My First time as a Dominatrix [Group]

I am a tall pale girl with short red hair, right at 6′ I play plenty of sports and manage to keep any weight off, sadly my tits suffer from my excessive exercise and are fairly small (*not always a bad thing*) especially when running! But who cares about all that, time to get into the story!

I was 22, it was a summer while I was in college I spent the time to save up money for rent during the school year. I was working two part-time jobs while being a live-in Nannie, I picked up the kids from school and made sure they did their homework, for a single well off woman lets call her Jessica. She had just gone through a divorce, and based on the house she had been on the winning side. I got to stay in the house for free, while taking care of the kids – it was a great way to save up cash, but left me with almost no personal time, I slept in the same room as the daughter and she was a light sleeper, so often I would only really catch a break to get off in the shower and even then I would get interrupted by an upset child hammering on the door.

Jessica let me drive her second car (*Because it was safer than my “deathtrap” of a car… You know to keep the kids safe, not that I complained*), it was a big SUV – several times after getting off work from the fastfood place I was at, I still managed to be horny as all hell, being desperate for some “Me time” I parked the SUV and crawled into the backseat, after finishing myself off and feeling a bit ashamed I would go about my day… (*This is to give an idea of where I was mentally*)

Jessica would also have me run errands, one of the times that I was particularly deprived, I was in the back of the SUV just about to get myself over the edge… my damn phone starts going off, its got the ringtone for Jessica so I answer. I struggle back into my shorts and clamor for a pad of paper as she gives me a list of things to get from the store, my pen wont write and she just keeps listing, I snap at her and she goes quiet and in a very serious tone she says – ‘Forget the list, I’ll see you tonight.’ all I can think is ‘Oh crap!’ but the damage is done.

I do my normal ritual at that point, picking up the kids and taking them to their fathers as it was Monday. I then head back to the house, I walk inside with my shoulders down I find Jessica sitting on the couch laughing up a storm with an older couple, maybe in their 40’s – I try to sneak passed them but Jessica calls out to me to get more wine. Not wanting to piss her off further, I get the wine, they continue chatting and laughing, the man – Kevin is telling a story – his button-up business shirt is tight and I can see his muscles, this does not help my situation, collar bones are a bit of a turn on for me. I excuse myself, and hustle to the other side of the house to the bathroom – I decide to take a shower and get off to get it all over with.

The house is huge, not expecting any of them to have teleported over I pull off my top in the hallway and have my shorts unbuttoned as I push open the bathroom door. I run smack into the chest of a younger man maybe in his low 30’s, who is wearing similar business casual attire, I let out a shriek in surprise, then profusely apologize. He apologizes and dodges out of the way as I run into the bathroom, I lock the door. I take a cold shower trying to make myself snap out of it, my body tells me to get off. But my brain is still a bit out of the game from snapping at Jessica, then the jump scare from Mr Business casual… God I love muscled shoulders and collarbones… Anyway I get out of the shower and retreat to my room, I try to read a book and take my mind out of the gutter, but am interrupted by a somewhat drunken Jessica who suddenly enters my room…

Jessica demands I join them for dinner, we go out to the backyard to the cabana next to the pool – the others are already in the jacuzzi, everyone has apparently had a few drinks. I grab a plate of “dinner” which is some cheese, cocktail shrimp and some french bread, sitting with my legs in the pool listening to jokes from Kevin (*He’s the older guy with the huge muscles, which I must add looked even better without a shirt on*). Per Jessica I have several flutes of champagne, and quickly start getting on level with the group, I catch myself staring at both Kevin and Todd (*The guy I ran into at the bathroom*) – Quickly I would whip my head around to look elsewhere but instead found myself staring at Jessica, she had decided to strip naked and sit by the Jacuzzi…

It was not uncommon to find Jessica naked, but usually she was sunbathing by the pool. It was a bit late in the evening for that, but the way the glow from the pool lit her perfect tits made her look extra sexy. Not that I would normally think of her that way, but I was damned horny and fairly tipsy.

Kevin’s wife Lisa climbed out of the tub to reveal she was also completely naked, her face had some wrinkles from raising kids, but her body was still tight. I watched her ass jiggle slightly with each step as she went inside. I turned back to see Todd had climbed out of the jacuzzi and Jessica was now sucking his cock, expertly she stroked his balls while taking his full shaft down her throat. I was a bit shocked and thought that was my queue to go, I stood up and hustled inside, still a bit tipsy I entered the hall and almost ran over Lisa. Her pale but perky tits stood hard and proud, she looked me in the eye with a devilish grin – before I could say anything she pulled me down and kissed me on the lips, then slid her hand down the front of my shorts. She giggled as I let out a moan as her hand became soaked by my dripping pussy lips, as she pulled away I bit my lip so hard I thought it might bleed. She strolled over to the door to the backyard and did the “come hither” motion… With how my days I had been going without getting off I threw caution to the wind and followed her out!

Taking in the scene I found Jessica sitting on her favorite lounge chair, sucking off Kevin – who had a massive cock, while still jerking off Todd. Lisa strolled over and took Todd in her mouth, choking down on it, while rubbing her clit. I stood a few feet away watching, I slowly reached down my own shorts and started rubbing myself – this was too much to handle. Jessica noticed what I was doing and all of them stopped, she stood up – wiping away some excess saliva from her lips and gently pulled my hand out of my shorts. She led us all inside the cabana, she turned to me and asked if I wanted to stop, just to say so – being horney as all fuck I said lets do this, she quickly spun and started opening a cabinet from which she produced a box of assorted sex toys. Whips, dildos, vibrators, leather everything – you name it really, the others ran up the box and pulled out an assortment of toys and went over to the daybed to play. Jessica slowly helped me remove my clothes, and got down on her knees – she locked her eyes with me and started slowly licking my clit, she was a true master with her mouth – after only a few seconds I was panting heavily and literally had my own juices dripping down my leg. Then suddenly she stopped, she quickly stood and dug into the box – I was desperately horny now and looking over to see Lisa sucking down Kevins cock, while Todd had his own cock sucked by Kevin just about made me cum where I stood, my hand wandered down and I started masturbating right where I stood, it was all a bit too much.

Jessica turned around and yanked my hand away, and smacked my pussy with a leather crop. I yelped out, losing a small portion of my drive, but quickly gaining it back because I discovered that was hot as fuck. Jessica held up a leather thong and helped me put it on, it was VERY tight – and rode my ass like a mother fucker but I was so turned on I didn’t know what was ‘My thing’ anymore. Jessica handed me the leather crop and bent over, without thinking I gave her a quick smack with the crop, she moaned with pleasure, I hit her again across the rump then took my free hand and roughly pushed her legs apart, smacking her again – I saw her gaping pussy and shoved my fingers in, she let out a gasp and I gave her another several smacks.

Jessica ended up getting on all fours, I continued switching between smacking her red ass with the crop and giving her small amounts of pleasure. It felt good… No it felt great… No powerful – I was powerful and horny as all fuck, seeing all the fun Kevin actually got on all fours and crawled over next to Jessica, I whipped his ass too – he yelped and moaned with pleasure, I commanded Jessica to start sucking his cock, she tried to re-position, but I gave her a quick smack and made her suck him as she was.

I looked over at Lisa and Todd who were flat out fucking on the couch and smacked the crop in my hand, which hurt – but it hurt really good. They both stopped and got down on all fours, I gave each of them a few good smacks across the ass, and across Lisa’s tits. I had Lisa and Jessica keep switching partners sucking their cocks, and eating each-other out. I pulled off the thong (*It was giving a bit more pain than pleasure*) and stood over Jessica, I commanded her to eat my ass out, I mostly wanted to punish her – I’m not sure why… but holy fuck I discovered I loved getting my ass eaten, Kevin offered his services and I squatted down as he ate my ass out instead, as a reward I let him fuck Jessica in the ass. Which to my surprise Jessica simply took it, watching him mount her and start fucking her in the ass, just because I told him to was too much, I sat on the daybed and ordered Lisa to eat my ass so I could cum, diligently she crawled over and went at my ass like her life depended on it – I started rubbing myself off as I heard the smacking of Kevins balls against Jessica’s wet pussy as he plunged his massive cock into her tight un-lubricated ass, Todd walked over and roughly grabbed my hand away, he produced a powerful vibrator and handed it to Lisa who expertly held it directly on my clit, Todd then shoved his cock in my mouth – which I eagly started sucking down, I locked eyes with Jessica as she watched me – her head convulsing with each increasingly powerful thrust from Kevin… The entire situation was too much, my legs started shaking and my very asshole convulsed as Lisa plunged her free hand into my gaping pussy, Kevin came hard into Jessica and let out a massive groan – with the vibrator going full speed, I squirted and came harder than I ever had in my life, Todd pulled out of my mouth and almost on queue came on my tits but Lisa was an expert and kept hitting the right spots making my orgasm last a lifetime, it felt like several minutes – I finally collapsed, quivering and convulsing slightly as the cool night air began to settle.

I went back to my room after an hour or two, when I could feel my legs, the rest of them retired to Jessica’s bed. The next morning was back to normal, everyone was gone by the time I got up – I did get to have a few more similar encounters with Jessica, but none were quiet as memorable.

Source: reddit.com/r/gonewildstories/comments/6vgxkj/my_first_time_as_a_dominatrix_group