The Greatest Liar, Exposure, Disclosure
© Alexandra Rios 2019
Author's Note
This is a continuation of "My Awkward Phase", previously published here. Readers may want to read My Awkward Phase first, but I have written them to stand alone.
Synopsis
Alexandra fuels her transition by a bold and dangerous foray into Los Angeles’ chaotic black markets to replenish the hormones and wardrobe that her father destroyed, and reboot sexually from her Prom Night debacle. Alexandra deludes her lovers, and herself, until her disguise is undone and she’s exposed as an imposter.
She flies to college and seduces a soldier on his way to war with beauty, wit, and candor. How will he react to her bedside confession?
Natives say that life cannot exist in LA without a car and money. My last days in LA proved those truisms.
I’m from Brentwood, “OJ Land”, a privileged enclave nestled between Westwood and Santa Monica. My parents bought their three-bedroom bungalow when it was a quaint bedroom community for the faculty of nearby UCLA, before home prices went sky-high.
Most the professors cashed out their equity. My parents’ ranch house was girded by towering McMansions of hedge fund managers whose k**s went to the pricey, private Brentwood School instead of attending nearby Uni High. The future of Brentwood was private equity for the wealthy new residents and private schools for their c***dren. We were the poorest family on our block, a throwback to Brentwood’s past.
Range Rovers, BMWs and Benzes crowded the parking lot Whole Foods on San Vicente, where paparazzi stalked celebrities as they shopped. The nearby restaurants thronged with Pellegrino-swigging trophy wives and yoga matt-toting slackers with ponytails, living large off alimony, residuals or inheritances. Botox and silicone mingled with aromas of putanesca sauce and Porsche exhaust in this land of plenty.
Brentwood was ill-suited to a transitioning transgender teen. Its self-absorbed sybarites ignored the androgynous scarecrow in ill-fitting Gap khakis and hoody who browsed its shops, fantasy shopping and role modeling on the starlets. Only the homeless veterans from the nearby Veterans’ Administration facility noticed me, and then only to beg.
After breast implants and bottom surgery, I could sit at the front table of Toscana, sharing sizzling sea scallops and chardonnay with a tanned, silver-haired sugar daddy. But now as I walked out of Jamba Juice, I heard the clerks snickering about the tranny.
Ten miles east, in Hollywood, my androgynous looks would have scarcely attracted notice. Trannies easily blend into that Babel of sexual diversity, but three years in prep school and a year in the closet in Brentwood had left me without the street smarts to survive that jungle. I needed experience.
Boudoir
My dad had confis**ted most of my hormones, trashed my girl clothes, cancelled my credit card and closed my post office box. I was cut off from the internet pharmacies and from the illicit supplies I had stolen from his hospital. I dreaded starting college with my supplies of HRT d**gs decimated. From internet research I learned that u******ed Latina trannies scored their hormones from swap meets near downtown LA. But I needed to cross town and cross-dress to get them.
I was car-less, and didn’t want to involve my erstwhile friends in a contraband hormone escapade. I looked at Seth’s crumpled phone number, called, got voice mail, and hung up. He probably would have fucked me and then begged off because he was in the wrong gang for the neighborhood where I was headed. My only option was taking LA’s infamous mass transit dressed as a girl.
I retrieved a pink clutch purse holding the last of my hormones from the crawl space beneath the garage. I jabbed a needle into the hidden patch of skin between my thighs and choked down a Spiro. I showered and squeezed my soapy boobs together into a décolletage that disappeared as soon as my hands slipped. I slid three soapy fingers in my hole, drilled in deep, and splayed them apart. I inserted an enema bottle in my ass and squeezed and refilled it until my colon was flooded. After the swirling inner tsunami gushed down my colon I power-washed my asshole in the shower’s spray.
I compared my face and naked body to a year-old picture to measure my feminization. My pubic hair was plucked, my waist was tapered, my butt had broadened, my nipples had expanded and my boobs bulged into discernable mounds of pliable flesh. My skin’s tone was a shade lighter and was soft and blemish free. My arm and leg muscles lacked cut or tone. My shrunken cock and balls easily tucked invisibly into my perineum.
Estrogen stifled my cock, but not the new erotic zone in my ass, which craved cock. But my last sexual submission had turned me into a gender refugee. There was no safe sex for me in LA.
I poured my nervous energy into my makeup. Without Marta’s guidance, my first attempt made me look like a clownish whore. I wiped it away, along with tears of frustration amplified by the hormones coursing through my veins.
I started over using concealer slightly darker than my natural complexion, less eyeliner and mascara, and lighter lip gloss. I primped in the mirror, and put some blush on my cheekbones. My face looked feminine and exotically ethnic, a perfect camouflage for my mission to MacArthur Park.
I painted my nails with luminescent white polish and blew out my hair straight and shiny. I moisturized all over with lavender skin lotion, perfumed with my mom’s cologne.
I tucked my cock into my perineum, and secured it with surgical tape. I flipped up my hem, looked in the mirror and enjoyed the view. My taped-back cock compressed my scrotum into vulva-like valley. I covered up with a mini pad and bolstered the adhesive wings with more surgical tape.
My dad purged by my feminine wardrobe after Prom Night. The best fit in my mom’s closet was little black dress. My tiny boobs barely showed, but its tight fit emphasized my waist and butt, and scalloped hem showed four inches of my thighs. I slipped on a pair of Steve Madden platform pumps. I looked like cute teen ingénue dressed for the red carpet.
I put on a pair of my mom’s Oscar de la Renta shades to avoid being clocked by my frightened eyes. From her drawer of costume jewelry I selected a wristful of silver bangles, dangly Swarovski earrings, a dainty silver crucifix, and an opal ring. I preened in her mirror, judged myself passable.
I hadn't walked in heels since Prom Night, and my first steps were wobbly. I practiced my female gait by walking the center hall from her bedroom to the foyer. My first appearance in my c***dhood home as a girl made me feel alien and eager to leave.
Our gardeners were leaf-blowing the walk, and although I wanted the hot new helper to fuck me on the garden table, I couldn’t risk doing so as Mr. and Mrs.’s new daughter. I primped in the mirror until they had loaded their blowers and mowers into their battered pickup. When the block was clear, I opened my parents’ front door and stepped into the cul de sac. I blinked into the dazzle of the Los Angeles’ sun, and took the first steps from my front porch into my future.
Crosstown Traffic
Near San Vicente, a grimy group of homeless veterans lounged in the shade of an office building near Whole Foods, like litter amid the glitter. I’d encountered them as Alex: would they recognize and taunt me?
“Hey, sweet thing, got a dollar to make an old veteran happy?”
I smiled and reached into my clutch. I forced my voice into the feminine up-tones that Marta taught me.
“Of course, to honor your service.”
I dropped some change into his outstretched hand.
He smiled through gapped teeth. I could smell the beer on his breath.
“Thanks darling.”
“Don’t mention it.”
I was thrilled. The addled old beggar had perceived me as a pretty girl. I’d passed.
The bus stop at Federal and Wilshire was crowded with Latina domestics commuting between their East LA homes and West LA jobs. In the morning, they flowed west, and in the evening, east, like a tawny tide. Now, I floated with them in that current, an alien crossing the border into their world.
Two overcrowded buses lumbered by the frustrated crowd. After forty five minutes, I squeezed aboard a packed bus, and stood, holding a pole. A squat laborer took his place behind me. He brushed against me, and when I turned, he smiled. When bus ground to a halt, his body pressed against mine. He ground his crotch into the soft flesh of my ass. I could feel his cock pressing through the front of his jeans into my behind.
When I turned to scowl, he leered at me. I bumped my hip into his groin, and shook my head, but he kept touching me at every turn and stop. The slut inside me secretly enjoyed being the victim of his lewd attention, but he was too grimy and paunchy to offer the blow job that I would have given a hotter guy.
The bus rumbled past the gleaming office towers of Westwood, the stately high-rise condos of the Wilshire Corridor, the leafy expanses of the Los Angeles Country Club, the glitz of Beverly Hills, the cultural palaces of the Museum District, and the quaint beauty of Hancock Park. Then, the orderly calm of the West Side was supplanted by Korea Town, inscribed with indecipherable characters, Filipino Town’s shabby shops, and finally, the grubby, third-worldly MacArthur Park district. I pulled the cord and the bus pulled to the curb at my stop.
Fake ID
The sidewalk was dense with shoppers, beggars, and hustlers. I had taken only a few steps when a well-muscled Latino accosted me.
“Chica, need a fake ID?”
I responded in Spanish, “Not necessary, thank you.”
I wasn't planning on u******e beer-bashing at Michigan. I would be at the center of a new intellectual mafia, speeding through finals, exploring higher consciousness and adventurous sexuality with acid or Ecstasy. Beer was for frat boys for whom transsexuals were anathema. After a few more steps I had an epiphany, that a female ID would bolster my female identity.
I turned around. He was already hustling his next mark. I started to leave, but he broke away from that encounter.
“So you want it?”
He swaggered, thrust his hips and leered, a bad boy on a lucky streak. I backed away, partly anxious, partly playing hard to get.
“How long and how much for the ID?”
“Take a picture, an hour of processing. Two hundred bucks.”
“Too much.”
“Party with me, it’s a hundred.”
“What kind of party?”
“420 and beer, hanging out, whatever.”
He was coming on, and he was cute. My nipples and ass tingled.
“No time to hang out. Must shop, hurry back to the Westside.”
“Ah, a gringa who speaks good Spanish.”
I tossed my head and fluttered my eyes, Marta’s advice for encouraging an advance.
“I have many talents.”
“Then fifty for you.”
“Still too much. Comp me, I’m worth it.”
“Come see my set-up.”
We entered a cluttered bodega. Two old guys playing checkers ignored us. My new friend pointed me toward a battered door. I walked into a narrow room cluttered with tripod, a computer desk and chair, a photographic light and a blue background the precise shade of my California driver's license.
“What’s your name, chica?”
“Alexandra Rios, and yours?”
“Call me Sal. Where’s your down payment?"
I smiled and knelt on the floor by his chair.
“This down enough?”
He punched the air, unzipped and rolled the chair toward me.
I put my sunglasses on top of my head, pursed my lips and slipped his cock through his boxer's fly. I kissed it, licked it from ball sack to cock head, and took it between my lips.
I was blowing him for barter, transacting my first trick on filthy bodega’s floor. I was the sleazy slut of my wildest fantasies, and passing as a girl. I only regretted not bargaining for a fake school ID too. But I’d saved my precious cash for wardrobe and hormones.
He slapped his hard cock on my cheek and pressed it against my lips. I opened my mouth, curled my lips over my teeth, and let him slide it into my throat. He groaned, and I bobbed my head in and out twenty times, looking up at him as his face went through stages of ecstasy. When his hips started pulsing back, and I tasted the first salty seep of precum, I slowed down, and stopped. I licked his dick from bottom to top, and kissed the tip goodbye.
“Save it for later.”
He seized my head and forced it back against his cock
“Don’t stop, need to nut.”
“First finish my ID, then finish here.”
“Cockteaser. No wonder Westside suits come to this hood for ho’s.”
I took a compact out of my purse, checked my makeup, glossed my lips, and smiled winsomely as he took my picture.
“Maybe they’re bargain hunters like me."
I rose and twerked my ass, and he spanked me.
"Who’s getting the bargain?"
"It’s a win-win.”
He put his arm around my waist, pulled me close and gave my butt a little squeeze. He ground his cock against me.
“If I wait, you swallow.”
“Throw in a University of Michigan ID.”
He checked his computer and nodded.
"Add that to my order.”
“For that, I get to fuck.”
“I’ll hurry through my shopping list."
“Ready in an hour.”
The checker players played on, undistracted by our transaction. Sal had probably bartered fake IDs for sex before. I’d upsold myself to intercourse, but gambled that Sal would settle for sodomy when he saw my mini-pad. But what if Sal discovered that he had blown by a boy? Stories abounded about beatings and murders of unmasked trannies.
The lures of proving my passability and getting a girl’s ID’s overpowered my anxiety. While I scored hormones, he’d sweat over his laminator to fulfill his part of our sexual contract. I felt as irresistible as a girl as I had been inadequate a as a boy. Alexandra was passable, and with a female’s ID even greater adventures would be possible.
I’d spoofed him. Now I had to maintain the pretense.
Pharmacia
I wended down the crowded sidewalk to Bonito’s swap meet. Traffic stuttered beside me on Alvarado, horns honking, tail pipes spewing, motorists cursing. Joggers still outnumbered hookers and d**g dealers across the street in MacArthur Park, but as the sun sank the low-life population would rise. I needed to leave this nasty neighborhood before nightfall.
Inside Bonito’s the tables were piled high with merchandise that had a rumpled, picked-over look. I found a jumbled stack of garments and accessories of dubious provenance labeled with slight variations on brand names: Kelvin Cline camisoles, tank tops, and jeans, Juicy Culture sweat suits and T-shirts, and Vicky’s Secrets miniskirts, sundresses, panties and bras and Jimmy Chooze wedges, pumps and sandals. For a fraction of retail I abandoned authenticity and bought knock-offs.
I needed to pee (Spiro does that) and I didn’t want to stain my mother’s clothes with sex residues so I ducked into a filthy ladies’ room. I carefully disassembled my tuck, peed and water bottle douched, and re-taped my cock-cocoon. I replaced my mom’s dress and lace panties with panties emblazoned "Hot Stuff.” I pulled on a short, ripped denim skirt, black fishnet stockings, a skin tight leotard and towering espadrille wedges.
A Latina T-girl approached the Pharmacia’s counter. Her 38 D boobs overflowed her tight tank top, her butt bulged with injected silicone, and her eye-catching bleached blonde hair mismatched her Morena complexion.
Her eyes met mine, flashing mutual recognition. We’d clocked each other. I looked around nervously. Had anyone else noticed our non-verbal exchange? The crowd bustled by, oblivious. The pharmacist handed her a bag. When she was out of the pharmacist’s sight she motioned me.
“You spying me, bitch?”
“Trying to learn-”
“The “T”?”
“How you get hormones, look like you.”
She squeezed her boobs together.
“Don’t get these with ‘mones, they’re implants?”
“I can barely afford hormones.”
“Used a credit card. Doubled my price and volume, paid for themselves.”
“Don’t have any credit. Can I get hormones with cash?”
More customers had gathered at the pharmacy counter now.
“Write what you want and rap your knuckles three times. Hand your list over like a prescription. Don’t talk, he gets nervous, pay with cash, that's the T."
I studied her walk as she moved on, her hips swayed and her shoulders rolled more than a real girl. But she attracted looks from every guy in Bonitos, more eye-catching, and sexually provocative, than the real thing.
I wrote out my order, Estradiol Valerate, AldactoneR, injectable Depo-Provera, syringes. I approached the counter and rapped on it with the opal ring, clack, clack. The pharmacist looked at my note and scowled. He pointed to the Estradiol.
“Only Premarin.”
Premarin is an oral hormone derived from horse urine. It had more side effects and required larger doses, but I was desperate. I nodded acceptance.
He wrote down $500. I crossed it out and wrote down $350. He crossed it out, circled the $500.
“You don’t have what I want. Give me a discount.”
“Pay or get out.”
“I can’t-”
He pointed across the street.
“Work the street, like that one.”
He pointed to my mentor, who’d hooked a middle aged shopper near the exit.
I edited my list: Premarin, Aldactone, Depo-Provera and syringes.
He scowled, took my money, rummaged his shelves, handed me a brown bag and waved me away.
The pharmacist considered me a whore. Like Sal, he had appraised me and decided I would be worth paying for. Cross-dressed to camouflage my hormone purchase, I exuded sexual pheromones.
I retraced my steps through lengthening shadows down Alameda Boulevard, tempted to test my feminine mystique on the stroll. The joggers had been replaced by hard-eyed gangsters, garish streetwalkers, staggering drunks and d**ggies. I stared into the gloom at the shadowy commerce in the dark. Pimps returned my glances with whistles and gestures. If I dared, I could tiptoe into that world, make some money, gain some experience, and escape. Or I could be bogged in its mire of sleaze. I ruled out trolling tricks in MacArthur Park for now.
My bus stop had been overrun by a group of gangsters who passed around a blunt and a bottle. When I approached, their trash-talking grew louder. I detoured across the street, two of the gangsters broke away and followed me, I jaywalked through the traffic across Alvarado to Sal’s. They were at my heels when I ducked in the door of the dark little bodega.
Sic Transit
The checker players had gone. The door to the little back room was ajar, and I pushed it open. Sal the street hawker had company: a tattooed, tautly muscled Latino with shaved head.
“Ayee, party’s on, Alexandra.”
“Wasn’t this our private party?”
He showed me the ID’s.
“Two perfect ID’s, I bargain too. You do us both.”
The new guy's bad boy look was just as irresistible as Salvatore's lothario style. My sex famine, speed buzz, and the pursuers on Alameda Street propelled me.
“OK, I’ll suck and swallow both of you.”
The new guy shook his head and glowered.
“I want pussy.”
“Period.”
“Ugh. Then give up your booty.”
Sal waved the IDs.
I itched to be ass-fucked, but could I delude them? I could keep their hands off of my panties while sucking cock, but fucking is up close and personal. If they felt my twig and berries, how would they react?
But getting fucked by these two seemed less hazardous than getting robbed or gang-****d by the crazies in the park. I rolled with it.
“Throw in a ride to Brentwood.”
“Awesome, a van party. Jose, get the wheels while we get started.”
Jose grunted and bolted out the door.
Sal gestured me to kneel, but I shook my head.
“My IDs, please.”
My ID’s showed 21 year old female, Alexandra Rios, whose smiling face was mine. I had never looked, or felt more like a girl. I would prove it by servicing, and deceiving, Sal and his friend.
“Perfect. Let’s settle my account.”
He slid his pants to the floor and sat on a rickety office chair. I knelt between his wiry, smooth thighs. His quadriceps bulged like twisted ropes. His belly was flat, his abs defined and pumped, sure to be an amazing fuck.
I cupped his balls, steadied his shaft and circled my tongue around the tip. I pressed my tongue into his urethra, teasing him. He vibrated with pleasure. I rolled my lips and plunged his cock past my tonsils and into my esophagus. I bobbed my head, gliding him in and out. I coordinated my breathing and sucking so I didn’t choke or tire, exhaling as he entered and inhaling as he exited. He gripped my neck, and guided me, but I was in control. An appetizer of precum, salty-sweet, filled my mouth, and I worked him toward and early finish. A horn honked outside. Salvatore pushed me away and pulled up his pants.
“Saving my pop for your booty.”
“We need condoms.”
“And beer. Try your new ID.”
We got in the back of a battered blue Astrovan, furnished like a cramped apartment.
“Bienvenido. Mi casa es su casa.”
He grabbed my butt as I got in. His hands grazed the Tampax that hid my cock.
“No k**ding, you’re on the rag. Jose, I touched her tampon. Should I cut my finger off?”
“Have her lick it clean.”
I kissed his finger. Like most guys, Salvatore was schizophrenic about feminine sexuality, obsessed with pussy but repelled by female reproductive plumbing. To Sal and Jose girls were an inferior specie, to be used and discarded. My submissive boytoy tendencies meshed perfectly with their machismo, my mirror opposite.
As a c***d I reveled in my mother's porcelain beauty, flowery scent, and chic wardrobe, and was repelled by my father. I’d furtively paged through Victoria’s Secret catalogs and stared at Marta out of envy, not lust. When the internet showed me that I could become a woman, I discovered my destiny: to be a sexual plaything, emulating the femininity that both obsessed and revolted macho men.
I was living that dream as a willing slut in a speeding van. Jose passed back a smoldering blunt. Salvatore took a huge hit and offered it to me. My Dexedrine buzz was fading and I needed another brain ping, so I took a hit, and then another. We pulled up at a bright-lit bodega festooned with Mexican beer signs. I patted my purse.
“I’m broke.”
“Here’s a couple of twenties. Keep the change.”
I went into the store as they cruised around the block. The clerk glared at me from behind bulletproof glass. The labels in the beer cooler started bleeding colors and vibrating. I grabbed a twelve pack lost my balance, staggered, bumped a rack of Mexican pastries, and recovered and steadied it just before it toppled.
Dazed by the weed, I wandered the shabby, disorganized shop, searching for condoms among garish packages of chips, jerky, and pork rinds. Their kaleidoscopic colors dazzled and disoriented me. I finally saw condoms on a shelf behind the clerk.
Cannabis paranoia overwhelmed my euphoria. I was buying condoms and beer to ride with, and get ridden, by a couple of Salvadoran thugs: vulnerable, outnumbered and overpowered. I counted the blunders that brought me to this precarious predicament. I had primped too long at home, gotten side-tracked by Sal, and wasted time and money buying trashy clothes instead of focusing on the hormones.
Now I was dressed like a hooker in Los Angeles’s most dangerous neighborhood, with barely enough money for bus fare. Two stoned and potentially dangerous petty criminals expected to sexually use a girl. I was college bound, poised to escape from my male past and transform. Why was I trading my body and risking my life for fake IDs and a forty dollar taxi ride?
But if I fled with their money they would chase and **** me. It was safest to follow through on our sleazy exchange. I pointed to a pack of lubricated Trojans and slid the money and my ID through the little tray beneath the bullet proof window. The clerk scowled, muttered "puta," and rang the register.
Salvatore opened the van’s door, grabbed the beer and helped me inside. The interior was thick with marijuana smoke. I took another hit, and he passed me a beer. I gulped beer to calm my nerves and got back into character as Alexandra. I folded my legs beneath me and beckoned Salvatore, who was slugging down his second Tecate.
"Ugh, I hate beer. Got to get the taste out of mouth."
"Should have bought some chips."
"How ‘bout your special mouthwash?"
He dropped his pants and knelt next to me. I splashed beer on his cock, and slurped it noisily dry.
"Much better this way."
"Oh, yea, baby. I like it better that way too.”
I heard another can hiss open. Salvatore guzzled beer while I swallowed his cock.
I looked up at him adoringly, paused, and smiled.
“That’s what I call smooth and refreshing."
His cock was only about seven inches, and slender. I trapped his foreskin against my lips and rippled it over his cock-head rapidly. When he was yelping with ecstasy, I mashed his cock deep into my throat. I tugged on his cock with my suctioning lips, and then took it in so deep that his pubes tickled my nostrils.
I heard his beer can clank against the wall the van and he pushed back.
"I want that booty now."
"Have to cover up."
"Whatever."
I rolled the condom on with my lips and reclined on the fetid mattress. I slid my panties just below my hole. He hacked his throat and spit on my winking anus. I felt his cock press against my hole, and bore down against the taut ring. Just as Sal’s cock brushed my sphincters Jose cursed and the van screeched to a halt. Sal lurched against me and cock plowed deep inside me. Then Jose swerved and accelerated and Salvatore’s tool jerked backward and exited my ass.
Pain shot through me like fireworks. I stifled a moan as he spit on my ass and his cock and rammed it back inside my hole. He was so stoned and drunk that he fucked me like he was jerking off into a cum-Kleenex. I wanted to put on a show, so I started talking dirty.
"Like fucking my tight little hole?"
"Tight ass, oh yeah.”
“Fuck me harder.”
He slapped my ass, and when I looked back at him, my face.
“Puta’s ass needs fat cocks."
"Love it, spank me, fuck my hole."
He smacked my face and ass.
"Ride this ass-pussy pony.”
He tugged my hair like a horse's reins and pulled back my neck. I twerked my ass back against his thrusts.
I tossed my head to yank my hair even more painfully. Pain was transcendent and transformative. I reveled in self-abasement, and bucked back at his thrusts, yelping like a porn star. He tore at my hair, beat and fucked me so hard that my eyes watered.
"Fucking gringa puta, needs cock in the ass when she’s on the rag.”
“That’s why God gives chicas extra holes,” Jose said.
Sal reached between my legs to stroke my pussy. To divert him, I said “Play with my tits.”
“Not even a handful, like a skanky schoolgirl.”
“Pinch my nipples, fuck my dirty little asshole harder."
"Beat on you like a bad bitch in heat, look, puta loves it."
His hips shuddered and his breath quickened.
"Gonna cum, got to cum, uh, uh, ah, ah."
His dick vibrated in my booty, as he finished, he thrust deep, then relaxed, his breath hot and ragged at first, then he breathed deeply.
"Sal, you OK, buddy?"
"Yeah, fucking booty keeps getting tighter, it’s a workout, it. Pull over and have sloppy seconds."
Jose honked and swerved through traffic.
Sal pointed to the condom shrouding his softening cock.
"Take this off and lick me clean."
I tied the top to keep the semen from spilling, and inhaled his cock again. It was acrid with latex and slick with lubricant and a sweet, musky smell that I recognized as my own.
"Clean and ready for the next lucky girl."
"Take over, Jose."
Salvatore swatted my butt goodbye and scrambled out of the door. Jose bent me over the sticky bean bag, tilted my head back, and smacked his hard, 8 inch cock against my face. It bent like a banana to the right and his foreskin distended like an ugly purple balloon, stretched by his swollen glans. He kneeled, thighs beside my ears and started throat fucking me. His balls slapped against my cheeks while he pumped his cock in and out until I was breathless and drooling.
"Too much," I said
"S’what you get, puta."
He flung me face down on the futon, bunched the bean bag under my belly and slapped my upturned ass.
The condom wrapper crinkled, he hacked, coughed and spat on my ass and rubbed phlegm in my hole. He slapped his cock against my anus, and then the cobra headed snake burrowed into me. I exerted counter-pressure gape my anus, but instead I expelled his cock.
“Cock’s too big for my fuck-puckered hole.”
He rained down a dozen loud, painful blows.
"Don’t move."
"I was trying to-"
"Don’t need help fucking your stinky hole."
He spat and thumbed his saliva into my ass, gripped my buttocks and pried them apart and probed. I panted apprehension.
"Stop, Sal. Don't want pot holes ruining this ride."
The van pulled over. Sal turned up the blaring hip-hop and sparked up another blunt. I gripped the bean bag and smothered my face in its plastic folds. The lurid purple bulb of his cock-head penetrated my anus, lurched past the protective rings of my sphincters, ripped through my rectum, and crashed into my colon. My body went numb, stunned by the suddenness of this intrusion. Then my senses burst into flames. Red sparks dazzled my retinas behind my squinted-shut eyes. A howl gathered in my belly and I screamed.
"No, too big.”
Jose reared back and plunged even deeper.
"Can't take it."
I heard a whoop of triumph from Jose and a cackle of laughter from Salvatore.
“Now the greedy West Side gringa pays full price.”
Jose yanked back until the swollen cock-head strained against the interior rim of my rectum, and then rammed back to the hilt. His pubic bones banged the soft curve of my buttocks and his glans barged deep into my belly. I bit my knuckle to distract myself with a separate point of pain. I pressed and suctioned my rectum against his thrusts and withdrawals. As we synchronized my body's suffering lessened. Jose's rhythms modulated, my body and mind relaxed and drifted.
I am a transitioned transsexual re-enrolled at Uni, walking in dazzling sunshine past a row of parked cars. A van’s door bursts open.
“Need a ride?”
“I’m good.”
But I’m dragged into the van, doors slam, it roars off.
My dress is over my shoulders, my panties are at my ankles, I smell a bittersweet aroma, feel the smooth texture of black skin, the power of an athlete’s muscles, and the shocking girth of a black dick. Thad Jones is atop me. My arms pinned, my legs spread, his dick plows the moist depths of my ass, he and the other elite jocks of his team are fulfilling my football gang **** fantasy.
I blinked my eyes open, looked back a Jose’s lust-contorted face, and remembered this ride was not high school hijinks. I was the captive of criminals who thought they were fucking a girl. My body was bathed with a dew of perspiration. Strands of my hair were plastered to my cheeks. Sweat dripped from Jose’s chin and puddled on my lower back. The windshield of the van was steamed translucent. Marijuana smoke billowed from the front seat.
Our bodies got slippery with our mingled perspiration. At first, I conserved my strength by listlessly absorbing his thrusts and withdrawals. But the battering ram of his glans rattled the tight walls of my colon and shook my shrunken prostate awake. Then my body craved even more violent pounding. I banged my ass back against his thrusts.
"Yeah, twerk that ass, bitch.”
He grabbed my shoulders and yanked them back, to increase the jolting in my gut. A long idled engine inside me roared to life, demanded more fuel, I bucked my hips back.
"Fuck me harder.”
I felt a wet mist form and fall inside me. Rivulets of my ass mucous joined our mingling sweat and streaked down my thighs. The slick heat of Jose's cock deep inside me overcame months of Spiro and HRT. My ass vibrated, and my little cock hardened and slid against my moist taint, where I had ensconced it. I imagined it as a clit rubbing against labia. That image pushed me to completion.
"Oh, God, oh, oh, oh.”
I felt my cock spurt and drain hot fluid into the cocoon of tape that protected it, and me, from exposure.
My ass tightened after my orgasm, gripped his cock like a wet glove, Jose bucked and fucked against the tightening vice and finished with a manic burst of energy, pounding my insides, flailing my ass with blows.
"God damn fucking whore.”
When Jose’s body stopped shaking and his heaving breath slowed, Salvatore passed back another smoldering blunt.
"Good to go now?"
Neither of us answered. I was speechless with anxiety. My pee break at Bonitos, combined with sweat and semen had weakened the adhesive securing my tucked cock. It had fallen free, and dangled down my thigh. I shifted myself to cover it, but Jose's hand had touched it. He sprang away from me.
"What the fuck? You're a guy-"
"No, transsexual, a ladyboy."
"Sal, you dumb fuck, you hooked us up with a shemale.”
Jose lurched away as though my flesh was poison, and looked at me menacingly.
"Let’s kill this fucking faggot."
Sal laughed.
"So that’s why you wanted your ID."
“I should have told you, I thought you knew.”
I was scared, but more than that, I hated myself. I had misled them to prove I was passable and fuckable, and failed. I was a fraud.
“Fooled me until that sloppy cock slipped out. Let’s kill him to prove we’re not faggots.”
“Fucking me doesn’t make you gay. Transsexuals are a kind of girl.”
“Trannies are faggot freaks.”
Jose slapped my face, I toppled to the floor at his feet. One of his filthy work boots pressed into my groin, as though he were trying to obliterate the tiny cock that had humiliated him, and me.
“My priest says trannies are homos.”
I didn’t want to die, but begging for my life from an enraged transphobe was hopeless. But his fear of the priests gave me an angle. I gambled on forcing Jose to face the morality of homicide.
"Kill me, put me out of my misery. I deserve it, for wanting by hot guys like you when I’m untouchable. Strangle me and dump my body in the mountains. I don’t care, no one will care."
Jose looked away.
"Kill yourself."
I played my Catholic card, held up my mom’s crucifix.
“Suicide is a mortal sin. If you kill me Christ can accept my soul.”
Sal started up the car and looked at us in the rearview mirror.
“Jose, chill out, go to confession, you’ll get off with a few Hail Mary’s.”
Jose’s rage ebbed to self-loathing.
"Get the fuck out of here."
He flung the van’s door open.
"I was fooling myself, as much as you.”
Salvatore laughed as he lit up a blunt.
"Fooled me, now I can cross trannies off my bucket list."
"Fuck you Sal. I feel like a fag."
Sal blew out a cloud of smoke.
“You’re not a fag ‘til a tranny fucks you.”
I grabbed my shopping bags and purse and got out of the van. Jose chugged Tecates to dull his transpanic into a drunken stupor. Salvatore U-turned the van and rolled down the window.
"Always wanted to try a tranny.”
“Your friend didn’t.”
“A few more Tecates and he’ll get over it.”
“Was I good?”
“Good fuck, but too skinny. Get big tits and I’ll fuck you again.”
He rolled up the window and screeched away.
I walked home past the battered RV’s of the itinerant, homeless veterans of camped out by the Veteran’s Administration hospital. Would I end living in similar degradation? As a whore who sold herself on the streets, perhaps dying alone in a decrepit trailer was my destiny. Or would I die in trans-panicked bloodbath?
My parents’ house was dark. I showered and went to bed in the quiet house that I would soon leave forever. My brilliant turn as a girl had ended in a fiasco which I’d barely survived. I was stranded in a no man's lands between the male and female genders. To escape that purgatory would I, like so many transsexuals before me, be forced to abdicate honors and achievements for a life of deceit and hustling?
I wasn't sure which life I belonged in, but I refused to retreat from transition. When I left Los Angeles, I would reinvent Alexandra and her world.
Take Off
My flight to Ann Arbor was booked as Alex, so I travelled dressed as a boy. My briefs ill-fitted my round behind and my jeans slid from my slim waist. I flattened my boobs with an ace bandage and wore a bulky Wolverines sweatshirt. I barely resembled the photo on my real California driver’s license, my transition had taken a turn toward androgyny and beyond. Could I pass at TSA as Alex?
My mom had booked my flight with frequent flier miles so I was routed through Las Vegas and Denver on an eighteen hour odyssey. She helped me pack my checked luggage, so I stashed my girl clothes and shoes, hormones, jewelry, purse and makeup in my carry-on. I loaded a handful of DVD's and books on top as camouflage.
"Mind driving, dear? I have such a headache.”
My dad was pursuing a foreign grad student and a job with a Swiss pharmaceutical giant. She had the forlorn look of a woman who had said good-bye, perhaps forever, to both her husband, and her only c***d. She rubbed her temples as I drove down the 405 to LAX. I glimpsed silent tears streaking down her cheeks.
“The life I imagined for you isn’t-”
“But it’s my life.”
She started sobbing.
“If your dad had been more involved, and I played a smaller role, everything could-”
“My being transsexual isn’t your fault unless you take the blame for the hormonal vagaries that altered me in utero. And dad’s such an asshole that I’m glad he wasn’t around.”
“Don’t hate your father.”
“He ran off to Switzerland to escape both of us.”
“I shouldn’t have to live in an empty house.”
“Better that I transition away from home. You’ll only see the final result instead of the difficult process.”
“I’m afraid for you.”
“UM has a program for transsexuals.”
“Any mistake you make could be fatal.”
“We’ve read the same websites. I’ll-.”
“Don’t take chances with strangers.”
“Everyone I meet will be a stranger.”
“That’s why I am so afraid.”
“I’ll deal with it.”
I doubled parked in traffic at LAX, unloaded my suitcases and kissed her goodbye. I felt an almost unbearable lightness as she drove off, and I escaped the burden of her fears and tears.
Middle Seat
I boarded the plane, stowed my carry-on, put on my Raybans, Dodger baseball cap and headphones and zoned out. I thought about the five fucks I had collected. I was in the mood for another. But I had to choose carefully. For every Seth or Salvatore, who accepted my transsexuality, there were others, like Miguel, whose transsexual compulsions were mixed with revulsion, or Jose, whose homophobia intensified against trannies.
I dozed off to mental slideshow of images of fantasy fucks. I jolted awake when a fat white guy squeezed into in the seat next to mine. His belly bulged over his belt and stretched his polo shirt. His flaccid forearm dislodged my elbow from the arm rest. He opened a smelly 12” Subway pastrami and Swiss and started chewing on it noisily.
“Bring your own food, son? This airline will starve you.”
“I’m good. Aren’t we stopping in Vegas?”
“That’s where I get off. Straight to the buffet, and then the slots.”
“Have good times, and good luck.”
I flipped down my shades and put my phones back in my ears. Behind my closed eyes, I was getting fucked by a muscular jock in the airliner’s bathroom, 6 miles high. I dozed off while the plane was still taxiing and woke up as we began descending.
My neighbor was snoozing, so I could look around without him noticing. Two rows ahead on the other aisle I spotted a tall, blonde guy in camos, but all I could see was the back of his head. Then he got up and loaded his laptop into the overhead. He was ruggedly built, 6 feet, with tanned skin, a squared jaw and brilliant blue eyes, the living embodiment of my bathroom fuck fantasy. I looked out the window before he noticed me staring. Why couldn’t I have gotten him as my seat companion instead of fatso?
The plane landed and my obese neighbor left with the other Las Vegas passengers. GI Joe stayed behind until the through passengers were counted. Then he and everyone else got off during the lay over, probably to drop coins in the airport slots.
But I stayed on the plane, for I was laying a different kind of bet. I had gotten Sal and Jose to go for me, but my accomplishment was tarnished by my gender fraud. And beneath their good looks they were a couple of petty criminals. I aimed to seduce GI Joe as a transsexual.
I douched and pulsed the walls of my colon until the water rushed out with a hot hiss that ran pure and clear.
I kicked off my Nikes, changed out of my jeans and jockeys, pulled off the Ace bandage and sweatshirt. I swallowed a Ritalin for confidence, and my daily doses of Premarin and Aldactone. I scrubbed my face, applied light foundation, blush, two colors of eye shadow, a faint trace of eyeliner and mascara, and luminescent pink lip gloss. I pulled my hair from beneath the Dodger cap and brushed it out so it flowed flat and silky to my shoulders, replaced my boyish silver studs with dangly hoops. I lacquered my nails pink to match my lips, slipped on silver bangles and a slim gold ring.
I put on flowered panties and a foam enhanced push-up bra, and a flowered sun dress whose spaghetti straps gave a peek a boo glimpse of my white lace camisole and bra straps. I hung a simple gold chain around my neck and spritzed my neck with Chanel No. 5. My transformation startled me. I looked like a waifish school girl on vacation. I stuffed my boy clothes into the bottom of the carry-on and took the window seat next to the soldier’s spot.
The passengers began drifting aboard and taking their places. He was one of the last to board. I removed my carry-on from the middle seat. When he took his seat, he smiled and said hi. I smiled, pretending to be preoccupied with my music.
I bobbed my head and hummed a chorus. When he glanced at me I pulled out my ear buds.
“Sorry to disturb you.”
“No worries, I love that song.”
“Me too.”
“What else do you like?”
“Green Day, and Nirvana and Pearl Jam of course.”
“We have a lot in common.”
“Do you like Vegas?”
He shook his head.
“Only checking email, no gambling.”
“Where would you go if you could go anywhere?”
“Where we’re going, Colorado, to the mountains. Pack a tent, sleeping bag, fishing pole and rifle. I could show you how to live off the land.”
“Sounds like an adventure, but I’m on my way to college.”
“Better use of time. By the way, my name’s Jake Aldridge.”
“I’m Alexandra Rios.”
“Pretty name, for a pretty girl.”
I blushed. “You have a strong name, for a strong man.”
“I’d better be. I’m going to the Hindu Kush of Afghanistan.”
“So exciting, but dangerous. Did you volunteer?”
“Needed money for college, and didn’t want to borrow or flip burgers. ROTC paid my tuition, room and board, but I owe them three years of active duty, shipping out to Bagram Air Base in two weeks. Just emailed my parents and my girlfriend about my deployment.”
“Oh, you have a girlfriend?”
“Had. Didn’t want to waste a year, so she dumped me.”
“Her loss.”
“Not really. The only Afghan girls who’ll come near me will be wearing explosive vests, so I’ll be celibate anyhow. Where are you going to school?”
“Michigan.”
“Figured you as a California girl."
“I need a change.”
“Got my degree at Michigan. Need to party hearty to keep the blood from freezing in Ann Arbor.”
I faked a shiver.
“How does a sunshine girl like me keep warm?”
“No such thing as bad weather, only bad clothes. The locals will tell you what to wear. Friendly people, nice town and a great school. And Detroit has a great museum, though it’s a burnt-out, post-industrial cesspool.”
He told me about all the best programs and professors, the little theaters and cozy coffeehouses. I resisted the temptation to quiz him about the sin centers of Detroit.
"Paradise in a barren Midwest tundra.”
“A rare gem. Travel west from Ann Arbor and the only signs of intelligent life ‘til Seattle are Madison and Minneapolis, and they’re even colder.”
“I need a break from LA.”
“Why? Perfect weather, great food, creative culture.”
“Most of my high school classmates were zombies or criminals.”
“Nobody's high school is-”
“Everyone’s obsessed with appearances, diversity as a fashion statement, not because they believe in the right to be different.”
“Liberty means you can earn the right to be different.”
“It’s not fair to ration freedom and reward the rich.”
“You’re complaining about capitalism.”
“What do my clueless classmates or my parents’ phony friends have to do with capitalism?”
“Corporate America needs low cost conformists. It would be happier if they could replace them robots, which it doubtless will, eventually. That’s what K-12 education provides.”
“Robots would have been preferable to my classmates. Some of them were evil.”
“Not everyone fits on the conveyor belt. If the education machine can’t smooth off the corners, it spits them out, and the rejected k**s know it. When they realize they’ve been marginalized, they retaliate against those who beat the system.”
“Been there, done that.”
“The top bracket goes to elite colleges, where competition triages them into the professional and managerial classes. When you make it through the mill, it’s your turn to be boss.”
“You sound like my father, defending the status quo.”
“All critiques and praise of capitalism converge, because it’s both been on a long winning streak and left a lot of wrecked lives behind. Anyhow, you must have been in the top 1%, if you got into Michigan. Pick the right program and you’ll be set for life. Have you decided on a major?”
It was premature to tell him about my plans, so I changed the subject.
“I feel like such an egotist, we’ve only talked about me. What's next after Afghanistan?"
"Can’t plan that far ahead. Maybe I’ll come back to Michigan for a Masters.”
“Or visit now, show me around?”
The plane hit turbulence as we crossed the mountains and began our descent toward Denver. Jake looked at me, and clasped my hand.
“I’m under orders to stay put until I ship out. But knowing you’re at UM gives me something positive to think about.”
“I’ll think about you, too.”
“Can we stay in touch?”
“I don’t even know where I’ll have housing.”
Jake scribbled his name, unit number, serial number and email on a scrap of paper. “I’ll be off the internet mostly, but you can snail-mail me through my unit’s home base.”
“I’ll volunteer, and serve with you.”
“Girls don’t get into combat.”
I stared out the window, annoyed that the success of my gender tromp d’oeil was wasted.
Layover
The sound system crackled, a flight attendant came on.
“Detroit air traffic control announced an extreme weather closure. Detroit passengers, push your call buttons, the attendants will register you for hotel vouchers.”
I feigned a frown.
“Ugh, air travel-”
“Thank you, Mother Nature.”
“For stranding me?”
“I’ve got twenty four hours’ leave.”
“Then let’s hope the storm lasts.”
We held hands at the cab stand and cuddled back seat in the cab, my first romantic kiss as a girl. Our lips met, our tongues fluttered, and his hands were all over my butt and my boobs. When Jake slid his hands between my thighs I resisted.
“Dinner before dessert.”
“An offer I can’t refuse.”
I used my fake ID to check in as Alexandra, empowered and emboldened by my first hotel room. My breasts ached and my ass tingled, hungry for rough sex. I knew Jake wanted the girl he saw. I needed him to desire the girl I was.
I showered and stared at the nymphet in the foggy mirror. My flea market hormones had nauseated and bloated me but Premarin had induced a growth spurt in my boobs and butt. I rolled my shoulders, and they jiggled. I bent over and peered through my legs. My shrunken balls and cock barely blocked the view of my pear-shaped butt cheeks or the pink star at their center.
I refreshed my make-up, blew out my hair, slipped on a pair of skintight white Capris, a snug black turtleneck and some new pink sneakers. I added a silver necklace with a turquoise pendant that dangled between the subtle mounds of my boobs, accentuated by a padded, push-up bra. I put on a distressed denim jacket that tapered to display my modest curves and decided I looked perfect. Would Jake take the bait and stay on the hook after I revealed my special problem?
I arrived first at the restaurant and selected an outside table to enjoy the sunset. A local loser approached, wobbly after a long happy hour, and pulled up a chair.
"Come here often?”
I affected an indifferent look.
“Meeting my boyfriend.”
“What's your sign?”
“No trespassing.”
“I'm Cancer."
“Like the disease.”
I pointed to his smoldering cigarette.
His leer turned hard.
“Cunt."
He blew smoke in my face and railed to his friends, who ridiculed him and threw me flirtatious glances. I glared back, both to discourage their overtures and to see if anyone had clocked me. But their banter suggested that I was a girl worth hitting on.
Jake arrived wearing camouflage and combat boots.
“The drunk with the cigarette came on.”
Jake shot him an ominous look and their table quieted down. He ordered a steak and I a salad, which I left largely uneaten to keep my ass fresh and clean for our after-dinner feast.
He spoke expansively as he ordered a second, and third beer. He was the first in his family to graduate from college, and third generation military. After 9-11 he had been looking forward to active duty, but now that America was embroiled in a bloody occupation of a hostile land, he’d begun to doubt our leaders.
I encouraged him with positive comments and polite questions. I knew how much guys liked to talk about themselves, since I had been one. And that kept the conversation off the delicate question of my background.
After dinner, we took a walk in the cool evening holding hands, our fingers interlaced. I worried that my hand would sweat or feel too big. But when we paused he raised it to his lips and kissed it.
“Our hands fit perfectly. Does that mean we are a match?”
We leaned into one another and watched the distant Rockies backlit by the sunset. The sun’s rays lit the layered clouds fiery scarlet and fuchsia, then flickered and disappeared, leaving a pink afterglow. He wrapped his arm around my shoulder and drew me close, so his lips brushed mine.
“Heaven’s answered,” he said
I shivered, as much from anxiety as from the chill of the night air.
“I’ll warm you up,” he said.
He squeezed me close and massaged the chills from me. I tilted my head, and his lips met mine. I clung to his broad shoulders, yielding to his embrace, and drawing him into me.
He was built like a marble statue. My body molded to his, my nipples tingled as they brushed his pectorals. His tongue penetrated is lips, and I let it tango against mine. After what seemed an eternity, his lips broke contact with my trembling mouth.
“I’ll never let you go.”
I forced a shiver so my boobs vibrated against his chest, and nodded my head.
“Cools off fast a mile high.”
I pointed my hotel’s neon marquee.
“I need a warm bed.”
“With me?”
I answered with my smile.
Full Disclosure
The clerk glanced up and smiled as we passed her desk, holding hands. We shared a kiss on the elevator and he circled his arm around my waste as I led him to my room. He flipped on the TV and I went to the bathroom to freshen up my cologne and tush. My ass felt clean and fresh when I probed it with a finger coated in hotel lotion. I tingled from my self-inspection and trembled with desire. But before I could get the cock that I craved, I had to make the disclosure I dreaded.
Jake sat on the bed, eyeing me expectantly. I sat down beside him, took his hand in mine I stared at my pristine pink sneakers. I couldn’t bear to look at him as I spoke what I knew could be my last words to him.
"Remember what you said about earning the right to be different?"
"You’ll earn it for sure.”
Tears streamed and emotions choked my throat.
“I’m different from other girls.”
“Sure, beautiful but modest, brilliant but humble.”
He put his arm around my shoulder and pulled me close. Would the next moments bring revulsion and rage, or compassion and acceptance? I clamped my hands over my face to hide my shame. I spoke in a halting voice.
"I was born with a boy's body."
I convulsed with involuntary sobs. My eyes were blinded by tears, my ears deafened by my pounding pulse.
Would Jake would dash out of the room, beat me senseless, or accept me into his heart? As I surrendered my secret I almost lost consciousness, and hope.
His arm loosened, and dropped away, and I sagged to the floor to crawl away. But he had let go momentarily only to draw me closer. He hugged me and pressed my tear-streaked face to his chest. .
"S’OK, baby."
He rocked his body against mine. I lifted my face from his chest and our lips met in a tentative, quivering kiss. My lips parted and his warm tongue entered and trilled against mine, like the first steps of dancers on a stage. His lips traveled to my neck. I tilted my head back and yielded and melted in his embrace, collapsing to the bed and pulling him atop me. I opened my eyes when his kisses paused.
"You look, feel and kiss like a girl," he said
He unhooked my bra, lifted my sweater and kissed my breasts.
“So hot.”
My estrogen-softened body molded against Jake's well-muscled frame.
“OK?”
“We still fit."
I lifted my arms and he pulled my top over my head, tousling my long hair over my face like a gauzy veil. I wriggled out of my Capri's and he tugged them to extract my legs from their tight bottoms. I coyly covered my boobs and panty-clad cock as he stripped naked. He reclined beside me, alternated kisses of my breasts and lips and touched the slight bulge in my panties.
“So petite,”
I moaned as he stroked silky fabric of my panties.
“Like a clit.”
My nipples hardened into rosebuds, but when my cock twitched, his hand flinched at this manifestation of maleness--time to distract him.
"First, I pamper you."
I knelt to worship his circumcised, eight-inch cock, and savored its meaty flavors. I sucked his cock tentatively, pretending to be a beginner. He guided my head lightly, and I let him teach me. Then I introduced some tongue flicks and flutters and took him deep into my throat. I cupped and kneaded his balls, large and firm, plums compared to my g****s. He threw his head back.
“God, yeah, suck it deep.”
His pelvis rocked rhythmically, and his cock seeped ocean-scented precum. But I wanted to get fucked, so I paused. He met my upturned gaze and touched my moist lips.
“Your lips flutter like the wings of an angel.”
I kissed the bulging knob of his cock-head.
"Nectar of the gods."
He pushed me onto my back and sat astride my chest, his thighs mashing my breasts and his body hair tickling my areoles. I looked up at him worshipfully. He kissed the flavors of his manhood from my lips.
“Do you like the taste?” he asked.
“Yummy.”
I squeezed his shaft and another droplet appeared. He spread his cock’s honey over my breasts. I massaged the slick moisture into my skin.
“Love lotion.”
He hooked his thumbs over the waistband of my panties and slid them down, and I wriggled my ass to help him. His eyes momentarily widened when my cock appeared. He snatched my panties from my ankle and lofted them across the room onto the dresser.
“Two points,” he said.
“From here, it’s a three.”
“Plus a free throw.”
He kissed my boobs, licked my belly, sucked my tiny cock, tip to taint and tongued my taut hole. The scrub of his whiskers on my buttocks and the wet tug of his of his mouth made me squirm with sensation. His fingers traced the curve of my ass to the crevasse between my cheeks and tweaked the tight hole at its base. I moaned as his finger slipped in.
“OK?” he asked.
My ass had contracted to a hymen-like pinhole since my misadventure in the van with Salvatore and Jose. It needed stretching before I could take his eight inches. I pulsed my sphincters, pulling his finger farther inside me, and then expelling it.
“Let me lubricate it.”
I sucked his index finger and licked off the sweet fragrance of my ass, and then coated two of his fingers with saliva.
“Both at once,” I said.
He slid his moist fingers in slowly, and twiddled them as I rocked my ass back, thrusting them deeper, and moaned.
My previous male sex partners had been rough and hasty. The orgasms that I had reached with Seth and Jose had been accidental. I had been used rather than pleased.
Jake was making love to me. Waves of exquisite sensation and emotional ecstasy swept through me. But when a third finger penetrated my ring, I flashed back to memories of Miguel’s fist and foot. I wanted Jake to think of my ass as a pussy, not a punching bag.
"Not yet.”
He looked disappointed as I pulled myself upright.
“Wait here while I freshen up.”
Virtual Virginity
I scampered to the bathroom and wiped inside my hole to confirm that it was pristine and clean. I lubed, brushed my hair, applied more gloss to my lips, and grabbed a condom, but then put it away. Bareback with novice tranny chaser like Jake posed a negligible risk.
My absence had deflated him a bit, so I brought his cock to ramrod-like attention with a dozen deft stokes of my lube-covered hand. I lay on my back, stuffed a pillow under my behind, grabbed my ankles and rolled back to tilt my butt upward. From this submissive, vulnerable pose, I looked apprehensively, but wantonly, into his eyes.
“I’m ready, take me."
He looked nervous.
"Never done this, have you?”
Guys love to think they’re number one. I was virtually virginal, this was my first fuck untainted by coercion or commerce. I nodded.
“Waiting for the perfect man.”
He touched his cock against my taut, pink hole.
“Don’t want to hurt you.”
“Start slow, see if I can handle it."
"I’ll try.”
I rested my ankles on his shoulders and inclined my ass to the perfect angle for penetration. He pressed his dick-head against my hole, and I reached around and steadied it there. I closed my eyes and controlled my breath.
"OK, go."
I spread my cheeks and squeezed downward to open my hole. His cock’s head popped slipped into the tight outer ring and probed my sphincters. I blinked away blinding pain as his cock pried my ass open. I alternated pushing and gaping to draw him through that narrow passage, but the pain was intense. Pleading for a hiatus would flatter him and reinforce my pretext of virginity.
“So big.”
He slowly pulled out and my ass snapped shut.
“Sorry.”
“My poor hole needs to relax.”
I breathed rhythmically and stroked his cock with lube to keep it hard.
“Ok, try again.”
I gaped and squeezed to prepare for his next incursion.
“Wow, you winked. Ready?”
I grabbed my ankles and pulled them over my head to lift my pelvis. He pressed again into the tiny, clenched hole. An impossibly thick inch of him slipped inside me.
"God, so tight, feels so good!"
His cock barged through my sphincters, and with three more perfectly timed strokes and he was inside me to the hilt. A napalm blast erupted and engulfed me, incinerating my masculinity, scorching away the ghosts of my past and my fears for my future. His cock hammered and his hands kneaded me like a sculptor shaping rough stone into a statue of a goddess. I acclimated to the pounding and my eyes signaled him fuck me harder, to transport me.
I’m Jake’s maiden bride; my ass’s agony the pangs of my broken hymen. I summoned a tear, and Jake kisses it away like a caring husband sharing conjugal bliss on a honeymoon, not a fast fuck on an accidental layover.
I channeled pain into performance and conjured responses that he would never forget. I cried out for mercy to gods that I didn’t believe in. I begged him to stop and then demanded more. I wept and whooped with pleasure in the same breath. I gaped and squeezed my ass and centered it like a target, and he thrust and parried like a swordsman in a duel until I was gasping for breath and spattered with his sweat.
He rolled me to my side, and spooned me in a rhumba beat. My ass felt warm and pleasantly full. I pursed my lips, and he leaned forward kiss me.
“Hurt?”
“So good. Am I still tight?”
“Like a vice, but so responsive.”
“My ass loves your cock.”
“Ready for more?”
“Fill me.”
I crouched in doggy, arched my back inclined my pelvis so his penis penetrated me at steeper angle. He hoisted himself higher and plunged downward against my upturned ass. New vistas of pain opened and transformed into avenues to greater pleasure. When he surged into me, I relaxed the muscles of my pelvic floor and opened my inner space to him. As he retracted, I contracted those muscles to grip his penis in my tight, hot tunnel.
He tilted my hips up, planted his legs sideways to my buttocks, and fucked me at right angles. My slender body shook like a rag doll, my spine absorbed shockwaves from his pistoning pelvis.
“So good, so tired.”
He lowered my butt to the bed and settled beside me. We spooned again to regain our strength.
“Combat training got me in good shape.”
“I should work out more.”
“I’ll dial it back.”
He cupped my breast and fucked me gently. My ass met his thrusts, and clung to his retreating member.
My ass juices lubricated his dick and he plunged his full length with all his strength with accelerating velocity and increasing force. I guided his hand to my belly, which visibly distended as his cock probed the wet recesses of my colon, sending warm waves of rippling through me.
“Your cock’s brushing my navel.”
Friction released fresh floods of moist pleasure from deep within me. His grunts and heavy breathing and my own sighs and cries formed an erotic duet. Our flesh slapped like waves of applause in a theater in which we were both the stars and the audience.
I turned my face to meet his kisses, one for every thrust. I was helpless and vulnerable, and for the first time, completely happy. Strong arms cradled me, pulling me toward his thrusts, lifting me off as he retracted. Without him, my soft, hormone sapped body couldn’t keep up.
He corkscrewed me to down doggy, twisting the gooey walls of my colon. He slipped one arm beneath my breasts. He reached under my chest, and spread his long fingers to tweak both of my nipples. In his other hand he cupped my tiny but erect cock.