Lisa
Erotic Couplings Story

Lisa

by Needmore69 17 min read 4.7 (6,100 views)
prostitute whore blowjob anal threesome oral sex group group sex
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Author's Note

This is a work of fiction. A bit of fun, like most of the stories on Literotica, from those who like to write and read erotica that is fictional or from their own real life experiences. I do not claim it is a prize winner or a million copy bestseller.

So, Anonymous, enough with the (now deleted) 'shit fest' comments. If you think you can do better, sign up and publish a story and let others judge you. Does it really matter If there are grammar and the odd spelling mistake? If the story mostly flows and the characters are believable then so what? If you want a well written piece, then look elsewhere.

My first (and poor) attempt attracted some comments which I hope I have addressed with my recent works. It was written in haste in English and not American-English. (We use single apostrophes as speech marks on this side of the pond and doubles for quotation marks.)

I welcome constructive criticism and of course, positive comments, but not the crap from 'anonymous' persons who are too lazy or scared to sign up and give it a go.

Anyway, I hope you enjoy the following story, but if it isn't for you, then I apologise.

LISA

Lisa looked again at the latest bill that had arrived through the post earlier that day. Council Tax this time.

Everything was going up. Nothing was getting cheaper or even staying the same. Food, rent, mobile and wi-fi contract, utilities, everything.

Since her messy divorce nearly a year ago, she was only just surviving.

Lisa had a job, a job she enjoyed but the wages and hours had remained static and there was really nothing else that could offer her an increase in salary. Even part-time work was scarce.

"Karen would know." Lisa said to herself and she looked around for her phone.

She found it then stopped.

Karen would know what exactly? Lisa thought.

Karen was her best friend but she too had been through a messy divorce, probably worse than hers had been and it had been a while since they had seen each other.

Life had got in the way as usual.

It was getting late so Lisa made herself a decaf coffee. She could really do with a glass of wine but that was now a luxury that she couldn't afford.

Lisa picked up the crude handwritten spreadsheet and began seeing if she could make further economies.

The truth was, she couldn't.

For the next few days, Lisa mulled it all over. Short of downsizing even further, there was nothing she could do.

And how could she downsize anyway when she had no extra money to spend on removal costs and the upfront fees her internet provider, and others, would charge to set her up elsewhere.

Finally, in desperation, Lisa decided to call Karen.

'A problem shared is a problem halved' so the saying goes.

"Yeh, right!" Lisa said aloud. Then she called Karen.

"I'll be right over." Karen said after Lisa had tearfully poured her heart out to her. "Give me twenty minutes and I'll bring some wine."

Wine? Lisa thought. How could she afford wine? And, why was she sounding so positive? So cheery?

Karen arrived and Lisa was amazed to see her friend looking so radiant, so care free, so, ... so happy.

What the hell is her secret?

Karen and Lisa were both thirty-two, and Lisa thought Karen was beautiful with her long, light blonde hair and curvy figure. Better and more beautiful than herself anyway.

But then, Lisa always thought others were prettier than she was. She always considered herself as, well, average.

"Like fuck you are Lisa! Please don't put yourself down like that. You are gorgeous!" Karen exclaimed as she poured the wine after Lisa had told her how she felt about herself.

Both were now on their second glass of wine and were sitting on the sofa as Lisa explained how things were going, or not going, as the case maybe.

"Sorry Karen to burden you with this. I just don't know what to do anymore." Lisa said.

"Nonsense. That's what I'm here for!" Karen said and took hold of Lisa's hand.

"Thank you." Lisa replied. "But you have your own problems, that's why I'm sorry.

Karen, how are you managing?" Lisa then gestured at her wine glass. "How can you afford wine?"

Karen breathed in deeply.

"Simon leaving ... left me in a dark place. Just as you were or still are since Richard left. But I decided, after months of feeling sorry for myself, to take control and do whatever it takes to ... well, live." Karen paused before continuing. "To that end, I made a decision and being truthful, I wish I'd made it sooner."

"Decision Karen? What decision?" Lisa asked.

Karen squeezed Lisa's hand.

"I've joined an agency."

"An employment agency? Good idea." But Lisa was confused. Karen would have said something sooner if she'd found a good one.

"I need more wine." Karen said standing up, then she took Lisa's glass from her so she could top both up.

Lisa noted the smile had faded from Karen's face.

Lisa got up and followed Karen into the kitchen but was astounded to see her friend shaking and wiping a tear from her eye.

"Karen?" Lisa asked, concerned.

Karen poured the wine and put the bottle back in the fridge, before looking up at Lisa and speaking quietly.

"Sometimes ... sometimes I still feel ashamed of myself. Other times, I know I've made the right decision."

"Ashamed? Why would you be ashamed? And what decision Karen?" A now worried Lisa asked.

Karen breathed deeply to compose herself.

"It's not an employment agency I've joined Lisa, it's an escort agency."

"A what? Karen? What are you saying?" Lisa asked, startled.

"Don't be angry with me please Lisa. I really had no other choice." Karen began to weep.

Lisa, despite her obvious surprise, hugged her friend tightly.

"I'm not angry darling. Confused, maybe. Worried, definitely." Lisa said, hopefully with a soothing tone. But as Lisa's mind tried to process what Karen had said. Questions were making their presence known.

"How? When? Are you ok?" Lisa asked, concern written all over her face.

Karen stayed silent for a few minutes as she calmed herself down further.

"It's a small agency. Stella likes it that way."

"Who's Stella?" Lisa asked.

"Stella runs it. Owns it I suppose. She's ok. Really she is." Karen answered.

"How long have you been doing this Karen?"

"About three months. Like I said, sometimes I still feel ashamed of what I'm doing.

And, that's why I haven't been in touch. I'm really sorry Lisa." Karen paused and picked up her wine. "At the start, especially after the first time, I cried and hid myself away, but that's now thankfully, mostly behind me.

I really had no choice Lisa, but I can now look at my bank account without panicking and that means everything."

"How much? Sorry to ask. But how much do you make being an ...an escort?" The questions were out of Lisa's mouth before she even knew she'd said them.

But the prospect of extra money had now become the focal point in her mind.

"Depends on how many days I work. Well, I say days. But it's mostly evenings and nights." Said Karen.

Could this really be the answer? Lisa thought. Could this be something I could do?

No. No way. Who would pay for someone as average looking as I am? But who knows? Maybe they would. Karen though, had looked happy when she had first come over. Happier than Lisa had seen her since before their respective divorces, despite her obvious embarrassment.

There was now a definite and visible change in her, Lisa noted. Sure, joining this agency was a decision she hadn't made lightly, there must have been a lot of soul searching.

Lisa was ashamed to admit to herself that she too, now needed to do a lot of soul searching. A seed had been sown by Karen and it was germinating very rapidly.

"At the start," Karen continued, "I only worked one day a week until I was sure it's what I wanted, and when mother nature allowed of course. Now, I work maybe five or six days a month but only on Fridays and Saturdays."

"How much can you make Karen?" Lisa asked, now hungry for facts and information.

"Are you interested Lisa?" Karen asked back.

"I'd be lying if I said I wasn't. Like you I guess, I don't have a choice. But I need to find out as much as I can if you don't mind sharing. Sorry Karen."

"It's ok Lisa. Look, I'll be honest with you. This life isn't for everyone. But if you can get past it, past ... past selling yourself for sex, then it's not so bad. Stella vets the clients as much as she can, and as to how much, it depends on what the clients ask for. Time wise that is."

"Go on." Lisa pressed.

"Ok. Here goes." Karen seemed much calmer now. "I don't know what Stella charges the clients. It's a lot I imagine. But I get two hundred for an afternoon or evening. That's for a maximum of three hours. And five hundred if it's all night."

Really? That much! Lisa's mind was aghast at these amounts and she stared at Karen with her mouth agape and with very wide, unbelieving eyes.

"What is expected of you for those amounts Karen?" Lisa finally managed to ask with a slightly worried undertone. "What do you have to do?"

Karen was expecting these questions and took a large gulp of wine before speaking. "Nothing dodgy or dangerous if that's what is bothering you. No tying up or BDSM stuff. Stella won't allow that." Karen took another sip of wine. Lisa did the same.

"It's really just straight sex. Most of the clients just want to be with someone who is beautiful and sexy. A lot of the time, they just want company.

They want the pleasure of someone younger than themselves in some cases, older in others. They want to kiss and caress and be intimate with you and get the same back.

For the older ones, it makes them feel special, like they can still perform and please a woman. For the younger ones, those in their twenties, it's like a badge of honour to bed a gorgeous older woman.

But the bottom line is they want to be pleasured and they want to cum. Sometimes it's all they want and your needs, sorry, will come a distant second."

Karen paused again and drank some more wine. Lisa remained silent, for now anyway.

"As to what I do, what they want, to be more accurate, is really up to them. They have paid and paid well for you to give them exactly what they want. What they've asked for."

"Such as?" Lisa said, finally speaking. Her curiosity was now peaking.

"Oral is a given, a definite. All men like having their cocks sucked. I've not yet met a guy who doesn't like that.

Swallowing is also a must if they ask for it. Some guys, especially the younger ones, like to give facials or to cum on your tongue and into your mouth.

When it comes to the actual sex, the fucking, I've found most like the missionary position, not sure why. But they can choose whatever position they want.

A lot of the older clients prefer you to do all the work so girl on top, or cowgirl, is the position they normally go for.

Anal is also something some, but not all, want. You've done anal, right, Lisa?"

"Yes." Lisa replied, a little too quickly. Anal had been a big part of her sex life with her now ex, Richard. A sex life that had been varied and fulfilling. But that was before he had found someone younger and more beautiful.

'More beautiful'! Those two words again screamed in Lisa's mind, pushing the thoughts of money firmly aside, as they had done over and over for nearly a year now.

Lisa shook her head in an effort to clear her mind of those two words.

"Are you interested, Lisa?" Karen asked again.

"I'm not beautiful enough, Karen." Lisa said, the words still echoing in her head.

"I don't think I would appeal even if I did decide to do it."

Karen finished her wine and put the glass down before taking Lisa's hands in hers.

"It's strange how we view ourselves isn't it?" Karen said softly. "I mean, we're our own worst enemies, our own biggest critics. You think I'm more beautiful than you and yet I think the exact opposite."

Karen squeezed Lisa's hands.

"You are beautiful Lisa. Try and believe that darling, because it's true. You really are beautiful and sexy.

Let me introduce you to Stella. I know you have questions, lots of questions, but I think it best that Stella answers them. That is, if you want to, of course."

"Yes, you're probably right." Lisa said. "But I really need to think this through. Sorry."

"Don't ever be sorry for not rushing into things. Took me a while too." Karen looked at her watch. "God! Is that the time? I'd better get going. I'm not usually up this late on a school night. Thank god it's Friday tomorrow."

"Sorry." Lisa said apologetically. "I'll call when I've thought more if that's ok?"

"Sure darling. But make it Sunday. I'm ... um ... busy tomorrow and Saturday."

Lisa quickly tidied up before going into the bathroom and cleaning her teeth.

Once in her bedroom, she looked at herself in a free-standing full length mirror and tried to see herself as Karen saw her.

It was difficult. Lisa still saw herself as nothing more than average.

Lisa shook her head and ran her fingers through her long, dark brown hair. She then undressed down to her bra and panties before looking again at her reflection.

Am I my own worst enemy? She thought as she twisted and turned, looking over her shoulder one way, then the other so she could see as much of her body as possible.

She knew, though she still refused to believe it, that if Karen were here, she would say that she is beautiful and sexy. In her mind, she could hear Karen's voice complimenting her.

"'Darling, you're still a size 12! You have gorgeous boobs! What are they? C cups? Yes. Definitely C's and you have the most gorgeous arse! I'm so jealous!'"

But Lisa still couldn't see that. She couldn't see herself as Karen would. Not yet anyway.

Richard had left and taken all her self-esteem and confidence with him.

At work the following day, Lisa couldn't really concentrate.

Could I? Would I? Should I?

These questions were on a continuous loop in her brain. There was also her parents and her sister. What would they think if they found out?

All day Friday and most of Saturday, Lisa's mind replayed these questions and fears over and over. But, Lisa reasoned as evening turned into night, they don't have the life she now found herself in.

Neither her parents nor her sister could help her financially. She even doubted that they would even if they could. She was definitely on her own.

Lisa took a deep breath and picked up her phone and began to type a text to Karen, even though she knew Karen was 'working' tonight and wouldn't reply until the morning.

Soon as you can, introduce me to Stella x

Lisa expected it to take at least a week before being introduced to Stella, so it came as a big surprise when Karen called the following morning and said that she could meet her that afternoon in her apartment near Camden market.

"Call me when you're done darling." Karen said, turning to leave after she'd made the introductions.

Now alone, Lisa looked at Stella before accepting her invitation to sit down on an expensive looking sofa.

Stella was an elegant looking woman around mid-forties in age, but still quite attractive, Lisa thought.

Stella had a slim, but curvy figure and salon styled, collar length ash blonde hair. Lisa also noted that she had nice sized boobs under her tight fitting cashmere sweater.

Stella immediately put Lisa at ease.

"Let's keep things as informal as we can." Stella had said, smiling as she sat down opposite Lisa.

Lisa now had a glass of nicely chilled wine and sipped it gratefully.

For the next couple of hours, they chatted like old friends meeting up after months apart. Occasionally though, and not like she was reading out an application form, Stella would ask Lisa questions like what her dress size was, her bust size, and if she had any tattoos or piercings, tapping each answer into her ever present tablet.

"Only one in each ear and definitely no tattoos." Lisa answered truthfully to this latest inquiry.

Next, after Stella had poured more wine into Lisa's glass she asked Lisa about her love life and what in particular she did and liked.

"Most things I guess. At least, until my divorce." Lisa replied. "I like oral, giving and receiving. Love it if I'm honest and I'm ok doing anal if that's what they want."

"Do you have a favourite position Lisa?" Stella asked next.

"Truthfully, no. I'm ok with any position. It really depends on how things have progressed beforehand. But I've talked with Karen and she said most prefer missionary. Hope that's ok?"

"Yes. Yes it is. Good. I think I've covered everything. But I'll need to take your photo before you leave and add it to my website."

"What sort of photo?" Lisa asked nervously. Karen hadn't said anything about a photo being taken.

"Nothing risquΓ©, I promise." Stella said with a smile. "Just a head shot, well, an upper body shot really. Just your face and you showing a little bit of cleavage. Would you be ok with that Lisa?"

Lisa had worn a skirt and blouse to come here and undid a couple of buttons after Stella had asked her to stand against a plain wall which would serve as a nice background.

Stella undid one more and gently opened her blouse a bit further before stepping back and taking three or four shots with her tablet.

Stella then showed Lisa the pictures and Lisa, amazing herself, thought they looked quite flattering. But she still didn't feel as though she was beautiful enough to be an escort.

"Could you, sorry, would you take a couple more of me please?" Lisa asked shyly.

"Yes of course. But why?" Stella replied.

"My confidence is low." Lisa said quietly. "Actually, I think it's non-existent. Karen thinks I'm beautiful and sexy but I can't see that. Not yet anyway. If I can have a couple of pictures, or maybe a few that I can look at, then maybe, I will start to see myself as others do."

"You are beautiful Lisa! Beautiful and sexy!" Stella exclaimed. "I can definitely see you becoming very popular. But yes, I will take the pictures for you if you think it will help."

Popular? Me? Really? Lisa thought.

"Thank you Stella." Lisa then said gratefully as she stripped down to her bra and panties.

"Hold your hair up Lisa." Stella requested after she had taken a couple of pictures.

Lisa complied and Stella took a couple more.

Then, suddenly feeling a bit rash, Lisa reached behind her and unclipped her bra and let it fall to the floor.

"Nice boobs!" Stella said and took a couple more pictures.

Lisa's panties soon joined her bra on the floor and Lisa's shaved pussy was now on view for Stella to take more pictures.

Lisa knew, from their earlier conversation, that Stella didn't do girl on girl. Never had and never would. This had surprised Lisa given the profession Stella was now in. But the way Stella was looking at her now naked body, Lisa started to wonder if Stella was having second thoughts.

"Turn slightly and give me an over-the-shoulder look please Lisa." Stella instructed and a couple more pictures were taken. One with Lisa looking over her left shoulder and one with her then looking over her right.

"May I?" Lisa asked, pointing to Stella's chaise-lounge which was on the opposite side of the room.

Stella nodded and Lisa knelt on it and placed her hands on the raised end before spreading her legs slightly so Stella could see and photograph, from several angles, everything that Lisa had to offer.

"Beautiful Lisa! You really are beautiful!" Stella said after taking the last couple of pictures. She then handed the tablet to Lisa so she could see all the pictures that had been taken of her.

Lisa swiped slowly through the dozen or so pictures and she was pleased with what she saw.

"Hope they help Lisa but please, start believing me and Karen when we say how beautiful you are."

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