Sissy Street Whore – Pt1
I have always wanted to know what it would be like to be a sissy street whore. So I had arranged a meet with an old guy who said he wanted to pick me up as a prostitute. I told him i was happy to play along, the fact it makes it sleazier quite excited me.
Then he says he wants to pick me up from the local redlight area. That i was not keen on at all. The last thing i want is lifted by the police or recognised outdoors.He talks it over, and reassures me.It’s his top fantasy.As a conpromise we agree to meet a little away from the red light district. In a quiet street. We synchronise our watches and everything.
I’ll get out of my car at exactly 9pm and walk along the street. He’ll be parked along the street waiting, he has a black honda. He’ll watch me walk toward him, then pull up along side as i walk down the street, before i get to the second junction, he wants the full experience of picking up a whore.I’m nervous as hell, but he talks me into it with his filthy chat. He says he’ll ridicule me from being a sissy hooker and call me all sorts, and take me away some where quiet for a blowjob before paying me £30 and dropping me back off.
Once he has dropped me off, i was to walk along the street again, then he was going to pick me up and take me back to his for the rest of the fun.The thought of selling myself for £30 actually excited me, even if it was only pretend.
sissy street whore ready to be fucked
So there i was getting out of my car at 9pm all dressed. Nervous as hell. I really was having second thoughts. It was was to talk about it over a computer, it was quite something else to step out on the street in public looking like a cheap tart, with my short red ra-ra skirt on, stockings and suspenders, breastforms and tight black lacey t-shirt ,and black bob wig. I definitely looked the part.I walked down the road, and saw his black car drive up to me slowly. My heart was in my mouth as he stopped.
Being near the red light district in public and dressed like a whore.. i was worried my erection was sticking out to far..It slows even more as it comes closer, and the old guy inside stares at me, i nod nervously.He drives on past me. I panic slightly thinking he was taking the piss and wasn’t going to go through with it, then realise he has stopped a little past me, forcing me to walk back towards him.
As i approached he lowers his window.Alright ? I asked.”How much?”- What are you after ?”A woman, but a faggot in panties will do for a blowjob.”- blowjobs £30 i said, trying to sound non fussed.He looks me up and down slowly, “lift that skirt and let me see your panties whore.
“Nervous as we are on a public street, but excited at the direction it is going in, i do what i’m told.”Nice panties, i’ll give you £15 for a blowjob, that’s it.”- i said £30.”Yeah, but you are fuck ugly, and not going to get any other punters tonight, £15 no condom, and i’m cumming in your slut mouth.”- £20.”Get in you cheap whore.”I run around his car as quickly as i can in my heels, desperate to get a move on before someone happens along.
He drives in silence to some waste ground behind trees, it’s totally secluded. I undo my seatbelt, i’m nervous as i’ve never done anything like this before. He undoes his belt and leans across and kisses me, his hand running up my skirt and rubbing my hard cock and he forces his tongue in my mouth.
“I love kissing faggots, they have no idea how to kiss, that makes it more exciting, you’ve not much experience of being on the game have you, but don’t worry, i’m going to make a whore out of you.”He’s getting me hot i thought to myself, he’s saying all the right things…”Lie back, lift your skirt and spread those legs.”
Id do as i’m told, my raging hard cock stiff in my flimsy lace panties.”Fucking gagging for it aren’t you.” More a statement than a question.. he spits on his middle finger. He leans in to kiss me again, and without any warning, i feel his fingers expertly move my panties out of the way, and pushes his middle finger into my tiny puckered brown hole.I try to lift myself up to get off his digit, but he sees my hips going forward slightly as i tried to lift as an invitation and forces his finger in harder.
sissy whore in car
“Ohh fuck you are tight for a hooker, let alone a faggot whore”.I’m sitting back as hard into the seat as i can, mouth gapping open. He kisses me again, his tongue r****g my open mouth…He pulls back from kissing me, and looks me straight in the eyes breathing heavily.
“Can’t wait to see those pretty little lips around my cock.”He sits back, pulling out his finger as he does.I’m feeling a little out of control, but sort of enjoying it.He starts unbuckling his trousers.-£20 first, i say.”£15.”- we said £20.”£15 or you can get the fuck out the car.”
I’m feeling like such a slut, totally humiliated by this man but i’m not sure what direction he wants the role play to go.”Tell you what, suck my cock outside the car, and i’ll give you the £20, but the skirt stays in the car, i want to see panties and sad cock as you swallow mine.
“I’m a bit nervous about getting out of the car with my panties on show, but it’s so fucking horny.-ok, i say, but money first.He hands me over the money, i lift up my ass and take of my skirt before stepping out of the car. I feel the cold air against my stockinged legs. The wind cold on my the tip of my cock that was leaking precum. I nervously stand beside the door. Terrified i’m going to be seen by a passer by.
He walks around and grins at me.”I didn’t pay you to look at me.” He said.I kneel in front of him and start unbuckling his trousers. He’s quite fat, and his gut hangs over his jeans. I can’t believe i’m going to blow this guy for £20. I have his cock out inches from my face. It’s quite a sad little cock.He looks down at me, ” just a second, this is for my enjoyment, not yours, wank your cock off first.”I look at him.
“Get rid of your sissy horn before you suck my cock. I told you i want a whore.”I do as i’m told. Cuming almost immediately as i’m so turned on. Insitantly the post horn shame kicks in. I’m mortified to be on my knees for this fat old man.”There we go baby girl, now you are ready to swallow daddys cock”
The next ten minutes go past like a bizarre dream, i have no horn at all, and i’m just being used as a mouth.”That’s it baby girl, you are just a fag in panties for a daddys cock, ohh yeah.”Finally he cums deep in my mouth, holding my head until he has pumped in all his cum.
street whore sucking cock
I try not to swallow, but i don’t have any choice for most of it..He pulls his trousers up quickly once he is done and gets back in the driver seat.I go to open the door, but it’s locked.
I motion at him to open the door, but all he does is lower the window slightly.”£5 if you want your skirt back”-what do you mean ? i ask, confused.”£5 or you can walk home like that”I’m instantly mortified. I don’t have a coat, and with the panties i have on, it’s obvious i have a cock in my panties.
Besides, unless it was a long coat, it wouldn’t hide my panties.-you can’t do that.He starts up the car engine.-ok, ok. I hand over £5. He lowers the window and hands me out my skirt, as i step into it. I’m quite enjoying the humiliation. I tell him he has to drive me back.”
Another £5 honey, it wasn’t in the deal.”- you are fucking k**ding ?He wasn’t. I hand over another £5 and get in the car.He’s laughing at me.”Looks like you blow guys for £10 after all.”I give him a dirty look.”Now give me your number, i have a few friends that would like a piece of you, and that ass is in desperate need of a fat cock”.
I make out i’m reluctant, but i’ve never felt so worthless and humiliated in my life, and i’m actually feeling myself getting hard already again.He drives me back to the begining of the street.”You’ll be hearing from myself in two hours, i’d bring some ass lub with you, and don’t be fucking any punters tonight, that hole is mine.”Then he drove off leaving me in the street alone…Holy fuck that was amazing…
I walk back towards my car, wiping off the residual cum off my chin as i walk, proud of myself for doing such a good job for my date.I’d thought he was all talk and it would have been a shit night, but after the first part i was anxious to see how the rest of the night was going to play out.
Just then, as i was almost at my car, a black jazz pulls up….The driver leans out, “Hi, honey. I thought you’d got cold feet. I was going to give it another ten minutes and go home….”What the fuck i thought ? Fuck !!My ‘date’ !Holy fuck !! I’d actually been picked up for real and mouth fucked for £10. I’d pimped out my mouth for ten quid. Ten fucking quid !
I thought my date had a bigger dick when the guy dropped his trousers, but then figured he had just used a internet picture.I look at my date in shock, i could barely feel my legs under me…I look him in the eye wondering what i am going to do.- i’m after some fun, he said.He had no idea what had just happened.
truckstop sissy whore
He had picked me because i was married and had little chance of catching anything from me. He had no jdea i had just given a punter a £10 blowjob. I’m weighing up my options. Inside i feel like crying. I hadn’t pretended to degrade myself for money, i had actually been a slut for real.
Suddenly, as if from someone else i hear myself say -“It’s £30, no condom, you can come in my mouth, and you aren’t getting your money back.” I figured i was already a whore, i was damn well getting paid better for it…”I’ll give you £20.”I look down at him sitting in his car, i can still taste my first ever punters cum on my mouth. My head is spinning, i can’t believe i sucked off a stranger for £10. “Show me your cock, if it’s nice and fat, i’ll blow you for £20”
I can’t believe i just said that either, what the fuck was wrong with me ?He looks around nervously, making sure that there is no one else in the street, before undoing his trousers and pulling out his fat cock.
I smile as i see it’s already bursting, this one wont take as long to get off. I smugly walk around the front of his car past the headlights, flashing my stocking tops as i walk due to the rara skirt being indecently short.I open the door and slide into the passenger seat. “You are in luck you have a nice fat cock, i’ll suck that for £20”
He looks me up and down hungrily, “i bet you’d suck any cock for £20, you look like a right cheap whore.”I thought to myself – you really have no idea sweetie.I gave him directions on where to go, i told him i ‘knew a place’. We soon arrived back at the scene of my newest career choice. I still couldn’t believe i’d been picked up by a stranger and paid for sex. In fact, here i was half an hour later with another stranger, about to do the same thing.
sissy faggot sucking a mans cock outdoors
The thought excited and humiliated me at the same time. I told him to park over near the trees.”I’m going to suck you off outside the car.”
Slowly i lifted my ass up off the seat and started sliding my skirt down. His eyes were bursting in his head as he watched me confidently slide my skirt down.”Without your skirt, But what if someone comes along ?” He asked.
“Then they’ll see you getting sucked off by a cheap faggot in panties.”
I could see he was nervous, now that his fantasy was becoming a reality. I kicked the skirt right off, and opened the car door. This time, instead of staying on my side of the car, i got out and confidently, slowly walked around the front of the car, taking my time, wiggling my hips as i passed the headlights slowly, letting him get a good look at my panties and stockings, before facing away and bending over..
i’m going to give him his £20 worth of experience i thought. As i finally passed the headights, he switched them off and stepped out the car.I knealt in front of him, feeling empowered as he pulled out his cock. I’d forgotten what a large fat cock he had.. i got straight to work on it, not just sucking it, but i was making love to it with my mouth.
sissy street whore
“Ohh, suck it you faggot whore, i told you i’d make a whore out of you, peddling your mouth out for £20 blowjobs.”He had no idea how right he was. I gorged myself on his cock, getting off on how nervous he was. It wasn’t long before i was swallowing my second load of the night.As I took the money from him, he laughed at me, and called me a cheap slut. I calmly walked around back to the passenger door, opened it, and lifted out my skirt.I climbed back into it, enjoying having to tuck my hard on back into my panties before smoothing it out.I leaned into the car, loving the taste of his cum on my breath. ” Hey sweetie, thanks for a good time, i’m just going to walk back to the car from here.”
He looked shocked. ” You sure ? It’s quite far ?”.I nodded.”But it’s obvious you’re a fag, are you really sure ?”I was sure. I was going to walk back, and i was going to walk around the red light zone before going back home. I felt empowered.I waved him off.Twenty minutes later however, and i just felt a little stupid again.
My feet were sore, and i was painfully aware of how obvious it was that i was a guy in panties. By the time i got back to my car, i decided i wasn’t going to walk around the redlight zone, i was just going to thank my lucky stars that this situation hadn’t gotten to far out of control.
It had been exciting, liberating, and empowering, but it was also stupid. I could have been spotted at any time and outed. I could have been ****d ! Let alone outed blowing punters for cash, i couldn’t imagine the shame if someone i knew had passed and seen me, luckily at one in the morning mid week, it was dark, and the streets were now deserted.
sissy street whore at night
As i had got into the street with my car, another car had approached slowly. Clearly looking for fun. My heart had skipped, it was the first car to pass me since i had started walking. I’d had a quick fantasy about going with yet another man and peddling my mouth for money again, It was like i had been drunk and was now sobering up. I needed to get home and forget it ever happened.
I didn’t know what to do, there was no where to hide, and he had clearly seen me approaching. I decided to bluff it.Shoulders back, fake tits pointing out, skirt flapping around the top of my stockings… I walked on without looking as he had slowed right down. The thrill of being seen under the street lights by this stranger i couldn’t see was quite hot, but i didn’t slow down.I heard him stop his car and reverse.Oh, fuck. I didn’t even know if he was on his own.I kept walking.
He reversed passed me and stopped. Lowering his window. “Hey darling, you looking for a good time ?” I ignored him, and kept walking.My heart was where the other strangers cocks had been earlier – in my mouth.
My palms were clammy.He drove away, but turned around and drove backstopping about twenty feet ahead of me, right beside my car !Ffs, i couldn’t get into my car in front of him, he’d see my reg. number. I was facing a rather long walk around the block.He got out of his car and sat backwards onto his wing. How the fuck was i going to get home now ?I stop as i get to him, my arms folding in front of me.
“Nice tits for a poof” he says. He’s really camp, old and fat. I try to walk past him but he steps in front of me.”So what are you ? Cock in a frock ? Faggot in panties? Or a sissy bitch ?””I’m tired, you missed your window sweetheart.”
I replied.”I bet you’ve always got time for another cock, can you afford to turn down money ?” I realise he thinks i’m on the game because i’m desperate for money, he doesn’t realise it was by accident, the realisation made me pause as i tried to get past him. He takes this as a sign that he’s getting through to me.
Sissy Street Whore – Pt1, Sissy Photo Stories
“I can make it worth your while pretty boy.”I realise he is probably not going to go away, and he’,s right beside my car. I figure he is after more than a blowjob, and telling him that’s all that is on offer will bore him off – ” you can’t afford me.” He seizes his chance.
“I can afford a cheap slut, can you afford to pass up money ?”.I tell him i only do oral, it’s too late in the evening, and i’ve already swallowed two loads, thinking that would put him off. “I’ll give you £60, and you bend over, i dry hump your thighs, and come over your panties i want the girlfriend experience.”
I looked at him – fat, old, desperate. Sleazy as fuck looking. He smiles, “see, a minute ago, it was no, now we both know you are going to do it, don’t waste your time pretending you don’t need the money.”
What was i thinking. I had a good job, i didn’t need the money. He didn’t need to know that though.I turned tail and walked away from him without saying a word. He stood and watched, unsure of my next move. I stood beside his passengers door and looked at him – ‘well ?’ I said……
Then he says he wants to pick me up from the local redlight area. That i was not keen on at all. The last thing i want is lifted by the police or recognised outdoors.He talks it over, and reassures me.It’s his top fantasy.As a conpromise we agree to meet a little away from the red light district. In a quiet street. We synchronise our watches and everything.
I’ll get out of my car at exactly 9pm and walk along the street. He’ll be parked along the street waiting, he has a black honda. He’ll watch me walk toward him, then pull up along side as i walk down the street, before i get to the second junction, he wants the full experience of picking up a whore.I’m nervous as hell, but he talks me into it with his filthy chat. He says he’ll ridicule me from being a sissy hooker and call me all sorts, and take me away some where quiet for a blowjob before paying me £30 and dropping me back off.
Once he has dropped me off, i was to walk along the street again, then he was going to pick me up and take me back to his for the rest of the fun.The thought of selling myself for £30 actually excited me, even if it was only pretend.
sissy street whore ready to be fucked
So there i was getting out of my car at 9pm all dressed. Nervous as hell. I really was having second thoughts. It was was to talk about it over a computer, it was quite something else to step out on the street in public looking like a cheap tart, with my short red ra-ra skirt on, stockings and suspenders, breastforms and tight black lacey t-shirt ,and black bob wig. I definitely looked the part.I walked down the road, and saw his black car drive up to me slowly. My heart was in my mouth as he stopped.
Being near the red light district in public and dressed like a whore.. i was worried my erection was sticking out to far..It slows even more as it comes closer, and the old guy inside stares at me, i nod nervously.He drives on past me. I panic slightly thinking he was taking the piss and wasn’t going to go through with it, then realise he has stopped a little past me, forcing me to walk back towards him.
As i approached he lowers his window.Alright ? I asked.”How much?”- What are you after ?”A woman, but a faggot in panties will do for a blowjob.”- blowjobs £30 i said, trying to sound non fussed.He looks me up and down slowly, “lift that skirt and let me see your panties whore.
“Nervous as we are on a public street, but excited at the direction it is going in, i do what i’m told.”Nice panties, i’ll give you £15 for a blowjob, that’s it.”- i said £30.”Yeah, but you are fuck ugly, and not going to get any other punters tonight, £15 no condom, and i’m cumming in your slut mouth.”- £20.”Get in you cheap whore.”I run around his car as quickly as i can in my heels, desperate to get a move on before someone happens along.
He drives in silence to some waste ground behind trees, it’s totally secluded. I undo my seatbelt, i’m nervous as i’ve never done anything like this before. He undoes his belt and leans across and kisses me, his hand running up my skirt and rubbing my hard cock and he forces his tongue in my mouth.
“I love kissing faggots, they have no idea how to kiss, that makes it more exciting, you’ve not much experience of being on the game have you, but don’t worry, i’m going to make a whore out of you.”He’s getting me hot i thought to myself, he’s saying all the right things…”Lie back, lift your skirt and spread those legs.”
Id do as i’m told, my raging hard cock stiff in my flimsy lace panties.”Fucking gagging for it aren’t you.” More a statement than a question.. he spits on his middle finger. He leans in to kiss me again, and without any warning, i feel his fingers expertly move my panties out of the way, and pushes his middle finger into my tiny puckered brown hole.I try to lift myself up to get off his digit, but he sees my hips going forward slightly as i tried to lift as an invitation and forces his finger in harder.
sissy whore in car
“Ohh fuck you are tight for a hooker, let alone a faggot whore”.I’m sitting back as hard into the seat as i can, mouth gapping open. He kisses me again, his tongue r****g my open mouth…He pulls back from kissing me, and looks me straight in the eyes breathing heavily.
“Can’t wait to see those pretty little lips around my cock.”He sits back, pulling out his finger as he does.I’m feeling a little out of control, but sort of enjoying it.He starts unbuckling his trousers.-£20 first, i say.”£15.”- we said £20.”£15 or you can get the fuck out the car.”
I’m feeling like such a slut, totally humiliated by this man but i’m not sure what direction he wants the role play to go.”Tell you what, suck my cock outside the car, and i’ll give you the £20, but the skirt stays in the car, i want to see panties and sad cock as you swallow mine.
“I’m a bit nervous about getting out of the car with my panties on show, but it’s so fucking horny.-ok, i say, but money first.He hands me over the money, i lift up my ass and take of my skirt before stepping out of the car. I feel the cold air against my stockinged legs. The wind cold on my the tip of my cock that was leaking precum. I nervously stand beside the door. Terrified i’m going to be seen by a passer by.
He walks around and grins at me.”I didn’t pay you to look at me.” He said.I kneel in front of him and start unbuckling his trousers. He’s quite fat, and his gut hangs over his jeans. I can’t believe i’m going to blow this guy for £20. I have his cock out inches from my face. It’s quite a sad little cock.He looks down at me, ” just a second, this is for my enjoyment, not yours, wank your cock off first.”I look at him.
“Get rid of your sissy horn before you suck my cock. I told you i want a whore.”I do as i’m told. Cuming almost immediately as i’m so turned on. Insitantly the post horn shame kicks in. I’m mortified to be on my knees for this fat old man.”There we go baby girl, now you are ready to swallow daddys cock”
The next ten minutes go past like a bizarre dream, i have no horn at all, and i’m just being used as a mouth.”That’s it baby girl, you are just a fag in panties for a daddys cock, ohh yeah.”Finally he cums deep in my mouth, holding my head until he has pumped in all his cum.
street whore sucking cock
I try not to swallow, but i don’t have any choice for most of it..He pulls his trousers up quickly once he is done and gets back in the driver seat.I go to open the door, but it’s locked.
I motion at him to open the door, but all he does is lower the window slightly.”£5 if you want your skirt back”-what do you mean ? i ask, confused.”£5 or you can walk home like that”I’m instantly mortified. I don’t have a coat, and with the panties i have on, it’s obvious i have a cock in my panties.
Besides, unless it was a long coat, it wouldn’t hide my panties.-you can’t do that.He starts up the car engine.-ok, ok. I hand over £5. He lowers the window and hands me out my skirt, as i step into it. I’m quite enjoying the humiliation. I tell him he has to drive me back.”
Another £5 honey, it wasn’t in the deal.”- you are fucking k**ding ?He wasn’t. I hand over another £5 and get in the car.He’s laughing at me.”Looks like you blow guys for £10 after all.”I give him a dirty look.”Now give me your number, i have a few friends that would like a piece of you, and that ass is in desperate need of a fat cock”.
I make out i’m reluctant, but i’ve never felt so worthless and humiliated in my life, and i’m actually feeling myself getting hard already again.He drives me back to the begining of the street.”You’ll be hearing from myself in two hours, i’d bring some ass lub with you, and don’t be fucking any punters tonight, that hole is mine.”Then he drove off leaving me in the street alone…Holy fuck that was amazing…
I walk back towards my car, wiping off the residual cum off my chin as i walk, proud of myself for doing such a good job for my date.I’d thought he was all talk and it would have been a shit night, but after the first part i was anxious to see how the rest of the night was going to play out.
Just then, as i was almost at my car, a black jazz pulls up….The driver leans out, “Hi, honey. I thought you’d got cold feet. I was going to give it another ten minutes and go home….”What the fuck i thought ? Fuck !!My ‘date’ !Holy fuck !! I’d actually been picked up for real and mouth fucked for £10. I’d pimped out my mouth for ten quid. Ten fucking quid !
I thought my date had a bigger dick when the guy dropped his trousers, but then figured he had just used a internet picture.I look at my date in shock, i could barely feel my legs under me…I look him in the eye wondering what i am going to do.- i’m after some fun, he said.He had no idea what had just happened.
truckstop sissy whore
He had picked me because i was married and had little chance of catching anything from me. He had no jdea i had just given a punter a £10 blowjob. I’m weighing up my options. Inside i feel like crying. I hadn’t pretended to degrade myself for money, i had actually been a slut for real.
Suddenly, as if from someone else i hear myself say -“It’s £30, no condom, you can come in my mouth, and you aren’t getting your money back.” I figured i was already a whore, i was damn well getting paid better for it…”I’ll give you £20.”I look down at him sitting in his car, i can still taste my first ever punters cum on my mouth. My head is spinning, i can’t believe i sucked off a stranger for £10. “Show me your cock, if it’s nice and fat, i’ll blow you for £20”
I can’t believe i just said that either, what the fuck was wrong with me ?He looks around nervously, making sure that there is no one else in the street, before undoing his trousers and pulling out his fat cock.
I smile as i see it’s already bursting, this one wont take as long to get off. I smugly walk around the front of his car past the headlights, flashing my stocking tops as i walk due to the rara skirt being indecently short.I open the door and slide into the passenger seat. “You are in luck you have a nice fat cock, i’ll suck that for £20”
He looks me up and down hungrily, “i bet you’d suck any cock for £20, you look like a right cheap whore.”I thought to myself – you really have no idea sweetie.I gave him directions on where to go, i told him i ‘knew a place’. We soon arrived back at the scene of my newest career choice. I still couldn’t believe i’d been picked up by a stranger and paid for sex. In fact, here i was half an hour later with another stranger, about to do the same thing.
sissy faggot sucking a mans cock outdoors
The thought excited and humiliated me at the same time. I told him to park over near the trees.”I’m going to suck you off outside the car.”
Slowly i lifted my ass up off the seat and started sliding my skirt down. His eyes were bursting in his head as he watched me confidently slide my skirt down.”Without your skirt, But what if someone comes along ?” He asked.
“Then they’ll see you getting sucked off by a cheap faggot in panties.”
I could see he was nervous, now that his fantasy was becoming a reality. I kicked the skirt right off, and opened the car door. This time, instead of staying on my side of the car, i got out and confidently, slowly walked around the front of the car, taking my time, wiggling my hips as i passed the headlights slowly, letting him get a good look at my panties and stockings, before facing away and bending over..
i’m going to give him his £20 worth of experience i thought. As i finally passed the headights, he switched them off and stepped out the car.I knealt in front of him, feeling empowered as he pulled out his cock. I’d forgotten what a large fat cock he had.. i got straight to work on it, not just sucking it, but i was making love to it with my mouth.
sissy street whore
“Ohh, suck it you faggot whore, i told you i’d make a whore out of you, peddling your mouth out for £20 blowjobs.”He had no idea how right he was. I gorged myself on his cock, getting off on how nervous he was. It wasn’t long before i was swallowing my second load of the night.As I took the money from him, he laughed at me, and called me a cheap slut. I calmly walked around back to the passenger door, opened it, and lifted out my skirt.I climbed back into it, enjoying having to tuck my hard on back into my panties before smoothing it out.I leaned into the car, loving the taste of his cum on my breath. ” Hey sweetie, thanks for a good time, i’m just going to walk back to the car from here.”
He looked shocked. ” You sure ? It’s quite far ?”.I nodded.”But it’s obvious you’re a fag, are you really sure ?”I was sure. I was going to walk back, and i was going to walk around the red light zone before going back home. I felt empowered.I waved him off.Twenty minutes later however, and i just felt a little stupid again.
My feet were sore, and i was painfully aware of how obvious it was that i was a guy in panties. By the time i got back to my car, i decided i wasn’t going to walk around the redlight zone, i was just going to thank my lucky stars that this situation hadn’t gotten to far out of control.
It had been exciting, liberating, and empowering, but it was also stupid. I could have been spotted at any time and outed. I could have been ****d ! Let alone outed blowing punters for cash, i couldn’t imagine the shame if someone i knew had passed and seen me, luckily at one in the morning mid week, it was dark, and the streets were now deserted.
sissy street whore at night
As i had got into the street with my car, another car had approached slowly. Clearly looking for fun. My heart had skipped, it was the first car to pass me since i had started walking. I’d had a quick fantasy about going with yet another man and peddling my mouth for money again, It was like i had been drunk and was now sobering up. I needed to get home and forget it ever happened.
I didn’t know what to do, there was no where to hide, and he had clearly seen me approaching. I decided to bluff it.Shoulders back, fake tits pointing out, skirt flapping around the top of my stockings… I walked on without looking as he had slowed right down. The thrill of being seen under the street lights by this stranger i couldn’t see was quite hot, but i didn’t slow down.I heard him stop his car and reverse.Oh, fuck. I didn’t even know if he was on his own.I kept walking.
He reversed passed me and stopped. Lowering his window. “Hey darling, you looking for a good time ?” I ignored him, and kept walking.My heart was where the other strangers cocks had been earlier – in my mouth.
My palms were clammy.He drove away, but turned around and drove backstopping about twenty feet ahead of me, right beside my car !Ffs, i couldn’t get into my car in front of him, he’d see my reg. number. I was facing a rather long walk around the block.He got out of his car and sat backwards onto his wing. How the fuck was i going to get home now ?I stop as i get to him, my arms folding in front of me.
“Nice tits for a poof” he says. He’s really camp, old and fat. I try to walk past him but he steps in front of me.”So what are you ? Cock in a frock ? Faggot in panties? Or a sissy bitch ?””I’m tired, you missed your window sweetheart.”
I replied.”I bet you’ve always got time for another cock, can you afford to turn down money ?” I realise he thinks i’m on the game because i’m desperate for money, he doesn’t realise it was by accident, the realisation made me pause as i tried to get past him. He takes this as a sign that he’s getting through to me.
Sissy Street Whore – Pt1, Sissy Photo Stories
“I can make it worth your while pretty boy.”I realise he is probably not going to go away, and he’,s right beside my car. I figure he is after more than a blowjob, and telling him that’s all that is on offer will bore him off – ” you can’t afford me.” He seizes his chance.
“I can afford a cheap slut, can you afford to pass up money ?”.I tell him i only do oral, it’s too late in the evening, and i’ve already swallowed two loads, thinking that would put him off. “I’ll give you £60, and you bend over, i dry hump your thighs, and come over your panties i want the girlfriend experience.”
I looked at him – fat, old, desperate. Sleazy as fuck looking. He smiles, “see, a minute ago, it was no, now we both know you are going to do it, don’t waste your time pretending you don’t need the money.”
What was i thinking. I had a good job, i didn’t need the money. He didn’t need to know that though.I turned tail and walked away from him without saying a word. He stood and watched, unsure of my next move. I stood beside his passengers door and looked at him – ‘well ?’ I said……
2 years ago
