Chapter 1
You never wake up one day and decide, “I’m going to be a call girl”. Understand that these women get into the life for different reasons, but in the end the main motivation is always money. And most of the time it’s not out of greed. It’s usually for financial independence or because they have someone depending on them.
A call girl walks a fine line in the legally grey territory. You see, being an escort is perfectly legal. A man, or sometimes even a women, pays you to go on a date with them. However, p**********n, someone paying another person for s*x, is illegal. But when you work for a service, the point is you’re going on dates. “Whatever happens between two consenting adults after the date, is their decision.”
So, the service I’m with requires we meet all our dates in a public place, if they’re paying cash rather than card, always get payment up front, before we “consent to after”. The public part is both for legality and for safety. You can choose to walk away if you get a bad vibe of course. But if they already paid, I mean especially if they already paid, you’re getting penalized for having to refund them. If it was a cash customer, you’ll have to make up the service’s cut of the night somehow.
There are a few girls, who just ‘get their feet wet’, in the service, and then break away, starting their own business. But using a service rather than being a solo entrepreneur can have its benefits. We have anonymity policies in place as well as safety measures and surprisingly good health insurance. The benefit to going solo is the extra cash. It’s more work though because of having to build your own client list or buy a list from a ‘retiring’ girl.
For now, I won’t touch on the dangers of this lifestyle, that’s a story for later. The next biggest thing you learn, is value. Your value, her value, their value. I work for a high end service. And I mentioned girls who go solo, they make bank. High end means you’re not doing ‘all around the world’ for $300 bucks a pop. Nope. I’m talking thousands per night. Each girl is ranked and a price attached to her. Some girls are more valuable just for having a specific hair color. Some clients have a thing for Asian or Latin ladies. You have to be attractive but not always conventionally so. Because some guys are calling in for a specific fantasy. And most think you have to be good in bed. That’s not always the case either, there’s a lot you can learn online, and some people just like being teachers.
The bigger part of the job, aside from looking the part, is the social skills. Being able to talk to your client and read them. You’re usually given a profile from the service. When they do their screenings and credit checks, the receptionist will make small talk and take notes. Basic things, like their relationship status, what are some interests, what do they do for work. She has to ask at the end of the process what they want. She tells us what they ask for and if they were extremely specific or very vague. And then she includes small but usually very important details. If they talk funny, with a lisp or a stutter or even in third person. If they have a controlling or submissive vibe. If they kept repeating certain words or phrases.
If the profile doesn’t include a picture, because a lot of clients are just rushing to set an appointment and be done, then we assign a code word or phrase along with the name they want called. Not everyone wants their real name said out loud, either for anonymity or fantasy purposes.
The code, helps us identify and confirm the person we’re meeting with. Of course, tonight’s client I need no code for. They’re a regular. Actually almost all my clients are regulars, by choice. It means I have way less ‘dates’ by maintaining just a few consistent regulars.
His name is Mike, technically Michael Mathers. He’s a businessman, CEO of some local company. He has a wife, he’s in the midst of divorcing, who liked to punish him by withholding s*x. Even though, apparently, s*x with her sucks because she’s dried up. I mean medically not like he was being a jerk about it. He talks about her, and their kids. Mostly vents about them. But sometimes he slips and mentions a big science fair one of them won, or starts reminiscing about his honeymoon.
From date talk and pillow talk, you can learn a lot about a person. Even from the ones who don’t want to talk. That says something too. And Mike, he likes for me to listen to him. He’s one of my easiest clients. He only ever asks me to stay until he falls asleep and never overnight. And he mostly just needs the ego boost. Nothing intense or super kinky. Usually he either wants me to take charge while still servicing him or play dress up.
I actually have a second appointment tonight with a female client after Mike because of his no sleepovers policy. We meet in one of his favorite restaurants. It’s a little Italian place. It’s a bit expensive but surprisingly there’s some families dining here.
Mike looks very distracted tonight. So I try drawing attention. Tonight he asked me to dress up like a sexy professional businesswomen. But didn’t say what he was looking to act out.
“Sir, you seem to be missing what’s right in front of you, is there something I can do to help you?” I ask in my seductive voice, running my hand over his thigh almost up to his crotch which I can tell instantly hardens but I don’t touch him here. I made sure to sit us at a table with a corner booth so we could sit close together without being side by side.
He looks at me and I sense his solider drop. He doesn’t say anything right away but when he does, “I’m sorry. I’m really stressed from work right now. Being in charge of everyone and everything always being my fault. So tonight, that’s all on you. You have to be the boss.”
I laugh at the way he explains that but then soften my expression, pull back and give him my curious trying eyes. I can tell he’s serious. I look down at my lap and remember the business clothes that Annalise picked out for tonight's date. A red blouse tucked into a high waisted black skirt. The skirt has a slit on the side that makes me look just the right level of sexy while still serious.
So I change my demeanor, and settle on treating him like he’s just my lowly assistant. I’m his overly demanding boss. But of course I’m hot like Margaret Tate and get away with being a witch.
When we get back to his hotel, I’m quick to demand he “satisfy” the boss. Letting him slowly unzipper the skirt and tear open the blouse. I hear a few buttons pop and slide across the floor. I sit leaned back on the desk and have him give me oral before pushing him back onto the chair and riding him. I’m completely in charge and it’s a powerful feeling.
He always cleans off afterwards. And sometimes he asks me to join him and that leads to some basic shower s*x. But tonight he doesn’t want me to. He actually looks upset. That’s usually never a good thing. I know I performed well but maybe the roleplay wasn’t what he wanted after all.
I get dressed, smooth out my skirt, fix my hair and makeup to look presentable rather than bed headed when he comes out. He walks straight to the wardrobe and opens it pulling out clothes. He puts on a white Tshirt, briefs, and PJ pants. He tosses the towel back in the bathroom and lays down on the bed and beckons me to join him. I can tell by how many clothes are in the wardrobe he’s been staying here for a while. I’m also surprised he’s not wearing his normal silk pajamas.
I lay down facing him, my blonde curls instantly fanning out on the pillow so that I have to smooth them down. He reaches out his right hand and I take it in mine holding it. I can tell he needs the physical intimacy but doesn’t want to be touched more than that.
He’s unusually quiet and I contemplate saying something, but unsure I stay quiet. “I can’t do this anymore” he says finally.
“What do you mean? Did I do something wrong, sir?” I ask.
“I want my wife back. I don’t want my kids to hate me.” He starts rambling about not wanting to be divorced and how hard things have been, how lonely he’s been. And finally he says, “I miss my family.” He starts crying.
I reach out to comfort him, and he finally lets me hug him. I realize this is so wrong. I sit us both up and then I stand up and walk around the bed. I pull the chair closer to the bed and resume just holding his hand. “If you don’t want things like this, you’re the only one who can change it.” I say firmly.
“I can’t see you anymore.” He hollowly states as if depleted.
“I understand.” I say immediately.
“No you don’t. I know you must think I’m just some scum who pays to cheat on his wife. But I’m not. I didn’t start seeing anyone until she left me. Until she sent me the divorce papers. It was over.” He explained
“I know you’re not a bad guy.” I replied.
“I chose you because you reminded me of her. When we first meet.” He moved my hair behind my ear using his right hand affectionately. And I knew without ever seeing her, she was blonde. She was smart and pretty and wouldn’t have left him if she never got sick. She got sick and started going to all these extremes to feel fulfilled. But then she recovered and she wasn’t the same anymore. She was really depressed. She missed how she felt when she was sick and her body wasn’t the same. They got in fights about her behavior and her lack of affection until she stopped even fighting with him. Then she just left him.
“You can’t live in the past, repeating how things were with her. You need to show her there’s a future. By adapting and keeping things exciting.” He nods at my response and sits there thinking. I stand up and grab my purse and turn back to him. “I’m going to leave now, if that’s okay with you, Mike.”
He stood up and walked across the room and shuffled around in a drawer before walking back to me. “Thank you, Sky. Here’s a final little tip for you.” He handed me a wade of bills and walked me to the door.
Another rule of thumb as a call girl, we don’t use our real name either. If we do, it’s strictly a shortened version of our first name or middle name only. Outside the hotel, I took a moment for myself to feel normal. I took off my heels and walked on the cool concrete a few blocks, putting in my earbuds just listening to some music, before finally sucking it up and calling my next client.
“Hey Cara, I miss you.” I start slowly using a longing tone of voice.
“It’s sooooo late, I’ll order room service and then you can change into something a bit more comfortable.” She purrs.
We go back and forth flirting with each other until finally I ask her which hotel. The Evermount, penthouse suite.
I slip my heels back on before entering. The concierge greets me politely asking if I’m checking in. “Sky, here for Carolina Adams.”
“Oh yes, I see she listed you as an addition. Here’s your temporary key.” He hands me the key, looks back at me to see if I have a bag with me before escorting me to the private elevator.
I head for Cara’s door and unlock it, letting myself in. She has such fancy taste, she could easily get a date for the cost of a few drinks. It feels weird that she pays so much for a couple late nights with me. Of course, I’m not the first, or only girl Cara’s called in for.
I listen for Cara to make sure she doesn’t want me right away. I pick up the phone above the entryway table and check to see if she placed our dinner order yet. She hasn’t ordered yet so I order her favorite rose champagne.
I turn to the bathroom and see she hung what she wants me to wear. A red silk teddy with lace trimming the skirt and bra line. This being the penthouse suite, the bathroom is magnificent. It has a full length walk in shower that doubles as a steamer. It also has a separate full size jacuzzi bathtub. The bathtub has a ceiling shower head. There’s a sound system built into the wall with a tablet looking screen to play music.
I put on the playlist I created for Cara, which starts with some more upbeat songs and finishes with some slow romantic songs, most of which are instrumental.
I strip quickly, leaving my purse on top of my heels. I go and c***k the door so she can hear the shower turn on. I quickly clean myself with the body wash she chooses especially for her girls. I like to get the previous scent of anyone else off me before she joins me. And right when I start my hair she does. She starts right away touching me. Just relearning the touch of my skin. Moving the running soap down my body.
Once my hair is rinsed off, we switch. When she starts her hair, I take the shampoo and massage her head. I then lather her body with soap while she rinses her hair and completely clean her off before pressing her against the shower wall and kissing her.
It brings me back to when I first started this. I didn’t feel comfortable kissing. Meaningless s*x was one thing, especially because most of the men were okay if you didn’t kiss them, unless it was necessary for their fantasy. But I always thought a kiss was a beginning. It told you if you were really attracted to someone. It was supposed to mean something. Even just a loving goodnight or goodbye.
But when I kiss Cara, all I feel is her. Her pressing into me. Her wanting me, begging me. I am quick to give her what she wants. I finger her and suck on each of her n*****s slightly teasing them between my teeth before releasing them. I perform oral and then kiss her again so she can taste herself. I explore her body and then grab her shower vibrator and use it on her while fingering her until she climaxes again.
After we’re done, she wraps in a towel and goes to order food. I run the tub, as hot as it can without burning her and add one of her bath bombs.
She comes back and settles in the tub in front of me. I massage her shoulders and back, just the part sticking out of the water. She always wants the close intimacy afterwards and usually orders before joining me so that was odd.
I kiss down her neck and then I’m kissing her lips. She pulls away first and turns the jets on settling into me comfortably. It really does feel nice in here. We hear room service knock so I get out and put a robe on and let them in. Cara follows me shortly after. She’s wearing a short black nightgown and has her robe not completely wrapped. She gestures for me to go change.
When I come back into the room. This time wearing the teddy and matching panties, the servers are gone. There’s two plates with crab legs, lobster, shrimp, and some fried clams. There’s a little dipping cup of butter and a white sauce next to the seafood plates. The Rose Champagne I ordered is on a side table in a bucket of ice and there’s two poured champagne glasses on the table.
She changes the music to some Broadway soundtrack she likes and turns the fire place on, dimming the lights. I sit and realize I’m famished. I check the time, it’s after midnight, so it’s been 6 hours since dinner with Mike. He made a comment about me not ordering lady like before though so I normally just get soup and salad with him.
We commence the date part of our evening. She tells me about her work. I tell her about Sky. She’s a struggling college student, majoring in composing and piano. She dreams of playing Disney and Carnegie Hall and traveling all over Europe and Asia. She came from a middle-class family who cut her off financially but moved across the country for school so she rarely sees them.
Sky is just one of my profiles. It’s a generic backstory the service writes for us. We each have a few different ones. We’re supposed to have all of them memorized but we can just read through before meeting our client for the night.
I like using Sky’s profile because it’s like mine. Or at least what I wish my story was. Except if I was Sky, I wouldn’t be Escorting for a living. At least I hope I wouldn’t.
After food, we share a dessert. Then go back to the bathroom to get ready for bed. Brushing teeth, applying lotion, fixing our hair. In Cara’s bedroom, I spoon her close until she cries from loneliness. I hold her, whisper sweet nothings into her ear and smooth her hair and her back until she’s tired enough to fall asleep.
I wake up before her as always. I go to the bathroom, do my business, wash my hands, run a brush through my hair, and rinse with mouthwash. I go back to bed and wake up Cara with soft kisses all over her exposed skin. After she wakes and kisses my lips, I spend the next hour pleasing her and then wait for her to shower. Once again Cara has clothes picked out for me.
This time she laid out a light blue lacey mid-thigh dress with straps, a v neckline, and white strappy sandals. There’s a white strapless bra and matching panties too. I sit at her vanity and fix my curls and finish with a half up half down style.
We have breakfast on the balcony served with mimosas. Cara dresses simply in a black blouse, white and black floral printed skirt, and white cardigan paired with black flats. She only wears heels at work. She asked for the girlfriend experience. So I spend the morning focusing fully on her. I compliment her, ask her in depth questions, flirt with her. We go to a matinee ballet followed by an art gallery. She actually buys two pieces, one of which I really liked, the other I just didn’t get. I guess she’s rich she can buy whatever she wants.