FIRST TIME WHORIN'
FIRST TIME WHORIN'
I was just 18 when I went out whorin' for the first time. It was something I had an overwhelming urge to do after fantasising it countless times. I had been painting up and dressing since I was 13 and my 18 month older brother had been fucking me regularly since I was seven until he went away in the Army when I was 16, plus I had been shoving all types of objects in my pussy almost daily. My desire to have my pussy ravaged was insatiable. I used cucumbers and even a slender long Japanese eggplant about two inches in diameter, fantasizing it was a BBC. I reveled as I watched in the mirror seeing my pussy stretched and gaped, watching my drippy pussy lips cling on the outstroke as I would jack off and cum. moaning and talking dirty to that wanton sissy bitch in the mirror. Freaky? Well yes, but that's the kind of sissy I am. I just couldn't get enough, a trait that stayed with me my entire adult life.
By the time I was twenty I had acquired a beautiful starburst pussy, always silky smooth like the rest of my androgynous slender body. A starburst pussy has all those pretty little pinkish beige wrinkles radiating 360 degrees from the fuck hole much like a Japanese rising sun. Most sissy and anal fucking GG pornstars have a pretty starburst pussy. I did Kegal exercises to strengthen and control the muscles of my pelvic floor, so I can gape or tighten my pussy at will and help to avoid a prolapsed pussy....they aren't pretty.
(insert pic)
Mother had always told me to do my best at whatever I chose to be so I took her advice as I set out to be a sissy par excellence' as a lifelong endeavor.
I was still living at home with my parents in Orange County, CA., they both worked during the day and often went away on weekends leaving me with the whole house to myself.
While they were gone I spent a great deal of time painting my face, dressing in sexy lingerie, hose and high heels and prancing about the house pretending I was a sissy whore of the most wanton type. I spent countless hours teaching myself to walk in towering stiletto heels as high as six inches, and some with nine inch heels with three-inch platforms. learning to take short little heel to toe steps like runway models do making my pretty bubble ass swing and jiggle provocatively with that exaggerated swish so many sissies and drag queens like to do. We had a long paved driveway along the side of our house and a large covered tiled patio in the backyard which I put to use practicing my sissy walking technique. I got so good I could even run in the highest heels. After dark I would get all painted up then prance about the backyard almost naked wearing only a tiny sheer g-string with my pumped-up nipples painted red or shocking pink. The cool California evening breeze was so exhilarating and sensuous brushing my smooth shaven body. I loved the feeling it gave me. it was like a sort of empowerment. Emboldened with a few slugs of raw 100 proof whiskey I would venture down the driveway to the covered front porch where a street light bathed our front yard and driveway in soft light, the chance of being seen gave me a huge rush. Back and forth I would go, secretly hoping I would be seen. I would lounge on the chaise lounge on the porch, smoking cigarettes and sipping whiskey and playing with my cock and pussy fantasizing sucking dozens of big hard cocks and being fucked as I dildo fucked, jacked-off and came. I felt so totally sissified as I observed the neighborhood barely hidden by the privet hedge in front of the porch.
The silky smoothness when running my fingers up and down my silky sheathed legs is just heavenly. I'm such a fetishist for outrageous, kinky shoes and boots I now have a collection of over one hundred pairs, all gloriously displayed on narrow shelves on a wall in my boudoir. One of my favorites are a pair of 9" stiletto heeled 3" platform strappy ankle straps in glittery pink, i feel like the most regal of queens as I swish and mince down the avenue in them hearing my heels clicking on the sidewalk.
As I said, once I had mastered the walking in heels technique my full, bubble ass would automatically swing so provocatively as I swished and minced , having my pussy filled with a fat walk-about plug as I practiced moving my arms like a girl and flitting my hands about in a limp-wristed fashion like a pair of fluttering doves daintily holding a long white Virgina Slim or Max Menthol 120 cigarette with a heavy lipstick stain on the filter and a long nailed pinky protruding. I have a huge smoking and lipstick fetish. I like to gob on the lipstick thick and heavy, over outlining my full lips with a darker or even black lip pencil when wearing a darker red shade and lots of shiny lipgloss and shiny or sparkly silver gloss giving the illusion of cum on my pouty lower lip
I just knew I was ready for my long anticipated adventure as a street walking sissy whore. I wanted to be a real whore so bad, I just had to prove to myself that I could pull it off.
My parents were gone for the weekend so I had the house to myself. As soon as I watched them pull out of the driveway and head down the street, I got a ladder and opened the hallway ceiling hatch to the attic to retrieve two large cardboard cartons jammed full of all of my drag and makeup. I emptied both on the twin beds in my bedroom spending nearly an hour sorting and arranging all of my pretty things. I love doing this, it just intensifies my sissy desires to really wig out in a frenzied Bacchanalian orgy of intense auto-erotic homosexual sissy lust.
I had fantasized my first outing as a streetwalking sissy whore for months, spending hour upon hour perfecting my sissy body language to the finest nuance. I taught myself to walk and swish like a runway model, swinging my ass seductively, taking tiny heel to toe steps, limp wristed with my pinky extended hands flitting about like a pair of fluttering doves in that exaggerated manner so common to drag queens. I was out and proud, with an overwhelming urge to flaunt my sissiness for all to see.********
I spent the entire day getting ready. As any sissy knows, "Getting Ready" is a ritual a gurl can get lost in for hours and hours as she paints her face, trying all sorts of looks
Ranging from a sedate fasionista to a flaming heavily made up OTT drag queen that just stepped off the stage Getting Ready is something she never tires of.
I wanted to wait until after 2am, when the bars closed when guys would be cruising looking for pick ups. Throughout the day I dildo fucked, making my smooth pussy stretch to be able to take even the largest cocks I might encounter with ease, edging myself to save my cum for a long, balls deep hard fuck shooting a huge load deep in my squirming body. When a daddy shoots a huge load deep in my body I usually get the most glorious orgasms shooting gobs of my sweet sissy cum all over my flat tummy and titties, greedily licking and sucking my jizz slathered long red nailed fingers. Gawd I love the taste and feel of a mouth full of warm sticky cum, holding it in my heavily lipsticked mouth, swirling it around with my tongue as I smear it all over my inner cheeks, teeth and gums with my wiggly tongue, savoring every last drop as it drips on my little puffed up titties, all pink mixed with Revlon from my painted lips and chin and swallowing.
I did my best real OTT draggy style makeup, took some Lomotil syrup to halt any peristaltic movement of my colon and douched one more time. It is so embarrassing to see p*o p*o on a dick pulled out of my pussy. I like my lubed and perfumed pussy free of foul odor, nice and juicy and soooo tasty. A few minutes after a thorough cleaning I secrete gobs of the sweetest pussy juice where it drips down my smooth balls, exactly like a GG's aroused pussy and can do a couple of fuck without additional lube. Hopefully a pussy full of hot slippery jizz, the best lube a sissy can have, will handle any additional need for lubrication. To be on the safe side I always have a small jar of Albolene cream, my favorite pussy lube, in my bag. Always remember the 5 Ps gurls; Prior Preparation Prevents Poor Performance
I stretched sheer smoky grey thigh high nylons over my pretty painted toenails and smooth legs. I like Leggs Sheer Elegance pantyhose with sheer toes and heels, I cut them off and discard the panty portion stretching and smoothing them tight , making sure the toe seams are carefully tucked underneath to show my glistening, perfectly pedicured painted toe nails. I carefully stretch them tightly all the way to my groins, smoothing out any wrinkles feeling that delicious silkiness, rubbing my silk or nylon encased legs together is quite erotic as they slide together so slippery and sensuous. If seamed, I make sure the seams are perfectly straight. I secure them with simple elastic garters rolled up, no fancy tops, just a thin band brushing against the base of my smooth balls.
I stepped into a tiny sheer pink g-string matching me sexy shoes, the front panel spattered with rhinestones with a thin band of string elastic up the crack of my ass and over my hips barely covering my smooth half hard, drippy sissy cock. I shimmied into a clinging, light and skin tight, black latex skirt with a slit to my hip and a side velcro closure on the hip hugging waistband riding well below my navel with blue and gold threads. My skirt barely covered my full bubble ass with six thin garter straps secured to my sheer thigh high hose from a tiny front laced black and blue leather waist cincher pushing from just above my navel with my little titties up on a shelf my ripe berry-like lady nipples exposed. I had made them shocking pink with a Magic Marker. I wore a tight pink open net boat necked top with 3/4 length sleeves. my painted red nipples poking through the net. Not to be indecent I wore a cute little, dove gray, soft, k**skin bolero style jacket, a gurl must be careful about mixing too many bright and vivid colors to not look like a tramp... heaven forbid
I donned my wild red big hair wig, big gold hoop ear rings in my pierced ears, one wrist loaded with a dozen jangly gold bangles, the other with a broad shiny polished gold cuff bracelet, a gold 3 tier snake with red ruby eyes on my slender girlish right upper arm, several large sparkly pageant style rings with semi precious stones in various colors, and a delicate gold neck chain with a hollow puffy gold heart hanging just below my clavicles to my cleavage a gold chained choker with "Sissy Whore" engraved on an oval medallion and another delicate gold chain with a tiny coke spoon hanging in my cleavage.
Insert Pic "Redheaded whore with cocks face"******
I filled my large, long shoulder strap "whore's bag", a flashy, fringed, gold number with my makeup bag, a tube of my favorite lube, Albolene cream, two packs of long white Virginia Slim 120 Menthols, a half pint of cheap and raw 100 proof Old Crow whisky, several viles of sparkly blow, a heated, beautiful natural looking nine inch thick dido with balls and my light blue open toed 6" stiletto heeled springolators. I was ready for whorin' as a totally wanton OTT street walking sissy slut.
I shoved my lipstick tube up my hungry pussy to keep it warm and creamy and inserted a thick walkabout butt plug attached to a short gold chain around my waist. I quickly tossed back two shots of whisky followed by two lines of sparkly blow. slipped on my thin black satin ballerina slippers and headed out the back door, out the gate, into the alley, just buzzing, I was soooo fucking high and hell bent on an adventure of sissy debauchery.
I put on more lipstick, smoked a joint and lit a cigarette as I swished and minced my way the two blocks to the main drag.
The going rate for a blow job was $5, a fuck $10 and an all nighter $100 or more, some of skankier, beat out old whores did quicky blow jobs on their knees in an alley for as little as 50 cents. On a busy night turning 20 or more tricks was not unusual for the hotter girls. In today's dollars 1 - 1955 $ is worth about $9. As you can see the trade was very lucrative, some working girls were knocking down very good money. Most of the sissies blew it all on booze, dope, more makeup and trashy whore clothing to be even more of an OTT tranny whore.
At the end of the alley I sat on a trash can to put on my stiletto heeled platforms, more lipstick and smoked a cigarette just observing the whole scene for several minutes.
At any one time there were 6-8 girls hustling, about 50/50 GGs and drag queens, coming and going as they were picked up and dropped off, the queens were getting more action by a two to one margin. As is usually the case, the queens were by far the most outrageously dressed and behaving with their heavy OTT draggy makeup, big hair wigs and trashy whore outfits. Most sissy whores are so eager and willing to do all the lewd and nasty shit lottsa horny guys like but can't get their wives or girlfriends to do.
I watched, as one hot and nasty looking micro mini skirted young, blond queen was leaning into a car window to suck the big hard cock of a dude kneeling on the front seat as she fucked her smooth naked ass with a big dildo hanging on a chain around her waist. She got the guy off, locking her glossy red lips around his spurting cock head, hollow cheeked, as she skillfully extracted every drop of his hot sticky jizz.
She spotted me sitting there taking in the whole scene and came towards me leering lasciviously, as she drew close she licked her glossy cum coated lips seductively.
"Wanna taste, honey?" she murmured
She leaned forward, legs apart teetering on those towering stiletto heels placing her hands on the back of my head pulling me to her kissing me full on the lips as her wiggly tongue voraciously slithered into my open willing mouth, I could taste the cum as she sucked my tongue and lips, it was even more delicious than I had fantasized so many times. I loved it.
" I'm Kristl, honey, where 'ya from"
I told her that I lived nearby and about my fantasy of being a real sissy whore.
"'Ya mean this is your first time out whorin, sugar"
" Yeh, first time" I stammered nervously, my voice quaking as I attempted my well-rehearsed sissy speak.
" Wow, baby you look like a real pro. I love your whorey makeup and outfit"
Kristl was in her mid-twenties, hard as nails, one of those nasty looking street queens that had been selling her hot ass as a street walker since she ran away from home at sixteen and got into d**gs big time, she had lost count of how many times she had been busted for prostitution or lewd and lascivious conduct. Kristal just didn't give a fuck, she went wherever the day took her, as long as she got plenty of cock and dope.
Kristl pulled a pint of cheap 100 proof Old Crow whiskey from her purse, took a long pull and handed it to me.
"Have a drink honey, It'll loosen 'ya up, makes me horny."
I boldly took a big swig, wincing as the harsh, biting fluid wet my throat. I felt an instant pleasant warm rush of relaxing euphoria.
Kristl posed, spinning around, flipping up her miniskirt to show me her big naked ass and her sheer tiny g-string pulled to one side baring her big smooth dangling cock and balls.
"I just had my ass augmented, gettin' my tits done too as soon as I get the bread"
She had a colorful florid tramp stamp tattoo just above the crack of her big full augmented ass with an arrow continuing to her smooth gaping starburst fuck hole, it was glistening with greasy lube and an oozing creampie running down her smooth balls. The inscription read " Fuck my sissy pussy, daddy"
I was so excited, at last here was the world in vivid color that I had fantasized about so much. That overwhelming urge that I had to be part of it had at last become reality.
"C'mon, honey lemme show 'ya the ropes, we can double team the next John that looks interesting."
Kristl pulled a glass vile from her purse, uncapped it and dipped her finger in it filling the underside of her long red nail with sparkly coke. She had about 20 grams, there looked like enough to make a sizable pile in the palm of her hand. It was the really good shit, pure uncut Mallinckrodt medical grade ******* flakes, light and fluffy, there was no need to chop it up, just lay out some sparkly lines
Kristl pressed one finger against my left nostril
closing it and thrust her coke filled nail under the right side. "Snort deep baby, you'll love it"
I winched, my eyes rolled back, my body trembled as an intense euphoria slowly overcame as I wobbled on my high heels.
The coke went straight to my cock giving me a raging hard-on.
When you come down baby we'll do it again and shoot it next time, it's even better. I've got smack too if 'ya wanna try snowballin', half coke and half heroin. She showed me her arms with dark needle marks she tried to hide with a pale shade Revlon Colorstay waterproof foundation. Kristl was a hard core junkie, supporting her habit by sucking and fucking for cash or dope
Somehow the entire scene seemed so alluring and exciting, I was drawn to it like a moth to a flame.
We went in the ladies room behind a 7/11 store and locked the door, Kristal had a zippered leather bag containing her outfit, several little ziplock packets of coke and smack, some cotton balls, a bent spoon to cook up the dope and several 100cc disposable syringes with short little 20 gauge needles. 20 gauge is mid-size, . With smaller gauge there is a risk of perforating the wall of a vein making a nasty purple bruise and the dope is slowly absorbed, you miss out on that fantastic rush when the dope hits your brain. We sucked each others cocks to get nice and hard.
"If we're lucky we just might cum when the coke hits home so keep jackin' and keep that pretty cock nice and hard" she giggled. As I sat on the commode fingering my pussy and stroking my hard cock Krista
l made a tourniquet just above my elbow with a lavender nylon stocking. She mixed about 5 mg of coke mixed with distilled water.
"Make a fist and squeeze, honey, pump up a fat vein for Miss Kristl."
I was absolutely entranced as I watched the needle puncture my pulsing vein seeing my dark red blood swirling as she slowly pulled back the plunger mixing my blood with the coke and water, it all seemed so very sexual.
"Now relax your hand, baby , letcher' blood flow"
Kristl slowly shoved the plunger, the dope raced through my body like a thundering freight train, I momentarily thought I would flash, aka puke but didn't.
I let out a moan, my heart was pounding as I trembled all over, my cock rock hard as I nearly passed out as I fell back on the commode in sheer ecstasy. I had an intense desire to be used, used in every conceivable way a sissy could be used.
I watched, fascinated, as Kristl shot herself up with coke, she slumped at my feet and began sucking my cock until I came in her mouth. Her cock was raging hard and she shot her load without touching her cock, both hands were too busy fingering my gaping juicy pussy and jacking my cock, Just the thrill of tasting my sweet cum got her off.
Kristl was just beautiful, looking into my eyes through her heavily painted long-lashed eyes as she sucked, bobbing up and down on my hard cock coating my cock with her glossy red lipstick, tossing her long wild red hair as she slurped and moaned.
Her busy fingers probing my gaping honey pot as I heaved my hips, first one then two, three and four fingers spreads my fuck hole.
"Lean back sugar, knees on your tits and jack that pretty cock while I eat your juicy pussy"
Kristl held my stiletto heels as she spread me wide, her wet wiggly warm tongue sliding deep in my gaped drippy pussy slurping voraciously, she pulled back momentarily, murmuring, "Oh baby, your pussy juice is soooo fucking sweet, I don't wanna stop" then continued, probing even deeper.
My pussy was on fire, I could feel myself gushing gobs of my sweet pussy juice.
" Slow down, baby I don't wanna cum yet, make it last baby" I sighed.
Kristl sucked my gaping hole filling her hot lipsticked mouth with my juice, she rose up and kissed me passionately, we sucked and licked each others tongues and lips savoring my sweet nectar. Both of our cocks were raging hard and ready to blow so Kristl slowed down, slowly running her tongue up and down my pulsing throbbing shaft, licking and kissing my smooth balls looking up into my eyes with her smoldering, sultry heavily made up long-lashed eyes. She put on more lipstick. painting my hard cock red as she slid her glossy lips up and down it's entire length. one moment swirling her busy tongue around it velvety purplish head, the next deep throating me, placing her red lip print around the smooth base of my hard cock. More lipstick and she covered my smooth balls with lip prints and a red ring around my gaping pussy. OMG, I was getting the mother of all blowjobs from an absolutely extraordinary sissy cocksucker.
Krystal spread my pussy wide with two fingers of each hand, her hot, wiggly tongue felt like it would reach my heart as she as she voraciously fed on my gushing honey box. Krystl was every bit as adept at eating pussy as the nastiest lipstick lesbian could ever be. She told later me later that her mother was a bi lesbian and had her eat her pussy and her many lezzie girlfriends since she was *************, proof that excellence begets excellence
"Oh baby slow down, make it last", I moaned. I could feel my balls tighten as my jizz started to surge up my throbbing hard cock as Krystl sucked noisily slurping, gazing into my eyes through long lashed heavily painted eyes. She gobbed on more glossy red lipstick, locking her luscious lips around my throbbing cockhead, spinning her wet warm tongue around my flaring coronal rim, licking up pearl after pearl of my oozing precum with her pointy tongue as she spread my little eye with long red nailed finger tips of one hand probing deep as she shoved two more fingers into my gaped drippy fuck hole with her other hand. We laid on our sides on the cold tile floor, smooth hairless bodies together in a 69 position as we feasted on one another's cocks balls and gaped pussies moaning and squealing with delight. One moment tongues buried in pussies the next sucking cocks and licking smooth balls frantically in a frenzy of homosexual tranny lust.
(To be conyinued).
I was just 18 when I went out whorin' for the first time. It was something I had an overwhelming urge to do after fantasising it countless times. I had been painting up and dressing since I was 13 and my 18 month older brother had been fucking me regularly since I was seven until he went away in the Army when I was 16, plus I had been shoving all types of objects in my pussy almost daily. My desire to have my pussy ravaged was insatiable. I used cucumbers and even a slender long Japanese eggplant about two inches in diameter, fantasizing it was a BBC. I reveled as I watched in the mirror seeing my pussy stretched and gaped, watching my drippy pussy lips cling on the outstroke as I would jack off and cum. moaning and talking dirty to that wanton sissy bitch in the mirror. Freaky? Well yes, but that's the kind of sissy I am. I just couldn't get enough, a trait that stayed with me my entire adult life.
By the time I was twenty I had acquired a beautiful starburst pussy, always silky smooth like the rest of my androgynous slender body. A starburst pussy has all those pretty little pinkish beige wrinkles radiating 360 degrees from the fuck hole much like a Japanese rising sun. Most sissy and anal fucking GG pornstars have a pretty starburst pussy. I did Kegal exercises to strengthen and control the muscles of my pelvic floor, so I can gape or tighten my pussy at will and help to avoid a prolapsed pussy....they aren't pretty.
(insert pic)
Mother had always told me to do my best at whatever I chose to be so I took her advice as I set out to be a sissy par excellence' as a lifelong endeavor.
I was still living at home with my parents in Orange County, CA., they both worked during the day and often went away on weekends leaving me with the whole house to myself.
While they were gone I spent a great deal of time painting my face, dressing in sexy lingerie, hose and high heels and prancing about the house pretending I was a sissy whore of the most wanton type. I spent countless hours teaching myself to walk in towering stiletto heels as high as six inches, and some with nine inch heels with three-inch platforms. learning to take short little heel to toe steps like runway models do making my pretty bubble ass swing and jiggle provocatively with that exaggerated swish so many sissies and drag queens like to do. We had a long paved driveway along the side of our house and a large covered tiled patio in the backyard which I put to use practicing my sissy walking technique. I got so good I could even run in the highest heels. After dark I would get all painted up then prance about the backyard almost naked wearing only a tiny sheer g-string with my pumped-up nipples painted red or shocking pink. The cool California evening breeze was so exhilarating and sensuous brushing my smooth shaven body. I loved the feeling it gave me. it was like a sort of empowerment. Emboldened with a few slugs of raw 100 proof whiskey I would venture down the driveway to the covered front porch where a street light bathed our front yard and driveway in soft light, the chance of being seen gave me a huge rush. Back and forth I would go, secretly hoping I would be seen. I would lounge on the chaise lounge on the porch, smoking cigarettes and sipping whiskey and playing with my cock and pussy fantasizing sucking dozens of big hard cocks and being fucked as I dildo fucked, jacked-off and came. I felt so totally sissified as I observed the neighborhood barely hidden by the privet hedge in front of the porch.
The silky smoothness when running my fingers up and down my silky sheathed legs is just heavenly. I'm such a fetishist for outrageous, kinky shoes and boots I now have a collection of over one hundred pairs, all gloriously displayed on narrow shelves on a wall in my boudoir. One of my favorites are a pair of 9" stiletto heeled 3" platform strappy ankle straps in glittery pink, i feel like the most regal of queens as I swish and mince down the avenue in them hearing my heels clicking on the sidewalk.
As I said, once I had mastered the walking in heels technique my full, bubble ass would automatically swing so provocatively as I swished and minced , having my pussy filled with a fat walk-about plug as I practiced moving my arms like a girl and flitting my hands about in a limp-wristed fashion like a pair of fluttering doves daintily holding a long white Virgina Slim or Max Menthol 120 cigarette with a heavy lipstick stain on the filter and a long nailed pinky protruding. I have a huge smoking and lipstick fetish. I like to gob on the lipstick thick and heavy, over outlining my full lips with a darker or even black lip pencil when wearing a darker red shade and lots of shiny lipgloss and shiny or sparkly silver gloss giving the illusion of cum on my pouty lower lip
I just knew I was ready for my long anticipated adventure as a street walking sissy whore. I wanted to be a real whore so bad, I just had to prove to myself that I could pull it off.
My parents were gone for the weekend so I had the house to myself. As soon as I watched them pull out of the driveway and head down the street, I got a ladder and opened the hallway ceiling hatch to the attic to retrieve two large cardboard cartons jammed full of all of my drag and makeup. I emptied both on the twin beds in my bedroom spending nearly an hour sorting and arranging all of my pretty things. I love doing this, it just intensifies my sissy desires to really wig out in a frenzied Bacchanalian orgy of intense auto-erotic homosexual sissy lust.
I had fantasized my first outing as a streetwalking sissy whore for months, spending hour upon hour perfecting my sissy body language to the finest nuance. I taught myself to walk and swish like a runway model, swinging my ass seductively, taking tiny heel to toe steps, limp wristed with my pinky extended hands flitting about like a pair of fluttering doves in that exaggerated manner so common to drag queens. I was out and proud, with an overwhelming urge to flaunt my sissiness for all to see.********
I spent the entire day getting ready. As any sissy knows, "Getting Ready" is a ritual a gurl can get lost in for hours and hours as she paints her face, trying all sorts of looks
Ranging from a sedate fasionista to a flaming heavily made up OTT drag queen that just stepped off the stage Getting Ready is something she never tires of.
I wanted to wait until after 2am, when the bars closed when guys would be cruising looking for pick ups. Throughout the day I dildo fucked, making my smooth pussy stretch to be able to take even the largest cocks I might encounter with ease, edging myself to save my cum for a long, balls deep hard fuck shooting a huge load deep in my squirming body. When a daddy shoots a huge load deep in my body I usually get the most glorious orgasms shooting gobs of my sweet sissy cum all over my flat tummy and titties, greedily licking and sucking my jizz slathered long red nailed fingers. Gawd I love the taste and feel of a mouth full of warm sticky cum, holding it in my heavily lipsticked mouth, swirling it around with my tongue as I smear it all over my inner cheeks, teeth and gums with my wiggly tongue, savoring every last drop as it drips on my little puffed up titties, all pink mixed with Revlon from my painted lips and chin and swallowing.
I did my best real OTT draggy style makeup, took some Lomotil syrup to halt any peristaltic movement of my colon and douched one more time. It is so embarrassing to see p*o p*o on a dick pulled out of my pussy. I like my lubed and perfumed pussy free of foul odor, nice and juicy and soooo tasty. A few minutes after a thorough cleaning I secrete gobs of the sweetest pussy juice where it drips down my smooth balls, exactly like a GG's aroused pussy and can do a couple of fuck without additional lube. Hopefully a pussy full of hot slippery jizz, the best lube a sissy can have, will handle any additional need for lubrication. To be on the safe side I always have a small jar of Albolene cream, my favorite pussy lube, in my bag. Always remember the 5 Ps gurls; Prior Preparation Prevents Poor Performance
I stretched sheer smoky grey thigh high nylons over my pretty painted toenails and smooth legs. I like Leggs Sheer Elegance pantyhose with sheer toes and heels, I cut them off and discard the panty portion stretching and smoothing them tight , making sure the toe seams are carefully tucked underneath to show my glistening, perfectly pedicured painted toe nails. I carefully stretch them tightly all the way to my groins, smoothing out any wrinkles feeling that delicious silkiness, rubbing my silk or nylon encased legs together is quite erotic as they slide together so slippery and sensuous. If seamed, I make sure the seams are perfectly straight. I secure them with simple elastic garters rolled up, no fancy tops, just a thin band brushing against the base of my smooth balls.
I stepped into a tiny sheer pink g-string matching me sexy shoes, the front panel spattered with rhinestones with a thin band of string elastic up the crack of my ass and over my hips barely covering my smooth half hard, drippy sissy cock. I shimmied into a clinging, light and skin tight, black latex skirt with a slit to my hip and a side velcro closure on the hip hugging waistband riding well below my navel with blue and gold threads. My skirt barely covered my full bubble ass with six thin garter straps secured to my sheer thigh high hose from a tiny front laced black and blue leather waist cincher pushing from just above my navel with my little titties up on a shelf my ripe berry-like lady nipples exposed. I had made them shocking pink with a Magic Marker. I wore a tight pink open net boat necked top with 3/4 length sleeves. my painted red nipples poking through the net. Not to be indecent I wore a cute little, dove gray, soft, k**skin bolero style jacket, a gurl must be careful about mixing too many bright and vivid colors to not look like a tramp... heaven forbid
I donned my wild red big hair wig, big gold hoop ear rings in my pierced ears, one wrist loaded with a dozen jangly gold bangles, the other with a broad shiny polished gold cuff bracelet, a gold 3 tier snake with red ruby eyes on my slender girlish right upper arm, several large sparkly pageant style rings with semi precious stones in various colors, and a delicate gold neck chain with a hollow puffy gold heart hanging just below my clavicles to my cleavage a gold chained choker with "Sissy Whore" engraved on an oval medallion and another delicate gold chain with a tiny coke spoon hanging in my cleavage.
Insert Pic "Redheaded whore with cocks face"******
I filled my large, long shoulder strap "whore's bag", a flashy, fringed, gold number with my makeup bag, a tube of my favorite lube, Albolene cream, two packs of long white Virginia Slim 120 Menthols, a half pint of cheap and raw 100 proof Old Crow whisky, several viles of sparkly blow, a heated, beautiful natural looking nine inch thick dido with balls and my light blue open toed 6" stiletto heeled springolators. I was ready for whorin' as a totally wanton OTT street walking sissy slut.
I shoved my lipstick tube up my hungry pussy to keep it warm and creamy and inserted a thick walkabout butt plug attached to a short gold chain around my waist. I quickly tossed back two shots of whisky followed by two lines of sparkly blow. slipped on my thin black satin ballerina slippers and headed out the back door, out the gate, into the alley, just buzzing, I was soooo fucking high and hell bent on an adventure of sissy debauchery.
I put on more lipstick, smoked a joint and lit a cigarette as I swished and minced my way the two blocks to the main drag.
The going rate for a blow job was $5, a fuck $10 and an all nighter $100 or more, some of skankier, beat out old whores did quicky blow jobs on their knees in an alley for as little as 50 cents. On a busy night turning 20 or more tricks was not unusual for the hotter girls. In today's dollars 1 - 1955 $ is worth about $9. As you can see the trade was very lucrative, some working girls were knocking down very good money. Most of the sissies blew it all on booze, dope, more makeup and trashy whore clothing to be even more of an OTT tranny whore.
At the end of the alley I sat on a trash can to put on my stiletto heeled platforms, more lipstick and smoked a cigarette just observing the whole scene for several minutes.
At any one time there were 6-8 girls hustling, about 50/50 GGs and drag queens, coming and going as they were picked up and dropped off, the queens were getting more action by a two to one margin. As is usually the case, the queens were by far the most outrageously dressed and behaving with their heavy OTT draggy makeup, big hair wigs and trashy whore outfits. Most sissy whores are so eager and willing to do all the lewd and nasty shit lottsa horny guys like but can't get their wives or girlfriends to do.
I watched, as one hot and nasty looking micro mini skirted young, blond queen was leaning into a car window to suck the big hard cock of a dude kneeling on the front seat as she fucked her smooth naked ass with a big dildo hanging on a chain around her waist. She got the guy off, locking her glossy red lips around his spurting cock head, hollow cheeked, as she skillfully extracted every drop of his hot sticky jizz.
She spotted me sitting there taking in the whole scene and came towards me leering lasciviously, as she drew close she licked her glossy cum coated lips seductively.
"Wanna taste, honey?" she murmured
She leaned forward, legs apart teetering on those towering stiletto heels placing her hands on the back of my head pulling me to her kissing me full on the lips as her wiggly tongue voraciously slithered into my open willing mouth, I could taste the cum as she sucked my tongue and lips, it was even more delicious than I had fantasized so many times. I loved it.
" I'm Kristl, honey, where 'ya from"
I told her that I lived nearby and about my fantasy of being a real sissy whore.
"'Ya mean this is your first time out whorin, sugar"
" Yeh, first time" I stammered nervously, my voice quaking as I attempted my well-rehearsed sissy speak.
" Wow, baby you look like a real pro. I love your whorey makeup and outfit"
Kristl was in her mid-twenties, hard as nails, one of those nasty looking street queens that had been selling her hot ass as a street walker since she ran away from home at sixteen and got into d**gs big time, she had lost count of how many times she had been busted for prostitution or lewd and lascivious conduct. Kristal just didn't give a fuck, she went wherever the day took her, as long as she got plenty of cock and dope.
Kristl pulled a pint of cheap 100 proof Old Crow whiskey from her purse, took a long pull and handed it to me.
"Have a drink honey, It'll loosen 'ya up, makes me horny."
I boldly took a big swig, wincing as the harsh, biting fluid wet my throat. I felt an instant pleasant warm rush of relaxing euphoria.
Kristl posed, spinning around, flipping up her miniskirt to show me her big naked ass and her sheer tiny g-string pulled to one side baring her big smooth dangling cock and balls.
"I just had my ass augmented, gettin' my tits done too as soon as I get the bread"
She had a colorful florid tramp stamp tattoo just above the crack of her big full augmented ass with an arrow continuing to her smooth gaping starburst fuck hole, it was glistening with greasy lube and an oozing creampie running down her smooth balls. The inscription read " Fuck my sissy pussy, daddy"
I was so excited, at last here was the world in vivid color that I had fantasized about so much. That overwhelming urge that I had to be part of it had at last become reality.
"C'mon, honey lemme show 'ya the ropes, we can double team the next John that looks interesting."
Kristl pulled a glass vile from her purse, uncapped it and dipped her finger in it filling the underside of her long red nail with sparkly coke. She had about 20 grams, there looked like enough to make a sizable pile in the palm of her hand. It was the really good shit, pure uncut Mallinckrodt medical grade ******* flakes, light and fluffy, there was no need to chop it up, just lay out some sparkly lines
Kristl pressed one finger against my left nostril
closing it and thrust her coke filled nail under the right side. "Snort deep baby, you'll love it"
I winched, my eyes rolled back, my body trembled as an intense euphoria slowly overcame as I wobbled on my high heels.
The coke went straight to my cock giving me a raging hard-on.
When you come down baby we'll do it again and shoot it next time, it's even better. I've got smack too if 'ya wanna try snowballin', half coke and half heroin. She showed me her arms with dark needle marks she tried to hide with a pale shade Revlon Colorstay waterproof foundation. Kristl was a hard core junkie, supporting her habit by sucking and fucking for cash or dope
Somehow the entire scene seemed so alluring and exciting, I was drawn to it like a moth to a flame.
We went in the ladies room behind a 7/11 store and locked the door, Kristal had a zippered leather bag containing her outfit, several little ziplock packets of coke and smack, some cotton balls, a bent spoon to cook up the dope and several 100cc disposable syringes with short little 20 gauge needles. 20 gauge is mid-size, . With smaller gauge there is a risk of perforating the wall of a vein making a nasty purple bruise and the dope is slowly absorbed, you miss out on that fantastic rush when the dope hits your brain. We sucked each others cocks to get nice and hard.
"If we're lucky we just might cum when the coke hits home so keep jackin' and keep that pretty cock nice and hard" she giggled. As I sat on the commode fingering my pussy and stroking my hard cock Krista
l made a tourniquet just above my elbow with a lavender nylon stocking. She mixed about 5 mg of coke mixed with distilled water.
"Make a fist and squeeze, honey, pump up a fat vein for Miss Kristl."
I was absolutely entranced as I watched the needle puncture my pulsing vein seeing my dark red blood swirling as she slowly pulled back the plunger mixing my blood with the coke and water, it all seemed so very sexual.
"Now relax your hand, baby , letcher' blood flow"
Kristl slowly shoved the plunger, the dope raced through my body like a thundering freight train, I momentarily thought I would flash, aka puke but didn't.
I let out a moan, my heart was pounding as I trembled all over, my cock rock hard as I nearly passed out as I fell back on the commode in sheer ecstasy. I had an intense desire to be used, used in every conceivable way a sissy could be used.
I watched, fascinated, as Kristl shot herself up with coke, she slumped at my feet and began sucking my cock until I came in her mouth. Her cock was raging hard and she shot her load without touching her cock, both hands were too busy fingering my gaping juicy pussy and jacking my cock, Just the thrill of tasting my sweet cum got her off.
Kristl was just beautiful, looking into my eyes through her heavily painted long-lashed eyes as she sucked, bobbing up and down on my hard cock coating my cock with her glossy red lipstick, tossing her long wild red hair as she slurped and moaned.
Her busy fingers probing my gaping honey pot as I heaved my hips, first one then two, three and four fingers spreads my fuck hole.
"Lean back sugar, knees on your tits and jack that pretty cock while I eat your juicy pussy"
Kristl held my stiletto heels as she spread me wide, her wet wiggly warm tongue sliding deep in my gaped drippy pussy slurping voraciously, she pulled back momentarily, murmuring, "Oh baby, your pussy juice is soooo fucking sweet, I don't wanna stop" then continued, probing even deeper.
My pussy was on fire, I could feel myself gushing gobs of my sweet pussy juice.
" Slow down, baby I don't wanna cum yet, make it last baby" I sighed.
Kristl sucked my gaping hole filling her hot lipsticked mouth with my juice, she rose up and kissed me passionately, we sucked and licked each others tongues and lips savoring my sweet nectar. Both of our cocks were raging hard and ready to blow so Kristl slowed down, slowly running her tongue up and down my pulsing throbbing shaft, licking and kissing my smooth balls looking up into my eyes with her smoldering, sultry heavily made up long-lashed eyes. She put on more lipstick. painting my hard cock red as she slid her glossy lips up and down it's entire length. one moment swirling her busy tongue around it velvety purplish head, the next deep throating me, placing her red lip print around the smooth base of my hard cock. More lipstick and she covered my smooth balls with lip prints and a red ring around my gaping pussy. OMG, I was getting the mother of all blowjobs from an absolutely extraordinary sissy cocksucker.
Krystal spread my pussy wide with two fingers of each hand, her hot, wiggly tongue felt like it would reach my heart as she as she voraciously fed on my gushing honey box. Krystl was every bit as adept at eating pussy as the nastiest lipstick lesbian could ever be. She told later me later that her mother was a bi lesbian and had her eat her pussy and her many lezzie girlfriends since she was *************, proof that excellence begets excellence
"Oh baby slow down, make it last", I moaned. I could feel my balls tighten as my jizz started to surge up my throbbing hard cock as Krystl sucked noisily slurping, gazing into my eyes through long lashed heavily painted eyes. She gobbed on more glossy red lipstick, locking her luscious lips around my throbbing cockhead, spinning her wet warm tongue around my flaring coronal rim, licking up pearl after pearl of my oozing precum with her pointy tongue as she spread my little eye with long red nailed finger tips of one hand probing deep as she shoved two more fingers into my gaped drippy fuck hole with her other hand. We laid on our sides on the cold tile floor, smooth hairless bodies together in a 69 position as we feasted on one another's cocks balls and gaped pussies moaning and squealing with delight. One moment tongues buried in pussies the next sucking cocks and licking smooth balls frantically in a frenzy of homosexual tranny lust.
(To be conyinued).
10年前