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How I Met My Shemale

By: Eroticalover1968



I'd like to tell a story of something that happened shortly after I moved into the city after leaving my farm life and country home when I was in my early twenties. I was okay looking and very sexual but I had no experience at all. I grew up in a small religious community and just never connected with the few available girls in the area. I found life in the city while going to university very lonely although I was suddenly exposed to the sight of many sexy women.

Fall gave way to winter and I began riding the city bus regularly. That's where I first met her. She was in a word perfect. She boarded the cold, crowded bus. Our eyes met briefly and she made her way over to me. I shifted in my seat and she slid into the tight space beside me. She stared straight ahead, as if to be unaware of our thighs being pressed so closely together. I was sharing my body heat with her and I loved every second of it.

Sadly, the ride was soon over for her and she got up and started on her way off the bus. I couldn't believe how sexy her derrière looked. Her jeans were tight and thin and encased her round female form beautifully. I couldn't help admiring her bottom and muscular thighs, taught and flexing under the thin faded denim as she walked away. I closed my eyes and inhaled her sweet scent that lingered all around me. 

When I opened my eyes, an older lady was staring down at me, her mouth open in a shocked expression. She was blushing and switching her glances between my face and my lap. In all the excitement I wasn't aware of the silvery streams of precome that were rushing out of my throbbing erection as it was causing a considerable bulge in my pants. 

A shining orb of my secretion was swinging at the end of a clear strand that had forced its way out and was now in plain view. I was so embarrassed, my face turned a shade of crimson as I covered the glistening mess in my lap. Hot tears of humiliation stung my eyes and I left the bus at the next stop. After I got to the campus, I went straight to the washroom and relieved my highly sexually charged condition. It was the first time I had ever done that in a public place. 

From that time on she starred in every wet dream of mine. Often I would dream of her pulling my hair, grinding her hard clitoris and swollen vaginal lips against my mouth. She'd be wearing her lacy black panties and nylon stockings, complete with garter straps. Every time I would prod her hooded clit with my tongue she would squeeze her creamy thighs together around my head, her lacy stocking tops clamping harshly against my ears. As the pressure built, I would feel my impending orgasm begin and I would wake up, shaking and left with a raging hard erection to contend with. 

Our bus riding encounters continued all that winter and we got to know each other well. We had a lot in common and shared an undeniable chemistry between us. I craved her musky perfumed fragrance and she became all I could think about. She was fascinating to me, as she was so very sophisticated and dignified yet possessed such a voluptuous body that filled my mind and body with the most vulgar of desires.  

Finally the day came where she suggested we should go to a luxury spa hotel together over the Xmas holiday. I was a bit shocked at how matter of factly she stated this as we always seemed to skirt the usual romantic topics couples share. She sensed my discomfort and leaned in close. I then experienced my first kiss. I'll never forget the sensation of her hot wet lips sucking hungrily against mine. After doing this, she leaned back with a look of triumph and satisfaction on her face. Her's was most beautiful face I could imagine, with her sexy green eyes dancing as she looked at me.

Then she surprised me again. Her long fingers unbuttoned her blouse and pushed her breasts together. All I could do is gaze at her impossibly smooth breast flesh with wonder. Her cleavage was framed by the lace tops of her bra and made my mouth water. My penis jumped in response to her nylon covered thighs closing hotly around my knee. Our relationship had definitely reached the place I wanted the most and I couldn't have been happier. 

We booked the room and we drove to the hotel. It took a couple hours to get there. As we conversed together she unashamedly caressed my hard on under my jeans and brought me to the brink of climaxing several times. She gathered my precome on her fingertips and spread it accross her lips, then kissed me fully on the lips. Her tongue penetrated forcefully into my mouth, driving my sweet, salty sex nectar deeply into my mouth.

It was hard to concentrate on driving but I stayed on course somehow. Strangely she wouldn't let me stroke her sexual area between her firm, curvy thighs. She just laughed and said, " How cute that you think you get to do that to me."

We got to our room later that day. She massaged my back and nibbled at my ears as I sat on the edge of the bed. She was very good at this and I could feel her hard nipples grazing against my back. 

She then got down on her knees in front on me and demanded I show her my cock.

I did so while blushing profusely, turning my head to one side in embarrassment. I glanced at her as her eyes widened and shone. My embarrassment lessened when Isaw that her gaze was fixed on the sight of my throbbing, slightly upward curving sex organ. Her finger tips played up and down the length of it as I quivered with lust. Then she silently mouthed the words, "Oh fuck, you're so hard for me."

I felt that I had come too far to stop now but I was overcome by guilt. I had always planned to wait until I was married to share this with someone. She said, "Just relax, I'll take care of you."

And she did. She drew my hard dribbling glans into her hot mouth, savoring the taste of it all. My velvety virgin cock head disappeared into her red mouth as she pumped my turgid shaft with her pretty hands. I gripped the bedspread and gave into this new pleasure and resolved to make it last. This was difficult. She, once again, surprised me by pausing to coat her fingers with a slick saliva and precome mixture. 

She started biting playfully at my cock while working one and then two of her slippery fingers into my anus with one hand and squeezed my balls with the other. I arched my back in pleasure and raw lust as she twisted and shuttled her fingers into my opening, ass fucking me with considerable force.

I couldn't hold off much longer. She smiled up at me and went back to sucking me. I looked her in the eyes once more and she winked at me! That, for some reason, pushed me over the edge.

Just as the first of my scalding hot semen began spurting from my erection, she pulled her mouth off of me loudly, breaking the insistent suction she'd been applying. She caught most my juice between her firm tits as it arced towards her and splashed audibly against her skin. My hips lurched and bucked as every bit of my come erupted against her body. Thick, gleaming, rope-like blasts of my sperm pooled gradually between her pressed together breasts. My cock continued to convulse as I watched her roll her stiff nipples with her fingers. She watched, head lowered and mesmerized, at the whiteness of the come on her chest.

Suddenly she looked up at me. She jumped onto my lap and ordered me to lick it all up. I resisted but she pushed me onto my back and smothered me with her big hot breasts. I submitted and soon had a mouthful of my own sperm. It ran down my throat with it's exotic flavor and texture. I kept licking and sucking at her cleavage and engorged nipples. My face and lips mouth were now shiny and coated with come from off of her breasts. Finally, after she decided she was clean again, we kissed passionately.

After awhile,she had me place my cock into her cleavage. I loved the feel of her hot tits around my cock and I soon came again, but this time she let me finish into her open mouth. I rolled over onto my side and fell into a deep sleep as she spooned me and held my spent sex organ. 

The next day we went swimming and had supper, never discussing the events of the night before. I had no idea such a mild ademure girl could have such a forceful nature when aroused and was given to such perversion. As we returned to our room that night I was very nervous, wondering what she had planned next. She said, "I suppose you want another expert cocksucking like last night. " I just nodded shyly. Then her eyes flashed with contempt. 

" Why would I?" she uttered. "You never thought to get me off, you just went to sleep."

I said, "Oh... right...sorry..." She pushed me roughly and I landed on the bed. She grabbed my wrists and tied them to the bedpost behind my back. She undid my belt and pulled my pants and shorts off in one smooth motion.

She whispered into my ear, "I think it's time you learned what it's like to suck a man's cock." I watched her as she walked away and I heard her opening her suitcase in the next room. When she came back she was wearing a black studded corset, garter belt and black stockings along with chrome spiked high heels.

Then I saw it. She was wearing a lifelike strapon penis over her black latex panties. It was almost identical to my own. She made it sway from side to side as she approached me, smiling all the while. She strutted up to me where I was sitting and stood in front of me with her hands on her hips. 

She shouted, "Well what are you waiting for? Suck me, my little cock slut!" 

I stared straight ahead and said while shaking my head, "No way am I going to do that."

"Okay, that's what I thought you'd say." The next thing I knew, she left and came back, carrying a pair of silk stockings and a vibrating egg sex toy along with a box of condoms. She busied herself positioning the egg against the underside of my cock head and slipping a condom over it, rolling the latex sheath right down to the base of my pulsating sex organ.

Her hard phallus was jutting out right in front of my face as she switched the vibrating egg to life. Her cock slapped across my face. She said, "Now suck me, suck me like you mean it! When I'm done, you're going to know exactly what it's like to have someone fuck you in your mouth, you slut!"

Her hard on now had a condom over it and it tasted like I suspected it would as she rubbed her cock roughly against my mouth. I winced as she ordered, "Do it, do it now and that's an order!"

The vibrator was humming against my sensitive cock head and I was losing control. I closed my eyes and let her shaft enter my mouth, closing my lips around it they way she had done to mine the night before.

She threw her head back and laughed, "Oh you like it! You've wanted this your whole life. I bet you try to blow yourself, you cock lover!" 

She watched me suck her off with fascination and scorn. Her hips thrusted as she forced me to deep throat her hard penis. She stared lustfully into my eyes. Her chest heaved and her big heavy tits juddered every time her cock plunged into my gulping mouth. 

Then she stopped. She pulled her saliva dripping dong out of my mouth. As she bent to shut off the vibrator that had brought me nearly to orgasm, I noticed her legs were shaking. Without a word she proceeded to blindfold me with black nylon stockings in a very businesslike manner. Looking very serious, she said quietly, "Now you're going to finish what you started." 

I couldn't figure out why she had stopped and why she was suddenly sounding so shy and nervous and why I now needed a blindfold. I also couldn't believe how much I wanted her big strap on erection back in my mouth even though my jaws ached and my lips were sore. I struggled against the bindings around my wrists and wondered how much longer she planned to mount my face and fuck it.

I was trying to trap my stiff cock between my legs so as to reach climax when I she slapped me hard across the face. "Just what the hell do you think you're doing? How dare you try to get yourself off before me?"

She lowered her head close to my ear and said hoarsely, "Make love to my dick like you were doing so well. Open your mouth and let me finish fucking it!"

Again the mushroom headed tip of her strap on slipped into my willing mouth. Mercifully, she started the vibrator again and it was now prodding me towards sexual satisfaction. As it hummed, I let her thrust her cock into my mouth. I swallowed it's length and my nose crushed into her moist pubic hair. Wait, this meant no more panties were on. 

As I swirled my tongue around her cock and flicked it across the opening of her realistic cock head, I felt distinct throbbing and felt the heat of flesh from within her condom. I began wondering with dread if she had snuck a man into the room.     

She began moaning and shaking and I felt her fingertips at my lips, pulling franticly at the condom and sliding it off of her penis. Her hands now clasped behind my head tightly and her hips bucked hard and fast, humping my face like she was possessed.

With one final plunge she shoved her cock deeply into my mouth and held me fast, locking my face flush to her sweaty torso. While I sucked hard on the throbbing tool, now completely inside my mouth, I could feel her belly tense against my forehead and she began to tremble violently.   

"Aahhgoddd!" she cried out as the first of the multiple thick spurts of her hot viscous sex fluid pulsed against the back of my startled throat. She rotated her pelvis and ground into me hard as I struggled to swallow in time with her ejaculations. There was just too much and I began to gag on the end of her squirting member.

"Swallow it man-whore! Drink me! Oh fuck, oh fuck you're good!" My own climax happened and I came hard into the condom. She slipped her organ slowly and deliberately from my mouth and removed the blindfold. I was now staring in shock at her and her very real flesh and blood penis. It was fully functional, still oozing come and capable of everything mine was. I felt like I'd been punched in the stomach.

I couldn't believe what I was seeing or the fact that she had just unloaded herself into me and I had swallowed it with such abandon. 

She looked down at me and laughed while stroking her semi hard member in time with her words. She said, "Just wait until I get this thing hard again. I think you know what I want and I don't plan on being the least bit gentle."

How I Met My Shemale Pt. 02



I sat motionless and stared at her as she swirled her thumb around the end of her glistening member. It was very well lubricated with her sex fluid. "Hey you! Don't you know it's rude to stare?" she shouted, breaking the trance I'd been lost in. 

"Oh, sorry," I said as I glanced up at her furtively. She was murmuring something to herself while drawing her slick, black panties up her stocking clad legs. She seemed to now be guarded of her surprisingly large male appendage, now hidden under a layer of tight latex. 

"There, happy now? I'm all woman again, just for you." Her voice had a slight tremor to it. I looked up at her again with growing confidence. Our met eyes briefly. Hers were searching mine, mine were questioning and wide. She looked like she was about to say something, but her expression changed to one of anger and in a flash she lunged towards me. I had forgotten my wrists were still tied to the bed post. I twisted at the waist and closed my thighs tightly together, in an effort to protect myself.

"Oh fuck! Give me that mess of yours!" she said as she tried to force my legs apart. I resisted, thinking briefly of crying out for help. She persisted in trying to grab at my come filled condom and penis and drove her foot with its high heeled shoe into my groin, for leverage. I groaned in pain and humiliation as she pulled the sheath from my exhausted manhood, far more roughly than necessary. 

The sex toy egg it had contained bounced off my knee and fell to the floor with a thud. She held the used condom directly in front of my face as she wrung it between her fingers. I watched as my semen squished out across the top of her hand. She glared maniacally into my face, nodding while shaking her fist, expelling the sperm within messily. 

"Enough! Untie me already!" I demanded. We were both taken by surprise by my new found assertive voice.

She grabbed me roughly by the shoulders and slammed her knee, her sexy, stockinged knee I had admired so much, right into my testicles! I tipped over while bringing my knees up to my chest in agony.

She asked with true contempt, "Why should I? You want to run away now?" 

I still lay on my side with eyes shut tight, my wrists twisting in vain against my restraints when I felt her pulling my hair. She said, "Here, look at this. It's showtime." I opened my eyes reluctantly. 

"Oh no," I said in disbelief. What I was seeing was video on her iPhone, a video of me blowing her, making a complete slut of myself in the process. 

She added, "And don't you look handsome, swallowing hard cock like a horny bitch! I just might be emailing this to... Oh well, I'll think of someone..."

I closed my eyes again and said firmly, "You don't have to do this. I have no plans to leave you. I lo..." My words were cut short by hers.

She growled, "You what? You're going to tell me you love me now? I'm a freak. You don't love freaks, you use them and discard them."

I searched myself for what to say. I responded honestly when I said, "You're no freak. I want you, all of you. Nothing's changed. Please untie me."

An eternity passed. She untied me, as I had asked of her. We kissed and held each other silently. I was in ecstasy loving her like a man loves a woman, an exotic and rare woman.

Naturally I had some questions. She answered them all. Yes, she was born that way. No, she had never been found out, not since many years ago anyway. Best of all, I was the first she had ever gone so far with. After considering all she had confessed, I could only say, "Must have been hell, growing up with a secret like that."

She laughed, "Well it's not like I went waving it around for the world to see..."

God it was good to have her laugh, but wait, would this change her attitude in bed? I had to admit to enjoying being controlled by my forceful shemale. I was about to broach the subject when she removed all doubt.

"Okay, a promise is a promise," she said, as she slid out of her panties. My mouth watered as I gazed at her now. Her hard inches throbbed with a new life of its own, bobbing around like a club beneath the frilly hem of her corset. There wasn't a trace of shame between us. All I wanted now was to have sex with her.

"First let's pretty you up a little," she chortled, gathering some lingerie items together seductively. Soon, I was decked out in a pair of her stay up ladies stockings and a pair of crotchless panties. I was a bit shaken by this as it had been a while since I'd experimented with cross dressing. "Mmmm, don't you look sexy now?" she purred as she adjusted my stocking seams and admired my willing body.

I slid my hand instinctively down to my own erection. I was harder now than I'd ever been. She slapped my hand away and said, "No, bad girl! No touching! It's all mine."

Instead of administering another cock sucking, that I so wanted, she spun me around and tied my hands together behind my back. I trembled before her. I knew she was going to take my ass virginity and there was no stopping her!

I climbed awkwardly onto the bed and assumed the position. My quivering buttocks were hers to use and abuse now. My face was pressed into the pillows. I sighed and prepared to be taken. She wasted no time. I felt the bed shift as she got behind me and tied a black stocking around the base of my cock and balls. She gave the tether around my engorged sex organs a hard tug. She laughed "There, now you're ready for a thorough fucking."

She ran her sharp fingernails up and down my back with one hand while she gripped her throbbing hard on and slid it roughly between my ass cheeks. She started at the top, missed my anus, continuing down to base of my hard cock, giving the area a good nudge for good measure. This was driving me crazy, I now wanted her inside me. "Beg for it. Beg to be fucked you hussy!" she said playfully. 

"Oh, give it to me. Give me your beautiful hard rod!" I said, hardly believing what I was requesting.

She responded, "Louder! Louder, I don't believe you!" she responded while pulling my cock leash hard.

"I want it! Shove it in me! Mount me!" I shouted. There was a loud banging on the wall. The people next door were not happy with us. This amused her and she slapped me across the ass, giving my cock leash another satisfying yank.

She giggled, "Bad girl! You've forgotten who gives the orders!" She rolled me over onto my back and got on top of me. Her bottom was hovering over my erect, shiny tipped member. She grasped my rod and pressed it against her tight asshole. She was pumping at her own cock, causing it to spill precome on my panties. I thrust up at her, bumping her sensitive opening rudely. 

She lifted her hips just out of range of my solid manhood and seethed, "Oh, now you've done it. I was going to let you come into my greedy little hole but now I won't let you." With that said, we were back in position, with her teasing my now slick and wanting man pussy with her bulbous glans. She worked her cock head into me, just entering me an inch, then withdrawing. I felt a sprained sensation as my hole was being opened and readied by her. She kept on, in-out, in-out.

Just as I was about to thrust back at her, she took full control. She grabbed my hips an impaled me! I was shocked at my feelings of sudden fullness and gasped.

She sent the whole of her savage erection all the way in. We stayed locked together that way for a moment. I rotated my buttocks against her thighs, rough stocking tops and her heaving belly. 

She exclaimed, "Ah! There! Oh fuck this feels good! You're all mine now. Do you think you're worthy of my fucking cream?"

Before I could answer, she slid fully out of me, then back in, ferociously! She started pounding me hard and fast. My scrotum pulled up tight and I felt a new and urgent warmth spreading and building within me. I was going to come soon. Unaware, she kept her pace, fucking me forcefully, concentrating only on her intense pleasure. One more pull at my cock leash did it. She had angled her erection down atop my male G spot, causing me to come hard, all over the bed spread. 

My rectum and anus spasmed around her shuttling shaft and sent into an ecstatic orgasm of all her own. She cried out, "Oh you little bitch! I'm coming...Ooohgod...Fuck! fuck!" She tried to pull out but I clenched around her erupting member and enjoyed jets of hot semen squirting into my depths, satisfying me beyond what I would have ever imagined.



How I Met My Shemale Pt. 03



It was early in the morning after a satisfying sleep. The cadence of bird sounds gave way to the rise and fall of passing cars below. Check out time wasn't for hours, but deadlines always bothered me. 

Cheryl slept soundly. I wondered what mood she would wake up in after my misconduct of the night before.

Lord, but she was beautiful. I was in love with every inch of her curvaceous form. I ran my fingers though her silky locks, baring her pretty face. Her lips were full and so very sensual in the light of the day to come. A stray strand of hair tickled her delicate nose. Curious at the private joy of surveying her, I caressed the small of her hip, and kissed her. Her response was immediate.

Smiling, she returned my kiss; turning to me, still asleep, she parted her lips.

Her breasts yielded under me; her nipples hardened amid whorls of my chest hair. I rested my thigh across her hips to test her reaction. I was not disappointed—she arched her back ever so slightly, pressing her engorged she-cock into my flesh. 

I broke away from her lips, deciding instead to suck her breast buds. I couldn't resist wrapping my hand around her cock, and gave it a few long slow pulls. My thumb and forefinger lost contact with each other as my strokes crested her swollen glans. I'd made her nice and hard.

"Hey!" she said. "What the fuck do you think you're doing?" She bolted upright, knocked my hand away. "Not while I'm asleep." Her eyes welled up. She glared, repeating, "Never while I'm asleep."

I flopped onto my back; my cock pointed straight up. I watched her wrap a bed sheet around herself. She strode off to the bathroom. I looked away—her taut round ass swiveling under the sheet sent a surge charging to the tip of my erection. She paused in the doorway, glaring at me over her shoulder.

I rolled over on my side. Damn it all.

Drumming shower water lulled me off to sleep.

"Get up Romeo! C'mon!" she said. I blinked up at her. It was like we'd met for the first time. There must have been something in that unguarded moment—something honest and real. Her expression softened. She went on, "Check out's in like half an hour." She was fully dressed and smelled great—leather and Chanel Number five.

"Oh crap," I said. I didn't like rushed packing jobs. I always felt that's how things get left behind.

"Oh, just get going," said Cheryl. "Get our stuff in the car and we'll get breakfast. No big deal." I rose up, baring myself in the process. She glanced at my cock; the happy pride of ownership danced across her face.

I had to admire her standing outside in the hall. Angry fluorescent lights loomed overhead. "Got both the keys?" she asked. I couldn't speak. 

The couple next door—the annoyed couple from the night before entered the hall, and stared us up and down—down their noses. Cheryl never batted an eye. Calm and cool, she turned her back to them, flipped her hair over one shoulder, and bent over to grab her purse. Her black leather mini rode up, revealing her stocking tops. No woman had a finer ass than hers. The man annoyed his wife with his hungry dropped-mouth expression.

"Let's get out of here," said Cheryl. Halfway down the hall, she grabbed my ass cheek just for the fuck of it. 

Shadows cast by buildings and city structures flittered over the hood of our car. They became fewer and farther between as we reached the city limits. My thoughts drew inward; we had reached the open road. It was just the two of us, with her at the wheel. I waited for her to talk.

"Just so you know, I'm not mad at you."

Her voice surprised me, causing me to squint, to recall. She took a hand off the wheel, dropping it into my lap. I parted my legs, allowing her to explore.

"I like that you want me," she said. "A lot of guys wouldn't—not after finding my hard, nasty secret." My shaft tingled, growing under her insistent massaging hand.

"Well this guy wants you." I said. "More than anything."

"So where were you going next? You know what I mean? This morning?" she asked.

I leaned back with my hands behind my head. "I was pretty much playing it by ear. But that cock of yours sure looked like it needed a good sucking."

Cheryl tugged at the hem of her skirt. She shot me two sidelong glances. "Well, you want to?" Her eyelashes swept down, bearing down for a split second. With a deft motion, she unpinned her cock restraint. A shock wave traveled across her lap. Her shaft bobbed around under the fabric, tented, conducting the rhythm of the road. My mouth watered.

She pouted, fumbling for the cruise control and seat adjusters. I watched her knees rise to hold the wheel, allowing her to lift her ass off the seat, and pull her skirt up out of the way. She settled into her seat, and retook the wheel. Her she-cock was rock hard in the broad daylight.

I leaned over; the shoulder belt dug in, opposing my motion, just an inch short of taking her cock into my mouth. She groaned, palmed the top of my head. My tongue touched down into her juiced-up cock slit. I unlatched the belt, and took her in. 

She was salty and sweet, writhing, twisting her thighs, humping upwards in time with the tunes playing on the stereo. I was in position, with one arm under her stockinged knees, the other around her backside, my head bobbing over her hard thighs.

Now and again, we met with oncoming traffic. She leaned forward, hiding me from view. Her tits rested fully on my head as I sucked her throbbing inches. I swirled my tongue around her sculpted cock head; she moaned, trembled. Her fingers tangled in my hair.

"Oh fuck! So good. Take me!" Her words vibrated straight to the tip of her cock. She tensed, pushing back from the wheel, crushing my arm behind her.

"Ah! I love you, you fucker! I'm coming!" I opened my eyes. She came in mid suck—a thick and sudden jolt pushed past my lips with her cock part way in my mouth. I closed my eyes, sucked her fully, catching her volleying cream spurts, swallowing hard.

I sat up. Cheryl sat recovering, staring into my eyes, all as in a dream. Her milk white breasts stood free above her brassiere, cleavage exaggerated between her elastic shoulder straps. One tit remained cupped in her hand. 

A tall shadow towered along side us. I focused out the driver's window. A trucker leered down into our car, grinning and horny. One of his hands was out of sight—shoulder rolling and jumping. My lips were slick. My stomach lurched.

I tapped Cheryl on the knee; I motioned to her, urging her to look to the left.

Cheryl shrugged her shoulders, furrowed her brows at me. The trucker reached up. He pulled the cord, triggering a massive horn blast.

"Wha!" Cheryl covered her tits. She hit the brakes, swerving, sending white smoke pouring from our wheel wells. I flew forward, seat belt free. The truck veered to the outer edge of the highway. Gravel sprayed, black smoke reeled from the chrome stacks. He hauled ass down the road, the hell away from us.

"Holy shit!" All color drained from her face. I slid back into my seat, rubbing my sore elbows. I tipped my head back, and wiped my mouth. I could still taste her, but less so. She pursed her lips, shy and methodical in rearranging her clothes.

We were quiet for much of the remaining way home. I imagined my family, hearing of my demise on the highway. "He was with a what?"

He was with his woman. He died hap___

"Hey, you know what?" asked Cheryl.

"Hmm."

"Move in with me. My place is no palace, but move in with me anyway."

"Okay. Let's do it." There. Done and done.

We had a long leisurely shower at her place. I stood behind her, soaping her up. She leaned her head back over my shoulder, the water pelting down into her open mouth. I was in bliss pure and simple, massaging her slippery tits and torso. My cock was snug, poised neatly between her tight thighs. It was unbelievable.

I settled into bed beside her. Flipping onto her side, brandishing her bare ass, she drew one knee up to her chest. She was naked, save for black stockings and high heels—the ones she knew would drive me crazy. I crawled back along the sheets, and planted kisses on her creamy smooth ass cheeks. My tongue probed into her tight little hole, drawing a horny moan from her. "Ah! Here!" Impatient, she shoved her still pliable cock back between her legs. I held her glans just short of touching her puckered hole, trading tongue-lashings between them. Her precome slithered out, adding a viscous glaze to her opening.

She passed me her tube of KY lube and squeezed a dollop of cool clear jelly onto my fingers. "I'm letting you in, babe. Do me good, and I might let you in again."

Adjusting to the position, I kneaded the lube well into her tight anal ring. Entering, withdrawing with one finger, then two, I prepared her for my fuck shaft. She pressed back with every plunge, matching my speeding tempo. "Oh! Give me that cock."

I spread her opening with two fingers; I eased my hard bulb inside. My entire body tingled on entering. "Fuck me! Fuck my fresh little ass!" She went wild, enjoying her anal initiation, slamming back to meet my thrusts. Her ass clenched around my shuttling member, causing my loose cock sheath to surround my shaft as I pumped into her. Her loud sighs shocked me every time my cock head's girth stretched her asshole, nearing the limits of my exit strokes. 

"Oh fuck! This is so__" She shuddered; she reached back and clutched her heel. The black stiletto spike of her shoe cleaved into me, right into my ass. Impaled, gripping her ankle, I drove into her balls deep. We remained locked together, delirious in a fuck embrace. I came deep in her depths, hips shaking, sweat pooling between our bodies. 

I rolled over with my cock still locked inside, succeeding in pulling her over on top of me. With my hands tugging hard on her she-cock, squeezing her uptight balls, I made her come. It spouted out—arcs of it splattered beside her face, on her face, all over her heaving belly and tits. Her ejaculations, her crotch spasms milked me dry. I rubbed it all over her, soothing her sex-flushed skin. "That's something we'll do again. So good," she said. Her next sentence trailed off. She slept in my arms.

"Do you ever wonder__?"

"What? Oh. Good morning," I said. 

"Yeah, yeah." Cheryl propped her head on her hand and peered into my eyes. Her fingers trilled over my nipples. She continued, "Like I was saying, do you ever wonder, or like are curious about pussies? You know. Touching one, licking one, going into one?" 

"I am. No, was. But it's you and me now, and it's perfect," I replied. "How about you? Ever had the pleasure?" I asked.

She slapped my chest. "I've been close, but no, can't say as I have." It was the first mention of pussy between us, ever.

Classes started up again after the New Year. My concentration was shot. Close, she was close? How close, I wondered. I should have pressed for details. Our lives had blended together nicely, and I didn't want to screw things up.

I waited for her to mention it, especially while we watched sex videos. She was dismissive of the topic, but did dwell on it; heavy lidded glances scanned me for arousal. Some guy would be licking snatch—"That's gross," she would say. We never failed to have extra hot sex afterwards.

I stayed late at the university litho studio one night. Someone had polluted the water in the paper trough, and quite frankly, it stunk. I collected my things, and made my way home. It was Friday, so if we stayed in, it was lasagna night. Watching Cheryl eat my cooking aroused me. 

I walked home that night. It was springtime; the water ran in the streets. I hummed along with the trickling sounds of water, weaving in and out of the cones of streetlights, pretending I was a spy on a mission. Nearing our place, I noticed a strange car parked outside; it had out of province plates.

I tried the door; finding it unlocked, I went in. Cheryl needed a lecture on urban safety.

"Hi dear. We have a guest," said Cheryl. 

"A guest?" I asked. "That's a first." I kicked off my shoes, and stepped into the kitchen.

A mostly eaten pan of my lasagna sat on the counter, foil rolled back. Two wine bottles were out—one empty, one not. We did indeed have a guest.

I tipped my head. Our guest seemed shy; I said hello. She offered a 'hey', barely turning to look at me. She was a mature blonde lady of the heavier persuasion, seemed nice. She introduced herself as Joyce. I gathered she was a former teacher of Cheryl's. Why she was with us, I had no idea.

Her and Cheryl went back to their chat, a bit tipsy, but a happy sort of tipsy. I sat at the far end of the table, shoveling forkfuls of reheated pasta into my face. Cheryl was in the middle of telling her the story about her name change. Her hippy parents had named her She. The first chance she got, she changed it to Sherry, later to Cheryl. Her teacher still called her Sherry. 

"Oops, sorry, Cheryl, do continue," said Joyce. I poured myself some wine while there was still some to be had.

"So anyways," said Cheryl, "I haven't heard from those hippies since they went off to some cult. I do love their money though."

"Ha! Money's good!" said Joyce, slapping the table. Cheryl caught the wine bottle in mid topple. They laughed like hell. 

Joyce raised her arms over her head and yawned. I could tell she'd skipped wearing deodorant. I caught a glimpse her big, bra-stretching breasts. She blushed. She leaned in, brow knitted with drunken concern. Smiling, she asked, "And you are?"

I stood. "I am going to bed." They laughed again. They laughed some more when Cheryl slapped my ass as I left.

"Don't start without her! Women hate that!" 

They stayed up late. Getting Cheryl to tell me about Joyce meant waking her up three times. Teacher, bla bla. Divorced, hard up. You wanna do me? Ha ha. Snore. Staying until she can get her act together. Oh shit. She promised her our bedroom, starting tomorrow. I didn't like the spare room at all. Go to sleep. Fuck.

Saturday morning was damn near the afternoon by the time the ladies woke up. We let Joyce choose a restaurant. Even so, she picked around at her food, insisted things be returned. Does this taste funny? And on and on. What a royal pain in the ass she was. At the end of it all, she slid her hand towards the bill. Her shoulders slumped when Cheryl laughed and grabbed it off the table. "Get the next one," said Cheryl. I hoped there wouldn't be too many next ones for Joyce and us.

The rest of the day was okay. Joyce had been around the city, but not for many years. Every now and then, she grew pensive, lost inside, stroking the white shadow on her left ring finger. Worse, were her odd flinches. Sometimes they went beyond compulsive neck extensions, spinal corrections. Sometimes her lips drew back in a sickening rectus, eyes bugged out and all. I looked away. Cheryl told me meds were to blame—lithium withdrawal, or some damn thing. "Cut her some slack dude. She was good to me." It was wearing on my nerves.

For the first time in our relationship, I refused Cheryl's bedtime advances. "Sorry. I'm tired," I said.

She cuddled up behind me. "Let me. Okay." I said no. "Listen," replied Cheryl, "Tonight's fine. Joyce is zonked out but good. Her new meds start tomorrow. Any little sound will wake her up. Get it?"

"Too bad. I'm too tired."

She persisted. She jabbed her cock up between my buttocks. "Let me do it."

"No."

"Yes," she said. I lay motionless on my side. Cheryl gave up on fucking me, but not on climaxing. Her squelching, masturbating fist smacked my ass flesh—her cock head's tip strained against my entrance. That I much I allowed. 

"Take it!" She squirted into me. The bed shook. I smirked, begrudging her climax. "You bastard," she said. "What's your problem anyway? Sick of me or something?"

I said nothing. I slept facedown; her coveted spill trickled into my depths. I tried to think of what to say. Heat and humiliation swarmed. Out with it.

"My problem is I don't like boozed up people. One drink, that's cool. But it's been all week with it. That's all." That most of it. 

"You're such a chick sometimes. No oral for you." She yawned. I waited for her to sleep. She slept. So much for pillow talk.

I had a short nap, woke up thirsty. I decided to call a friend of mine from across town. Maybe I could sack out there for the next little while. Damn, my phone book was under the bed—where Joyce slept. Fuck it, I needed it. Maybe I could sneak out before morning.

The door let out a squeak; Joyce stirred in her sleep. I stood rock-still, allowing my eyes to adjust to the light. I went in.

I stood over her, at her bedside. She was a damn fine looking woman, all splayed out like she was. She didn't bother cleaning off her makeup; mascara smeared the pillow. The red of her lipstick matched her lace teddy, fully visible from the waist up. There must be someone Cheryl could fix her up with, I thought. Then she would be out of here lots sooner.

I got the phonebook and made my way to the door. Joyce made a muffled sound. She was sleeping, touching herself with one hand, busy under the covers. She had one arm behind her head; her lips parted in a lusty sigh.

I ventured back in. Hell, she wasn't so bad in the low light. My cock rose as I watched.

I lowered my head to catch a whiff of her exposed underarm. Sweat of arousal glistened in her armpit, amid curls of soft blonde hair.

Her scent excited me; I went closer. Oh god, she did smell good, all sleeping and wanting it. My hand strayed down to cradle the underside of my cock. I wanted it too.

I admired her big supple breasts. I lifted the red lace away from her tits, and breathed on them, yearning to rest my face there. Her nipples stiffened; she smiled, eyes shut, quivering shut.

I straightened up; a generous drop of precome surged into my shaft.

Fuck it. Who will know? I held my cock slit shut and positioned my knob over her open mouth. Holding my breath, I released. The clear drop spilled out; my toes curled as it dripped on her tongue. "Good, tastes good." 

She brought her masturbating fingers up, and moaned on them, licking, sucking. I made my get-away. The last I heard was her calling what I assumed was her ex's name.

Back in bed, Cheryl's voice was the next thing I heard. "Where were you?"

"Nowhere." I pretended to sleep. Cheryl found me erect. 

"Yeah. I'll bet." She yanked my rod sharply, and let it slap back against my belly. "You better watch it."

"And I think Joyce needs to go," she said. I felt it more than I heard it. Yes, she should.

Joyce wasn't sitting on the couch when I came home that night. Guilt mixed with regret? What's the name for that? I wondered. Wait, her stuff was still there. "Oh, hey. Seen Cheryl around?" asked Joyce. There she was, drying her hair, fresh out of the shower. I looked away.

"Nope."

I made an excuse to go to my room and waited for Cheryl to come home. I sat dozing over my art presentation notes. Cheryl's voice woke me up.

"You serious?" she said. "Sleeping already?" She walked up behind me; her hot breath on my neck. "Turn around. Face me."

I obeyed. "Close your eyes. I went shopping." I heard a bag rustle. She undid my belt with me still seated. "Stand up. And no peeking."

She pulled my pants and shorts down. I stood with eyes closed, hoping to feel her lips on me. Something hard and cool grazed my cock.

"Don't look 'til I say so, understand?"

"Yes."

She arranged my privates in a curious way. She exhaled in annoyance—I was getting hard. Something clicked shut around my testicles, around the base of my cock. Another smaller click followed. 

Cheryl exhaled a happy murmur. "Gotcha! Now look!"

"What the?" I looked down to find my cock flesh all bunched up, all in fleshy folds bulging, encased in a clear plastic device.




How I Met My Shemale Pt. 03



"Welcome to the world of the chaste, lover."

I felt around; a cold metal padlock rattled with dry laughter.

"Go ahead. Play around all you want. I have the key to your fun parts now. Mine all mine."

"What!"

"Quiet. Be Quiet or I'll have Joyce in here."

I sank down, missing the chair. I tumbled back, sat on the floor with legs shaking. She towered over me.

"I have to pee." I couldn't bear to look up.

"No problem. You're okay for that. Go pee sitting down, like a little bitch," she laughed.

I sat on the toilet; she stood in front of me, legs widespread, slapping my face with her cock. "I don't hear peeing! Don't even think about breaking out of it. I have a video of you. You know that." I relaxed; I let it gush out. It was as hot as the skin of my face. "Good. Go clean yourself up. We're going out. With Joyce."

"Where?"

"Oh, you'll see. Hurry up."

I let water in around the side vents of the device. Satisfied and sanitized, I went for the blow dryer. I shut it off; I heard Cheryl snickering outside the door. 

She met me back by the bed, handed me a frilly pair of panties. She dropped to her knees, one hand over her mouth, eyes gleaming, examining my cock trap. 

"Put on my panties, slut. Sorry, they could use a wash. You not getting my clean ones." She stepped in close, whispering, "You're going to suck them clean when we get back."

I dressed and waited in the car. Cheryl and Joyce came out, heels clacking along, tits jouncing. They could have passed for a hot mother and her slutty daughter. "Slide over," said Cheryl, "I'm driving." I sat sullen and defeated, never looking where we went.

"We're here! Let's go in." I looked up. Oh hell no. She'd parked in front on the adult theatre in the crappy part of town. I turned to scan Joyce's face for a clue.

"We are?" asked Joyce. She sat red in the face.

"Well yeah. My adult study project, remember?" said Cheryl. 

After she spoke, she sneered at my captive groin. I imagined myself bolting from the door, running away. "Let's go," said Cheryl. Who was I kidding? Time to pay the piper.

I guided the ladies around the worst of the broken glass on vomit on the way there. A glow in the dark condom drifted eerily by in the gutter water. Yuck. Joyce hesitated; Cheryl urged us on.

It wasn't so bad once we got inside. I wondered what a blacklight would reveal about the condition of the theatre seats. I turned to say as much when Joyce took the seat to the left of me. Cheryl sat in the seat on my right, leaned in, "Shh, it's starting."

Suffice to say, the plot and dialog weren't all that important. I took my eyes from the screen, wincing. My cock was doubled over, straining in clear plexiglas. I looked at Cheryl—all knowing, smug and glowering, ignoring me. And there was Joyce—twitching, squirming in her seat. She gave me a taken aback, 'well I never' look. I switched my attention to the movie. Enough with reality already.

Cheryl shoved a bag of popcorn in my lap, and held it there. The heat of it seared down through to my tortured cock. My hips lurched; popcorn shot into the air. There was a torrent of chuckles behind me. Cheryl reached over, "Easy big fella."

The on-screen characters were getting down to business. The actress was servicing two men at the same time. Joyce jumped in her seat when the third man came in, and stuck his cock into the last available hole. "That makes three. Fuck yeah!" hollered someone behind us.

I stared transfixed on the screen. It never occurred to me that some women might like it in the ass. I heard talking nearby. Some jerk sat down beside Cheryl, chatting her up.

Joyce bumped into my seat with her fidgeting. She uncrossed her legs. The scent of perfume mingled with ripe pussy wafted by. She leaned forward, grinding her big ass into the seat, eyes glowing. Wet cocks and cunts slamming together, cocks fucking asses, reflected in her eyes. Her breasts spilled out of her blouse—her nipples at full attention. I wanted to come so damn bad. I imagined tit-fucking her, and feeding her my sperm.

Never taking her eyes from the screen, she made a furtive grab for the popcorn. Her hand remained there, burrowing down towards my lap. Her fingers touched down on my trapped manhood. She froze.

"Oh dear." She stifled a laugh. "So sorry. Real sorry. Cheryl must be very understanding." She leaned back arms crossed; a wry grin branded her face.

I turned to Cheryl, my head swimming; cold pangs spread from my sex organs. She jumped up, having slapped the guy beside her upside the head. "Fuck off!" Cheryl hit him again; they rolled into the aisle. Fuck it. Serves her right.

The theatre security came to the rescue. They ushered the two of them out, spewing obscenities all the way. Everyone booed and threw popcorn.

I stayed put. I closed my eyes and leaned back, tipping my head against the headrest.

Joyce slipped her hand under the bag, groping me in earnest. "What's the matter little man? Not excited?" I sat stone still, hands clenching the armrests. "Wait, what is all this?" She shook her hand, toggling my package with brazen tugs.

She pulled straight up, stretching my balls to their limits. I groaned; sweat beaded on my upper lip. I lifted my hips. "Oh fuck it. Too weird." She shrugged, she let go. A little more, a very little more—I would have squirted in my pants—soaking my dirty panties. Funny how they always know exactly when to stop.

We rode home in silence, the three of us. Cheryl parked, slammed the door behind her; Joyce followed with a damp spot on her dress. I sat alone for the longest time.

Back inside our place, I found Cheryl had locked me out of the bedroom. She'd made a half-assed attempt to set up the hide-a-bed, so there was my hint. 

I was past needing to jerk off; mostly I needed to wash my cock. The water flooded the device, displacing thick streams of my frustration.

No sleep—tossing and turning for hours was all I did. I found a bathrobe draped over the washing machine, and got undressed. I searched around for more clothes to even out the wash load. All in, I started the machine.

Having tied the bathrobe, hiding my shameful cock trap, I turned to drag my sorry self back to the couch.

"Hey you. Can't sleep?" asked Joyce.

I backed away, struck dumb, nodding a yes.

"I can't either. Damn my pills," she said. She held a glass of wine. Her tits swayed as she advanced on me. Her eyes smoldered.

She took another step towards me, rocking her meaty hips; I took another backward step, ending with me backed up against the juddering washing machine. She had her red teddy on again. I blushed. And I stared at her.

"So, still have something strange on?" 

I nodded. We stood facing each other. My mouth went dry during the wordless standoff.

She spoke. "Show me. Let me help."

I swung my head to the side, eyes closed. I held both hands over my cock.

I opened my eyes. She charged forward, bringing her knee up between my legs. We grappled together—her hands searching out my cock, wrestling me, shoving me around, taunting and teasing.

Exhausted, I got her in a clinch, my arms around her. The scent of her exertion flooded out from under her arms. I smelled the crisp eggshell scent of her perfumed breasts as well. She sighed; she shoved my face into her cleavage, and stroked the back of my head—so wrong, so warm and consuming. My legs trembled.

"It's okay," she said. "Up on the washing machine. Let me see it." The washer rumbled under my ass. It jiggled my balls as she examined me. She planted a kiss on the cock trap; heat from her lips swelled me. She palmed my balls, rolling them, kneading them together.

She shook her head, musing, "That's something. But do this one thing for me."

We traded positions: She sat, legs spread on the washing machine—her pussy a well of gleaming pink. The vibrations set her tits shaking. She shoved them together, murmuring, "Kiss it. Kiss it. It's been so long. I won't tell." She dropped her hands down, spreading her sex lips wide. "Lick me here." Her thumbs circled the hooded top of her slit. Pulling back, she exposed her jutting clitty.

I closed my lips around her straining nub. Her cunt flesh was so wet and hot. I probed her clit with my tongue; I slipped two fingers into her tunnel, finger fucking her sin pit. It closed up tight. "Oh good! Good! Don't stop! Perfect!" My forehead burrowed into her soft abdomen; her soft pubic curls tickled my eyelashes. Her sweet pussy thrilled me. My cock trap stuck straight out; the bright metal ball ring bruised me.

More cunt lapping, more fingers squeezing into her greedy pink. She swung her thick thighs up around my head, securing my face deep between her legs. She came, shoving my face with bucking passion. She cried out through clenched teeth with abandon. "Oh Fuck! Oh Fuck!" The washing machine stopped abruptly—in the midst of her climax.

We waited. Thinking us safe, she whispered in my ear, "Now you. I'll do what I can."

She restarted the washing machine. "Down on your knees. "Order me down to my knees. Say it. Make me your slut. Make me do it," she said.

She feigned resistance; she followed my orders. "Get down. Suck me off," I said. Hands behind her head, I thrust my caged cock against her lips, hearing the occasional prolonged, messy suck, feeling the silken wetness of her tongue, poking through the holes, washing by balls, denied of a true cock sucking. Lipstick smeared, she looked into my eyes. I released her.

Again she gripped the cock cage; again she jacked and yanked, determined, slamming, stretching my balls away from my body. That familiar tension of climax came swarming. "Come! Give it to me." Her hot lips closed around the plastic cage, waiting, craving it.

"Here! Waiting for this?" It was Cheryl. She took me from behind. Arms around my waist, her cock oozed precome into my asshole.

"Cheryl!" gasped Joyce. "I thought__"

"Fuck!__" She shoved it in, shocking my asshole. My face contorted. 

"You!__" She slammed her furious shaft in again, deeper. I gasped and stumbled forward.

"Both!"

She dug her nails into my hips, fucking my ass, driving the breath out of me.

"Shit! What are you! What the hell are you doing to him!"

"Shut the fuck the up Joyce! Suck him! Watch how much my slut loves getting fucked!"

I reached for Joyce; I grabbed her by the hair, frantic in urging her to take my cock. Cheryl thrusted, hips slamming me, fucking me mercilessly. She paused, rotated her hips and pulled out. Slam! Her cock sprang back into my ass, jammed in, humping my prostate like a horny bitch. Her body shook; she jetted me full of fuck sauce.

She pulled out; her knob swung free. Every ragged nerve in my body fired. 

Cheryl screamed, "Now get out! I fucking hate you! You fucking cocksuckers! Get out!" She landed me a hard kick, square on my freshly fucked ass.

I staggered forward, back arched, my big horny blonde held fast to my tortured eruption.

Joyce got her mouthful.



How I Met My Shemale Pt. 04



Ever hear of the expression, 'Led around by the balls'? Well, it brings back visions of an epic fuck up. Whose fault? It hardly matters.

Joyce peeled around the corner, cast a delirious water-eyed glance at me. She drove over a curb—our suitcases jostled around like they were fucking. "What the hell just happened? How does Cheryl have a cock? She put it in you?" I gulped and nodded.

I tapped her arm, "Watch your driving. We don't want to get pulled over. Please drive properly." I was still wearing my cock trap. I remembered how minutes ago Joyce led me around Cheryl's place grasping it while gathering our things. 

Cheryl— sobs coming from the bathroom echoed in my head.

Joyce jumped in her seat, "I should tell a cop what just happened. She raped you—sodomized you! It's illegal what she did!"

My blood ran cold. She would think of that. She railed on and on, spewing threats and insults. It was going to be a long night.

We were quite a sight—two bathrobe cloaked refugees tearing around in the middle of the night. Fuck, I lost Cheryl and it all happened so fast. 

I spoke my mind, better late than never. "Listen! Let me talk. First of all, Cheryl is not bad. She is...was mine." A steel fist closed around my heart. It struck—my voice went all high and crazy. I ended my tirade by telling her how everything was fine until she came along. "Joyce, you fucked everything up." There, suck on that, Joyce.

"So, you were happy with your weird little fuck buddy then? You with your privates all locked up? Who does that to someone?"

I tried the silent treatment. With people like her, you'll find they have enough bullshit for two. They rarely notice.

The 'People are Strange' song came over the radio. Good one. Joyce ran out of words; I ran out of silence. "So where are we going?" I asked.

"Don't know. A motel?"

"Okay." I didn't care.

We parked at a motel, some two hundred miles away from where we started, in the wee hours of the morning. The car ran on fumes, or so said the gas gauge. 'Sometimes wrong things go right well', I thought to myself.

"I'll get the room. Follow me when I come out," said Joyce.

"Yeah, yeah." I watched her walk away; her pronounced curves, her plus sized bottom aroused me. Too bad she was crazy. I checked to see if she left me the car keys. Nope, no such luck. Here she comes; I brought our luggage inside, but not right away. Bossy bitch.

"Hey you, come in here for a sec," said Joyce. I looked around; she was in the bathroom with the water running. What now? I ventured in—there she was on the edge of the tub brushing her hair. "Time for some ground rules. First, I am the one with the cash and the plan, got it?" I nodded. "Good." I turned my back to the wall and slid down to the floor.

"Second, you'll do as you're told, right?" I nodded again. Might as well hear her out. "Okay then. Go to bed." I got to my feet, turned to go. "Wait. That stupid cage. Get over here." I did as I was told. I watched her twist a hairpin with a set of nail clippers. She picked my lock open, squinting as she did so. The clear plastic device fell to the floor, defeated. Joyce gave it a kick, sent it clattering across the tiles.

I knew I could have done the same; I knew it was a piece of plastic, but fuck it, it was how Cheryl had claimed me—it was trust through distrust.

I stood stone still, let Joyce weigh my balls in her hand like she was choosing a peach. Joyce brushed her palm over the top of my freestanding shaft, smiled while she established ownership. I turned from her as my erection responded. She pushed me away. "Now go to bed." I did. I climbed under the covers, held my cock and waited.

I was grateful she turned off the lights. I imagined it was Cheryl touching me, jacking my cock, kissing me. I imagined it was Cheryl sinking down onto me, guiding me into her body, letting me into her tight yielding orifice. I surrendered, came inside her gripping tunnel, finished with her humping and climaxing on my face.

But it wasn't Cheryl—I'd let Joyce fuck me to her heart's content. And she was all done with me.

I stared up at shadows on the ceiling. Headlights passed, panned their sickly light along the cut-rate curtain tops. I wondered if I could suicide with a razor in the bathtub. Fuck me. She woke up.

"Hey you, that was pretty good for a first timer," she said.

"What?" I said mechanically. "My first?"

"First time with you in a pussy? Don't you know your ex told me all about you?"

I blinked. It was—it was my cock's first time in a pussy. All I wanted to do was to have Cheryl try one too—she'd love it.

Joyce told me, "Well get some sleep. Big day tomorrow." She slept.

Again I was alone. When Cheryl slept beside me, I always felt there was a third someone there, something protective. It was love. I never saw it. It never slept. And I failed.

I woke up with Joyce's hot flesh molded around my form. Her body was large and voluptuous, all encompassing and possessive. Memories flooded my mind. I found comfort in soothing my eyes in her cleavage. I clung to her, inhaled her scent, rolled my face between her massive tits. I slid my shaft along her warm flesh, traced circles around her nipples with my tongue. She tasted so good. Her body surged; Dammit, she woke up.

She yawned and grabbed my cock, "Well, someone's glad to see me."

We set out, back on the road after breakfast. Along the way she told me she didn't really have the funds to keep renting rooms. I told her I didn't either. It would be okay—she had a plan. She assured me we were on our way to meet with someone. I drifted as she spoke. It was something about money held back from her divorce. Good for you Joyce. I didn't care for the details.

We reached the next city; I sat looking out the car window as she checked her emails in an Internet café. She returned. "It's all set. We have a dinner date with her at a hotel."

"What is she? A lawyer or something?" I asked.

"Oh, she's something alright," smiled Joyce. "She's something."

When we reached the hotel lobby, Joyce told me, "Let me do the talking. Follow my lead. We're going to be fine." The floor looked like a nice place to lie down—that's how I felt.

Our dinner date arrived late. We were well into our second bottle of wine by the time she showed up. She swished over, all business, head held high. "Sorry I'm late. You're Beth I take it? And who's your handsome friend?"

I shot Joyce a squint eyed look; she squeezed my knee. "Yes, I'm Beth. This is John."

We shook hands, did all the niceties civil folks do over dinner. Angela was a woman similar to Joyce—big and curvy, in her forties, maybe older. Her manners, her costume suggested money. But there was more to it. I sat and listened to them chat. 

Wait. Beth? Joyce writes and is named Beth? Angela loves her stories, especially the one written just for her? What the__? Whatever. We drank, got drunk on Angela's wine.

Angela went on, "And I didn't mind paying you. Oh, that story! Well worth it." She slouched and crossed her legs, looked me up and down. "And he's up to the job, am I correct?"

"Oh yes. He's very clean and professional."

Angela blushed. "Good." She pushed a stack of bills partway to Joyce. Joyce looked around, trembled as Angela smirked and lowered the money below the table. She left it far up between Joyce's stockinged thighs.

"Jo__" Crap! "Beth. A word please?" I strode over to the washrooms. She followed.

"Don't you ruin this. It's just one night, just one fucking night. That's it. Play along," said Joyce, or Beth, or whoever. I didn't appreciate her nails digging into my wrist one bit. "Look, I write stories, okay? I wrote one for her for pay. She's paying to have it happen in real life. And it's one hell of a stack of bills. Look!" She flashed me the stack of money, all bunched up in her fist, a bouquet of lies. Oh boy.

"Okay." I stumbled out the words, "Whatever you say, Beth." She stole a quick look at our host. She whispered my instructions—my part to play. "Can you do it?" I nodded yes. We went back to the dinner table.

The hotel room was a far sight better than where we slept the night before. We sat around sipping brandy in the suite's front room. Angela stood and smoothed her dress. She moved towards the balcony door, "Care for something stronger? C'mon you guys." She lifted her hem and drew a twisted cigarette out of her stocking top. I did a double take—a real comedic one. Will wonders ever cease.

The three of us out on the deck, passing the joint around—what a trio. Rich smoke, some thick fog for the mind. The ladies huddled around me in the cool night air. Their tits felt so good pressed around my arms, so nice. "Like it?" asked Angela, waving the joint. "There's something extra in it. Especially designed for a gentleman's enhancement." She winked at me. 

I didn't feel the cold at all anymore. Blood pounded in my veins, right into my privates. Joyce and Angela covered their mouths and laughed; they stepped back, peering at each other. Joyce pointed at my cock, "You mean?" They nodded and laughed and laughed. "Right on!" They tried to high five each other but missed completely.

We all ran back inside. I took my place as instructed, giddy like I was at a surprise party. "Ha! Places everyone!" I'm not sure I said that, but I may have. Joyce stepped out into the hallway; I closed the closet door and watched Angela undress through the louvers. I got naked.

A blue TV screen flicker washed through the room. Angela turned up the volume—horny 'ah's' and impassioned 'ooh's' blasted from the speakers. She stretched out on the bed and fingered her needy pussy, squeezed her lovely mature breasts together, massaged her inner thighs above her black stocking tops. 

Her whole body writhed and rolled before me—me, the Peeping Tom in the closet. Her fingers jigged around her clitty, "Mmpf! Oh fuck! Ah!" She moaned with her head thrown back, unpinned hair splayed around her. She dug her stiletto heels into the covers and lifted her heavy hips, showing her full blossom of arousal. The veins stood proud on my erection.

Joyce made her entrance. "Pardon me, but__Oh my god! What are you doing!" She backed away, covering her face.

Angela screamed. She snatched at the covers, concealed her naked body. "Go away! I didn't order anything! Get out!"

Joyce stood her ground. "Maybe you didn't order anything, but I'm here to help." Angela looked on appalled, stabbed at the TV remote to squelch the volume. "Don't be ashamed. I understand completely. Let me help."

That said, she unzipped, shrugged off her dress. I watched the black silk pleats expand and contract, breathing as they negotiated their trip to the floor—flowing, clinging to the curves of Joyce's form. I swear I felt the same motion travel the length of my cock. 

Angela maneuvered her hot heavy body to the corner of the bed, arched her back; the tips of her shoes played on the the carpet. "You're kind. Do stay. Let's see what you can do."

Joyce slipped her knee between Angela's parted thighs, took her face in her hands. Angela closed her legs together, humping and churning her stranger's thick curves. A shock went through me when they kissed. It was so beyond lust.

I'd watched lesbian action before but only ever in porn films—this was different. I was the third presence in the room. I looked away.

In that thoughtful moment, I took notice of how Joyce's flinches were few and far between; I couldn't remember her last one. And such confidence! No. Prowess! That's the word. Had her ex husband known that side of her? And what was I? No matter.

Porn streamed from the TV but the main event was there in flesh and blood. I dropped to my knees to watch. 

Angela kissed Joyce between the legs, lingering over her glistening pink, savoring before committing fully. She straddled Joyce, licked and kissed her way up her abdomen, ass swaying whorishly, until burying her face between Joyce's incredible globes. Joyce got her in a leg clinch, ankles crossed behind the small of her back. I fondled myself, face heated, pulse racing, witnessing the act.

Angela continued her advance, her sensuous travel, until she had her breasts swinging over Joyce's swollen lips. Joyce sucked and slurped at the offerings, grappled Angela's splendid round ass cheeks, spreading them wide, kneading at their ultra-fine feminine flesh. Angela rose up, possessed and impatient. She mounted Joyce's face, squatted down on the ambitious lips and tongue of her hired lover. 

She folded forward at her waist, head lolling about on her forearms; her feet touched Joyce's shoulders. Joyce lapped at Angela's clitty, holding fast to the woman's spike heels. She never lost oral contact with Angela despite the speeding intensity of her pumping haunches. I remained on my knees in the closet stroking my throbbing shaft. Joyce waved me in. My turn.

I climbed aboard the rocking mattress, adapting steps to keep balance. Heat from the horny duo flooded across me. I took hold of our client's broad hips and lowered down, just shy of sitting on Joyce's tits. Never missing a beat, Joyce tongued Angela's clit like a pro.

My turn. I fisted my organ. I eased the ready fullness of my glans into her opening. We all froze in position. The searing heat, her lubricated private entrance in heat for hard cock. It thrilled me. She lifted her backside ever so slightly, resumed mashing her clitty against Joyce's distended tongue. She turned her head, eyes wide and sex glazed. Eyes locked onto mine, she managed a quick nod, "Oh fuck yes! Fuck me!"

And fuck her I did. I had a perfect view of my sex shaft plunging into her hot clutching cunt. Her sex lips clung to my cock's veiny exterior, gliding on trails of her rich fluid. I gave her alternating periods of shallow jackhammer action followed by deep thrusts—nothing held back from the paying customer. Her thick upturned ass—so vulgar, so inviting, framed between her straining stocking tops and frilly black garter belt. Black garter straps compressed her vibrant, sexed-up curves.

My cream rising and boiling, I slammed it all the way in and performed wide arced hip rotations. I toggled my come injector around inside her, jutted my sculpted cock head onto her knobby cervix. She raised her head and rolled her shoulders. She cried out, shaking and sobbing, "Coming! So beautiful! I'm fucking coming! Fuck me! Come in me Fuck Stud!" 

Joyce clutched my ass cheeks, Her hot pillowy tits crowded up between my thighs. She slid back and lifted her head. Angela's pussy rippled, shuddered around my captive rod. Her cervix slapped down, suctioned repeatedly seeking my throbbing cock head.

Startled, I gritted my teeth. My come erupted into her depths, filling her with jets of ropey white lava. 

Joyce lunged up. She brought her mouth up washing over my uptight balls. Her struggle to engulf the both of them gave my final thrust exhaustive conviction.

I pulled out. A viscous torrent spilled—flowed right out of Angela's pink and into Joyce's waiting mouth. She swallowed hard. "John!" she said, "Suck me now. Show Angela how you do it." 

I dismounted her chest, orally serviced her and finger fucked her to orgasm. Angela, dreamy eyed, rested her face on Joyce's soft, heaving belly; she palmed my head as I performed the deed. "Good boy. Lick that pussy." She watched the whole while.

I slept pressed between them that night—a lone wretch drained of currency.

Cheryl. Oh god, Cheryl. Help me. Forget me. I'm gone.

I woke up to find myself alone. I sat up, tried to remember where I was. Oh yes. I remembered. I heard Angela and Joyce talking in the front room. 

"I'm glad things worked out to your liking," said Joyce.

"Oh, that's an understatement. I feel very 'worked out' and never better."

Joyce mumbled something in response; they laughed.

"That John of yours, so young. Are you two together?"

"Sort of. It's a strange situation. His ex is one of those girls with a cock."

"What!" I heard a spoon, or something of the sort go flying. More whispers.

"No. Oh no, never any surgery," said Joyce. "I've known her for years. You'd never guess what she had going on down there. She could have been a model."

"Hmm. Interesting." Long pause. "Do you think you could write her into a story for me? Maybe get her to join us someday?"

Joyce, that bitch.

"Yikes. I doubt it," said Joyce. "We didn't part on the best of terms."

Talk about understatements. I got out of bed as loudly as possible to stop the gossip. Angela left and closed the door to the hallway as I entered the front room.

"Hey you, sleep well?" asked Joyce.

"I guess."

Joyce leaned forward, "And?"

"And what?"

"And aren't you going to thank me?" asked Joyce. "For getting you laid? Good job by the way. And look! She gave us a tip."

I looked away from the hefty stack of bills. My stomach growled. She rushed over and hugged me; she searched my eyes. "Hungry? You sound hungry!"

Finally! A thought about someone besides herself. Fuckin' nut job. "Yes. I'd love to get the hell out of here. I'd love a McBreakfast."

She pushed me away, all incredulous. "Fuck that! We have real money here. We can have whatever you want. Mimosa, smoked salmon omelets, great stuff! Whatever you want."

"I like the coffee there..."

"You ingrate! Look around you. We can live like this."

"Yeah. So you say."

"What's with the 'Mr. Big Toe in the Sand' routine?" She plopped down on the sofa, pouted and crossed her legs. I know she flashed me some pink on purpose—I do. I said nothing, stared at my feet.

"You should be happy. We have a set of wheels, money for rent, and what's more__?"

I looked at her. "What?"

"Don't you get it? You have ME!" She crowded her biceps around her tits; they spilled up out of her bathrobe—one nipple popped out. She smiled her best fifties Hollywood smile.

"Come here. Come and kiss a real woman."

I was halfway over to her, obedient, when she said that last part. Real woman?

"Real woman?" I stopped dead in my tracks.

"Well, yes. Me. I am a real woman. Unlike Cheryl." She dragged out the word Cheryl; she parted her legs, patted her sex mound, an eyebrow raised.

"Cheryl had nothing to be ashamed of. Yes, she was different, but a good different. She was real!"

"Pfft! Real weird, that's what she was."

That's it—gloves are off. "Weird! That's how you see her! You're crazy! Cheryl would never slut out for pay! You're so into porn, it's ridiculous. You're a prostitute." She remained so damn calm.

Fuck it—I'm out of words. I booted the coffee table over. "You're the fake! No fuckin' wonder your husband left you!" She jumped back, a facial tic folded her face—grotesque, truly grotesque. I felt bad.

"John! Don't! Sit down." She rubbed the sides of her face. "He didn't leave me over porn. I had to leave him. Nothing I did was good enough. He hated me. He slammed me around and called me a fat whore. Porn came later. Meeting people for paid sex, I fell into it."

"How do you mean?"

"It started with chat rooms. I was so lonely. People loved my stories. I thought they could love me."

"Joyce. Joyce I had no idea." I sat beside her and held her, just a simple hug. She got wide eyed—something dawned on her.

"There! That's it! The hug. It's why I kept on. Some of them hugged me while they... you know... finished. The way they held me and needed me. For that second I'm the most precious thing in the world."

We sat for the longest time. "Joyce?"

"Yes?"

"What's my name?"

"Too much weed last night? Can't remember?"

I repeated, "What's my name?"

"John. You're John." She directed the second 'John' off to one side, sat there musing away.

"That's what you made up! It's all the same to you, isn't it?"

"Calm down. I think you need food. One of those kind of guys," she laughed. Still, it wasn't one of her tribal death mask grins like before. It felt better.




How I Met My Shemale Pt. 04



"John?"

I winced. That's not my name. Fuck it. "Yes?"

"John, I want you to like me. Stick that thing of yours in here." She lifted her big white mammaries up out of her robe, one in each hand; they spilled out of her grasp. "Fuck my tits like you fucked that fat pussy last night. I'll be right back." 

She covered her cleavage with slick lotion and worked her tits together until they gleamed. "C'mon, I'm waiting." The radiator ticked as time passed—but not for long. I got hard and couldn't resist.

I stood up and pushed into her welcoming warmth. My come shot looked pure white on her blushing neck.

****

"John, I've packed our things. Go to the car while I check my messages."

I sat out in the car. "Hey, the keys, I could leave her here." I said it, but who was I kidding? I needed to call Cheryl. I had to hear her voice. Last night? Screw that—never happened—I'm pulling a Joyce on that one.

I dialed the payphone. She picked up. "Hello?" Her voice stirred me to my toes.

I froze. I can't lie to her—can't leave things out, not with my Cheryl. Where to start? What to say? Well hello Cheryl. YeeHaw! Wanna hear about all the snatch I've been plowing? I hung up by her third hello.

Joyce came back a bit shaken. I got out of the driver's seat. She pulled out into traffic, tugging at the seatbelt trapped under her weighty bottom. "There! Got it." She said it, she waved the buckle around and damned near hit a stop sign. So much for safety.

We sat eating breakfast and it wasn't cheap. What really bugged me was when she left too big of a tip—it's not like they did her any sex favors—although she smiled at them as if they might. Crazy bitch.

'Back on the Road with Joyce.' I repeated it in my head until it sounded innocent.

"Hey, John. Wanna know where we're headed next?"

"I guess."

"I have another date lined up for us. They're a lovely couple. Rich as all hell too."

"Oh good."

"The story I wrote for them went something like this:" And on and on she went with it. I got nauseated.

"Yech! So you're saying he wants to be in a crib, wearing diapers no less, watching me do his wife? And what do you get to do?"

"Oh, I can't remember."

"Tell me. Or I'm out. Then one way or another you're fucked."

"Oh John, it's not so bad. He just wants to pee in my mouth__"

"No way!" I interrupted.

"__after he comes in it. I sort of have to suck him off. It gets worse after that, much worse. I'll need to buy some costumes and facemasks. Any ideas?"

I waved off her last question, "No. Not for a million dollars! We're not doing that."

"You'd be surprised how close you are. That's what you'd be, John."

"Really? A million? Are these people nuts or something?"

"Too rich to stay sane I guess. You in? There might be some anal action, just so you know."

"For a million bucks?"

"Yes! Yes!" she shouted. "Well not a million obviously, but trust me, it's a lot." She grabbed my knee and shook it.

"Fuck yeah!"

We checked into a hotel—there went Joyce, trading our hard earned green for smiles from the help. I wished she'd smarten up. Funny thing was, I didn't mind her all that much when we drank together. And drank together we did—plenty, and I mean plenty of costly champagne no less, with exotic appetizers too. "Eat up. You'll need your strength for tomorrow."

We settled into bed together. She offered up her glass for a slurred toast, "To us." Clink Clunk.

Us. Yeah right. After we fucked I considered forging her suicide note and throwing her off the balcony—if only I could lift her. Fat saved her. 

Instead I sat awake listening to her snore. Time for a test. I leaned in close, whispered, "Hey Joyce." She smiled, her snoring subsided. "Hey Joyce." Her brows tensed, she smiled again. "I fucking hate you. You killed Cheryl and me. You're a whore and I hate you." 

Her face contorted—lost all support from within, creased with remarkable force. The shock wave traveled to her ears, her chest, to the tips of her fingers. She hugged herself and grimaced. I rolled over. Bile polluted my tonsils. Time passed.

And then, "I know you do, John." Ice cold words to sleep by. She pulled the covers—took them all for herself.

Fuck. Fuck you. Fuck your tomorrow. And hell yes? Hell no. No never, not ever, no more.

I dreamed the craziest dream where Joyce and I were at a funeral. I scanned the faces but knew no one. I looked to my side; there sat Joyce. I strained to see a photograph near the coffin. Oh no. It was Cheryl—a picture of Cheryl and me. I struggled, kicked like my bed was short-sheeted. Oh fuck I'm lost. I turned to Joyce but she was gone. Where? The crowd gasped—the coffin lurched. It tipped, struck the floor in slow motion. 

Everyone screamed when the coffin broke open. Joyce and Cheryl tangled together, rolled out and fucked on the floor. The crowd panicked and ran for the exit. I tried to stand but couldn't move. They died together, bodies twitching, animated to their last—eyes black and lifeless, mouths impassive yet smirking. 

The priest collapsed. His robes turned black and he became a huge snake. I sat quaking as he unhinged his bloody jaws and devoured them. He came slithering towards me, all fat and happy.

"John! John! Oh shit!" Joyce shook me awake. I woke up clutching vomit. I couldn't breathe—could only manage to drag rasping snatches of pain into my lungs.

"John! Here!" She grabbed me by the legs and dragged me over to the side of the bed. 

The end is near. The party's over. Good riddance.

"Stop that goddam smiling! Breathe goddam you!" She jerked me upright from behind, folded my ribcage, and crushed me. "Live you bastard! Breathe!"

I spewed. I breathed. I cried.

She carried me to the tub and washed away my filth. I cried some more. "Damn near lost you there..." she trailed off. 

I mouthed the words, "Let me go," but not to her. I lay dead in the water, expressionless, all corpsed up. Freezing cold closed in around me. Fuck me. Good night nurse.

****

"Hello in there? Hello?"

Who__?

A singular point of light invaded. I'm done—all done and into the light. But I couldn't. I went to shield my eyes but couldn't. I did a back arch. Ouch! Pinpricks raged on the back of my hands. I couldn't break free. 

"Doctor! Call the doctor!" That voice again. A hornet's nest exploded in my head. Gone again.

****

"You gave us quite a scare. How many fingers?"

I shrugged.

"I'm the resident doctor on call. You're allergic to..." I waited, heard the scrabbling of a clipboard. "...to mushrooms, apparently. I don't know who left you here, but I assume alcohol was a factor?"

I nodded. He cleared his throat, "Now c'mon, I'm a busy man. How many fingers?"

I sat up—couldn't see fuck all. I sensed a third presence in the room. I'll show him. "Two fingers please. Scotch, and make it neat."

A woman said, "I see he hasn't lost his sense of humor. Oh wait, he was never all that funny. Must be the drugs. Oh well." That voice—I know who!

I reached out—arms from a cradle. "Cheryl?"

"Yes! He remembers you! A very good sign."

"Cheryl?" Nothing. I sank back down. They screeched the curtains shut on me. They whispered and left.

Cheryl returned alone—I'd know her scent anywhere.

"You know what?" she asked. Her lips touched my ear. I felt her tits on my arm. I turned to kiss her. She grabbed my face, returned me to position.

"You know what?" she repeated, hard words through her teeth.

My fists and bowels clenched. "What?"

"I'm taking you home soon. Not today or tomorrow, but soon." She ran her hands from my cock to my chest. I stirred grinning.

"Really?" My cock surged and hurt.

"Yes." She twisted my nipples. "And you're gonna love what I've done with the place. Home sweet Hell. Welcome home John."