Anal sex always makes me cum. Especially as I charge extra for up the bum. It’s the naughtiness that turns me on. Knowing I’m enjoying something which is forbidden, something taboo that many women will not do for their men, is always a favourite with clients.
Even after doing this job for many years, I can still get the odd surprise request from a client. If it involves anal, I’m up for it.
I had been seeing a guy on and off, strictly professionally, for about five years. ‘Kev’, for the benefit of anonymity, of course. He always booked two hours, he always paid the extra for anal, a very nice guy to spend a few hours with. He was always a very horny lover of anal pleasure. I value such gentlemen as clients.
I was lying in Kev’s big bed after a hardcore fuck session; my legs were open wide. The sheets were damp underneath me, his cum dribbling from my used pussy. I still had the black rubber butt plug deep inside my tight arsehole. Blonde strands of hair were sticking to my face, a sheen of perspiration on my forehead.
We’d had a great hour and a half together, exactly what I’d expected from a session with Kev. There had been lots of foreplay this time, lots of licking and sucking. He liked to use a lot of toys on me. The big black rubber butt plug was that day’s choice.
I was exhausted. He was one of the clients who always made me cum. He liked to finish off in my arse but this time I’d worn the large butt plug, so he’d cum in my pussy. I’d cum from deep inside both my holes. I was also very satisfied, and £350 richer.
A gang bang film was on the big TV. It had a blonde with huge silicone tits being filled, airtight, a dick in each hole. Her moans and squeals turned down low in the background. Kev loved having porn on while we fucked, usually gang bangs with lots of jizz.
Kev was lying next to me, stroking my large breasts with his fingers and lingering on my hard nipple.
“Have you had a busy week?” he asked. He loved to hear what a dirty slut I’d been. I knew what he wanted to hear.
“Yes I have darling, so busy, my legs haven’t shut,” I said as he reached between my legs, rubbing his cum on my thighs.
“How many men? Ten? Have you fucked ten men this week, you slag?” he said, a leer spreading across his face.
“Maybe more. I think it’s eleven this week so far,” I lied; it was four, including him. He liked to hear messy details of my exploits: getting rammed in alleyways by two guys, being choked on a punter’s huge cock, that kind of thing. He liked cream pies. Cumming inside also costs extra.
“Good girl,” he said as he gripped the butt plug, easing the large egg-shaped plug from my gaping arsehole. He pulled my leg up and watched me expel the black plug from my gaped sore arse. I breathed out allowing it to stretch me. I felt the bulge come free and it popped out.
“Did they all cum in you? In your arsehole or your pussy? Did you love being full of their cream?” Kev said.
“A few of them came in me,” I said. His fingers were rubbing my clit, coaxing me to a tingling shudder, his index finger nudging back into my wet pussy, “you know I love a throbbing cock inside me. In all my holes.”
His finger pushed inside as the words left my mouth. Gently moving in and out, slowly feeling the wetness inside, how wide open I was from just being fucked.
“Hmm. Do you ever street walk? Pick up punters on corners?” he asked, fingers moving faster in and out, squelching noises were coming from my slit. “I’ve gotta fuck you again quickly. I’m hard now. I’ve got twenty minutes left,” he said climbing on top of me.
I lay back as his cock slid easily up inside the gooey mess inside my slit.
“I love used pussy,” he panted on top of me. I wrapped my legs around his big waist.
Pulling him deep inside me. My pussy was feeling twitchy, it excited him more and he came again, in hard throbbing thrusts.
“That’s it now. I’m done. Like I said, do you street walk, babe?” Kev repeated.
“You know I don’t,” I chuckled, looking around for my knickers and a wet wipe to clean myself up.
“How about I pick you up on a corner? We go to a car park and I put my cream up your naughty little arse?” he said, passing the wet wipes to me.
I wasn’t sure, as I didn’t stand on corners, I did hotel outcalls or visits to gentlemen at home. There’s a difference, it felt like crossing a boundary to advertise myself on a street corner. However, as it was Kev, it wouldn’t be any different in his car to in his bed, as long as he paid the extra for role play.
“I could be persuaded,” I said, teasing him.
“Would you fuck a punter in a car while I watched? Then get off his dick, climb in my car and get on mine. Fuck us both. One after the other? Leave full of both our cum?” he asked buckling his belt. “I’m serious. And we’ll both pay, a good deal for you.”
I was very tempted, it was such a dirty idea. I didn’t usually see two guys on the same day unless it was a group booking, so this would be new for me, I knew I wanted to do it already. My body responds to the idea of it.
“It’s a very horny idea, but I’m not going in a car with a trick,” I said, getting dressed.
“Not a random trick, my mate from work. I showed him your adult site. He’s up for it,” Kev said, eyeing me and licking his lips as I pulled my tight t-shirt back on, “he goes with girls all the time, he loved the video of you with that Indian chick.”
My pussy was telling me to go but still fucking in a car made me nervous, someone could see me working with a client.
“We’ll both pay for an hour and a half and extra for anal and cumming inside you babe, come on,” he winked, knowing the money would be the clincher. “You loved it when Gav and I had twos up on you before.”
Kev made pleading hands and did his best puppy dog eyes. After all, he was a good client. He always made me cum, and maybe it would be a fun game.
“Okay, just text me the details, I’m up for it,” I said picking up my bag to go, “thanks for today Kevsy, love you”
——
I assumed Kev had forgotten about his street walker role-play, but after a week or so, he texted the details over.
“How’s you princess, Friday night, corner of Ball Lane and Tudder Road, dress like a whore, please. Black jag, mates name Sam. I’ll be following at 10 pm, hope you can make it, love Kev xxx”
I read it and left it for the rest of the afternoon, feeling undecided whether I wanted to go or not.
Every time I thought of it, going between the cars, riding both cocks, my clit tingled. I decided Kev was a good customer and it would be about £500 for both of them separately. It wasn’t the money, though. I loved the idea of getting picked up on the corner so I messaged Kev saying I’d love to meet him and his mate Sam on Friday and I’d see him then.
Friday night came.
I’d dressed in a very short, very bright yellow fishnet tube dress for easy access to my boobs, pussy and ass in the confined space of the car. It was cheap looking, I thought as I looked at myself in the mirror. It was perfect for that night’s bad behaviour.
I wanted to look like a street-walking whore.
I had styled my hair in curls on the top of my head in a ponytail. I pulled a few strands loose, checking my make-up. I twirled around in my high black heels, checking my large bum was covered by the tiny skirt, and fishnet stockings were biting in around my thick thighs. I looked slutty, even by my standards, but I was happy with the look.
I got to the corner and stood waiting around. I was feeling a bit nervous. The first time with a new guy was always a bit exciting and a bit scary. It was a bit chilly and my nipples were hard, rubbing on the flimsy fishnet fabric.
I prayed that no other guy would try and pick me up as I was a prostitute looking for business.
I had goosebumps all over as a jag pulled up next to me. The window slides down silently.
“I’m Sam, are you Jezebelle?” he said. He had a big black beard, and I couldn’t see him properly. I nodded and got in, as I saw Kev behind flash his lights.
We drove round to a multi-story car park a couple of streets away. Sam wasn’t saying anything. I saw Kev following behind in the rearview mirror. There were some spaces outside the main gate in a dark corner near the bins. A nice secluded place for the night’s activities. Sam’s jag glided silently to a halt.
The internal light flashed on and I saw he was a stocky guy, he had a t-shirt and joggers on, and he was pretty young, about thirty; to my relief, not bad looking. He passed me a wad of notes.
“There’s £280 there, Kev said that’s my half, he’ll pay his,” he smiled at me as I took the notes.
“Thank you, darling, I’m Jezebelle,” I said seductively opening my legs. I stroked my long nails up my thighs. He was staring at my pussy.
“Suck me off just to get me going. I’m a bit nervous, you know with Kev watching and all that,” he said laughing nervously. He pulled his thick cock out of his joggers and reached behind my head, gently pulling me forward.
I took his whole length in my mouth, massaging the shaft with my plump lips. He tasted clean. A good thick girth. Sucking slightly to engorge his cock, I began to rub him with my hand.
I felt his hand reaching for my breast, pulling it out from my fishnet dress. Massaging the weight of my boob in his hand, he groaned.
“Ah baby, you’re good,” he moaned as I licked round his bell end.
I spat on his dick, wanking him hard. I pulled the dress down to my waist, and my exposed tits were bouncing with the force of my arm jerking his engorged cock.
I took him back in my mouth again. I rubbed up and down, my tongue working on the length. He grabbed hold of my ponytail, pushing my head further down so his cock slipped down my throat. Wet spit dribbled out of my mouth, dripping onto his cock and down to his balls.
I massaged my spit around his balls with my hand, my long nails brushing dangerously close to his ass.
“Can I fuck you up the arse now?” he asked, pulling me off his cock by my hair.
“Yes, I’m washed and ready for you,” I said, lying back down on my seat.
I put my foot on the dashboard as he reclined my chair with a button. I wiggled my dress up around my waist a bit further, wearing it like a belt around my slim waist.
Sam climbed over the handbrake to get between my open legs. He put his hand on my slit, feeling downwards for my tight arsehole. His fingers pushed inside my open wet holes.
I groaned as Sam got three fingers in my cunt, pumping my juice out of me. He grunted, spreading his fingers and stretching me. I relaxed, allowing him to pull me open, wetness leaking out onto the leather car seat.
Sam withdrew and stuck his middle finger in my arsehole, I was tight and I let out a squeal as he pushed deep up. He was grunting and breathing hard. He climbed on top of me and rubbed his cock around the wetness between my legs.
I was so horny my pussy opened as he brushed the tip of his hard length onto my clit. Pushing his bell-end down, he found my cunt and pushed inside. I took him easily balls deep, feeling the wide girth stretch me.
He rocked his pelvis in and out, grunting into my neck. My pussy pulsed, juice pouring out. I get so wet when a client is satisfying me, he could feel it too and slowed down.
He felt round for my arsehole with his finger to get me ready. I felt a bit of fumbling as he pulled his cock out of my pussy, moving down to go in my arse. I moved my hips forward for a better angle. Lifting my knees higher. He pushed my thighs back with his big hands and I felt the pressure as his cock started sliding up my arse; the resistance making a slight pop as he forced his way up. My arse opened and accepted him.
“Fucking great, really tight,” he gasped, pushing a bit further inside me. I was restricted by the car seat so just relaxed taking his slow thrusts, trying not to tense and cum too quickly on his dick.
He spat on my arsehole a long trail of saliva hanging from his lips, dripping from his beard. He withdrew to his bell-end. My arse was turning inside out, but the lubricant spit made the pleasure build as he was sliding in and out easier.
He was thrusting up my willing arsehole with long strokes and started making me feel like I had to cum. I held back, I had another cock to pleasure yet.
I felt the thrusts getting quicker, his grunting getting louder. I could feel his cock throbbing as he started shooting his cum deep inside my arse. It was almost too much for me as his cum splashed on my arse cheeks and thighs. I gritted my teeth and held back my orgasm as he exploded inside me.
He bit my nipple as he throbbed inside me, expelling the last bit. Panting and sweaty, I lay still, taking every drop.
“Now, that’s a mess there,” he said as he pulled his cock gently out with a soft pop, “I think Kev will like this. Next guy off you go.”
“Thanks. That was great darling” I said, “If you ever want to meet up again, Kev has my number.”
“Already saved in my phone, babe. I’ll be seeing you soon,” he winked at me. His hair fell over his eyes as he wriggled back to the driver’s seat, wiping his cock on a tissue. He pulled his trousers up and it was over for him.
“I’m looking forward to having that ass to myself next time,” he said as he grabbed my tit and tweaked my nipple.
“See you soon,” I said, pulling my dress up and getting out of the car. I blew him a sweet little kiss like he hadn’t just cum in my ass.
I shut Sam’s car door and the cool air hit me. There was cum all over my thighs and bum cheeks, and my arsehole felt gaped. Sam started reversing out of the parking bay and I walked over to Kev’s parked car.
I decided to leave my skirt around my waist. No one was looking so I pulled my dress back down exposing my huge tits. With my nipples wrinkling up in the cold night air.
I went over to Kev’s car. As I got closer, I could see the window was open. I leaned inside.
“Are you looking for business sweetheart?” I said, licking my lips, my boobs hanging through his window.
“You full of cum, slut? Get in,” he said. He was wanking himself off already, “sit on me.”
I opened the driver’s door and straddled him. I lowered my ruined arsehole down onto his hard dick. I was so slimy with Sam’s cum and my juice that my gaping ass swallowed him whole.
“You dirty slag,” he said as he twisted my nipples.
I leaned back on the steering wheel to control how deep he went. All I could do was sit there. I was going to cum if I moved. This was hornier than any MMF three-way I’d had before.
He held my arse checks in his hands. Lifting me slightly, he angled my round hips towards him and began pounding my ass hard.
My foot was on the floor outside, the car door hanging open. I couldn’t hold back, I just started cumming hard. My tight ring contracted and squeezed Sam’s cum out of my hole onto Kev’s cock.
Waves of pleasure pulsed from my arsehole into my pussy, making me so wet I was soaking Kev’s legs. His hairy thighs tickled my butt cheeks as I anally rode him.
My clit was tingling. My boobs heaved up and down as Kev banged right up on me over and over. I held the steering wheel for balance, taking the hard strokes.
Kev was forcing more sweet contractions into my asshole. He pulled my hips down onto him. I felt him throbbing in my ruined arse. He held me down on him, releasing me as his hands traced my figure.
“Jump in the back and sit on my face,” he whispered in my ear.
I wanted my pussy licked, my clit tingled for it. I climbed into the back seat, and Kev climbed over next to me. He lay down and I straddled his face. He hungrily licked my pussy, pulling my lips apart, his tongue sliding inside. I could feel his rough stubble scratching my thighs. He was grabbing my fat ass cheeks, pulling me onto his licking tongue. He was fingering my arse, licking the mixture of cum from his fingers.
“That’s it, you’re clean,” he said, pushing me off his face. “You’re so fucking nasty,” he said, a leer on his face. He grabbed the boob tube dress rumpled around my waist, “You were so desperate for cum up you forgot to get my money off me.”
I climbed over into the front, he followed me, pinching my ass.
He reached into the glove box and passed me a stuffed envelope to go with Sam’s cash in my bag. I climbed back out of the car, pulling my dress up over my tits.
“Have you got a tissue?” I asked. I was soaked; I had cum all over my legs, and I hadn’t thought about walking home.
“I’ve got a shower at my house if you fancy another go. Not sure your arse can take it again though,” he passed a toilet roll out of the window.
“You’re okay Kev, I think I’ll walk, I need to get some air after that, but I’ll see you soon, yeh,” I waved as I limped around the bins to go home.
My ass felt like it was going to fall out.
I had an appointment on the following day with a horny stud and a gimp mask. I didn’t know how I was going to manage that.
—XoX—
