned.

`Oh my!' Denise exclaimed. She felt as if she had just hit the jackpot.

And it wasn't long before she began cashing in her chips.


'I'm confused Carol' Denise blushed 'Are you and karen both transgender?'

Carol grinned devilishly. 'Well honey, those are not dildos you're feeling here.' Carol nodded down to where Brandy was continuing to press Denise's hands against the thin fabric of the two mini-skirts. Both of which were now distended with the shape and feel of the inevitable male arousal state.

Feels good, doesn't it mom, brandy offered with a encouraging sigh. i'm so pleased that my new friends could visit us. we had such a good time at the institute even though we knew it would be life changing and potentially traumatic.

it helped that all of us new girls were in it together, carol added. and look what it got us.

the girls, eyes glistening, examined each other voyeuristically. they had retained the characteristic male 'gaze' and were rewarded with the vision of feminine bodies, including their own, which they had always desired. their decision to retain their male generative parts would offer them even higher sexual pleasure than before. exquisite female bodies combined with the carnality of penis and balls was an unmatched combination for an intense and abiding sensuality.

i'm jealous, denise whimpered as she examined the women, her fingers caressing the sexuality beneath their mini-skirts. And I'm confused carol. you and karen are mother and daughter. but that must mean you were father and son before the transition. or am i confused about that?

i guess you could say that we're all confused about that denise. karey and i had been lovers ever since he reached the age of consent (6 years old, karen interjected sardonically) and we relished each others male bodies. however i had the sense for decades that i was a female at heart. karen felt the same at an early age, didn't you honey.

karen responded. i've always liked being a girl, doing girlish things, being around my mom and her girl friends listening to them talk. even having a doll i could nurse as if she were my baby. i basically hated boys just like most young girls do. they seemed so loud and dirty and smelly and aggressive. i was none of that and never wanted to be. and then when i met robby, i found out that i could like boys but in a special way. i loved (and still do) my mom and dad but I quickly knew that robby was someone else i could love as much as i loved them.

carol interjected. when i saw robby in karey's bedroom for the first time, it was one of the thrills of my life. i had never seen two boys together up till then and was amazed at how much it turned me on

mom, karen replied with a cute smile on her face, you were still my horny daddy then. robby and i saw you in the mirror masturbating while we played with each other

well, thats all water under the bridge now, isnt it, brandy added. we're all girls now aren't we.

it depends on what you mean by 'all' carol replied suggestively

denise looked at the girls and noticed that each one had a noticeable swell beneath her mini-skirt. 'i'm noticing how the 'not girl' parts are so appealing. its hard to take my eyes off how aroused you all seem to be.'

oh mom, brandy said, suddenly seizing denise and kissing her full on her lips. 'it will be so much fun having Carol and karen staying with us for a few days. is that ok with you?'

why only a few days. there's so much we can do together, denise responded encouragingly. first, would you girls like to freshen up. i can show you to our guest room which i prepared suspecting you might want to spend a few nights with brandy and me.

denise lead all of the girls to the 2nd floor where the bedrooms were located. they encountered brandy's room first. denise led them all into brandys room. 'mom!', brandy excoriated, 'we shouldnt be in here. this was brandons room and its embarrassing for me to have carol and karen see it before i make it more feminine'. brandy was particularly embarrassed at the pictures of naked boys and transsexual women which graced the walls. the artistry of the pictures was not at issue as they had all been taken by angela and contained her customary blending of high quality aesthetic values and intense eroticism. all penises depicted were erect and either being suckled by pretty lips or pressed against an equally beautiful penis.

oh my god, the two visitors exclaimed together. brandy blushed and denise laughed heartily. as you can see, denise said, brandy has always been obsessed by penises whether attached to boys or girls. i can't claim to be innocent in her obsession. i certainly spent an excessive amount of time playing with her little boy parts while.... MOTHER, brandy interrupted. you're totally embarrassing me!

oh. sorry dear. i get carried away when i come in here. i have such good memories of the hours i spent in here with, ah, your `predecessor' brandy and .... well thats history, i guess.

but much more history to be made, denise, carol interrupted laughing, sitting down on the bed. i wish i could have been a fly on the wall when THAT history was being made in this room.

karen and brandy giggled, hugging each other. karen murmured something about the new history to be made on this bed being even more sensual. `starting right now' she whispered pushing brandy playfully onto the bed and observing the delicious sight of brandy's mini sliding above her pantyed and swollen sex organs. karen leaned down and stared into brandys eyes before kissing her lick glazed lips. she felt so lesbian as she curled her tongue around and sucked on brandys tongue which tasted so feminine and so penile at the same time. yes, it felt as if the girls tongues had become oral penises pressing together as if in combat to dominate the other. at the same time karen's fingers with their cherry colored painted nails fondled that silky panty bulge between brandies thighs, which curved against karens with the sibilant like purring of female limbs rubbing together, one soft white thigh on the other.

`girls, girls' cried denise breaking her trance like voyeurism at the scene. one of brandy's boyishly cute balls had just been deftly exposed by karen's fondling when denise reluctantly announced that it was time to resume the tour of the house for the guests. she had noticed that carol had been masturbating herself while watching the scene. the iconic swelling underneath her panties was beginning to equally distract denise's challenge of getting on with things.

oh my, carol said as if coming out of a daze, ceasing her self stimulating manipulations. she reached down and gently extracted karen from brandys intense embraces. come on honey, denise wants to show us the other rooms. karen smiled as her mother took her in her arms. winking down at brandy's sexually disarrayed body and then at the protrusion in her mothers panties, she giggled. `it looks like you've been enjoying our little encounter, mom. maybe you and denise should have joined us'.

denise led her guests into her bedroom. it seemed almost like a boudoir of intimacy. a large canopy bed stood against one wall with her make-up table across the room and 2 large, plush chairs on either side of the bed. brandy plumped herself down into one of the chairs with a sigh, laid back into the cushions and crossed her legs provocatively. 'this room has so many memories for me mom' she said with a faint smile on her face looking around at the room, its furnishings and the 3 beautiful women who had seated themselves on the bed looking over at her 3 feet away. 'tell us one of your memories, brandy' karen suggested excitedly, staring at brandy's silky thighs exposed so invitingly.

'well, karen' brandy began looking slyly in her mothers direction. 'there was the day i came home early from school due to a sudden teacher strike and caught mom in bed wi..'. 'brandy! denise interrupted 'dont tell them that story!'.

with whom' carol put her hand on denise's arm. dont stop brandy'. denise gave a scrunched frown at carol but allowed brandy to continue. well, with jerry! isnt that true mom?'. ok brandy that's true. but it's a boring story so you needn't tell it AGAIN! why dont we tell Carol and Karen the funny story about how we got this bed. that's much more interesting' denise suggested patting said object of diversionary story telling. oh come on Denise' karen flirted out with a cutesy look on her face directed at denise. please let brandy tell the story, denise'.

before Denise could protest, brandy continued her story. 'with jerry, our next door neighbor`. denise jumped in. 'dont forget honey, it was a teaching moment. i was just helping jerry understand certain, ah, facts of life boys his age should learn from a mature adult'. denise's feeble and counterproductive effort to put her spin on the experience lead to a raucous outburst from brandy who immediately covered her mouth feeling her response to be insufficiently feminine.

'what experiences are we talking about, brandy'. 'well, to start with, the education a young boy might experience at being naked and in bed with a woman old enough to be his mother'. denise offered her point of view 'jerry was curious about women outside his family. his mother and sister are somewhat eccentric when it comes to sexual matters'. he wanted to find out what a 'normal' woman was like'.

everyone in the room broke up laughing at this improbable clarification including denise who, though thinking that her explanation was truthful, realized that it circled around socially acceptable standards of maternal behavior

at that moment, the doorbell rang. everyone in the room froze. the doorbell rang again. brandy said 'aren't you going to answer it mom?'. 'i guess i should' denise whimpered getting slowly up from her chair. 'i wasnt expecting anyone'. just before she exited the door, she looked back at the 3 beauties and urged brandy not to continue with the story before she returned. 'i dont trust you to tell it properly, brandy. you always exaggerate so much. or at least Brandon did'.

as soon as denise left, brandy continued with her story and how thrilling she (or, more accurately, brandon) found it. `well, as i came into the room i saw mom with jerry on the bed. moms tits were bare and her skirt was almost up to her bottom, which wasn't so surprising actually since mom loves wearing mini's and showing off her legs. dont you think her legs are divine' she added. divine is not a word brandon would have used. 'everything about your mom is divine' carol said in a way that encouraged brandy to believe that her match making between denise and carol was bearing fruit.

not to postpone the story any further, brandy resumed, as i said, it WAS jerry our next door neighbor. jerry? karen asked, a puzzled look on her face, wasnt that the name of the boy we saw when we first came to your door, brandy? but he cant be more that 6 or 7 years old`. he was 5 years old when i found him in bed with my mom. and i saw his cute naked behind before i realized that he was humping my mom in her mouth!'.

before brandy could continue her description of what she saw in denise's bed including the risible reference to a toddler's penis just happening to be inside a mature woman's mouth, a contingency happened which could have only come from the pen of a peddler of schlock pornography. jerry, the eponymous object of brandy's tale, rushed into the bedroom quickly followed, as if in a slapstick comedy, by denise and jerry's mother betty and sister shelly.

jerry was obviously in a playful and exhibitionistic mood. he was naked except for a pair of shear white, satin like shorts. most flagrant was the fact that his penis and balls were protruding from the buttons of his shorts and flopping around amusingly as he cantered into the room. carol and karen looked astonished at the sight and betty, who followed immediately apologized for her son's exhibitionism. i'm so sorry. jerry is having one of his all out' days,'. after saying this, betty looked at the women in the room and her breath caught. `who are all these gorgeous people?' she thought to herself.

denise was flustered, even more so than betty. her history with jerry left her compromised on how she could deal with his presence in such an unexpected moment. When she had opened the door downstairs she was shocked to see jerry there having some sort of verbal skirmish with shelly who was opening the buttons on his shorts. betty was admonishing the siblings to behave themselves while shelly was reaching into jerrys shorts and pulling out her brothers sexual organs. 'shelly! ', betty shouted at her and then noticed denise at the door. 'oh my god denise. the kids are out of control this morning'. as betty apologized, jerry, delighted to have his genitals running free, bolted through the door and headed up to denise's bedroom. shelly followed immediately after her sissy' brother shouting you go squirt' and laughing with delight. betty followed quickly and denise, stunned at the turmoil, stood at the door for several seconds in paralysis before closing it and following the others up the stairs.

brandy was delighted at the turmoil and sexually aroused to have her neighbors join them in denise's bedroom. she looked intently at betty and thrilled as the light quickly dawned in betty's face when she recognized who brandy was. Oh my god. Is that you brandon?'. no betty. i'm brandy now'. i told you mom' shelly said isnt she cute?!'

'i cant believe this' betty said as brandy came over to her, slowly turned for her to see the new brandy in 360 degrees of female pulchritude. brandys 'leftover' object d'art peeked out beneath her mini-skirt which seemed to be getting even mini-er as the day progressed. betty recognized that familiar bit of flesh poking out from under brandys skirt. many times over the years, she had indulged her appetite for brandon's body, particularly his beautiful trimmed sexual organ and its two delicious plum sized attachments.

oh my god, you are so pretty brandy. i love! your new name. it's so intoxicating. you were cute as a boy but now, i can hardly believe what i'm seeing and, umm, .......'. brandy laughed at betty's erotic turmoil. it's still me, betty. my basic character is the same but with, i guess you could say, physical and psychological enhancements'. `i love how feminine your voice sounds' betty added

shelly interrupted. for heavens sakes mom. she's just a girl with a dick!'. shelly and brandon had always had a playfully adversarial relationship and shelly looked forward to expanding it into a new gender dimension. the thought of making this beautiful new tranny one of her sexual play toys excited her as much as betty's being smitten by the same possibility though with somewhat more timidity. as if reading her mind, brandy threw her arms around her neighbor and kissed her with a startling tongue deep into bettys mouth. the passionate embrace was so propulsive that the two women tumbled onto the bed, much to the amusement of betty's children. jerry's excitement was manifest in the diligent masturbation of his penis which with all the other activity going on caused denise to stare open mouthed at her young lover. my god' she thought to herself `his penis and naked body are so adorable!'. the jerry distraction did not totally deflect denise from the increasingly carnal intimacy between betty and brandy. everything had become so intense and sensual that the sound of the door bell, yet again, went almost unnoticed.

after it rang again, shelly jumped up as if expecting the arrival of the new guests' `i'll get it' she shouted and disappeared out the door. the others in the room looked startled at shelly's behavior, still not having heard the door bell. but everyone had become so compelled by their sexual enterprise that they continued with even more intensity. suddenly, shelly barged back into the bedroom followed by four lustrously pretty children her age, 2 boys and 2 girls. brandy, betty, denise and jerry all looked up puzzled at the sudden arrival of the beautiful teenagers. brandy jumped up from the bed, amazed at the sight. her penis, which had been assiduously manipulated by betty during their embraces, stood up fully erect and bobbing back and forth from under the hem of her mini-skirt.

stunned at brandy's sexual organ which seemed to be waving to her, one of the new girls, shrieked oh my god' and then covered her mouth in embarrassment. she leaned over to her girlfriend who was equally transfixed by brandys gift to humanity, and whispered, she's just like you, tina!'. brandy and tina looked at each with an intensity of mutual understanding. tina began rubbing her hard-on which was swelling out against her tight, overly snug shorts.

the chemistry between brandy and tina in those few brief seconds of shared visual intimacy was soon to be satisfied by an even more compelling body contact intensity. the world between the two penis adorned femmes seemed to close between them. much to the delight of everyone in the room, brandy and tina were to fulfill their phallic and other desires for each other at that very time on that very bed in that very bedroom. Witnessed by an audience of fascinated and sexually aroused onlookers.


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