I’m a 50 year old single white male earning somewhere in the neighborhood

I’m a 50 year old single white male earning somewhere in the neighborhood of $200,000.00 per year from a few good investments I made years ago. I live alone in a very comfortable 4 bedroom rustic log cabin that is situated high on a bluff overlooking one of the most beautiful rivers in this part of the country. I own several classic cars, a stable full of racehorses and a Cadillac Escalade that I drive on a daily basis. I also have a secret that until recently I had taken great pains to conceal from the rest of the world. That secret I have decided to reveal in this manner. I, a successful businessman and a leading citizen (even if I do say so myself), have been addicted to masturbation for the past 30 years. Not only masturbation, but masturbation while wearing women’s lingerie, stockings and shoes and exhibiting myself publicly, yet discreetly, as I play nasty games with my turned on body. A fact that I don’t anticipate changing anytime soon. Especially now that I have finally found the woman of my dreams. The woman who has given me the courage to come out of the shadows and openly, if not proudly, admit to the world that I am nothing more than her personal Sissy Jerk-Off Boy and my sole purpose is to masturbate for her whenever and however she wishes while dressed, or undressed, in whatever she directs. Be it lingerie or leather. For she is my Queen, my Goddess, my Mistress. She is my Masturbatrix.

It’s still sometimes difficult for me to believe that only two short weeks ago I was still living that bleak existence that I’d lived for such a long, long time. Going about my day wearing my $800.00 suits with my nose in the air and with that ridiculous snobbish attitude I was perhaps the world’s biggest hypocrite. After my day of acting as if I was somehow better than everyone else I’d, at last, head to my favorite eatery to pick up something for my supper. Then with bundles getting cold in the passenger’s seat I’d start for home.

Typically I’d only make it about six blocks to the mostly deserted parking lot of an old bankrupt grocery. I’d discovered an excellent parking spot there toward the back of the old building where neither me nor my vehicle could be seen. Here I would shed the stresses of the day as I shed my stiff business suit and put on the silky feminine attire I’d had hidden in my auto’s storage compartment all day. It’s hard to describe the combined feelings of relief, exuberance and arousal that washed over me the instant I’d slide my feet into the leg holes of my pretty panties and slowly pull them up my shaved legs. Or, while I meticulously rolled a pair of expensive nylon stockings on and connected them to my sexy garter straps. I loved it. I truly loved everything about it. The smooth, slick feeling of the material hugging my body. The excitement of changing out of my street clothes here in this open, somewhat hidden, but still public place. Driving home in only my lingerie, nearly naked, and above all, playing with my beautiful hard cock that would threaten to rip through the crotch panel of my tiny panties as I’d slip my feet into the beautiful and sexy feminine footwear I’d chosen for the day, and lay my man clothes on the back seat.

On the day that changed my life I was clad in a pink satin corset with white trim at the boning, white lace garter belt, pink bikini panties, white stockings and black high heeled sandals. No bra as I was afraid if I wore a bra it could be too easily seen by the occupants of the other vehicles. Besides, my nipples are extremely sensitive and I love teasing and toying with them. They tingle so much when I’m aroused that they’re nothing more than hard little pebbles begging for my touch. Just rubbing them lightly with my open palms never fails to cause a steady flow of pre-cum to begin spilling from my cock and almost always is the catalyst for another one of my multiple masturbations during the course of any given day, afternoon, evening or night. As a matter of fact, it was just that very thing that caused me to first meet and experience my now Masturbatrix.

I had just finished changing at my parking lot spot and was leaving, backing my Escalade out of my perceived seclusion when in my rearview I saw her standing directly behind me, blocking my only way out. She was dressed in boots, black fish net stockings, short blue jean cut offs and a tight halter, on the front of which was emblazoned “BITCH” in bold pink letters. Her face and figure appeared to be quite stunning from what I could see in the mirror. On the ground beside her sat a black overnight type bag and in her hand was an envelope of some sort that she kept slapping against her thigh as she stood staring back at me in my mirror. She was obviously waiting for me to stop my vehicle. I supposed so she could approach my driver’s side window because when I did, she did. My excitement at being actually seen dressed as I was by this beautiful, strange, woman made my cock swell to extreme proportions. In spite of my combined feeling of fear at her reaction and the excitement of being seen, I was also decidedly turned on and couldn’t resist my urge to lightly brush my rock hard nipples with my palms before she arrived at my window. The feeling was like no other before it in intensity and stimulation and I was suddenly and unexpectedly cumming. Hot white ropes of sticky sperm erupted from my hard cock and soaked the crotch of my panties. An ever increasingly large circle spread from the top of the tent my jerking erection was causing , soaking the tiny garment more and more completely with each passing second. My throbbing erection was also causing the panties’ delicate waistband to be pulled away from my body which left a clear and unobstructed view of my cleanly shaven abdomen and the root of my thick, wet cock.

Glancing in my rearview mirror it was obvious there was no time to clean up or even hide my mess. I was blushing bright red, out of breath, mortified and strangely satisfied when she arrived at my driver’s window and stepped up close. I was too embarrassed to look at her as I imagined all that she must be seeing right then. Her loud knock on the window glass caused me to turn my eyes her way however, and when I did I saw that she wasn’t looking at me either. Well, I mean she was looking at me, but just not at my face. Her intent stare was firmly locked on my crotch and everything there was to see down there. My nylon encased legs, my tiny pink panties with their load of fresh cum, my still jerking hard-on and my meticulously clean shaven body. As if in some sort of hypnotic trance she motioned for me to roll down my window with her thumb, never glancing away from her focal point on my crotch for a second.

I hesitatingly complied to some extent and lowered the glass between us about 6 inches. “Do you like it?” I boldly asked. Her eyes remained on my hard on as she answered that she’d seen it all before. “I just never knew you were so big,” she added, finally raising her eyes to meet mine. “You’re a kinky little rich boy aren’t you Darlin’.” she said smiling as she passed the envelope she was carrying in to me through my lowered window.

Cautiously I took it from her and opened it. Inside I found an extensive photo documentation of none other than me in various stages of dress and undress as I was changing from my business suits into my lingerie here in my “secret and secluded” spot. There were photos from as far back as six months and spanning what appeared to be each and every visit I’d made here—which were numerous. So that’s what she’s up to, I thought. Blackmail! “I think maybe you’d better get in,” I said calmly. “Yes, so do I,” she smiled and promptly circled my vehicle to climb into my passenger’s seat. I barely had time to transfer my supper bags into the back floorboard before she was sitting there staring at me.

We both just sat for a very long moment eyeing each other. She obviously taking in my naked body clad in the feminine attire, and me attempting to overcome my shock and embarrassment at her substantial beauty, which I slowly admired from head to toe and back. “So,” she said looking me in the eyes. “You like the pictures?” Picking up the stack from my console between us I slowly looked through them again before putting them back in the envelope and tossing them in her lap. “How much?” I asked, contempt dripping from my voice. Or, at least as much contempt as I could manage considering my situation.

“How much what?” she asked, her eyes open wide in mock surprise. “Money!” I loudly responded. “How much money do you want to make you and your pictures go away forever?” Removing the pictures from the envelope she began slowly looking at them one at a time, a broad smile on her face that she renewed with each consecutive print. “Money?” she finally asked. “I don’t want money. And, I’m insulted that you’d think a monetary value could be put on all of my hard work.” she concluded, laying the pictures in her lap and raising her eyes to mine. “No,” she continued “I’ve got something else in mind entirely.” Then added, “My, but you do love to play dress up. Don’t you?” She didn’t wait for my answer. “Well, of course you do,” she quickly went on….. “Just look at how wet and sticky your little panties are. You really should be punished for that you know?” Then again looked into my eyes and smiled. “And I plan to be the one who administers that punishment,” she trailed off into a near whisper and I had to struggle to hear what she’d said. ‘What audacity’, I thought.

“First of all,” I began, “my personal behavior is really none of your business. And secondly, Just what will it take to get rid of you!” I covered my now shrinking cock with both hands and gave her a hard stare directly into her big brown eyes.

“Well,” she started calmly, “It’s like this,……. You can’t! You see I lost my job about six months ago and since then I’ve been struggling to keep up with my rent and bills. To say nothing of my social life falling into total ruin,……….Then one day when I was almost at my wits end I happened to look out of my bedroom window and what did I see but you, one of the upper crust of our little society, hiding behind this old building acting real suspicious. Needless to say, you captured my attention. So I started to seriously watch you then. I saw you look around to see if anyone could see you. You didn’t see me, but I saw you when you started to take off all of your clothes. Now, a fire couldn’t of kept me from watching, and I even decided to go one better as I hurried and got my camera from my dresser drawer getting back to my window just in time to see you putting on women’s lingerie. That’s when I started taking pictures. I didn’t know what I would do with them yet, but I figured something would come to me sooner or later. And, as you’ll soon find out, it did. Also, I discovered I got very turned on whenever I watched your little show