My Gigolo Ways
by Caesar
Copyright© 1999 by Caesar
Copyright© 1992-2003
A wide-bottomed girl named Trasket
Had a hole as big as a basket.
A spot, as a bride,
In it now, you could hide,
And include with your luggage your mascot.
Well, its a job. At first it was just the thrill of earning money while I had sex with some very attractive woman. Now the sex has turned to work and the money seems to disappear in only days.
Yup, you guessed it, I was a male hooker, gigolo, whatever you wish to call me. I don't walk the streets waiting for a woman to "purchase" me. Hell no. I stalk them, going to hotels, airport, even grocery malls. Most of my clients are older ladies whom have been married for a very long time, their spouses are not loving nor good in bed. They wouldn't ever admit to being with me, nor would they have gone looking for a man of my skills.
I have many stories about delicious sex scenes and gorgeous ladies. But this is a little different. I put on a show for my clients, and in reality don't expose much in the way of emotion. I have seen it all, tasted it all, and fucked it all.
Yet Betty-Lou was different!
You guessed it. She was indeed a client. One that I had found drowning her sorrows in alcohol at a small pub late one night. Usually I only proposition the older, obviously wealthier woman. But this lady looked down and was very attractive, and I knew I had a remedy for her. At least temporarily.
From her point of view, she saw a well dressed young man sitting at the bar looking at her calmly with a smile upon his face. When I saw her eyes finally look steadily into mine, either questioning or daring, I knew she was another prospective client.
"Excuse me madam, would it be too forward of me to ask to sit with you?"
She looked surprised but nodded yes. Then she took my offered hand and I told her my name and she hers. I knew the name Betty-Lou was not real, few of my clients used a real name. And I didn't us mine either, going by Julian.
I sat across from her at the small round table and began an animated conversation with her. This part of the job was perhaps the easiest. If a woman was feeling neglected or saddened with her lot in life, she is most thrilled with the pleasure of a man openly talking with her. Sex did not come into the picture until later. Betty-Lou evaded the subject of marriage and I knew that was why she sat hear and drank booze by herself at one in the morning.
The initial seduction was just talking and getting to know the ladies. If that was accomplished the other parts were easy. A woman is most comfortable if she is relaxed and happy. To that end I am also good at making a lady laugh, a sound that I particularly enjoy.
From the talking soon followed the casual glances and a brief touch, perhaps a hand upon my arm. It took quite some time before Betty-Lou was laughing with me, her hand reaching across to pat the back of mine. I knew if I go to fast, this one would quickly be gone. Something was the matter with this woman, and a remote part of me wanted to help, the other part said stick to business.
My new friend and I talked for almost a full hour, I beginning the perfect listener, while I comfortably let her do most of the talking. I could see that my powers of seduction had not been wasted with this lonely woman. Her breathing was long and heavy, her nipples obviously pointing in this warm environment, her hand almost constantly holding mine. But it was her eyes that told me the tale, when this lady was open to a suggestion of love.
I was pleasantly surprised when she suggested we go "upstairs". I thought I would have to ask that question. Now all that was left was my fee? I saw the shocked look upon her face turn to relief when I told her. She nodded, with a delightful blush on her cheeks. With some woman it was easier to cheat on their man with a total stranger. With some keeping it professional and detached was safer.
I being the perfect gentleman paid the drinks and held the door to the elevator as she entered it. Another gentleman was eying my maid, but she ignored both of us. We emptied onto her floor and I followed her to a classically boring hotel room.
Only after the door was closed did Betty-Lou change her demeanour. "How much do you cost?" Honest question. I told her and she gasped, yet didn't complain only dig into her purse for the funds. She held the bundle of cash out to me, but I ignored it and nodded for her to place it on the side table. "Take your clothes off, I want to see you naked." She ordered, now knowing her place.
My clothes were quickly discarded. I lay upon the bed and watched her watch me. To hasten her, I began to stroke my sex, heightening its excitement. Before she could begin to disrobe, I jumped up and went to her side. My hands found the buttons and zippers to her clothing and I soon disrobed her. I found many women enjoyed being stripped by their partner, a foreign thing to many a married woman. As I worked, her right hand had found and grasped my penis, ensuring its size from shrinking with her firm grasp.
A sigh escaped her mouth as her lips finally found mine. My tongue slowly speared into her mouth fondling her lips and teeth. My free hand reached behind her and grasped her round bottom, feeling the wonderful texture and smoothness. The other held the back of her head, firmly yet gently. Perhaps there was something she wanted from me that could not be found at home. Usually with my clients their was something they wanted. Tenderness, passion, compassion, or... !
She pulled her lips from mine and whispered, "I want you to...", she paused and had trouble swallowing, "... spank me." The last spoken so quietly that I almost didn't hear it. Yet it was not an unusual request, some woman enjoy the pat of a hand upon the bottom as a form of excitement. Myself I didn't enjoy such, but didn't mind giving.
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