Author: Mr Winky
From the Author:
Based on today’s standards, it seems like I started exercising my sexual prowess very late in life, which was at the age of 18. However once I found out how great Sex was, I certainly didn’t waste any time trying to catch up. I’ve referred to myself as a male Whore Dog, because for the next 40 years, my thirst for sexual conquests was almost an obsession. I quickly developed a very high sex drive and thought nothing of looking for, and getting, sexual gratification many times every day, often with several different women. Some people become addicted to booze, drugs, money, work, or power. I became addicted to Sex.
I certainly don’t have a list of conquests like a Wilt Chamberlain or Gene Simmons, however even before I owned an Escort Service, I had many occupations such as playing in Bands, being an Entertainment Agent, and being a professional Speaker, which allowed me to do a lot of traveling. Because of this exposure, I had the opportunity to meet
more unique, beautiful, and talented ladies every month, than most men do in a lifetime. If you do the math, meeting more women simply means more possibilities for Sex. In addition, I was in the spotlight much of the time, and attracted many groupies in these different professions. In my earlier years, I would go to bed with, or at least have some quick Sex with, almost any female that let me know she was available. In many cases, the ones that played hard to get, would almost end up being trophies. As I grew older, I started looking for ladies, where I could enjoy a combination of both a physical and mental Intercourse. I was fortunate to develop many intense and memorable relationships with some very special women.
Looking back, I’m very lucky that Aids was not a concern during my escapades. If that had been a problem, I would have probably died a long time ago, or at least missed out on some wonderful experiences. Thankfully, the only problems I ever had could be taken care of with some Blue Ointment or a few shots of Penicillin. I’ve purposely left out references to and experiences with my ex-wives, except for my first, who really was “the first”. It’s not my intent to harm anyone so I’ve changed a few names, or descriptions, or places. I must also admit that during my later years, I’ve learned to appreciate all women and I have tried to treat each of them with a very special respect. There are thousands of memories, which could have been included, however I’ve chosen to only write about 69 to start with in Volume One. These were usually my first time enjoying something new or a special occasion. Heck, I get excited just reading the Chapter Titles. This is a small sampling of the best of the best, with much more to “cum”. I sincerely hope that both males and females will receive many hours of erotic stimulation while reading about these experiences. I have enjoyed remembering them almost as much as living them. I’ve also tried to identify some of the more important lessons I’ve learned about life, Sex, and relationships. One thing is for certain, if there is an afterlife, I would certainly like to come back as a female. This book is dedicated to the wonderful women who loved me, cared for me, taught me, nurtured me, protected me, and even a few who took advantage of me. I love you all !
CHAPTER 16: MY FIRST VIRGIN
Our Band played a lot in the Midwest, and became very popular in Green Bay, Wisconsin. In fact, one Club owner booked us for a week out of every month, for 6 months straight. I ended up developing a great relationship with a young lady who had just turned 18 the first night we ever played in the Club. She was cute as a button with long auburn hair. Although she could be considered a little on the plump side at 38x26x38 and 5’4” and 150 pounds, she had a body that wouldn’t quit. She was sitting with 2 girl friends at a table right next to the stage and when she wasn’t looking at me from the table, she was dancing directly in front on me. She really didn’t look like a normal groupie because she was so young, sweet, and innocent. Consequently, I didn’t really respond to her smiles as I didn’t consider them to be a come on. When we found out it was her Birthday, we had everyone in the Club sing to her and I stopped by her table during the first break as a courtesy, to congratulate her. She asked me to join them for a drink and we started some small talk. I found her interesting to talk with so I stayed during the entire 15 minute break. On the next break she again asked me to join them and I politely tried to decline. When she asked why, I explained as diplomatically as possible that I only had a few minutes each hour to meet someone to party with after we were done for the night. She looked rather hurt and became flush in the face. She said she wanted to know why I wouldn’t want to party with her. As tactfully as I could say it, I told her that after performing for 5 hours on stage, I wanted to find someone to perform with for a few more hours in my motel room. She was absolutely precious when she said that although she didn’t have any experience, she wanted to be my party girl for the night. When I asked her what she meant by no experience, I about fell out of my chair when she told me she was still a virgin.
We spent the remaining breaks getting to know each other and she told me that she’d done some petting but had never gotten serious with anyone. She said she had decided to wait until her 18th birthday to discover what Sex was all about, and tonight was the night. I decided to take it very slow with her so when we were done playing, we went out and had a nice breakfast. When we got to the room, she certainly wasn’t shy. She immediately took off all of her clothes and crawled in the bed. She said that she wanted to learn everything that I was willing to teach her, and for the next 6 nights, she was an absolutely great student. I took off everything except my bikini underwear and joined her in bed. I explained that we would start with the basics by teaching her what turned a man on. We talked about kissing and practiced several variations. Next I told her that some men like to have their Nipples licked and even sucked. Of course I had to demonstrate on her so she could learn the proper techniques. I was starting to feel a little guilty, because I was teasing the hell out of her and she was getting as hot as anyone I’d ever been with. After I let her lick and suck my Nipples for several minutes, I asked her if she’d ever let anyone play with her Pussy. When she said she hadn’t, I told her to open her legs nice and wide for me. I got on my knees between her legs and started to slowly rub her thighs. She started squirming and said she liked the way it felt. I slowly worked my way up to her beautiful virgin Cunt and when I started to touch her Clit, she almost jumped off the bed with excitement.
Next I bent my head down and started to gently blow air at her Pussy, which drove her absolutely nuts. When I first touched her Pussy with my tongue she let out a little scream and said that it felt wonderful. I started to slowly alternate between kissing and licking her Pussy and kissing and licking her Clit, and she said she thought she was in heaven. Then I told her to hold her legs up high with her arms so I could see her cute Ass. I told her some women liked what I was about to do, and some didn’t, so she had to tell me as we went along. Using one finger, I slowly worked my way around the rim of her Asshole and that was enough to drive her up the wall. When I removed my finger, she begged me not to stop. I told her not to worry because if she liked that, she would love what I was about to do. I lowered my head and slowly licked around the rim of her Asshole and she screamed so loud I was afraid the people in the next room would complain. I told her to put her hands under her Ass and raise it up in the air for me as high as she could. I then proceeded to stick my hot tongue in and out of her Asshole as fast as I could. Just when she thought that was as good as it was going to get, I started to slow massage her Clit with my finger while I continued to lick her asshole. Finally, I started alternating my tongue between her Asshole and her Pussy and she exploded.
It seemed to take her a long time to calm down because she got so worked up she had been hyper ventilating. I held her in my arms and when she opened her eyes to look at me, I immediately saw the look of love. She asked me what was next so I asked her if she had ever seen a Cock in the flesh. She said she hadn’t so I got up and stood next to the bed and slowly removed my bikini underwear. She immediately sat up and moved to the edge of the bed. She looked lovingly at my throbbing Dick and reached up and cradled my Balls in one hand, while she took my Cock in her other hand. She said it looked even more beautiful than she had imagined and asked if she could kiss it and lick it. I gave her permission and she was so gentle and loving that it just about drove me nuts. I asked her if she wanted to learn how to please me and she said of course. I told her to put my Dick in her mouth as far as her could and hold it there so she could feel it throbbing. After a few minutes, I instructed her to start moving her head back and forth as if I was fucking her in the mouth. It didn’t take long and I was ready to shoot my load, so I pulled out and came all over her magnificent Tits. She let out a squeal and started rubbing my cum all over her Breasts and Nipples.
After we took a shower, she asked me what was next. I told her I was going to make love to her and then it would be her turn to please me again. I reached over and parted her legs and positioned myself between them. Her Pussy was already soaking wet so I inserted just the head of my Dick and started going in and out very, very slowly. The longer I kept it up, the more she begged me to put it in further. Each time I slid my Cock in a little further, she would keep asking for more. Even though I was hesitant to put it all the way in, she willingly took all I could give her, without any pain. Within minutes we both climaxed at the same time and she said it was the greatest feeling in the world. We laid there for awhile and she kept asking me if it was her turn to please me yet. I finally said it was and told her to roll over and get on top of me. She did and then asked me what she should do. I slid my hard Cock into her waiting Pussy and told her to start moving her hips just like she did when she was dancing at the Club. She was a complete natural and followed my instructions perfectly. As I laid there with my hands behind my head, she would slow down or speed up, on command and it turned out to be one of the greatest lap dances imaginable. We continued to see each other almost every night for the rest of that week, plus during each week we came back to Green Bay. She was one of my best students ever, and was always willing to try anything new.
CHAPTER 36: SHE GAVE GOOD PHONE
While in San Francisco, I was doing a Seminar for a Company that had all female customer service reps. They had over 100 employees, so I had to repeat a 4 hour seminar, one a day for 4 straight days, so they wouldn’t take everyone off the phone at the same time. Needless to say, it quadrupled my odds of scoring. The very first session, there was a cute red head that stayed after for some small talk. She was about 28 years old and 5’4″, with about 130 pounds spread over her 36x24x36 figure. She was absolutely gorgeous and didn’t waste any time getting to the point. Normally when someone hung around to meet me after I was done Speaking, they either wanted to compliment me, or they were looking for some action. If it was the latter, they were usually very strong willed ladies who were extremely sure of themselves. As she approached she quickly made it very clear that she was looking for a little excitement in her life. She wanted to know if I had made any plans for this evening. When I said I had planned on eating in my hotel room, she smiled and very bluntly asked if I had anyone in mind. I said I didn’t, so she went on to ask if I thought that I would enjoy eating her as much as she was looking forward to eating me. After discussing what she would like from room service and what kind of wine she preferred, I gave her my room number and we agreed on a time.
That evening there was a knock on the door and when I opened it, she was wearing a beautiful low cut dress. As she entered and I shut the door, she seductively turned her back to me. I started to kiss her neck and shoulders and slowly unzipped her dress. As it fell to the floor, she was stark naked except for her 4″ heels. I was wearing bikini underwear under a full length robe and she immediately guided me toward the bed. She undid my robe and sat me down on the edge of the bed. She got on her knees next to the bed and started kissing my throbbing Cock through my underpants. Then she reached up and caressed my Nipples with her finger tips. After several minutes of tormenting me, she pulled down my underpants. She slid me down a little so my Ass was hanging over the edge of the bed. She straddled my legs and slowly lowered her Pussy onto my Cock. It was already soaking wet and she started a slow grinding movement, as if she was dancing while my Cock was in her beautiful Cunt. She had an incredible assortment of moves and continued to make love to me for 15 minutes. Unfortunately, I’d already ordered room service before she had arrived to be delivered at a quarter past the hour. I had planned on a little small talk and then a nice dinner before Sex. Needless to say, we were interrupted by a knock on the door. Since neither of us had cum yet, it was a little disappointing but I got up and put my robe back on. My girl sat down in one of the chairs without putting her dress on. When I asked her if she wanted a robe, she said to just let them in. When I opened the door, there was a cute little young lady that must have been barely 18. I invited her in and she almost dropped the tray of food when she saw my girl. There she was sitting there without a stitch on except for her high heels. The girl from room service turned red in the face and never said a word as she went about setting our table. My girl introduced herself and started chatting with the server. She bluntly asked if she had ever had 3-way sex before. The server said that she hadn’t and my girl suggested that she join us when she got off later that evening. The girl said she would think about it and politely excused herself. I was still somewhat in shock, however stranger things have certainly happened. I took my robe off and joined her at the table. We had a beautiful dinner and a bottle of wine and thoroughly enjoyed each other’s company, while both of us were still completely naked. After dinner, she got up and laid down on the bed and told me to join her for dessert. I climbed on top of her in a 69 position and she immediately took my Cock in her mouth and began sucking. She had a pillow under her neck, which allowed her to fully move her head so she could take my Cock completely in and out of her mouth and part way down her throat. I was caressing her thighs with my finger tips and slowly worked my way up to her Pussy. As I started playing with the lips of her Pussy with one hand and her Clit with the other hand, her Pussy got soaking wet again. The more I played with her, the hotter she got and the faster she sucked my Cock. At almost the exact moment I lowered my head started licking her Pussy, she reached her first of many climaxes. As she started to cum, she reached up and put her hands around my Ass and pulled me as tight as she could into her face. I started jamming my Cock into her mouth and down her throat, and the harder I face fucked her, the more she loved it. By this time, I was madly licking and sucking her Pussy and she exploded several more times in rapid succession. The moment I started to cum, she held my Ass as hard as she could against her face, so I was shooting my load directly down her throat. While she held my Cock in her mouth, she continued to suck until she had every last drop.
For the next 2 hours, we took turns eating each other. We didn’t fuck even once but I sure wasn’t complaining. It had been a delightful evening and we started to make plans to see each other the next night. About that time there was a knock on the door so I got up, put on my robe and went over and looked out the peephole. I was surprised to see our room service girl, so I opened the door and asked if she was there to pick up the dishes, or had she decided to take us up on our offer. She said she was thinking about partying, so I invited her in. My girl was still laying naked on the bed and motioned for the server to sit down next to her. I sat down in a chair and decided to let her be in charge. They spent the next few minutes talking, and my girl was asking her about her preferences and her level of experience. All the time they had been talking, my girl had been slowly removing the other girl’s clothes. She was only about 120 pounds and about 5’2″. She had a very small build of about 32x22x32 with short blond hair. They had decided that they both loved to have their Pussies eaten, so they instructed me to lie down on the bed. The little blond jumped up and straddled my face without any hesitation and I quickly discovered this was her natural hair color. I could tell by her lack of movement that she didn’t have a lot of experience, but she was really enjoying it. My girl was kneeling next to us on the bed and started playing with the blonde’s little Titties and Nipples. This turned them both on, so she moved her head closer and started sucking the blonde’s Nipples. After a few more minutes, she told me to spread the blonde’s cheeks apart and she reached behind her and put a finger in her Asshole. This drove the little blond wild and before long she started cuming in my face. As soon as she did, my girl pulled her off of me, laid her down spread eagle, and began licking every drop of cum off of her little Pussy. Since my girl was laying on her belly with her face buried in the blonde’s Cunt, her Ass was hanging over the edge of the bed. I got off the bed and stood behind her and starting fucking her doggy style. The harder I fucked, the wilder she got. The blond must have thought she was in heaven and kept saying how great it felt.
After a brief rest period, they both decided it was time to take care of me. They both got on their knees and knelt down on the bed on either side of me. They had their beautiful Asses and Pussies facing me and I had a marvelous view, one red and the other blond. I started playing with both Pussies and my girl took the lead. She told the little blond to lick my Balls while she started sucking my Cock. After a bit, she told the blond to trade places with her. Even though the blond didn’t give the greatest head in the world, it was still great because my girl was licking my Balls like a lollipop. After a good 15 minutes, I was ready to cum so I told the blond to lie down on the bed so I could get on top. As I got between her legs, my girl immediately jumped up and straddled the blonde’s face with her Pussy. Quite frankly, it was a little difficult getting my Cock in her Pussy because she was squirming around like crazy. Once I finally got my Dick in, I was amazed at how tight she was. Although she hadn’t been that great at giving head, she ended up being an incredible fuck. It might have had a lot to do with the fact that she was so hot because she was eating pussy at the same time, but all I had to do was lean against her, and she did all the work. The 3 of us continued to experiment with different positions for the next few hours and when we finished, my girl and I thanked the little blond and told her we would call her the next day.
After she left, we agreed that it had been fun, but not the greatest. My girl volunteered that she had a girlfriend that was much more experienced, and said she would bring her the next evening. She did and the 3 of us spent the next 3 nights together. Oh yes, although we didn’t invite the little blond server back for any more 3-way Sex, I did have her stop by for a couple of hours each afternoon for some very nice one-on-one Sex.
From the Author:
I truly hope that you’ve enjoyed these 2 FREE Chapters from “Confessions of a Male Whore Dog”. Please be assured that every one of the remaining 67 Chapters is absolutely crammed with explicit and erotic details about my Quest for Sex for 40 plus years. Whether you are entertaining yourself or sharing these stories with a partner, I’m confident that you’ll get off many, many times by reliving my experiences with girls and ladies that ranged in age from __ to 66. You’ll enjoy sisters, twins, and even a mother and daughter combination. You’ll be able to fulfill your every desire, with virgins, lesbians, nymphomaniacs, and almost everything in between, including 2, 3, 4, 5, and yes, even 6 girls at the same time.
I have two additional eBooks you might have an interest in at www.HotSexBooks.com which are “The Ultimate Guide to Free SEX” and “How to Start an Escort Agency”:
Here’s to Great SEX !
Author1 [at] cfl.rr.com