My god, I can't believe this is happening. I'm an escort. Here I am going on an escort sex date, my first. My mother can never know. She would die. But there is no other way.
The Silicon Valley Bank collapse was the last straw. I kept telling my husband that this extreme money wouldn't last. It was an illusion. But he wouldn't listen. The tech startup he and his friends had was worth a billion on paper last year. It was bleeding money fast and when the SVB bank went under the venture people stopped investing. The company went under. We literally have no money. My husband used the last of it to go over to Saudi Arabia looking for new backers. Who knows when our credit cards will top out?
I have no skills to find a decent paying job. My husband and I met at a Comicon convention in Boston. He was an MIT genius and I was just out of high school, hoping to be a model. In a whirlwind of venture capital, we got swept up to paper riches and poof, it's all gone. This apartment is very expensive and we have payments for all kinds of things.
I hoped to get work as a model and contacted a model agent. The agent told me truthfully that I was beautiful but not modelling beautiful at the age of twenty-six. He gave me the card of a woman that had a private escort agency for executives and media folks. He said that would get me quick cash. Men have always been attracted to me. I keep fit. After I met my husband, I never cheated even though I had lots of offers from tech billionaires.
After some thought, I called her. I couldn't tell my husband or my mother. If I make some decent money, I'll tell my husband that I am modelling. I kept the modelling agent's card to show proof. Molly, the owner, was a sophisticated lady who ran a service for approved gentlemen. She thought I would be excellent. I would get two thousand dollars for a two-hour date or five thousand overnight. If my reviews were good, I could have several dates a night.
I told her that I didn't have a lot of experience with men and was shy around them. She said that was no problem. These gentlemen were the type that take control and let a woman know what they want. That sent a surge of adrenaline through my chest and a burning blush on my face. Then, she said something that gave me a chill that many of her girls liked their job. That sticks in my head. After a couple of days of thinking about it, I decided to go for it. My first date was at the Top of the Mark, a classy hotel in San Francisco.
Molly suggested dressy classy, not trashy. I had a dark purple dress from a wedding I attended last year. It has a plunging neckline, the kind that shows the insides of a woman's breasts. Fortunately, my breasts are perky and don't need a bra. I went to the Victoria Secret store and bought a pair of lacy panties. I must admit that as I wandered through the store my libido was kicking in. Seeing and feeling all the naughty lingerie was so sexy. I hadn't had sex in six months. Picturing myself wearing just panties in front of a strange man made my mind swirl. So, now here I am at the penthouse floor of this grand hotel. Molly will be getting a report from this man and I must do well. I take a deep breath and knock.
The door opens and a tall handsome man in a formal dark suit and tie, stands there. Golly, he's not what I expected. He's amazing. I'm frozen, standing there clutching my handbag in front of my waist. He is a head taller than me with a broad chest. He's like somebody right out of the movies. My feet can't move.
"Don't just stand there, girl. Come on in. I won't bite."
"I'm sorry sir." Stepping inside, I look around at the huge hotel suite the size of a big apartment. This must cost a fortune.
"No problem. It's all good. What's your name."
"It's Angel, sir." That is the name Molly gave me for the dating.
"Very appropriate. You are as pretty as an angel. I'm Raymond."
"Thank you, sir."
"Molly tells me you are new to the escort world. Is that true?"
"Yes, sir. You are my first appointment."
"What an honor. Haha. Well Angel, just do what I say, and everything will go well. How does that sound?"
"Very good, sir. I hope to please you."
"That's what I like to hear. Now, come over here and give me a big hug."
I step into his arms and lay my cheek on his silk tie. He holds me tightly around the chest and then a big hand grips my bum cheek. I give a surprise whimper.
"Nice, firm ass. I bet you work out, right?"
"Yes, sir." His other hand gropes my other cheek. I strange man taking liberties seems so bad but it's what this job requires.
"Very good. I have a trainer. It's a must to stay healthy and fit. Mmmmm. Very nice ass. I just know we are going to have lots of fun." His cellphone by the sofa rings and he goes to it. "Yes Phil. Yes. Yes. Wait a sec." He looks at me and points a finger. "Get me a glass of that red wine on the bar there. Have one yourself." I go to do the wine. "No, Phil, five million max. I don't care. Okay. I'm busy here. I'll call you later. Talk to him."
I bring the two glasses of wine as he sits back on the sofa with arms spread wide along the top at the back with a big smile on his face. He reaches a hand up and takes the wineglass. "Please sit and relax. Let's have a toast. Here's to you starting a new adventure and me enjoying your company." We click glasses and I sip the delicious wine.
The distance between us seems so big. To get a good report back to the agency I want to please this man. My goodness he exudes power. I shift closer and hold his suit-covered upper arm and lean my cheek on his shoulder in submission. I sip more wine.
"This is the most delicious wine I've ever tasted."
"You have good taste. This is a three-hundred-dollar bottle of wine." He finishes his and I do the same. He takes our glasses and puts them on the coffee table. He turns to me and brazenly looks me up and down with a hungry look. "Yes, sweetheart, we are going to have some real fun." His eyes are too intense. I turn my head and look over his shoulder giving him free rein to do anything. My heart is beating out of my chest. "I love these naughty dresses you trendy ladies wear with your breasts half exposed. Very naughty." I feel his hand go under the dress top to cup my bare breast. I can't help the groan that comes from my throat. "Nice firm, breasts. Very good." He pushes the satin material aside to expose the breast completely and then the same with the other. "Now, there is a look that should go viral. Take a peek. What do you think? I turn my head to the front and look down. My dress top is pulled to the sides exposing my breasts lewdly with my nipples diamond hard. My face burns with a deep blush.
"Yes sir."
He massages a breast and then rolls my nipple between his fingers. I moan and grip his bicep harder. He gives my other breast the same pleasure. I feel so guilty that I'm liking this. I kiss his neck under his ear to show appreciation. My goodness my crotch is waking up. His other hand slides down my back to my bum. He just does what he wants. I've never been with a man who takes control like this. My mind is in total flux as my breast and bum are being pleasured by this mature powerful man. My body is responding.
I whisper truthfully in his ear, "You have such a nice touch, sir."
"Lift the hem of your dress up. Good. Higher. Sweet panties. Spread those nice legs. Very good."
