If you don't like humiliation and degradation, you might be offended by this! All characters are over the age of 18.
*****
I was so very bored.
This place had everything I could ask for - my family had money, and could send me to the finest schools. They sent me to horseback riding lessons and tennis lessons, set me up with hair and spa appointments to ensure that I was both physically fit and aesthetically pleasing. I had been so happy for so much of my adolescence, but now, eighteen and about to graduate high school, I couldn't shake the feeling that something was missing. I needed something to shake up this life of privilege I'd led for my entire existence, but it couldn't be TOO far off the beaten path.
All in all, I liked my safe life, where no one could harm me and in fact, I was worry free. I just wanted something a little different, without sacrificing my status as the little princess of my tiny town.
I decided to travel. Nowhere strange or exotic, I'd just go to France - I'd been, of course, a few years ago, but not on my own. My mother wouldn't allow it when I made the suggestion - she insisted that my maid, Molly, accompany me, for she didn't trust me out in the world on my own.
I grimaced. Molly was a few years older than I, and I knew she resented having to do whatever I said. I hated her attitude, because while it was very subtle, I could tell she didn't like me. EVERYONE liked me - I didn't understand what I did to make her feel this way. Didn't she know that it was her JOB to follow my orders?
In any case, I took her reaction to me personally, and every since my mother made it very clear that she wasn't planning on firing another member of the help (I was very picky about the people in my home, which I never felt to be a fault), I'd made it my mission to make Molly's work life a living hell, mostly in hopes that she would quit of her own accord. As of yet, she hadn't, probably because my mother had offered her so much money to continue working for our family. This infuriated me even further, so I escalated.I made messes on purpose; I invited my friends over to drink wine, which would inevitably be spilled onto the carpet (and take hours to properly clean); I'd have my friends (male and female) evaluate Molly's physical appearance in her presence, and force her to do humiliating things while other people were around.
One evening, particularly hateful of Molly's stubbornness and unwillingness to leave my home, I had my friends out to the pool, and informed Molly that she would need to serve us during my little party. I told her that for those hours, she'd be making double pay, but she'd need to do everything that I asked her to do without question, starting with her outfit. I handed her a maid's outfit much like her own, but it was definitely a little too small - her breasts spilled over the top, a little too much thigh was showing, and her apron was nothing but a lacy thing intended for decoration. She looked like a little French Maid whore.
When my friends arrived, we took turns dropping silverware and asking Molly to pick it up, forcing her to bend over and give the boys a nice chance for a view at her ass. My friends reached out their hands to graze her body as she passed by, and took shots with chips and grapes to try and get them between her breasts. I could have sworn that as she refilled Jason's drink, he reached into her skirt and cupped her little pussy, because she froze as he held her there. "Jason, are you holding Molly still by her pussy?" I asked.
"I am, and it's dripping wet. She's not even moving away, I think she's secretly hoping I'll get some fingers inside her."
He finally let her go, and now as she glowed in humiliation and disbelief, it was time for one of my favorite torments: "What do you guys think of Molly's tits?"
My best friend, Julia, knew this game well - "Ugh, they seem like big fat udders to me. Although I can't really tell because I can't see her nipples, I'm pretty sure they droop way down when they're not pushed together in her sluttly maid outfit. By the way, Molly, you're so desperate, wearing such a fucking whorish maid outfit to parade around in front of younger guys."
Molly blushed with furious humiliation. She backed away and turned from us, and was clearly trying to keep from letting us see how upset she was. I caught Jason's eye, and he knew what I wanted from him; he whispered to our friend Mark, and the two of them got out of their chairs.
I continued objectifying Molly as they walked over. "Yeah, she begged me to wear that little outfit. Told me she loves when everyone can see her fat tits spilling out of her top, and she loves to bend way over on purpose to give everyone a good look at her ass. I bet she would even show us her pussy if she could."
SPLASH.
The boys had pushed her into the pool. Shocked, cold, and thoroughly embarrassed, Molly scrambled to get out of the pool, but the boys kept pushing her back off the ledge and told her that she wasn't allowed out unless she let them pull her out. Refusing, she kept getting pushed back in, and finally she settled down - she was finally beginning to listen, so I upped the ante.
"Molly, you may only come out of the pool if you agree to serve the rest of the party naked, wearing only a G-string."
"Absolutely not! That's crazy, and this is illegal, what you're doing to me!"
"Fine," I said. "But you won't be coming out of the pool all night. You can either come out of there and serve us, naked but dry, or you can stay in there and Jason and Mark will get in there with you, and who knows what they'll do to you underwater."
Molly was frightened, and it was about time - I wanted to scare some sense into that disgusting woman. She finally stilled, and nodded her head slowly - she seemed to be in total disbelief of what she was about to do.
The boys pulled her out of the pool, and I told them to do the honors. They peeled her maid's outfit off of her, and then took off her soaking wet bra. Her arms immediately flew to her chest, attempting to hide her breasts from view, but I gave her a new command: "Good idea, Molly, except I want you to hold your tits up and together. Present them to us for our approval." Mortified, eyes downcast, she did what she was told.
She was wearing panties, too, which Jason pulled off of her legs. Prepared for this, I took out a piece of so-called underwear, which was essentially two bands - one to go around her waist, and another vertical band that would slip between her pussy lips and asshole, just enough to continuously remind her that she was on display. I gave them to Mark, who took his time securing the band nice and deep in her pussy while Jason felt her nipples and groped her enormous tits - she stood there in shock.
I looked at her, and knew that I had her under my control.
"Molly, you are now our entertainment for the evening. You will do anything any of us say. For starters, you will flick your nipples until they are nice and hard. If I look at you at any point throughout tonight and your nipples are not hard, you will regret it. Ready? Go!"
Molly only stared at me, not moving.
"Jason," I said, "Grab her!"
He did so, and I had him lay her over my lap, holding her down by the legs as Mark held her arms. I began to wail down on her bare ass, smacking her over and over again until she screamed, her flesh bright red beneath my palms. "Do as I say you little slut, or worse things will happen to you than that! Remember, we live way up outside of town and my parents are away. If you don't start listening, I will personally bring you to the stables and tie you up there, naked, and leave you there as a fuck present for all the stable boys in the morning. And if that threat doesn't work, don't think I can't make you fuck a horse."
This got her attention. She stood up and started flicking her nipples, arousing herself at my command. "Julia," I said, "is that wine bottle empty?"
"No," she answered, "but this wine that cunt Molly picked out for us to drink is unbearable." Julia knew what I was thinking - I pulled Molly back over on my lap facing up, so that her spanked raw ass dug into my lap, and I forced her legs open. Pushing her torso down off my lap, I held onto her legs so that she was upside down, legs in the air, her fat, creamy tits spilling over her face. Julia ignored Molly's screams of protest, and eased the pouring end of the wine bottle into Molly's pussy, filling it with wine. I could actually see Molly's abdomen begin to expand a little as it took nearly a full bottle of wine into her pussy. I Molly whimpered and moaned at the combination of discomfort and arousal - and then I got an idea.
"Molly, if you can stand up and keep all that wine from dripping out of your pussy, you can be done for the night and go inside. If not, you have to stay here, and Julia and I will fuck your whore pussy with wine bottles right here on the patio."