Read Me Tonight Season 1 – Story 4
29-year-old Ashley was not happy living in Sydney with the job she had and almost felt entirely defeated. But things turned positively when she confided in a friend and through her was introduced to a secret job of being a lesbian escort to various girls and women who helped Ashley to rediscover herself.
18+ Disclaimer – All rights reserved by Read Me Tonight, please contact for permission to use any parts of the work. And as always, enjoy yourselves, but make sure you are old enough.
Read Time: 36 Minutes
Ashley (29) is a bubbly Australian girl in Sydney who moved from Brisbane 9 years ago for her career. Mainly for work opportunities, but also following a university boyfriend at the time who had to move. She worked at an insurance company in HR and unfortunately spent most of her days at her desk with training manuals and recruitment processes. Typical corporate style offices with professional dress codes, office hours and located at Martin Place. Snooze.
Her friends sometimes called her Sam, thanks to Ashley’s resemblance to a certain famous TV person. Long golden-brown hair, Australian accent, similar size and eye color. Her friends were making her life in Sydney fun, her job though she started to hate with each passing day. It was very monotonous, strict on time and kind of a same sh*t – different toilet routine.
In fact, Ashley was on the verge of moving back to Brisbane. The unhappiness caught up, a few of her friends made it worthwhile but most days she came home in the evening exhausted. Brain too fried to be bubbly and socialize, lacking passion for basic things in life like exercise, home cooked meals and sometimes even general tidying up around the apartment.
What made her stay was a conversation one evening over dinner with her friend Kate. She met Kate at an office Christmas party many years ago when she first started in her job. Kate was the date of a male colleague at the time, but the two of them got along so well that the same night they drunkenly made out in the bathroom and exchanged numbers. They always joked about it, chalking it up to alcohol. They have not made out again though, and genuinely became good friends.
Ashley shared the sadness about her work with Kate this particular dinner, and how she thought about moving back to Brisbane. How she felt like she was losing her mojo in life. It was at that point Kate opened up to Ashley about a second job she had, coming up to almost a year and ongoing. No one knew about it.
See, Kate met a guy who ran an escort service for women only. Kate acted on her gut feeling and signed up. The guy had been sending her to female clients on a weekly basis since then. Sometimes on a slow week only once or twice, but she also had weeks with 2 clients a day up to 10 in a week. Getting that bag $$$.
Kate explained how most of the clients were older women, sometimes married sometimes professional women with careers, and how the pay was really good. The guy takes a handling and security fee, but a majority was for Kate to keep. All Kate had to do was make herself available to entertain the women as requested. Often purely sexual and no relationships, for great money.
Ashley strangely felt drawn to what Kate was saying, looking for cues in Kate’s voice or face on whether she was genuinely giving friendly advice or lying up a storm. But Ashley could not find any, her gut feeling was comfortable to consider this.
Ashley spent the rest of that night thinking about Kate’s job non-stop, intrigued to also have a secret second life no one knew about, where she got paid to do something she occasionally did for free anyway. She was not sure if she was bi or lesbian or anything at all, but after a few drinks she appreciated the female sexuality a lot. And the next morning, she texted Kate to put her in touch with that guy. She even convinced herself to try this in a sober mood, why not see where it would lead.
Kate called her later that day and suggested they met after work to make the introduction for Ashley. And that was how this adventure for Ashley started. It would add a sense of excitement to how she viewed life, a sense of proud naughtiness, a boost to her confidence and an upgrade to her wardrobe with all the extra cash money.
She met Kate after work, and they got on the train together to the eastern suburbs. The guy ran his business out of a luxurious apartment and was always open to taking on more girls as long as they were a right fit. Apparently, he already had a team of 16 girls, Kate explained, all seeing new and regular clients. Ashley could pick her own hours and even preferences in clients and say no when she wanted. The shortest appointment was 30 minutes for $200, and it increased from there depending on what the clients wanted.
Kate mentioned as they walked from the train station, that she had to put a good word in for Ashley to set this up so quickly. While the guy was looking for more girls to join, he was also very picky and critical of the motives and seriousness of his ‘candidates’. It was expected, Ashley thought, this was not the kind of business to have negative word of mouth spreading about.
When they got to his apartment, Ashley was surprised to see how beautiful, big and professional it looked. With a walk-in kitchen area, large living room and balcony and probably a few bedrooms. The guy showed them in and introduced himself as Russell.
Russell brought them all a Corona from the fridge and sat down in the living room area. Ashley felt her nervousness dissipating as she took a few sips of the beer. Russell exchanged pleasantries with Kate and proceeded to ask Ashley a few questions about her background. Interview style and inquisitive. But friendly, Ashley felt comfortable talking to him. He had a friendly and pleasant energy about him.
They chit chatted about Ashley for a few minutes when Russell focused on Kate and what kind of clients she saw. Russell began to explain, the ‘line of work’:
There was a steady pace of new women contacting him to sign up through various channels of advertising he did not get into. But also, several return customers in the 1.5 years he has been doing this and they have referred many others to him as well.
He reckoned 80% of his clients consisted of older women, whether in the married category and doing this discreetly on the side as a fantasy or professional women who wanted stress release or good company as part of their busy work schedules. 10% consisted of a category he liked to call the ‘special girls’, usually younger girls under 30 that contact him for a variety of fun reasons – from girls with rich parents allowances who wanted to experiment or fool around, to actual lesbians who wanted the girl on girl porn star experience. Sometimes even other working girls who preferred another female to play with. Some were models shooting for their own fan bases and social media, others were strippers wanting a fun night out. Russell said these 2 categories were well received by his other girls, including Kate, and that Ashley would most likely enjoy them too.
The last 10% was not always a busy category. But certainly, worth it when there were requests. They were the BBW big beautiful women with fun personalities and lots of naughty fantasies. 3 of his girls had a couple of regular clients in this space and enjoyed it a lot.
There was a catch though. Russell explained that he took his reputation and representation very seriously, and it would not be wise for business to send Ashley out to his clients based on just her word that she was good with women.
He paused. Ashley tensed up and looked at Kate.
Luckily, he followed up by saying he was also not interested in lawsuits for inappropriate interviews and conduct. He had 1 client he sent his first girls to. If they made that client happy, Russell was comfortable enough to send them to others. He explained that the woman was in the 80% category but liked to seek out new girls and loved the power of judging the girls’ performance to report back to him.
Kate interjected and assured Ashley that the client was nothing to be worried about, just a married woman who liked to come to the apartment and used one of the bedrooms. She usually would make small talk with a new girl and then go to bed. Kate said the woman would eat her out and expected the same in return, testing in particular for whether or not Ashley was genuinely enjoying it or faking the enthusiasm for money.
If both could get off genuinely, then the woman gave Russell the seal of approval. And yes, she pays for the service, even if sometimes the girls do not make her happy. So even though it would be a test for Ashley, it was already a paid one to initiate her into what the work was like.
Russell further explained that the best way to look at this line of work, was to enjoy it. Enjoy the flexibility to work with him and have the clients that would be lots of fun and properly pre-screened. Make good money as well. And Ashley should not judge herself, or even tell anyone, as this was best kept a secret. It would even help her sexuality and confidence.
Then Russell paused again. Kate smiled at Ashley, and they all allowed a silence to process everything. Awaiting Ashley’s response.
Ashley was sold, she felt a nervous giggle coming from within and looked at Kate for affirmation. And Kate was looking back at her, with trusting eyes glowing; YES – DO IT.
She agreed to sign up.
Russell cheered with his Corona to Ashley’s decision, and told her to come back with Kate that following Saturday. His regular photographer, and he made sure to mention she was female, would take a few photos of Ashley. Nothing too personal or nude, just for a profile sake. Russell asked Ashley to bring enough of her own clothes for 5-6 different outfits. One casual outfit for a daytime date, one nice dress for going out, a couple for Ashley to decide and show her personality and one with a bikini.
But before they did the photo shoot, he would also arrange for Ashley’s first client to be there. Ashley would need to prep herself for the photo shoot but to also be with the woman while Kate, Russell and the photographer were in the other room. And if the woman came out with a smile on her face then Ashley got the job and photo shoot. If not, it was game over from there but with a bit of cash in hand to walk away with.
Kate was a very supportive friend to Ashley the rest of that week. Encouraging her and making Ashley feel like she could do it confidently and not to worry. Ashley even masturbated a few times at night that week, thinking back to some of her previous drunken experiences with girls. Psyching herself up for Saturday and the new line of work. Excited to add a bit of spice to her life.
Days at work seemed to go by like a breeze in the weeks Ashley dived into this new second job and her new lifestyle that came with it.
And Saturday at about 12 noon, Ashley and Kate arrived back at Russell’s apartment. Ashley brought a small, hand luggage sized gym bag filled with a couple of outfits and she was already wore one of her favorites – short jean hot pants with her hair down loosely over a baggy white opened blouse, Ray-Ban’s and open shoes showing a nice pedicure.
Russell greeted them at the door, and they walked in. He introduced Ashley to his photographer friend Trish and left them for a minute to get acquainted. Trish was what you could call a rock chick, with black clothes and some tattoos and very friendly personality close to Ashley’s age. Trish had lots of camera and lighting equipment set up on one side of the living room area and seemed legit.
Russell brought Coronas and mentioned the client was on her way, probably 20 minutes away. In the meantime, Ashley showed them her outfits and tried a few on. Russell approved and Trish also showed Ashley some of her previous work. Beautifully done photographs that never included the full face of the girls but showed their beauty, body and fashion sense in natural ways. Ashley wondered if these were the other girls but did not ask. Trish explained that Russell used these as profiles for his clients, since they told him what they wanted to do, and he wanted to provide those experiences. By understanding his own girls, he could match those that he knew would get along very well.
And then Russell got a call, which he took briefly – Ok I’ll buzz you in.
Russell stood up and walked to the intercom and pressed the buzzer. He stood waiting at the door, jokingly turned around to Ashley who was back in her original outfit again – Drink up, she’s here.
Ashley would always remember those words, the announcement her first client was coming.
When Russell opened the door, Ashley heard a friendly female voice greeting him. An approx. 5’7” or 5’8” brunette woman walked in dressed in a summer gown, covered in jewelry and looked like she was around her mid to late 40s. Either a rich woman herself or someone with a rich husband that liked to spoil. She looked skinny and on the verge of muscled, her shoulders and arms looked visibly ripped and strong. She had a nice tan and probably with little body fat. She also had an Australian accent and Ashley could smell a strong perfume scent from across the room.
The woman greeted everyone in the room like she has seen them before, coming to Ashley last and did not say much. She extended a hand to greet her. Ashley reciprocated and introduced herself and even out of nervousness said – It’s a pleasure meeting you I’ve heard great things.
The woman was quite friendly to Ashley and kept a strong, seductive eye contact. She reached for Ashley’s Corona and even took 2 sips. She was being very forward which jolted Ashley a bit, and when she gave the Corona back, she continued to hold Ashley hands while they talked. At one point when Ashley answered one of her inquisitive questions the woman even stroked Ashley’s hair on the side while listening. A bit awkward at first for Ashley, but she went along with it feeling everyone else watching them and the pressure to impress.
The questions Ashley was asked were also quite direct, from her age to her favorite previous experiences with women to why she wanted to do this. 10 minutes went by and they drank another Corona and continued to talk. Everybody else in the background scattered, Kate took her drink and her phone to the couch and Russell and Trish were at their laptops working.
When Ashley had 2-3 sips left in her Corona, the woman interjected with – I like what you’ve told me so far, drink up. I want to go to the bedroom.
The woman swiftly turned around and walked to one of the nearest bedrooms.
Ashley was stunned and looked at Kate who smiled back at her and gestured to follow the woman. She skulled her drink and mentally told herself to go for it.
When Ashley walked into the bedroom, she heard the woman instruct her to close the door. Ashley heard the tap running in the en suite bathroom. The woman also instructed Ashley to sit on the bed.
When the woman came back, she walked over to Ashley and stood in front of her. You’re a pretty girl, I bet you will make me happy, won’t you?
And Ashley nodded in return, feeling excited and comfortable with the woman.
The woman pushed her to lay down on the bed and climbed on top. They started kissing and felt each other up naturally, from a slow kiss to quickly picking up the pace and making out. Ashley tasted and smelled the woman’s perfumes and natural body odors. On top, horny and pining for her.
During their make out the woman excitedly caressed both of Ashley’s boobs and drove her knee in between Ashley’s hot pants. Ashley felt how wet she was becoming in her pants and grinded back to the woman’s knee. They embraced and for a few minutes passionately kissed and moaned into each other’s arms.
The woman suddenly broke their kiss and stood up from Ashley. She quickly unbuttoned Ashley’s pants and slid them off, panties immediately after. And then she went for it, stunning Ashley with a fast nosedive between her legs, lapping up an already wet crotch. Munching sounds filled up the room as well as Ashley’s heavy breathing. She swayed her hips left and right and pushed back to grind on the hungry mouth. The woman stood next to the bed hunched over between Ashley’s spread legs.
Ashley lost herself, closed her eyes and experienced jolts of pleasure throughout her body. She completely forgot about the nature of the situation and felt the woman was so in tune with her pussy she had no time to think about anything else. It was like Ashley fought her own mind not to come too loudly and the woman knew, so she increased the pressure on her tongue.
Ashley held the woman’s head and continued swaying, feeling the woman consistently swirl around her inner slit. 5 minutes later and Ashley could not hold it any longer, she jolted and came with a soft but extended moan.
The woman stopped eating her and stood up again. While Ashley spasmed with aftershocks, the woman took off her own dress and tossed it to the side, also her panties.
Ashley was still turned on looking at the woman undress, who appeared beautiful in the nude. Very toned body and tanned, with a crotch area that had hair but looked very neat and looked after.
The woman climbed back on Ashley, but this time slid up to her face and slowly hovered down to cover Ashley’s mouth – You have under 10 minutes hon, I’ve been pining for you.
From Ashley’s perspective, she watched this beautiful older woman climb on top of her and lowered her thighs around either side of her face. Ashley opened her mouth – OMG yes you know what you’re doing, keep that mouth open hon and let me have some fun.
Ashley noticed the woman’s hands adjusted on her head and the hips rocked back and forth to her tongue. In what felt like 5+ minutes, Ashley watched and tasted the woman’s wet lips rocking up and down on her face. It felt naughty and slightly wrong, but in a strongly exciting new way –
Yes, keep it steady like that hon, yes
I’m not far from coming on your pretty face, let me reward your mouth
Ashley was getting wet herself feeling the woman do all of this to her. It was like being in a porno without the film crew. She wanted the woman to come badly, so she could prove she had what it took.
And there it was – the hardened grip on her head, the intensity of the grinding and the increased flow of juices. Even body trembles and tightened stomach. The woman climaxed on Ashley, not quite squirted but definitely leaked up a storm down there. Ashley was wet around her lips, her nose, cheeks and even chin.
The woman sat on Ashley for another minute enjoying her afterglows, and then climbed off to the side. They both got dressed and the woman told Ashley she did a great job. When Ashley went to the bathroom to freshen up, the woman already left the room and went to report in with Russell.
When Ashley returned to the living room area, a little nervous and careful, everyone in the room applauded her and cheered with another Corona. Kate even walked over and gave her a celebratory kiss on the mouth, as well as another beer. Great job, enjoy another drink and we’ll take some pics of you.
The woman said goodbye, left $200 with Russell and shut the door on her way out.
Russell gave Ashley $170, and said that was her first glimpse of what a short meeting could be like. Hope you enjoyed it.
They spent the next 2 hours taking professional photos of Ashley in different outfits and poses. Once they had a good batch, Trish said she would email them to Ashley and Russell within 48 hours.
Ashley eventually packed up and decided to have an early dinner with Kate. Russell would contact her when the profile was ready, until then it would be back to normal life. Kate explained she had a client later that night, so she had to leave after dinner.
Ashley spent that night excited and reinvigorated, with a positive mindset. The ice cream she had she did not feel guilty about, the stupid comedy she watched she laughed at and the little bit of green tea she had relaxed her well.
On that following Tuesday she was copied in an email from Trish with 5 photos of her shoot. Ashley giggled at work looking through them. They were really good photos, properly made and sexy to look at.
And 10 minutes after Trish’s email, Russell emailed Ashley asking her to check off a few things on a list, so he had preferences to match with her profile.
18-39 years
40-59 years
One on one
Two or more
Sex only
Girlfriend experience
Shaved
With hair
Discrete outdoors/in public
Rimming
Anal
Toys and strap-on
Fetish play – please specify if applicable
Hardcore play – please specify if applicable
Slave/sub play non-hardcore
Can travel
Can host
Will do first timers
Will do other working girls
Available 1-3 times a week
Available 3+ times a week
Ashley laughed. She could tick several on this list, but there were definitely some she did NOT want to do.
She replied to Russell, thanked him for the opportunity to have the photos done and ticked off the boxes on his list. She also mentioned how she was looking forward to hearing from him.
18-39 years
40-59 years
One on one
Two or more
Sex only
Girlfriend experience
Shaved
With hair
Discrete outdoors/in public
Rimming
Anal
Toys and strap-on
Fetish play – please specify if applicable
Hardcore play – please specify if applicable
Slave/sub play non-hardcore
Can travel
Can host
Will do first timers
Will do other working girls
Available 1-3 times a week
Available 3+ times a week
Another 10 minutes went by and Russell replied again. He thanked Ashley for her preferences and said he would call the next day to discuss the first couple of appointments he could line up.
This was the satisfying moment Ashley waited for. She could not wait to speak to him the next day.
And when she was having dinner the following day after work, Russell called. Ashley excitedly picked up.
Russell detailed how he had 3 clients for Ashley to start off and get her feet wet. One the next day at 9 PM, a late 30s Australian office manager in town for work and the third time using Russell’s services. Ashley would need to go to her hotel room in a fancy dress and spend 2 hours with the woman. The woman liked to be told what to do and wanted a bit of sub and dominant play with Ashley. Russell further explained it was because she normally was very tense and bossy at work and fantasized about releasing that tension sexually. Nothing too hardcore though – She gets off on you getting off, feel free to use her to your liking multiple times.
He then continued by saying he had 2 for her on the Saturday. One was a 19-year-old girl, half Japanese half Australian, who also used Russell’s services several times before. That was the sixth time. Like Ashley’s first client, the girl would come to the apartment and they would use one of the bedrooms for 30 minutes. The girl had rich money to spend and none of her family or friends knew she was into girls. She could afford to pay for sex and liked to come by whenever she could fit it in with Russell. Ashley would also get to meet one of Russell’s other girls who was expecting a client at the apartment as well that day around the same time. Russell also explained that young girl could come across a bit like a spoiled rich brat – She will boss you around so just be open to it. But she is a regular for a few girls and could be a great source of income for you.
The other appointment for Saturday was a first-time client, which Russell explained was an important test for Ashley to see if she could attract return visits. An American lesbian lawyer in her early 30s, wanted to go for drinks first and see where it took them from there – Treat this one as a first date approach, she wants to get familiar with you and loosen up drinking, and later on take you to her place. A curious first timer, can lead to many return visits with you and our other girls if you play your cards right. She is paying for a whole evening of drinks and sex up to midnight, $600 for you when you get to her place.
The women have already prepaid their fee with Russell and would give Ashley her part upon arrival. He would also text her the women’s numbers, photos and meet up locations.
Russell also mentioned that he and the girls who worked each week would meet on Sundays for a brunch somewhere. To catch up and discuss the week. Ashley was invited to come.
Ashley agreed to everything and confirmed her first 3 clients with Russell. That was it, she was about to make up to $1200 in a week sleeping with 2 girls and 1 woman. The profiles sounded exciting, the scenarios naughty and raunchy, the clients mysterious and unique in character.
After they spoke, Ashley finished her dinner and saw the details for the next night come through on her phone. She was meeting the woman – 38, 5’9” and size 10, brown medium-long hair and curvy body with glasses and a few freckles – at a hotel in Darling Harbour. 3 selfie photos were included that were quite cute and a full body bikini photo that somebody else took of her at a beach somewhere. Sexy, Ashley thought, and considered herself lucky the woman was so good looking for an official first appointment.
Ashley needed to go up to the room and knock on time, the woman would expect her in a fancy dress and let her in. The first 2 of Russell’s girls that she requested said she was pleasant to talk to, friendly and personable. Good looking in person with a clean and well-kept body. Apparently, she started off both times nervous and shy, but loosened up eventually and enjoyed being turned into a licking slave for well over an hour.
Ashley was very impressed with Russell’s profiling, as he gave all the necessary FYIs to know what to expect and make the most of the situation. He allowed for good preparing by being very informed in his approach.
She prepared herself for the next day grooming wise and went to bed early. Work was a breeze and in no time, she found herself on the way back home again to freshen up and get dressed for the night. Heart racing, mind pumping and lower region tingling nervously.
At the hotel she passed through the lobby and knew to go to the 14th floor. And when she knocked on the door, 30 seconds went by and the door opened.
Ashley remembered how unnerving that moment felt, hoping everything she was informed about was true. It took a lot of courage to muster up this level of confidence.
The woman from the pictures opened the door and had a warm welcoming smile wearing only the hotel’s white bathrobe. She gestured for Ashley to come in and remained at the door as it closed. Ashley put her link down on a table and turned around to the woman. Nervous small talk ensued for a few minutes, where the woman offered Ashley wine from the minibar and opened a bottle of beer herself. After a few big sips of wine, Ashley switched off the decision-making side of her brain temporarily and began to actively flirt with the woman. Ashley could empathize with her.
Ashley sat closer to the woman as they kept on talking, smiled more at her and acted as if everything the woman said was breathtaking. They touched hands and fingers and Ashley stared at her mouth whenever she could. Even stared down to the woman’s legs, directly showing a sexual interest. The woman was a bit flustered at first but reciprocated the energy and increasingly opened up her legs to Ashley while they were talking. Whatever they were talking about was a blur to Ashley, she was so nervous that her mind was acting on auto-pilot and she was focused on performing sexually. After all, when the woman joined her on the couch, she gave her $600 to put in the link.
At some stage Ashley managed to directly ask the woman the one question that broke the ice, which basically implied she should stop wasting time and start offering herself up to Ashley – Cut the act, I know you want to serve me.
Hearing that jolted the woman and she perked up to Ashley – You heard, come here in front of me.
The woman went from the couch to her knees in front of Ashley and they started to kiss each other romantically. She touched on Ashley’s legs and shoulders from the floor in front of the couch, kissed Ashley with intent and worship.
Ashley got up in front of the woman and in one swift move lifted up her dress over her head. Ashley seductively revealed to the woman that she was not wearing a bra but had on a very sexy red lace thong. And Ashley grabbed the woman by her head, pushed her into Ashley’s crotch to kiss on her over the panties.
After a few minutes the woman herself used her teeth to take off Ashley’s panties and started eating on her knees looking up. She reminded Ashley of one of those Brazilian girls she sometimes watched videos of online worshipping the pussy and ass. Hungry and with true passion for it. For those that love the sound of pussy munching this was it.
Over what felt like the course of an hour, the woman herself pushed Ashley into different positions where she kept eating her. She sat Ashley on the couch and spread her legs, but Ashley gave all the instructions. Ashley told the woman exactly how and where to lick and at what speed and how much pressure. In turn the woman was increasingly losing herself and closed her eyes, enjoying every lick and taste of Ashley like a slave. And when Ashley built up her pressure, she managed to grind her way up and down the woman’s face to completion. But instead of giving in and what she normally did after an orgasm, she treated this like a paid job and immediately continued her act.
Ashley turned around and bent over on the couch – Eat my ass while you finger yourself. I want to feel you come with your tongue in me.
And the woman listened. She ate her whole ass up, tongued in and out just like those Brazilian videos and even paused a few times just to inhale Ashley’s booty while her own fingering was building up. Ashley eventually felt the woman come while tongue deep in ass crack, breathing out to her hole with a climactic spasm.
Ashley pulled the woman away and walked seductively to the desk in the room. She sat on the edge of the desk and put one of her legs on the chair. The woman crawled over, naked by now and lost her bathrobe, eating Ashley’s pussy again. Starting slow, she managed to keep munching on Ashley’s lips to keep them wet. There was not a build-up, rather still recovery, but it felt nice to have a constant lick. Whether a fast paced intense one or a lazy slow one, both were fun.
Ashley let the woman eat for quite a while, and enjoyed the view looking down on the woman. Then turned around and bent over the desk. She spread her legs slightly to be able to touch herself. Ashley instructed the woman to eat ass again. That was a quicker way to get a second orgasm Ashley thought, rather than waste 30 minutes on another licking build-up. The woman happily ate it up, with both hands spreading Ashley’s cheeks apart and tongued her ass. Up the crack and around the star in the middle.
Ashley managed to rub herself to a peak because of the woman’s constant pressure and shivered and moaned to herself.
She checked the time and by now 1.5 hours went by. Ashley was too tired to come again, so decided to get the woman off. She asked the woman to sit on the couch and kissed her intently while fiercely fingering the woman. Ashley entered the woman with a finger while rubbing along with her thumb, keeping the woman locked in a deep embrace of kisses and strokes.
After enough build-up and loud moaning coming from the woman Ashley pushed her back and sucked up her lower juicy lips. She placed her mouth on the wet, already sensitive and trembling area and sucked it up feeling the woman leak.
When the woman stopped shaking and glowing from her strong orgasm, they kissed again, and the woman breathed heavily next to Ashley – Oh my God I really tasted and felt your body. Thank you for that.
The woman spoke softly and thanked Ashley for her services. She also said Ashley could leave and that she would put a good word in with Russell. Ashley appreciated it and told her she was free to rebook and that she had a great time. And after getting her clothes ready she left the woman in her hotel and went back home to freshen up and sleep. Ashley also sent a quick message to Russell to say the first job was successful.
Everybody at work felt a different vibe in Ashley, they could not tell why but Ashley was a lot more vibrant and uplifting, seemed to handle her work with ease. She did not tell a soul and chalked it up to having started a new exercise routine.
When Ashley reported to Russell on Saturday morning, he was excited to see her and had a cupcake prepared to celebrate a successful first official client. She also met Jordana, a Mexican girl a few years younger than Ashley and intimidatingly stunning. Ashley felt ugly next to her and wondered why Russell hired her. If Jordana was one of the 15+ girls, how hot were the others? Ashley worried.
Jordana was meeting a regular of hers 15 minutes after Ashley’s young girl client and would use one of the other bedrooms for more than an hour. An older Chinese woman in her 50s that worked as a successful real estate agent would see Jordana a few times a month purely for sex. It was nice meeting her though Ashley thought to herself.
When the door knocked, Russell opened it and greeted a young-looking Japanese-Australian girl in tennis clothing and showed her in to meet with Ashley. Jordana was in the background and did not flinch from her phone. The girl had a friendly and beautiful face, but Ashley could immediately see the spoilt brat in her – I don’t have much more than 30 minutes available, can we go to the bedroom now?
And the girl handed Russell $200 and looked at Ashley. Abrupt, but Ashley replied and agreed – Sure, let’s go.
The girl looked exactly like in the 2 photos Russell sent Ashley, one was a cute selfie and the other in schoolgirl uniform cropped away from friends. She was 5’6” and size 8, an innocent girly-girl that acted like a tough chick and had her black hair in a ponytail. Pretty face and a petite body with a small A cup and long skinny legs, also rich full lips she did not need surgery for, those came from her mama. She had a bossy and entitled demeanor, the way she led Ashley into the bedroom and closed the door behind them – Ok, take my clothes off and kneel wherever you’d like.
Ashley did as she was instructed and took off the girl’s jacket and top which was a sports bra that immediately exposed her to Ashley. Then Ashley dipped down and undid the girl’s training shorts and slid them off along with the white granny panties the girl wore. She could see the girl had no hair anywhere around her crotch, perfectly clean shaven and with a great tan – Yeah, like that girl, now eat for that recognition.
Ashley nose dove into the girl’s protruding lips and started licking rapidly. As expected, it tasted like absolute honey, Ashley loved the taste but felt she did not like the girl on a personal level. And not long after the girl interrupted them – I can’t come standing up, let’s go to the bed.
The girl walked over to the bed and jumped on her back. She spread her legs flat out on the bed and gestured with both hands for Ashley to come closer and lick. Ashley went along with it, happily closed her eyes and buried her mouth in between the girl’s inner lips. She twirled around and lapped up everything with a guilty, albeit slightly sarcastic, pleasure.
Ashley noticed the girl closed her eyes and increased her breathing. One of the girl’s hands started rubbing a certain way and 10 minutes later came the first sounds and quivers of a building climax. Ashley kept her own clothes on the whole time, a knee-high skirt and t-shirt combination. Eating away at the girl Ashley kept maintaining a steady pace and pressure, really trying to make her come so she could leave.
And that she managed, when the girl grabbed her head Ashley knew she was close. The quivers increased, and the girl let out a soft moan and had a pressure release in Ashley’s mouth. And when done, the girl immediately pushed off Ashley’s head – Great, you are good at this. I’m going to go now but will seriously consider booking you again.
And within 5 minutes later, just about rounding up 30 minutes, the girl put her tennis clothes back on and left the apartment. Ashley came back out again and sat next to Russell – Great job Ash, keep it up and you will have regulars in no time, and we will all be making great money.
Ashley agreed, saying she could see herself making money like this for an indefinite amount of time. And decided to go home for a few hours to get ready for that evening’s date-client. $170 was hers and she left. On her way out she heard Jordana in the other bedroom, moaning with her client. Who knew what they were doing in there.
Ashley changed to a different going out dress, with matching jacket and shoes and brushed her teeth. She left home to meet her third client in the city at Town Hall. In the photos this American girl had short dark brown hair with boyish looks but also a curvy full-bodied size 10 and 6’0” body. They met at 8 PM and greeted each other. Ashley was stunned at how beautiful the girl looked in a black jeans and t-shirt combination.
They walked up a block to then take an elevator to a dimly lit and popular cocktail bar where they would sit in the corner of the crowded room in their own reserved table drinking and eating tapas. Their conversations were free-flowing, and with great chemistry. For a client, Ashley saw her opening up like as if it was a real date between 2 people. And by the time they finished food they were on their fifth drink. Having a lot of fun talking about sexual topics and personal experiences, something alcohol always invoked in people at some point during the night. They were into their second hour at the bar and not showing any signs of slowing down.
They both became tipsy and started to feel each other up under the table. The time for privacy was upon them, and after a quick bathroom break, they ordered an Uber and left the bar – I’m having such a great time, you’re a fun drinking buddy.
From the city they went to an apartment building in Bellevue Hill and walked up to her door. Once it closed, they drunkenly made out, touching each other’s boobs up and rubbed between each other’s legs fiercely like women in heat. Looked like no one else was home.
They jumped in bed together and continued sloppily French kissing and touching each other fully clothed. After many minutes of squirming and writhing and moaning on each other, they mutually had a small climax while passionately locked in an embrace.
What happened in the following hour was a sloppy and drunken compilation of hungry and worship-worthy mutual licking. Ashley ate her out first by undressing and spreading the legs. Ashley also turned her on her stomach and rimmed for a bit allowing her to grind on the mattress. Ashley then got eaten in return but was finished off by hand. The whole thing felt lazy after a while and they were glad to be done – Thank you so much, the money’s in the cookie jar on the dining table. Grab a drink in the kitchen and let yourself out.
She then kissed Ashley, picked up the clothes off the floor and went in the bathroom. A bit cold, but drunken still. Ashley did not mind leaving. She was exhausted.
Ashley stumbled into her own home later and threw herself in bed. After a great rest she was woken up on Sunday by Russell who told her they were meeting for a lunch instead at Bondi Beach. Ashley was happy to meet everyone and got up soon after to get ready.
She got another Uber to the restaurant and joined Russell at a table with 6 other girls chatting away and drinking cold sangria. He introduced her to everyone and allowed her to settle into her seat. Everyone cheered Ashley on as they heard about the successful first week.
They explained not everyone was present, usually depending on personal plans. But they all tried to be supportive of each other, and their regular clients, as much as possible. Everyone was very friendly and genuine, a real supportive clique of beautiful girls of various ages in the 20s and 30s. Russell’s Angels – so to speak.
Ashley would have more noteworthy stories to tell of things that happened in this new line of work. But she always stressed the fact that it gave her a positivity that at a point in her life, was very much needed.
For someone else this may not be the case.
We hope you enjoy the other lesbian sex stories from Season 1.
For more about Ashley check out How a Bored Australian Girl in HR Became a Lesbian Escort with extra articles and Pornhub videos.
Have you got any experiences like Ashley’s or moments where you arranged a lesbian escort for some private fun? Tell us about them. Read Me Tonight Lesbian Sex Stories.
