Night On The Wild Side fantasy By Fred Wilder
Two buddies decide they want to try a night on the wild side and hire a mistress for the evening. By the time it was over, the two guys find out they had no idea what wild really meant.
We were given an address and room number to meet with Mistress Dee. When we arrived she greeted us warmly and invited us in to sit down. Dee was wearing a very conservative type outfit and to us she really didn't look the part of a mistress.
"How are you boys this evening?" She smiled warmly. Her features and lovely voice made us wonder even more about what we were told about her. Mistress Dee had a reputation for being a very strict and sometimes cruel mistress. We glanced at each other the same question on our minds.
Karl speaks, "Just fine. And yourself?"
"Oh, very well, thank you. Are you boys ready to get started?" She seemed more like a Sunday school teacher than an exotic form of diversion. Her hair was pulled back and with glasses on, lent even more doubt in our minds. Did we really pay $400 for an evening with a librarian? "You both will excuse me for a bit." Saying this she goes into another room leaving us sitting there.
Karl lights a smoke. "I wonder if we have the right person. She seems more like my 8th grade teacher. I don't see $400 worth. I mean she looks nice, but you know, I was hopin' for the mistress thing." He says to me in a low voice.
"What should we do?"
"Don't know. We prepaid with a credit card and I don't think they really do refunds on this sort of thing." I grin at him. "Guess we'll just have to see what happens. Hey, you never know. Maybe she has that elusive "snapping" pussy." We both kind of chuckle.
The door opens and she comes back in, totally transformed. We stare trying to make sure we're looking at the same woman that greeted us. Thigh high black boots with 4 inch heels cover her legs. A leather corset with no crotch is molded to her fabulous body pressing her breasts up showing off deep cleavage. Mistress Dee's red hair cascades about her shoulders and her face has been enhanced by a bit of makeup. The plain Jane we met a few minutes ago is no more and in her place is a blazing coal of passion who was about to burn us.
"Did I tell you that you could smoke?" She snarls at Karl. In one of her hands are two pairs of cuffs and in the other a riding crop.
"Get up! Both of you. Such rude men. Well I think I can do something about that. Both of you turn around and put your hands behind you. Now!" Mistress Dee commanded us and we respond. Placing our hands behind us as she cuffs us first one then the other.
Mistress Dee shoves me down on the bed. I collapse forward onto the bed and roll up on my side to look back. The riding crop comes down across my hip and ass hard. "OH!"
"No one told you to move lie still."
She turns and walks up behind Karl. "So you like to smoke, do you? I have a program to cure that and it won't take twelve steps." Our Mistress grabs his hair and forces him to bend over a small table. Her crop makes slashing/whipping motions across the cheeks of his ass with force enough to really hurt him even through his clothes. He winces with pain with each blow. "You'll do nothing in here without my permission! I'll tell you what you what to do. I'll tell you what to think, how to act and I'll tell you what you need." Out tormentor's was voice almost a growl as she "explains" things to Karl. Her words punctuated by the blows she delivers to him. His legs are trembling and he rests against the table to keep from falling down.
Our Mistress returns to me and releases my hands from the cuffs. "Take of your clothes, boy, and don't take long about it." I hurriedly remove my clothes still feeling the one swat she gave me and wondering how bad Karl felt. Naked now she orders me to kneel in front of her. Bringing out a large collar which she places about my neck. "All my slaves wear collars. It helps to remind them that they are dogs to me. Now crawl about like a dog for me."
I began to move about on all fours while she laughs at me. "You're a cute, fat puppy. Say, `Thank you, Mistress'." I hesitate and her crop comes down across my cheeks. "Say it!"
"Thank you, mistress." I reply without enthusiasm and several blows rain on my back side now.
"I don't like your attitude, slave! Say it like you mean it!" She barks out at me.
"THANK YOU MISTRESS! Oh, please." I am tearing up from the pain.
Another blow lands on my ass. "Say only what you're told. Do only what you're told."
Mistress Dee moves back over to Karl and have him stand up. His legs still a bit shaky. She opens his pants and let them fall about his ankles. She pulls the band of his underwear out and look down at his cock. "You better have some hidden talents since I don't see much entertainment value here." Her cold blue eyes look over at me. "Come here, my fat puppy, and take off his shoes and pants."
I rise up to cross over to Karl and her riding crop pops me across the ass. "Get back down on the floor! That's where puppies like you belong." I drop back down on all fours and reach Karl and begin to remove his clothes from the waist down. Standing there now in only his shirt the air hitting his cock causes it to begin to stiffen. I am on all fours in front of him.
My delightful tormentor reaches down and grabs a handful of my hair pulling me up to a kneeling position in front of Karl. His cock is dangling in front of my face. "Would the doggie like a bone? Hmmm? A good doggie should get a bone for a reward. Now I want you to take that bone into your mouth doggie. Do it. Now."
I open my mouth while she places his cock in my mouth. My eyes wide with dismay at her commands, it amuses my Mistress. "All right. Start sucking on your bone like a good doggie." My eyes cut to hers and she responds with two pops of her crop against my still smarting bottom. "I said suck that cock in your mouth. You will do it." I begin to slide my lips up and down the shaft in my mouth. "Suck it too. I don't see your cheeks puckering in." She grabs my hair pulling it hard. "Let me help you." You use your hold on my hair to force me to take even more of Karl's cock into my mouth. I am starting to gag as my mouth fills up with saliva that I refuse to swallow.
"If you puke I'll beat you senseless, doggie. Swallow what's in your mouth. It won't hurt you, but if you don't do it I promise you I will." Mistress Dee snarls into my ear. Karl is making moaning sounds now as his cock is very hard. "Are you enjoying yourself?", she asks Karl. He looks into her eyes not sure what to do or say. Seeing the fear you give him permission to speak. "Tell me. Are you enjoying yourself?" Her smile seems almost warm again.
Karl breathes out, "Yes. Very much."
"Yes?", her voice is casual. Mistress Dee moves behind him, the crop in her hands draws back. "Yes?" The crop rains blows across his cheeks. "YES WHAT?!!" , she screams at him. Karl lurches forward driving his cock into the back of my throat in an effort to escape her punishment. I grab his hips to stop his forward moment and manage to pull away before I choke but his cock is out of my mouth as I gasp. She grabs Karl by the hair and forces him across the table again. He is expecting more of the riding crop, but a new punishment awaits for him.
A tube of KY jelly and a strap-on dildo appear in her hands. She quickly gets the dildo in place and begin to lubricate it. Standing behind Karl now grabbing his cheeks in her hands, she rams the dildo into him. "Ooooo." Karl moans at the pain. Our Mistress begins pounding him hard and heavy spanking his ass with her thrusting hips. Gasps of pleasure and pain escape from him. I watch, from the floor, her luscious cheeks as they flex and pump with her deep stroking. She reaches and grasps his cock stroking it as she continues her rhythm. He cums spurting all over the floor. His moans of pleasure changing to the deep breathing of release. She slides the dildo out of him and his cock jerks again experiences another small orgasm from the sensation.
Looking down at me, I am commanded to lie on the floor on my back. She removes the dildo and steps over me. My Mistress is standing directly above my face. She kneels down and presses her wet pussy onto my mouth. "Lick me, doggie. Lap my pussy like a good boy and maybe I'll let you cum." My tongue probes her wet clit. She moves back and forth on my face slightly to rub dampness over my nose, mouth and chin. Her hands begin to play with my nipples, twisting and pulling. Gentle then hard, then gentle and then hard again. Mistress Dee instructs me on how she likes to be serviced.
Her teeth nip at my nipples as she slides down my body. My cock slides into her drenched cunt and she pumps up and down on my cock, riding me for her own pleasure. My Mistress shudders as an orgasm hits her. She looks into my eyes. "Now it's your turn, slave. I want you to cum for me."
My Mistress's wishes are soon met as I at last get sweet relief from the passion. My hot spunk shooting inside her causes another orgasm for my most wonderful Mistress. Her eyes roll and her body quakes and my only thought at the moment is hope that my Mistress is pleased with me. I am rewarded by her smile. She produces the key to the cuffs. "Here take care of your friend. I need to freshen up."
I uncuff Karl and help him to the edge of the bed. We both are weak, but ever so grateful, from the experience and for a while just sit there side by side on the edge of the bed.
Mistress Dee emerges once more again looking like the innocent we met earlier tonight. "I hope you gentlemen enjoyed our time together. I felt it was a most satisfactory interlude and if you wish to renew our acquaintance call my service for an appointment. Good evening." She smiles that sweet little smile of hers and left us behind wondering how soon we could arrange another session.