Memoirs Of A Gigolo (3 page)

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Authors: Dranda Laster

BOOK: Memoirs Of A Gigolo
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“No stop, I think we should wait,” I grinned.  “I want you to have everything you’ve been missing.”

She looked annoyed and frustrated all at the same time. I slid away, and we rode in silence. I could feel the heat of her body, and hear her panting breaths.

I was definitely in control of the situation. We pulled up to the house, and I knew I had to take her right inside the door.  We stepped inside the foyer, and I kissed her deeply. I pulled her close, unzipping her dress. It fell to the floor exposing her huge voluptuous mounds.  I ran the tips of my finger over her exposed nipples until they hardened. She was moaning deep in her throat with expectation. I placed my hands on her shoulders gently lowering her to her knees. She recklessly pulled at the buckle of my pants.

I was now at full erection, and there was no containing me. Susan was definitely no amateur. She placed my staff in the back of her throat, and I slid my fingers in her hair positioning her just right so I could move to the rhythm of her sweet mouth. I knew I couldn’t take much more. She had me right on the edge of exploding. I pulled away, and she looked up at me with those big blue eyes.

“Now I’m going to please you, my kitten,” I smiled as she stood in front of me. I bent her over and went in deep, all nine inches, and she screamed with pain and pleasure.  She was as tight as a brand new glove, and I needed to work out the kinks. I stayed the course for about thirty minutes, and never missed a beat.

Thank goodness I was on a strict exercise regimen because she was giving me a run for her money. I felt her body began to shake in spasms, and I knew I had done my job.

The sweat poured down my face, and I wanted to release so bad, but my way. I pulled out of her hot wetness and into her collagen injected mouth. She sucked until I almost lost my footing. “Deep throat didn’t have shit on this bitch.”

The next day Susan couldn’t keep her hands off me, and I had grown tired of her. She wanted more than I was willing to give, but I had to keep up the charade.

I sat by the pool soaking up a few rays of the sun. I was exhausted after my sex episode with Susan. This woman was insatiable! The more I gave, the more she wanted. The muscles in my stomach were aching from all the fucking I was doing. I was beginning to wonder if the twenty five grand were sufficient.

Maria made breakfast and sat it on the table beside the pool. I ate everything except the strawberries, because I was allergic.  How long would I have to keep this up charade? “Mr. Jacobs,” I heard as she approached the pool area. Mrs. Gweniver has gone out, and requested you join her for dinner this evening.

“Is there anything I can get you before I return to the house?” “No thank you Maria, I’ll just sit here and relax.”

“You seem tired Mr. Jacobs’s, rough night?” she said with a smile.” “Yes Maria, it was a rough night, but nothing I couldn’t handle” I said smiling back.

I lay there, and the beautiful woman I had met at the gala crossed my mind. Stephora was a unique name. It was as beautiful as the woman herself.  This woman would one day play a role in my life, but I didn’t know how. I swam the pool a couple of times before getting ready for dinner with Susan.

I didn’t know where dinner was to be, but I was sure I needed to look the part. I showered and changed as I listened to the music coming through the stereo speakers. I loved jazz, with a reggae feel to it, and Miami was the place for that. I swayed around the room enjoying the music. I splashed on some aftershave because my face felt a bit irritated. Damn, I was a handsome man if I must say so myself. I put on my white cotton shirt and black slacks, casual, but not too causal. I lay in the sun long enough to get tan to my skin, “fabulous”.

I walked down the steps saying bye to Marie, and into the waiting limo. I poured myself a scotch and relaxed as the driver headed to the venue. Upon arriving, I thought it strange that we were pulling up to what looked like someone’s home. Susan hadn’t returned home, so I was in the dark about where we were dining. This house wasn’t on the same scale as Susan’s, but believe me money still flowed freely.

I rang the bell and well-dressed man answered. “Welcome Mr. Jacobs, everyone’s already having cocktails and they are expecting you. “ Right this way Sir.” We walked through the house to what looked like Caesars palace with all its columns. There stood Susan along with the rest of the guests.

“Donavan darling, I’m glad you’ve joined us,” Susan said as she walked over. “There are some people I would like you to meet.” “Graham this is the guy I was telling you about.” “This is Donavan the broker, from Chicago.”

“It’s nice to meet you Donavan, Susan has spoken so highly of you. “The same goes here.” “Susan my pet I thought it was just the two of us for dinner?” “I know Juan, but I met Gram earlier this evening, and I couldn’t refuse the invite.” “What was going on here, and why she was suddenly calling me Juan?”

I played along knowing I had one more day of “Charades.” I sipped the champagne and pretended to mingle, and suddenly there she was. The night wouldn’t be a total loss after all. The beautiful woman from last night was standing a few feet away. I stood there eyeing her and wondering how many ways I could make her scream my name. “Juan,” I finally heard Susan say.

“Come and join us, Graham is going to show us trophies from his trip.” We walked inside where Graham had all the trophies from one trip then another. I noticed that the beautiful woman I had met was right by his side. Perhaps this was the husband she spoke about, but it couldn’t be. Graham was at least sixty, but money could buy a lot of things. Had it bought him the beautiful Stephora? She didn’t seem to be unhappy or forced to be here.

This faking about being intrigued with this room full of dead animal was for the birds. Finally, we walked back poolside and continued with small talk until dinner was served. We all gathered in the dining room and ate expensive caviar, and drank overpriced champagne.

“Donavan, I noticed you were eyeing my wife; she is a beautiful woman isn’t she?” Graham asked.  I was taken aback by his question and acted surprised. “Of course I noticed her, along with all the other beautiful women in the room.” “I’m an admirer of beautiful things, and your wife is very beautiful, but I have my hands full with this one tonight,” and I kissed Susan on the check. Stephora seemed to be embarrassed by his comment. This old prick was jealous of the competition and perhaps I would give him a run for his money. Another day and another time, everything would fall into place if it were meant to be, I thought. I informed Susan I was ready to leave, and she said her goodbyes.

The car ride back to her place was a little tense. All I could think about was Graham’s remark. I was here on business and nothing more. “You seem a little quiet tonight Juan is anything wrong?” Susan asked.  “No, but I was a bit put off by Graham’s remark. “Oh, don’t mind him! He’s jealous of any man that comes within two inches of Stephora.” “I don’t understand why he married her if he couldn’t trust her.” “Is it really about trust, I took it to be more about insecurities.” “Whatever the case, she’s better off now than she was in Brazil.”

I knew this was going nowhere, and she seemed a little jealous.  I think we should slip out of these clothes, and have a glass of wine by the pool. I ran my finger over her nipple through her taunt silk blouse. She moaned at my touch, and I placed my tongue where my finger had been encircling slowly. Her fingers were holding the back of my head, and I could tell her body wanted more. I knew exactly what to do next, and I laid her back on the cool leather seats. I slid her dress up and buried my head in her sweet, rich, pink pussy.

I slid my tongue in and out faster, then slower until she begged me to stop. I felt her pussy grip the tip of my tongue as her body shook.  I never stopped, and she reached her peak again and again. I carried her limp body from the car up the stairs to her bedroom. I laid her across her king size bed, slipped out my clothes, and straight in her throbbing pussy. Her legs were over my shoulders, and I was getting full and straight shot in her tightness. I fucked her like this was the last piece of ass I would ever get.  The bed was wet with sweat, and she begged me to fuck her harder but if I fucked her any harder my dick would be coming out the top of her head.  I went in for the kill, and she squirmed like a fish on a hook.  She was crying tears of pleasure, and I knew I had done my job. Now it was her time to please me my way, and she placed her lips around my throbbing staff. She licked and sucked until I exploded.

My body was as limp as a dish rag, and I lay there trying to catch my breath. Susan grabs a cigarette from the night stand, taking a couple of draws. “Donavan you’re a helluva lover, and I would love it if you stayed another day.”

“I will make it worth your while.” “I’m sorry Susan, but I have prior obligations” I replied, just wanting this weekend to end. Susan took another draw of the cigarette; she seemed a little put off.

“I know this is just business for you, but how could you take the money and run?” Susan whined.

“Susan I would love to stay, but I have to get back to Chicago” I said just wanting the weekend to end. “I’m willing to pay you whatever it takes for the week” she whined.  “Susan sorry, but I can’t” I replied.  “You can’t, or you won’t?” she asked, seeming more agitated by the minute. This conversation was going nowhere so I gathered my clothes and left the room. I packed my things and waited for my morning flight.

I hated to leave things like this, but it really wasn’t personal. I didn’t see Susan the next morning, and I thought that it was best. After checking my bank account, I grabbed my bags and headed for the airport. I sat there on her private jet, and thinking about how lonely she must be.

Susan was beautiful, smart, and most of all she was wealthy. I learned that day, “That money can’t buy you love.”


 

 


Chapter 2

 

After arriving home, I dropped my bags showered then checked my messages. Shanghai had called to see how things went. I thought everything went well, and I was twenty-five thousand dollars richer.

I phoned the office to let my assistant Leslie know that I wouldn’t be in until tomorrow. I needed a day to relax and think about this whole thing.  I scanned my albums and pulled out Coltrane. He always took me to a different place and helped me relax.  I hadn’t spoken to my mom, so I decide to call, and maybe take her to dinner.

“Hey Mom, what’s going on with you?” I said, glad to hear her voice. “Juan where have you been, I haven’t talked to you all weekend” she snapped.

“I’ve been in Miami on business,” I said, trying to put her at ease.

“What about going to dinner with your only son?” She sounded much happier and replied, “I would love to, and there is someone I want you to meet.” Yeah, I thought another one of mom’s hookups.

“Mom, what have I told you about trying to set me up? She tried to ease my fears and said, “I think you will love this girl she goes to my church, and she’s gorgeous.”  “Okay, invite her to dinner, and we’ll see how gorgeous she is.”  “That sounds terrific you can pick us up at my place around 6.00” “I laughed thinking about all the women she had set me up with.

I needed to set her up on a date and see how she liked it. My mom was amazing and stunningly beautiful in every way.  I don’t think she’d gotten over that poor excuse for a father of mine.

I dressed to impress for dinner; I wanted to look my best just in case this girl was actually worth being with.  Mom always loved me in a suit, and I didn’t want disappoint her. I arrived at moms at six o’clock sharp.

I was always prompt; I never liked being late for anything, and I hated those that were. I rang the doorbell with some anticipation, wondering what this girl was like.

“Hey Baby, we’ve been expecting you,” Mom said and she winked. I just shook my head and kissed her on the cheek. We walked in the living room, and there sat Valencia. We said our hellos, and I introduced myself.

She was beautiful and articulate I was drawn to her instantly. It seemed we had so much in common and of course mom was pleased.

We had dinner, and mom said she would take a cab home. Valencia and I stayed at the restaurant just talking. We sat there for what seemed like hours, and I got to know her better.

Valencia owned her own salon and spa. She talked about how she moved to Chicago from Memphis. I couldn’t keep my eyes off her. She was beautiful beyond words.

She was a Sista, who had it all together, and I had never met anyone like her. After leaving the restaurant, I took her home, and promised I would call her tomorrow.

I hadn’t had such a good time in a long time.  After I left I decided to stop by this jazz club to grab a drink and relax.

Chicago was known for some of the best jazz spots in the country.  I sat down at the table and ordered bourbon listening to the soothing music. I sipped my drink and thought about Valencia.

How could I explain to any woman what I did for a living? I guess somethings should be private, and how I made my side money had to be one of those things.

Valencia and I spent a lot of time together when I wasn’t working. What seemed to amaze me was I’d only kissed her once. She was the kind of girl that I could be myself with. It was like a high school crush, and she was the kind of girl you could take home to Momma.

I treated her with the utmost respect. I wined and dined her trying my best to make her happy. “This was definitely new, I thought.” I didn’t care if we had sex, because I was getting it on the regular.

  I choose to take her some place romantic. She was always working and never took the time out for herself. I had made some extra money with a new client, and I could afford it.

I called her to see what she thought of the idea. Of course, she was elated, and I was excited that she wanted to go.  I explained my plans, and told her I would call her at the end of the week.  I decided on Jamaica.  I’d been there on business, but this time would be different. I would kick back and enjoy, and maybe even do some fishing.

The following week Valencia and I flew to Montego Bay for the weekend. I made our reservation at the Sugarland’s. It was a secluded resort on one of the islands. It was magnificent with its private villas and beautiful beaches.  

The beach was our front yard, and there was white sand as far as you could see.

“This is breathtaking Donavan, I’ve never seen anything so amazing, is all of this for me?” Valencia asked with her eyes wide.  “Yes it is, and I think you deserve this and more.” “I’ve already order lobster and fresh fruit for dinner, and we’ll be eating on the beach.”

Valencia decided to shower and put on something cooler. I poured shot bourbon to relax and smell the salty air. This was just what I needed, and I planned to make the most of it.  This place was truly magnificent. The open floor plan allowed the warm breeze to flow in all directions.

I took a pair shorts and tank top from my luggage.  She reentered the room in her tangerine colored sun dress; her hair still wet from the shower. I wanted her right then and there, but all things in time.

We walked to the beach where candles were set up on the table in the sand.

We sat and ate as a small trio played Jamaican music nearby. Her beautiful brown skin glowed under the candle light.  “Donavan, why are you looking at me like that?” Valencia asked, smiling.  “What do you mean, like I want to make love to you right now?” “She smiled, Donavan I didn’t think you found me attractive.”  “Are you kidding me, why would you think a thing like that?” “You’ve only kissed me once, and we’ve never slept together.

“That’s why I thought we should get away” I replied. “I care for you so much that I wanted to wait, and make it something unique.” I took her hand in mine, running my thumb over her long slender fingers. “It’s been over a month, and most men would have wanted more,” She said, looking grateful.

“I’m not like most men Valencia and you will soon find that out.”  “Just from the time we’ve spent together I figured that out.” I’m looking for something more than sex from you.” I know I could have had sex with you when we met, but I wanted to wait.”

She sipped her champagne and leaned back taking in what I had just revealed. I fed her one of the strawberries I’d dipped in chocolate. She laughed as the juice ran slightly down her chin.

“You’re so beautiful Valencia, and I’ve never met anyone like you.” “You’re a gentleman,” she smiled with perfect white teeth and lips that I wanted to kiss badly. We just seemed to complement each other.

After dinner, we decided to take a walk along the beach. The sun was setting, and the breeze off the water was warm and soothing. Valencia would stop and pick up shells along the way. We stopped and watched as the sun slowly went down.

“We’d better be getting back, it’s getting dark.” I placed my arms around her slender waist as we headed back. We walked in, and the musical trio had moved closer to the villa. We sat in the wicker swing and listened in silence. “Donavan, would you make love to me?” she asked. I said nothing I just took her in my arms and kissed her deeply.

Our bodies entwined in a passionate embrace, and I grabbed her hand and took her inside because I could no longer contain myself. I laid her down on the white satin sheets our bodies still touching.

I slid her dress over her head and revealed what I thought was black gold. Her full breasts were just the right size, and her nipples hardened at my touch.

I grabbed the coconut oil from the nightstand and poured drops down her body. I massaged her body from head to toe using my fingers to please her. She moaned as my fingers brought her to ecstasy. I slid out of my cotton shorts that no longer contained me. 

I wanted to take my time pleasing her, because I wanted this moment to last forever. She wrapped her long legs around my back, and she was just the right fit. I never felt so free to love a woman. Her body was mine, and mine was hers. As we peaked to climax, I felt overwhelmed with pleasure. The emotion of being with Valencia took me to another level, and I felt the tears well in my eyes.

What was this I was feeling? No woman had taken me to a place of no return. I laid there in her arms, my face buried in her hair wondering, where do we go from here?

“Donavan that was incredible, you made me feel things I’ve never felt,” she said. “I love you Donavan.” I replied weepily, “I love you too.” As we laid there in each other’s arms, I thought what could be more attractive.

Morning came quickly, and after last night I felt more relaxed than ever.  

  After eating a light breakfast, we showered and changed. We were touring the islands, and I wanted to get an early start. All day long I kept touching Valencia, feeling like a schoolboy with his first crush. I couldn’t keep my hands off her. She was my sweet nectar.

We took a boat to the main land, because Valencia needed to do some shopping, and I wanted to taste some of the island cuisine. We walked into a store, and Valencia said, “Donavan I’m going to get this for your mother, and she loves this color.” 

“I didn’t know my mom likes yellow,” I said, surprised.  “I’m sure there are a lot of things you don’t know about your mom, it’s a woman thing,” she looks at me and laughs.

We had lunched at Mack’s Seafood. The food was spicy, but delicious. There is nothing like real Jamaican food. It’s soul food with a punch.

After Valencia had picked a few things to take back to Chicago, we headed back. The water was a bit choppy, but we made it back safely. The whole time we were in Jamaica, my phone was blowing up. I didn’t want to spoil the mood with checking my phone every fifteen minutes.

When we got back, Valencia said, “I’m going to shower and change for dinner, I can’t wait to see what’s on the menu.” “Okay sweetness,” I replied.  I scrolled through the phone checking my messages. Shanghai had left a few, but nothing that couldn’t wait. Then I saw a message from Susan. What the hell, I hadn’t heard from her since I left Miami.

I wasn’t going to spoil a perfect weekend on that nonsense. Momma called once; I’m sure to find out how things were going. 

Things were going well, and maybe I would marry this one. I thought Valencia would make the perfect wife, and mother to my beautiful children.

I planned a helicopter ride to Atlantis for a night of fine dining, and maybe try my hand at Black Jack.

We dined at Olives a place I knew, and the food there was amazing. Baxter the owner and I were fishing buddies when I came to Jamaica.

I was wearing black for the occasion, but it was much too warm for a tie. I wanted Valencia to enjoy our last night in the islands. She wore a sexy aqua blue number that hugged her body like a second skin.

The helicopter arrived on schedule, and we were off to Atlantis.

After we’d arrived at Olives, we were seated, and my friend Baxter, sent over a bottle of his best Champagne. We talked over dinner about our plans after returning to Chicago.

There was one thing I hadn’t talked about, and that was my plans to marry her. I saw my future in her eyes, in her walk, and the way she made me feel. I might have been moving a bit fast, but I had a feeling. 

After dinner, I tried my hand at black jack while Valencia looked on.

I was winning like crazy, and I knew she was my lucky charm. A crowd gathered hearing all the commotion. I’d just won thirty five thousand on one hand. I knew when to take the money and run. We left, and I had one special thing left on the agenda. I had the driver swing by a reggae club I had heard about, for some dancing.  

The place was just kicking off when we arrived. I ordered drinks, and we settled in for a wild night. The natives were restless, and everybody had a Jamaican good time. The dancing was like sex without actually having it. Valencia seemed to be having the time of her life.

The helicopter was waiting, and flew us back to the island around 4 am. I couldn’t wait to taste the sweetness I called Valencia.

“Would you like a drink,” I asked? “No, thanks, I’m a little tired Donavan.” “Too tired to make love?” “Donavan, it’s almost five in the morning let gets some sleep.” Ok, if you say so, and I wrapped my arms around her. I just couldn’t get enough of her, but I could wait. 

The sun was up, but I wasn’t. I could hear Valencia moving in the other room. I wanted sleep a little longer, because it seemed like I’d just went to bed.

“Good morning sunshine I hope didn’t want to wake you, would you like some coffee?” Valencia said when she came in the room.  “What time is it?” I asked sleepily. “It’s about 12:30 and our flights leaving at 2:00.” “Damn I didn’t mean to sleep so long.” “Come over here and give me my morning hug,” I smiled devilishly. I wanted more than a hug, and she knew it.

I slipped the dress down around her shoulders exposing her breast. I took one in my hand, and then brought it to my mouth. She moaned with pleasure with every taste I took.

I laid her back on the ruffled covers, my mouth never leaving her breast. “Donavan…” she began to say my name as I pleasured her with my tongue. I licked the sweetness between her legs until she could take no more. She arched her back to my lips, as I continued pleasuring her. I turned her over and slid my staff right in; her wetness was more than I could take. 

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