(All events loosely based on an actual first meeting with a professional dominatrix. Some events are strictly fictional, as most pro dommes won't do anything that could legally be considered prostitution, e.g. sucking, fucking, hand jobs, and the punishments are exaggerated.)
*
I had dabbled in BDSM a few years ago, visiting a pro domme a few times, but then got away from it. Recently I decided that I wanted to see if I was still into the scene. Previously, I had some cupping, a little flogging with a wide leather flogger, and some mild CBT (weights on my balls and some light penis whipping). This time, I wanted to first see if I still wanted to continue in the scene and if so, how far my limits could go. After scanning the web, I found a professional that I thought would be perfect for me, willing to go soft if necessary but would take me as far as I would want to even fantasize about. I made the appointment for as quickly as I could arrange to get to the city where she lives.
I got prepared as best I could that morning, clean in and out, well groomed, shaved up and down, fresh breath, and was definitely on time. As I walked in, I found a very petite long red haired beauty, with a smile that lit up the dimly illuminated interview room. She had on a low cut black bustier with garters, long see-through stockings, a small black g-string, and tall spike high heeled shoes. She also wore long elbow length red vinyl gloves. A sight that was both alluring and intimidating. Wire framed glasses perched on a delicate nose magnified a pair of striking green eyes and a large welcoming smile set off very white teeth. The bustier pushed up her moderately sized breasts to a point that threatened to overflow the top, drawing my eyes to her enhanced cleavage. I started to harden at the sight and in anticipation despite my nervousness, and quietly followed behind her into a nice sitting area with a couch and a chair, watching her naked cheeks framed by the garters jiggle slightly as she walked, as beautiful a bubble butt as you would ever want to see. I was starting to fantasize that maybe she would forget her rules and I would be getting some sex as well.
As we sat, we talked for a while and I repeated what I had told her on the phone, for this first time I wanted to see whether I was still interested and so I wanted her to try a variety of things. We talked a little longer for her to see what kind of experience I did have and come up with a plan. She was so calm and sweet while we were talking that I wasn't sure if she could be harsh enough. I found later to both my delight and extreme discomfort how well she could do her job. She told me that I was to honestly respond to any questions but I was not to whine and ask for lessening of any activity. She would stop anything at any time but no whining. Grunts, groans, moans, screams or just plain stop was alright, but no whining unless I was specifically asked. When all the talking was done she told me to go to the bathroom, get naked, and not come out until she called me. Once I came out, there would be no more negotiation, just obedience.
I couldn't get over how nervous I was while I was undressing. I stood there shivering from anticipation and lost the semi-hard on I had developed during our time in the interview room. When she called me I came out and stood in front of her devilishly smiling form.
"Put your hands at your side away from your crotch and stand still," she ordered me. "I need to see what I am working with!" slowly walking around me rubbing all along my naked body. "Ah, nipple rings, you didn't tell me about those. That will make for some fun as well as an excuse to punish you a little for not telling all."
Her hand moved slowly down to my cock and shaven balls. At her touch, my cock began to slowly rise as she fondled my balls lifting them in her small hand. "I like the fact that you shaved, it makes it easier to bind without hair in the way. Well, it is not a really big cock, but it doesn't need to be for what I have in mind, and nice balls. A little tight but I will have a lot of fun changing that," she said as she made a ring with her thumb and forefinger around the top of my scrotum pulling it down away from my cock and body, tightening the balls in my sac, while her other hand traveled down exploring the my ass crack. "You did tell me you had an enema before coming here, didn't you? In that case, I can have some fun here then too," she said as her index finger and middle finger played around my ass hole making me shiver
"Oh you react easily, don't you? This could be more fun than I thought." With both hands at my crotch, her face was close to my body and though short, the shoes raised her chin almost up to my shoulder and when she spoke, her breath gently washed over my cheek.
"Uuuunnggggg," I grunted painfully as she suddenly pulled down hard on my balls causing me to bend at the knees.
"Stand up straight!" she demanded. I did but that just caused a dull ache in the pit of my stomach since she kept her grip and only followed me up part way, keeping quite a bit of tension on my ball sack.
"Good, that is much better. Now follow me." I did so as she released my balls and led me into the next room, a concrete room containing a St. Andrew's cross, an ottoman, an overhead winch, chains, a structure I learned in a later session was a whipping bench, and various whips, canes, and floggers.
"Come over here and give me your hands," motioning me to stand in front of the St. Andrews cross with a mirror off to my left side. She then proceeded to buckle my wrists in wide leather shackles with D rings on them that she then attached to a spreader bar that was hooked up to a chain dangling from the overhead block and tackle. Similarly she shackled my ankles to a different spreader bar so that I couldn't close my legs. Walking over to a motor control, she started the motor and the winch pulled my arms over my head to a point where I was just barely standing fully on my feet. Any more, and I would have to rise up on my toes. There I was, standing spread eagled, unable to close my legs or lower my arms. By now, I was starting not only to feel exposed and vulnerable but helpless as well. Even though I was scared, I was still disappointed that I had lost my erection.
"Not hard yet?" she asked. "We can't have that." Putting a little lube over right hand, she moved up behind me, pressed her breasts to my back, reached around, grabbed my dick in her vinyl clad right hand and started slowly masturbating me. I looked down in amazement as my cock inflated despite my nervousness.
Once I was hard enough for her, she moved around to my front with a roll of what looked like baling twine. "I like to bind up men's cocks, they look so pretty that way." First, a few loops around the base of both my cock and balls, a few around just the balls both separating them from each other and my cock, then a weaving pattern around the shaft, culminating in a coil just behind the head. Surprisingly, I didn't get soft.
"The way I trussed you up, you won't be getting soft any time soon."
