By Jefferson James
For a while, things continued just as I hoped they would. Valerie was acting more wife-like. Instead of just spreading her legs and lying there like a cold fish the way she had begun to, she was now climbing on top and riding the wild pony, moaning and groaning like she had the first year of our marriage. She was obviously trying to convince me to increase her allowance. It worked, but she still had the occasional extra expense.
Once or twice a month she would come into the den and silently argue with herself before sheepishly asking for money. When I took my dick out of my pants, she would sink slowly to her knees behind my desk. As her face was pulled into my crotch and my stiff dick filled her mouth, she let out the very same reluctant sigh of acceptance. She still detested the idea of swallowing cum and didn’t display the fake enthusiasm she was showing in bed these days.
Getting the stuff out of my balls, through her mouth, and into her tummy was strictly passive cooperation on her part. She knelt motionlessly between my open legs, sucking gently on my dick and allowing me to move her head back and forth, her tight lips sliding up and down my shaft, wincing and whimpering with disgust each and every time I cream-coated her throat. I knew it made her feel like a total whore, doing something she thoroughly hated and doing it for money like the lowest of gutter sluts. I loved it.
Then, one night at dinner, I told her about an important business outing we would be attending.
“I’ll need a new evening gown,” she said. “Everyone has seen the ones I have. There is a new designer in town that C.C. has been using. He’s fabulous. I’ll make an appointment to see him tomorrow.”
“No one who will be there has ever seen you before,” I told her. “You can wear one of your old gowns.”
Her expression changed to utter contempt. She wanted to tell me what an uncouth, lowbred jerk she thought I was, but instead quickly wiped the look from her face and replaced it with a condescending smile.
“Don’t be silly,” she said in a calm, steady voice. “Women know these things. The wives of your associates will be able to tell if I wear a gown that I’ve worn before, trust me. And it will reflect badly on you.”
“I don’t care how their baseless suspicions reflect on me,” I said, smiling back just as condescendingly. “I’m not trying to impress anyone – you are. You don’t need a new gown. You want one. And a designer gown is going to cost at least five grand.”
Valerie turned her attention back to her dinner and didn’t speak for a few minutes. The same old internal argument was going on inside of her. It was the recurring battle between her own self-respect and her need to be a highly respected socialite. I knew both were very important to her. I also knew, even if she didn’t, which was most important to her.
After almost ten minutes, Val set down her fork, hung her head in shame and whispered, “One tonight and one a day for the rest of the week.”
“I’m afraid not,” I said, shaking my head. “You know you can’t buy a designer gown on the payment plan. If you want it, you’re paying, in full, tonight.”
I waited a few seconds hoping she would ask what she had to do, but she didn’t.
“You may find the price a little harder to swallow,” I continued, laughing at my own pun. “If you want a fancy new gown, it’s going to cost you the cherry between your cheeks.”
Val gave me a blank look in a vain attempt to hide her shock and dread, and asked, “What are you saying?”
I knew from the way her body stiffened that she was clenching her buttocks. I also knew she understood exactly what I was saying. She was hoping she was wrong, and I was looking forward to telling her she was right.
“Have you ever been buttfucked?” I asked.
Valerie shuddered slightly and closed her eyes. Then, swallowing hard, she shook her head.
“When you’re being fitted for your gown, that won’t be true anymore,” I told her. “If you want to make an appointment with that designer for tomorrow, your asshole has got an appointment with my dick tonight.”
She swallowed hard again and opened her eyes. As she reached for her fork, I could see her hand was shaking. We finished the rest of our dinner in silence.
That night when I entered our bedroom, Valerie was waiting. She was wearing her sexiest negligee; white lace with a built in low cut pushup bra that showed her nipples, a satin garter belt, lace stockings and high heels.
“I did it for you,” you said, slowly and sexily removing her panties.
Her pussy was as bald as the day she was born. She had shaved off her usually neatly trimmed bush.
“Do you like it?” she asked with feigned shyness.
My wry smile confused her. Cocking her head to one side in an attempt to seem playful she asked, “What?”
Nodding at her hairless twat I asked, “Don’t you strip down to bra and panties for a fitting? I think you’ll find they’re revealing enough that everyone is going to know you’ve been scalped.”
Her eyes closed and her face turned a little red in embarrassment as she thought about tomorrow. In her haste to make points with me, she hadn’t thought things through well enough.
“It’s nice and I appreciate the gesture,” I added. “But if you did it and all of this, and anything else you may have planned, in hopes of not taking it up the ass, you wasted your time.”
She opened her eyes and looked at me. This time, her expression was genuine…a mixture of fear and desperation.
“Please,” she begged. “I’ll do anything.”
“Bend over and spread your cheeks, Val,” I told her.
She put her hands on her hips and huffed, saying, “I meant anything but that. If you want that so bad, you can hire a prostitute.”
“That would be a violation of our pre-nuptial agreement,” I said, taking off my shirt and tossing it aside.
“I’ll sign a waiver.”
I thought her proposal over for a second before answering, “A three-way might be fun. I’d really enjoy watching a hooker go down on you while I cream-coated your throat.”
“That’s not what I meant and you know it. You keep putting words in my mouth.”
I laughed and said, “That’s not all I’d be putting in your mouth. She wouldn’t be the only one muff diving. Your tongue would be going on a tour of the ol’ furry funhouse too. Well, furry if she isn’t slutty enough to have shaved her twat, that is.”
“I’ll sign a waiver and pay for two prostitutes. You can watch them be with each other.”
Kicking off my sandals, dropping my pants and stepping out of them I said, “Paying for two hookers and a lawyer to draw up the waiver puts us right back to where we are. It’ll cost you what you’re trying to avoid in the first place. You’re not going to win this one, Val.”
As Valerie searched for a non-existent alternative, I moved around behind her. Guiding her gently by her shoulders, I eased her toward the bed, whispering in her ear, “Don’t worry; you’re in good hands. I’ve made a pillow-biter out of more than one girl. The first time is always the hardest. But the way you like to spend money, you’ll become good at it in no time.”
“It’s perverted and I know it’s going to hurt,” Valerie said, as much to herself as to me.
Her voice was soft and shaking. It was almost like she was in shock. I know she wasn’t. It was just fear and dread. But that’s how it seemed.
Stepping to the side, I grabbed a bolster and placed it in front of her. As I patted it, I gently pressed on the back of her neck and told her, “Bend over and put your pretty little face right here. …legs open wide. Put your hands on the cheeks of your ass and spread ’em.”
I kissed her on the cheek and added, “We’ll get you lubed and loaded in no time.”
As Valerie got into position, I grabbed a jar of Vaseline from the nightstand and stuck my middle finger into the slippery gel inside.
“For tonight’s appetizer, we’ll be having Valerie-on-a-stick,” I said, pushing the same finger slowly into her puckered little anus.
Val whimpered. It wasn’t a painful whimper. It was more an expression of shame and of her losing respect for herself.
I stroked her for a few seconds and then withdrew. This time, both my index finger and middle finger went into the Vaseline. As they entered her asshole, Valerie gasped. Instinctively, she clenched her sphincter.
“Relax,” I warned her. “Tightening up will only make it harder on you. The looser you are, the less it’ll hurt.”
She must have taken my advice; She only squealed a little as I pushed deeper. I’ve known girls to scream bloody murder when you get knuckle deep in their butts with two fingers.
“Next, we’ll be having Sausage-Stuffed Rump Roast,” I said, continuing with my taunting. “And for dessert, there will be Cream-Filled Honey Buns.”
“This is degrading enough,” Valerie whined. “Do you have to add to the humiliation?”
“I don’t have to,” I said, laughing at her. “But it does make it more enjoyable.”
“More enjoyable for whom?”
I knew it was supposed to be a rhetorical question, but I answered anyway.
“…for the only person whose pleasure I’m concerned with right now,” I said, twisting my fingers slowly. “When you agreed to my terms, you quit being my accommodating wife and became a butt slut. You’re just my favorite hooker bent over and getting greased so you can take my dick up your ass and collect your pay. Be a good little slut, like I know you can, and you might be able to buy a new pair of shoes too. What’s a designer dress without matching shoes?”
Valerie didn’t make another sound until I started shoving my way up her butt. As her anus stretched slowly around the head of my cock, she started blubbering. She was in a little pain, but mostly she was suffering from too much pride and she didn’t like being force fed the cure.
“You sick bastard,” she said, practically spitting the words at me.
“You had a choice,” I reminded her. “That dick you feel sliding into your rectum is there because of a decision you made. If you didn’t want to get fucked in the butt, it wouldn’t be there. Who’s the bigger pervert, the woman who wants a dick up her ass, or the man who puts it there for her?”
Submitting to something is not the same as wanting it, but Valerie was in no mood to argue. The deeper I pushed my dick into her butt, the deeper she pushed her face into the pillow. I wanted to really cut loose on her, but that would have to wait for another time. She was still getting used to the idea of subjugating herself for money, and I didn’t want to discourage her.
I pulled back some and pushed into her gently, stroking slowly, going a little deeper each time. Her tight little sphincter grudgingly swallowed my dick. Valerie felt totally debased and she sniffled and sobbed quietly as I filled her sexy, upturned ass fuller and fuller.
“How’s it feel, slut?” I asked, patting her butt gently. “Do you like having a dick up your ass?
Val shook her head and said, “You know I don’t.”
“You better get used to it,” I told her. “This may be the first time you’ve butt-hugged a big one, but we both know it won’t be the last time.”
With that, I pushed the last on my hardon into her, filling her to the hilt and holding there. Valerie whimpered and clenched the pillow with her tiny fists. Looking back at me with this truly pitiful expression on her tear-streaked face, she said, “Please, just do it and get it over with.”
Moving myself in a circular motion, I stretched her asshole a little wider. Valerie made a little surprised gasping sound and buried her face back in the pillow. I don’t know if she was reacting to pleasure or pain, but the sound she made was truly wonderful. I circled in the opposite direction. This time she was prepared and remained quiet. She was obviously trying her best not to add to my enjoyment in hopes of not having to take it up the ass too often, but it wasn’t working. Just knowing she didn’t like it was reason enough to make her do it.
“It’s in all the way now,” I said, gripping her narrow waist.
I stalled a little longer, knowing she found every second unbearably humiliating. Then, chuckling softly, I said, “I guess I didn’t need to tell you that; You can feel how full your ass is. Are you relaxed? Are you ready for the fucking part of your buttfucking to start?”
Valerie eased her grip on the pillow and nodded her head.
I slowly pushed her forward and pulled her back, forward and back, forward and back, making her sweet little anus slide up and down my dick. Rather than dick pushing, I moved her. I wanted her to feel like she was participating rather than just letting it happen.
Gradually, I increased the pace, faster and faster I slid her butt on and off my shaft, out to the tip and back to my balls, out to my tip and back to my balls. Each time I would almost empty her butt, leaving only the head of my cock in, and then fill her ass with as much dick as I could. Each and every stroke was quicker and harder, but was just as deep as the one before…as far up her ass as it could go.
I had jacked-off twice earlier in the day to ensure I would have plenty of staying power for this session. My dick didn’t disappoint me. It was as hard as a rock, but I was nowhere near cumming. I yanked and shoved Valerie up and down my cock for almost five minutes. My arms were aching, but I didn’t let up. Valerie was knocked off balance several times and had to regain her footing by spreading her legs wider, bending her knees and arching her back, sticking her butt out.
I know it was unintentional, but her stance allowed me to go even deeper. Almost a half an inch more was going into her butt than before. The way her asshole was squeezing the base of my cock was incredible. Finally, I started feeling that familiar sensation.
“What do you think Misha and C.C. would say if they could see you now?” I asked, trying to distract myself. “Do you thinki C.C. would ever take a dick up her lily-white ass? …not for a million bucks. …maybe two million, but not for a million. I am sure she would never even consider spreading those scrawny little cheeks of hers for a designer dress.”
Valerie said something. Her face was still pressed into the pillow so she was inaudible, but I am sure she called me a nasty name of some sort. In a way, she was managing to deny me some enjoyment. With her face hidden, I was missing some of her anguish.
“Do you remember those shoes I mentioned earlier?” I asked getting closer and closer to orgasm. “If you want them, you’re going to have to let me cum on your face. Do we have a deal?”
As Val thought it over, I kept going at her. By now I wasn’t just jerking her back and forth. I was punching into her, fucking her asshole as hard and as fast as I could. Slowly, she lifted her head off the pillow and turned toward me. Her face was wet from crying, her lips were turned inward and her eyes were clenched shut, but she was nodding.
Whipping my dick out of her ass, I aimed for her mouth and let the cum fly. Direct hit! Valerie winced, but she knew better than to turn away. As the first blast ran down her chin, the second splattered on the side of her nose and ran to her upper lip. The next shot fell short and I had to move in closer. I cradled her head in my arm and put my dick to her cheek. Its touch made her instinctively try and pull away, but she didn’t struggle. As I finished draining my balls, sliding my cock all around, smearing my cum and mixing it with her tears, she sniffled a few times. But, all in all, she was a real sport about it, and didn’t try and make me stop before I was ready.
When I was done, and she knew it, she rushed into the bathroom to wash her face. I followed her. When I moved in behind her, her buttocks clenched tighter than I have ever seen.
“You earned your dress and shoes,” I said, patting her ass. “You can relax.”
I reached around her, going for her freshly-shaven pussy. I barely got a feel and she pushed my hand away.
“This comes under the heading of accommodating wife,” I reminded her.
When I went for it a second time, she sighed and gave me a dirty look, but let me do as I pleased.
“I’m coming to your fitting with you tomorrow,” I said, rubbing her pussy. “If you wear see-through panties, I’ll increase your weekly allowance by ten percent.”
She thought it over for a second and then said softly, “I’ll have to buy some.”
Kissing her on the cheek, I told her, “You can put those on my account. Get a couple pair, and some crotchless panties too.”
I started to leave so she could shower, but stopped at the door and said, “If you would like to spend another five grand at the jewelry store, you, me and the pillow have an appointment tomorrow night.”
Valerie just looked at me. She didn’t agree and she didn’t disagree. She didn’t give any indication at all, but I knew the answer. She knew it too. I grinned and added, “Bring your butt.”
The End of Chapter Two
(c) Copyright May 2001 by Jefferson James. All rights reserved. No portion of this story may be reproduced in any form without written permission from the author, except for a single copy, by and for the person reading this notice, for private reading.