Chapter One: Her Only Fan That Night

Another quiet night, I thought to myself, while slowly mopping an aisle in the small convenient store. At twenty-eight years old, I have spent the last four years working overnight shifts in this quiet store, just outside of the CBD. Most nights were like this, except for weekends, when you might get a few more customers on the way home from a night out. Otherwise, most of the people I saw were taxi drivers or hospitality workers on their way home.

I looked up reflexively at the sound of electronic doors. A young woman had just walked into the store. Standing at the end of one aisle I saw her from the ground up. Her red heels were quite tall and would have required some skill to walk in so gracefully. My eyes followed her brown legs up to her thicc (yes, I imagined it spelt that way) thighs, perfectly visible under a small bit of black fabric that passed for a skirt.

Above that was a red top with thin straps that barely held in her delicious breasts. I'd never seen so much cleavage (outside of the internet). Moving upward I saw that her make up was carefully done, but also that she was staring back at me, with an amused expression.

"You've never seen me all done up before, have you?" she asked, traces of seduction and humour mixing with her British accent.

It was then that I realised who she was, one of my regulars. Normally she dressed in casual clothes, usually a hoodie or t-shirt, with track pants or running shorts. Her black hair was usually tied back in a long braid, but tonight it had been straightened, and hung loose over her shoulders and back. I'd noticed her before and thought she was cute, but tonight she was stunning. She could be a model or pop star.

"Are you going to stare at me all night" she joked "or is there a chance I could get my usual?"

"Yes, of course" I managed to respond. Resting the mop against one of the shelves I made my way to the other side of the counter. My brain was starting to work again, although some of my blood was moving south. At least I could hide behind the counter if I got too excited. "That's a latte with almond milk?" I asked cautiously.

"You really are distracted" she smiled, and leaned over the counter. Oh no, I could see straight down her top; she was wearing a purple bra, and I could see where the two cups met in the middle. There was something so sexy about being able to see that. "Is that you?" she purred softly as her right hand moved toward my trousers.

I looked down to see her delicate brown hand hovering over my obvious erection. Her long fingernails were painted a deep purple that matched her bra. She took her index finger and slowly ran it over the head of my cock.

"Ugh" I groaned without thinking.

"I've just done a photo shoot" she chatted casually while playing with my cock. I remembered something, but it was difficult to think. She'd mentioned previously that she worked online. "Did I tell you what I do for a living?"

I shook my head to indicate no because, honestly, I couldn't remember.

"That's okay" she continued "I don't talk about it much. I tell most people I work online or that I do data entry, which is kind of true."

She smiled conspiratorially as she continued to play with my hard cock. Despite being twenty-eight, I was a virgin, and felt that I might explode at any minute, but I didn't want her to stop. In fact, I wanted to bend her over the counter, slide my cock under that tiny skirt and into her thicc bum.

"I take naked photos (that's the data) and I enter them onto my only fans page where horny men (or sometimes women) give me money" she moved her hand away. She looked up into my eyes and gave me a sweet smile. "Would you like me to come behind the counter and tell you more about my job? You're clearly too distracted to be using the coffee machine right now."

I nodded, because I couldn't say anything. I'd never been so horny in my life.

"I'm gonna need to hear some words, real language" she instructed "now, repeat after me: yes, mistress."

"Yes, mistress" I managed to get out.

"Please come behind the counter and stroke me until I cum like the naughty boy that I am."

I was so nervous, but I managed to say it, after only four attempts.

"Oh, your such a good boy" she used a cute sing-song voice for that "I'd be delighted to."

A few minutes later we were at the back of the store, in a small office that the manager used for staff meetings or admin. I stood with my back against the wall, trousers and boxer shorts resting at my ankles. Jessica (I'd finally remembered her name) knelt on a cushion at my feet, her perfectly manicured hand slowly stroking my rock hard member.

"They pay for my photos and then I chat to them, help them get off. They tell me all the naughty things they want to do to me" she looked up seductively "to my mouth, my pussy. Some want to penetrate my untouched bum hole or slide their dirty cock between my breasts. Her, let me give you a better look."

She removed her hand and began sliding the small red straps from her shoulders. Reaching behind her back she started unclasping her bra. I reached down to take it from her and placed it on the nearby couch.

"Such a gentleman" she purred "you've always been sweet with me. I've memorised your shifts, to make sure I always get to see you. You must be getting close, I can feel it coming, or is it cumming? I do enjoy a good play on words. People tell me it's 'cause I'm British. Sometimes their surprised to hear a British accent coming from a black girl like me. Clearly they've never been to London."

She continued stroking for a bit, while I enjoyed the view of her enormous breasts. Curvy, voluptuous and thicc were all words that could describe her body type. Her large nipples were dark and I tentatively reach out to touch one. She moaned slightly to indicate her consent. My thumb started playing with her left nipple, while the rest of that hand cupped one amazing breast.

"Oh, I can feel you getting close. I put a lot of effort into my make up tonight, I'll try to aim you at my breasts, but I'll need your help." I adjusted my hips so that I was aiming as much as I could at the juicy targets. "That's a good boy, I bet you'd like to cum all over these, wouldn't you? Don't wait for my approval, just fuckin' nut you filthy little coffee wench."

That was it, that was all I need. Looking down I could see wave after wave of my warm cum painting her breasts. Ropes of cum dangled from her nipples as she stroked the last of it out. She wiped the remaining cum from her hand onto her chest and looked up at me with those beautiful eyes.

"I'm so proud you" she held up her breasts so that I could see my huge load "now, about that latte?"

 

Chapter Two: Not Only Her Fan

I stood nervously in the small hallway, just outside her apartment. Looking down, I made one last check of the address she had written on the back of her business card. Flipping over the cream-coloured card I took a moment to once again admire the elegant jade text.

Jessica Thot, of the London Thots

Below were links to various social media accounts (Only Fans, Instagram, etc). I'd spent the last two weeks chatting with her on OF (on my nights off or when work got quiet). Her page was free to subscribe, with some paid content. I'd sent her a few small tips, but mostly she had been giving me free content.

Often we would just chat about life, slowly getting to know each other. Sometimes it would get quite explicit. That was fun, and I would read over those conversations later while touching myself. Between that and all the sexy photos she kept sending, all my recent orgasms were because of her.

Nervously I reached out and knocked on her door. After only a few seconds the door opened.

"It looks like you found it okay" she smiled cheerfully.

"Yeah" I replied "your directions were good."

She was dressed casually today, but still looked super hot. It was summer and the past week had been especially warm. Her large breasts were outlined by a light pink t-shirt and I could already see that she wasn't wearing a bra. Just visible below the shirt were a pair of black running shorts that showed off her amazing thighs.

Without realising my eyes had followed her legs all the way to her bare feet, which seemed to be making fists in the beige carpet of her apartment. As I was remembering a similar scene from a film, she reached out her hand and started dragging me inside.

"While I appreciate you staring at my feet, the neighbours might think it's a bit weird" she said while closing the door. "Besides, you can look at my body anytime, I invited you here to do a lot more."

"Sorry" I managed to get out "I got distracted when I saw you curling your toes into the carpet. I've only ever seen John McClane do that."

"Great film" she replied "that's where I stole the idea from. I've also made some good money from gifs where I curl my toes using different coloured nail polish. So, are you a feet guy or was it just the film reference?"

"Mostly the film reference" then, half-joking I added "for me it's like chicken, my favourite parts are breast or thighs."

She laughed in delight at my comment, which made me feel good. "You're in luck then, because you will definitely be exploring both of those tonight."

Then, to emphasise her point she took my left hand and squeezed it between her thicc thighs. I was so turned on I had to use my right hand to adjust my trousers. After a few minutes of caressing her thigh she led me towards her bedroom.

As I walked along I took in the small apartment. There was one room that contained a kitchen and lounge area. This room seemed to be connected to two bedrooms and a bathroom. We entered one of the bedrooms, which seemed to double as a home studio.

Her queen sized bed was neatly made, the deep purple set complimenting the dark stained wood. Beside the bed was a small green screen set up against the wall, her desk and laptop in front. Most of her belongings were neatly in a corner that wouldn't see any screen time. It was the only part of the room I didn't recognise from her social media photos.

"Your room is even more amazing in person" I commented as she led me towards the bed, this time steering me with her hand on my cock.

"Thank you, now hold your arms up, please." I did as instructed while she removed the striped polo shirt. "Now, if you could remove your shoes and socks, please?"

"You seem different than the other night."

"Yeah" she replied, unconsciously touching her braid "sorry about that, it's the heels, I get a little extra height and it brings out my authoritarian side."

"Don't apologise, that was the best hand job I ever had, not that I have much point of reference." My first girlfriend (when I was nineteen) had given me a few, but they couldn't compare to Jessica's magic touch.

By this point she was sitting on the bed and starting the undo my belt. She slowly took the belt off and dropped it to the floor. Then she undid my trousers and started lowering them, while gently kissing her way down my stomach. With only my boxers remaining she took her lips and slowly covered my erection enough that I could feel a slight touch from her teeth. This lasted for just over a second before she removed my boxer shorts.

She then had us swap positions so that I was sitting on the bed and she was standing over me, her large breasts pushing against my face. I felt like an anime protagonist from a show with too much fan service. As she hugged my face with her pillowy breasts I started sliding her shorts down, waited for her to lift each leg to ensure that they were completely off, and then moved my hands up and cupped her juicy bum, my cock growing even harder as she moaned in pleasure.

"Keep your hands there while I take off my top" she instructed. Her cheeks felt amazing in my hands as I watched the pink fabric of her shirt slide over her head, revealing those beautiful breasts that she had let me cum on during our previous encounter. She moved one of her nipples into my mouth as I took one of my fingers and started circling her anus.

"Oh, fuck" she moaned, reaching a hand down to hold my solid erection. After a few strokes she said "you're getting too hard, I'll get you a condom so you can cum inside me. I've never been with a virgin before, I want to make the most of this experience."

"Okay" I replied, barely able to concentrate enough to remove my hands from her divine arse.

"You don't mind purple?" she asked, holding up the square plastic. I shook my head and sat as calmly as I could while she wrapped my cock in a light purple sheath. "Now I'm gonna lie on the bed and you're gonna take charge, you have my consent to fuck me as hard as you can."

And with that she lay back on the bed, her large breasts flattening out to each side, her legs spread to reveal a secret garden of neatly trimmed black hairs. I awkwardly climbed on top of her and used my left hand to guide my cock into her moist vagina. She moaned loudly as I entered her. (A small part of me wondered if she was faking her pleasure, but mostly I felt too good to worry about that right now.)

Once inside I placed my hands on the bed, a reminder of the push ups I tried to do most days, and then started thrusting. It took a minute for me to build up a good rhythm, but once I was going it felt amazing. As I pushed back and forth, her breasts followed along and her face lit up in pleasure. She seemed to be enjoying this and her moans encouraged me to go faster.

I moaned almost silently as I started to cum, my legs and arms suddenly feeling weak beneath me. I could feel the semen leaving me in bursts, hopefully getting stopped by the purple protector. I slowly collapsed on the top of Jessica, who cradled my head with one arm.

"That was wonderful babe" she purred softly "you did really well for your first time."

 

Well done.

 

Chapter Three: An Ex-Missionary Position

I tried not to stare too much at the young woman working the coffee machine. Her name was Susan and she already seemed to be an expert on coffee. As she finished frothing the milk, I took a moment to admire her from behind, her long red hair tied back and resting against her petite frame.

"Have you done this before?" I asked sceptically as she poured out a perfect cappuccino.

With a subtle American accent she responded "I used help out with the coffees after service, it was a good excuse to get out of bible study, which I often found boring. We only had decaf, but the process is pretty much the same."

"So, you're a church girl?"

"Was" she corrected "I actually came over here as a missionary."

"What changed?" I enquired.

"I never had much faith, and soon realised the main reason I chose a mission was to start a new life, be my own person, you know?"

"Makes sense."

"Anyway, after I left the church I had to start making it on my own. I found an apartment with some former LDS girls, one of them helped me find a job with this company, and here I am."

"And how are you enjoying your new life?"

"It's exciting, but also daunting. I've been able to try new things, like alcohol and something my housemates called 'special brownies'. To be honest, I didn't enjoy that experience."

"It's not for everyone" I replied, picking up the two coffees and walking towards the back of the shop. "Now that I've shown you everything (and you seem more than capable) we can relax for the rest of the shift." It was three am, so we still had a few hours before the manager arrived.

I took a seat on the couch and was surprised when she sat right next to me, our legs almost touching. She sipped her coffee and looked over at me awkwardly. "Some of the other girls" she started "my housemates, they often have boys over. I stood at my door once, watching them."

She seemed like she wanted to say more. I adjusted myself so that my legs were pointing towards her, my right knee slightly touching her left. "What were they doing?" I asked.

"They were kissing" she sounded a little excited "I mean, a lot, and I could see she was touching his... um..."

"His penis?"

"Yes" her fare skin was turning red "I could see an outline of it in his pants. I quietly went back to my room and then I... touched myself. I imagined it was me that made him hard, that it was my hands touching it, my lips pressed against his."

I could feel myself getting hard at her descriptions. I don't think she'd noticed yet and I tried to act calm. "Are you hoping to try that for real?" I asked cautiously.

"Yes, I think so" she nudged herself closer to me, an expectant look on her face "but don't you have a girlfriend? I remember you checking your phone earlier, while I was mopping, the way you smiled after receiving a text."

"Kind of."

"What does that mean?"

"Well, we are seeing each other, but she also wants to be free to see other people" the part I didn't add was that, in addition to her Only Fans account, Jessica also worked part time as an escort. She knew she couldn't be completely loyal and encouraged me to pursue other women. Now that I was having regular sex, she had said, I should be more confident around women.

"Is that what they call an open relationship?"

"Yes, I think it is. Now, I hope you don't mind me asking, but have you kissed anyone before?"

"I don't mind" she replied "when I was at camp once I kissed a boy on the lips. He tried to use his tongue, but I stopped him, does that count?"

"I think we can count that" I positioned an arm around her shoulder and moved my face closer to hers "fair warning though, I'm going to use my tongue."

She nodded her head, at this point perhaps too nervous to say anything. I leaned in, closed my eyes and gently pressed my lips against hers. She didn't need much encouragement and soon I was massaging her tongue with mine as my left hand rested on her thigh. A muffled moan escaped through our mouths and I could tell she was enjoyed this.

After a few minutes we parted for air. Susan leaned back against the couch, a slight glow appearing on her bright face. "That was amazing" she gasped "did you enjoy it?"

"Very much, you're a natural at this." I could see her beaming with pride, so I added "if you look down at my trousers you can see how much I'm enjoying this."

"Is that your?" she asked as she looked down into my lap. "I did that?"

"Yep, you are completely responsible for that, but what about you? Are you feeling anything?"

"Mm..." she purred "a bit moist I think."

"You should take your trousers off" I suggested "I can serve any customers that turn up and we don't want you soiling your uniform before the manager comes in." She agreed and began taking off her clothes and shoes. I sat quietly as she revealed her thin, unshaven legs. Despite being ex-Mormon she probably still wore modest clothing and saw no reason to shave them. I didn't mind and would have happily dragged my tongue all the way up to a patch of neatly trimmed hair that left no doubts about her being a natural red.

"I don't think I'm ready to go all the way" she began "but maybe you could use your finger. I remember a girl in high school that got fingered once. All my friends and I were really jealous."

"No problem, it would be my honour and pleasure. Now, why don't you sit on my lap so I can get a better angle."

Gracefully she managed to sit side on, despite my struggling erection. Slowly I took my right hand and started moving up her inner thigh. I could feel some moisture coming out, but decided to start with her clitoris, rubbing my thumb in a clockwise rotation. She moaned in pleasure, maintaining her balance by holding onto me with both arms. With her well lubricated I slid one finger inside her.

"Oh, ohhh" she squealed, enjoying herself too much to keep quiet. I moved my finger in-and-out as she continued to squeal in pleasure. "That feels so good."

"Shall I add another?"

"Yes" she gasped "please. I need more of you."

I added a second finger and started moving faster than before. Meanwhile, my left arm was moving under her shirt looking for something to play with. Soon I found her bra and managed to squeeze my hand under it to play with her nipple. She couldn't say anything at this point and was breathing heavily.

I could feel her juices on my arm as I hurried to bring her to climax. Her orgasm was accompanied by a high scream and a small amount of squirting. She held onto me tightly as her body came down from the experience. I could feel her legs trembling slightly on top of me.

I took my left arm out from under her top and adjusted some of her hair that had escaped the pony tail. Looking her in the eyes, I kissed her gently on the mouth. She smiled at me before saying "I should clean myself up now" and walked away towards the staff bathroom. I looked down at my lap, thinking about how I had tried to keep her trousers clean, only to help her cum all over mine.

 

Chapter Four: Early Morning Sex

I tried to clean myself up, but was still slightly damp when our manager arrived at six am. Quinn was a professional woman, her brown hair neatly tied into a bun and her bosom not quite concealed beneath a shirt that was buttoned all the way up. I knew she was around forty, but it was clear that she worked out and maintained her physique. I also knew that she had been with the company for years and was rumoured to be close friends with the Hadid family who own it.

"How did last night go?" she asked casually as she walked into the office.

"She did great" I replied, looking over at Susan "she's a natural on the coffee machine."

"That's good to hear" Quinn smiled at Susan, who was trying to hold back a yawn "the first night is the hardest, you can go home and get some sleep now."

"Thanks" Susan replied as she started to leave "it was definitely hard" she gave me a knowing look that hopefully Quinn didn't notice.

After she left Quinn closed the office door and turned the bolt, something I hadn't seen her use before. "I've got Mariam helping with the open today, so we can talk about last night."

"Okay" I tried not to sound nervous "it's like I said, she was really good."

"At the job" she asked while moving closer "or something else?" Her hand had found the damp spot on my trousers and I could feel myself getting hard.

"The job" I managed to reply "you would have seen the store front, that was all her."

She held her hand up to her nose and smelled it. "Mm, so you rewarded her? I can smell her juices, but no semen" Quinn frowned slightly "did she help you? Did she reciprocate?" She slowly pronounced every syllable in a way that turned me on even more.

"She has a religious background, so she doesn't have much experience."

"That's too bad" Quinn replied "I guess I'll have to do it, there's no way I'm letting you go without cumming today."

She took a seat on her office chair and beckoned me over with one finger. Drifting over to her by the sheer power of my own horniness I stood there silently, my erection pointing at her through my trousers. She carefully undid my trousers and let them drop to the floor, then removed my boxer shorts. I looked down at her face, the thick bronze foundation was complimented by soft pink lips and perfectly drawn eyeliner.

Her right hand had just grasped my cock, when we were interrupted by several loud knocks. "Oh, fuck" Quinn cursed as she released her grip "probably Mariam made another mistake on the lotto machine."

Quinn opened the door slightly and I could hear Mariam on the other side. "It's that machine again" she whined "I don't know what I did, but I can't fix it."

Mariam's father (Issa Hadid) was the current CEO of Moe's Marketplace, a chain of twenty-four-hour convenient stores all over the state. His father (Mariam's grandfather) had moved to Australia years ago from Oman. He had started with one store and built an empire. Now he was retired and lived a quiet life in a mansion he had built in the hills outside the city.

Mariam was next in line to inherit the business, but she was known to be a bit of a party girl, so her parents had forced her to get a job in the company, to work her way up from the bottom. At twenty-five years old she didn't seem to have many practical skills and would often spend her shifts scrolling through her phone, unless someone directly asked her for assistance.

"Okay, but you need to do something for me" I heard Quinn saying. I must have missed part of the conversation "remember that secret I know about you. Well, this will make us even, okay?"

"And you'll fix the machine?" Mariam replied.

"Yes, now get in here so I can explain what you need to do" Quinn opened the door further and practically dragged in the hijab covered girl.

Mariam gasped loudly when she saw me "what the hell is going on here?" thankfully she wasn't loud enough for any customers to hear.

"What's going on here" Quinn said sternly, moving forward and pinning Mariam to the wall. (Oh gosh! I was even more turned on now.) "Is that you're going to help him cum. I don't care how you do it, just make sure that boy cums before he leaves here this morning." And with that Quinn stormed out of the room, closing the door behind her.

We each stood there for a minute, unsure of how to proceed. Mariam was beautiful, despite being almost entirely covered up. Her beautiful brown face was all that appeared beneath the jade green cloth and her thicc curves were quite visible beneath her black uniform. Her long nails had been painted green to match her hijab. She looked at me and didn't seem to be impressed.

"Do you have any condoms?" she sounded bored.

"Yes" I replied "they're in my bag, I'll get one."

She nodded and walked over to the couch. However, instead of sitting on the couch she pulled her trousers down, revealing two smooth and sexy legs, a lighter shade than her face and hands. Without ceremony she then removed her jade panties and bent over the side of the couch.

I took a condom out of my bag and placed it over my cock. "Why is it purple?" she asked.

"That's my girlfriend's favourite colour."

"You have a girlfriend? Since when?"

"A few weeks now, we're not exclusive though."

"That's good" she nodded in approval "I have about four guys in my current rotation." She then took out her phone and began scrolling through social media.

"Just do what you need to do" she didn't bother to look at me "and finish quickly if you can."

I didn't say anything after that, I don't think she wanted me to. Instead I moved around behind her and slowly slid my erection into her vagina. I started slow and built up a good rhythm, not that she seemed to notice. However, I was enjoying myself and reached out a hand to squeeze her plump ass. That felt amazing, she was a bit heavier than Jessica and would have been called chubby.

Shifting my position I began thrusting downwards toward her belly. "Mm..." that was her first reaction to my penetration. I continued with this strategy and started moving faster. I heard her phone drop onto the couch and saw her right hand grasp the edge of a cushion. "You're not bad night shift guy, but don't start something you can't finish. If I don't cum from this now, my daddy will have you fired."

"Sounds fair" I replied, slapping her bum playfully.

We kept going for another five minutes before she started to climax. It wasn't a scream like I'd heard with other girls. She began with a soft growl and some deep moaning. There was something earthy about the way she moaned into the couch cushion. After she had finished climaxing I slowed down to give her a moment.

"Oh, fuck" she said after a few minutes "that's the best I've had for a while."

"Anytime" I replied, feeling smug.

"Did you cum yet?" she was repositioning herself and now sat upright on the couch, her curly dark hairs on full display. I shook my head. "That's good, I want to see your face when you do. Now, be a good employee and put that tool of yours back where it belongs."

"Yes, ma'am" I replied, doing a silly fake salute. Her cute laugh only made me feel harder as I slid my cock back inside her.

This time I could see her face while we had sex. She really was beautiful, her fat rosy cheeks staring up at me as I took pleasure her now quite lubricated organ. She then started undoing her buttons from the top. After several buttons I have an amazing view of her breasts, trying to burst out.

"Stop there" I panted.

"You enjoy my cleavage?" she asked seductively.

"It's... my favourite... part" I managed to get out.

I was so close now, almost there. She must have sensed it too because she gave me a cheeky smile. I couldn't hold on any longer and came explosively inside her. I kept thrusting as jets of cum left me, one after another. I had spent all my energy and soon collapsed on top of her.

 

Chapter Five: Starting Small

It was almost one am and I was moving into the quiet part of the shift. I had already mopped the floors and finished the other cleaning jobs that were part of my usual routine. I was casually leaning against the counter perusing through this weeks reading. (In addition to night shift I was also studying part time at a local university.) The sound of electronic doors caused me to look up and immediately forget everything I had just read about whatever cold war topic we would be discussing in the next tutorial.

I hadn't seen Susan out of uniform before, but wasn't too surprised by the sensible and conservative outfit. Her loose white skirt ended just above her shoes and her lime green polo shirt was just tight enough to outline her small breasts. Her red hair was tied back in one long braid and hung loosely in front of her left shoulder.

She seemed slightly nervous when she asked "is the back room ready?"

"Yes" I replied "but you're the first one here."

"Okay" she stood there nervously.

"How about I make you a cup of tea?" I asked to break the silence "you can relax in the back while I make it for you. And don't worry, she'll be here soon."

Susan nodded before moving towards the back of the store. I decided to make her a chai tea to help with her relaxation. As I walked in I could see her trying to look comfortable by leaning against some of the cushions Jessica had leant me. One was purple and heart shaped, while the other displayed a Slytherin house crest. Jessica had chosen that house because she was 'ambitious but also a bit naughty'.

"Do you think she meant it?" Susan asked between sips. "Do you think she would really use the big one?"

"No" I laughed "she was just teasing you about that."

Jessica had offered to help Susan through her first penetrative sex experience, but had also mentioned that she owned an eight inch dildo. I knew she also used smaller ones as well, usually for customers that enjoyed pegging. She'd threatened me with that a few times as well, jokingly of course. Not surprising that she enjoyed taking all eight and I would sometimes incorporate that into our foreplay.

"Is that her?" Susan asked. I hadn't even heard the doors that time, too busy thinking about filling my girlfriend's holes. Casual girlfriend? Sex buddy? Was there even a label? She'd asked me not to fall for her, but I think we both knew I could never make that promise.

"I'll go ch..." I started to say before I heard her voice.

"Oh night shift boy" she called out sweetly "I have a box fall of toys and no one to play with."

"Coming dear" I called back.

"Hopefully not yet" she replied quickly.

Tonight she was in work out clothes: bike shorts and a sports bra, both featuring a black and purple camo pattern. To complete the look was a white gym bag resting casually over one shoulder. No one would have suspected the naughty toys hidden within.

"Looks like we get sporty spice tonight" I joked.

"No, you don't" she responded cheekily "this is all for Susan."

Several minutes later Jessica was emptying her bag onto the table while Susan looked on in awe. I was permitted to observe tonight, but couldn't participate. If customers turned up I would have to serve them, but otherwise I was just here to help Susan feel at ease.

Her apartment was within walking distance and she would often visit on her nights off. We hadn't done anything sexual since the first night, so I think she just liked having someone to talk to when all her house mates were asleep. A few times Jessica had also come in and the two of them seemed to get on really well.

"How big are each of them?" Susan still hadn't moved from the couch.

Lined up on the table were three fake penises, ranging from largest to smallest. I wasn't surprised to see that her largest was purple, followed by blue and then green.

Starting with the largest Jessica named each of them "this is Eric, he's eight inches, but don't worry, we won't be using him tonight. Next is Sam, who is six inches. Most men you are likely to sleep with shouldn't be larger than that."

"Okay, could I hold it?"

"Him" Jessica corrected.

"Sorry, could I hold him?"

"Of course." Jessica picked Sam up from the table and handed him over to Susan. Tentatively she reached out and took him. Admiring the detail that had been put into the dark blue cock she then held it against her arm as a size comparison. "I think she likes him" Jessica directed her comment towards me.

"Yes" I replied, feeling a little jealous "I wouldn't mind someone looking at mine like that."

Susan's face went red and she quickly placed Sam back on the table.

"And finally" Jessica stated "we come to Fred, who is only four inches. Tonight I will be wearing Fred. I mostly brought the others to give you an idea of what you could aspire to. These are fun toys to use by yourself, but even more fun with a partner who knows how to use them."

"Yes, I think so" Susan shifted slightly in her seat. I couldn't help but wonder if she was already a little wet.

Meanwhile, Jessica was peeling off her athletic clothing and soon stood completely naked in front of us. I could feel myself getting hard and had to resist the urge to play with myself. Tonight was not about me at all, I was just supplying the venue. Jessica then reached into her bag and took out a black harness that she began attaching to her waist.

"This would be a good time for you to strip off" she looked up at Susan, then nodded towards me "I can ask him to leave if you prefer."

"Oh no" Susan replied quickly "he can stay, he's already seen half my body anyway."

After removing her shoes she stood up and began lowering her skirt. Beneath were a pair of white panties that showed small signs of moisture. She then removed her top, revealing no bra and a delightful pair of breasts with light pink areolae.

I could see Jessica watching for my reactions. While I managed to keep my hands behind my back, there was no hiding the erection that was struggling to break through the front of my trousers. She smirked at me when she saw that I had turned my attention to her, starting at her face and then moving down her thicc, dark curves.

A few minutes later she had strapped Fred into the harness was sitting on the couch, her legs spread and her artificial cock standing at attention. I'd never seen her look so confident and in control, and that was saying something.

"Susan dear" she instructed "there's a small bottle of lube in the bag." She didn't say any more, as Susan quickly rushed to obey the command. As she leaned over the bag I could see Jessica checking out her arse from behind. Was that for my benefit or was Jessica just as horny as I was?

"This one" Susan held up a small white bottle.

"Yes, now come over here and squeeze a small amount onto the end of Fred. Yes, that's a good girl" Jessica purred the affirmation "you're doing really well. That was the easy part. Now, I want you to climb on top of me and slowly lower yourself onto Fred. I want you to get him as far into your vagina as possible."

Susan nodded and slowly climbed on top of Jessica. Very carefully (shaking the whole time) she lowered her hips onto the small green dildo. I quietly sat down in one of the chairs so I could get a better view of her lower lips sliding onto and covering the fake penis that was now very much inside of her.

"You're a natural at this" Jessica moaned as she reached around and gently cupped Susan's bum. "Now, starting slowly, I want you to pretend you're riding a horse. That's it, move your hips back and forth. Remember, you're in control, you can go as fast or as slow as you like."

I'd watched a lot of porn in my life, but this was easily one of the sexiest things I had ever seen. Unfortunately it was at that moment I was interrupted by the sound of electronic doors. Leaving the two women to enjoy themselves I turned around and headed towards the counter.

 

Chapter Six: Girls Just Wanna Have Fun

Leaving the two girls to their fun, I walked through to the shop, hoping my erection was not noticeable behind the counter. I needn't have bothered, what I saw would have immediately made me hard anyway.

Her bleached blonde hair cascaded down her back in carefully sculpted curls, an interesting contrast to her skin that showed no small hint of spray tan. Spinning around at my approach those delightful curls playfully moved over her painted face. Her cherry lips smiled cautiously, while her caramel eyes seemed lost.

"Can I help you with anything?" I offered sincerely, as my eyes moved down her body. Her pale green dress showed off her tanned cleavage and barely covered any underwear that might be hidden beneath.

"All the clubs are closed" she responded without elaborating.

"It is a week night" I replied.

"I know" she looked wistfully around the store "I just need something to take my mind off... things."

"There's not much going on here" I leaned up against the counter "but if you'd like someone to talk to, a stranger who won't judge, and has received multiple compliments on his coffee making skills."

"Multiple?" she raised an eyebrow and leaned forward, giving me a clear view of her lacy white bra. Between that and whatever perfume she was swimming in, I was struggling to concentrate. "You know, I'm not much of a coffee drinker, but I do love some cream in my mouth."

"W-we might have some... err... whipped cream in aisle..." I tried to sound cool, but my erection was bordering on painful. She must have noticed because she changed the subject.

"I've just gone through a tough break up" she began "he left me for a younger model, literally."

"I'm sorry to hear that" I replied.

"That's okay, it's kinda liberating, he wanted me to be monogamous, the ideal trophy wife that looks good at fancy restaurants or events. Poor guy, he got stuck with a thirsty whore that just took half his money" she laughed half-heartedly, and I smiled politely.

"Is that what brings you out tonight?" I asked "Are you looking to spend his money?"

"I could spend some here" she mused while looking around, seductively biting her lower lip "but what I really need is a nice big cock-or-two to fill the emptiness of being single after ten years."

"And how do you feel about women?" I asked cautiously.

"I prefer men, but I have had some fun with women in the past."

"I'm glad to hear that because, out back right now, I have a thicc sex worker with an eight inch purple friend that would love to cash in on your recent settlement."

She looked sceptical "if that were true, why would you be talking to me?"

I took a few seconds to answer "it's my job to serve customers."

"Mmhmm" she responded "and what were you going to say before you thought of that diplomatic response?"

"Honestly?"

"Yes" she nodded "the more honest you are, the more likely I will stick around."

"Okay" I began "I'd be out here staring at your tits and touching myself under the counter."

"And yet you're hands are on the counter, which suggests a decent amount of self control."

"That's true, but not that much" I added as I moved my left hand below the counter and placed it over my nob.

"You naughty boy" she cooed and moved her hands slightly under her bust "getting all excited over these. I got them in Korea from a surgeon who gave me a big discount if I agreed to let him titty fuck me after they'd healed."

"And did you?"

"You know I did" she smiled cheekily "I had to take my new girls out for a test drive. He was a bit older, maybe fifty, and he fucked me afterwards too. My husband never knew, but once every two years I would return to Seoul and let that good doctor use me however he wanted."

"Lucky doctor."

"Not just him; we went out to a bar once with his friends, I had four servings of meat, followed by some delicious Korean Barbecue."

I laughed loudly at that one, and was about to respond when I heard a British voice behind me.

"Stop teasing the boy" Jessica called out "he'll mess his pants and it will be much harder for you to enjoy all that cream you're hoping to taste."

The woman looked impressed, watching as Jessica stood completely naked at the office door, her hand at her crotch, holding a large purple dildo. "I guess he wasn't lying about that. How much of my ex-husband's money can I give you to fuck me into a coma?"

"We can discuss terms after" Jessica replied "just get back here so me and boner boy can see more of that spray tan and those artificial cum catchers you call breasts."

The woman grabbed me by the shirt and pulled me closer to her face. "Take notes night shift boy, I like a partner who takes charge, just tell me what you want and there's a good chance it'll happen for you."

I decided to take a chance, I grabbed the back of her neck and pulled her in for a long kiss. After that I looked her straight in those caramel coloured eyes and said "whatever happens tonight, my cum will end up in your belly."

"That's a good start" she replied "next time call me your whore."

I smiled and stated "blondie, you were already my whore the second you walked in here."

A few minutes later she was lying back on the staff table, her dress hiked up above her waist. She'd had no underwear to remove and was waiting patiently as Jessica slowly slid Eric into her waiting vagina.

"I won't need much lube" Jessica commented "it seems you were genuinely turned on by this boy over here."

"Mmm" the woman moaned, looking over at me "he looks cute in that uniform."

Behind me Susan was lying on the couch, struggling to stay awake after her session with Jessica.

"Focus on me" the blonde purred, drawing my attention back. She'd lowered her top, her lacy white bra barely concealing anything underneath.

"Sorry, my dear" I moved closer, lowering my trousers and sliding my boxers down. She reached out a hand and gently grasped my cock. I let out a moan as she gave me a few playful strokes and slowly guided me towards her cherry lips. Her mouth was already open, her face glistening with the effort of being fucked by Jessica, who clearly knew what she was doing.

I was so horny now, I couldn't wait. In an awkward rush I slid my throbbing member between her lips. I felt one of her hands reach around and grab a bum cheek. Using her strength she drew me closer, forcing my cock towards the back of her throat. As she was lying back on the table I knew I would have to set the rhythm.

I started slow, but was soon thrusting back and forth, fucking her face with my only goal being to cum as soon as I could. With Jessica penetrating her lower region it seemed like she was also getting close to her climax. Each moan that was muffled sent vibrations up and down my cock and it wasn't long before I was shooting load after load into her mouth.

"Uhhh" I moaned loudly, like some primitive hominid discovering sex for the first time. I knew I was cumming more than usual when I saw evidence of my semen leaking out of her mouth.

And then, as if the taste itself was a turn on, her body started to convulse in a long orgasm. I let my sticky erection retreat from her mouth so that she might let out her own screams of pleasure. What resulted was a series of high pitch yelps, her face screwed up in a show of pure ecstasy. After a few seconds her shock wave passed and she lay back, a look of tired contentment looking up at me.

I gave her a few seconds before moving my cock back towards her lips. "Mmm, I love it when it's fresh" she purred before lapping up every drop like a hungry kitten.

"She's a regular cum goblin" Jessica stated proudly "perhaps instead of payment I could get her started on only fans. We could make a lot of money together, not to mention embarrassing your wealthy ex by 'accidentally' releasing some photos of you, properly satisfied and covered in sperm."

 

Excellent story! Well written and quite inspiring to say the least!!!

 

Please post more! and the Thanks goes to you sweetie.

 

Chapter Seven: The Heiress and the Courtesan

"You look nice" one of my house mates said from behind me.

"Thanks" I replied, looking at myself in the mirror.

My hair was neatly combed and I wore my only suit, a simple black one that I had bought on sale for a wedding several years earlier. I stood there for a few minutes, looking at my reflection, until a noise on my phone caused me to look down.

I'm outside now.

I did a quick check of my pockets; wallet, phone and keys were all there.

"Will you be back later?" one of my house mates asked.

"Not sure" I replied "this is my first high society event, and I'm honestly not sure what to expect."

"If you meet any desperate rich girls, bring one back for me."

"I'll make sure to tell them about your Star Trek Lego collection" I teased.

"It's not Star Trek, it's Doctor Who, you uncultured nerd" he teased back.

"I'll try to remember" I replied as I closed the door behind me.

It wasn't hard to figure out which vehicle was waiting for me. A very clean black limousine was parked in front of the small flat that I shared with two other guys. The windows were darkly tinted and the rims were jade green in colour. One of the windows rolled down, revealing Mariam's beaming face. The parts that were not hidden beneath her hijab were covered in a thick foundation that matched her brown skin. Her lips were painted ruby red and her eyeliner finished in delicate points on each side.

"You clean up nice" she opened the door as she spoke. (Coming from Mariam, that was quite a compliment.)

"Thank you" I replied, climbing inside.

Within was lit up and featured what appeared to be a small cocktail bar along the road side of the vehicle. Mariam was wearing a tight, dark green dress, revealing all of her curves. Her arms were bare and her legs were barely covered by white stockings that matched her hijab (the only part of her outfit that could be described as modest).

"You look beautiful" I slid my arm around her shoulder and waited as she leaned into my arms.

"Thanks babe" she replied as we slowly moved away from the curb.

It wasn't long before we arrived outside the hotel. A deep crimson carpet had been laid out for guests, an unusual site in my city. There were even a few reporters and local influencers hoping to get a photo of the various socialites who were attending the event. A large sign outside the glass doors read:

The Tipton family welcome you to our newest location here in Adelaide, Australia.

"Is that the same Tipton family from America?" I asked.

"Yes" Mariam didn't sound impressed "they started with one hotel in Boston, now they have them in about five countries."

"That's pretty cool."

"Don't get too star struck" she replied coldly "our two families have something of a rivalry."

"Now now" a charming voice cut through the chatter of people watching us walk "whatever happened between our grandparents shouldn't mean that we have to hate each other."

I looked over at the new voice, and saw a handsome Asian man wearing a white suit over a peach coloured shirt that looked more expensive than my whole outfit.

"Good evening, Leopold" Mariam greeted.

"Good evening Mariam" he replied "and you know you can call me Lee. Who's your friend?"

Mariam introduced me before asking Lee if he had found anyone for tonight.

"Oh dear, where are my manners?" Lee stepped aside, revealing a beautiful woman in a matching peach dress, with more than a handful of cleavage trying to escape. "This is..."

"...Jessica" I finished for him. Mariam looked suspiciously between Jessica and myself.

"Yes" Lee seemed confused "I'm curious how you might know each other. I'm guessing from that suit that you couldn't afford her company."

Jessica squeezed one of his biceps before speaking "careful Lee, it's not too late for me to find someone else for tonight."

Lee thought about this for a second "sorry mate, you just don't look like the usual trust fund eff boys that Mariam drags to these events."

"All good" I replied, taking Mariam by the waist and pulling her closer to me "perhaps you can show us to our table?"

"Follow me" he instructed, holding Jessica close and walking into the hotel.

Once inside we are taken into the grand dining room and seated at a table for six. Lee took a seat at one end of the large, dark oak table. Jessica was seated at the opposite end, leaving Mariam and I on the same side. Opposite us were an older couple who looked to be in their fifties. They each had olive skin and touches of grey in their dark hair.

Lee went around the table introducing everyone. "And these are the Esposito's, Luigi and Helena."

"It's nice to meet you" Helena turned towards Jessica "Lee didn't mention what line of work you were in?"

"Content creation" Jessica responded calmly.

"Do you mean like the YouTube or tic-tac?"

"Something like that" Jessica took a sip of her drink, a strategy to avoid more questions.

"And you?" her husband asked me.

"Retail" I replied, not sure if I should say more.

"He's not one of your employees is he Mariam?"

"Oh, much more than that" she announced proudly "our company will greatly miss him when he graduates."

"And what are you studying dear?" Helena inquired.

"History."

"Not much work in that industry, I hope you don't expect Mariam to support you."

I looked over and saw that Lee was enjoying this exchange. I suddenly wondered how much he was paying Jessica to be here, and if choosing her as his escort was just a coincidence. Thankfully we were saved at that moment by the arrival of our first course. A small plate of arancini were placed in front of everyone.

"How lovely" Helena exclaimed "I haven't had these in years. Lee, it's so nice of you to remember."

"Of course" Lee smiled towards Mariam, making sure she noticed the exchange. The Esposito family own a lot of real estate across the city. They could easily make it difficult for the Hadid family to expand their business.

"Your invitation offered a private tour" Mariam stated, not even bothering to try the food placed in front of her.

"Not without me" Helena interjected, her mouth full of rice and cheese.

Lee stood up gracefully, opening his arms out to the table. "How could I disappoint such beautiful ladies? Would the gentlemen like to join me also?"

"Sounds good" Luigi dropped the last arancini into his mouth as he spoke.

"I think I'd like to find a bathroom" I was starting to feel overwhelmed and wanted to splash some water on my face.

"I can show him the way" Jessica offered.

"Thank you my dear" Lee responded before leading his group towards the lobby.

Jessica lead me through a long corridor to an immaculate elevator. She then pushed the button for up.

"Is the bathroom on another floor?" I asked, feeling confused.

"It's a special bathroom" she replied "they'll be on that tour for a while and you deserve something nice after all their backhanded comments."

A few minutes later we arrived in front of a red door, located somewhere on the seventh floor. It felt weird to imagine myself that far above street level. Two Adam and Eve looking figures lay comfortably beneath a sign that said UNISEX.

Decadent. That's the only word that cames to mind as I looked around the ornate bathroom. The doors were made of dark oak, elegantly trimmed with gold. A row of marble sinks stood solidly beneath a long mirror.

"I just wanted to splash my face with some water" I said aloud, too stunned to think of something clever.

"After you do that walk to the end of the stalls and check out the show" Jessica placed a comforting hand on my shoulder "I need to use one of the loos and this dress is not the easiest to get in and out of."

I looked at her voluptuous form squeezed into that tight dress and a thought occurred to me. "You'll be spending the night with him?"

"Yes, he had paid me for the whole night. He paid a lot of money and outbid the others."

"Others?"

"Remember the first night we met, remember when I mentioned a part of me that was 'untouched'" she looked straight into my eyes.

It took a moment for me to recall. Her bum, she had never done anal before. Some men would pay a lot of money to be the first cock in a new place.

"We both get to be jealous tonight" she held me close to her "Mariam is beautiful and I can tell that she likes you. I was going to wait a bit to ask but, would you consider moving into my apartment? I have a spare room and I don't mind if you're still sleeping with her or anybody else. Lord knows I'm in no position to judge."

I thought about this for a minute, it would mean more time for us together. I gave a slight nod "yes, that sounds good, I'm sure my house mates can find another geeky uni student to make up the rent."

"Thanks babe" she pushed away from me "seriously though, I really do need a piss."

"Wow" I laughed "sometimes you're just so... Bri'ish."

"Too right you colonial guvna" she said, exaggerating her accent even further.

I turned around and made my way over to the sink. Turning on the tap I began to splash water in my face, already feeling a little better. After drying my face I remembered what Jessica said and started walking slowly toward the end of the stalls. As I turned the corner I was greeted by an unusual site.

In front of me was a large, L-shaped couch. On one side, two young women. The first had twin braids of red hair and appeared to be wearing a dirndl, designed to maximise her small breasts. The second woman was also petite, with short dark hair and dressed as a French maid. Sitting across from them was a man I would describe as a Dorian Grey type, wearing a pin stripe suit with luscious hair that stopped just above his shoulders.

"We've been so terribly bored" he drawled in his upper class voice "finally someone has come to play with us."

"He's cute" the maid moved a hand along her thigh.

"I think he likes you" the man added "but he'll have to go through me first."

"Through you?" I asked, hoping that I wasn't expected to fight him.

He stood up slowly and moved towards me. Casually he removed the red scarf that was wrapped around his neck. Soon the scarf was wrapped around me and I felt myself being pulled in towards him. I felt strange being this close to another man, but also a bit excited. He smelled lovely and I was starting to feel intoxicated.

"Let's start slow" he instructed "if you're willing to make out with me, then these lovely ladies will make out with each other."

I managed to nod my head slightly, too nervous to speak. He leaned in and made the first move. It was rougher than I'm used to, but I was soon able to lean into the experience. His strong arms held my body and I felt... safe? I didn't want the feeling to end, but it soon did.

"First time?"

"Yeah."

He stepped away from me and moved back to his position on the couch.

"Danke for the show" the German bar maid purred with what sounded like an authentic accent "now it's our turn and please, feel free to touch yourself. We like to know when our audience is having a good time, ya?"

And with that she began lowering her dirndl, revealing two light pink nipples. Before I had a chance to fully take them in, her French maid counterpart was already fondling one of them. Without thinking I moved my hand down to my trousers and began touching myself through the fabric.

"Her name is Olga" the maid told me "and you can call me Chloe. You may instruct us and we will obey, but it is our choice, understand?"

"Yes."

"Yes, who?"

"Yes, Chloe."

"Very good, now what would you like to see?"

"Could you... suck on her nipple?"

"Oh, yes" Olga moaned "get that froggie mouth over here while I watch this handsome man touch himself" she winked at me, which turned me on even more.

I was rock hard by that point, watching Chloe delicately sucking on a nipple. I noticed also that her hand was moving up Olga's skirt, causing the petite bar maid to moan in pleasure. She moved her thigh slightly, allowing for easy access and giving me a view of her white panties.

"So here you are" Mariam's voice came from somewhere behind "I'm sorry to break up the show, but I'm leaving now, and this boy came here with me."

"Oh, Mariam" the man spoke lazily "always ruining our fun."

 

Suite Penetration with Jessica Thot

After leaving her night shift guy in safe hands Jessica made her way up to the room Lee had booked for the night. Tapping her card against the door she made her way in to find that Lee was already waiting for her.

He sat casually in one of the antique chairs, absent mindedly scrolling through his phone and wearing only an expensive pair of boxer shorts. Laid out on the bed was a maid's outfit, an interesting choice for someone who had grown up in the hotel industry, and no doubt had already had sex with several real maids.

He said nothing as she slipped out of her dress and began putting on the small uniform. It was clearly a costume maid's outfit and not something worn by actual staff members. However, he had paid extra to have the Tipton Hotel logo embroidered onto it. The white uniform contrasted beautifully with her dark skin, and she took a moment to admire her thicc thighs beneath fabric that she guessed was covering only half her arse. Easy access, she thought to herself and smiled.

Once dressed she stood quietly at attention, waiting for him to come over and inspect her. He stood up slowly and she could see that he was partially erect. A little disappointing as most men should be fully hard seeing her in such a short dress. Of course Lee could have almost any woman, unlike the men who followed her on Only Fans. Maybe he would let her take some photos afterwards or even keep the outfit. She felt turned on imagining her night shift guy making love to her as she pretended to be his maid.

"Not bad" Lee mused "you fill that dress out well."

"Thank you master" she responded as she had been instructed to earlier.

He took his boxer shorts off and looked down expectantly at her. His brown cock stood at half mast and she could tell already that he was larger than average. Was that natural or did he use supplements? A rich man like him could afford the best, if such a product was real and not just an online scam.

"As you can see" he began "I am not yet ready to fill in your back hole."

"Of course master" she knelt down in front of him. Her poor knees, no pillow would be provided for her tonight.

She gently took his member into her hand and began slowly stroking, moving from top to bottom and back up again. This wasn't having much effect so she opened her mouth and licked the underside of his shaft. Things felt a bit harder now. Good, she thought to herself, progress.

She opened wide and took his entire cock into her mouth. She didn't need to work much after that as he immediately began roughly thrusting into her throat. Thank goodness for her lack of gag reflex, she thought, as he fucked her mouth.

Once he was fully erect he removed himself from her mouth. Jessica let out a few loud breaths before regaining her composure.

"Prepare for me on the bed" he instructed.

"Yes master" she replied obediently.

She walked over to the bed while massaging her jaw. Assuming the position she leaned over the bed. No need to pull her dress up as she could feel that her bum was fully revealed to her client. While she waited she could hear that he had gone over to the night stand to apply some lube.

"Is your ass ready for me?"

"Yes master."

"That's a good little whore" he sounded turned on by his own words "at least you saved something for a nobleman like me. It almost makes up for giving away your other holes to less deserving men."

"Thank you master."

She could feel his strong hands separating her cheeks as his cock started to make its way inside. He is big, she thought, and she could feel every centimetre.

"You're so big master."

"All the better to fuck you with my dear" he laughed joyfully as he began thrusting, slowly at first, but soon picking up speed.

"Oh my, oh oh" she moaned loudly, only slightly acting to encourage him. This was a new experience for her, but she already knew she would like to try it out with other men. Or maybe Susan and one of her dildos. She was getting moist just imagining it.

"What an amazing little slut you are" he seemed to get off on degrading her, not that she cared at the moment. "Worth the money, that's for sure." As he said this he playfully slapped her arse. She reacted with a high pitched squeal, which resulted in him slapping even harder.

He was clearly enjoying himself and it wasn't long before he came loudly. She could feel his cum filling her anal cavity and suddenly wondered what it would feel like as it slid out of her. After cumming he soon removed his cock and began wiping himself clean on the back of her uniform.

"You were good" he said while catching his breath.

"Thank you master."

"I need to shower now. You should go, I have another girl arriving later tonight. Keep the uniform, I have no doubt you will want to remember this night."

"You are too kind master" she stayed still and listened for the shower to start. Once she could hear the water running she picked up her dress and started making for the special bathroom.

Once there she draped her dress over one of the stalls and took a seat, letting the events of tonight sink into her mind. As tired as she was she still noticed how quiet it was. The Dorian Grey type and his two Euro girls must have left for the night. A pity, she thought, she was hoping for another sexual encounter.

After emptying herself as much as possible she washed her hands and splashed some water onto her face. Not ready to go home yet, she walked around to where the couches were.

"Oh" she was startled when she saw an older man sitting on one of the couches. Short grey hair, dark suit with a bolo tie.

"Sorry to startle ya" he said politely in a southern US accent "I jus' needed somewhere quiet to rest up."

"Don't worry about it" she replied, then had a thought "were you hoping for some of tonight's entertainment?"

"It seems everyone's gone home" he looked her up and down, then started to reach for his wallet.

"No no" she interrupted "this is on the house, I've been bought and paid for by Leopold Tipton." Not technically a lie, she thought to herself.

"Now that's a bit of luck" he gave her a big smile as she slowly walked over, revealing her trimmed bush with each exaggerated step. She motioned for him to stand up as she took a seat on the arm rest, putting her face at the ideal height. She could already see that he was rock hard. Reaching forward she carefully unzipped his trousers. "You're a good girl, aren't ya darlin'?"

"That's right mister" she said cheerfully. Smaller than her last endeavour it wasn't long before his cock was in her mouth. Being a gentleman he seemed content to let her show off her skills as she did her best to give a nice sloppy blow job.

After a while she released his member, resulting in a satisfying 'pop' sound. "So, what brings a southern gentleman like yourself to Australia?"

"Business" he replied as she was jerking him off.

"And is there a Mrs back home waiting for this?" she squeezed gently as she spoke.

"I've been divorced now for a few years" he said sadly.

"Any children?"

"No" he began "we couldn't, I..."

"It's okay, I was just hoping you might be a DILF."

"Oh" he perked up a bit "y'all one of them daddy issues kind a girls?"

She looked up at him, cock in hand "oh daddy, we all are."

"In that case darlin' you better put that back in your mouth, 'cause daddy's got a present and it ain't far away."

She quickly obeyed and took his cock into her mouth. He was very turned on and began desperately thrusting into her. It wasn't long before he came inside her, probably more than he had cum in a while. Her mouth was so full and she could feel semen running onto her chin.

When she was sure he had finished she looked up and opened her mouth, revealing a large load of cum on her tongue. He was staring down at her, looking both tired and enamoured. After Lee's almost disinterest, it was nice to see a man who could worship her. She closed her mouth and made a show of swallowing his load.

"What's yer name darlin'?"

"It's Jessica."

"Jessica, that was the best orgasm I have had in a very long time."

Looking into his eyes she could see that he was being completely honest. These were the moments that made her love her job. These moments were why she became a sex worker. Now, there was nothing left to say, except "thank you daddy."

 

Evening Facial with Jessica Thot

"I think that's the last one" Leonard said as he placed a fourth cardboard box on the stack.

"You own a lot of books" Jessica commented.

"I need them" her boyfriend replied "it helps get me through the long nights."

She pouted, pushing her chest forward slightly "I thought that's what I was for."

He smiled and she reciprocated. She knew he would spent his nights with her if he could. However, at least for now, he spent most of his nights working at a small convenient store. In fact, that was how they met.

"You two make a sweet couple" Leonard said "what's your secret?"

She looked over at her boyfriend "can I tell him?" Her night shift guy nodded. "It's polyamory, we never get jealous and we're both very satisfied."

"I'll let you stop there" Leonard replied "it's enough to know that my son is happy."

"Very" she bounced slightly, giving Leonard a nice show her heaving bosom.

"I'd like to stay, but my shift will be starting soon" her boyfriend stated.

"I can go" his dad offered.

"Please stay" Jessica insisted "I already have a lasagne baking in the oven."

"I guess I can't say no to that" Leonard replied. She also noticed that he was checking out her thicc thighs, highly visible under a purple top and black running shorts.

A half hour later Jessica was watching closely as her boyfriend's dad tried her lasagne.

"How are you finding it Leonard?" she asked hesitantly.

"It's delicious" he replied between mouthfuls "and you can call me Leo."

"Hmm" she thought, leaning forward and gently squeezing her cleavage together "you seem too proper to be just Leo."

Her boyfriend's father was an English teacher in his late fifties. It was still summer, but he was wearing a long sleeve button down shirt, with all but the top button done up. His grey hair was neatly combed in an old style, and his hazel eyes looked out behind the thick lenses of his spectacles.

"Hmm" he thought, and she could see him adjusting himself under the table. "This is very good, you're a talented chef."

"It's not my only talent" she replied, and then felt bad when he started choking on his food. "Sorry about that. Take your time, we have all night and you'll need to get your strength back after all that heavy lifting."

"And if I'm too distracted to eat?" she could see that he was starting to catch on.

"Then, as a good host, it is my duty to alleviate that distraction."

With that comment she climbed out of her chair and carefully removed her top over her head. She then slowly removed her short shorts, turning around so that he could get a nice view of her arse.

"Is that helping?"

"Perhaps I should try that" he replied, and began removing his own trousers and underwear.

He was still seated, but when she walked around the table she could see he was standing at full attention. Reaching into her lacy bra (the only piece of clothing she still wore) she took out a purple condom and passed it to her boyfriend's father.

"Could you open this for me?" she asked seductively, placing her other hand on his cock. As he took the wrapper she used her other hand to cup his balls. "My little hands are just so full at the moment."

He was breathing quite heavily now and couldn't answer as his hands fumbled with the plastic wrapper. Jessica didn't mind, she was enjoying the power that she had over him. Her boyfriend had told her that his parents had divorced over ten years ago and his dad hadn't dated much since then. The poor guy was probably overwhelmed with excitement, and maybe a little guilt knowing that he would soon be fucking his son's girlfriend.

After several minutes he managed to get the packet open. "Thanks babe" she smiled up at him as she began rolling the contraceptive onto his member. She stood up and began unclasping her bra, soon liberating her large breasts. Guiding his cock with her hand she sat down on top and gently brushed her melons across his face.

"Should I call you daddy" she asked in her sweetest voice.

"Could you..." he was still breathing heavily "call me... Mister... Astor?"

"Of course Mister Astor, and thank you so much for changing my grade" she added to the fantasy "now I can stay on the cheer squad."

"You're... quite welcome... Jessica" he reached around and grabbed her bum as she continued to bounce up and down.

Jessica was loving this, and could tell he was too. However, by setting the rhythm she could feel herself getting close and didn't want to stop. She kept going and let the pleasure come up on her.

"Oh, Mister Astor" she screamed "I'm so close, and you're such a good teacher."

With her own words turning her on, she came all over her boyfriend's dad, fulfilling both a hot teacher and a borderline incestuous fantasy. As her orgasm started to subside she began to slow down and was soon resting her head on his shoulder.

"You're such a good girl, Jessica" he spoke normally while softly patting her on the back "how would you like to improve your grade even further?"

Sighing loudly, she responded "Mister Astor, you know I'd do anything for an A. I never had one before" then she thought of a clever pun "of course, I get a lot of D's and I don't just mean my grades."

"I've never done this before" he started "but I've seen it in videos and I was hoping to try it someday."

"Don't be shy Mister" she whispered into his ear.

"Could I... could I cum on your face?"

She climbed off and obediently knelt down in front of him. As he stood she looked up into his face, batting her eye lashes with as much innocent as someone named Jessica Thot could fake. As he began stroking himself she grabbed hold of his thighs to steady him. She looked up expectantly, hoping those same eye lashes would protect her from the semen that was about to cover her face. She didn't do facials often, so she was already making a mental note to take some selfies later and sell them to her fans.

"Get... ready" he warned.

"Gimme all you got professor" she yelled "give this horny cheerleader what she deserves, cover her..."

She didn't get to finish, the first spurt of warm cum splashed against her cheek. Instinctively she closed her eyes as he unloaded wave after wave onto her eager face. One glob touched her lip and she quickly slurped it into her mouth before remembering that she wanted photographic evidence. Luckily she hadn't swallowed and relaxed her lips to let the mix of cum and saliva slide down her chin.

She could hear him stepping back to admire his work. Tentatively she opened her eyes, relieved to feel that no sperm had glued them shut.

"Fuck me" he managed after a minute of admiration "that was the hottest thing I've ever seen."

"Thanks Leo" she replied cheerfully "now finish your dinner while I take some selfies for your son."