Dungeons And Dispensaries Pt 01

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.