Chapter 1 - Becoming an Escort
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I've always been a very sexual person and was fortunate to have been raised in an open and loving family environment which nurtured that side of me and allowed me to explore in a caring and secure environment. Once I had sex for the first time with my boyfriend at the age of fourteen, there was no stopping me and since then I have been with a number of men (and women) in a number of widely varying settings.
As a result I've grown accustomed to my daily (or more often) "fix" where my deepest and most innermost cravings can now be only satisfied through an orgasm - including the process in getting one. If I don't have a partner available (and often even when I do), masturbation is an alternative but no matter how hot it gets, doing yourself can never replace the real thing.
Going to college was a challenge for me in many of the same ways it is for most kids. In addition, more so than most kids my age I had the pressure of having to go without sex for extended periods of time. If it had not turned out that my first roomie was bi, I am not sure how I would have made it through my freshman year. Brenda was a lifesaver for me and she is still one of my closest friends. My sophomore year was quite a different story however. Although I was more mature in terms of leaving home and dealing with the college environment, my new roomie was just the opposite of Brenda when it come to her sexuality.
When I first saw Karen I thought maybe I would be lucky again. She was dressed in jeans and a halter that were at the bleeding edge of the school dress code and was an absolute fox. I quickly found out though that while she was a delicious tease and knew exactly what she had going for her, Karen was determined to be a virgin when she got married. Worse, at least for me, she defined virginity in a VERY broad manner. Karen believed that ANY form of sex was wrong before marriage - even masturbation and fondling!
Karen's views on clothing walked a fine line. Nudity was a total no-no but revealing shorts, miniskirts, halters, even a string bikini were OK. A few meager pieces of cloth were sufficient so long as they covered her pussy and nipples. I was shocked out first night when I went to go to bed and she was upset because I was nude. I didn't want to start off the year on the wrong foot with her so even though it had been nine years since I wore clothes to bed (other than when I was visiting someone) I spent my entire sophomore year sleeping in shorts and T-shirts.
I dealt with the situation for the first semester as best I could, mainly through a LOT of masturbating. After a holiday break at home, I returned to school "recharged" and then looked around my dorm room only to be struck me squarely between the eyes with the realization that another semester of secretive masturbation was facing me and my heart sank at the prospect. Now don't get me wrong - I LOVE to masturbate but girls like me needs more!
In desperation I found myself calling a few escort agencies in Columbus and selected the one that seemed the most professional and discriminating. I figured if they were that way when choosing their girls then hopefully they would be with the guys as well. The agency checked out potential clients to be sure they were not felons, wanted criminals or known sex offenders. Although the agency does not officially sell or promote sex, let's face - a guy doesn't pay $1,000 or more just for pleasant conversation.
I was warned that the men would assume that I was also available for additional "services" which were negotiated that evening between me and him. The agency's policy was that anything I arranged with him was entirely my business and responsibility. The guy paid the agency for the evening so I never had to deal with money which also provided protection against prostitution charges. It was up to me to establish what "tip" I got if I decided to go beyond the standard "date. The agency also provided transportation each way in the form of a taxi that picked me up at the school, dropped me off at the arranged location, and then was available to take me back no matter I called. I got a paycheck twice a month just like any other job, taxes deducted and all!
My first "job" was a bachelor party which turned out to be one of the most exciting events of my life to date. I can hardly express the thrill I got seeing ten guys lusting over me the way they did. It was a tremendous ego booster I can tell you that much for sure. I wound up doing more than just stripping - a LOT more.
When it came to the single escort duties I limited myself to married men over forty, preferable with a family and from out of state. My past experience with older guys was that they generally treated me better than the young ones. As for being married, I figured that would ensure they were discreet. I wanted them to be from out of state in hopes that would prevent them from trying to contact me afterwards. Finally, I also set a strict rule that only one date per guy - no repeats under any circumstances. I was doing this for fun and I wanted variety. Plus, I didn't want there to be even a remote chance that someone would think we would be forming any type of "relationship".
Greg was my first escort. He had looked handsome in his profile picture and had written a clever and entertaining introduction. He was from Chicago but what caught my eye was that he had always been married to the same woman. After days of anticipation we met and it turned out to be a fun and sexual evening. It turned out that he had a daughter my age and a hidden desire to have sex with her. Morally he could never do that in real life so I became his "daughter" for the evening. It was the first time I had played out someone's fantasy in such an intense and erotic fashion which is probably why I reached orgasm several times during the course of the evening. The success of that night was enough to convince me to continue on with my escort career.
Chapter 2 - Getting Ready for My Second Client
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So anyway, given all this I was once again in a taxi, heading to the east side and a rendezvous with my next client. According to his profile, John was 45 and had been married to his wife for ten years yet he had four children, three by previous marriages (it didn't say just how just how many marriages!) and a fifteen year-old boy with his current wife. Doing the math with this guy was next to impossible! I figured they must have had a child out of wedlock or maybe even while he was married to someone else.
Any way you looked at it, he wasn't the poster child for marital stability, that was for sure! What drew me to him and agree to meet was the profile introduction that he had written. As you might guess, I like a guy who is literate and can express himself. I also have a low tolerance for men who beat around the bush (no pun intended) and can't (or won't) express their true feelings. Well, Mike's profile description was certainly not vague. I copied it here to help out all the guys who want to know what I look for in a guy!
"Hello!
My name is John and I'm a 45 year-old father of four currently living in the St. Louis suburbs. At 6 feet and 220 pounds I may not be as I was when in my college prime but I still wear a 36 inch belt with the original holes. All the curly hair I was born with is still hanging in there and I was blessed by my parents with their Irish heritage and looks. I'm a professional with a PhD in political science so I would like to think that I am not totally stupid although some of my past wives might have a different opinion.
Speaking of past marriages, three of my children are from them and as wonderful as they are it is a relief for them to all be out of school and out on their own. My fourth was a product of my union with Dana, my lovely wife of ten years and counting. He's fifteen now and quite the lady's man - a chip off the old block if you don't mind me saying that. What I mean is the old man knows how to treat a woman and can't get enough of them as you may have guessed from the lasting power of my earlier marriages. Dana should know me better than to expect me to be a faithful husband disdaining all others. After all, she was one of my "other women" which including bearing my son during my previous marriage. I guess she must be either totally in love with me or just naive because she truly believes I am so infatuated with her that I stopped my womanizing when we got married. Thankfully she still doesn't know I did her sister during our wedding reception (and not for the first OR last time)! Bless her heart, I love her dearly and hope to spend the rest of my life with her but hey, some things are just in the genes.
So why would any sane woman want to spend an evening with someone like me? Quite simply, you know exactly what you're getting - no games or pretenses. I can promise an evening you won't soon forget, no matter what your background or experience. I travel extensively around the world and when my evenings are free I enjoy spending them with women of all shapes, sizes and cultures so don't worry that you may not be my "type". I grew up in a generation that taught men to respect all woman and to be a gentleman meaning I will always show consideration for you. As for being a gentleman, well let's just say I promise to behave myself in public. Do you really want me to otherwise?
So let's hit the town and see what happens. Nothing premeditated; dinner at a comedy club? A rousing round of competitive miniature gold? An intense evening of political debate over a remarkable Chablis? Hey, I'm game for most anything so see you soon!"
Quite the profile isn't it? Well, there are a lot of folks on some of the adult websites I've looked at could take some lessons. Once I read this in the profile my agency sent me I was instantly hooked - he sounded like just the type of guy I signed up for in the first place. Face it, I wasn't looking for a boyfriend or a lover. All I wanted was to have some fun and get laid and John sounded like just the ticket.
I accepted the appointment and the agency hooked us up through their brand new e-mail system which maintained both of our privacies. We exchanged a couple of messages and he offered to take me out to a GameWorks club in a fancy mall on the east side of Columbus. I checked it out on the Internet and found it to be advertised as "the ultimate destination for a total entertainment experience where guests can eat, drink, party and play." I had never even heard of it let alone been there but when I mentioned it to some of my friends they all said it was a great place so I accepted and we were set.
Riding in the back seat of the cab, I pulled out a mirror from my purse and gave myself a once-over. I was dressed totally different from my first escorting job. Instead of a killer evening dress and an all-afternoon fight trying to make my hair do SOMETHING, I was wearing a pair of tight jeans and a peasant girl style sleeveless halter top. The jeans were a size (or two) too small making them a challenge to get on but by sucking in my stomach and clenching my butt I was able to finally zip them up and button them. It was worth the effort when I saw how they form-fitted my ass as if they had been painted on. Well, no panties with these babies on, that was for sure! Hopefully I wouldn't have to use the little girls room too often either.