Headline
Message text
I have known since a young age that I was into femdom. I can remember asking girls in college if they were Dominant or submissive and receiving a puzzled look before creeping them out further with an explanation. I would not describe myself as a lady's man in school, but I did have regular dates or "love interests" majority of the time.
I have been told many times I look like Nick Helm from the British TV show "Uncle". I have seen the show and like to think I am bit skinnier.
The first woman to respond positively to my kinky questions was a woman I met in college named Sara. Sara was one of those punk rock alternative dressing chicks that dyed her hair funky colors, had piercings and wore fishnet stockings to school. My type of girl.
I would describe Sara as a combination between Bettie Page, Katy Perry, and Annette Schwarz. She was a little curvy but not overweight at all. She had large D breasts and a fat ass with thick thighs.
We had a few classes together and ended up hanging out through mutual friends that spent time together on weekends in a big group. Originally, I actually had a crush on Sara's friend, and Sara was dating one of my friends. After Sara and my friend broke up, I introduced Sara to weed, and we became regular partners in crime. We were always getting high together in one of her friend's dorms on weekends and after school.
We never became an official couple, but we got pretty close. We used to talk over the internet through Yahoo Messenger on a nightly basis. I revealed to her my fetish for Femdom and women wearing Nurse outfits. I explained my "vast knowledge", what I knew from watching the few fetish porn sites I could find online for free.
Sara lived with her grandparents who were very strict and conservative. She was not allowed to have men over to the house at all. I had come over for dinner once or twice and Sara's Grandpa really liked me. He had given me special permission to use a gym he had built on the back of their property.
One day Sara took things to the next level. Sara, her friend Mandy and I were hanging out in the gym listening to music and studying for an upcoming exam. The gym had a punching bag but no gloves. Sara and her family apparently used cloth wrap around their hands and knuckles instead. I gave her a hard time asking who has a punching bag but no gloves?
Sara responded by telling me she was going to show me how useful the cloth really was and proceeded to use it to tie me up to some of the gym equipment. I was a very willing participant and didn't put up much of a fight at all. After I was "restrained" Sara straddled my lap and leaned in to kiss me. I know she could feel my hard on growing and ground her pussy into my lap innocently.
"Are you going to be a good boy?" she asked as she gyrated her hips and humped against my fully clothed erection.
"Uh huh," I mumbled.
Sara stopped her movement completely. "What was that?" she demanded playing angry.
"Yes Mistress!" I responded clearly.
"That's Mistress Clea Vage to you!" she said with an assertive chuckle followed by a smirk.
Sara got up and sat down next to me. I was still tied with my arms above my head. She reached her hand down my pants and began to tug on my cock.
Mandy commented that we were gross and walked out of the gym back to the house. Sara worked furiously using the limited time we may have to jerk me off. After a few minutes of her stealth tug job, I climaxed and nutted in my boxers. Sara got up and untied me as I sat in a daze.
Mandy asked, "if we were done already!?"
Sara and I often joked about having anal sex. She would tell me the only way I was going to fuck her ass is if she got to fuck mine first. I would call her bluff and say she doesn't even own a dildo or anything to fuck my ass. Which she responded,
"If the opportunity came, I'd definitely have to get one!"
Despite Sara being such an amazing kinky chick, we had a falling out. There was this guy in our school, Jack. Your typical handsome player who all the girls liked even though he was a known cheater and liar. Sara and I always made fun of the women who followed Jack around and became his victims. Then Sara's best friend Jenny started dating him, so Sara started hanging out with him too.
I had seen how Jack was with women and knew he would try to fuck Sara if they spent time together. I thought Sara knew this as well.
It felt completely contrary to the person I thought she was. We were not in an official relationship, but after rumors started to spread about Sara having a threesome with Jack and Jenny, I felt a little jealous and betrayed. She claimed that she never hooked up with him but at the time it looked like a different situation to me.
We were never as close in school again. We would still occasionally talk in passing in the school halls. According to her now years later, I used to make fun of her for fucking that guy. Knowing me I might have.
Sara got her siblings initials tattooed on her knuckles. She says I told people she had hairy knuckles. Honestly that doesn't sound like something I would say but I must admit it makes me laugh to myself in the present, so you never know. She doesn't have hairy knuckles by the way. Her knuckles are beautiful and feminine even with the tattoos.
Sara moved out of state to Las Vegas after graduation. We remained friends on Myspace but did not talk much. Myspace was the original social media website for those who don't know. I would describe it as Facebook with freedom of speech. I had casually mentioned coming to hang out with Sara while on vacation in her area, but it never panned out.
I dated a few women, but they all were very submissive and never really responded well to my kinks. Towards the end of college, I discovered my interest in Pegging.
For a period of time, I used to talk to random women on Yahoo Messenger. Majority of the time we would end up chatting on webcam. I had become a bit of an exhibitionist.
There was one woman who I talked to the most. She lived in Northern California. I did not have my own computer so at night after my roommates went to bed, I would sneak downstairs into our office and use our house computer to chat with her.
I told her about my love for Female Domination, and she humored me on occasion with a few kinky commands over the webcam. One thing she kept asking me to do was anal. She wanted to watch me fuck myself with a dildo or use butt plugs. I didn't own anything like that. I had never even considered putting something in my ass prior to that.
I was too embarrassed to even go inside the sex store if I wanted to.
After months and months of chatting she convinced me it was her biggest fantasy, and I finally obliged. She told me to go to the supermarket and buy a cucumber. I followed her instructions. Then she told me to use Vaseline as lube.
I put the cucumber on my office chair and then sort of lowered myself down on it. She told me to jerk off while I did to minimize the pain. It did not feel great but it kind of opened up a new door for me.
I watched her orgasm really hard on webcam as I was doing it. She was working away at her clit as I sat down on the cucumber. Seeing how turned on she was, turned me on. Although I did not have an orgasm myself.
If you ever saw the movie "Road Trip" with Tom Green, there is a scene where the actor who plays "Stiffler" is donating sperm at a sperm bank for some quick cash. The nurse who checks him in has this milf porn star vibe, so Stiffler attempts to hit on her and ask for help collecting the sample.
The nurse agrees and proceeds to perform the "milking the prostate" technique where she shoves gloved fingers into his ass. Stiffler then has an over the top (obviously faked) orgasm. This is what I envisioned for myself. The way he almost violently climaxes. That is what I wanted, and I believed anal sex was the way to achieve this.
My webcam Femdom stopped talking to me not long after the cucumber cam event. In retrospect I look back on that relationship, and I feel like her fetish was convincing men who had never fucked their own ass to do it and watch. Once she accomplished her goal she moved on to a new target.
I practiced some stuff at home but nothing too extreme. I ordered a set of butt plugs online but in retrospect I really did not know what I was doing. I struggled to find any women who enjoyed Femdom, and my fantasies lived in the shadows.
It turns out open minded kinky Dominant chicks are extremely hard to find even in this modern day of Me-Too feminism. I had discovered one in college, but I let her get away over some immature jealousy thing.
The Reunion
For years I wondered what Sara was up to. Once in a while I used to look up her photos on Myspace and fantasize, she had become a Dominatrix after school. She had one photo from a Halloween party where she literally dressed in a costume that was not far off.
Then one day a few years after our graduation, I just happen to notice on my Myspace feed that her location on her profile had changed. Sara was in town. I wrote to her on Myspace commenting I noticed she was back in town, and we should meet up sometime to smoke a bowl if she still smoked weed.
Truth be told, I did not even expect her to write me back. So, for that reason, I avoided checking my Myspace for several days, out of fear of disappointment.
It turns out she had written me back right away. Eventually I did read her message and was pleasantly surprised she wanted to hang out. I wrote her back and included my phone number. Several hours later I received a text message that surprised the hell out of me.
"Do you still like women in Nurse outfits?"
I am not quite sure what I was thinking. This was either a prank or the absolute best-case scenario. I decided to push my luck. If anyone was going to be cool about my fetishes it was this chick. I was going to dive headfirst and hope I could swim. I responded with:
"Ya and I like strap ons now too."
There was no response for what felt like an eternity. I suddenly started regretting my decision to tell her I liked Pegging. What if she told people from our school. They would think I was gay. Then she responded.
"Sounds like fun."
Sara came over a few days later. I can remember walking out to meet her at her car and immediately falling for her. Time had been good to Sara, and she looked amazing. Her hair was blondish/orange with patches of purple. Which resembled one of my favorite things in the world, weed. She had a piercing on her lip. She was by no means a skinny girl, but her curves suited her. Overall, she gave off this aura that made you feel comfortable.
We smoked some weed at my house and Sara informed me that she liked smoking regularly but was having trouble finding a regular honest source. Her current friends always ripped her off knowing she had no other connections.
Funny enough her current source for weed was the guy I was jealous of years before in school. Jack and Jenny were still together believe it or not. Jenny basically let Jack fuck whoever he wanted as long as the two of them remained together.
Jack thought he was clever and could rip Sara off because she had just moved back in town and did not know anyone else. Sara knew she was getting ripped off but could not do anything about it.
This was before legal weed in California and the Medical Marijuana gold rush. It could still be difficult to get good bud. I would not describe myself as a weed dealer. I was more someone who always aspired to smoke the best quality weed for myself and had extra I could occasionally help out a friend with.
I told her I could help her as not only did I have good local connections, but I also had a friend whose family owned a farm up north. Every year he would come back down for a few months with pounds and pounds of high-quality weed. He always gave me some to keep on credit and tons to smoke for free.
I don't think she believed me about the farm but weeks later, you could not have planned it better. My friend with the farm, without warning, randomly showed up at my house while Sara was there. Sure, enough he was his usual generous self. I lived up to one my legends that day and I really thought Sara was impressed.
We hung out regularly for a few months and despite all that sexual talk, all we ever really did was make out and smoke weed. Apparently, she owned a sexy nurse costume from a past Halloween in Vegas. She had shown me pictures of her dressed in it. But had yet to wear it for me in person.
I was starting to become a little frustrated. I felt like she was constantly teasing me getting me turned on and excited but never actually crossing the line into sexual activity.
She had told me that she broke up with a boyfriend of three years prior to moving back to town so I naively assumed she needed some time before she was ready for that type of relationship. Then one night she suggested we go to a local bar for some drinks with a few friends from college.
The night went by pretty calmly. I had invited my best friend, and Sara had invited one of hers and they were hitting it off. I was excited at the prospects of us potentially double dating in the future. I shared a pitcher of bud light with my friend while Sara drank Cactus Cooler shots with a few girls. We were all sat out on the outdoor patio at our local sports bar.
At one point I had to pee, so I went inside to use the bathroom. Afterwards as I walked out on the patio, I overheard Sara and her friend's conversation.
"Is this the same guy you were making out with on the bar last weekend?"
"No that was Kyle!" Sara responded.
"Whose Kyle?" I asked as I walked up.
Sara was surprised to see me. Her friend sort of walked off to another group of our friends and joined their conversation.
"I'm going to be honest with you Jay, Kyle is a guy I met at the bar last weekend. I had a little too much to drink and ended up going home with him. It meant nothing though, it was bad sex and deep down I want to be with you."
Looking back now, I probably could have taken that as a warning sign of things to come. In all honesty though I was way too focused on the possibility of Sara dressing up like a nurse and pegging me.
The Hero
For the first few days after hearing about Kyle I was a bit angry and was starting to try and not spend as much time with Sara. I felt like she had been playing games with me. Flirting and acting interested just to get free weed. She started hanging out with Jack and Jenny again.
One night she was at a party at their house and was offered a plateful of cookies and baked goods she assumed were infused with weed. She ate quite a few of them and then ended up leaving to come hang out with me and my friend at his house a few blocks away.
She brought us each an edible she smuggled in her purse. After about 30 minutes the edibles kicked in really strong for Sara and she ended up so intoxicated she could not handle herself. She was lying on the sidewalk outside my friend's house with the side of her cheek pressed to the ground claiming to be too dizzy to walk or stand. I think they had actually given her cookies that had magic mushrooms in it or some kind of date rape drug.
Sara was living with her conservative grandparents and showing up in this condition was not an option. I took care of her. I drove her over to her Godmother's house in her car despite the fact I had no license. I explained the situation and sat with Sara for hours until she was able to fall asleep. Then I walked home so she would have her car to drive home in the morning.
The next morning when she was feeling normal, I was recognized as her hero, and we entered an official relationship. That day I made her a promise that as long as she was with me, I would always handle getting her weed. A few months later I paid for us both to get our medical marijuana prescriptions at a shady doctor's office in Venice Beach. This allowed us to bypass any shady street dealers or middlemen and buy our weed from legal shops called dispensaries.
The first shop we regularly patronized was a place called "High Quiggles" in Long Beach. It was owned and operated by an older hippie couple, the Quiggles, who quickly took a liking to Sara and me. At the time dispensaries were very new and had many strict rules. It was typically a very sterile informal process.
At High Quiggles we were treated like family. They were always giving us freebies or telling us inside info about different strains or products they carried. I would suggest different things for them to buy, and they made a genuine effort to start selling them even if it meant making it themselves. They even made me my own personal thc infused pizza one time.
We loved that place so much we even attended Long Beach city council meetings in support of the dispensary when the city shut it down. Long Beach had passed a law limiting the number of dispensaries in the city. Ms Quiggle told me the only shops that were selected to remain open were places that city council members had personal investments in. The last I heard, The Quiggles moved to Ohio when Ohio legalized weed.
Tangerine
Sara and I started having sex pretty regularly. I was no virgin, but this was my first serious relationship with regular sex.
I suppose I have always considered myself a decent lover. I always worked my hardest to make sure my partner had her orgasm first throughout my entire sex life.
I saw living up to that old stereotype of men climax first and disappointing their lover as failure I wanted to avoid. I even printed out and studied a detailed tutorial on eating pussy off the internet. Many of the women I have been with including Sara have said I am good at oral sex.
Sara unfortunately was like a sex queen. She wanted four or five orgasms every time we fucked. She moaned very loudly like a porn star which disturbed my room mates and neighbors. She also knew how to use her vagina.
There were times after a hard day's work at my labor job, I did not have the energy to fuck her for the hours it required to please her. It wasn't even the issue of me cumming first. I just felt at times she was insatiable and greedy with orgasms. I would be completely physically exhausted attempting to please her and not even in the mood to cum myself by the end.
After about six months together we had still never tried pegging yet. Until one weekend Sara took me on a trip to Las Vegas where she had lived for a few years before moving back to our hometown. We were going to stay with her mother, stepfather, and her brother and sister. Her sister was kind enough to let us stay in her room. Sara informed me this trip had a secret mission. We would be going to the state's largest sex toy outlet and buying a strap on.
This would be my first time ever in a sex shop or really any adult themed business. We browsed every aisle. Sara picked out a few outfits and panties for herself. We looked through the porn DVDs and picked out a DVD that was femdom themed starring one of my favorite porn stars Gianna Michaels.
When we came to the section dedicated to strap on and anal toys Sara teased me about picking an enormous BBC dildo to use on me. A nearby couple on another aisle gave us a weird look. Eventually we settled for a Couple's beginners kit that came with the harness, a small toy and some lube.
We brought our haul to the cash register to check out. I am sure this was an everyday thing for the cashier, but I was mortified at the idea of anyone seeing us purchasing a strap on.
Sara rushed back to her parent's house at full speed. Luckily no one was home. We went upstairs to her sister's room and locked the door. Sara told me to take off all my clothes and wait on all fours in front of the door while she got ready. She had some trouble at first getting the harness on but once it was on properly it was like she was fated to wear one.
She lubed up the small toy and attempted to force it up my asshole. As we were just starting to make some progress the door burst open, and her sister walked right in. She stopped for a moment and got a good look at what Sara was doing to me and then closed the door quickly repeating "sorry sorry sorry" over and over. It definitely killed the mood, and we decided it was best to experiment when we got back home.
From then on, we played regularly as Mistress and slave. I of course was the slave. Her favorite game would be putting gummy candies along her pussy and ass ordering me to eat them. This was her subtle way of telling me she liked when I ate her ass. She would even occasionally do a Russian accent and created a role play character that was very hot and strict named Utana Kurts. I still to this day have no idea where that name came from.
Passive Arts
Sara became bored at her job as a secretary in a dental office and wanted to find something that paid better and was more exciting. She was a regular at our local adult toy store. Which eventually prompted her to apply for a job working there. Sara became one of the store's best salespeople. She had a natural talent for making customers feel comfortable about their kinks.
Sara received a huge discount on products at the shop as well. She would bring me home new porn videos and sex toys weekly. I have a huge collection of porn even to this day.
Sara became friends with a coworker at the sex shop named Klara. Klara told Sara about BDSM events at a local dungeon called Passive Arts and promised to bring her along if we sold her weed. She bragged about being high school friends with the woman who hosted the events.
Passive Arts was one the largest dungeons in the country. It was built in a warehouse near LAX airport in Los Angeles. During the week it operated as a legit and legal place where clients could pay for BDSM and fetish sessions with Professionals. The women on the website who worked there were like superhero porn stars to me.
On the weekends and select weekday nights the Dungeon hosted all types of BDSM and Fetish friendly events in a nightclub like atmosphere.
Soon we had plans with Klara to attend our first BDSM event. It would be our first experience in a dungeon. Each event had a theme, and guests were encouraged to dress up in costumes. The theme this time was "A Midsummer Night's Dream". Sara wore a combination of a Poison Ivy costume and sexy fairy outfit. I wore a toga and cape and was a Roman solider.
When we arrived at the dungeon, the modest parking lot was full, but we managed to find street parking about a block away. I can remember the dirty chain link fence separating the street from the airport. From the outside this hardly looked like a place I would think was a dungeon inside. The front windows were tinted and there was a small line outside the door.
After a short wait, we paid admission at the front desk and signed paperwork joining their membership. Then we were pointed down a dark hallway lined with rooms for business and play. Many of the rooms towards the start of the hallway were locked with do not disturb signs but as we approached the end, we could see lights and hear dance music.
The hallway led out to a large main hall. At one end of the room there was a full bar stocked with booze and manned by sexy bar tenders in costume. At the other was a stage with bright lights and speakers. Chairs lined the walls. Off the main hall were many open doors to themed playrooms. Klara invited us to walk around and explore the different rooms.
The rooms featured different pieces of custom made BDSM furniture. The types of stuff fantasies and wet dreams are made up of. Scattered among the rooms were different couples and groups using the equipment in the playrooms to perform public scenes. They would bring their own BDSM toys like whips and paddles from home and put on a show.
Anyone was allowed to enter the rooms and watch as long as you did not interrupt or disturb anyone else. Anyone could take up an empty space and play with their partner as long as they did not mind the possibility of an audience.
I can distinctly remember one of the first play scenes I watched. Sara and I found our way to a medical themed playroom. It was complete with all the props and equipment. If I wasn't so nervous about being at the club, I would have loved to spend more time in there with Sara.
A heavy set bald white guy had his female play partner tied to a gynecologist's exam chair in the medical themed room. He beckoned us over to watch and was very friendly as he shoved his entire gloved fist into her pussy. I had seen stuff like this is porn but never in person.
Neither Sara nor I were really sure the protocol on this sort of thing. We felt like we were being rude watching. The man could tell we were new and assured us we were welcome to watch, and his submissive patient loved the attention.
Aside from our fisting friends, no one else really made an effort to talk to us or make us feel welcome the entire night. Even Klara's friend, the host, briefly said hello and then ignored us the rest of the night.
One man did compliment me on my costume. Well actually I am pretty sure he was a leather daddy hitting on me. He called me "Straight from Rome" to Sara's amusement. She would tease me about that for years.
We would attend a few more events but never worked up the courage to bring our own toys and play publicly in the rooms. We remained wandering voyeurs. The regular guests continued to give us the cold shoulder, and we never really felt included or welcome.
Sadly, only after a few months of attending events, Passive Arts was the victim of Arson. According to rumors/legends the dungeon had house slaves who worked and lived on the property. One of the slaves had been let go and returned a few days later with a gun. He shot the owner and set the dungeon on fire. They both died in the flames as well as the owner's dogs.
The Fetish Chamber
America was just entering the recession at the time. My work with my father was slowing down and I was desperate to find ways to bring in extra money to help my family.
One day while browsing the internet for jobs, I came across an ad for a job that would change our lives forever. A BDSM dungeon in downtown Los Angeles was offering to hire and train attractive women who wanted to become a Professional Dominatrix.
I forwarded the ad to Sara as a joke and said something like at least you would not need as much training. I hardly expected her to take it seriously or be interested. She was.
I guess I was attracted to the idea of dating a Professional Dominatrix. I was excited at the possibility of getting to play at the dungeon. I was not really thinking about the fact my girlfriend would be seeing other men naked as part of her job. As long as she was not having sex or doing something illegal with her clients I was not really bothered.
Sara responded to the ad when she got home from work. We did it together. I took a few sexy photos of her with my cell phone, and we uploaded them. She received a response soon after and was offered an in-person interview for the next day.
The only issue was this was before phones had GPS. Sara was awful with directions and constantly got lost when driving herself to new places alone. She immediately panicked. I was able to reassure her by agreeing to travel with her to the dungeon and wait inside the car while she had her interview. I figured how long could an interview really be.
The next day as we began to get close to the dungeon's address, I began to get a little worried. First of all, this was not a dungeon like the one I had been to before. More like an apartment that was converted into a dungeon. Also, the neighborhood was really ghetto. Like the type of neighborhood, you should plan your clothing color choices in advance of visiting.
Parking was a nightmare. Sara was almost late by the time we found a spot. I asked her if she was sure she wanted to do this. She was. I gave her a kiss goodbye and settled in awaiting her return after the interview. After about 20 minutes or so Sara called me on my cell phone.
"I know you were a little worried and I just wanted to let you know everything is fine. This place is great! I got the job." she said.
"That's wonderful baby! Is it ok if I come up and check the place out?" I asked.
"Well, no not today sweetie. My new boss, Mistress C says she already has a client lined up that I can see and make some money. He will be here in five minutes and having other men here kills the vibe for some clients."
"I totally get it. No worries. I will wait in the car." I said trying to be supportive.
Two hours passed by without a word from Sara. I spent the time ducking in the back seat from perceived gang members stalking outside the car and nosey police patrolling the area that might think I was up to no good sat in the car for so long.
I started to wonder how long I should be waiting before I go break down a door and save her from a potentially dangerous situation.
Finally, Sara came skipping down the sidewalk with a bright smile on her face. I unlocked the door, and she placed her purse in the back seat before sliding into the driver's seat. I climbed over into the front and took my place in the passenger seat.
"How did it go? Tell me everything!" I said.
"Mistress C is beautiful. She has been a "Dom" for over 30 years with a huge client list. She is a little bit older now and her husband does not want her seeing her clients anymore, so she works as the Head Mistress and takes a cut of everyone's sessions. It pays over $100 an hour baby!"
"Wow that is great, we are going to be rich! We can finally get our own place. What was your first session like? You beat some dude up? What did he look like? Older?"
"Well, it turns out the client was actually a Dominant not submissive. He was actually a bit handsome. Maybe early forties."
"Wait I thought you were going to be a Dominatrix; how does that work?"
"Mistress C said in order for me to truly be respected as a Dominatrix I had to first take a few sessions as a submissive. So, I could understand what I am putting people through. She said the client was an old friend of hers and I would be fine. I was really nervous but luckily she was in there the whole time making sure I was okay."
"I guess that sounds better."
"The session started off with the client telling me to strip. At first I was a bit nervous but Mistress C assured me this was part of the job. The man looked me over using a leather crop to spread my legs and lift my breasts."
"I have to admit standing there naked in front of the client and the Head Mistress turned me on a little. He then bent me over his knee and gave me several spankings. My butt is still a little sore."
"After the spankings he restrained me to a piece of bondage furniture that was shaped like a giant X. My hands and feet were attached at each end with restraints. Mistress C mentioned she thought I was doing fine and left the room. The client placed a blindfold on me. Then clamps on my nipples. Not knowing what would happen was scary but also a little thrilling."
"Suddenly I heard a buzzing noise. The man put some type of really strong vibrator right on my clit. I came within a minute the vibrations were so strong. I know he could tell I came because he laughed as the orgasm washed over my body. He did not stop though he continued to press the vibrator down harder. He then placed his hand around my throat and started choking me. He removed the vibrator right as I was on the edge and released his grip on my throat at the same time. Then he placed the vibrator back on as he choked me again. I must have cum about four times. I lost track of time."
"Mistress C came back in and said the session was over. She handed me a towel and the man tipped me an extra $100. I made $300 in 2 hours!"
Hearing this story I was having conflicting feelings. I was not supposed to like the idea of my girlfriend being dominated by some older handsome man. It feels like a traditional feeling every man should feel jealousy or hurt from this type of situation. But somewhere faintly in the back of my mind I was slightly turned on.
"I am so sorry! Are you angry with me? I can quit right now! Please don't hate me!" she said.
"No don't quit, just please tell your boss no more sessions like that. I am not comfortable with it." I said.
Sara assured me it would never happen again. She pulled out of our parking spot, and we began brainstorming ideas for her new Dominatrix name. Of course, her boss vetoed just about every idea we came up with saying they were a bit too scary or goofy. This included Mistress Misery and Miss Clea Vage. Eventually she settled with Mistress Sara. It was hardly creative or making much effort to disguise her identity.
The dungeon was called the Fetish Chamber. It turns out the Fetish Chamber was a place that catered to certain fetishes not all dungeons were willing to. This included pegging. Although technically pegging for money is illegal, Mistress C had a long list of safe pre-approved clients she has seen for years. She insisted any legal risk was minimal and any new clients were heavily screened or referrals from other Mistresses.
As a pegging enthusiast myself I really did not have much issue with Sara doing it for money. I guess I figured her having more experience would be my benefit in the long run.
Mistress C also had a unique way for testing new clients to see if they were undercover police or informants. Regardless of if a client had requested anal play or pegging, she always started sessions with new clients by shoving a gloved finger up their ass. I always liked that obviously. If Sara was seeing a new client, she would be instructed to "glove him".
Looking back, I could not explain to you how that weeded out informants or undercover police. At the time I just thought it was really hot.
The Session
After a few months working there, Sara was allowed to bring me in to play one night when it was slow, and I finally got to see the dungeon for myself. It was the upstairs unit in a duplex. A two bedroom with one bathroom.
The living room was very domestic but had a closet filled with props for a cross-dressing session. Women's clothes and wigs. The kitchen was closed off with a heavy curtain. This area was off limits to clients and served as an area for Mistresses awaiting upcoming appointments. They always painted this illusion there was a whole separate house on the other side of that curtain, but it was actually quite small and not at all exciting.
The first bedroom was dark and every bit the traditional dungeon look you would expect. Chains on the walls. BDSM furniture placed strategically throughout the room. A sex swing with cuffs attached hung from the ceiling. What really caught my eye was a series of paddles that were organized on one wall. Each was engraved with a different Mistress's name and had a unique element of style. Upon my first time there I looked at the different paddles and fantasized about what each Mistress was like. Not forsaking my girlfriend but a guy is allowed to fantasize.
The second bedroom was designed to look like a medical exam room. It was complete with a medical looking exam table/chair with stirrups in the center. A cabinet with all types of medical equipment and instruments lined the back wall. There was also a number of dildos and anal toys of all shapes and sizes.
Generic medical posters depicting the anatomy and reproductive system on the bare walls. I already told you I like nurses so it should be pretty obvious this is where we played for the first time.
The dungeon specialized in medical play; Mistress C actually taught classes on the subject at Domination conventions. She even taught an enema class at Domcon. They were fully equipped with tons of nurse costumes.
Mistress Sara sat me in the medical room and returned ten minutes later in costume and in character. She told me in a very calm professional voice that my physical exam would begin shortly. She instructed me to remove my clothes, and she would return momentarily.
At first, I was a little hesitant about getting naked but that did not last long. I complied and was a good little patient when my nurse/doctor returned. Mistress Sara told me to have a seat on the exam table. It was propped up like a chair. I sat down and Sara took my hands by the wrist and placed them into padded cuffs attached to the exam chair. I was rock hard. As soon as I was unable to get away or fight back, Sara took out her cell phone and snapped a picture of me.
Sara performed the usual stuff you would see in a legit physical. She checked my heartbeat with a stethoscope. Hit my knee to check my reflexes. Checked my eyes and ears. The usual boring stuff. She kept looking down at my cock and breaking character every so often to give me a slight tug and tease.
"Every day I come to work I always think about how much you would love this" she said.
And I did. I loved every moment of it. Soon it came time for a moment I had fantasized about for years but never experienced. The prostate exam. Sara unstrapped my wrists and unlocked the exam chair. The back reclined and became an exam table. She told me to rearrange myself on the table, so I was positioned with my ass in the air, my legs tucked below me and my head on the table. I assumed the position and was shortly after restrained with cuffs again.
Sara went to the cabinet and removed a pair of latex gloves. I have a huge fetish for latex gloves partly for their role in the whole prostate exam fantasy but also just in general. The smell of the latex, the snapping sound of someone pulling one on.
This dates back to the Blink 182 Enema of the State album cover where Porn star Janine Lindemulder dressed like a sexy nurse and put on a pair of latex gloves seductively.
Sara knows I love gloves, and she made sure to pull the gloves on slowly in my view giving me a naughty look like she was up to no good while doing it.
Sara applied lube to her gloved fingers and slowly probed at my ass with one finger. Telling me I was way tighter than her usual patients. She teased me a bit acting like she was doing a medical procedure while it definitely did not feel like it from my end. She was placing pressure in all the right places. She knew exactly what she was doing. This was obviously something she had learned working at the dungeon, and I was enjoying it.
I could hear a vibrating noise coming from the nearby table and assumed it was some type of anal toy. Suddenly Sara removed her fingers abruptly and ripped the glove off. The vibrating noise turned out to be her phone. It was her boss Mistress C.
Another Mistress by the name of Mistress Octavia had received a last minute high paying appointment with a client and would be having a session with a client in the other playroom.
Mistress Octavia's client would be showing up any moment and Mistress C requested Sara greet the client and seat him in the other playroom to wait for Mistress Octavia who was often running late.
Sara apologized and explained her situation. She told me I had to remain very quiet to maintain the illusion that another session was not taking place.
"Maybe you will get to meet Octavia so it will not be so bad!" she said as she left the room.
A few moments passed and I could hear murmurs outside the room. I was still restrained to the exam table in a very compromising position and could not do much but wait. Suddenly I heard the door open and the familiar click of heels entering the room.
"What ese these? You get the show start without me?" I heard a voice with a Russian accent.
My first thought was the whole phone call must have been a joke. Sara is doing her Russian character. Her accent even got better. This is super-hot I am going to play along.
"I am sorry Mistress" I said.
"You vill be" she said.
"I vill use our old comrade" she whispered as she removed something from the medical cabinet.
I could see nothing only hear the movement of the doors and her clicking of heels. I heard a squirt of lube and suddenly felt a large butt plug being shoved in my ass.
"That is a bit big!" I squealed.
"Nonsense you have taken bigger!" She retorted.
She backed off and admired her work for just a moment before I heard the sound of leather swinging through the air and felt the sting of her flogger on my ass. The impact and my sudden clenching and releasing of my cheeks sent the butt plug out of my ass and onto the floor.
"These ese not tolerable." she said as she spotted the plug on the floor.
"I vill get the enema bag and clean out your filth."
I began to panic. This was one of my hard limits. Sara and I had tried it once before and I had fainted. Definitely a story for another time.
"This is something I don't really want. You remember last time." I protested as best as someone who is tied up can.
She walked over to me and shoved a ball gag in my mouth tying the straps behind my head. Suddenly I realized. This was not Sara. Holy shit is this the other Mistress. Did she go in the wrong room and thinks I am her client. I tried to tell her but she could not understand me behind the gag.
To my relief, Sara burst through the door.
"Mistress Octavia stop scaring my boyfriend, your client is in the other room. He has been waiting forever."
My racing heart skipped a beat and slowly returned to a more normal rhythm.
"How can you like man who enjoys dick in butt?" she said as she clicked out the room.
Looking back part of me wonders if that whole encounter was planned.
It took a while before Octavia and her client were finished and by then it was too late to conclude our playtime. We smoked a bong rip or two after everyone left and headed home ourselves.
Weed smoking Wanderer
Over time I became a regular at the dungeon. We actually lived about 30-45 minutes away from the dungeon and when Sara drove to work alone she would not be able to use the carpool lane. This resulted in the 45 minute trip taking an hour and 30. She would find excuses to bring me with her when I was off from work. Most of the time it was handyman style odd jobs.
There were times when I was not allowed inside the dungeon for various reasons. On those days I would wander Downtown Los Angeles looking for new dispensaries to check out. Legalized medical marijuana was the new California gold rush and there were more illegal dispensaries in Los Angeles then there were Starbucks.
The closest shop to the dungeon appeared to have ties to the Russian mob. Everyone inside was really aggressive, scary and had Russian accents. They sold some of the best Hash cookies I have ever had. They were super potent and only $5 each. Sara and I would joke and say Mistress Octavia was secretly the boss there.
Another shop on Sunset was very trendy. They always had the newest cannabis products you never had heard of. That was the first place I had purchased hash that was golden aka Wax. All the dispensaries near my house were very expensive and had a shitty selection but the places I discovered in Los Angeles were incredibly affordable and had a buffet of options.
My explorations paid off when I discovered a place called Green Bear. It had recently won the best dispensary in Los Angeles award and their signature strain "the Charlie Sheen" was the most in demand weed in town. It would easily take 45 minutes just to get through the line at the dispensary. The prices were the cheapest in town and the quality was the best in town.
I even saw a few famous rappers there buying their weed. One even stood right in front of me in line one time. The whole shop went nuts and the employees started handing out free joints to everyone in line.
The House boy
I mentioned before that Mistress C's dungeon catered to some fetishes that other places did not. One of those fetishes was consumption. A long-time client who was a very good tipper would pay extra to be forced to eat terrible things. One of those things was sperm that had been ejaculated into an ice cube tray and frozen. Typically, I provided the sperm.
Basically, anytime this guy or another similar client was coming in for a session, Mistress C put in the word to Sara to get me to help out. The Mistresses at the dungeon would play with me and try to encourage me to jerk off when I hung out there but anytime I came I had to do it in the ice cube trays. Knowing what was happening with my sperm still makes me gag to this day. But being encouraged to jerk off regularly, sometimes multiple times in a day, by beautiful women, is something I do miss.
I am really not sure if Sara used to say this just to mess with me, but she claimed the clients who ate my cum could identify not only the fact that I smoked weed but also what I had been eating recently just by the taste of my cum. Apparently, I smoke that much weed.
Over time Sara became Mistress C's favorite student/employee. Sara and Mistress C had similar features and many of her longtime clients really liked the new younger version with Sara. She was given all the important clients and was even tasked with hiring new women to work in the dungeon.
One night I was brought to the dungeon with Sara expecting to have some alone time. After Sara had sat me in the playroom, she ordered me to remove my clothes and be on my best behavior.
Out steps this gorgeous red head named Mistress Raven. Raven was a former model/ groupie. She was ten years older than Sara and I (35 years old) and spent her twenties fucking rock stars. Sara had chosen Raven from the candidates applying to work at the dungeon and spent the last week training her. I would be used as the test dummy in her final exam.
Sara started the session by asking Raven to practice using various impact toys on me. She would have to demonstrate she knew the proper safe places to hit a submissive. I am not a big fan of pain, but I do enjoy being flogged and spanked and would tolerate other things within my hard limits to impress my Mistress.
Sara decided to make it a game. She handed me a quarter and instructed me to get on my hands and knees on the floor near the wall. I would face the wall and hold the quarter against the wall using my nose. If the quarter fell, I would be punished.
Then each of the women took a turn hitting me with a toy, almost like a sadistic version of Jinga. Sara would go first, and Raven would have to emulate it.
It did not take long for the quarter to fall. Sara said for each toy that made me drop the quarter I would receive 10 more hits with that toy after the game was completed.
By the end my ass was pretty red, but Sara assured me I would be rewarded for my participation. The most popular client demand at the dungeon was strap on. Raven would need to demonstrate she could properly peg a submissive man. I was that lucky submissive man.
I was told to reposition myself leaning over the bondage bed with my ass ready. Sara informed Raven of my fetish for latex gloves and to exaggerate putting them on. She said I wasn't the only sub who enjoyed it. She walked around the bed and looked me right in the eyes as she pulled them on sexually. She immediately took two fingers and shoved them in my mouth.
"Suck it you little bitch!" She spoke.
I complied and sucked on her fingers like a cock. My cock was definitely hard to begin with, but it certainly got harder after she said that.
"You got a tight little mouth; I want to go deeper" she said as she crammed her fingers further down my throat forcing me to gag.
Seeing me gag she laughed and removed her fingers from my mouth. She pat me on the head and said, "Good Boy!"
Raven walked back around to my ass and slid one finger in gently. Her fingers we very long and slender. Soon she added another finger as she probed around inside my ass. Sara had given her instruction, but she had yet to practice it. It did not take long for her to find my prostate and I was forced to tell her to stop because I was enjoying it too much.
She replaced her fingers with a fresh strap on. Of course, somehow, I was scolded for not cumming in the ice cube trays at the end. Raven got the job and the three of us became friends.
The Raven
Raven ended up adding me on social media and we started talking. Since pegging me was the first time she had ever done something like that, I was genuinely curious if she enjoyed it or it was something she would do in her personal life. She told me she was hoping Sara would let her peg me more often she enjoyed it so much and the majority of the clients were older and ugly.
In the past Sara had told me she would be open to us having threesomes with other women. She even told me she was attracted to Raven. So, when Raven informed us, she was going to be alone on Valentine's Day we invited her to join us. We enjoyed a nice dinner at our favorite local place, the Cheesecake Factory, then drove out to the dungeon for some play time. Raven came to both of course.
What I did not know is that Sara and Raven had done some talking of their own. When we arrived at the dungeon I was instructed to get naked and prepare a few bong rips while my Mistresses got dressed.
After everyone was ready Raven caught me by surprise and shoved a remote-control butt plug into my ass. She placed a ball gag in my mouth and instructed me to get into the sex swing. Once settled in she cuffed me into a position I would not be able to get out of without assistance.
"You have been very sneaky talking to Raven on social media flirting behind my back. We were both reading the messages the whole time laughing. So now Raven and I are going to take turns fucking each other while you sit there helpless and watch. If you are good, I will turn up the plug so you can enjoy your front row seat."
Some guys would have seen this as punishment, but I was actually in bliss. Sara laid on her back at the edge of the bondage bed with her legs up in a missionary position. Raven slid her strap on cock into Sara's pussy with a quick thrust and Sara let out a moan.
Raven turned to me and said, "You think you are enjoying your punishment, the real punishment is, I am going to fuck your girlfriend so good she will never want your beta cock again."
She continued to fuck Sara and Sara acted in ways I had never seen her act when we fucked. Her face turned bright red. She took deep breaths like she was having trouble breathing. The moans could probably be heard down the block. After about 30 minutes Raven pulled her cock out and Sara erupted. She squirted. Something I had never seen her do before. Sara lay on the bed in an orgasmic coma.
Raven approached me and took off the ball gag. She helped me out of the sex swing but as I got out and onto the floor, she instructed me to suck her strap on clean. It tasted like. Sara's pussy.
"You taste that? That's what a woman's orgasm tastes like." Raven said.
"Mistress Sara is too tired so looks like you will have to make me cum with that inferior uncircumcised dick of yours."
I looked over at Sara for approval and she nodded.
Raven hopped into the sex swing with my assistance and told me to get a condom. I got in position and slid my cock into her pussy. I must admit though it was not very tight at all. I fucked her for about 30 minutes. I honestly just got this vibe she was not attracted to me or enjoying me fucking her.
By then Sara was ready for round two. The women kicked me out the room and told me to close the door on my way out. I was forced to listen from the outside while Sara fucked Raven better than I was able to. I just sat in the living room and took bong rips like a simp.
At one point I thought maybe they wanted me to be a man and come back in. I walked over to the door and tried to open it, but it was locked. I knocked but they just ignored me. I settled for jerking off on the couch while I listened to their moans.
Raven lived in Hollywood not far from the dungeon. Sara started staying at Raven's apartment to be close to work and some weeks I barely saw her. They would invite me over on weekends when I was not working. They even took me out in Hollywood for my birthday. I can remember feeling like the coolest mother fucker in the world with two beautiful women on my arms.
At first, I really thought Raven liked me, I envisioned this whole three-way relationship where I dated both women like every man's fantasy, but over time it just seemed like Raven wanted to be with Sara and I was surplus to requirements.
Raven had worked as a rock music journalist and had toured with bands around the country. I had a friend who was the head chef at a music venue. I did him a favor and he gave me free tickets to a concert at the House of Blues. They just happened to be tickets for the last band Raven had toured with. Unfortunately, it was a night I was unable to go to due to work, so I gave the tickets to Sara and Raven to enjoy without me.
Sara and Raven went to the concert, and I stayed home. I could not help but keep waking up throughout the night expecting a text from Sara telling me she had gotten home safely. The text never came and that morning I was a bit worried during my work meetings. After the first meeting Sara text me and said her phone had died at the show and she had ended up sleeping at Raven's house without the proper charger available.
Sara told me about how great a time she had. The tickets had included VIP backstage access and Sara bragged about the celebrities they saw in the exclusive areas. This included Dane Cook, Corey Feldman and they guy who says "I am rich bitch" at the end of the Dave Chapelle show.
Then Sara told me that the band performed there every week, the tickets were cheap, and she could not wait to go to next week's show.
The shows were always on nights I had work the next day and I did not mind Sara going since it was not really eating into crucial time we reserved for each other. I had enjoyed having the occasional night to go jam with my friends or play video games and drink beer.
One night Raven was unable to go, and I did not have work the next day, so I volunteered to be Sara's escort to the concert. At first Sara did not seem thrilled about me coming but eventually she agreed.
Sara showed me around the venue; the whole staff knew her by now. She walked right into the VIP without even having a badge or credentials. We went and stood in her usual spot up in front and on the right and enjoyed the show. I had to admit I was impressed with her connections.
During the show between songs, the band would interact with the audience. Sara informed me it was a regular thing for them to roast audience members. The lead singer invited every woman who was dressed sexy to come dance on stage and then immediately sang an offensive song about sluts and hookers.
They pointed out an overweight woman who was dressed too sexy for her size and asked her if she knew she was fat.
They told a hipster looking guy that looked like he was homeless, that the shelter was down the street.
Then the spotlight came over me and Sara. The guitarist looked over at me and said,
"Oh man, this guy is a huge cuckold. His sexy girlfriend comes every week, and we fuck the shit out her backstage after the shows. Great to see you finally made it out cucky boy!"
Sara laughed and played it off like it was a joke. I should be honored they choose to make a joke about me even if it was not true. I had an uneasy feeling but convinced myself there was no way this famous band was actually fucking my girlfriend. Nor would they have the balls to say it like that on stage.
To cap it all off on the way-out Corey Feldmen pushed me on his way to the front of the valet line. I tripped on a curb, fell over and hurt my ankle.
After the concert I started to have my doubts. Sara and Raven were going to the concerts every week which did raise some red flags. They even had two guys they started "hanging out" with after the shows getting food at Denny's and various other 24-hour restaurants. Or so they claimed.
Raven was not the best influence on Sara in more ways than one. Raven got in an argument with Mistress C their boss. She then convinced Sara to quit working at the Fetish Chamber and help her convert Raven's studio apartment into a dungeon where they could session.
I saw Sara less and less and I felt like she was cutting me out of her life. I expressed this to her, and we ended up arguing for a week. I really feel like she used it as an excuse to ignore me and focus on Raven and her dungeon.
Despite Sara investing a large amount of money into the dungeon, it did not last long. I don't even remember what the argument was about, but Sara and Raven broke up. Raven basically dumped all of Sara's stuff on the curb outside her Hollywood apartment while Sara was not there.
Sara abruptly stopped arguing with me and begged me to go help pick up her stuff. By the time we got to Raven's to pick up Sara's BDSM equipment, it was all gone.
Raven immediately went back to work at the Fetish Chamber and talked all kinds of trash about Sara and me to Mistress C. She convinced Mistress C that Sara was the master mind behind them quitting the Fetish Chamber and their attempt at starting a new dungeon.
Mistress C sent Sara a nasty message telling her she was ungrateful for her mentoring and Sara would never work as a Dominatrix again. She even said I had a big nose. What the fuck did I do?
After the big blow out Raven sent me a few texts. One of which informed me that Sara was constantly cheating on me when they went to the concerts.
Sara assured me this was just an attempt to cause trouble and break us up.
Without telling Sara, I asked Raven if she had any proof. She sent me a link to a Google drive folder with the band name in the title. I waited a few days until I was alone and clicked the link to find a video.
I played the video and there was Sara naked sucking one of the band members cocks while another was furiously fingering her pussy. The picture quality was poor like someone had filmed it on a cell phone. I couldn't believe my eyes. I had my suspicions, but I didn't really think Sara would actually cheat on me.
After about 30 seconds Sara let out a moan similar to the one, she made with Raven and squirted all over the guitarist's hands.
"I told you he was good with his fingers, didn't I?" Raven said from behind the camera.
Sara just nodded with agreement while her mouth was still full of cock. The guitarist who had been working on Sara's pussy stood up and took off his tight leather pants pulling out a huge cock.
I have never considered myself to have a small cock, maybe six-seven inches on a good day. But this guy was at least nine. It was the biggest white cock I had ever seen. The video ended. I was in utter shock. Heartbroken.
I started to feel really bad about myself. I just kept telling myself any normal man would leave this bitch. I am not normal.
After much inner turmoil I decided not to confront Sara about it. I truly believed she was my soul mate, and I did not want to break up. I had never considered myself into the cuckold lifestyle, so it wasn't about secretly enjoying her infidelity.
I just did not want to lose her or be alone. I constantly reminded myself how hard it was to find a woman who supported my kinks. How boring my life was before Sara moved back to town. Also, the money she was making as a Dominatrix was pretty good. While working at Fetish Chamber Sara bought me all kinds of cool shit. She even bought me a $500 bong.
In the end I decided not to confront Sara about the cheating. I assumed she would be done going to those concerts now that Raven was her enemy. Maybe that video was from a onetime accident and Raven was making it sound worse than it was.
I told myself whatever excuse I needed to hear.
To be continued...
You need to log in so that our AI can start recommending suitable works that you will definitely like.
There are no comments yet - be the first to add one!
Add new comment