Memoirs Of A Gigolo (2 page)

She did the best she could with what she had, and I turned out well if I say so myself.

My father was Vice President of one of the largest automobile companies in the world. I had only seen him maybe twice, and that was two times too many. We moved to Chicago when I was ten.

My mom always said it wasn’t my father’s fault, because she knew he was married. I thought that was a cop out on his part and hers. It was his loss, and I wouldn’t piss on him if he were on fire.

I’m sure being white and successful; he couldn’t have a black family hanging on. I do blame him even if my mom didn’t. I wasn’t bitter, and I was a success in spite of that white bastard.

I graduated from the University of Chicago with my masters in Economics, with an Undergrad in Business. I started my own Brokerage Firm and business was outstanding. I knew with all I had, I was destined for more. I figured out what that was, and I had to go back to school to learn.

I left my office for a business trip to L.A. It was then I met the beautiful Shanghai.  My life would forever be changed.

I had already made reservations at the Beverly Hills Hotel, and I had meetings all day and the next.

I unpacked my luggage, washed off the jet lag, and ordered a bottle of Ciroc to relax. I put on my robe with papers in hand, when a knock came at my door. Who the hell, I thought I wasn’t expecting anyone. I got up to answer the door. “Who is it?” I asked. “Room service,” I heard a voice on the other side reply. I already had my liquor so what was this about?

I opened the door to the most beautiful woman I had ever laid eyes on. “Donavan Jacobs I’m Shanghai, and I’m you’re for the evening,” she said.  “Sorry”, but I didn’t ask for any company. “I was sent over by a business associate of yours, and he’s paid for the night.

“Shanghai, that is what you said your name was, right?” “I have meetings early in the morning, and I’m not in the mood,” I said wanting to go back to my papers. She smiled and replied, “That’s why I’m here, and she walks in without being invited.”

She was about 5’11and over six feet in her black studded stilettos. She wore a beautiful black cocktail dress that fit like a glove. Her skin was like spun gold, and she had an ass you could sit a cup on and never spill a drop.

I couldn’t tell, but maybe she was Black and Korean, or Black and Japanese, whatever she was, she was marvelous. Let’s see what under this robe, as she unties the belt. “What a body, you work out at least five times a week I bet.” “I know you have a wife or girlfriend? “I’m not married, was all I could muster.” “Gorgeous as you are, I should be paying you to fuck me.”

All I can say is this was the beginning of a beautiful friendship, and a new career. Shanghai, did things to me I had only dreamed about. She showed me how to please a woman without even touching her.

“Lesson number one confidence is a must, and you’re only as good as your next client” she spoke. 

“Every woman loves a man that smells fantastic, and when he’s gone his scent lingers in her thoughts.”

Sex in only half the battle and once you’re in her mind she’s yours for life.”

  Make her feel like she’s the only thing in the world.  Stick to the rules, and she’s yours for the asking. The things that she taught me you could never get from a book. “If it could’ve, it would have been a number one best seller.”

After our weekend together we stayed in touch and were friends of sorts.  She’d fly to Chicago on occasions just checking in on her number one student. The final and most important, never fall in love with your clients, it’s all about the money. Remember love doesn’t pay the rent.  I could have easily fallen for Shanghai, but I knew this was about business.

After a few months of sex education, I was ready for my first client.

Shanghai had a woman she wanted me to meet, and I was eager to test my skills. I was back in Chicago, but this woman was willing to fly me in. I left work about 3:00, stopped at the spa for a mani/pedi and headed home.

I already knew my schedule, and so I scanned my closet for just the right suit. My black Roberto Cavalli was what I needed for this occasion, and nothing else would do... My green silk shirt to match my eyes, I never left anything to chance.

I could hear Shanghai in the back of my mind saying, “Follow my instructions to the letter.”  I had a limo pick me up for the airport. It was 5:30 and I knew my ride was downstairs waiting. I looked back glancing in the mirror once more closed the door behind me.

The private jet was waiting when I arrived at the airport. I removed my bags, and they were placed on the plane. “Welcome aboard Mr. Jacobs, we should be in Miami in about two hours” the pilot replied.  This plane was magnificent!  The leather seats felt like butter. I always flew first class, but this was a few steps above that. I could live on this plane.

“Mr. Jacobs, fasten your seat belt until take off and if there is anything you need, don’t hesitate to ask.”

The pilot started the engine, and we were off. The Stewardess brought out champagne and caviar, but I needed a real drink to settle my nerves.

“Excuse me Miss, but could I get Bourbon on the rocks“, I asked? Of course, coming right up Mr. Jacobs is there anything else?” “No, just the Bourbon, and I won’t be eating the caviar, I am not hungry.”  I drank my bourbon, laid back, and waited for our arrival.

After arriving in Miami, I was picked up by a limo and taken to a mansion. Susan Gweniver was one of Miami’s Elite, and money was no object.  The Limo driver rounded the driveway pulling up to the front door. This place was bigger than most hotels, with its palm trees and manicured landscape. I climbed out of the car, rang the doorbell, and the driver unloaded my luggage.

“Mr. Jacobs, Mrs. Gweniver, has been expecting you,” the small framed Mexican woman says.  “She’s out by the pool, and you are instructed to change and join her.” “I will have your things taken up to your room.”

“Thank you and I didn’t get your name,” I asked, trying to be polite.  “I’m Marie, Mrs. Gwenivers’ housekeeper and I’m here to make you comfortable.”

I followed Marie to my room. I couldn’t get over how large this place was. When she opened the door, I was captivated by it all. This one room I could fit my apartment in, and my place wasn’t that small. “If there is anything you need just use the intercom.” she says smiling “Thank you Maria; I will,” I replied. I took off my clothes and slipped on my swimming trunks and walked over to the window. The sun was so bright here in Miami, and the view up here was magnificent. I put on my Ray-Bands getting a better view of the woman I would be entertaining.

There down below floating on a raft in the pool was Susan. I knew she knew I had arrived, and could feel me watching, but she never looked up. I stood there for a moment not wanting to seem too anxious.

She had blonde hair and from here a beautiful body.  The first thing that caught my eye was her ginormous breast. I’m sure she paid a pretty penny for those beauties. I could always tell real from fake.  Before I walked down to the pool area, I watched from afar. The sun was beginning to set, but it was still light enough to see what I needed to see.

I never said a word I just sat in a chair and watched her. Now that she was right in front of me I could see she wasn’t a spring chicken, perhaps in her late forties. Money always keeps the body young, or so I’ve been told. “Mr. Jacobs did you find everything accommodating,” she finally spoke? Yes, everything is fine,” I replied. Would you like a drink? If so Maria will be right out.

I see Maria coming with refreshments. She placed the tray on the table, and I took a bottle of water. “Mrs. Susan would you like another drink” Maria asked? “No, just leave everything there, and I’ll get what I want,” Susan said sweetly. I sat there with my sunglasses still on taking in the scenery.

She rolled of the raft into the water and swam in my direction.

I picked up a towel from the nearby table and walked to the edge of the pool. She stepped out, and I wrapped her in the towel holding her for just a moment longer.

I could feel her venerability when my fingers brushed her damp skin. This woman hadn’t been touched by a man in some time. She was indeed sex starved, and I was just what the doctor ordered.

“We will be attending a gala this evening, and it’s a Black Tie event,” Susan said to me. “I wasn’t aware of this, but I’m sure I brought a black suit,” I replied. Susan then said, “I have made the necessary arrangements, and you will find your attire in your room.” She seemed a bit cold for my taste, but I knew it was just a front.

She loved what she saw, and I could read it in her body movements. “What time is the affair,” I asked?  “It’s at 9:30and we will leave promptly at 8:30.” She turned and walked up the stairs and into the house.

I sat down by the pool thinking how this would all go down.

I never had a woman dress me before, except my mother. I walked in the room, and there stood what I assumed to be the Tailor. “Mr. Jacobs, I’m here to fit you for your tux, I already have your measurements.” “I’m here to make any adjustments,” he said and he took out his tape measure. Susan hadn’t missed a single detail right down to the Rolex watch.

I took a quick shower, splashed on some cologne, and reentered the room. I slipped on my shirt, and the Tailor did the rest. I looked like a million bucks. Armani never looked so good, and I couldn’t wait to see my date. I thanked my tailor, and went down stairs and waited for Susan. 

I decide to sit in the black winged back chair facing the stairs, because I wanted to be the first to see her. She was a vision, was all I could think as she descended the staircase. The black gown hugged her frame like a second skin, and the diamonds must have cost a king’s ransom. I stood and took her hand gently in mine brushing it with a faint kiss.

“You look amazing Ms. Gweniver, absolutely breath taking,” I said.  “Thank you Donavan you look amazing as well, and please it’s Susan.” “Well Susan, shall we go?” I put my hand on the small of her back, and we left for the gala.

The ballroom was spectacular with all its gold furnishings, and expensive paintings. When you walked in the room, you could smell the money. I stood back and drank my champagne while Susan worked the room. I knew she could feel me watching her, because she would glance over her shoulder from time to time.

I thought of all the ways I would please her. She’d paid twenty five thousand for the weekend, and I didn’t want to disappoint.

I notice a beautiful Brazilian woman eyeing me from across the room. She couldn’t have been more than twenty-five. I knew she wasn’t alone, and I wondered which one of these old geezers she was with.

She wore her dark hair up in a twist with a few curls framing her face. She was tall and had a body to die for. Her doe eyes were the color of moss, and I was intrigued. She was beautiful indeed, but I was there on business not pleasure. Susan was doing her thing, and I needed some air. I noticed the gardens when we pulled up and walked outside to look at them. I stood there feeling the breeze coming off the ocean, it felt incredible.  The ballroom was becoming a bit stuffy, and I felt closed in.  I walked out into the night air, and I felt a bit more comfortable.

“Hello?” I heard a voice coming from behind me. I turned to see Miss Brazil.

“Hello and how are you?” I noticed you inside, and I’m sure you saw me admiring you.” “I can’t say I did,” I lied.

“I can’t say I’ve seen you around, but I did see you come in with Susan.” “I must say she has magnificent taste.” “Thank you, and yes, I’m here with Susan.” “I’m sure you’re not alone, but that’s just an assumption.

“You are so beautiful, but I’m sure you hear that all the time.” “Yes, a lot more than I like sometimes and beauty is in the eye of the beholder.”

She looked at me with those gorgeous green eyes. “No, I’m not here alone, I’m with my husband.” “I must say your husband is a lucky man.” “One day I wish to be so lucky, I smiled’. I could tell she was mesmerized by my charms, but I was here on a mission. “I didn’t get your name Miss, and I wouldn’t want to leave here without knowing it.” “My name is Stephora, and my husband is here on business.”

“I’m really not interested in your husband. “Ms. Stephora, It’s you I would like to see more of.” “You’re not the shy type, I see,” she blushed. “I just know what I like, and what’s the point in being shy.” “I didn’t get your name.” “I’m Donavan, but my friends call me Juan.”

“Here you are.” I heard Susan’s voice. “I see you’ve met Stephora.” She seemed to be annoyed. I didn’t say a word I just turned and kissed her with such passion she forgot what she was thinking.

I noticed the look on Stephora’s’ face. I gave her a wink, and we walked back in the ballroom.

I knew I would see her again but under different circumstances. The party was ending, and Susan was saying her goodbyes. I scanned the room for the beautiful woman I'd just met. Our eyes locked for a brief moment, and I walked away.

On the car ride home Susan seemed distant, so I had to break the monotony. I slid her close and brushed her check with the back of my hand. “I’ve wanted you all night, and I can’t wait any longer. I let my tongue slide across her lips tasting her sweetness. I slid my hand between her legs finding her wetness. Our kiss became deeper and with more passion as she moved against my finger. I wanted to take her to the point of explosion and then pull away. I wanted her to want me until her body ached. I felt her tighten around my finger, and I knew she was at her peak.