**Chapter 1. Growing up
Oh my where to begin, I imagine it is best to start at the beginning (or as close to it as I can remember). I grew up in a relatively medium sized east coast city living what some may call a normal life with two sisters and both my parents. Growing up I was always into sports and when I entered middle school I had begun to focus on baseball and basketball and considered myself above average at both. Away from sports I was a pretty good student and considered myself to have a close group of friends but wasn't a jock or super popular by any means. I was relatively well built thanks to sports and had admirers throughout my teenage years.
However my parents were always keen to stress the unintended consequences of being sexually active early. This included family discussions talking about things such as STDs, pregnancies and having my future derailed. I had always enjoyed living out east but knew even from an early age that I wanted to get out and explore the country. So these discussions had a profound impact and led me to be very cautious and shy when it came to sex. Instead of many of my friends experiencing sexual activity in early high school, I didn't lose my virginity until after I graduated high school. But, during my teenage years I found porn.
Similar to most everyone at first, I started pretty vanilla. This included searching for MILF hunter archives, big sausage pizza archives, etc. One thing that was a common theme was roleplay and how I enjoyed escaping reality. As time passed, my searches began to expand and I eventually found myself finding female domination "FemDom" videos.
Like the early porn this started off relatively vanilla. Beginning at things like jerk-off-instructions and light spanking, which I found incredibly arousing. This then morphed to more taboo topics such as chastity, pegging, bondage, etc. These themes of porn had an even greater impact and I began to realize whether it was always a deep burning desire of mine or the result of being sensitized to it through porn, I had a secret desire to become submissive.
**Chapter 2. The College Years
My high school years continued and so did my porn watching. While I had a girlfriend or two throughout high school, eventually resulting in losing my virginity after graduation I never dated as much as my other friends. After high school I was accepted to college at a prominent school on the east coast where I told myself if I succeeded I could finally leave the region.
College was similar in nature to high school from a sexual activity level, with maybe a bit more adventure and parties, however I continued to watch porn and now knowing a bit more about technology and away from my parents began to explore the world of FemDom a bit more. This included things such as creating a profile within various FemDom websites which interest to those sites would come in waves. Typically when I hadn't relieved myself to FemDom fantasies the desires would burn greater and I would gain the courage to reach out to members.
It was tough to beat the rush of seeing the 'New Message's' flash in red or a new message in my inbox within the respective sites. In every situation I could converse extremely well, including learning proper protocol from scouring the internet, however when the time came to receive instructions from a Mistress or set-up a time to meet I would somehow always find the time to relieve myself to FemDom fantasies which after doing so always had me chickening out.
I always rationalized it as this isn't the right time or what would happen if a roommate or a friend caught me. So throughout my college years, while my fantasy exploration evolved, I was still very much into thinking and not acting.
****Chapter 3. Transitioning into the Real World (of FemDom)
College had gone much like high school academically, which allowed me to have several options to begin my career in engineering. However I always had eyes towards moving away from the east coast and truly being independent and was fortunate to land my first job at a prestigious engineering firm in a large midwestern city and moved during the late summer.
While moving the idea of FemDom didn't even really register and my porn watching had slowed. Through my college jobs and my generous starting salary, I was able to afford an apartment by myself. I thought being independent this was a necessity as I had a few bad experiences with roommates while in college.
As the months passed and fall began to turn to winter I found myself staying inside to avoid the blistering cold. While doing so the inner FemDom fantasies began to burn inside of me once more. One especially cold night, I had elected to stay in and watch Netflix while enjoying one of my nicer bottle of red wines.
After a few generous glasses, I found myself gravitating away from the initial FemDom sites, and in feeling more adventurous, I wanted something more immediate. With the nice lifestyle I was living, and the number of professional Dominatrices living in the city, I knew now was the time.
As the evening progressed there were two that stood out to me. Mistress Veronica was a dark brunette, with a very slender build showing off her extensive array of latex and leather outfits with a completely built out website showing off a multitude of toys, outfits and her dungeon. One could say almost nearly out of a porn video.
Domina Electra was much more 'real life' looking. She was more busty and featured natural curves and instead of long dark hair had short hair which in additional photos was actually a wig to cover her shaven head. Also instead of leather and latex her outfits were cozy sweaters and lingerie.
The other most notable difference between the two was the method of contact and tribute differences. Mistress Veronica allowed phone calls up to 10 p.m. and her tribute was $350 an hour while Domina Electra had a submission form and her tribute was $200 an hour.
Perceiving quality to be in the form of dollars, and knowing my previous tendencies to chicken out, I placed a call to Mistress Veronica. As it was Friday at 6:30 I didn't expect much, however as I was about to hang up after four rings, a slow seductive voice answered, "Hello, may I help you?"
I immediately panicked and became incredibly aroused. However after taking a deep breath answered, "Yes may I speak with Mistress Veronica?"
She replied, "This is her how may I be of assistance?"
I continued, "I was curious what your availability may be for a possible session this weekend?"
"You are in luck I have had a last minute cancellation due to the weather and have availability this evening or not until next Wednesday as I will be traveling starting on Sunday," she said.
I took a deep breath and knew this was the moment of no turning back, either I go through with this or hang up now. "This evening works for me," I said.
Mistress Veronica continued, "Excellent, I trust you have read my website?"
"Yes," I said.
She sternly said, "Yes what?"
I quickly corrected myself, "Yes Mistress."
She continued, "Very well my dear, from now on you may call me Mistress Veronica or Mistress. Anything else will receive a punishment. Now what is your name my dear?"
"Ryan, Mistress Veronica," I said.
She replied, "Very well. The last item to take care of is how long would you like to play for?"
I again responded to her question stating, "This will be my first time however I was thinking about 2 hours, does that sound sufficient Mistress Veronica?"
She joyfully replied to my statement saying, "Oh a newbie now I am very much looking forward to this. Yes two hours is the time I recommend to novices. Based on your review of my website please come with the required tribute in a book or envelope which you will leave by the table as you enter my dungeon. Do you have any other questions?"
I confirmed with her, "No Mistress Veronica."
Lastly she provided instructions by saying, "Good. Now I expect you here in a half hour, presuming you are in the city, and please travel to the Corner of 42nd and Hemingworth. Once there call exactly at 7 p.m. and I will provide you further instructions. Please call if you are running into any troubles or delays."
After this the phone call was terminated.
I immediately set the phone down and was in a state of disbelief. After collecting myself that this was finally going to happen I brushed my teeth quickly, grabbed a blank envelope and went downstairs to the ATM and withdrew the appropriate amount of tribute. Once everything was in order I was able to catch a cab which given the weather and less traffic was able to bring me to the location with 5 minutes to spare.
With it being so cold I went inside a nearby Starbucks and waited the remaining 5 minutes. Once my phone hit 7 p.m. I immediately redialed her number.
After two short rings she answered, "Hello, how may I help you?"
I quickly replied, "Hello Mistress Veronica this is Ryan."
She continued, "Excellent I was curious if you were going to call. Novices tend to have a hard time following through. I am glad you are the exception. Are you at 42nd and Hemingworth?"
I confirmed with her stating, "Yes Mistress."
She provided the next set of instructions saying, "Very good Ryan, now if you turn right at Starbucks heading to 42nd street you will walk a few houses down until you come to 401 N. 42nd Street. Once outside ring the buzzer and you will be let in. Once you are inside please place the tribute as discussed. Additionally please take your shoes off and kneel waiting for further instruction. Do you understand?"
I confirmed with her saying, "Yes Mistress Veronica."
After the phone call disconnected I tried to be as calm as I could leaving Starbucks and turned right. It felt like an eternity however finally arrived at 401 N. 42nd Street and rang the buzzer. After a moment the door clicked, and I pushed through to discover a hallway illuminating in red. I immediately placed the envelope on the table next to me and took my shoes off to assume the kneeling position.
It seemed like the time dragged on again however I knew that was in my head. After a few moments I could hear clicking of what sounded like stilettos and little by little the sound was becoming louder and louder.
Then I heard the same seductive voice, "Good evening Ryan, I am very glad to see you can follow simple instructions."
I responded, "Thank You Mistress Veronica."
She continued, "You are definitely going to be fun. In addition to being a novice, very young I see as well. Good boy, now take off your coat and hang it in the closet and follow me."
I did as she was told and she led me down the stairs into the basement in what appeared to be a lobby area. After being seated and sitting in silence for a moment she engaged, "So Ryan before we get started I want to take a little time to get to know you. What led you to this path? What are your interests? What are your limits? What are you looking to gain out of tonight's session?"
After taking a deep breath and beginning to relax I summarized the story up until this point. When it got to interests I had thought about this long and hard and really had no idea where to begin. Given I was new to playing so many things sounded great. But I stuck with a few things that had gravitated towards me in watching porn.
That was chastity play, strap-on play, foot worship, spanking and bondage. As for limits I told her I didn't want significant marks, needle play/medical play, fire play and forced bi. Lastly, related to what I hoped to gain from tonight's experience I was honest and said if all of this was just in my head or I really enjoyed this.
After I finished she gave a small chuckle and said, "Fortunately I am nice today but I have a feeling you have quite a few more limits than what you just mentioned. But take a deep breath and some water it will help you relax."
I did as she was told and felt a weight lift off my shoulders hearing a joke in this setting. After she could feel the tension leave the air and continued, "You have a great array of interests and within our setting I think this will allow great room to explore those. One question before we begin would you like me to surprise you with any activity I may find suitable that are within the confines of your limits or stick strictly to your interests?"
I paused knowing this may come up but I felt completely safe in this setting and wanted to experience some unknown so I said, "Feel free to surprise me Mistress Veronica."
I could see the smile on her face and she said, "Very well. Before it begins I trust you have read the rules of my website, however before we begin any questions? Also you are aware of the safe words and what they symbolize?"
I nodded my confirmation and she finished, "Please go into the next room and undress while folding your clothes neatly to the side. Once undressed kneel again until I enter when our session will begin."
After she finished her sentence she got up and so did I as I proceeded to the next room and when I entered I was in complete awe of the cages, St. Andrews Cross, spanking benches, etc. However quickly did as she said and knelt and unlike the earlier feelings almost immediately upon kneeling it felt like the door behind me opened. Mistress Veronica entered with her stilettos creating a truly erotic sound at each passing step.
She came up from behind and placed a blindfold on my eyes, the first surprise, and said, "Very good for following instructions Ryan, I see you are very clearly in your element at my feet." She gave a quick chuckle, as I knew she was referring to my already erotic cock, which was a full eight inches.
She continued, "While I am sure many of women thought your tool may be impressive, I certainly will not be having any use for it tonight."
Upon finishing this sentence I felt a sudden chillness on my cock and balls that caught me entirely off guard. After 10 seconds all of the erotic fantasies I was about to encounter drifted away in my mind and I was limp.
Once limp I felt her hands grab my groin region and begin to slide a plastic device on and in no time heard the sound of the lock click and knew I had given up full control.
She circled around me and began speaking again, "Ryan I am impressed by the amount of research for a novice and certainly understand the excitement this setting brings. However in order for you to devote your complete attention to serving and pleasing your Mistress we need to control your urges. As such the chastity device I placed on you serves as a reminder. While you are here, you are mine. Your motivation is to serve me to my satisfaction. Do you understand?"
I replied, "Yes Mistress Veronica."
From that moment forward I was hers. She led me to the St. Andrews Cross where she tied me up. She used various implements to administer various amounts of pain but none past my threshold. Those included floggers and clothespins, which were applied to my nipples, balls and ass. Throughout this she teased me consistently whispering in my ears, softly touching my balls to make my cock press against the chastity cage and even placed a vibrator on my balls for a very short period.
The experience was exhilarating and after what seemed like 10 minutes but was probably 30-45 minutes she released me and demanded I kneel. I did as I was told and awaited her next commands. She again circled me as she did previously and began to speak, "Ryan I am very impressed by your reactions under bondage. How was that experience for you?"
I responded almost immediately not wanting to disappoint, "It was excellent Mistress Veronica."
I could sense her smile from my blindfold and she continued, "Very good Ryan. From your stories you told me I gathered that bondage was a minor footnote but your fantasies really focused on strap-on play and tease and denial."
As she concluded she removed the blindfold and my eyes caught the back part of the room, that I hadn't seen previously, which was a pink door. Mistress Veronica saw it and out of the corner of my eyes I thought her eyes lit up before she continued, "I see a certain room has caught your eye. I was hopeful that might be the case."
After she concluded she instructed me to crawl along with her and opened the pink door which was surrounded by pink walls and containing several outfits, a make-up station, mirrors, and sets of red, white and pink toys. She closed the door and continued again, "With all of my novices that have an interest in strap-on play I try and show them a glimpse of the room and see their reaction. Yours did not disappoint."
She unlocked the chastity cage and my cock sprung to attention. As quickly as it rose to attention, she again used ice to deflate it and caged it again. Once doing so she again spoke, "You certainly enjoy little pink things and it seems like you have a sincere connection to the feminine side of FemDom. From now on that little prick of yours is going to be referred to as a clitty. Now is time for a little more fun."
Once she finished in a sadistic tone she led me to the array of outfits and began putting different combinations up to me.
After 15 minutes she found a pink PVC dress and pink panties with a slit in the back that she requested I put on and I could sense her enjoyment by the look. To finish off the look she added a blonde shorthaired wig that she pressed on my head. Once final she asked how I liked it and while I have never imagined cross-dressing I responded enthusiastically to her delight.
Afterwards she told me to get on the bench off to the right and go on all fours. I did so immediately and once I did she put the blindfold back on me.
She walked away and walked past to my ass. Once the clicks of her stilettos stopped I felt a cool sensation in my asshole and then heard a seductive tone, "My, my someone has some clean-up to do on a go forward basis. Embarrassing from a little sissy to have such an unkept area."
After she concluded I felt a small toy tip inserted and she kept telling me to breath and relax until I felt the whole toy engulfed by my asshole. She removed the latex gloves and again walked away before returning, this time to the front of me. She continued, "How does that feel my little Rischelle?"
I was taken aback by the name change and indicated it felt very good. After I responded I felt something press to my lips and noticed immediately it was lipstick. Once Mistress Veronica was finished she again removed the blindfold and I was looking back at myself, as the new me in this setting of Rishcelle.
After she saw my pleasure she moved to the front blocking the view of the mirror. In place of the mirror I saw a strap-on in front of me.
Mistress Veronica spoke again, "Well now that we have a new identity for you, let's see how much you like sucking cock Rischelle."
I fully embraced the identity of Rischelle and assumed to licking up and down the shaft, licking the tip, inserting the dildo in my mouth and moving up and down. I lost myself in that action and Mistress Veronica was speaking words of encouragement such as 'Such a good little sissy slut' and then proceeded to take her hands to the back of my head until she got her first gag.
After the first gag she removed the strap-on and was elated in my performance saying, "Such a good little girl, are you sure you haven't done that before? I don't think I will even need any more lube with how much saliva you got on this cock."
And once she finished the sentence she moved to the backside again and removed the previous butt plug. Once removed, she slid in her cock almost effortlessly. She continued for what seemed like a second but was probably much longer until she removed her strap-on.
After concluding she told me to roll over on my back which I obeyed and again moved to the vanity and opened a drawer. She returned with a Hitachi magic wand turned it on. She saw my eyes light up and said, "I thought you may enjoy this little finisher." Unsure what she meant she moved it to my clitty and put it directly on my caged clit.
In what was no time I couldn't help myself and lost control exploding cum all over, including my face. Mistress Veronica erupted in laughter and said, "Oh my little sissy has quite the mess to clean up." She also spanked my balls in one swift motion indicating I forgot to ask for my permission and never to let that happen again.
After I cleaned myself up, including licking my own mess, she removed my chastity device and led me to the shower where I showered and put my clothes back on as instructed. We debriefed on how the session went which I gave great reviews. She indicated she was very pleased with my progress and to think about how I would like to continue.
She was interested to see me more however indicated my passion was typically not one to go away and it could get expensive, as she was not looking for personal submissives at the moment. However she would be happy to refer me to someone who may be looking for something more long-term if that is something I was looking for and I was happy to call back with whatever I decided.
I left her place for the final time that evening, however the journey was just beginning.
Oh my where to begin, I imagine it is best to start at the beginning (or as close to it as I can remember). I grew up in a relatively medium sized east coast city living what some may call a normal life with two sisters and both my parents. Growing up I was always into sports and when I entered middle school I had begun to focus on baseball and basketball and considered myself above average at both. Away from sports I was a pretty good student and considered myself to have a close group of friends but wasn't a jock or super popular by any means. I was relatively well built thanks to sports and had admirers throughout my teenage years.
However my parents were always keen to stress the unintended consequences of being sexually active early. This included family discussions talking about things such as STDs, pregnancies and having my future derailed. I had always enjoyed living out east but knew even from an early age that I wanted to get out and explore the country. So these discussions had a profound impact and led me to be very cautious and shy when it came to sex. Instead of many of my friends experiencing sexual activity in early high school, I didn't lose my virginity until after I graduated high school. But, during my teenage years I found porn.
Similar to most everyone at first, I started pretty vanilla. This included searching for MILF hunter archives, big sausage pizza archives, etc. One thing that was a common theme was roleplay and how I enjoyed escaping reality. As time passed, my searches began to expand and I eventually found myself finding female domination "FemDom" videos.
Like the early porn this started off relatively vanilla. Beginning at things like jerk-off-instructions and light spanking, which I found incredibly arousing. This then morphed to more taboo topics such as chastity, pegging, bondage, etc. These themes of porn had an even greater impact and I began to realize whether it was always a deep burning desire of mine or the result of being sensitized to it through porn, I had a secret desire to become submissive.
**Chapter 2. The College Years
My high school years continued and so did my porn watching. While I had a girlfriend or two throughout high school, eventually resulting in losing my virginity after graduation I never dated as much as my other friends. After high school I was accepted to college at a prominent school on the east coast where I told myself if I succeeded I could finally leave the region.
College was similar in nature to high school from a sexual activity level, with maybe a bit more adventure and parties, however I continued to watch porn and now knowing a bit more about technology and away from my parents began to explore the world of FemDom a bit more. This included things such as creating a profile within various FemDom websites which interest to those sites would come in waves. Typically when I hadn't relieved myself to FemDom fantasies the desires would burn greater and I would gain the courage to reach out to members.
It was tough to beat the rush of seeing the 'New Message's' flash in red or a new message in my inbox within the respective sites. In every situation I could converse extremely well, including learning proper protocol from scouring the internet, however when the time came to receive instructions from a Mistress or set-up a time to meet I would somehow always find the time to relieve myself to FemDom fantasies which after doing so always had me chickening out.
I always rationalized it as this isn't the right time or what would happen if a roommate or a friend caught me. So throughout my college years, while my fantasy exploration evolved, I was still very much into thinking and not acting.
****Chapter 3. Transitioning into the Real World (of FemDom)
College had gone much like high school academically, which allowed me to have several options to begin my career in engineering. However I always had eyes towards moving away from the east coast and truly being independent and was fortunate to land my first job at a prestigious engineering firm in a large midwestern city and moved during the late summer.
While moving the idea of FemDom didn't even really register and my porn watching had slowed. Through my college jobs and my generous starting salary, I was able to afford an apartment by myself. I thought being independent this was a necessity as I had a few bad experiences with roommates while in college.
As the months passed and fall began to turn to winter I found myself staying inside to avoid the blistering cold. While doing so the inner FemDom fantasies began to burn inside of me once more. One especially cold night, I had elected to stay in and watch Netflix while enjoying one of my nicer bottle of red wines.
After a few generous glasses, I found myself gravitating away from the initial FemDom sites, and in feeling more adventurous, I wanted something more immediate. With the nice lifestyle I was living, and the number of professional Dominatrices living in the city, I knew now was the time.
As the evening progressed there were two that stood out to me. Mistress Veronica was a dark brunette, with a very slender build showing off her extensive array of latex and leather outfits with a completely built out website showing off a multitude of toys, outfits and her dungeon. One could say almost nearly out of a porn video.
Domina Electra was much more 'real life' looking. She was more busty and featured natural curves and instead of long dark hair had short hair which in additional photos was actually a wig to cover her shaven head. Also instead of leather and latex her outfits were cozy sweaters and lingerie.
The other most notable difference between the two was the method of contact and tribute differences. Mistress Veronica allowed phone calls up to 10 p.m. and her tribute was $350 an hour while Domina Electra had a submission form and her tribute was $200 an hour.
Perceiving quality to be in the form of dollars, and knowing my previous tendencies to chicken out, I placed a call to Mistress Veronica. As it was Friday at 6:30 I didn't expect much, however as I was about to hang up after four rings, a slow seductive voice answered, "Hello, may I help you?"
I immediately panicked and became incredibly aroused. However after taking a deep breath answered, "Yes may I speak with Mistress Veronica?"
She replied, "This is her how may I be of assistance?"
I continued, "I was curious what your availability may be for a possible session this weekend?"
"You are in luck I have had a last minute cancellation due to the weather and have availability this evening or not until next Wednesday as I will be traveling starting on Sunday," she said.
I took a deep breath and knew this was the moment of no turning back, either I go through with this or hang up now. "This evening works for me," I said.
Mistress Veronica continued, "Excellent, I trust you have read my website?"
"Yes," I said.
She sternly said, "Yes what?"
I quickly corrected myself, "Yes Mistress."
She continued, "Very well my dear, from now on you may call me Mistress Veronica or Mistress. Anything else will receive a punishment. Now what is your name my dear?"
"Ryan, Mistress Veronica," I said.
She replied, "Very well. The last item to take care of is how long would you like to play for?"
I again responded to her question stating, "This will be my first time however I was thinking about 2 hours, does that sound sufficient Mistress Veronica?"
She joyfully replied to my statement saying, "Oh a newbie now I am very much looking forward to this. Yes two hours is the time I recommend to novices. Based on your review of my website please come with the required tribute in a book or envelope which you will leave by the table as you enter my dungeon. Do you have any other questions?"
I confirmed with her, "No Mistress Veronica."
Lastly she provided instructions by saying, "Good. Now I expect you here in a half hour, presuming you are in the city, and please travel to the Corner of 42nd and Hemingworth. Once there call exactly at 7 p.m. and I will provide you further instructions. Please call if you are running into any troubles or delays."
After this the phone call was terminated.
I immediately set the phone down and was in a state of disbelief. After collecting myself that this was finally going to happen I brushed my teeth quickly, grabbed a blank envelope and went downstairs to the ATM and withdrew the appropriate amount of tribute. Once everything was in order I was able to catch a cab which given the weather and less traffic was able to bring me to the location with 5 minutes to spare.
With it being so cold I went inside a nearby Starbucks and waited the remaining 5 minutes. Once my phone hit 7 p.m. I immediately redialed her number.
After two short rings she answered, "Hello, how may I help you?"
I quickly replied, "Hello Mistress Veronica this is Ryan."
She continued, "Excellent I was curious if you were going to call. Novices tend to have a hard time following through. I am glad you are the exception. Are you at 42nd and Hemingworth?"
I confirmed with her stating, "Yes Mistress."
She provided the next set of instructions saying, "Very good Ryan, now if you turn right at Starbucks heading to 42nd street you will walk a few houses down until you come to 401 N. 42nd Street. Once outside ring the buzzer and you will be let in. Once you are inside please place the tribute as discussed. Additionally please take your shoes off and kneel waiting for further instruction. Do you understand?"
I confirmed with her saying, "Yes Mistress Veronica."
After the phone call disconnected I tried to be as calm as I could leaving Starbucks and turned right. It felt like an eternity however finally arrived at 401 N. 42nd Street and rang the buzzer. After a moment the door clicked, and I pushed through to discover a hallway illuminating in red. I immediately placed the envelope on the table next to me and took my shoes off to assume the kneeling position.
It seemed like the time dragged on again however I knew that was in my head. After a few moments I could hear clicking of what sounded like stilettos and little by little the sound was becoming louder and louder.
Then I heard the same seductive voice, "Good evening Ryan, I am very glad to see you can follow simple instructions."
I responded, "Thank You Mistress Veronica."
She continued, "You are definitely going to be fun. In addition to being a novice, very young I see as well. Good boy, now take off your coat and hang it in the closet and follow me."
I did as she was told and she led me down the stairs into the basement in what appeared to be a lobby area. After being seated and sitting in silence for a moment she engaged, "So Ryan before we get started I want to take a little time to get to know you. What led you to this path? What are your interests? What are your limits? What are you looking to gain out of tonight's session?"
After taking a deep breath and beginning to relax I summarized the story up until this point. When it got to interests I had thought about this long and hard and really had no idea where to begin. Given I was new to playing so many things sounded great. But I stuck with a few things that had gravitated towards me in watching porn.
That was chastity play, strap-on play, foot worship, spanking and bondage. As for limits I told her I didn't want significant marks, needle play/medical play, fire play and forced bi. Lastly, related to what I hoped to gain from tonight's experience I was honest and said if all of this was just in my head or I really enjoyed this.
After I finished she gave a small chuckle and said, "Fortunately I am nice today but I have a feeling you have quite a few more limits than what you just mentioned. But take a deep breath and some water it will help you relax."
I did as she was told and felt a weight lift off my shoulders hearing a joke in this setting. After she could feel the tension leave the air and continued, "You have a great array of interests and within our setting I think this will allow great room to explore those. One question before we begin would you like me to surprise you with any activity I may find suitable that are within the confines of your limits or stick strictly to your interests?"
I paused knowing this may come up but I felt completely safe in this setting and wanted to experience some unknown so I said, "Feel free to surprise me Mistress Veronica."
I could see the smile on her face and she said, "Very well. Before it begins I trust you have read the rules of my website, however before we begin any questions? Also you are aware of the safe words and what they symbolize?"
I nodded my confirmation and she finished, "Please go into the next room and undress while folding your clothes neatly to the side. Once undressed kneel again until I enter when our session will begin."
After she finished her sentence she got up and so did I as I proceeded to the next room and when I entered I was in complete awe of the cages, St. Andrews Cross, spanking benches, etc. However quickly did as she said and knelt and unlike the earlier feelings almost immediately upon kneeling it felt like the door behind me opened. Mistress Veronica entered with her stilettos creating a truly erotic sound at each passing step.
She came up from behind and placed a blindfold on my eyes, the first surprise, and said, "Very good for following instructions Ryan, I see you are very clearly in your element at my feet." She gave a quick chuckle, as I knew she was referring to my already erotic cock, which was a full eight inches.
She continued, "While I am sure many of women thought your tool may be impressive, I certainly will not be having any use for it tonight."
Upon finishing this sentence I felt a sudden chillness on my cock and balls that caught me entirely off guard. After 10 seconds all of the erotic fantasies I was about to encounter drifted away in my mind and I was limp.
Once limp I felt her hands grab my groin region and begin to slide a plastic device on and in no time heard the sound of the lock click and knew I had given up full control.
She circled around me and began speaking again, "Ryan I am impressed by the amount of research for a novice and certainly understand the excitement this setting brings. However in order for you to devote your complete attention to serving and pleasing your Mistress we need to control your urges. As such the chastity device I placed on you serves as a reminder. While you are here, you are mine. Your motivation is to serve me to my satisfaction. Do you understand?"
I replied, "Yes Mistress Veronica."
From that moment forward I was hers. She led me to the St. Andrews Cross where she tied me up. She used various implements to administer various amounts of pain but none past my threshold. Those included floggers and clothespins, which were applied to my nipples, balls and ass. Throughout this she teased me consistently whispering in my ears, softly touching my balls to make my cock press against the chastity cage and even placed a vibrator on my balls for a very short period.
The experience was exhilarating and after what seemed like 10 minutes but was probably 30-45 minutes she released me and demanded I kneel. I did as I was told and awaited her next commands. She again circled me as she did previously and began to speak, "Ryan I am very impressed by your reactions under bondage. How was that experience for you?"
I responded almost immediately not wanting to disappoint, "It was excellent Mistress Veronica."
I could sense her smile from my blindfold and she continued, "Very good Ryan. From your stories you told me I gathered that bondage was a minor footnote but your fantasies really focused on strap-on play and tease and denial."
As she concluded she removed the blindfold and my eyes caught the back part of the room, that I hadn't seen previously, which was a pink door. Mistress Veronica saw it and out of the corner of my eyes I thought her eyes lit up before she continued, "I see a certain room has caught your eye. I was hopeful that might be the case."
After she concluded she instructed me to crawl along with her and opened the pink door which was surrounded by pink walls and containing several outfits, a make-up station, mirrors, and sets of red, white and pink toys. She closed the door and continued again, "With all of my novices that have an interest in strap-on play I try and show them a glimpse of the room and see their reaction. Yours did not disappoint."
She unlocked the chastity cage and my cock sprung to attention. As quickly as it rose to attention, she again used ice to deflate it and caged it again. Once doing so she again spoke, "You certainly enjoy little pink things and it seems like you have a sincere connection to the feminine side of FemDom. From now on that little prick of yours is going to be referred to as a clitty. Now is time for a little more fun."
Once she finished in a sadistic tone she led me to the array of outfits and began putting different combinations up to me.
After 15 minutes she found a pink PVC dress and pink panties with a slit in the back that she requested I put on and I could sense her enjoyment by the look. To finish off the look she added a blonde shorthaired wig that she pressed on my head. Once final she asked how I liked it and while I have never imagined cross-dressing I responded enthusiastically to her delight.
Afterwards she told me to get on the bench off to the right and go on all fours. I did so immediately and once I did she put the blindfold back on me.
She walked away and walked past to my ass. Once the clicks of her stilettos stopped I felt a cool sensation in my asshole and then heard a seductive tone, "My, my someone has some clean-up to do on a go forward basis. Embarrassing from a little sissy to have such an unkept area."
After she concluded I felt a small toy tip inserted and she kept telling me to breath and relax until I felt the whole toy engulfed by my asshole. She removed the latex gloves and again walked away before returning, this time to the front of me. She continued, "How does that feel my little Rischelle?"
I was taken aback by the name change and indicated it felt very good. After I responded I felt something press to my lips and noticed immediately it was lipstick. Once Mistress Veronica was finished she again removed the blindfold and I was looking back at myself, as the new me in this setting of Rishcelle.
After she saw my pleasure she moved to the front blocking the view of the mirror. In place of the mirror I saw a strap-on in front of me.
Mistress Veronica spoke again, "Well now that we have a new identity for you, let's see how much you like sucking cock Rischelle."
I fully embraced the identity of Rischelle and assumed to licking up and down the shaft, licking the tip, inserting the dildo in my mouth and moving up and down. I lost myself in that action and Mistress Veronica was speaking words of encouragement such as 'Such a good little sissy slut' and then proceeded to take her hands to the back of my head until she got her first gag.
After the first gag she removed the strap-on and was elated in my performance saying, "Such a good little girl, are you sure you haven't done that before? I don't think I will even need any more lube with how much saliva you got on this cock."
And once she finished the sentence she moved to the backside again and removed the previous butt plug. Once removed, she slid in her cock almost effortlessly. She continued for what seemed like a second but was probably much longer until she removed her strap-on.
After concluding she told me to roll over on my back which I obeyed and again moved to the vanity and opened a drawer. She returned with a Hitachi magic wand turned it on. She saw my eyes light up and said, "I thought you may enjoy this little finisher." Unsure what she meant she moved it to my clitty and put it directly on my caged clit.
In what was no time I couldn't help myself and lost control exploding cum all over, including my face. Mistress Veronica erupted in laughter and said, "Oh my little sissy has quite the mess to clean up." She also spanked my balls in one swift motion indicating I forgot to ask for my permission and never to let that happen again.
After I cleaned myself up, including licking my own mess, she removed my chastity device and led me to the shower where I showered and put my clothes back on as instructed. We debriefed on how the session went which I gave great reviews. She indicated she was very pleased with my progress and to think about how I would like to continue.
She was interested to see me more however indicated my passion was typically not one to go away and it could get expensive, as she was not looking for personal submissives at the moment. However she would be happy to refer me to someone who may be looking for something more long-term if that is something I was looking for and I was happy to call back with whatever I decided.
I left her place for the final time that evening, however the journey was just beginning.