Shemale Street Hooker free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
Street Hooker Part 1


After booking in at the hotel in a smart suit and heels, I returned to my car to get my 'things'. My two bags seemed excessive for an overnight stay but this was a stay with a difference. The hotel was perfect. It was just out of the centre of an unfamiliar (to me) town and on the fringe of a rather run down area. I was starting to get that butterfly in the stomach feeling - the buzz of daring adventure and excitement in anticipation of the evening and night to come. Each time I organised these weekend getaways I knew it was going to be a hot time, dressed to kill.


The hotel room belied the hotel's grubby outward appearance and location. It was luxurious - a suite of 3 rooms comprising lounge, dressing room with sunken bath and shower, and a bedroom - and what a bedroom! Decorated and soft furnished in sensual dark colours and a****l prints this was definitely a 'sex-den'. The bed linen was a combination of black and a****l print silk.... so sexy! Much as I would have liked I had no time to sit and admire it for now. I had work to do. I wanted to be eye catching and distinctly fuckable. For the past few years I had begun to expore role-play and over time had become more 'extreme' if that's the right word. I had explored the realm of BDSM. I had long adored the icon of a dominatrix with black leather or latex fetish clothing, high spike heels, striking makeup and hair pulled back tight and high. I'd enjoyed playing the role at a fetish club just 3 weeks previous. However my favourite role had come to be street hooker. The thing is, it was no longer role play. It had become a reality I was addicted to. Cheap slutty clothes, excess makeup, high heels and all that goes with it was my exactly to my liking. The sense of being the 'bad' girl excited me, and the thought of being a sex object and getting paid to do as required by a 'punter' really gave me that 'buzz'. It was certainly making me feel so damn horny tonight, as ever.


I started a bath running and unpacked my bags in the dressing room area, placing all my makeup on the dressing table and hanging my clothes ready for later. I used the shower to wash and condition my hair which I then wrapped in a towel. The bath was luxurious and sensual with the perfumed bubble bath. After a good soak I began my now familiar routine of shaving all over. The only area I could not reach was my back, but I'd had that waxed only 2 days ago along with the back, sack and crack (ouch! - but worth it). By the time I was finished there was not a hair below my eyebrows and I had shaved my light beard twice to be as smooth as possible. I am really lucky in that department as I have very little dark hair so a little more foundation than what women would use would give perfect disguise coverage. Stepping out of the bath I wrapped myself in the softest of towels and sat at the dressing table. 


First were my eyebrows. I'd long been having them threaded but I hate to see stray long eyebrows. With my brow lift they now had an exquisite high arch. I'd been debating having them shaved and tattooed. That was the aim tonight - to get the cash for them. Perfect for distinctive shiny white highlighter. They are now short in length so I can extend them with pencil to different shapes. Tonight they would be long wings. Next was to blow dry my hair after applying relaxing cream. This helps my hair to go straight. Volume mousse on top helps build body to the top of my hair as I blow dry it. I had coloured my hair two days ago and it was a gorgeous platinum white blonde. I was so proud of my hair, which I had been growing for 8 years, sometimes poker straight sometimes soft curls. By the time I had finished my hair was soft and silky and falling well down past my shoulders. Using hair grips I pinned it back away from my face for the next stage - my makeup.


One word - slutty!! I knew how to do slutty (my favourite). First was foundation - I used a theatrical foundation which needed working with a sponge then setting with lots of powder. I took great care to make sure every part was covered and then blended from my neck onto my shoulders/chest. I used an exquisite brush to work in the powder then remove the excess. I created a perfect monotone canvas for the rest of my makeup. Next were contouring powders, light and dark, very contrasting. Blusher along my cheek bone and 'apple'. Much more than day wear, all then blended by brush.


Back to my eyebrows, using a stiff brush sprayed with a squirt of hair laquer I combed and brushed my eyebrows to shape and trimmed them. With a black sharpened pencil I drew very fine lines from the end of my remaining eyebrows round in a high arch to extend my eyesocket area. I then 'filled' in the rest of my eyebrows with colour. Eyeliner next - very thin to the inner eye area then thickening to the outside. A thick line underneath too, smudged to give a smokey look. I curled my lashes and applied a coat of mascara. This acts as a base for my 2 sets of false lashes. First are black and thick. The second set are long and spikey. I am now a dab hand at these using tweezers and an old makeup brush but early days had been difficult. I'd soon learned that long nails were a hindrance at this point! After leaving them for a couple of minutes to set I completed my eyemakeup with a mixture of black, purple and sparkly pink diamond dust. Overlaid was black pencil on my outer corners and on my socket line. I added a touch of stark sparkly white to the centre of my lids and to the inner eye area. Despite the lashes already being thick I added 2 coats of mascara to both upper and lower.... by now the look of a whore was definitely there and I was definitely stirring down below!


The final stage in my makeup was my lips. I used a very dark sharp pencil to draw lines outside my lip line to reshape and enlarge my lips starting from the centre and going out toward the join. The first coat of red lipstick was applied by brush and smudged followed by a second coat. This I dusted with powder and coated once more. Lip fillers was another reason to get some cash. The effect of full red pouty lips was perfected when I added the gloss - lip lacquer by Boots No 7. The 'staying power' was good. I squirmed as I imagined where they would be exploring later..... Always at this point I pause to check everything looks good. Invariably I end up adding more blush, which I did tonight. The result? Whore! I indulged myself with an admiring comment... "You cocksucking whore!" I smiled with pleasure with the knowledge of what I had become.


I removed my plain ear studs and put in the big hooker loops which are at least 4 inches across. In the second holes I added smaller matching hoops. I removed the hair grips and brushed out my hair. I lightly finished my blow dry, continuously lifting my hair with my brush to give volume. Finally I bent forward, back brushed my hair a little and sprayed generously with lacquer to set it. Standing up, I flicked my hair back and used even more hairspray to fix it. There before me in the mirror was a drop-dead gorgeous fuck-doll hooker - my alter ego or perhaps rather my true self. It was my plain day existence which was my alter ego. I knew that this was how I once needed to be and now was. 


Time for a cigarette and to enjoy the erotic sensuality of the moment before dressing. When I had first smoked, it had all seemed so clumsy and deliberate at the time, especially with long nails, but now I was on automatic and it felt natural to flick open the pack and slide out the long white cigarette, place it between my glossed lips and click my silver diamante encrusted lighter, offering its flame and almost in an millisecond taking the smoke deep inside. Sometimes I'm not even conscious of it! I caught my reflection as my cheeks hollowed while I inhaled the welcome creamy smoke. A long deep drag felt so good, hitting the spot, and after I snap inhaled and savoured the feeling, I blew a long stream of smoke upward. I knew some guys (and girls) really liked that and I'd come to use the technique to attract and flirt.


I so enjoyed that first cigarette (since lunch time). Smoking was now a deep rooted part of me. I'd come to be expert in mouth and snap inhales which are now automatic. I chilled as I smoked, looking at my makeup and deciding on one or two things to touch up - more mascara on my lower lashes and a slight lengthening of my eyeliner outward and upward from my eyes.


Inevitably by now I felt sooooo horny! My cock was beginning to throb, and I so wanted to release its juices but I had more to do.


The next stage was to dress. I began by moisturising my body using a combination of Angel body lotion and matching perfume. Next came underwear. My faithfull gel bra lifted and pushed my budding boobs into a sexy cleavage. The effect of estrogen over the last year had been definite C cup breast growth, harder and more sensitive nipples and no adverse effect on my cock. I was clearly a woman from navel up. My fake boob fund also benefited from my new and loved 'profession'. I was due for surgery in 3 months - all booked. I was going to size EE melons!


A black suspender belt next. This had no less than 12 suspenders which ensured my stockings were held up perfectly all round and very taut. They contrasted wonderfully with my skin. My stockings were 10 denier fully fashioned nylons with cuban heels. They were expensive but so so worth it with that wonderful feeling as they are drawn up my smooth moisturised legs. I'd long learned the knack of getting straight seams sat facing a mirror and lifting my leg so I see the backs. Top next - a white blouse with three quarter length sleeves and a lace up front. My black bra was clear to see underneath where the lacing was deliberately loose but I like that. Taking the two front sections of the blouse I knotted them together tight under my boobs, exposing my flat stomach perfectly. This left my tummy piercings clearly on display. One above and one below. I took out the plain bars and put in a bar with large pink crystal that nestled in my belly button then on the lower piercing pushed in the bar with diamante stone above and three 2 inches long dangling strings of diamante below. Then my skirt - if thats what this 6 inch deep band of vinyl can be called! It barely clung to my hips and there was no way it would cover my stocking tops... but then thats what a hooker would wear and somehow it felt just right... It also barely covered my erect 7" cock! A black thong finished the dressing to help hold me in!


Heels next. I had decided on white overknee high vinyl boots with buckles and chains and silver spike heels. 2 inch platforms and 7 inch heels. The only problem with a small foot size was that I had a small arch so this meant that the 5 inch difference made me almost walk on my toes. Short steps were vital and I adored the feeling of 'constraint' it gave me. I soon adapted to that now so familiar sexy feel and enjoyed mincing around the room. White is a street hookers pre-requisite as it stands out in headlights.


And so to the finishing touches. Earlier, I'd been to my favourite nail bar for a full set. But instead of cutting the tips back after gluing I'd just had them shaped then the acrylic. Long red nails that looked like talons. I finished with a black vinyl choker, 6 rings and lots and lots of jangly hoop bracelets! The sound of them was so slutty but for me erotic and sensuous. It was time to admire my efforts. I could not believe the horny hooker that looked back at me in the full length mirror, so obviously a working girl up to attract punters to make money. I had once thought that if I had been born a girl there would have been no doubt what I would have done for a career. I looked like a perfect cock-sucking street whore and was so turned on. The thing was... It WAS me... I AM now that hooker.


I admired my skills in transformation, dreaming of the hot night ahead of me.


I put on my leather coat. In my white vinyl bag I put lipstick and compact for touching up, cigarettes and lighter, gum to freshen my mouth, car keys, room key and condoms.


When first plied my trade I was in two minds at this point - prepped up. Excitement and apprehension. Thoughts of attracting the wrong type, or the police, had been through my mind. But now it was different. This was a buzz I craved. I had to admit inside me I felt an incredible excitement.... as my hard proud cock revealed! I had to do it. Just the thought of mincing in heels down the street looking as the prostitute I had become was almost too much for me. I could have cum just thinking about it! I simply had to do it to get my fix.


Gathering my thoughts to the task in mind I tied up my coat. It came down to above my knees so whilst it covered most, my legs were still revealed as I walked. I spritzed myself with a heavy dose of Angel and I slipped out of the room. The lift was at least 40 yards along the corridor and I was praying that nobody came out of another room. When I arrived at the lift I was relieved to say that no-one had appeared but when the lift arrived it opened to reveal two guys... Their eyes fell on me and their mouths opened... I strode in, turned and showed my long nails as I pressed the 'G' button. Mirrors in the lift gave me and them full views and I could see their hungry eyes looking at all of me. I returned a demur smile and sideways glance. God this was fun. I could not help but notice that one guy was clearly 'tenting' his trousers! I made a point of looking then looking into his eyes. The other had tight jeans on but even there I could see a bit of a lunch box. I was glad that there were two guys, maybe if it had been just one I'd be at risk... but then maybe that would have been a bit of fun. I so enjoyed flirting!


'DING' the bell chimed at ground floor. I minced out leaving the guys looking on in wonder. I'd have loved to hear their conversation after! The reception area was reasonably clear. A few guests were grouped around the reception desk and that kept most eyes off me as I stepped across the hallway. My spike heels clicked on the marble floor, attracting the gaze of the 'kinky' ones who knew. One was an older guy and the other a sexy looking woman dressed in a black suit. I could not help but notice her looking at me and her black patent mules were at least as high as mine. As I passed by I caught her eyes and smiled. Did she 'spot' me.... who knows and I didn't care. I was enjoying this now. She returned with a knowing look.


Out the reception and turn right to the car park. Reaching my car, I shed my coat and donned the red pvc biker jacket I'd left there earlier. Thank goodness for the dark - it was just past eight o'clock. At least I would not be quite so conspicuous, I reasoned. However my white boots were definitely something of a giveaway as they were so visible in car headlights. Now quite comfortable in my heels I walked sexily toward my chosen location - Andrews Street, where I knew from the internet street local whores worked. After 200 yards the street lights became fewer. I started to relish the sensuality of my situation. The sound of my clicking heels, the tautness of the stockings, the cool air on my legs, belly and under my skirt, the subtle taste of my lip gloss. I stopped to open my bag, took out the pack of cigarettes (VS120's from my last trip to the States) and lit up. I inhaled the warm smoke... heaven knows what I looked like but I think I knew full well - a street hooker! I loved it. Already, cars were flashing lights but this wasn't the right place to pick up.


But where was Andrews Street? I must have walked for at least half a mile before I came to a cross roads. Relieved I looked up to the wall and found the nameplate. This must be it. But as I looked around there was nobody else here. Maybe a little early I reasoned. I noticed a few cars passing during this time. They were clearly slowing down to look at me. I was certainly very very turned on! Maybe it's the exhibitionist in me.


I hung around on the corner like the hooker I had become, smoking and flashing my white boots in the headlights. 

Was this just roleplay? Not now, though the buzz was still there as intense as ever. What I did know was that I had incredible feelings of on the one hand fear but on the other a sense of being alive, as the true me, and at the same time as horny as hell! 


Pulling my knotted blouse tighter so my boobs rose, and then straightening my skirt, I strutted right over to the corner of the junction. I stood and fished out my ciggies once more. Lighting one I happened to glance over the street at a shop window. There stood a woman, slim body with boobs prominent. Perched on sexy high heels, light reflecting off her diamante belly button piercing, hair as white as her boots, full heavy makeup and holding a long white cigarette, her looks were screaming out "FUCK ME!" It was me. It was my reflection in the window. A street whore and fuck-doll all rolled into one.


After 3 minutes a van stopped and out came another hooker. She stood just 20 yards from me and smiled. I smiled back. It was the right time for the earlies, on there way back home. I was really feeling the part and wanted some business bad. I swung my hips sexily taking long strides. As cars came near I looked directly in, willing the john to stop. I didn't have long to wait.


As I was lighting another cigarette, my legs apart and facing the oncoming traffic, a red BMW pulled over... "mmmmmm, classy" I thought. I stepped over and leaned into the opened window giving the punter a full view of my cleavage. The guy simply asked "How much?"


"25 for hand, 40 for BJ, 60 for a fuck" I replied.


"Sounds good to me you are a hot babe, get in sweetheart and lets do business"


After taking a long deep double pump, I dropped my cigarette and slid into the leather seat of the warm BMW. Now I could get a good view of my punter. Neatly dressed, suit and tie, greying hair and slightly expanded round the waistline, he was pretty good looking - much to my relief. Forty'ish. He also smelt nice (I didn't like horrible smelling punters that were just plain dirty but knew it was something that had to be tolerated).


"Business before pleasure darling, so lets have your cash" Even the process of asking for my payment was exciting.


"Here's the forty" he added "when I park up I want a nice slow blow job, OK?"


I didn't need prompting! "Of course! Thats what you are gonna get". I could not believe the natural and easy way I had come to respond. I took his money and quickly stuffed it away in my bag . What I wanted was to feel his cock and as soon as possible.


As he drove, my arm reached across and I felt his expanding package between his legs. My long nails caressed his hardening firmness. It felt good and I knew it was going to be big when fully hard. My mouth was watering already.


"Slow down, sweetheart, I like to savour this and I don't want to come too quick"


"But I am so hungry for your cock, I replied" Whilst I wanted to give a good service, I knew it would be better to be quick so I could move onto the next trick. Besides I felt so horny!


I didn't have to wait long, We drew into a smaller backstreet and parked up in darkness. I had been feeling his cock all the time he was driving but now I could get full access. He set the seat backwards and relaxed ready for me to get to work. I fumbled a bit with his belt, button and fly but my skills with long nails were good and he was soon fully accessible. I reached into his silk boxers and wrapped my hand around his cock. I pulled it out, setting it free. I was right, his cock was a good 8 inches and a nice diameter - not too thick for my mouth to take but then not thin either. I leant over kissing the tip of his cock. Already the tip was oozing pre-cum. I took one long lick at his tip and scoooped up his juice. It tasted good - a little salty, but nice. For a few moments I admired his cock - and told him how gorgeous it was. All good whores do that, but in this case it was very true. Without hesitation I took his phallus in my right hand and began to wank him slowly. My left hand started to tease his balls with my fingernails. My mouth had already been salivating for several minutes and I drizzled some spit from my mouth onto his member. The skin to his cock head was getting lubricated and it slid back to reveal all of my target. Slowly I brought my tongue to the side of his cock and licked my way to the tip then underneath on that special sensitive spot. He was already throbbing and I hadn't even got to the best bit. Meanwhile, his exploring hand was inside my thong and a finger easing into me.


Opening my mouth, I slowly slid my lips over the head, sucking gently as I did so. I slowly pushed my head down into his lap so he could feel his cock pushing deeper into me. I stopped half way and then sucked as I withdrew completely, making that 'plop' sound as he left my wetness. I went down again, working him with my hand and sucking. Up and down my head started to bob. I am a cock-sucking whore and I love it! Twisting my head as I went down whilst wanking him with my hand, sucking harder as I withdrew, exploring his head and underside with my tongue I was starting to work up a rythmn. I was fucking his cock with my mouth. His pleasure was obvious. I could hear his moans clearly, then he spoke "Thats right, whore, suck me good. You are a fucking brilliant cock-sucking whore.....mmmmm thats so good....." I was in heaven - my vocation fulfilled.


Eventually I had his full length inside me, leaving it there, sucking with my throat for a few seconds before raising my head. I started to feel his balls tighten... not long now and I would get my reward. "Get ready babe, its on its way" 


"Give me your spunk" I responded eagerly. I was desperate. "Fill my mouth. Shoot your gorgeous cum in my throat" I implored.


Quickly I sunk down on him again, sucking, to be rewarded by his cock throbbing hard and his warm sweet cum shooting into me. "Mmmmmmmmmm!" I murmered with pleasure through his orgasm, as his juices filled my mouth and started to seep out at the sides..... I sucked and swallowed as much as I could but he was a deliciously heavy cummer. Feeling him slowly deflate I sucked the very last drop out of him, I withdrew him and started to lick him clean. I'd loved the taste of his cum and wanted it all!


"God, that was good. You are a fucking good cock sucker and I want more of you. Here's my mobile. Ring me next wednesday evening. I am in town and we could do some more and unfinished business at the hotel I am staying at."


"It would be my pleasure" I replied, "I will look forward to it very much. Glad to be of service tonight. Next week would have to be enough to cover my street earnings for an evening, ok?"


"As long as you look like you do, sure!"


He tidied himself, and as he did so I turned on the vanity light and refreshed my lipstick using the compact mirror.


"You know, you look fucking incredible" he said, "I can't wait to give that whore face another good fucking"


"I hope that won't be all that gets a good fucking, darling" I replied, "I will look forward to it too. Lets go, I have more work to do..."


He drove me back to my pick-up point and dropped me off. "Don't forget. Next wednesday" he reminded.


I smiled, reached for his cock and gave it a squeezed, then slid sexily out of the car. I strode over to the shop doorway to have some gum to freshen my mouth for a minute before lighting a cigarette and hooking my next john. I felt good but needed more... More cock and more cum... This hooker felt insatiable in her addiction!

Same as Shemale Street Hooker Videos

4 years ago
  • 0
  • 55
  • 0

Shemale Make Me Prostiute

Hi Myself Jimmy here I am back after 2 years with new encounters occurred in my life, going to narrate you the same, I am living in Bangalore now, in south Bangalore, I will tell you how I became a male prostitute with the help of a Hijda/Hijra/Shemale/Ladyboy, In my layout there was a beautiful girl with very attractive eyes whose name is Manju may be 24 to 26yrs, lived with her family and would go for house hold work, my age is 28, unmarried and just go a good job and was leaving alone in the...

1 year ago
  • 0
  • 31
  • 0

Shemale Vids

What is it about Shemale Vids that makes them so goddamn enticing? Honestly, it might be a question for the stoned philosophers and horny social scientists of the world. Me? I’m just your friendly neighborhood PornDude. I may not be able to tell you why you’re so attracted to pretty girls with bigger sausages than your own, but I can certainly turn you on to some good pornos starring the well-endowed broads. Some dudes consider themselves ass men, others are fond of the titty, the thigh, or the...

Shemale Porn Sites
4 years ago
  • 0
  • 26
  • 0

OHGIRL Street Hooker

I had called up maintenance to have one or more of the guys come up to my condo, under the pretenses of doing some work, so that I could get fucked. I was stoned and horny and I hadn't seen my neighbor or boyfriend in weeks. Shawn was gone as usual, since we had been fighting, along with my car, so I was relegated to being by myself. The guy who answered was new and he explained that the staff had recently been let go. He didn't go into detail, but he kind of let me know that other tenants had...

2 years ago
  • 0
  • 35
  • 0

Shemale Shopping Spree

She-Male Shopping Spree featuring Chelsea and Victoria, two gorgeous chicks with dicks - and an attitude! by Mistress Tawny Suede "Oh god, I feel so incredibly horny!" said Victoria. "Well, sugar, if we hurry back to the apartment, I've got just the cure," said her best friend and roommate, Chelsea. Victoria looked the stunning black girl in the eye and giggled. "Actually, I haven't been able to get that cute little salesgirl out of my mind," she said as she and Chelsea left the...

3 years ago
  • 0
  • 38
  • 0

Shemale Amazon Goddess

This story is based on a dream I had about shemale porn star Meghan Chevalier around 15 years ago.I'm sitting up in bed. There is an empty glass on the nightstand; I know that I have recently drunk whatever was in the glass. I'm wearing a light violet silk robe, and nothing else. It seems quite feminine. Then I realize that my body has become quite feminine as well. The fat I've been carrying around for years is gone and my waist has tapered down to about 27 inches. My legs are long and slim....

2 years ago
  • 0
  • 26
  • 0

SHEMALE FAVORS

"LATE NIGHTS EARLY MORNINGS" FRIDAY NOVEMBER 27TH 2020 - SHEMALE ASKS ME FOR A FAVOR YEARS AGO .. I WROTE MY FIRST XHAMSTER LIFE EXPERIENCE STORY ON HERE. IF YOU HAVENT READ OR SEEN IT, I WOULD MAYBE SUGGEST YOU CHECK IT OUT FIRST BEFORE YOU READ THIS. HERE IS THE LINK FOR SOME BACK STORY OF MY OLD ROOMMATE AND THAI TS LADYBOY LOVER “ NINA “ https://xhamster.com/stories/what-a-week-anal-debauchery-at-its-finest-449485 But fast forward to a few days ago now, the following scripture is based on...

2 years ago
  • 0
  • 44
  • 0

loosing my virginity to a 20 street hooker

One night sophomore yr I decided it was time to lose the V-Card, and I decided it the only guaranteed way was with a hooker. Just riding around with friends nights before I kind of had an idea of where there may be hookers. I ride around town looking for hookers. My idea of what I would find was based off Pretty woman and HBO specials, women walking around half naked. After 2 nights of no luck i do some research and find out that's not how it is. After research I had a good idea of where to...

2 years ago
  • 0
  • 33
  • 0

loosing my virginity to a 20 street hooker

Grew up in a small town. In high school I was on the football team, had friends, was a bigger guy, but not obese. i was naturally shy when it came to women so I was a virgin all through HS.Fall 2005 I move to a mid-size town for college. Still naturally shy when it came to women. All of freshman year I remained a virgin. Lame, I known. What kind of guy can't get laid in college.One night sophomore yr I decided it was time to lose the V-Card, and I decided it the only guaranteed way was with a...

4 years ago
  • 0
  • 31
  • 0

Shemale Ne Mummy Ko Choda

Hi friends yeh story meri, meri mummy aur shemale ke beech hai. Is story mein btaunga kaise shemale ko maine choda aur phir kaise shemale ne meri mummy ki chudai ki. Meri mummy jinka figure 34-30-36, bank mein job karti hai. Unka divorce hue 6 saal ho gaye hai. Mummy job ke karan kafi fit hai. Yeh incident 3 mahine pahle ka hai. Main aise hi net surffing kar raha tha.Tabhi ek din maine shemale wali video dekhi.Woh mujhe kafi achi lagi. Us mein shemale gand marwata hai aur marta bhi hai. Mujhe...

2 years ago
  • 0
  • 39
  • 0

Shemale Stewardess Seduction

Please note that this story is not written by me! It was stored in my computer for a long time now and decided to share it with you. The author's name as well as the site I found the story are not known... My introduction into the sultry, steamy world of shemales came (and I mean came!) at 35,000 feet, on a plane flight to the Northwest. I had been working myself to the bone, staying until ten or eleven at night, coming back in at six o'clock in the morning, and I guess the stress...

3 years ago
  • 0
  • 45
  • 0

shemale fantasy ive read before and dream

I repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon. I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable femininity.Her hair was dirty blond...

2 years ago
  • 0
  • 49
  • 0

Shemale And A SouthIndian Girl In An Abandoned Temple

Hey readers, this is my 4th story here in ISS. I am a fair-skinned bisexual male. I usually write erotica partially based on things that happen in real life. Let’s jump into my story. This is a story of a shy South Indian girl with a pretty face, fair skin, big natural Indian boobs, and a juicy bubbly ass. She meets a natural Indian pretty shemale to realize her wildest dreams come true! So the story is being narrated in the South Indian girl’s point of view. Her name is Lavanya or Lavi for...

2 years ago
  • 0
  • 24
  • 0

SHEMALE SURPRISE 3

i have just fulfilled one of my fantasies with the help of niki, who used tobe nicolas a male cousin of mine who is now living life as a shemale. i havejust swallowed a river of cum after sucking on my very first cock. being malei have never thought of myself as being gay, and i still don't as i am not attractive to males at all. i love being hetero, but i do have an attraction for crossers or shemales. my cousin niki and i were having our first tryst and after making niki cumin my mouth she...

2 years ago
  • 0
  • 30
  • 0

Shemale in bus with a nice girl

Hi dosto maree 3rd story ap ka leya bohat acha repons raha ap ki taraf sa specially females ka respons to bohat he zayada tha, such bataon to mujha itnee achee feed back ki umeed nahi thee, mai shemale haoin is waqt maree age 30 thee or khoob bara boobs jo 38 ka tha or land ka size be 6″ sa kuch bara tha, Maree nazar aik female par thee jo job kartee thee mai rozana usa dakhtee thee or imagin kartee thee, vo public taransport mai atee jatee thee, aik din maina socha ka is ka sath bus main...

Lesbian
1 year ago
  • 0
  • 22
  • 0

Shemale Part 1

My name is Rick. I'm thirty-seven. I anyone anyone who comes my way. Tonight though, it was with a guy and a tranny. I guess I should describe myself. I'm 6"7 and strong. My cock is large and thick as a bat. I was driving to the town when my phone rang. It was the shemale, Kathy. "Hello Kathy." "Hey, listen, I'm sorry, but I can't make it tonight." "Oh, I'll have to tell Jeff." "Yeah. I'm sorry. We could reschedule or something." She offered. "No, it's fine. We'll do it alone." "Okay. Bye."...

She Males
3 years ago
  • 0
  • 30
  • 0

Shemale Summer

Once again, this is not a story written by me! It was stored in my computer for ages and decided to share it with you. Hope you like it! One hot summer day, my friend Sam and I were scoping out the babes at our local beach, as usual. I saw this really hot, busty blonde a few towels down giving me the eye. "Hey, check her out!" I said to Sam. He peeked up from beneath his Ray Bans and shook his head. "Forget that one," he said. "She's not your type." "What do you...

4 years ago
  • 0
  • 38
  • 0

Shemale Sex Is The Best

This happened when I went to Mumbai (Bombay then) there was a bar named Voodoo in Colaba. It was a gay bar where transsexual & cross dressers hung around, I went there after about 10 pm when things pick up. The place was full of Cd’s and Transsexuals and no one could make out that they were not women. I was taking in the scene; they were almost all thin and dressed sexy clothes, mostly Short skirts. This is a nice place to get a good looking cd or shemale to give you a blowjob. They just want...

Gay Male
2 years ago
  • 0
  • 27
  • 0

Shemale snapped

(A story written by a friend) Hope you like it!Camilla took a few steps out the door of her balcony to get a feel for the temperature. Thankfully it was cool out. It had been a hot day, which meant a cool night was welcomed. She closed the door and pulled out a pair of gold hoop earrings. She was suffering from a mild case of the jitters. There was a date on the agenda tonight with a guy she'd been seeing for a couple months now. Camilla kicked a pair of high heels out of her closet while...

3 years ago
  • 0
  • 32
  • 0

The Old Hooker

Keywords        High HeelsCategories    Bondage  TransgenderingSynopsis      I was getting too old to hook, profitably?so?.                This is really a love story.The Old HookerBy Janet BakerThe flight to Amsterdam was uneventful, I laid back in my first class seat and let the handsome young attendant serve me champagne -- glass after glass.  He was a darling.  This old hooker would have gladly given him a freebie.  I was only fifty but business was slowing down and I could see the...

4 years ago
  • 0
  • 51
  • 0

Becoming a hooker

this story is written by Molly Day, it is autobiographical. I'm just pasting and copying it here.https://storiesonline.net/s/20590/becoming-a-hooker################################Sometimes, in the middle of doing it, I find my mind drifting: trying to figure out how the hell I got here.I’ll be on my knees in an alleyway, or squeezed into the footwell of a car that’s far too small for what the owner intended to do in it, and I’ll think: when you were 14, Molly, is this how you expected things...

2 years ago
  • 0
  • 27
  • 0

Shemale Surprise

This is 100% true, I know it may sound difficult to believe and I know if I read what is detailed below I’d struggle to believe it but this is what happened to me on Wednesday.I needed to take Wednesday off from work as a holiday to get some work done to my home, as the day wore on I had planned to get a tribute made, but I felt too horny to tribute I’d been to Northwich Sauna before (Which I’ve posted about before) and seen that they run a TV/TS day on Wednesdays, all are welcome to dress how...

2 years ago
  • 0
  • 26
  • 0

shemale sex slave

BDSM JOURNEY.Let me first say i am no writer by any means.This story starts 5 years ago. I was looking to move up in the mountains off grid with a homestead. I was a single man and wanted a parnter who could share with the daily chores and have for sexual gratification. Finding some one to leave everything the city offered to move to a rural area was a quest in itself. I knew I wanted a completely submissive woman ant my feet.So I put a ad on craigslist and it went a lil something like this"...

4 years ago
  • 0
  • 34
  • 0

Shemale fun

Recently I've been chatting with a very feminine and beautiful shemale named Lisa.We've been trading photos and dirty talk over chat lines and emails. I've always fanatsized about a cick with a dick and unexpectedly the opportunity came that we could potentially meet. Being married I had to concoct and excuse as to why I had to go to (city name withheld) and my wife didn't see any reason not to bnelieve me. My wife knows that I love porn, but I've never expressed to her that cock also turns...

2 years ago
  • 0
  • 38
  • 0

Shemale on Shemale

We were in the back of a taxi, our tongues deep in each other’s mouths, tasting and sucking and swirling. My hand slowly moved up her perfectly toned thigh and under her skirt. I lightly caressed her half hard cock through her thong, barely touching her, just tenderly stroking with my fingertips. She responded by grinding herself against my palm in a seductive, circular motion. I could feel her getting harder and she moaned softly. I felt that moan vibrate on my tongue, causing my own cock to...

4 years ago
  • 0
  • 19
  • 0

Subs work the street as hookers

To continue the humiliation of my Nubie sub Stephanie and my sub wife. I decid that on Saturday night I would pimp them out in the next town over in the area know for street walked. Friday morning I called them both into the living room and told them that they have a date with the street as hookers. I told them that both will be street whores Saturday night. I said I will lay out their clothes for them to wear on Saturday night. They both said thank you sir. This is the first time Stephanie was...

3 years ago
  • 0
  • 19
  • 0

The Married Hooker

Most of my life, I always figured hookers were druggies. Never even questioned it, a hooker, must be that she's an addict that can't function in the real world and just fucks to get more drugs. Makes sense, right? Well, not really, but that didn't matter because I never really cared to think about them. Unless I was roleplaying as one for my husband, but that's different. I'd dress up for him and we'd pretend that he was picking me up off the street and I was just some college girl trying...

4 years ago
  • 0
  • 25
  • 0

First Time Hooker

First Time Hooker As I came to a stop near that almost deserted corner and rolled down my passenger side window the girl approached me. Something about her gave me the idea that under all of that makeup that she was quite stunning. Her shorts were very short and they were very tight as well. She had on a skimpy bikini top that just barely contained her nipples. Her heels were so high that they looked like stilts. She leaned into my car window allowing her big breasts to droop down...

2 years ago
  • 0
  • 23
  • 0

The Old Hooker

Keywords High Heels Categories Bondage Transgendered All Sorts of Stuff Synopsis I was getting too old to hook, profitably...so.... This is really a love story. Be aware that in the course of writing this story no animals were?in any way injured. The Old Hooker By Janet Baker The flight to Amsterdam was uneventful, I laid back in my first class seat and let the handsome young attendant serve me champagne -- glass after glass. He was a darling. This old...

4 years ago
  • 0
  • 31
  • 0

Shemale Subway Sex

I was out at a dance club with some friends on Saturday night. Clubbing isn’t really my scene though, and I soon found myself very bored. Looking at my watch, I saw that it was almost 1 o’clock in the morning. I was having an awful time, and if I didn’t leave then, I would miss the last subway train and have to take a $50 cab ride home. So I said goodbye to my friends, and caught the very last train home. The subway ride from the club was going to be around 40 minutes. At first, the car was...

2 years ago
  • 0
  • 27
  • 0

Shemale Subway Sex

I was out at a dance club with some friends on Saturday night. Clubbing isn't really my scene though, and I soon found myself very bored. Looking at my watch, I saw that it was almost 1 o'clock in the morning. I was having an awful time, and if I didn't leave then, I would miss the last subway train and have to take a $50 cab ride home. So I said goodbye to my friends, and caught the very last train home.The subway ride from the club was going to be around 40 minutes. At first, the car was...

4 years ago
  • 0
  • 32
  • 0

shemale on shemale

Hi dear it just a story may be its real cany sure some 1 told me & i write this 1 for u Hi mai ap ki friend ap ka leya aik or story la kar aee hoain, mujha 1st three stories ka jo respons mila vo to mai ko bata nahi saktee, par ap ka tnx zaroor kartee haoin dil sa. Isee ka sath maree 4th story ap ka leya. Ya mara sath hona wala aik ajeeb or anokha waqia tha. I mean really very different, mujha movie dakhna ka mood huva to mai cenma chalee gae wahan khelade 420 film aksha ki lagi thee new film...

Lesbian
2 years ago
  • 0
  • 37
  • 0

2AM in Brooklyn a Van Hooker

This happened back in the Fall of 2016. I don't remember the exact date, but I know it was already getting very cold.-----------------Daddy Jake has a big, beautiful cock. He had been fucking me for over a year now. I craved his big, hard, throbbing cock all the time. It was one of the best cocks I ever had. I loved it.But Daddy is married, so he could only fuck me when ever he could get away. One day, after daddy ravaged me like the cheap whore that I am, daddy brought up one of his...

3 years ago
  • 0
  • 22
  • 0

China Town Happy Hooker

It was light when I woke up. I lay motionless looking at the ceiling, turning my eyes to the red and gold shade on the window. I was back in my room. in my bed, and I'd slept deeply. I was flat on my back, arms at my sides. I curiously touched my legs and slid my hands up my thighs, past my hips, and across my stomach. The sensations were strong, and I gasped as I touched my breasts and nipples. I inhaled and exhaled, filling my lungs. I was overcome by my new body, and I loved...

3 years ago
  • 0
  • 37
  • 0

Shemale Fantasy

Recently you've started to wonder what it would be like to be with a shemale. You've always been attracted to women and have no homosexual interest at all, however the fascination of a women with a penis has made you curious of what a sexual encounter with a shemale would be like. Curiosity finally getting the better of you, you decide that you're going make it happen just once.

Fetish
2 years ago
  • 0
  • 45
  • 0

Shemale at the airport

The first shemale story I ever read and still one of my favourites...Layovers are a pain at the best of times but the prospect of five hours at theairport was not a good one. My inbound flight had been delayed and I had missedmy connection, so there was nothing for it but to wait out the afternoon andcatch the next 'plane home to the wife and k**s.The only saving grace was my business class ticket, meaning that at least Icould loaf around in the executive lounge and not in the main...

4 years ago
  • 0
  • 43
  • 0

Shemale at the airport

This is the first shemale story I ever read and is still one of my favourites...Layovers are a pain at the best of times but the prospect of five hours at theairport was not a good one. My inbound flight had been delayed and I had missedmy connection, so there was nothing for it but to wait out the afternoon andcatch the next 'plane home to the wife and k**s.The only saving grace was my business class ticket, meaning that at least Icould loaf around in the executive lounge and not in the main...

4 years ago
  • 0
  • 28
  • 0

Shemale banged my wife

This is the story of me Rittu married to a guy named Harvinder in 1996. We had 2 k**s from our marriage .Harvinder was very fond of girls and even before my marriage he use to fuck prostitutes right from young girls to middle aged women. He used to get his cock sucked and even used to fuck these prostitutes in their ass. After getting married to him he used to apply all the tricks on me. He made me watch blue films and he get his cock sucked as women in bluefilm. He even used to make me drink...

2 years ago
  • 0
  • 26
  • 0

Shemale Supermodel

SHEMALE SUPERMODEL ? by: Charlotte Bollinger CHAPTER 1 We were already late as the plane taxied to a stand still at Charles de Gaulle because of the atrocious winter snows, as the seat belt signs were switched of there was the usual click, click of seat belt buckles being undone but non of the usual pandemonium and mad rush to be first of the plane that I had experienced before when I had traveled in economy class. Now being one of the privileged few who can travel first...

2 years ago
  • 0
  • 26
  • 0

Shemale

"What is this?" My wife asked me as she opened my suitcase.'Fuck', I sighed to myself. I had just returned from a business trip where I purchased a butt plug. Truth be told, I felt like I was having my mid-life crisis. Instead of buying a Porsche or Lamborghini, I got curious about my sexuality. I wondered what it would be like to suck a cock, even though I did not find men sexually attractive at all. I felt more and more compelled to be on my knees, to have a cock in my mouth. This became my...

4 years ago
  • 0
  • 26
  • 0

Shemale Shilpi banged my pussy

I am Nargis. I am an in a kindergarten school in Hyderabad. I am 32, age, beautiful, fair, married with no kids, and blessed with a 36d-30-38 figure. Life at my school was a fixed daily routine, boring. The majority of teachers were mature. They were always busy in areas in which I had no interest. I started working here 3 years back. My friendship started with a new trainee teacher Shilpi, who recently joined here after her graduation. She was a bubbly girl, and soon, we became friends. We...

4 years ago
  • 0
  • 41
  • 0

Shemales An Appreciation

Androgyne, futari, girly man, he-she, intersexed, hermaphrodite, kathoey, ladyboy, newhalf, shemale, tranny, transgender, transsexual--there are lots of names for chicks with dicks--maybe too many. As whenever such a case presents itself, it is helpful--no, mandatory--that one define one's terms. As used in this essay, "shemale" is reserved for pre-operative transsexuals who have decided that breasts have made them womanly enough and that they will forego sex-reassignment surgery, opting...

2 years ago
  • 0
  • 27
  • 0

My Night As A Hooker

My Night As A Hooker by Tanya Fly Comments welcome. Let me tell you a story about a girl, a cheap motel, the hooker stroll, and some very sleazy clothes in my size. Natalie is the kind of girl you see in some rock video or beer commercial. Great T&A, tall, lots of long blond hair, and a wild, kinky imagination. We met in the city. I was a junior advertising "executive" (read go-for) and she was the knockout administrative assistant going to...

3 years ago
  • 0
  • 28
  • 0

Becoming a Hooker

Sometimes, in the middle of doing it, I find my mind drifting: trying to figure out how the hell I got here. I’ll be on my knees in an alleyway, or squeezed into the footwell of a car that’s far too small for what the owner intended to do in it, and I’ll think: when you were 14, Molly, is this how you expected things to turn out? Tongue flat under a stranger’s cock, moaning and rubbing myself, about to cum as he fires his load into me, and clutching the few pound notes he pushed into my...

2 years ago
  • 0
  • 41
  • 0

I Married a Hooker

I guess at one time or other, some of you guys out there will have been with a prostitute. Perhaps your wife knew, perhaps she didn't. Perhaps you weren't married and just looking for sex without any attachments. Maybe you went by yourself, maybe in a pair or even a group. Perhaps you cared who she was, more probably you didn't. Did you look at her face while you thrust into her body, or did you take her from behind? - The reason I ask is that the prostitute could have been my wife or, if it...

3 years ago
  • 0
  • 26
  • 0

The Walk after the Busted Date or My first Job as a Hooker

The Walk after the Busted Date or My first Job as a Hooker It was a Friday evening about eight just before the sun was about to set on a pleasantly cool evening. The brisk air kept me comfortable since my body was a little warm from being nervous with the coming scenario. I was going to meet Phil, my date, as a hooker. We have been planning on this for a few weeks and our schedules finally matched enough to make it happen. The club I was going to served a very eclectic clientele and...

3 years ago
  • 0
  • 19
  • 0

Gay street hookers

There is an area on the edge of town at East Europe where the cops dump all the street hookers they pick up. Whatever you want - girls, boys, trannies -- they re all here, and they re all desperate.They ll do any kind of raw sex you want, dirt cheap! We were so fucking horny, we decided to go out there and see what we could find. Its a crazy scene. You gotta see it. Hot guys, stripped down to jockstraps and thongs, parading their stuff for anyone who wants to pay. John likes nothing more than...

4 years ago
  • 0
  • 26
  • 0

Shemale Mistress borrows my Submissive Wife For a

I received a call from a friend of our's a Michelle a shemale Mistress asking if my sub wife could be available for a weekend party. I asked my wife last night if she wanted to be lent out ? She said it would be fine. I called Michelle and said she would be ok. Michelle said she would text me instructions. A day later I received a text of instructions have wife completely shaved pussy, ass and head . Have her dressed as follows cuffs on ankles and wrists. Butt plug and garters and heels and 6"...

4 years ago
  • 0
  • 53
  • 0

Daddys Little Hooker

Daddy's Little Hooker© Shyblueeyes1968 2006-2009MF, teen(18+), i****t, spank, anal, oral.Summary: the Father, Mike, feeling frustrated, goes in search of young whore, and ends up having the shock of is life when the girl he tries to pick up, turns out to be his 18 year old daughter, unleashing his repressed i****tal desires. This story is based upon a series of chats and cyber chat with women, and incorporates various ideas from chatting to several women. However, it is fiction and none of the...

3 years ago
  • 0
  • 45
  • 0

Shemale Funpark

You go to a Funpark in Miami, Florida where you are supposed to meet your Friends. You really like them and drove all the way out here just for them. Right as you enter the Funpark to get to the meeting point, your Friends call you in a groupchat. They tell you that their Car broke down a long time ago but their Phones had no Battery and they were in the middle of nowhere. They could only call you now to tell you that they sadly can’t come to the Funpark. They say that you have to go on the...

Transsexual
2 years ago
  • 0
  • 35
  • 0

Shemales An Appreciation

Shemales: An Appreciation By Cal Y. Pygia Androgyne, futari, girly man, he-she, intersexed, hermaphrodite, kathoey, ladyboy, newhalf, shemale, tranny, transgender, transsexual--there are lots of names for chicks with dicks--maybe too many. As whenever such a case presents itself, it is helpful--no, mandatory--that one define one's terms. As used in this essay, "shemale" is reserved for pre-operative transsexuals who have decided that breasts have made them womanly enough and that...

4 years ago
  • 0
  • 26
  • 0

Shemale Park Shame

Park Shemale Shame Hi All, Now I’m as straight as the next man, I’ve got a cute little blonde girl with a great arse who I love to ride, lick and tit feel, but, well, here’s a cautionary tale. This is a warning for you fellas who sometimes find yourselves looking at pictures of pretty shemales, in all their frillies, on the internet when you just wanna have that added pervy kick so as to cum. Right, the other day I was walking home from the pub after a couple of after work drinks with...

2 years ago
  • 0
  • 42
  • 0

From slut wife to hooker

My wife Jordan and I have been into the swinging gangbang scene for a number of years.We would both go out on our own and fuck other people as well as attending swinger parties and organised gangbangs.Obviously Jordan fucked way more people than me. She had a few tricks to show guys she was a slut, besides dressing like one.At bars she would bend over wearing nothing under her dress. When opening her purse it was full of condoms and a dildo.Sitting on bar stools she would swing around with her...

2 years ago
  • 0
  • 29
  • 0

Becoming a Hooker

Hooker or escort?The credit crunch was biting hard and my expensive tastes had not waned in the slightest. With each extravagant day I was getting closer and closer to financial meltdown, which is the sole reason I was standing in front of a full length mirror, scrutinising my choice of outfit. Tonight I would for the first time offer my body sexually for financial gain. Tonight I would be receiving cock solely for the purpose of creating wealth. Unashamedly the very thought of soliciting my...

2 years ago
  • 0
  • 24
  • 0

My Sister Wants to be a Hooker

------------------------------------ "What is that?" Carlie jumped at the unexpected intrusion. She'd had no idea that her brother Dennis was in town, let alone in her room. She'd been so caught up in what she was doing and sure she was alone that she hadn't even noticed when he walked right through her open door and looked over her shoulder. She quickly tried to close the browser. "Dennis! What are you doing here?" "Who is 'Apple'?" Carlie closed her eyes as her...

2 years ago
  • 0
  • 30
  • 0

Daddys Little Hooker

Mike was feeling increasingly restless. Susan, his 18 year old teenage daughter was staying at her friends, and he had the house to himself. Just him; all alone. Just him and the computer, with only his frustration and loneliness to keep him company. He was flicking through some teen porn pics, the one’s he liked, the one’s that he secretly knew, but his conscience self denied; most resembled his Susan. For a brief, unguarded moment, he allowed her to slip naked into his mind, his cock...

2 years ago
  • 0
  • 26
  • 0

My Wife My Hooker

Introduction: How my wife turned into my Hooker Let me start off my saying my wife Aimee is absolutely stunning. She is 58, 105 pounds, dark brown hair, full C and a complete slut in bed. Aimee will do anything I can possible think of and she has a most twisted mind then I. Like last week I came home and she was in her old catholic school girl uniform (which she still fits in from 7 years ago) with a ruler in one hand and and a 12 inch dildo in the other. She said to me, Which one do you want...

4 years ago
  • 0
  • 41
  • 0

Daddys Little Hooker

Introduction: MY first be easy ******************************* Mike was feeling increasingly restless. Susan, his 18 year old teenage daughter was staying at her friends, and he had the house to himself. Just him, all alone. Just him and the computer, with only his frustration and loneliness to keep him company. He was flicking through some teen porn pics, the ones he liked, the ones that he secretly knew, but his conscience self denied, most resembled his Susan. For a brief, unguarded...

3 years ago
  • 0
  • 43
  • 0

I was my Husbands hooker

It was 1986 and I was 21 and had been married for less than a year when my husband, Steve, came to me with a problem. Steve owned a painting business and had a crew of 6 mMexicans working for him painitng a new apartment complex here in town. Steve told me that if he could finish the contract a weeek early, he would get a huge bonus. He had promised his crew that if they finished early, he would rent a hotel room, buy them a few cases of beer and whiskey, and hire them a hooker for a party....

Porn Trends