Cuck No. 42
Janson Wooding
Cuckold No. 42
An Erotic Male Chastity Novel
Janson Wooding
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.
Cuck No. 42
Copyright © 2025 Janson Wooding
First Edition
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 Wood and Iron Press 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.
As always, for her…
Contents
Chapter 1
Chapter 2
Chapter 3
Chapter 4
Chapter 5
Chapter 6
Chapter 7
Chapter 8
Chapter 9
Chapter 10
Chapter 11
Chapter 12
Chapter 13
Chapter 14
Chapter 15
Chapter 16
Chapter 17
Chapter 18
Chapter 19
Chapter 20
Chapter 21
Chapter 22
Chapter 23
About the Author
-1-
Chapter 1
“It would be so fucking hot if I could watch you fuck another man,” I whispered in my wife’s ear as my cock was buried in her pussy.
She giggled in delight. I wasn’t sure if the giggles were from me fucking her or from the dirty talk.
“I’d never do that to you,” she answered me quietly as I continued to pound away at her. “I couldn’t!”
I thrusted harder and faster. I was already there. I had arrived. There was no stopping it now. “I! Want! You! TO!” I grunted hard with each word. On the last one, I emptied my balls into her pussy.
Jessie had already cum three times, maybe more. I couldn’t keep up with her any more. Maybe we weren’t in our prime any longer, but we were hardly old. Jessie still got approving looks from younger men. She didn’t know how beautiful and attractive she was. I kept up the best I could, but it’s almost impossible to keep pace with a woman hitting her sexual prime in her late thirties.
“I can feel you pulsing,” she whispered in my ear as I shuddered on top of her. It was the same thing she always told me after sex. Maybe it was true.
After a minute I rolled off her. “I don’t know why you stay with me,” I said.
Jessie laughed gaily. She was always in a good mood after great sex. “Because I love you.”
“But you could do so much better than me.”
“But I only want you.”
“I want to watch you fuck another man,” I repeated to her.
I could sense her rolling her eyes in the semi-darkness of our bedroom. “You don’t really mean that.”
“I do,” I insisted, echoing our wedding vows from more than a decade earlier. “You don’t want our sex life to go stale, do you?”
“No, but fantasies are one thing. You can say whatever you want during sex, but afterwards…”
“Tell me what you want then,” I insisted.
She was silent.
Was it just fantasy? It was a crazy fantasy to think about, but certainly other couples had done it. What was I risking? What were we risking?
Only our marriage.
“What kind of guy would you want to see me with?” she asked softly in the dark.
My mouth went dry. In the fantasy, it was just a guy. I didn’t have any details on him, not in my mind.
“What do you mean?” I managed to croak out.
“Younger or older?”
I hadn’t considered that at all.
“Older,” I answered. “I want to see you with an experienced man.”
She giggled in the dark. “You’re plenty experienced.”
“I don’t want you seducing a younger guy,” I explained. “You deserve a guy who knows what he’s doing, not some dipshit who is just fumbling around, not knowing how to please you.”
“Okay. What should he look like?”
“Handsome, of course. You deserve the best.”
“Better looking than you?”
“Yes.”
She snickered. “What about his cock?”
“What about it?” The question made me nervous.
“Should it be bigger than yours?” That question made me scared.
“Do you want a guy with a bigger cock?”
“Hmm…yes. Nothing huge, of course. I don’t want it to hurt, but I want to feel it. I want to know the guy fucking me is bigger than you.”
“Fucking hot,” I whispered in her ear.
“Where can we find such a guy?”
Where indeed.
Luckily, in the age of the internet, anything is possible.
Jessie and I had met and gotten married before the rise of dating apps, so it was all new to me. There was a lot to go through. It didn’t happen overnight, but I found an app that appealed to both Jessie and me.
She had fun looking through the profiles of all the men looking to hook up with all sorts of women. She wasn’t taking it seriously, not until she happened across Lee’s profile.
He was a little bit older than us, had a confident but not cocky profile, and said he was looking for a new hotwife in his life.
“A new hotwife?” I questioned Jessie when she showed me the profile.
With a shrug she said, “From what his put in his profile, he only fucks hotwives.” She gave me a saucy grin. “I’m ready to be a hotwife.”
“Are you now? Hmm…” Every little thing we did seemed to be another step towards disaster. How was this going to play out? I had messaged some men on the apps, but most seemed like assholes or flakes. I didn’t have high hopes. Maybe this was all a lost cause.
Lee turned out to be a gentleman. We learned a lot about him. I insisted that Jessie be in the text exchange we set up. She didn’t say much, but read everything. After a couple of weeks of texts, Lee cut right to the chase.
Lee: Henry, I don’t want to be that guy, but it almost seems like you want to whore out your wife.
Jessie answered before I had the chance. I was busy at work and didn’t get the message right away.
Jessie: He’s not whoring me out. I’m doing this because I want it.
That wasn’t entirely the truth, but I wasn’t going to contradict her, not after reading the next message from Lee.
Lee: Well then let's meet in person Friday night. I always plan ahead. If things go well, I want to take you home and fuck you. If that doesn’t work for you, say so now and we’ll end it.
Jessie was quick to reply again.
Jessie: I’m ready for some new cock in my life.
I loved my wife.
Things went very well at the bar where we met. We only had one drink each and talked before Lee said, “I don’t believe in dragging these things out. Let’s go to my place.” He was addressing Jessie, but then turned to me. “You’re welcome to come along, Henry. It’s up to Jessie if you just get to watch or participate.”
I had underestimated my wife. “He’s just going to watch,” she insisted.
I was thrilled.
It was bold of Lee to take us back to his place. Bold and confident. A hotel would have been a better option for many reasons, but maybe he wanted to impress us. It was obvious that Lee lived alone and had been single his entire adult life. His house was nice, but each room ran the extreme from sterile and boring to lived-in and slovenly.
“Maid only comes on Wednesdays,” he explained as we walked through his place to his bedroom.
The bed was huge. King sized. I couldn’t help but notice the chair carefully placed and angled toward the bed. Jessie spotted it at the same time as me and gave me a sly look.
“That’s for you,” she said, indicating the chair. “That’s for me.” She pointed at the bed.
“I only get to watch?” I asked, clarifying.
Oddly, I wasn’t upset by the role I had been relegated to. I just wanted to be sure of it.
“That’s right.”
Lee smiled. “You heard the woman,” he said to me. He then stepped between my wife and me and kissed her.
My heart skipped a beat and then stopped.
It was the hottest thing I had ever seen.
Lee gave me a look over his shoulder. “Are you okay with this?” he asked.
It was nice that he checked in.
I just nodded. I didn’t trust my voice.
“Cool.”
They continued kissing. I sat down in the chair.
Jessie wasn’t passive. I watched her run her hands down his back to grab his ass. He ground his hips into her. She had to have been feeling his cock. His cock had to be hard.
Fuck…
They undressed each other. I watched closely. Neither seemed to be taking charge. When my wife’s tits came into view, Lee leaned down and took a nipple into his mouth. I silently moaned and grabbed my hard cock through my pants. Jessie caught my eye, grinned, blew me a kiss, and then closed her eyes.
A few moments later, Lee’s pants were on the floor and Jessie was on her knees. Unfortunately, I couldn’t see what she was doing. All I could see was Lee’s ass.
I leaned to the side.
I still couldn’t see anything.
I then crept out of the chair and got to witness my wife sucking another man’s cock.
It was glorious. I knew she had sucked other men’s cocks in her life, before me, but this was something else.
She sensed me staring and opened her eyes, pausing briefly in her blowjob to take his cock from her mouth and then licked him from balls to crown, giving me a wink before resuming her eager blowjob.
“Your wife really knows how to suck cock,” Lee told me.
I couldn’t look at him. I could only look at his cock in her mouth. He wasn’t huge, but I could tell he was substantially bigger than me.
“Yeah. She does,” I lamely agreed.
I saw a smirk on his face when I glanced upward.
“Ready for the fucking of your life?” he asked Jessie.
She immediately stopped sucking his cock. “Hell yes!” She no longer had eyes for me.
When Jessie stood up I noted that she still had on her red silk panties. It was the last article of clothing between them.
Lee moved Jessie over to the bed and laid her down. “Does your husband need to eat your pussy to get you ready for me?”
I would have been honored to eat her out so Lee’s big cock could fill her up.
Jessie shook her head, her hair creating a cloud. “I’m already wet for you.” She slipped her hand down into her panties and briefly played with herself. “See?” She offered up her fingers for inspection. I could see her amrita making her fingers shine in the light. When she spread them out, I saw a wet string connect her index and middle fingers.
Lee grabbed her wrist and brought her hand to his mouth. He sucked her fingers, cleaning away the amrita. “Delicious,” he declared.
Jessie giggled.
“Why don’t you taste yourself?” he suggested. His hand was on his cock, slowly stroking. I wanted to whip out my cock, but I didn’t dare. I didn’t want to miss a moment of the action.
Jessie slipped her hand back down into her panties, moved her fingers around a bit under the silk, and then pulled them back out. This time she put her fingers in her own mouth.
“Good girl,” he complimented her. He rubbed the front of her panties. I could see how wet she was; there was a dark stain where her amrita had soaked through. “Why don’t we let Henry take off your panties,” he suggested. “I like to keep the husband involved.”
It felt like a great honor, but at the same time, it was a little humiliating. I was taking off my wife’s panties so another man could fuck her.
It was fucked up.
At his suggestion, Jessie nodded and looked at me with a broad smile.
I did what they wanted. I eased the scrap of silk over her hips and down her legs. I was bold and gave her a kiss on her thigh. She shivered a tiny bit. Lee didn’t seem to notice.
Once I moved away, Lee moved them both onto the bed and climbed on top of her, cock in hand, running it along her slit, getting it wet. Her hand went down to him, helping him find her entrance.
It took several slow and easy thrusts for Lee to bury his cock in my wife. She felt each and every one of them, moaning louder and louder as he steadily filled her up.
“Oh fuck…” I moaned. It was too much. I moved back to my chair, unzipping my pants and pulling them down just enough to get out my cock. I started jerking off. I wanted to cum, but I made sure to go slow enough that I wouldn’t waste it. I wanted so much to see everything that Lee did to Jessie. I was worried that if I came I would suddenly have a change of heart. I wasn’t going to cum.
Lee started off slowly, getting his cock deeper and deeper into Jessie. I knew it wasn’t that huge—he was big but not gigantic—and yet it seemed like it was enormous. From her moans and grunts I could tell that Jessie felt every inch of him.
They mostly fucked in missionary, but he put her legs up over his shoulders and rammed her good and hard, to her loud delight. Her tits bounced around and he fucked her; she would try to hold onto them, but was too distracted. I saw her want to put her hand to her pussy to rub her clit, but she couldn’t. The sex was too distracting.
I knew my wife. I knew that she came a series of times, her jaw clenched, moaning out her pleasure.
It seemed to go on forever. It seemed too short.
Pausing for a second, Lee looked at me. “Where do you want me to cum? Pussy? Face? Tits?”
I wanted to answer. I was too overcome to speak.
“Cum in my pussy!” Jessie demanded.
“Perfect!” He fucked her for another minute, her legs up against his torso, him half squatting on the bed. The loud smacks of flesh on flesh filled the room.
Lee grunted low and deep. “Fuck! Fuck yes!” I saw his balls tighten up. I knew he was filling her pussy. It was too much. My hand had a mind of its own. It flew up and down my shaft.
I came all over myself.
“Fuck…” I moaned.
The bedroom was filled with panting from all three of us as our collective orgasms faded.
Finally Lee turned to me and said, “Do you want to clean her up? Oh. You came all over yourself.”
“He did?” Jessie turned her head and looked at me, suddenly remembering I was there and who I was. “Oh shit, you did, didn’t you, honey?”
Lee was laying next to her on the bed. Jessie had her hand between her legs, holding her poor, abused pussy. I was positive she had enjoyed every moment of Lee’s vigorous fucking.
“Yeah…” I said ashamedly.
“I still want him to clean me up,” said Jessie.
“Good idea,” Lee agreed. “It’s good training for a new cuckold.”
When presented with realizing the fantasy, I froze. Sure, I’d thought about doing that a hundred different times, but when given the opportunity, I couldn’t go through with it.
Jessie must have seen the look of terror on my face. “Maybe we should leave something for next time,” she suggested.
If I hadn’t cum, I was sure I would have eaten her pussy with relish, but I hadn’t controlled myself.
“Next time,” I agreed.
Chapter 2
“There is so fucking going to be a next time,” Jessie promised me the next day. She was still glowing from our encounter with Lee. “I’m a little sore from his fucking, but— holy shit on a shingle—that might have been the best sex of my life.”
I slowly sipped my coffee as I sat across from my wife at the breakfast table. We had always tried to have breakfast together because our evening schedules didn’t always mesh for dinner. Today was no different.
Except she had fucked another guy in front of me the day before.
I didn’t hate her for it.
I loved her.
There was jealousy, but I had started this. I was going to see it through.
“Better than with me?” I calmly asked.
For just a moment Jessie looked stricken. She fully realized what she had said.
She leaned into it.
“Best sex of my life,” she said. “Sex with you is good, honey, but with Lee it was incredible. I mean, I only have the one time to base this on but…I need to give him a few more chances to prove how good he is.”
“Ouch,” I said.
She pouted. “Oh. Did I hurt your feelings? Wasn’t this your idea? Didn’t you arrange this?”
“I did arrange this. I did want this.” We were sitting at our usual locations at the corner of the table. I grabbed her hand and dragged it under the table to my crotch so she could feel how hard my cock was. “See?”
“His was bigger,” she said, massaging me through my pants.
“I know.”
“You’re jealous.”
“A little.”
“You want to fuck me right now, don’t you?”
I nodded. My breakfast was forgotten. She continued to rub my crotch. “Uh-huh.”
“Do you want to bend me over the table right now and fuck me?”
“Yes.” I stifled a moan. “Right now.”
“I don’t know…I’m saving my pussy for Lee.”
“You can be a slut. You can fuck two men.”
“Maybe I don’t want to fuck you,” she said, playing along. “Maybe his cock was so big that I won’t even feel you in me.”
That was too far. If she kept rubbing me, I was going to cum in my pants. I didn’t want to cum in my pants. I wanted to cum in her.
“You’ll feel me,” I warned her.
“Sure I will—”
I silenced her by getting up from my chair and pulling Jessie to her feet. She didn’t resist at all; she was surprised at how assertive I was. I spun her around, not giving her a moment to think.
“Hey!” she protested as I bent her over the table. It was just big enough that I didn’t disturb the remains of our breakfast. Sometimes Jessie wore pants to work, sometimes she wore a dress, but today she was wearing a skirt that both hid and enhanced her ass. “What are you doing?”
I ignored her words and pulled the skirt up over her butt. I thought I was familiar with my wife’s lingerie collection. I was wrong. I found myself looking at a green thong that I was certain I had never seen before. When did she have time to buy this?
I spanked her ass and she yelped in protest while trying to turn back around. I grabbed her wrists and pinned her place. “You’re showing a lot of cheek,” I told her.
She wiggled her ass. “Like them? I was saving them for a special occasion.”
“Like now?”
“No. Like this afternoon. I was going to invite myself over to Lee’s so he could fuck me again. Alone.”
That confession made me hot. Angry and turned on. I slapped her ass again, hard. I left finger marks. She cried out again, but stopped trying to escape my grip.
“You are a slut,” I told her.
She looked over her shoulder at me. “Because you made me one.”
That was true. I slapped her ass again. She yelped. This was fun. Using one hand I yanked her panties down to her knees and felt between her legs.
Her pussy was wet, practically dripping. I pushed a finger into her. She moaned.
“Don’t,” she said but the word had no force behind it.
“Don’t you want me to fuck you?” I asked as I fumbled one-handed with my belt and zipper.
“No. I want Lee to fuck me.”
“I’m going to send you to Lee full of my cum,” I promised her.
“No you aren’t. Your cock isn’t nearly as good as his.”
I finally freed my steel bar of an erection. Not one woman, not even Jessie, had ever complained about my cock before. It was the Goldilocks of cocks, not too big, not too small, just the perfect size.
Lee was bigger, I knew that.
I lied to myself and said it didn’t matter.
Probing between Jessie’s thighs with my cock, I tried to enter her. She twisted and wiggled out of the way. Using my foot, I pushed her panties all the way down her legs.
After she stepped out of them, she arched her back and spread her legs. “Come on,” she said, resigned. “Get it over with. I’ll fuck you, but I’m not going to enjoy it.”
We had never played this game before. I liked it.
I knew the way into my wife’s pussy. This time I easily found her entrance and shoved myself all the way in.
“Oh fuck yes,” she moaned as I filled her up.
“I thought you said you didn’t want me to fuck you.”
“I don’t,” she tossed back at me. “I want Lee’s cock. But yours will do for now.”
I let go of her wrists with my left hand and grabbed her hips, pinning her against the table so I could fuck her as hard as I wanted.
She moaned and sighed as I did what I wanted.
“Oh. Fuck. Yes. More. Harder.” She laid her head down on the table and closed her eyes. She had to be fantasizing about Lee. Her hands went across the table and gripped the far edge.
I looked down at her ass as I banged away at her. I liked how her flesh shook as every time my body hit hers. She was so wet and hot. I couldn’t remember her pussy ever being like that. Every time I bottomed out in her, I could feel her amrita splash and hear the liquid. I was so hard my cock hurt. I knew I wasn’t going to last long.
“Take it,” I grunted. “Take my cock.”
She laughed at me.
I couldn’t hold back any longer. I came. I came as hard and deep in her as I could.
It wasn’t enough.
“You didn’t make me cum,” she said, disappointed.
“Sorry,” I breathed.
“Lee did.” She snickered.
“I bet he did.”
When I stepped back, I looked down at my cock and it seemed pathetic, small and wet and dripping. The moment I exited Jessie, she put her hand down between her legs and started rubbing.
I could hear the wetness being splashed around by her masturbation. She didn’t move from her position bent over the table. “Fuck…yeah…” She moaned. “Lee…”
I was sure if she said his name because she was fantasizing about him or if she was trying to humiliate me.
Being well familiar with my wife’s sexual patterns, I watched as she came with a long groan and the usual shaking of her body. She might have been faking it, but I doubted it.
“I came,” she announced and pulled her hand from between her legs. Half sitting on the edge of the table, displaying her pussy to me, she sucked her fingers, tasting her amrita and my cum. “You didn’t make me cum.”
“Sorry.” I didn’t know what to think.
Bending over, Jessie picked up her panties and slid them up her legs.
“Aren’t you going to, I don’t know, clean up first?” I asked her as she settled her thong into place over her pussy and adjusted it between her cheeks.
“No. I want Lee to know how dirty a girl I am.” She stood up and gave me a quick kiss on the cheek as she pulled down her skirt.
“You’re serious.”
“As cancer.”
“When did you arrange with Lee to meet him tonight?” I asked as I pulled up my pants and tucked my cock away.
“I haven’t. Yet. I’m going to call him the moment I get to work.”
I stood there stunned, and then she dropped the hammer. “Don’t wait up.”
I wasn’t a controlling husband. I couldn’t be. It just wasn’t in my nature. When I got home that night from work, I did all my usual routines, made myself something to eat, played on the Xbox, and then, finally when I couldn’t stop myself, I pulled out my phone and used the location tracker to see where Jessie was.
She hadn’t texted me all day during work. That wasn’t a surprise. She only ever did if we needed to address something immediately. We weren’t one of those sickly-sweet couples constantly sending love texts back and forth.
She was at the address where we had met Lee.
She was probably getting fucked right then and there.
I wanted to pull out my cock and beat off.
I wanted to call her and ask her to turn on her camera so I could watch.
Both of those were terrible ideas.
I went with the idea that was the less terrible one. I jerked off imagining what they were doing together. I came in less than a minute.
I hated myself for doing that.
After cleaning up I took a sleeping pill and went to bed. It was better that Jessie found me asleep. I was so ashamed of myself.
She woke me up getting into the bed.
“Did I wake you up?”
“Yeah…” I was groggy from the sleeping pill.
“Good.” That confused me. So did her kiss. “I fucked Lee.”
“Uh-huh…” I was starting to wake up.
Jessie grabbed my hand and brought it between her legs. Normally she wore a nightshirt to bed, but she was naked now. Her pussy was warm. Hot. Wet. She spread her legs wide for me. I automatically pushed a finger into her.
She moaned just a little. “Careful. I’m sore.”
“Is his cum in you?” I had to ask the question. I couldn’t stop myself.
“Yeah. Yours is all gone. It dripped out of me all day. I left my thong at his place. He deserved a little trophy.”
I was almost fully awake now so I turned and kissed her. “Did you have a good time?”
“Oh fuck yes. I came so many times. I’m going to keep fucking him.”
She hadn’t turned on the light, but the room was dimly illuminated from the few indicator lights of electronics in the bedroom. I saw a shadow of worry flash across her face.
“Is that okay with you?”
“That’s fucking hot…but only if you tell me all about it.”
She told me all about it. They didn’t even pretend it was a date. As soon as she stepped inside his house, he insisted she strip. Jessie was happy to do so. He fucked her in the living room. Then they went upstairs and he fucked her in the bed. They took a break for some water and snacks, and then he fucked her in the kitchen.
“But he didn’t cum in me then,” she said.
“Why not? Was he spent?” She had told me he had already cum in her twice.
“Maybe. But he wanted a blowjob, so I blew him in the bedroom. It took a long time. My jaw started to hurt. I had to use my hand.”
“That’s not strange.”
“I had to stick a finger up his ass.”
“What?”
“He liked it. He asked for it. He came in my mouth and I swallowed it all.” She kissed me again.
I didn’t mind at all.
“Want to fuck?” she asked me. Her hand went to my cock. She found me disappointingly soft so she started working my flesh. It didn’t help.
“I’m tired. I took a sleeping pill.”
“Your wife just fucked another man. Don’t you want to reclaim me?”
I was silent.
“I’ll give you a blowjob. You can cum in my mouth or pussy or on my face or wherever.”
“I can’t,” I said.
“Why? Because I fucked another man?”
“Uh…no. Because I jerked off while you were gone.”
She clucked her tongue and shook her head, but let go of my cock. “You weren’t supposed to do that. You were supposed to wait for me.”
“Sorry.”
“I’m in charge of your cock now,” she said. “You need to ask me permission to jerk off.”
“Sure,” I agreed without thinking about it.
“What do you think about making Lee my regular bull?”
“Your regular bull?”
“The guy I’m going to fuck instead of you.”
“Instead of me!?”
“Well, in addition to you.”
“Sure,” I agreed all too readily.
“Good. I’m going over to his place at least once a week. Maybe twice.”
“What?”
“Don’t you want your wife to be happy?”
“Yes, but—”
“Then I’ll come home to you,” she told me with a kiss. “And you can cum to me.”
She giggled.
“I’m glad you like this idea.”
“It was your idea,” she reminded me.
It was my idea. But I was starting to regret it.
Chapter 3
We fell into a routine. Every Wednesday and most Fridays, instead of coming home from work, Jessie would go to Lee’s. He would fuck her and sent her home to me with a well-used pussy.
Jessie was having the time of her life. I was frustrated as hell.
I was weak. More often than not, I would jerk off and either not be able to perform when she got into our bed, or I would go so long that she got bored.
While I was reasonably confident that Jessie wouldn’t leave me for Lee—he was an avowed single man, marriage wasn’t for him, he had often mentioned the many women, hotwives, that he had fucked, his relationships didn’t tend to last—the anxiety and jealousy still kept me on edge.
Jessie picked up on that. It was pretty fucking obvious.
“Do you want me to stop seeing Lee?” she asked one night, not a Wednesday. Not a Friday.
“Why would you ask that?”
“You’re unhappy.”
“I’m just…worried.”
“Don’t worry. I won’t leave you. He’s a fun fuck, but I can’t see this affair lasting.” She snickered. “He shows me women on the dating app that he’s stringing along, keeping them ready until he’s done with me.”
“Huh. Really? Rude.”
“Yeah. I guess. He told me he never has trouble finding women who want to be hotwives. I’m number forty-two.”
It took me a moment. “You’re the forty second hotwife he’s fucked?”
“Yup.”
“That’s what he claims at least.” I was trying to put on a brave face, but there was no reason to doubt this.
“It’s probably true,” she said.
“How would you know?”
Instead of answering me, Jessie pulled out her phone and opened up her photos. She showed me a picture of the shapely backside of a woman. She had a tattoo on her butt of the number 41. It was pretty and well-done. It was green and red and yellow with flowers mixed in.
“This was the last woman who was his regular.”
“Oh.”
“Lee said that if he’s going to keep fucking me, I have to get a tattoo.”
“Oh.”
“Of the number forty-two.”
“Yeah…I got that. Do you want to?”
She didn’t answer me. Neither of us had tattoos or piercings, except for the pair of holes that Jessie sported in her earlobes, the first set done when she was eight years old and the second when she was sixteen. I couldn’t believe I was having this conversation with her. I couldn’t believe I was having this conversation in a calm, cool, and collected manner with her.
“Kinda…”
“Oh…”
I was fucking shocked. But I didn’t let it show.
“Lee had a suggestion for you too,” she added.
“I’m not getting a cuckold tattoo,” I said firmly.
“Actually, it would be something else entirely. I think it’s a great idea. It’ll help both you and me.”
“I’m afraid to ask. This isn’t like you, Jessie. You’ve never wanted to get a tattoo.”
“I’ve also never been a hotwife before.”
“Okay sure, but—”
“Don’t try to pivot. What were you going to say was for me?”
Jessie glanced away, looked down, and then back at him. “You might not like this, but I think it’s an excellent idea,” she finally said.
“Spit it out. What is it?”
“A cock cage.”
I knew what she meant. I wasn’t surprised. I wanted to be surprised. I wanted to act like this was a complete betrayal of our marriage.
None of that was true.
If anything, I was intrigued.
If I had been smart I would have said no.
I wasn’t smart. I was turned on, so I wasn’t thinking logically.
Horny and stupid is real.
“You want me to wear a cock cage?” I managed to ask. I was glad I was wearing jeans right then. My cock was so hard that I would have broken through the iron bars of the strongest cock cage in the world.
I could see her wavering for a second. That confused me. Why would she ask this of me if she didn’t truly want it?
“Sure,” she said without real commitment.
“You don’t sound sure of yourself.”
“It was more of Lee’s idea,” she admitted.
“Lee wants me to wear a cock cage?” I asked. “What? Do I get to watch him fuck you while I wear it?”
“Sure,” she readily agreed. “And…most of all the other time as well.”
“What the fuck?!”
“He wants my pussy all for himself.”
“You don’t say.” The words fell sarcastically out of my mouth.
“I think it would be sort of hot and sexy.”
“Uh-huh.”
“Besides, you jerk off too much. I want you to save yourself for me. I want you to fuck me when I get home after I fuck Lee.”
“Sure.” I wasn’t done being sarcastic.
There was an uncomfortable silence between us for a minute. More than a minute.
“Would you do it for me?” she asked softly. “Please.”
“Please?” I tossed back at her.
“Yes. Please. Lee said he won’t be my bull unless you agree to wear the cock cage and…” She didn’t finish her statement.
“And what?” I prompted her.
“And I get the tattoo.”
“This is a hell of a commitment to someone you barely know. And it’s just for sex.”
Jessie looked apologetic. Upset with herself. “I know. But it’s just sex. This isn’t going to last between me and Lee—”
“But you want to get a permanent tattoo on your ass showing that he owns you?” I interrupted.
“He showed me a couple of designs.” Her words were soft. “When it’s over between us, I can get the tattoo altered to just some flowers. A pretty design. You can take off the cock cage and everything will be a memory.”
Though I was protesting it, I didn’t hate the idea. Tattoos done right could be sexy and beautiful and intriguing. I wouldn’t have to wear the cock cage all the time—and I sort of wanted to know what it was like.
Why was I resisting this?
I had not a fucking clue.
“Can I think this over?”
“Sure. But there’s only one answer I want to hear.”
I wanted to tell her yes, but I was scared. Worried. Nervous. Out of my mind.
Fuck…
Chapter 4
Two days later Jessie came home from a date with Lee. She had his cum in her pussy and panties. And a present for me.
“It’s not from me,” she said, taking it out of the box and showing off the device. “It’s from Lee.”
“It’s…small.”
“Well…you aren’t big,” she teased.
“Thanks.”
“It’s supposed to be small. It’s for when you’re soft.”
“I’m not that small,” I stated firmly.
“That’s what you think. Let’s put it on and find out!”
“Maybe not right now,” I demurred.
Jessie knew how to control me. We had been married too long.
I liked it but I couldn’t admit that to her.
She slid her hand up her leg, up under her skirt. She was wearing skirts more now. I think Lee liked to see her wearing them. “You know I just fucked Lee, right?”
“Yeah…”
“He came in me.”
“I know. He always cums in you.”
“I still have his cum in me. And my panties. Put this on, just try it on for size, and I’ll let you eat my pussy.”
“This sounds like a trick. A trap.”
She twisted the cock cage back and forth in her hand. It was bright silver. The light glinted off the curved birdcage-like bars that described a short arc like a limp cock. This curved shaft part of the cage was attached to a metal ring that opened up but had a specialized hasp for a lock. It was obvious this ring was supposed to go over my cock and behind my balls to hold it in place.
At the same time I wanted this thing as far away from me as possible and I wanted it on to see what it felt like.
“Well…it will trap your cock. I’ll have control over it.” She smiled. It was obvious she liked the idea. I’m sure my face was neutral. “Let’s just give it a try. It’s not like you have to keep it on forever.”
I almost said I wanted my cock to be under her control forever, but I managed to hold my tongue.
So we embarked on the struggle of getting a chastity cage on my cock.
Whatever else might be the truth, I was positive it was impossible to put a chastity cage on a man without his consent and assistance. It wasn’t impossible, obviously, but it was difficult. At least the first time.
The first thing necessary was some shaving. I’m not that hairy, but it wasn’t like I was into serious manscaping. Everything we read about the device, along with the short booklet that came with it, said removing as much hair as possible was a good idea.
Into the bathroom we went.
We used the electric clippers we had from when I used to have a beard. That trimmed down most of my pubes to almost nothing. I felt bare. Then we got out the razor and shaving cream. This was the most terrifying event of my life, having something that sharp so close to my cock and balls. I was truly scared.
Jessie took over. While she didn’t shave her pussy completely, she did shave, as they say in advertising, her bikini area. Actually much more than that. She just kept a neat, narrow triangle over her mons. It made her pussy pretty.
It also gave her the confidence to shave my balls and pubic area.
I thanked her for it.
I was crazy.
The first thing I realized right away was that even though it wasn’t much hair, my cock felt a lot more exposed and cold. That didn’t last long.
Jessie used a lot of after shave balm and moisturizer. I liked the way she was handling me.
I was starting to get hard.
“Oh no. None of that,” she said firmly, as if she were disciplining a young child. “Either you stay soft or I get an icepack and make you soft.”
“It’s not like I have control over it,” I protested.
She let go of me.
I looked down at myself and the only thought going through my head was “little baby penis.” I told myself it was just a matter of perspective. It wasn’t that bad.
It looked small.
Jessie got right to work. The ring went behind my balls and she settled it into place. The difficult part was getting the curved shaft up and over my cock.
Eventually we got there. There was a tricky bit getting the lock in place and correctly aligned but then it was shut and she pulled the key out and it was done.
I had a cage on my cock.
It was hot. Just the idea stirred something in me and I started to grow.
We both watched in silence as I steadily filled the available space. There wasn’t much space to start with. Lee had done an excellent job estimating my size. I couldn’t figure out how he managed that, but there it was.
Jessie snickered. “You like wearing it, don’t you?”
“No. I can’t control what my cock does…fuck!”
“What?”
I had filled the space available and I didn’t have anywhere to grow. It hurt. It pinched. It felt awful.
“It’s doing its fucking job,” I complained. “Take it off, please.”
Jessie smiled. Maybe she was amused. Maybe she really liked it. “No. I made you a promise.”
“What?”
“I made a promise that if you put it on, you could eat my pussy. Don’t you want to eat my pussy?” She unzipped her skirt and wiggled out of it. Her pretty pink panties seemed to cling to her pussy lips. “Lay back.”
We were already in the bedroom. I had been sitting on the edge of the bed so she could put the cage on me.
I did what she said. I moved back on the bed, moving carefully, worried that if I moved too quickly I’d hurt myself. I definitely felt the weight of the cage on me, but it wasn’t that bad. Between the shaving and cage application, I was already naked. I felt vulnerable.
Jessie kept on her clothes except for her skirt. She climbed onto the bed with me, climbed up my body, and eventually got into position so she could sit on my face.
Just before she lowered herself down on me, I said, “You’re still wearing panties.”
“Don’t you want to eat my pussy through them?” she asked.
“No.”
Snickering, she pulled aside the crotch of her panties. Actually, it was more like she peeled the panties to the side. They were glued to her pussy lips from Lee’s dried cum. I looked at her pussy. My cock struggled to get hard but I didn’t focus on that. I focused on Jessie lowered herself down to me.
I wanted her to do that. I loved eating her pussy. I wanted to taste her pussy mixed with Lee’s cum. I wanted her to control and humiliate me.
I explored her every fold with my tongue. I wasn’t so much eating her pussy and sucking her clit, trying to get her to cum as I was cleaning Lee’s cum out of her. Even so, she enjoyed it. Much to my surprise, I enjoyed it as well. I could taste him through the flavor of her pussy. I knew what my cum tasted like so I knew what his cum tasted like. Mostly.
The odd thing was I felt sort of honored to do this for her. It was weird. I didn’t understand my feelings. It was wrong that I liked my wife to fuck another man, but I wanted her to continue doing it.
Jessie sat on my face until I had cleaned her pussy to the best of my ability. Then she grabbed my hair and directed my tongue to her clit. Another couple of minutes and I made her cum.
“Good boy,” she panted as she rolled off me and collapsed to the bed.
“Thank you.” Not that I wasn’t completely focused on her, I felt the dull ache coming from my crotch. It wasn’t pain, but my cock wanted to get harder, get bigger, but it wasn’t going to happen. Not without removing the cage.
I was bold. Too bold.
“Can we take off the cage now?” I asked her.
Jessie laughed at me. “Why would I even consider doing that?”
“So I can fuck you?”
Now she snickered. “Why would I want to fuck you with your tiny little cock compared to Lee’s? I’ve already been laid tonight.”
“Because…” I didn’t have an answer for her.
“That’s what I thought.” I liked her being in charge. It did things to me I didn’t understand, but I completely enjoyed it.
“Because leaving it on all night isn’t just going to be painful. It’s dangerous. I don’t want to wind up in the emergency room.”
She looked askance at me and pursed her lips. “That’s not going to happen.” When she said the words, she glanced at the key she had left on the nightstand on her side of the bed.
“Do you really want to take that chance?”
“Hmmm…” Jessie thoughtfully. “Okay. I have an idea.”
Instead of picking up the key and taking off my cage she instead rolled off the bed and found her phone. “I’ve got something to show you.”
“Do I want to see this?”
“You’ll regret not seeing it.”
She flicked open her photos and I was treated to a series of pictures of her with Lee. At least, I knew the pictures were of Jessie, because I was intimately familiar with her pussy. The cock was large and it had to be Lee’s, unless my wife was fucking another man besides him.
I saw his cock outside her pussy.
I saw it buried in her pussy.
I saw it between her tits.
I saw his cock in her mouth.
I saw her hand holding his cock, her wedding ring on display.
I saw too many pictures of her being a slut.
It started to hurt my cock because I was trying to get erect.
“Who…who took these pictures?” I asked nervously.
“Lee took most of them. I took a few.”
“No one else?”
She laughed at me and kissed my cheek. “Why? Are you worried about your wife being a slut?”
“No…”
“Do you like them?”
“Yes.”
“Want to see me fuck Lee again? In person?”
“You know I do.”
“All you need to do is wear this little thing,” and here she flicked my caged cock with her finger, “to his place.”
“I’ll do it!” I said way too quickly, way too easily.
She gave me a kiss. “Okay. Then I’ll take this off tonight. If you can get hard, you can fuck me too.”
It felt amazing to have her remove the cage.
But at the same time, it was a little bit depressing. The cage around my flesh felt like my cock was being cradled and held. Not exactly by her hand, but by her, since she had put it on me.
I started getting hard the moment it came off. She hadn’t even had time to remove the ring.
That made her frown. “It’s going to hurt taking off the ring when you’re hard.”
“Then don’t take it off,” I said. It felt tight around my cock’s root. I was fine with that.
I might have had a small cock compared to Lee, but I was still plenty stronger than Jessie. I wrestled her down to the bed and got on top of her.
“I’m still dressed,” she said, half uninterested and half amused at what I was doing.
I tore her panties off her. Actually, I yanked them down her legs, but the idea was the same. I was sure she wouldn’t appreciate me destroying her clothes. The moment her legs were free I was between them trying to slot my cock in her.
Jessie neither helped nor stopped me. She just looked at me with amusement. I was happily surprised to find her pussy was wet. I was certain that was partly from me eating her out, but also she had to be enjoying this, otherwise she would have protested. She wanted to be fucked and so she got wet.
In two strokes I was inside her. I was pleased. She did nothing to help.
“Is it in yet?” she asked.
“Yes!” I wanted to smack her. “I’m all the way in.”
“Oh. Really? I can hardly tell. You are so small compared to Lee.”
She was trying to make me angry. It was working. Sort of.
I held her down and started thrusting. She tried to keep her face neutral but I could tell she was enjoying it.
“Like that?” I asked as I thrusted.
She shrugged. “It’s fine.”
I thrusted harder. I could feel the heat and wetness of her pussy. Her entire body was shaking with every impact of mine against hers.
“It’s better when Lee does it. I can barely feel…feel you…” She had been doing well up to the end. Then I finally got her distracted a little.
“You’re a slut,” I told her.
“Uh-huh,” she happily agreed. “Fucked two men on the same day. I’m a married slut and you love me.”
I kissed her. I did love her.
“I’m going to cum in you,” I panted.
“Good,” she grunted. “Cum.”
“I want you to cum first.”
“Not…not going to happen with that tiny thing.”
She gritted her teeth. She was fighting it. I was fighting a losing battle. The harder I fucked, the more she enjoyed it, but I was going to arrive first.
I couldn’t stop myself. I held out as long as I could; I held out desperately while fucking hard.
I came. I lost. She didn’t cum. She won.
I dumped all of my spunk into her. She giggled with delight.
“Poor boy,” she teased. “You just can’t win, can you?”
I gasped and shuddered before rolling off her body. “I can make you cum.”
“No you can’t.” She slipped a hand down between her thighs and started rubbing. “Only Lee…only Lee and…and me…can make…me…cum…”
It only took her fifteen seconds to climax. I had done most of the work, but she took the credit.
I didn’t blame her.
Chapter 5
Friday night she came home from work late. I wasn’t worried because I figured she was over at Lee’s getting fucked. She had told me that the next time she fucked him I could watch while wearing my chastity cage.
My chastity cage. The phrase made a shiver run down my spine.
I had tried it on when she wasn’t at home.
I was scared because I liked the way it felt while wearing it.
Much to my surprise she came home earlier than I had anticipated. I was glad I didn’t have the cage on when she walked in the house.
“Why are you home so early?” I had just settled down to play on the Xbox when she walked through the front door. “Is everything okay?”
Her smile said it all. She was moving carefully, as if she was sore or in pain and didn’t want to let it show. I was certain Lee had fucked her so hard that she couldn’t walk straight.
“Everything is fine,” she answered, walking into the living room and carefully settling herself onto the couch next to me.
“Why are you walking funny? Did Lee fuck you so hard you forgot how to walk?”
“No…”
“Did he fuck your ass?” Anal had never been a big part of our sex life. We had played with it before, but it never really appealed to us. “Is that why?”
“No, he didn’t fuck my ass.” She seemed annoyed at the question. “Do you want to see what the problem is?”
I paused my game. “Yes. Of course I do.”
Jessie stood up and pulled up her skirt. I expected that. She was wearing rather modest plain cotton bikini panties and turned around so she wasn’t facing me. When she pulled them down over her butt, I found the source of her discomfort.
The tattoo was covered with a piece of plastic film, protecting it. As promised, it was the number 42 done in red and black in the shape of a heart with some fancy scrollwork around it. It was rather pretty.
“You got it done.”
“Yeah,” she said proudly. “I went over to Lee’s to have sex, but he refused to fuck me.”
“Why?”
“Well, I told him I gave you the chastity cage and you were wearing it, sort of.” She gave me a little smile. “So he said if I wanted his cock, I had to get the tattoo.”
“And then he just whipped out a tattoo gun?”
She laughed at me. “No. Of course not. He took me to a parlor where he had a friend do it. It wasn’t that bad. Hurt a little. You can still see how red my skin is around it.”
“I can’t believe you did this.”
I was astounded…and aroused.
Her face fell. “Are you upset?”
I shook my head. “No. The opposite. It’s pretty fucking hot.”
Jessie smiled at me. “Good. I’m glad you like it. Next time I go to Lee’s you’re coming with me. You’re going to watch in your cage while I get fucked sideways.”
I shuddered. “Holy fucking shit,” I breathed.
Jessie pulled her panties up carefully and sat back down. “He made me pull up my skirt and take off my panties in the middle of the tattoo parlor. The guy who tattooed me had a little booth in the middle of the space. Everyone could see my ass. They knew what was going on. Everyone did. I was getting wet as he tattooed me.”
“Wow. Did you…were you upset?”
Jessie had a stunned grin on her face. “No. I loved it. I’m turning into such a slut.”
I kissed my wife. “I think it’s safe to say you are a slut.”
“Want to fuck me?” she asked.
“Hell yes!” I threw down my Xbox controller, but then paused. “Why didn’t Lee fuck you?”
Jessie gave that a moment’s thought. “I don’t know. After the tattoo was done, he paid and said I had to go home to you.”
“Huh.”
“I think he wants you to fuck me.”
“That makes no sense.”
“I can’t imagine having sex on my back. You’re going to have to fuck me doggy.” She licked her lips. “You’re going to be staring at the tattoo that shows I’m a slut. How does that make you feel?”
“Like I need to fuck you right now!”
That’s all it took. I was rock hard. I was glad she hadn’t insisted (yet) that I wear the cage all the time.
I was up and off the couch, pulling down my pants and scrambling out of them. She looked approvingly at my erection. Not giving her a moment to think about what was happening, I pulled her up off the couch and spun her around.
“Hey!” she protested.
I ignored her and yanked her skirt up over her hips and then pulled her panties down, exposing her ass and her tattoo and giving me easy access to her pussy. It was easy to bend her over and make her kneel on the couch while I lined up my cock at the entrance to her pussy.
As soon as my cock head touched her lips, I could feel she was wet. She liked this game as much as I did. She didn’t fight me. She wanted to be fucked. I wanted to fuck her.
But I was distracted by the tattoo on my wife’s ass. It was pretty and I loved the meaning behind it but it gave me pause.
“What’s the matter?” Jessie groaned as she wiggled her hips and tried to grind back against me.
The problem was the tattoo. I loved it on her. It scared me. I wanted to fuck her because I knew if I didn’t, it was going to be a disaster for us. I knew she was going to put the cage on me.
“Nothing,” I muttered and took my cock in hand, running it along her slit, getting it wet, hesitating, but then pushing forward and into her. She sighed as I filled her up the best I could.
“Fuck me,” she begged. “Fuck me hard.”
I grabbed her hips, careful to avoid the tattoo and its covering, before I started slamming away at her. Normally I’d be more circumspect in how I fucked her, but now was not the time.
“Oh. Fuck. Yes,” she encouraged me. “Uh-huh. Keep going. I love your cock.”
I paused for half a second. “You do?”
Jessie giggled. “Of course I do. You don’t stretch me out and work me hard like Lee. This is a nice relaxing fuck.”
Her words both encouraged me and humiliated me at the same time. It had to be intentional on her part.
“Do you like his cock better?” I resumed thrusting. Having a conversation during sex was stupid, but there we were doing exactly that.
“Uh…yes, but no.”
I snorted. I wanted to touch her tattoo to make sure it was real, but the covering and the redness around it told me now was not the time. “What does that mean?”
“I really feel his. You’re smaller. You’re easier. He works me out and makes me cum every time.”
“I don’t?”
She flung her hair to the side and gave me a smirk over her shoulder. “You usually do. But sometimes a girl needs a nice thick cock. You can’t do that, can you?”
I grunted and started fucking her harder, holding her in place so she could feel the impact of my body against hers. “I. Guess. Not!”
Jessie gasped with every thrust. “But sometimes I need a nice relaxing fuck and then your small cock is perfect.”
“Fuck…” I moaned.
“You’re going to cum, aren’t you?” she asked.
“Uh-huh.” I was too close. There was no stopping it now.
“Cum in me. Finish me off.” As soon as she said the words, her hand was down between her legs, rubbing her clit. I could feel it. She wasn’t leaving her orgasm to chance.
I lasted another ten seconds before I came, dumping my balls into her pussy. She felt the hot injection and rubbed frantically at her clit. I felt her amrita gush down her inner thighs as she came.
I was certain it was her fingers and not my cock that did it for her.
She groaned long and hard as her climax wound down. “Fuck yes,” she muttered as she slipped forward and off my cock.
As she lay down on the couch, her body softly shaking every few seconds with aftershocks, my eyes locked onto the tattoo.
I was proud that my wife had chosen this path.
Taking a step back, I collapsed to the chair next to the couch.
“Where’s your cage?” Jessie asked, rolling over to look at me. I automatically looked at her pussy. It was red and puffy from being fucked. I could see my cum slowly leaking out of her.