Fun and Games

Fun and Games

 

An Erotic Novel of Male Chastity

Elliot Silvestri

 

This is a work of fiction. All of the characters, organizations, and events portrayed in this work are either products of the author’s imagination or used fictitiously. Any similarity to real persons, living or dead, is coincidental and not intended by the author.

 

Fun and Games

 

An Erotic Novel of Male Chastity

 

Copyright © 2022 Green Bush Publishing

 

Second Edition

 

Cover Design by James, GoOnWrite.com

 

All rights reserved. No part of this work may be reproduced or transmitted in any form or by any electronic or mechanical means, including photocopying, recording, or by any information storage or retrieval system, without the written permission of the publisher.

 

 

A Green Bush Publishing Book

 

The characters and events portrayed in this work are fictitious. Any similarity to real persons, living or dead, is coincidental and not intended by the author. Contains adult material that might not be suitable for all audiences. This work is a fantasy; in your own life be sure to follow safer sex practices.

 

All characters depicted in this work of fiction are 18 years of age or older.

 

-1-

Chapter 1

 

If anything, it was my grandfather’s fault. 

He loved Alfred Hitchcock movies. All of them. Whenever my parents left me with my grandparents, inevitably Gramps and I would watch one of Hitch’s films. When I was young I figured he just liked suspenseful movies. Then I figured out he had a thing for blondes, like Hitch did. It took me a while but eventually I figured out my grandmother, before going gray, had been a blonde.

And somehow grandpa cursed me with a thing for older, sophisticated blondes.

As curses go, it wasn’t so bad. It wasn’t like admitting to your friends you only found blondes attractive would get me strange looks and humiliating insults. It wasn’t like I had a thing for feet or women weighing five hundred pounds or something really disgusting like being a secret furry. 

So I only ever dated blondes in high school and in college and afterwards. But they had to be real blondes. I was fairly liberal in my definition of blonde, but if I got her panties off and found a bush of black hair, I was out.

When I met Jobeth it was supposed to be just a hookup. We met at a mutual friend’s party. She was beautiful and blonde with blue eyes and nice boobs. Maybe she knew she was a walking cliché, but I was the only one at the party bold and brave enough to approach her. I had only the intention of bedding her and moving on because I was twenty five and had no interest in settling down. 

“Do you go by Jo or Beth?”

“Jobeth. Don’t shorten it.”

I nodded and sipped my drink. “Got it. Are you a natural blonde?”

She laughed at my boldness and then twisted her lips into a little moue of annoyance. “I should throw my drink in your face and walk away.”

“I notice you didn’t say yes or no.”

“There’s only one way to really find out, isn’t there?” She gave me a wink.

“Now I’m really interested,” I told her. “But there’s one thing I have to know before I waste any time on you.”

“Waste your time on me?” she sniffed. “Okay. Let’s hear it.” She rattled the ice cubes in her cup at me. “I still have a half full glass here.”

“Are you older than me?” I asked.

She laughed again. Jobeth laughed easily. I liked that. “Why?”

“I have a thing for older women. I don’t think I could be with a younger woman.”

Looking around the backyard where the crowd suddenly seemed much smaller as the sun went down. It was supposed to be a simple backyard barbecue, a meeting of friends. I didn’t want to talk to any of them now, just Jobeth.

“I’m no cougar. We have the same friends.”

We compared birthdays. She was a year and a month and a day older than me. She was born May third; I was born June fourth the following year.

That was good enough for my fucked-up psyche to allow my cock to get hard.

Getting Jobeth into bed was easier than I thought it would be.

It was everything afterwards that was a complete disaster.

 

We walked to my place from the party. My apartment was two long blocks away, far enough for the both of us to have second thoughts but not far enough to sober up. She left her car parked on the street because she had been drinking. I wanted her to walk in front of me because I wanted to check out her ass but that would have been rude and obvious.

I settled for letting her go up the short flight of steps to the house where I rented the apartment with my friend Stan. 

“My roommate probably isn’t home,” I told her as we walked in after checking out her ass. It was perfect, small and round. I wanted to grab it and make sure it was soft as well. “But I have my own bedroom.”

“Great,” she said, whirling around and wrapping her arms around me. We kissed and I maneuvered us from the tiny entry hall, through the living room, and eventually to my messy bedroom. Jobeth didn’t seem to care about the state of my housekeeping. 

We fell on the bed together. She eagerly took off her top and bra so I had to match her, taking off my t-shirt. Her tits were on the small side, B cups at best, and she had her left nipple pierced with a small silver barbell. 

But I didn’t care about her tits. I noted the faint tan lines formed by a bikini top that covered up her breasts but I was already kissing my way down her tummy. She had already kicked off her sandals and didn’t object in the least when I unbuttoned her jean shorts.

She helped me push the small article of clothing off her hips. She made sure to push off her panties in the same motion. 

As I got between her legs, I was left with a conundrum as she displayed herself to me. 

Her pussy was completely shaved.

She met my gaze with a laugh as she absently stroked her puffy pussy lips with a pair of fingers, teasing her prominent clit. 

I pushed her hand aside and felt the smoothness of her mons and swollen labia.

“You shaved for a backyard barbecue in hopes of getting laid?” I asked her.

Of course she laughed at me. “No! I get my pussy waxed. Don’t you feel how smooth I am?”

“Oh, right. That makes sense.” I had never dated or fucked a woman who waxed her pubes. That was new for me. I’d heard of it, of course. But clearly she had a sexual agenda. 

I liked it.

I liked it so much I was eager to start eating her pussy.

Just eating her out started making me hard. I loved eating pussy. I loved pleasing women. I loved making them cum. I loved making them cum over and over and then hearing them beg for me to stop because they couldn’t stand it anymore.

Jobeth was the type of woman who loved sex and wasn’t the least bit ashamed to show it. I pinned her down to the bed, wrapped my arms around her thighs, and proceeded to give her a cunnilingus session like she’d never had before in her life.

Her breathing changed slowly from moans, to quickened gasps, to panting, to a loud cry of passion as she came and soaked my face with her amrita.

“Oh, you know your way around a pussy,” she complimented me.

“Thank you. Want to keep going?” I was a bit nervous. There was a reason that, over the years, I had refined my cunnilingus skills. 

“Of course I want to keep going.” She sat up a little. “Show me your cock.”

I momentarily froze and then from where I had been laying prone, got up on my knees, and opened up my shorts. Cargo shorts tend to hide a variety of sins. Taking a breath, I pushed them down and showed off my cock.

It wasn’t impressive. 

It’s not like I had a micropenis, but after years of banging women, consulting the internet, and taking many, many measurements, I knew I was below average.

Jobeth’s immediate reaction wasn’t terrible, but it was somewhat predictable. “I’ve seen smaller,” she teased, reaching out for me. 

Her hand cupped my balls and then slowly stroked my erection. She had average sized hands so it was possible for my four inches to disappear in her fist. 

I moaned a little at her touch. 

“I once had a boyfriend who was…huge,” she said, tilting her head to the side to better inspect me. “Short term boyfriend. Fucking him was like getting split in half. It wasn’t always fun. Let’s see if your cock is as good as your tongue.”

That was all the permission I needed. I wiped my face with my hand and took my cock in hand. As I lowered myself onto her, Jobeth shoved aside my hand and guided me into her pussy.

She was hot and wet and ready and I slipped easily into her pussy.

“Oh…yes!” she declared as I went all the way in. Or rather, I went in as far as I could. “Fuck me. Fuck me hard!”

So I fucked her hard. We fucked in every possible position. Missionary. Doggy. Cowgirl. Reverse cowgirl. I would have loved to finish with a prone bone, but my short cock made that impossible. Sadly, we had to finish with plain old missionary again. Nothing exotic about that, but it was satisfactory.

Jobeth didn’t go running from my apartment. She spent the night. In the morning she dressed in her shorts and t-shirt, said good morning to Stan, and then walked back to the party house to pick up her car. 

“How do you get such fine pieces of ass?” Stan asked me after Jobeth had left and we were drinking coffee in the kitchen.

“You just have to know how to please a woman,” I told him.

If only it were that easy. 

 

 

Chapter 2

 

Jobeth and I dated for the next six months. It wasn’t the beginning of an intense and passionate relationship, but we had a good time together. The sex was always world class. She never complained about my small cock. I was always willing to worship her pussy and any other body part. 

But I had a problem. I might have had a small cock but my balls were plenty big and that meant too much testosterone. In short, one woman wasn’t enough for me.

While we had never formalized our relationship we did get to the point of calling each other boyfriend and girlfriend. She had a great job working as a sales rep for a medical insurance company. She had a company car and wasn’t always home every night. I just took it on faith that she wasn’t screwing around on me.

I shouldn’t have, because I was certainly screwing around on her.

I had grown up working in one capacity or another for the family construction supply business. Not actual construction, but construction supply. Those essential products that the orange bucket and blue bucket big box stores don’t carry or are a pain in the ass to get to the contractors. 

It wasn’t a great job, but it paid the bills and I had sufficient free time. Free time I would use to chat up women online and women I met when visiting for contractors’ offices. 

I knew Di was trouble because she was the most muscular woman I had ever met that wasn’t a lesbian or a bodybuilder. She worked for a roofing company. My family business would custom make roofing trusses for her company. She did actual work. She was a good five years older than me.

And of course she had blonde hair and blue eyes.

She kept her hair cut short and practical. 

I thought she was a lesbian when I first met her—can you blame me?—and flirted shamelessly with her. 

She flirted back.

I shouldn’t have taken her back to my apartment, but it was close and convenient and I knew that Jobeth was off on one of her business trips.

A little extra on the side never hurt anyone.

Diana was a tiger in bed. I had never fucked anyone with such an athletic body. I could feel her muscles under her skin. It was amazing. She had stamina that I couldn’t believe. Because of her lean body, she had the smallest tits of any woman I’d ever been with. Also one of the smallest asses, but it was tight. She loved to fuck doggy and even offered her ass to me.

“Maybe next time.”

“What makes you think there’s going to be a next time?” she teased me.

“I already made you cum five times. I know there’s going to be a next time.”

She laughed and craned her neck back so I could kiss her. “Make me cum five more times and we’ll talk about it.”

I continued pounding away at her pussy. She had one hand between her legs, rubbing at her clit. I loved it when her pussy clamped down on me and milked my cock.

Eventually we collapsed, exhausted and sweaty, onto my bed.

“You have lovely skin,” I complimented her. Our limbs were tangled together. Her skin was soft and smooth, but right under the surface I could feel her muscles. She was decorated here and there with tattoos. Nothing outrageous, but she had more tattoos than any woman I had ever bedded.

“Thank you. You’ve gone soft,” she said, squeezing my limp cock.

“Give me ten minutes and I’ll fuck you again.”

We might have dozed for more than ten minutes. Not more than an hour. Still, it didn’t matter because when Jobeth came through the door, she was fucking pissed.

All I remember is being woken up by the bedroom door slamming. Jobeth was standing there, seething. 

“You fucking asshole!” she screamed at me. “You think you can just fuck whoever you want whenever you want?”

I sat bolt upright and didn’t bother to hide my nudity or Di’s. My newest partner blinked in surprise, clutched the sheets to her small tits, and waited to see what would happen.

“Jobeth! I’m…I’m sorry. I…I…I…” I struggled for words. Jobeth waited patiently. Or maybe impatiently. I don’t know. “I can’t explain. I fucked her because I was horny and you weren’t around.”

“Get used to fucking her because I won’t be around anymore.” She stalked over to the side of the bed that I occupied and slapped me across the face. I didn’t even try to block her. 

I deserved it. 

Then she walked out, slamming the door behind her.

“Your girlfriend?” asked Di after we heard the front door of the house slam, indicating she had fully left. I wondered what the upstairs neighbors thought.

“I think ex-girlfriend at this point,” I told her.

There was a knock at my bedroom door. 

“Curt? You in there? I think your girlfriend just left. She sounded pissed.”

I wondered when Stan had gotten home. Had he been home the entire time I had been fucking Di?

“Yeah. She’s probably not going to be coming around again,” I told him through the door.

“Yeah. Okay. Cool. You got someone in there with you?”

I glanced at Di and she gave me a wan smile. 

“Yeah.”

“Okay. Cool. Bathroom’s free if you want it.”

And that ended my relationship with Jobeth.

And it started a more complicated phase of my life.

 

 

Chapter 3

 

Di, for all her enthusiasm for sex, didn’t want a relationship. We hooked up a few more times. Sex with her was always amazing. She had no intention of getting serious.

I went back to the apps. Di didn’t care if I was hooking up with other women. Jobeth might have cared, but all I got from her was complete silence. Nary a word. She blocked me from texting her, the social media we shared, even the dating app we both confessed to using in the past to find partners for sex.

I didn’t want to date a woman like Jobeth again. I wanted an actual older woman. 

Surprisingly, there were plenty of them looking for younger men.

Even so, it took some looking to find the right woman.

Attractive.

Blonde.

Blue eyes.

Looking for sex, not a relationship.

But I found her.

Or rather, she found me. 

Her first message to me went straight to the point.

 

Emma: You’re cute. 

Emma: Are you into cougars? 

Emma: I’m looking for something simple. 

Emma: And by simple, I mean sex.

 

The picture she used as her avatar was presumably her. She looked vaguely familiar, but then again, I was in the habit of pursuing older women that were blondes. The sweet spot for me was the 35-50 range, especially women who were well maintained and elegant. 

Emma had a reddish tint to her hair that looked natural, but the small avatar picture didn’t give much in the way of detail.

 

Me: That’s exactly what I’m looking for

 

The next question caused me to clench up.

 

Emma: Do you have a big cock?

 

I considered lying. That was only going to get me in trouble. I half dodged the question. 

 

Me: I’m gonna be honest. I’m average

 

Emma: Good. Men with big cocks tend to think that’s all they need. 

Emma: I’m looking for a man who can please me. 

Emma: Can you do that?

 

Me: I can EASILY do that

 

I was trying to balance between being confident and humble without sounding like I had nothing going on.

Apparently I passed the test because she wanted to set up a meeting. I liked how she scheduled the time. 

 

Emma: Make sure not to plan anything for afterwards. 

Emma: Things might progress quickly.

 

We didn’t meet at a fancy restaurant or even a crappy restaurant. Not a bar. I suppose it was a good thing we didn’t meet at the library.

It was a pretentious art gallery with an overpriced coffee bar attached. Or maybe it was an overpriced coffee bar with a pretentious art gallery attached.

I suppose Emma chose the place because it gave her the chance to wear a dress that was form-fitting without being slutty. Revealing, but subtle at the same time. She said she was going to be wearing a pink dress with red flowers. The large red flowers over her breasts weren’t exactly understated. 

I wasn’t sure exactly how much older than me she was, but even if she was twice my age, she was in incredible shape and her face told me she was, at most, forty when she said on her profile she was fifty.

A cougar looking for a cub.

I was that willing victim.

After our initial greeting—a handshake where I got to touch her warm, soft hand—we sat and ordered our overpriced coffees. 

And then we talked. 

Or rather, she quizzed me about everything possible in my background.

Education.

Past and current jobs.

Past and current girlfriends.

Parents and family.

Hobbies and interests.

I felt like I was at a job interview.

I didn’t have a chance to ask any questions of my own. 

She took it all in and didn’t blink at my honest answer of how my most recent serious relationship had ended though I kept some of the details about Jobeth vague. Nor was she upset that I labeled my relationship with Di as a friends with benefits situation.

When I asked about her interest in my family, she said she wouldn’t sleep with anyone who didn’t have some sort of connection to his family. 

“It just shows a person with human connections to the world.”

She wasn’t amused when I said my hobbies and interests were video gaming and sex.

After I said that, she drummed her fingers on the table while sipping on her coffee.

“Did I pass the interview?” I asked her.

Emma laughed. “Is that what I made this seem like?”

“To be honest: yes.”

“Are you turned off?”

I shook my head. “No. I love being grilled by a beautiful woman.”

She scoffed at my compliment. “Try not to be so obvious in your flirting. But answer this question for me: are you submissive or dominant in bed?”

I looked around nervously. The coffee bar was half empty and no one seemed to notice her question. Or maybe I just imagined that myself. 

“Uh…neither?”

“That’s a terrible answer.”

“I mean, it’s not like I have to be in charge all the time. And sometimes it's fun for her to do the work. I wasn’t looking for some dom-sub thing, if that’s where this is going.”

“Oh, honey, you have no idea where this is going. But you sound like a switch. I can work with that.”

I found a bit of boldness and managed to ask her, “Are you dominant or submissive?”

She smiled. “Would you like to find out?”

 

She insisted we go to her place. I was fine with that. 

Her house was fucking amazing.

Maybe it wasn’t exactly a mansion, but it was fucking close.

It was huge. It had a separate five car garage and a circular driveway. It sat on a chunk of land the size of which I couldn’t begin to guess. There was a pool in the backyard, but it was still early spring so there was no reason to explore that. The entryway was bigger than the house I currently lived in that was chopped up into three apartments. The living room was two stories and we could have played a basketball game in there if not for the grand piano, acres of furniture, and what seemed to be a small home theater. She could have charged ticket fees for people to come in and watch movies on the screen. 

Other than a glimpse of the kitchen, we simply went through the living room, up the curved staircase to the second floor, where I was ushered into her bedroom.

At least I assumed it was her bedroom.

She walked in with the confidence of a naval captain taking command of a flagship. I went to the row of windows that looked onto the backyard of the house where I saw the huge pool and acres of grass. 

“I guessed you were wealthy but I didn’t know you were super rich,” I blurted out stupidly.

Emma laughed at me. “I worked hard to get all this.” She set her purse on a table in the large room. The table’s only purpose seemed to be a place for her to keep her purse. 

“High finance?” I guessed. “Stock broker? Real estate? Family money?”

She stepped out of her high heels and relaxed. I realized she was almost a foot shorter than me. “I don’t know. My husband probably worked in all of those at one point or another. He came from money as well.”

My cock, which was starting to work on going full chub, suddenly deflated. “Husband? I didn’t realize that you’re married.” I probably had a shocked look on my face. I knew the rich operated differently than the rest of the world, but this was my first confrontation of that. 

The last thing I needed was to be caught with another man’s wife.

“Was married,” she said as she approached me. My cock started getting hard again. 

I breathed a sigh of relief. “Oh. Ex-husband. Okay. You had me worried there for a minute.”

“I’m a widow,” she said and then turned her back to me. 

“Oh.” I didn’t know how to react to that. 

“Unzip me,” she ordered. Just the way she said it I knew it was an order. The weird thing was I wanted to obey because I wanted to please her, not just because I wanted to see her naked.

I unzipped her. The dress was rather modest and it clung to her curves. She didn’t let it drop to the floor. She was classier than that. She stepped out of it and handed it to me as she turned around.

I didn’t even get a decent look at her ass. She was wearing elegant white silk panties; no thong for her. Emma had class.

Her lingerie was that balance between ornamental and functional. She knew she looked good in it. Her skin fairly glowed. There was no body art on her other than her natural freckles. I checked out her tits, still hidden by her bra; the silk dimpled with her erect nipples. My eyes went further down her body. Her panties clung to her pussy but nothing was outlined. 

I wanted to tear her lingerie off, but at the same time I wanted to just stare at her in her semi-nudity for the rest of my life.

“Did I break your brain?” she asked me.

“You’re beautiful,” I blurted out.

Emma laughed at me. “I’ve heard that compliment too many times in my life. I’d rather you just prove to me that you’re useful.”

“Useful?”

“I want you…” she held up a finger. “No. I need you to fuck me right now. Strip.”

The word of command was enough to get me moving. I kicked off my sneakers, didn’t bother with unbuttoning my shirt and just yanked it up over my head. I unzipped my jeans and shoved them down with my underwear in less than a second.

I stood naked before Emma with my small cock at full mast. 

Emma took a step back and drank in my body with her eyes. I might have a small dick, but I kept myself in good shape because I had to impress women in some physical way.

“Very nice,” she said, reaching out to caress my balls.

I whimpered a tiny bit and shied away.

A laugh on her lips, Emma said, “I didn’t expect you to be shy.”

“I wasn’t expecting you to touch me. I mean, I haven’t even kissed you yet.”

“Would you like to kiss me?” 

“Yes. Kiss you and everything else.”

Emma stepped up to me and lifted her chin. My cock kept us apart, but I bent forward ever so slightly and allowed my cock to be compressed by her body.

Her lips tasted like strawberries. 

That was ridiculous because a woman like Emma wouldn’t wear strawberry lip gloss like a middle schooler. 

Her hand went behind my neck and we moved toward the bed that was easily the size of a medium-sized Old West ranch. I wound up on top as we got on the mattress but she silently insisted we roll over so she was riding me. We kissed the entire time. I tried to get her bra off but my efforts were wasted.

With her knees on either side of my body and her pussy, still covered by the white silk, pressing on my cock, Emma sat up and reached behind her back. With no effort at all she unhooked her bra and freed her tits.

They were gorgeous. Maybe she had had plastic surgery. Maybe she was just naturally beautiful. They weren’t fake, however. Maybe they didn’t sit high on her chest like an eighteen year old’s would have, but they were still incredible. Her nipples were on the small side, but wonderfully puffy and pink. A few natural freckles dotted across her breasts leading me to believe she had to tan topless. I decided she was the sort of woman who got regular treatments in a tanning booth during the winter. 

“Beautiful,” I breathed.

She laughed at me. 

We kissed again. 

From my position underneath her, I picked her up just enough to move her up higher so I could suck on her lovely nipples. 

Emma appreciated the gesture. I could tell because I could feel the heat from her pussy. And the moisture. She wanted this as much as I did. 

She let me worship her tits for a minute and then pushed me back down.

“Do you know the fine art of cunnilingus?” she asked me.

“It’s what I live for.”

Rolling off me she hooked her fingers into her panties and pulled them off, raising her legs to the ceiling, slipping the smooth silk off shapely legs. I moved as quickly as she did, getting between her legs, on my hands and knees, ready to worship at the altar of Venus.

I blinked and paused a second when I spied her pussy for the first time.

Of course she was well-manicured. Her pubes were shaped into a perfect triangle that decorated her mons. Her lips were completely hairless. Her labia were slightly swollen in anticipation of what was to come. Her inner lips were open just enough, glistening with the promise of heaven. 

I expected all of that. What I didn’t expect was that her small curls were several shades lighter than the hair on her head. Her practically cut tresses were closer to auburn than true red or pure blonde. Her hidden hair at the apex of her legs was blonde. A bold brassy blonde.

“Something the matter?” she asked as I hesitated. 

“Do you…do you dye your hair red?” I asked, feeling like a complete tool.

“Yes,” she answered honestly. “I’m not young any longer. Dying it red makes it easier to hide the grays that are creeping in. Now do you want to talk about secrets only my hairdresser knows or do you want to eat me out?”

I didn’t have to say a word to answer her.

I lowered my face to her sex and kissed her wet lips before licking the length of her slit, penetrating her opening just a little before rasping the flat of my tongue against her clit.

She moaned and trembled. Her thighs pressed in around my head. I grabbed her legs with my hands and held her in place as I got to work.

Her scent was strong but not overpowering. Her musk filled my nose and told me she was ready to be fucked and fucked hard, but I made her wait. I needed to make her cum once with my mouth before we moved further. Emma wasn’t shy about her sexuality so I knew she wasn’t one of those frigid women who had difficulty cumming. I just needed to find her pleasure buttons.

As it turned out she liked a finger in her pussy, stroking upwards on the front wall, while my pinkie tickled her tight little asshole, while I licked and sucked her clit.

Not difficult for me at all.

While I was doing this to her, Emma was writhing around, pounding the mattress with her little fists, crying out to god and her mother and probably the devil as well in a bid to either stave off orgasm or summon it quicker.

She wasn’t a gusher but when she did cum, her entire body shook and my face was soaked by her unexpected female ejaculation. I loved being soaked in her amrita. It was putting me in my place and complimenting me at the same time.

“Ohhhh,” she moaned, “I’ll be keeping you around for a while.”

“Thank you,” I said and gave her inner thigh a kiss.

“Are you hard?” she asked me.

“What? Yeah? Why?”

She gave me a look like I was an idiot because I was acting like an idiot. “Because you need to fuck me hard with it. Right now.”

I could do that. I only hoped she wasn’t disappointed by my small cock. It wasn’t the tiniest, but on more than one occasion I had a woman laugh at and complain about my size.

Emma was much more generous and forgiving. Or maybe she just had better manners. 

Climbing up her body, I got into position with my hard cock in hand. She brushed aside my hand and took me in hers. “I’m the lady,” she said. “I’ll be in charge.”

I liked how she took charge. I liked how she inserted me into her.

She might have been older, but her pussy was prime. Not only was it inviting, but just the right amount of warmth and wetness. Her sex fully enveloped me. I paused for a moment, soaking in her sauna-like pussy.

“I said fuck me hard!” Emma demanded when I delayed too long. 

I got to work right away. We rutted hard and fast. She knew exactly how to move her body in time with mine. While younger women might have slightly better bodies—but certainly not in Emma’s case—older women knew what they liked in bed and weren’t shy about stating it. 

Emma had me fuck her missionary with her thighs up and sometimes her ankles hooked behind my back. She didn’t cum hard and easy like she did when I ate her out, but she had a series of little, short orgasms as I pounded her. It was getting tiring just going to town on her, but I didn’t want to disappoint.

“Cum in me,” she begged. “Cum in me and make…me…cum…hard!”

I slammed into her as hard as I could. I even risked breaking my dick, pulling all the way out and shooting back in like a missile. Her lips were so slick and she was so open, it was easy to find the mark every time.

I held back as long as I could, and then I came, pumping my cum into her, my entire body straining to fill her up.

The moment after my first ejaculation, her entire body vibrated and she clung to me. I loved the way her pussy stayed tight around me as I finished inside her. It was more intimate than I was expecting.

“Okay, you need to get off now. You’re crushing me.”

That was the end to the intimacy.

But I rolled off her anyway, breathing deeply. I was relaxed and in a good mind space.

“I’m going to have to invite you back soon,” said Emma as she sat up and stretched. How she had any energy left was beyond me, but then again, she spent most of our session on her back.

“Thanks.”

“But you’ll need to shave your balls and pubes before you do. Actually, better yet, you should get them waxed.”

“What? Waxed?”

She gave me the eye. “Yes. Waxed. I like my men smooth.”

“But…you have hair,” I pointed out as if she weren’t aware of that fact.

“Yes, because I am a woman. I don’t like men with a lot of hair around their cocks. Makes it look like you’re trying to hide something. Besides, it’ll make you look bigger.”

“Bigger? I thought you said that—”

“Yes, yes. Your cock is perfectly adequate, and you can fuck like a champ. But you look small. And I like my men smooth.”

I guess I appreciated her bluntness.

“I suppose I’ll shave the next time we set up a date.”

Emma rolled to her side and opened up her nightstand drawer. I wouldn’t have been surprised if she pulled out a vibrator. Instead, she pulled out a business card. 

“My spa,” she said, handing it over to me. “Call them. Set up an appointment. I’ll take care of the cost.”

My brow furrowed in anger. “I can pay for myself,” I protested though I had no idea how much getting my pubes waxed would cost.

She placed a hand on my chest. “Honey, you should appreciate this. I like having a kept man. Haven’t you ever been with a cougar before?”

“Uh…no. Not really.”

Giving me a light kiss on the lips, she said, “You’re going to love it.”

 

 

Chapter 4

 

It turned out that Emma wanted to see me in a few days and that I should get waxed immediately. I’ll admit it. I liked spending time in her place. She had hinted that her money was available for enjoyment for the both of us. She was also an attractive woman and a good lay. Dating and fucking her weren’t going to be a chore.

Getting waxed was a fucking chore. I’m not particularly hairy, but when I called her place to book an appointment they told me to leave my entire afternoon free. 

That made me nervous.

The place, like everything associated with Emma, was classy and expensive. Without going into details, when I arrived there, it was obvious I wasn’t the only man they had ever waxed. But I got the impression that the men who frequented the place were either models or bodybuilders or both. Or something else. 

Something like me.

The short version was getting waxed from waist to thigh was fucking painful. I suffered through it. I was happy, in the end, for Emma to foot the bill because the expense was significantly more than I expected.

On the plus side I was baby smooth and my cock did look a little bigger both flaccid and erect. 

On the downside, the stinging stayed with me. 

The less said about the reddish state of my balls afterwards, the better.

Uncertain about what Emma wanted from our date, I texted her and asked.

 

Me: How should I dress for our date? 

Me: Where are we going?

 

Emma: It doesn’t matter what you wear.

Emma: We’re not going anywhere.

Emma: Or, if you prefer, you can say we’re going to my bedroom.

 

Me: Okay then.

 

I was being used for sex.

I liked that.

 

Going to her place, I felt out of place. A Honda Accord isn’t exactly like driving a Geo Metro, but knowing that she had a pair of Mercedes in the garage didn’t make me feel great about myself. 

I wasn’t sure what to expect when I came to the door, but a maid wasn’t it. In my mind I had conjured up images of Emma in all sorts of sexy outfits, or maybe nothing at all. A rather plain woman in a slate-blue work dress didn’t exactly get my motor running. She wasn’t even wearing a French maid’s costume. There was no hint of any sexiness coming from her. 

To say the least, I was confused. 

I was even more confused when Emma came into the living room and had the maid, Cora, serve us drinks and bring in a fruit and cheese platter.

“Martini? Beer? Cosmopolitan?” Emma asked me. “Something more exotic?”

Not wanting to seem like a bore in front of the maid—and having no idea why I felt that way—I ordered a whiskey sour.

Once the maid left, I fixed Emma with a sharp glare. “What’s this all about?” I asked her. “I thought you said this wasn’t a date.”

“You need a little alcohol to help you loosen up.” She daintily took a piece of cheese from the platter between us and popped it into her mouth. “And some food to sustain you.”

“That sounds…like you’ve given it too much thought.”

“Let me show you something,” she said. 

Emma was wearing a prime and demure floral print dress that only hinted at her body underneath. She started unbuttoning the top, showing off her cleavage that I wanted to become more familiar with. I just watched, my cock growing inside my pants. By the time she got low enough for her pink lace bra to be showing, Cora came back into the room with our drinks. 

Though she stopped unbuttoning her dress, Emma made no effort to cover herself. Not in the presence of her maid. 

“Thank you, Cora.”

“Anything else, ma’am?”

“Not right at this moment. Please wait in the kitchen. I’ll call you when we’re done.”

“Yes, ma’am.”

After Cora left I asked, “Are you an exhibitionist, Emma?”

She smiled and sipped at her drink. “I wish. But a woman in my position can’t just take off her clothes in public, not without major problems.”

I sipped my whiskey sour. It was delicious. “It sounds like maybe you’ve had that problem in the past.”

“It wasn’t a problem that money couldn’t solve.”

“There are few problems money can’t solve.”

“Too true.” 

I had been staring at the steady rise and fall of her exposed cleavage while we talked. She made no effort to cover up. She liked me watching, I think.

“Are you hungry?” Emma asked after I ate a piece of cut fruit. Some sort of melon.

“Not really.”

“Not at all?” she asked and stood up. As she stood up she pulled up her dress to reveal a pair of pink panties that matched her bra. I think part of Emma’s classiness was her matching lingerie.

It was only then that I noticed she was wearing sheer stockings. Sheer stockings held up by garters going up higher on her body to where I couldn’t see, but it was easy to surmise she was wearing a garter belt. 

This was undoubtedly a sex date.

I smiled and leaned back a little in my armchair as Emma started the second half of her display. 

Keeping her dress hiked up she pulled her panties down her legs, over her strappy shoes, and dropped them on the floor next to the chair. 

She had put them on over her garters.

Like I said, sex date.

Dress still held high, she displayed her pussy to me. She still had the perfect golden triangle of curls. Beautiful.

“Are you sure you’re not hungry?” she asked me a second time.

“I could eat,” I replied and got out of my chair.

A confident smile on her face, she settled back on the edge of her chair, legs spread in a most unladylike fashion, but giving me complete access to her slice of heaven. 

I first kissed one calf, and then the other. Her stockings were silk, something I had never touched before. It was exquisite, but I didn’t stop at the calf. I moved up above her knees and gave each inner thigh a kiss before moving on to the main course.

Just before I reached her pussy with my mouth, I looked up to see her staring down at me, a confident smile on her face.

“What?” I asked nervously, thinking I had fucked up something. Anything.

“I should make you spend more time worshiping my shoes and feet and legs before letting you anywhere near my cunt.”

“Would you like that?” I asked, more than happy to make any dream of hers come true.

She slowly shook her head back and forth. A few wispy strands of her auburn-blonde hair fell in her face. “No. I don’t need a slave worshipping my body. I need a lover who can please me the way I want to be pleased.”

“Then please allow me to,” I said right as I moved forward and kissed her mons. Her scent was strong. She was as eager to get fucked as I was to fuck her.

Her hips slid further down the chair and I got to work on her pussy. She was already wet when I licked her. Sucking her clit made her moan loudly. I wondered if Cora could hear. 

I didn’t care. 

Using my hands I spread her legs wider and lifted them up, fully exposing her nether region to me. She was curled up into a position she couldn’t escape. 

I loved the gasp she made when I licked her asshole.

“Oh…fuck yes. You’re a good little boy to do such a nasty thing.”

I licked and tongued her anus a little more. I liked her reaction but there was no way I was going to get her to cum from analingus, not like this. Maybe later.

Changing position slightly, I inserted my pinky into her prepared asshole, curled up my ring finger, and put the middle and index in her pussy. From there I was able to manipulate her clit with my thumb.

The expression of surprise on her face told me everything I needed. 

“You’ve never had a proper shocker, have you?” I asked her.

Emma could only slowly shake her head back and forth. I kissed her inner thigh again as I kept up the assault on her clit, pussy, and ass. She closed her eyes and strained, either fighting or encouraging her orgasm. It didn’t matter. I felt her sphincter clamp down on my pinkie and her pussy flashed hot right before she came.

She didn’t stifle her passionate cry. 

I think she got off partly on knowing that Cora was in the kitchen waiting.

Emma sighed and moaned in appreciation of my talent as I withdrew my digits. “You are a nasty and brutish man,” she declared. “I will be keeping you around for a while.”

I smiled. “Thank you.”

She pushed me back and stood up, straightening her dress. Except for slightly disordered hair and a flush to the pale skin of her face and chest, she looked completely normal. 

I started to get off my knees when she put a foot on my shoulder, balancing herself with one hand on her chair. “No. Stay on the floor. I like you like that.”

“I thought you weren’t looking for a slave.”

“I’m not. I’m looking for a good submissive lover. Kiss my foot. Worship me.”

I wanted to tell her that I just had, but instead I kissed the inside of her foot, the skin partially exposed by the strappy shoes she wore. As gently as I could, I removed the shoe and started kissing in earnest. 

I knew some guys who completely got off on their foot fetish. Not me, but for fun and games with Emma, I’d do almost anything.

Just as I started to put her big toe in my mouth, she stopped me and put the foot on the floor. “Stop. Remove my other shoe.”

I did that silently and looked up at her as I continued to crouch on the floor. 

“Do you want to fuck me?”

“Yes.” There was no reason to lie.

“Did you get waxed like I told you to?”

“Yes.”

“Good. Strip.”

“May I…may I stand?”

“Please.”

I did so and slowly undressed for her. She sat back down on her chair, the fabric slightly stained by her juices and my saliva. I’m sure she could afford the cleaning or replacement. 

I didn’t put on a strip show. I didn’t have the talent for that. I just slowly removed my clothes as she stared at me. I liked the feeling of her watching. I liked knowing that Cora was in the house somewhere and I was going to get to fuck Emma and make the maid listen.

I hope she was paid well enough to have to endure such behavior on the part of her employer.

“Very nice,” said Emma when I dropped my underwear to display my erect cock, now jutting up from my hairless crotch. It did look bigger. “Come here, toy,” she said, holding out her hand, palm upward, slightly cupped. I knew exactly what she meant.

I stepped forward and she took hold of my balls, firmly caressing them.

“Oh, very smooth.”

I moaned a little at her complaint and fondling. “Thank you.”

“Would you like to play a game?” she asked.

“What…what sort of game?”

“I think you know exactly what sort of game,” she replied. “Trust me, you’ll enjoy yourself.”

“Yes,” I said too quickly. “I’ll play.”

“Of course you will.” She smiled smugly. “Stay here. Don’t move. Move an inch and it’ll all stop. Don’t say a word or I’ll send you home. I’ll never see you again. Nod if you understand.”

I nodded exactly as she wanted. My cock was throbbing. I looked down at it and saw a little bead of clear precum had formed on the tip.

Emma leaned away from me and lifted up a small bell, summoning Cora.

My eyes went wide and I trembled, but I didn’t move.

Surely this wasn’t the first time Emma had done something like this.

From the doorway it was impossible for Cora not to see me standing naked in the middle of the room. She kept her cool and composure. 

She had undoubtedly seen worse and more in her time with Emma.

“Please bring me the box I left on the table, Cora.”

“Yes, ma’am.”

Cora turned around and left. 

Emma smiled at me and said nothing.

I opened my mouth to ask an important question, but Emma silenced me with an upraised finger. “Quiet,” she reminded me.

A minute later Cora returned with a black velvet box that she handed over to Emma.

“Please wait here a moment, Cora. Just in case I need you.”

I blushed furiously at Cora’s presence, but I said nothing. This was part of the game. 

Cora stood back and said nothing and studiously avoided looking at me.

Emma opened the box and displayed the contents to me.

“I think of this as a starter model. We’ll go from here. Will you let me put it on you?”

I looked in the box. It contained a leash that was all fancy metal links with a purple leather handle and a standard snap hook clip. Next to the leash the box contained a simple leather cuff, also purple, a half inch wide and maybe nine inches long.

I quickly surmised that it was not designed to go around my wrist.

“Y-y-yes,” I croaked out.

Emma frowned at me. “I don’t remember giving you permission to speak. I’ll have to punish you later, but for the moment come here and let’s get you dressed.”

Dressed was an interesting word. Emma first removed the cuff, or maybe it was more akin to a collar, from the box. Setting the box aside, she gestured for me to step forward.

I did so and she wrapped the cuff around the base of my cock, behind the balls. It had an adjustable buckle on it and she snugged the cuff firmly, but not tightly, around my manhood, fixing the fit so I could feel it but it wasn’t cutting off circulation.

I felt ridiculous.

But I was also incredibly turned on. 

My cock was throbbing and bouncing with each beat of my heart. 

Seeing the bead of precum that was threatening to drip from the tip of my small erection, Emma wiped the slippery liquid away and, much to my surprise, licked her finger clean.

She savored my precum a moment, all but licking her lips, before pulling the metal leash out of the velvet box.

There was a D-ring attached to the collar around my cock and Emma clipped the leash to it. She then stood and held the leash. 

I felt dehumanized.

My cock was thrumming in anticipation of what was to come.

“Cora, please see to Mr. Haas’s clothing. And pick up my panties as well. We’ll be upstairs. You may leave at the end of the day.”

And then Emma walked away. Just as the leash was about to yank harshly on my cock, I fell in behind her. 

I could have freed myself.

I could have grabbed the leash.

I could have protested.

I didn’t.

I wanted to do this. 

I wanted to play this game.

Right before I walked out of the living room behind Emma, I caught Cora’s eye. She was watching even though she had seen this game played before.

There was only the slightest smile on her face and an amused twinkle in her eyes.

 

 

Chapter 5

 

I felt like a dog on a leash as Emma led me upstairs. That was undoubtedly exactly what Emma wanted to convey. My cock was throbbing. More precum was seeping out of the slit. I walked carefully because I didn’t want Emma to pull the leash too hard and permanently damage my manhood. My face was flushed with embarrassment at Cora having seen me that way, but it was thrilling to have done it.

Having only been in her house once before, I wasn’t fully familiar with the layout of Emma’s home, but I was certain she wasn’t leading me to her bedroom when we got to the top of the stairs. 

“Where are we going?” I asked without thinking.

Coming to a stop in the long hallway, Emma jerked the leash, pulling on my balls. I yelped in pain. 

“No speaking,” she reminded me. “Do you want me to gag you so you can’t talk?”

I carefully shook my head back and forth.

Emma pouted. “Too bad. Gagging you might be fun.”

It was only then that it occurred to me that maybe I was in over my head. But I didn’t stop the game.

“You’ve been a good toy so far. Don’t touch the leash.”

I nodded again.

We went to a door at the end of the hall. It definitely wasn’t her bedroom. 

Upon opening it, I saw that it was just a guest bedroom decorated in a modern industrial style. It was nice and I was relieved that it wasn’t some sex dungeon.

“Have you ever been tied up during sex?” Emma asked me, moving to the windows and closing the curtains. It wasn’t for privacy because there wasn’t another house anywhere in view.

I shook my head. 

She frowned. “Disappointing. Would you like to be?”

I shrugged. That was the wrong answer.

Emma sighed in annoyance. “A man with confidence, a man who knows what he wants, is much sexier than a lame shrug.” She shook my leash to emphasize the point.

My cock was still hard but I was afraid to speak.

Apparently I didn’t have enough blood going to my brain. 

I spoke. “I’d like to try.”

Her second sigh told me I fucked up again. All I wanted to do was get laid and here I was having to go through some bizarre ritual just to get my rocks off. I had found an older woman. I had fucked her once already. I had waxed off half my body hair. I let her put a cuff and chain on my cock. Still, she wanted more.

And I didn’t protest.

“Try again,” she growled at me.

I reframed my thoughts. My cock ached with need. “I’d love to be tied up by you, Emma.”

Her smile was genuine. “Of course you would.” She pulled the straps of her dress down and wiggled out of the garment, leaving her in just a bra, stocking, and the garter belt holding them up. 

It was really going to happen.

“Lay down on the bed,” she commanded me. 

I rushed to comply.

I wasn’t sure of what to expect. 

Still in her shoes and bra, Emma walked around to the far side of the bed. I was mildly surprised to see her reach under the bed and bring out a thick purple cuff attached to a chain. From the way she was moving it around it was obviously attached to the bed frame. The modern industrial look suddenly made sense.

The cuff was at least two inches wide with thick padding inside. The chain was attached to a D-ring and the whole thing could be closed with a strong metal buckle. I allowed her to put it on me. From a drawer next to the bed she found a small lock and snapped it closed on the buckle.

Right away I realized that there was no easy way to remove the cuff without a key to the lock.

I started to hyperventilate.

“Excited?” she asked me, glancing at my cock.

“Just wondering if you’re a serial killer.”

Emma laughed at me. “No. A slut maybe, but not a killer. Maybe a man-eater,” she said with a wink before circling around the bed again. Another cuff and chain was dragged out from under the bed and I allowed her to put that one me as well.

I was effectively restrained. I could still move my arms around. I wasn’t pinned in place and completely immobilized. I probably could have slipped out of the cuffs if I really tried. 

But I wanted to see what was going to happen next.

What happened next was that she did the exact same thing to my ankles. I was left spread-eagled on the bed. My cock was still hard. I was starting to think that somehow I had been slipped some Viagra and my cock would never go soft again. The cuff around the base of my cock was probably helping keep me hard, however. 

I could move my arms and legs a bit. If I struggled I could get my wrist over to my face, so if I was really determined I could take a few hours and chew through the leather.

But that’s not what I wanted. 

Emma stood at the foot of the bed and studied me for a moment. 

“What?” I asked nervously. She looked like a predator considering which part of her prey to consume first. 

“Just considering if you need a blindfold or not.”

“I like to watch.”

“Do you like to be watched?” she asked me. “Don’t answer that question. Wait here. I’ll be right back.”

She quickly exited the room. I looked at her retreating back. For an older woman she had a very firm ass. It jiggled only slightly and in exactly the way that kept my cock hard.

I had never been left alone and tied to a bed before. At first I thought that maybe Emma was going to get something else to add to the bondage equipment or to dismiss Cora from the house. But then she was gone for a long time.

There wasn’t a clock in the room that I could see. My phone was downstairs with my clothes. I couldn’t easily slip free of the restraints. 

I started to get worried. 

What if Emma tripped and fell and hit her head and I was going to be left tied to the bed to die?

I pulled and strained on the chains holding me to the bed. I wasn’t strong enough to break them. It wouldn’t be easy to slip them without some damage to my hands and wrists. 

Emma had left the door open. I could try calling for help, but if this was just part of her plan, I’d look like a fool. Or maybe something worse…

I was excited to discover what that something worse might be.

Just as I resolved to call out for help, Emma rounded the corner and walked back into the room. 

She had changed her clothes. Before she had been wearing pretty pink lingerie with her hair hanging loosely to her shoulders. Now she was in a shiny black latex outfit. Something like a modern Merry Widow: a corset that contained her tits. A G-string that just barely hid her pussy away but left her buttocks fully exposed. She wore knee high black leather boots with stiletto heels and stockings held up by garters attached to the corset. She even went so far as to wear fingerless gloves that reached up to her elbows. 

It was quite the outfit.

I hovered between fear and lust just looking at her. 

When I looked at her face, I noticed she had even changed her makeup. Her features were darkened and highlighted unlike before when it was understated and elegant.

“I don’t get many chances to wear this,” she said as she approached me. It was then that I noticed she was carrying a short, flexible rod, a modified riding crop a little more than a foot long. 

Oh fuck.

“Yeah, I can see why.”

“Do you like to be dominated, Curt?” she asked me as she seated herself on the edge of the bed and crossed her legs. I wanted to reach out and touch her, but my hands were restrained.

“I’ve never done it before.”

“Have you ever been whipped?” she asked, flexing the crop between her hands.

I shook my head. “No. I’m not into that.”

“How do you know if you’ve never tried?”

That was a good logical puzzle that I didn’t have an answer to.

She waited patiently but when I didn’t answer, she said, “We’ll have to find out. We’ll have to find out all sorts of things about your sexuality.”

“I know everything I need to know!” I blurted out and I knew the moment I did, it was the wrong thing to say.

Her smile twisted on her lips. 

“You’re close to half my age, Curt.” She reached out and ran one finger along the underside of my erect cock. I shivered. I wanted to pull away. I wanted her to jerk me off. All of this had been foreplay for her. I was certain I could smell her pussy. “I knew almost nothing about my sexuality at your age. Now, I’m a mature woman, and I’m going to help you discover secrets about yourself you haven’t been able to imagine.”

We hadn’t talked this over, but I was happy to play along with her. 

“Do you want to explore with me?” she asked.

“Yes.” I didn’t hesitate at all.

“Good.”

I didn’t see her move. I just felt the pain. The crop had crossed the underside of my cock and the fiery pain made me scream out.

“Beautiful,” she said. “Did you like that?”

“No!” I screamed. I strained against my bindings but I was held fast even as I struggled around. 

“Pain is often mixed with pleasure. I like inflicting pain. It gives me pleasure.” I couldn’t believe she was being so calm. As I continued to struggle, she reached out and lightly took my small cock in her hand. I calmed down a little. “See, you like it more than you knew.”

I didn’t want to contradict her because she literally had my balls in her hand. 

“Pain is a good way to control men, I’ve learned that over the years.”

“I don’t really want to experience pain,” I told her.

“But I like to inflict it,” she said. “You’ll learn to like it. You’ll learn to experience pain as pleasure. You’ll want to be in my control.”

I laughed at the ridiculousness of the situation. 

She brought the crop down on my balls this time.

I wanted to puke but kept my gorge down. 

“Holy shit,” I breathed. “I can’t take any more of that.”

“You’d be surprised at how much punishment a man can take.” She smiled sweetly. 

I was scared. 

“Do you like to eat pussy, Curt?”

“Y-y-yes,” I answered. That should have been obvious to her, but I realized we were going through a ritual.

“Good.”

She stood up from the bed and wiggled the G-string off her hips and from between her buttocks. 

I looked at the golden curls that just barely hid her sex. Even with the pain she had inflicted on my manhood, I was still hard and ready for anything.

Then she stepped on the bed and put her feet on either side of my head and lowered herself down on my face, holding the bed frame as she did so.

Without thinking, my tongue reached up and I waited to taste her cunt.

 

-2-

Chapter 6

 

Her amrita tasted like honey.

Emma squatted above me, letting me get a taste of her pussy, letting her juices slide out of her and onto my face. 

After my initial taste, she changed her position so she was kneeling above me. She rested her ass on my chest, spread her knees wide, and let me consume her pussy.

I couldn’t use my hands since they were restrained, but that was fine. I loved eating pussy. Hers was delicious. I wanted to make her cum. I wanted to please her. I wanted her to sit on my cock, even after she had whipped it, and make me cum. 

But I couldn’t tell her these things because my mouth was full of her pussy and she didn’t want to hear them. She was in charge. Emma would get to decide what we did for sex. 

I knew the first step would be to make her cum. If I couldn’t do that, I was certain she was going to never see me again.

And for some sick, twisted reason, I wanted to worship her.

For the moment she just stayed above me, letting me eat her pussy. I focused on her clit. She loved when I sucked on it. A couple of times she tried to pull away, but I sucked more insistently and she allowed herself to fall back on my face.

It didn’t take forever, but when a woman is resting their weight directly on your face, it starts to make everything more difficult, mostly because I was having trouble breathing.

The old joke goes if you’re going to die, it might as well be during sex. The implication being the victim expired due to a heart attack. I didn’t think being smothered to death was a great way to go, but there were worse ways to end a life.

I didn’t die. Instead, Emma came. She came hard. She all but drowned me in her amrita as it gushed all over my face.

Like I said, there were worse ways to die.

She didn’t smother me to death. Instead she collapsed forward so that I could look at her pretty pussy and exposed asshole. I could feel her heavy breaths on my hard cock. She hadn’t deigned to touch me yet. I knew it was all a game and I had to be patient, but it’s hard to be patient when you’re hard.

“I love having a man I can control,” she moaned softly.

I laughed. “Glad I could help out. Now…would you mind helping me out?” I wiggled my hips back and forth, to accentuate my hard cock, fully erect but unimpressive.

“I think I like you better this way. You’re so small when you’re soft.”

“Hey!” I protested, but it was the truth.

“Then again, you’re pretty small when you’re hard.”

“Is this what you’re into?” I asked her. “Using men, teasing them, not letting them cum?”

She sat up and rolled over, taking her pretty pussy away from my view. “One of the many things I’m into,” she said and then acted like she had a sudden idea. “Tell you what. I’ll make you cum, but only if you agree to play a game with me.”

“I’m nervous about your games if it involves bondage gear and getting whipped.”

She pouted but then smiled as she got on her knees next to me. I was still spread-eagled and fully restrained by the cuffs and chains. It was exciting but also a bit nerve-wracking. “No whipping. You just have to agree to do a little something for me. I promise you won’t get hurt. I promise you’ll love it. I promise I’ll make you cum…and then after you do this little something for me, I want you back in my bed in a few days.”

I wanted to say no. I knew she was trying to trick me into something. But I was hard and horny and even though there wasn’t that much blood into my cock, my brain wasn’t fully functioning.

Plus, she looked fucking hot in her costume with the corset pushing up her tits and her legs elegant in stockings. Hell, the gloves made the look. It was my every teenaged fantasy come true.

I was a sucker.

“Okay, sure. I’ll do what you want, just fuck me.”

“Hmm,” she pondered. “I didn’t say I’d fuck you. I said I’d make you cum.” She ran a finger along the underside of my cock. It twitched at her touch and I tried to twist my hips so I could get some more friction. No luck. Then she firmly grasped my cock and removed the cuff from behind my balls. I was relieved to feel it go, but a little disappointed as well.

“Okay,” I relented. “Blowjob?”

Emma laughed at me. “Don’t be silly. Handjob, but I promise it’ll be the best of your life.”

I could see that Emma was big into humiliation and torment of her lovers. What the hell did I have to lose?

“Okay, sure, handjob. Just make me cum.”

“Okay, I’m going to hold you to your promise.”

“Sure…” my word slurred off into nothing as she started giving me a handy. I had gotten plenty of those over the years. Lots in high school. A few in college. Less lately, but they had been replaced with blowjobs and actual sex.

Emma knew exactly what she was doing. She knelt between my legs and used both hands, caressing my balls and taint and cock. If masturbating a lover was an art, Emma was the Georgia O’Keeffe of handies.

She had me on edge in less than a minute. I spent the next couple of minutes trying not to cum because I wanted the pleasure to last forever. That just wasn’t going to happen.

My tormentress was keeping a sharp eye on me. “Let me know when you’re going to cum,” she told me.

“Uh-huh, uh-huh,” I panted.

“If you don’t, you’ll regret it,” she warned.

I believed her. 

A couple of seconds later I blurted, “I’m gonna…I’m gonna…”

I didn’t need to finish the statement.

A second before I was ready to burst forth, she pulled her hands away.

“What? No!” I howled in frustration, but it was already too late.

I felt the pulse, the urge, I tried to stop it, but I was beyond inevitability.

I came.

I shot my load all over myself. Most of it landed on my stomach, a bit reached up to my chest, and some dribbled down my shaft. None of it got on Emma’s soft, elegant hands. 

“Oh…fuck! You stopped too soon!” 

“I made you cum, didn’t I?” she asked with a smirk on her lips. 

“But you ruined it! You stopped too soon!”

“That makes it better, don’t you think?”

“No!”

Still smirking at me, Emma got off the bed. “I’ll be right back.”

“Hey! Don’t leave me here!”

But Emma was already out the door. Her beautiful ass swung back and forth with a superior attitude that I didn’t get.

It kept my cock throbbing, however.

That lasted only for a minute.

“Hey! I’m still tied up here!” I protested when I realized she wasn’t coming back any time soon.

The cum had cooled on my stomach. Although I didn’t want to ruin her bedcover, there was no way for me to stop it from sliding down my side and making a mess on the rich fabric. 

“Fuck! My arms are starting to get tired!” I called out. “They’re going numb.”

That wasn’t the truth, but I didn’t want to be tied up any more. It was frustrating and not at all sexy.

Seeing that Emma wasn’t going to be releasing me any time soon and I didn’t want to become the victim of a woman who fancied herself the black widow killer or something equally insane, I started working on my right hand, trying to slip out of the cuff. 

It was tight but I realized that with a little work and sweat and the willingness to lose a bit of skin in the process, I’d be able to slip it off. Once one hand was free, it would be easy to take off the others. 

I hadn’t gotten very far, only to the point of irritating my skin and causing a good deal of pain in my wrist, before Emma returned.

Instead of wearing an elaborate sex costume, this time she was wearing a purple silk robe that pretty much hid everything, even her cleavage. I could barely see her calves since the robe was so long. Even her hands just barely poked out of the long sleeves.

But I wasn’t looking at Emma for long. 

My eyes immediately went to the woman behind her. 

Cora the maid.

She was still wearing her slate-blue dress and looked exactly like a domestic servant of the upper classes. On top of that, she looked bored.

“You remember Cora don’t you, Curt?”

“Yes…”

“Good. She’ll clean you up and get you set.”

“Set for what?”

My question wasn’t answered. I noticed that in one hand Cora carried a bowl with a washcloth in it. In the other she had a purple metal box with a carrying handle. A storage container of some sort.

Cora set right to work. The bowl was full of warm water and she used the washcloth to wipe away the cum from my skin. She didn’t bother much with the duvet. I presumed that would go into the laundry.

It was weird being given what was essentially a sponge bath by a woman I didn’t know while Emma watched. Cora was silent the entire time.

“You don’t have to do this,” I said to Cora.

“Indeed she does,” Emma insisted. “It is her job.”

“This is ridiculous.”

“She’s well-paid. Don’t worry about Cora. Did you enjoy our time together, Curt?”

I laughed in confusion and frustration. “Sure. It was great. You have a tasty pussy and you really know how to jerk off a guy.”

“Thank you,” she said primly. “Watch your tone, please. I made a promise and I intend to keep it. I’d like to see you in two days. We’ll have sex.”

“Like this again? Not very tempting…”

“No. You can put your cock in my pussy. I’ll suck your cock if you like. We can do any wild thing that you can possibly imagine...”

I was certain she was lying to me. “Sure, whatever you say.”

At this point Cora was done cleaning the mess I had made so I rattled the chains that were restraining me. “Are you going to take these off or am I going to be here forever?”

“One more thing before we do that,” said Emma. “Cora, if you would?”

“Yes, ma’am.” 

Cora opened the box she had brought along. I wasn’t sure what to expect, but she glanced back and forth several times between my cock and the box.

Then she lifted out a device that took me all of two seconds to figure out its intended use.

“Fuck no,” I said flatly.

“Then you can stay there until you say yes,” said Emma.

“I’ll just cut the fucking thing off.”

Emma laughed at me. “Yes, certainly, you could do that. But why would you when I’m promising you so many treats and pleasures, all for one small sacrifice on your part?”

“I’m not wearing a fucking chastity belt on my dick!”

Emma became stone-faced again. “You will. And it’s properly known as a chastity cage or cock cage.”

“Whatever! No.”

“How would you like to fuck me and another woman? Ever been in a threeway?” 

“You’re just trying to get me to say yes.”

Emma nodded. “Of course I am. A willing victim is happier and easier to control than one who wants to fight me.”

“How would you find someone who wants to fuck me and you at the same time?”

She smirked at me. “You’ve obviously forgotten I have money. And with money comes power and influence. And don’t forget that—and I say this with some modesty—I am an attractive woman. Even beautiful. Rich women, kept women, trophy wives…they all get bored.”

“Yeah, sure.”

“Cora, if you would please show Mr. Haas your tits.”

I wasn’t expecting that. I wasn’t expecting Cora to put down the chastity cage, unbutton the top to her dress, and pull it down to reveal a pair of rather large tits barely contained by a white lace bra. I could see the outlines of her dark nipples through the material.

Against my will, my cock started to get hard again.

What the fuck was wrong with me?

Cora didn’t stop there. She pulled down the bra’s shoulder straps and displayed her bare tits to me before twisting the band around to unhook it and toss it aside. In the process her dress had fallen to the floor. Underneath it she was wearing lace panties that matched her bra and white stockings held up by a garter belt.

Emma was living a fantasy life built on money and sex.

I considered my options.

How bad could this be?

I looked at Cora’s large tits. That’s when I noticed that both her nipples were pierced with barbells. Little gems on either side of her dark nipples winked in the light. Emma moved next to her maid and started mauling the woman’s breasts.

“Oh fuck…” I gasped.

“Don’t be surprised, dear toy,” Emma said to me. “It’s amazing what people will do for money. Don’t get your hopes up either, I’m not going to put on a show for you. Cora is just a servant, a willing and open-minded servant who knows her place, right Cora?”

“Yes, ma’am.”

“Now are you going to throw away this opportunity, or will you let Cora put the cage on your cock?”

Cora put the cage on my cock. It was uncomfortable at first, but I got used to it.

There was a ring behind my balls occupying the space where previously Emma had placed the cuff for the cock leash and a curved portion to contain my short shaft made out of strong metal bars. The two pieces were held together with a lock.

I was smart enough to know that a decent pair of bolt cutters would easily snap the lock, but then Emma would know.

I told myself this was all a game. 

I felt ridiculous wearing a cage on my cock.

“It’s going to hurt when I get an erection,” I pointed out when it was on and the still topless Cora in her panties, garter belt, and stockings started to release me from the restraints.

“Oh don’t be silly. You won’t be able to get an erection with that thing on your thing,” Emma tittered. “You’ll see that the pain and containment are very effective in controlling your cock. Your urges won’t go away, but that’s fine. I’ll see you shortly to solve that problem.”