The Keys to Pleasure
Janson Wooding
The Keys to Pleasure
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.
The Keys to Pleasure
Copyright © 2025 Janson Wooding
Cover Design by James, GoOnWrite.com
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.
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
About the Author
Chapter 1
I was propped up on the expensive piece of bedroom sex furniture at my boyfriend’s house. Roy’s cock was buried in my ass while I rubbed my clit and occasionally dipped my fingers into my pussy.
I loved getting fucked on the overpriced, elegant ergonomic chaise lounge that Roy had bought. There were probably better ways to spend a thousand dollars, but it wasn’t my money so I didn’t care.
I loved receiving all the benefits of Roy’s largesse.
I must have moaned particularly loudly because Roy stopped his steady in and out.
“Am I hurting you?”
“No, no,” I hurried to reassure him. “It’s just…really good.”
“More lube?”
“I’m good.”
“Are you getting close?”
I had to laugh a little, something that’s always a little awkward in the middle of sex. My enthusiastic giggling got to the point where I could sense I was going to force Roy out of my ass.
I didn’t want that to happen so I got myself under control.
“I came twice already.”
Roy was surprised. “Really?”
“You didn’t feel me tighten up on you?”
“Uh…no. Your ass is different from your pussy.”
My pussy did get incredibly hot when I came. How he had missed my spasms of climax, I’ll never know.
I rolled my eyes and said, “Just fuck me. Make me cum.” I pursed my lips. “I’m pretty damn sure I made myself cum.” To emphasize the point I rubbed my clit a little more and moaned loudly.
“Do you want me to cum in your ass or all over your tits?”
I licked my lips. “Surprise me.”
He grinned down at me and got back to business. Roy was only the second man I had ever had anal sex with. I had learned to love it with him. Yes, I needed lots of lube and needed to be warmed up and I needed to play with myself while he railed my ass, but I still loved it.
I closed my eyes, leaned back into the chaise lounge and jilled off while he fucked my ass.
Roy surprised me. I felt the first jet of cum shoot up into my ass when he started cumming. Then he abruptly pulled out and finished on my stomach. I almost would have preferred that he cum all over my face. It’s dirtier and sexier that way. If you’re going to have twisted sex, you might as well do it all the way.
“Fuck yeah,” he grunted as he finished. He braced his hands on my shoulders so he wouldn’t collapse on me. I appreciated the gesture since he was so much bigger and stronger than me.
I ran my fingers over his cum, rubbing it into my skin before tasting the slightly salty and metallic flavor.
“You’re so hot,” he told me.
“Thank you. You’re a good fuck. Mind getting up so I can clean up?”
He moaned a bit and then relented, letting me off the chaise lounge. I walked across his bedroom to the bathroom. I considered a quick shower, but instead just got a washcloth wet and wiped off my stomach first before cleaning my pussy and ass.
I had to rinse and wring out the washcloth a couple of times before I was sufficiently clean. Roy could cum a lot.
Back in his bedroom Roy had moved onto his bed. I was torn between just dressing and leaving or cuddling with him for a few minutes.
He saw my hesitation in the doorway. “Not done yet?” he asked me. “I can go again. Just need a little…oral encouragement.”
His semi-flaccid cock lay against his thigh. I could see it was still wet from his cum and the lube. If he had been fucking my pussy, I would have been easily tempted, but considering where it had just been…I had my limits.
“Not right now,” I said but got on the bed with him. His bare skin felt good on mine. “I love it when you fuck me in the ass,” I confessed to him.
“I can do that to you every night of the week.”
I laughed. “I don’t think my ass could take it. As it is, I’m not sure I’ll be able to sit down at work tomorrow.”
“You asked for it,” he reminded me.
“Okay, yes, I did, but only because it’s the best anal of my life.” I gave him a little kiss. “When was the first time you did anal? Was it some sophisticated older woman trying to corrupt you?”
Roy chuckled but I detected a hint of nervousness in his response.
“I’m right, aren’t I?” I said with some smugness. “Tell me about it. I love hearing about the other women you’ve fucked.”
I did love hearing about Roy’s sexual history, and I told him much about mine. Usually it just led to more sex, so I was happy to go down this route. Again.
“Um…you don’t want to hear about it.”
“I do,” I insisted.
“You won’t like the story.” His voice was guarded.
I knew how to take a hint. “Oh. Okay. Fine. You don’t have to tell me. It’s fine.”
“I’ll tell you, but it’ll change things between us…”
I perked up. “Stop being all mysterious and just tell me. Everything you say makes it more interesting.”
“Do you want the truth or an interesting story?”
“I’m sure the truth is better than a lie.”
He took in a deep breath and looked at the ceiling, unable to meet my gaze. “Remember, you asked for this.”
“Uh-huh.”
“I was eighteen and it was the first time I ever had sex,” he said.
“Wow. Anal was your first time? Tell me all the details. What was her name?”
“Uh…Steve.”
I paused. “Oh. Umm…so the first time you had sex was with a guy?”
“Yeah. I don’t want to scare you away, but I’m bi.”
Roy and I had only been dating—having sex really, all our dates were in his house and bedroom—for a few months. He wasn’t really my type. Except for the fantastic sex.
“It doesn’t bother me that you’re bi,” I quickly told him. “It’s sort of hot. How bi are you?”
“How bi am I?” He was confused by the question.
“Are you fifty-fifty on who you date and have sex with? Do you prefer sex with men or women? Do you prefer romantic relationships with men or women?” I was peppering him with too many questions.
“Um…maybe fifty-fifty. No, that’s not right. I like sex with both, but it’s easier to find men to fuck. Sex with a man is completely different than with a woman.”
“Uh-huh. But what about romantically? Women or men?”
He shrugged. “I’ve been in three serious relationships.” This was news to me. Of course, Roy and I had only been using each other for sex, so it wasn’t a surprise either. “Two with women and one with a man. I lived with Jed for a while, but he was definitely gay. Had never been with a woman. Was upset that I told him I wanted to occasional fuck women. That’s what ended it with him.”
“What about the two women?”
“One I was with right out of college. She wanted to get married right away and have kids and the whole house with the picket fence in the suburbs thing. I said no. That ended it with Olivia. Janie…I should have been more honest with her. I couldn’t tell her that I was bi. She ended it when she found me in bed with another guy.” He breathed in and let out a long sigh. “I think I wanted her to find out but I was too much of a coward back then to tell her.”
“I’m sorry,” I said.
“Don’t be. It has nothing to do with you. I keep being bi on the down low for a bunch of reasons.”
“Well, if being bi automatically means that you’re great at anal, I’m happy to stay with you…for the time being at least.”
He chuckled and I gave him a kiss.
“Do you want to go again?” he asked, putting a hand between my legs and feeling my pussy.
I sighed and looked at my watch. It was late. Not too late, but late enough.
“I’d love to, but…”
“I know,” he said as I moved off the bed and started gathering my clothes that had been thrown here and there as he had stripped me before we fucked. “Same time next week?”
“Maybe earlier if you’re lucky,” I told him.
Chapter 2
When I got home, the house was empty. That wasn’t unusual, but it was unexpected. I stripped, considered a shower, rejected it out of near-exhaustion, and slipped into bed. I was asleep before I knew it.
I was woken when Gage got into bed next to me.
“Hon?” I asked, not fully awake.
“Yeah. It’s me. I didn’t mean to wake you up.”
“S’alright,” I mumbled and rolled over to feel his warm body next to mine. He was naked like me. “Did you have a good night?” I asked, uncertain if I was going to wake up or not.
“Very good. You?”
“Uh-huh.”
His hand found its way between my legs. I opened them up for him.
“Hmm, you’re still wet,” he commented.
“I’m always wet for you,” I whispered in his ear. Whispers weren’t necessary. We were alone in the house.
His finger found its way between my lips. “Is that you…or him?” he asked.
“A little of both,” I admitted. I was awake now. That was a good thing. I ran my hand down Gage’s body and found his cock. He wasn’t hard, but he wasn’t completely soft either. I couldn’t see anything—the lights were off and the room was plenty dark—but I knew my way around my husband’s body. “You’re not going to go to sleep like this, are you?” I slowly started stroking him.
“You said I had twenty-four hours.” He gave me a kiss in an attempt to distract me.
That wasn’t going to work. “No. Tonight was just a special privilege. You are going to wear it.”
Gage rolled on top of me. He wasn’t hard enough yet to penetrate me so I let him put his weight on me. “How about I go down on you instead?”
“You can go down on me, but that won’t change anything.”
Gage kissed his way down my body. Neck, breasts, stomach, and then pausing at my mons. His tongue laved over my bare pubic triangle before it danced over my clit and plunged into my pussy. I allowed him to eat me out for a few minutes. Gage was very good at eating pussy and knew when to use fingers and when to lick and suck my clit.
After a couple of minutes of pleasure, Gage lifted his head. “You taste…very clean.”
“Roy might not have cum in my pussy,” I admitted.
“Hmm.” Gage was clearly disappointed. “Where then? Your ass?”
I giggled a little. “A little.”
“What does that mean?”
“His first shot was in my ass. The rest he shot all over me.”
I could sense Gage’s forehead wrinkling in confusion. “I didn’t taste anything.”
“I did clean up afterwards.”
“Oh.” Part of Gage’s submission was his almost pathological need to eat the cum other men shot in and on me. “Tell me all about it,” he said and went back to eating my pussy.
“First, I gave him a blowjob. He was very keyed up and he came down my throat. I swallowed it all. I think he wanted to cum on my face. Then we rested a bit. He went down on me and made me cum a bunch of times. I got him hard again and he asked to fuck my ass. How could I say no? We used that fancy chaise lounge of his. It was wonderful.” These words didn’t exactly flow out of my mouth. They were interrupted with little sighs and moans as Gage worked on me. He gave me a pleasant little orgasm after which I pushed his face away from my pussy.
“Now you tell me what you were up to all night and why you were so late.”
“Reid watched while I fucked Monique,” he reported and tried to lower his face back down to my pussy.
I blocked him. “Nope. Uh-uh. Tell me the full story.” Being much stronger than me, he managed to move my hand aside so he could lick my slit, teasing my clit, and making a shiver run down my spine.
“I can’t eat you out and tell you what happened at the same time.”
I sighed. “Okay, you can fuck me and then tell me.”
Gage was instantly hard and in position in under a second. He had his cock in hand and easily pushed it into my well-prepared pussy. I moaned softly as he filled me up. I could say a lot of negative things about my husband, but having a small cock wasn’t one of them.
“Tell me everything,” I instructed him.
Gage pumped his hips slowly as he started talking.
“Monique wanted to show me how small Reid’s cock was,” he started.
“How small?” I needed to know. I had never met Reid and I needed to know.
“Not big,” said Gage. “She took off his cage in front of me and made him masturbate to get hard.” He paused and sank his cock all the way inside me, stretching me to my limits. “She got out a ruler. Four inches by standard measurement.”
“Oh. That’s not that small,” I said. “But you’re twice as big as him.”
“Maybe four was a generous measure…”
I laughed and wiggled under him as he started to pick up the speed of his thrusts.
“Then she sat him down in a chair at the foot of the bed. Didn’t handcuff him or anything. Allowed him to have his cock out, but he had all his clothes on.”
He paused and I could hear the smile on his face, even in the darkness.
“Then what?” I prompted him. I liked having Gage’s big cock in me, but I needed him to do something with it.
He resumed his steady thrusting.
“Then she went down on her knees, opened up my pants, and started sucking me off. She really likes my big cock. A minute later I was on my back on their bed, and she was on top of me. She pulled up her skirt and took off her panties and sat down on me and…oohh…”
I shivered as he paused. He didn’t want to cum too soon. I could appreciate that. It was thoughtful of him.
“She was so wet and so worked up and I had barely touched her. I took off her top and bra while she rode me. She’s got big tits. She liked it when I played with them.”
“Did she cum?” I asked.
“Fuck yeah. She’s got a fat ass, but she knows what she likes. Making her cum is easy.”
“Did you cum in her?” I asked, breathless.
“No.”
“What?!” I was shocked and angry. Why wouldn’t Monique want my husband’s wonderful cum in her pussy?
“She told me not to.”
“Why?”
“She wanted me to cum in her mouth.”
“Did you?”
“Oh yeah. Told her when I was ready. She got off me and I came in her mouth. Mostly. Some got on her cheek. We didn’t have time to get into a good position. She swallowed it all. Well, most of it. She wiped off the bit on her cheek and sucked her fingers—that was fucking hot—and then went over to Reid and kissed him.”
“She should have made him clean her pussy,” I declared. I was close to cumming again.
“I think he hated being kissed by her after I came in her mouth.”
I giggled. That seemed silly to me.
“Then she sent him out of the bedroom.”
“Oh?”
“I’m not sure if it was a punishment or part of their routine or what, but she closed and locked the door. We talked for a bit. She gave me another blowjob because she wanted to fuck again.”
“And did you?”
“Yes.”
“Did you cum in her?”
“Of course I did!”
“And you’re fucking me again? Third time tonight?”
“I have to get it when I can,” he said.
That was too true.
“Cum in me,” I begged. “Fill me up.”
He fucked for another minute and did exactly that, pushing me over the edge as well.
We rested a minute and cleaned up together in the bathroom. I paid extra attention to making sure his cock was completely clean. Hygiene was important.
He left the bathroom first. When I returned to the bedroom, he was already in bed and pretending to be asleep.
I shook his shoulder. “I know you’re awake. Time to get cooped up again.” I picked up the black device from my nightstand where I had placed it earlier in the evening before the two of us went our separate ways.
He sighed. “Can’t we put it back on in the morning?”
“You know it doesn’t work that way. Tonight was your special privilege.”
Gage rolled over and pulled down the sheets, exposing his cock to me.
I got to work putting his chastity cage back on his cock.
When he had first asked me to play this game with him, I was reluctant, but once we figured out what worked for him and for us, I rather enjoyed being completely in charge of his cock.
The neat thing about his cage, beyond being a shiny black piece of functional sculpture that enhanced his manhood, was that it was specially made just for him. A custom order. Not just because it made his chastity something special for the two of us, but because my husband’s cock was large enough most off the shelf cock cages were too small for him.
“What type of cage does Reid wear?” I asked conversationally as I put the retaining ring on behind his balls and made sure the fit was snug but not tight.
“Pink and plastic. Sort of pathetic,” he reported.
“She’s got him under her thumb,” I said absently.
“It’s obvious he loves it. He really enjoyed sucking my cock, cleaning it off.”
I paused. “When did this happen?” I asked.
He winced. “Uh…tonight.” He didn’t dare lie to me, not now, not with his manhood in my hands.
“Why didn’t you tell me earlier?” I slipped the curved shaft over his soft flesh.
“I forgot?” he tried. “We moved on to sex right when I was going to tell you.”
I frowned and lined up the integrated lock to close the chastity cage on him. “Did Monique watch while her husband sucked your cock?”
“Uh…yes. She was right there next to him, watching. And participating.”
I withdrew the key and made sure everything was in its proper place.
“Two weeks, I think, before you get released again.”
“What?!”
“Lie of omission. You know the rules.”
We both knew the rules; we had written them together. It wasn’t really a punishment for Gage, it was a long, erotic tease for the both of us.
I rolled over, put his key on my nightstand, and curled up to go to sleep. It was late for the both of us.
A moment later Gage curled his big body around mine. I felt the hardness of his cock cage press against my ass.
In the darkness I smiled and went to sleep.
Chapter 3
In the morning I woke up in bed alone. That wasn’t unusual. I lay there for a moment and listened carefully. The sounds of Gage working out in our basement gym came to my ears.
After a minute I got out of bed, used the bathroom, and then went downstairs wearing my purple satin robe. Something sheer would have been nice as a tease for Gage, but I couldn’t resist the smooth fabric against my skin.
He noticed me coming down the stairs but didn’t stop his workout. From the bottom step I watched for a minute and enjoyed the sight.
My husband had been at it for a while. His entire body was sweaty. That was a visual treat, the way the light reflected off his wet skin. I knew his entire body was sweaty because he wore only a pair of sneakers, fingerless lifting gloves, and his chastity cage. It was hot but somehow I resisted opening my robe to jill off in front of him.
Just like his cock, he was a big man, but not huge. Gage was six-three and two hundred and ten pounds of muscle. He was more than handsome enough to attract the attention of both women and men. It was a good thing he had an open mind when it came to his sexuality because he had received more than his fair share of advances from men.
He’d even accepted a few.
I continued to watch him as he lifted weights and put them down. He pretended to ignore me, but he was showing off his body and I was enjoying the display. Finally he finished his routine and stood directly in front of me, close enough that I could feel the heat coming off his body.
“Shower time?” I asked him.
“You’re blocking the way.”
I was still on the bottom step of the stairs.
“I wanted to talk to you.” My eyes went to his black cage. It looked good against his skin. Very masculine. It made my pussy wet.
“Okay.”
“I want to fuck you and Roy at the same time.”
I didn’t frame it as a question. I told him what I wanted. It was going to happen. He didn’t have a choice. I might have been a foot shorter than my husband and fifty pounds lighter, but I was in charge when it came to our sex life.
“You want to watch us fuck, don’t you?”
I couldn’t fool my husband. He knew me too well.
“Well…yes. But I want the two of you as well.”
We had already discussed a threesome and I knew it would happen, but I had to find the right man to join us. Roy was that man. I was picky. Gage was happy to perform for couples like Monique and Reid, but I wanted something special.
Long ago Gage had told me he was happy to play with men, but he much preferred women. I was determined to see him suck another man’s cock.
I was determined to see his cock get sucked by another man.
The only thing I hadn’t worked out was whose ass was going to get fucked first. Gage or Roy.
Gage nodded. “Okay. I’d like to meet Roy. He’s a lucky guy, getting to fuck your ass.”
The one thing that wasn’t great about our relationship was the lack of anal sex. Gage was just too big for me for any backdoor action as a regular occurrence. Roy made up for that.
In that moment I could feel my butthole clench. It wasn’t exactly sore, but I remembered how well Roy had fucked me the night before.
“Can I help you shower?” I asked him.
Gage nodded.
We went up to the bathroom. I dropped my robe and kissed him. He wasn’t going to get to fuck me in the shower, but that didn’t mean we weren’t going to play.
The first thing we did after buying our house was to rip out the old bathroom and build a brand new one with a huge oversized shower and a separate tub and his-and-hers sinks. It was a bit over the top but worth it.
The showerhead had more settings than I could remember. Gage allowed me to wash his body. I loved the feeling of his hard muscles under my fingers. I soaked, soaped, and rinsed every inch of his skin. I had to go on tiptoes and he had to duck his head for me to shampoo his hair, but that was the only bit of awkwardness.
The bathroom got hot and steamy very quickly and we weren’t even having sex.
I sat on the built-in seat, smeared shaving cream over his crotch and lower stomach and balls before getting out the razor. I liked him nice and smooth. Over the years we had been together I had gotten very good at shaving his balls and pubic triangle. I could have sent him to get waxed, but there was a certain intimacy in grooming my man that I couldn’t get by hiring someone to do the work.
It would have been easier to remove his cage to shave him, but I managed. I wanted to remind him that he was going to go two weeks without any release.
Gage had one foot up on the ledge to give me access to his taint and as I finished shaving him I slid my fingers over his now smooth skin. I kept moving them back until I found his tight little pucker.
He moaned a little as I played with his ass.
“Careful,” he cautioned me.
I pushed my finger into his hole. His sphincter was tight on my finger.
“If you weren’t wearing your cage, I’d give you a blowjob right now,” I told him.
“Uh-huh.” He was horny. I could see that. He probably woke up early because of his attempted morningwood. He had worked out as a distraction. Another benefit for me: more sleep and a physically fit husband.
“It’s going to be so hot watching Roy fuck you,” I told him happily as I removed my finger from his back entrance.
The sudden loss of stimulation made him open his eyes.
“You want that?” he asked me.
Yes, Gage had played with other men before. Blowjobs and handjobs. He had never had his ass fucked before.
Well, never fucked by a man before. I had pegged him more than a few times, just to put him in his place because pegging did precious little for me.
“You know I do.”
He nodded. He was a good submissive boy. He’d do what I asked.
I pushed him back and opened up my legs.
“I want to cum,” I told him.
Gage didn’t have to be told twice. He got down on his knees and started eating my pussy to a nice little orgasm. I had trained him well.
I had only trained him well because he had asked me to.
A few hours later I was at work. There’s nothing exciting about organizing columns and rows of figures. It paid well and I was good at it, but one of the reasons for my kinky lifestyle was a good deal of boredom at work.
I hoped Gage was doing well at his job. Working as a chemist in a plant wasn’t exactly difficult for him, but sometimes he had to go into the plant and climb around. He was used to wearing his cage and no one had ever mentioned to him an unusual bulge, but there was always hope for that first time.
Since the morning went well, I decided to text Roy. It was important to keep him in his place. He thought he was in charge of our relationship. How little he knew.
Me: I’m bored. I want to see a picture of your pretty cock.
While cocks were all well and good, I wasn’t desperate to see Roy’s cock. I had access to the internet. I could see a cock of any size, shape, or ethnicity I wanted at a moment’s notice. I needed to make sure that Roy was willing to do what I wanted when I wanted.
And we had played this game before.
A few minutes later I got my response.
He texted a picture of his semi-hard cock with a piece of paper next to it on which was written the date and time.
Roy: As per your request.
Me: It’s a pretty cock.
I had discovered that a lot of men were unnerved when complimenting their cocks with the adjective “pretty”. No surprise, it was the bi guys who weren’t put off by the compliment.
Roy: Thank you.
There was no reason to be coy. That’s not the sort of person I was.
Me: Have you ever done a threesome before? Any permutation. MMF. MFM. FFM. FMF. MMM.
There was a pause before he answered. I knew he was making a hundred calculations in his head. That was fine with me.
Roy: No I haven’t.
Me: Great! This is going to be so exciting for you. You’re going to meet my husband and then we’re going to have a threesome.
Roy: Your husband???
Roy: You’re married???
Roy: What the fuck!!!
Me: Didn’t I tell you I was married? Didn’t you see the rings I wear?
I was playing with him. Whenever I went over to Roy’s I always took my rings off. I had implied that I was in a relationship with another man, but it was casual. I made it blatant to Roy on the app where we had hooked up that I wasn’t looking for a relationship, just some semi-anonymous sex.
He was fine with that.
Just about every man I messaged was fine with that.
Roy: No you didn’t tell me you were married. I can’t believe this. I think I’m going to be sick.
Me: Don’t worry about it. Gage knows all about you. He’s fine with this. He gets off on me fucking other men.
Roy: You should have told me BEFORE we fucked.
Me: You’re right, but that would be less fun.
Me: Anyway, if you want to keep fucking me, you have to do a threesome with me and Gage.
I didn’t expect an answer back right away, though that would have been nice.
It was an hour later before Roy replied.
Roy: How do I know this is going to be worth it?
Me: You don’t. That’s what makes it exciting.
A few minutes later we had set a time for him to meet Gage. It was that simple. Men were that easy.
Chapter 4
As soon as Roy walked into our house Gage immediately engaged with him. Not because the three of us were going to have sex, but because Roy was wearing a baseball hat with the ridiculous logo and mascot of the local minor league team. I had to sit there and listen to them complain and discuss every aspect of the team and players over the past few years.
At least, that’s what I heard. I had no idea what they were actually discussing. I didn’t pay attention. I just sipped my wine and nibbled at the cheese until I reached the end of my patience.
“If I wanted to hear a sports discussion I would turn on the radio,” I complained. “Can we find something else to do?” I gave them both my winningest smile.
“What do you want to do?” my husband asked me.
“Well, mostly I want to watch you suck Roy’s cock.” I finished the last of my wine. “Don’t worry, hon, I’ll help you with it.”
The men gave each other nervous looks and then shrugged.
“It’s what I’m here for, right?” asked Roy.
“We can do it right here,” I said, meaning our combination room that was a socialization area that had a bar and huge television, “or we can go up to the bedroom. Personally, I want to do it here. Drop your pants, Roy.” I slid off the stool where I had been sitting at the bar and went to my knees in front of him.
Not wanting to miss a thing, Gage moved off his stool and stood to the side, watching and waiting for the right moment to participate.
The most difficult part of sex, I’ve always felt, was getting things started when it involves more than just two people.
Roy just sort of stared at me from his perch on the bar stool.
“Oh,” he said when I reached for his belt and started to open it. “This is going to happen, isn’t it?”
“Uh-huh,” I said as I tugged on his zipper and jeans to get his cock out. Roy, seeing that Gage wasn’t objecting, stood up and that made it a lot easier for me to pull down his jeans and underwear.
He was already hard. Not fully erect, but well on his way. I glanced at Gage, who was watching closely. My husband seemed relieved that Roy’s cock was smaller than his. At least that’s what I was guessing.
I wasn’t sure how good of a look Gage got of Roy’s cock because I put it in my mouth and started sucking.
Roy moaned. I liked that compliment.
“Fuck…Sylvia really knows how to give a blowjob,” Roy said to Gage.
“Yeah she does,” Gage agreed. I glanced up at him but said nothing because my mouth was full. Reaching out, I grabbed Gage’s hand and tugged him down next to me.
Gage kept watching me, not exactly mesmerized, but taking in the scene eagerly. I guided his hand to hold the base of Roy’s cock and then backed off.
“Your turn,” I told him, giving him a quick kiss before leading him by the chin to Roy’s erection.
My heart skipped a beat as my husband took Roy’s cock into his mouth and started sucking, bobbing his head up and down on the fleshy shaft. It was fucking hot. I loved watching men mess around with each other. Gage had told me his favorite genre of porn was lesbian (which, as we all know, is mostly fake; they’re just pretending to be lesbians). Maybe both cis sexes are hardwired to like watching the opposite sex have sex together.
Then again, Gage claimed to be mostly bi while I was mostly straight.
I was overthinking it as my husband gave my boyfriend a blowjob.
I joined back in, sucking on Roy’s balls, kissing Gage around Roy’s cock, taking turns sharing his cock.
“Oh fuck, you two need to slow down,” Roy gasped, pulling back.
“Problem?” I asked. My knees were getting sore but I wasn’t done sucking his cock. I wanted to swallow his tasty cum. I couldn’t wait to get it in my mouth and share it with Gage.
“I don’t want to cum too soon,” he laughed nervously. “And with the two of you going at it…” He breathed heavily and allowed his wet cock to stand out proudly from his crotch.
I stood up. I wasn’t going to give him much of a respite. We were all dressed casually. In one motion I pulled off my tank top and bra, freeing my tits. Then I bent over and pulled down my leggings and panties. I was already in bare feet so this left me completely naked.
Moving over to Roy I gave him a kiss and wrapped my hand around his shaft, holding what was mine. Between the kisses and masturbation, Roy managed to get off his shirt and stepped out of his jeans. Gage was still watching from his kneeling position on the floor. Oddly, he was still fully clothed.
Actually, it wasn’t so odd. I knew why he was nervous about getting out of his pants. That was the exact same reason I wanted him out of his pants, mostly to show off to Roy, but I was going to give him some time to adjust.
Besides, he wanted to see me play with Roy.
Ignoring Gage for the moment, I grabbed Roy’s hand and pulled him over to the couch. I sat down and spread my legs for him. Roy took the subtle hint and put his face between my thighs and started eating me out.
Gage followed us over. I grabbed his hand and pulled him down on the couch next to me so we could kiss.
“He’s good at eating pussy,” I told Gage. “Not as good as you,” I hastened to add.
“Uh-huh.”
We watched Roy working on my pussy for a minute. It was nice. He looked up at me when I groaned and my breathing changed.
I couldn’t help myself. I moved Roy’s hand from my thigh to Gage’s. No one objected.
“Make me cum,” I begged him.
“Fuck yeah,” agreed Gage, kissing me again and palming my breast before pinching the nipple.
I let myself go. My pussy was so wet and Roy’s tongue was so eager, it took me no time at all to have a nice, relaxing climax.
“Do you want to fuck her?” Gage asked Roy, offering me up. I knew he wanted to see Roy fuck me.
“Maybe I want something else first,” I said, dropping my hand onto Gage’s lap. I massaged his crotch through his pants.
“I can help with that,” Roy offered.
“I bet you can,” I agreed. “You boys need to get to know each other a little better.” I kissed Gage again and moved Roy’s hand to Gage’s lap. He knew what to do and eagerly unzipped my husband’s pants.
He then stopped when he felt the hardness that wasn’t a cock.
“What the fuck?”
I helped take down Gage’s pants and underwear. “He’s got a little surprise.”
Roy inspected the cage around Gage’s cock. He was swollen, but obviously not erect. The hard black metal container prevented that.
“It’s sorta hot,” Roy declared. “Do you have the key?”
I gestured to my naked body. “Not on me. But for right now, Gage is our toy to play with, okay?”
“Sure.”
We finished undressing Gage. With everyone naked, we were all much more comfortable. I knew what I wanted and I made it happen.
“You,” I said to Roy. “Sit on the couch. I’m going to ride your cock.”
“What about Gage?” he asked.
“He’s going to help.”
Roy seated himself. He was still plenty hard and I was more than wet enough to take a table leg up my pussy. I sat down on Roy’s cock in reverse cowgirl, facing away from him. Automatically his hands went to my tits.
I didn’t blame him.
Before all of this Gage had gotten down on the floor on all fours to watch me take Roy’s cock. With his smaller size, it was easy for me to take all of his length. It was a neat disappearing trick.
I started to go up and down on Roy’s cock. It involved a lot of thigh muscles and support from Roy, but we were both up to the task. Gage was in close, watching me fuck another man. It didn’t take very long before I was at the point where I didn’t care what we did.
“Go ahead, hon,” I encouraged him. “I want you to.”
I continued to roll my hips, riding Roy’s cock, while Gage moved in and licked my clit. The sensation gave me wonderful shivers. He moved his tongue down to where he was licking both my pussy and Roy’s cock. Then he went lower and took Roy’s balls into his mouth. Roy kept his balls shaved—I insisted once we started dating—so I knew what a velvety-smooth pleasure it was to have them in my mouth. Gage had to have been experiencing the same thing.
As I rode Roy, Gage alternated his attention between me and Roy. I couldn’t tell what was going on with Roy, but I didn’t really care, not as long as he stayed hard.
It was easy for me to have a second orgasm.
“I’m getting close,” Roy warned me.
I sat down all the way and stopped moving.
“Honey, why don’t you go get your key?” I suggested to Gage.
He was gone in a flash, all but running out of the room. I could hear his feet pounding up the stairs to the bedroom.
With Roy’s help I stood up, separating our bodies.
He groaned in frustration.
“Don’t worry, you’ll get everything you want,” I promised him and tickled his balls.
“Okay, sure.” He would have happily agreed to anything I suggested, I was certain.
“Do you want to fuck my husband?”
“Of course!”
“Bring the lube!” I called up the stairs so Gage wouldn’t have to make two trips.
When he returned in one hand Gage had his key and in the other he had a bottle of lube.
“The lube’s for you,” I told Gage.
“You didn’t ask for your harness,” he said as he squirted a lot of lube into his hand and started applying it to his back entrance.
“I know. I’m going to watch you and Roy fuck.”
I had pegged Gage more than a few times at his request. He was used to taking cock, even if it was a fake cock, up his ass. But this was going to be special. He knew what was coming. More or less.
“Are you going to…take off his…um…” Roy didn’t know how to politely ask the question. That was fine.
“Not just yet. He’s going to take my spot on your cock.”
Roy was amenable to that. I held Roy’s cock while Gage sat down on it. I put extra lube on Roy’s cock first.
I loved the alarmed look on Gage’s face right before he took all of Roy’s shaft into his ass. I saw it go in. It was beautiful. I gave Gage a kiss when he was seated.
“I love you so fucking much,” I told him, giving his balls a squeeze. “Are you good?”
It was impossible to read his expression. “Uh-huh.”
“Do you want out of your cage?”
“Fuck yes,” he moaned.
“Not yet,” I told him. “I want to see you work that cock.”
He looked at me inscrutably and then nodded.
“Good boy.” I gave him another kiss and knelt down for a better view.
Gage worked well with Roy. Two cocks and two strong men. To be honest, Gage had the better body, but it was Roy who brought the cock—mostly because Gage was still caged.
“You like fucking ass, don’t you, Roy?”
“Fuck yeah,” he grunted.
“You like that cock up your ass?” I asked Gage.
“Uh-huh,” he moaned. His cock was fully swollen inside the cage. I could see his flesh trying to squeeze through the gaps in the bars. It had to be painful, but then again Gage liked this sort of thing. He was the one who had asked me to cage him in the first place.
I tickled his balls.
“I like a man who takes it up the ass,” I told him and took his balls in my mouth for a moment. They had stopped their thrusting to allow me that little pleasure.
“Oh fuck…” Gage whined.
“What’s the problem? Too rough on your little balls?” I teased.
“I want to cum…” He was practically crying.
“You can’t cum in your cage, can you?”
He shook his head. We had played around with that trick quite a bit and learned that it was basically impossible for Gage to climax or ejaculate in the cage. While I got a reaction when I put a vibrator up his ass while he was wearing the cage, it wasn’t much and it wasn’t satisfying to him. It wasn’t supposed to be satisfying, but it was a lot of work for barely any cum.
There was, however, a solution to the problem.
“If you promise to be a very good boy, I’ll take the cage off.”
Gage was too quick to agree. He would have agreed to anything. Men are so easy when it comes to sex.
I picked up the key from the floor where Gage had dropped it and set to work removing the cage. Roy looked over Gage’s shoulder to watch as I worked. I admired Roy for being able to take Gage’s weight on his lap for so long.
The difficult part wasn’t unlocking Gage. The difficult part was getting the curved shaft off his cock. He had swollen to an overfull point and the only way to remove it was to practically yank it off. Gage gasped at the sudden thrill of pain. There wasn’t any damage to his cock. Maybe the skin looked a little raw but he was so swollen it was hard to tell. With the lock removed, the retaining ring separated into its two pieces, fully freeing my husband’s cock.
In just a few breaths his cock was fully engorged, fully erect, and ready to go.
Roy was still looking over Gage’s shoulder and his eyes went wide at the sight of Gage unleashed.
“Dude! You are huge!” He wrapped his hand around Gage and gave him a few experimental strokes.
I slapped his hand away. “Yes he is. But you aren’t allowed to touch him like that.” I kissed the head of his cock which was weeping precum. It was salty and slippery and I wanted more of it.
Actually, I wanted his cum.
“Okay, go ahead and fuck his ass now,” I told Roy.
Before they could get going, I ran my tongue down Gage’s cock, over his balls and perineum, down the thick vein on the underside of Roy’s cock, before taking his balls into my mouth. Their movements were slow and deliberate but steadily increased in speed.
“Who’s going to cum first?” I asked between licks.
Neither of them answered. Both cocks were fully swollen. Both were close.
“I want you to cum in my mouth, hon,” I told Gage as I stood up, put my hands on his shoulders, gave him a kiss, and then fastened my lips over his cock head. He wasn’t moving much now, but I could feel Roy rogering his ass. It wouldn’t take much now.
When the first shot of cum hit the back of my throat, I almost choked, but I was a skilled fellatrix and swallowed it quickly before the second ejaculation followed. This I held in my mouth so it could be joined by the third and fourth spurt and all the small following ones.
Judging he was done, I released my husband’s cock, stood up, and gave him a kiss, passing his cum back to him. But I didn’t give him all of the cum. I had passed Kindergarten years ago. I knew how to share. Ending the kiss, I leaned over Gage’s shoulder and kissed Roy as well. He was clearly amazed at this little performance.
Roy must have eaten his fair share of cum in his life because he wasn’t put off by Gage’s cum in my mouth. When I had finished passing it all to him, I pulled back and asked him a question.
“Are you ready to cum?”
“Fuck yeah!”
“Do you want to cum in his ass or my mouth?”
The indecision was plain on his face. I made the choice for him.
“I want to see you shoot your load.”
I didn’t even have to tell Gage what to do. He got off Roy’s cock—with some reluctance—and I grabbed his slicked up flesh. I didn’t get a chance to put it in my mouth. I pumped him twice before he erupted.
The first shot went straight up in the air and fell back down on Gage’s cock. My husband was still half on Roy’s lap. I continued to stroke him. The second shot got me on the cheek before I was able to fasten my lips on the head and suck away the rest.
Since fair was fair, when Roy’s orgasm had passed I stood up and kissed Gage, sharing Roy’s cum with him.
After that, we needed a break. The men moved away from each other. I got everyone some water. When I returned from the kitchen with the bottles, Gage was sitting on the couch with a blissed out expression on his face, but Roy was examining Gage’s disassembled cage.
He was clearly intrigued by the device. When he saw me watching him as he was evaluating the cage, he gave me an uncertain look.
“Does he wear this all the time?”
I rolled my eyes. “You can ask Gage,” I told him. “He’s right there.”
“I did. He said that you were in charge of his cock and his cage.”
“True,” Gage confirmed.
“He doesn’t wear it all the time,” I said, not wanting to get into a game of semantics. “Just most of the time. Whenever I want him to. To remind him that I’m in charge of his cock.”
“Hot,” was Roy’s one word assessment.
“We think so.”
“It’s big,” he said before putting the cage back down on the coffee table.
“Fits me perfectly,” Gage commented.
“You have a big cock,” I reminded my husband. “And they come in all sizes.” A smile pulled at my lips. “Mostly small.”
“Really?”
“Of course,” Gage interjected. “It’s a trope in the chastity community. There’s a weird desire of a lot of guys to wear the smallest possible chastity cage. Let’s be real. Penises are pretty variable in size, not just from guy to guy, but at different times for the same guy. He can have a huge erection one minute and then go soft and flaccid and then take a cold shower or go swimming and suddenly it’s tinier than a tadpole.”
I shivered unpleasantly. “The flat front ones creep me out.”
“Flat front?”
“Just like it sounds,” said Gage. “Mostly for show and not for regular use and wear. It’s all a game when you come right down to it.”
“I get that,” said Roy.
“There’s a big community of gay guys who are into chastity,” Gage went on.
“Oh?” That interested Roy. I stifled my smile.
“Mostly when a gay couple has one domme and one sub. There’s all sorts of dynamics going on, but the sub doesn’t get to fuck anyone. He gets fucked by the domme. And whoever else the domme wants the sub fucked by.
“Okay, that’s hot,” Roy conceded.
“Want to try it out?” I asked Roy, picking up the pieces to Gage’s cage, letting them sit in my hand for a moment. I have small hands and the cage was big. I liked the size contrast.
Roy didn’t exactly run away from me, but it was obvious he wanted to part in the game that Gage and I played.
“No thanks. I think it’s too big for me.”
“The cage or the cock?” I asked, smirking.
“Ha. Very funny. Gage’s cock isn’t too big for me,” he said, winking at my husband who nodded in agreement.
We didn’t have a second round that night. I think Roy was a little freaked out at Gage’s chastity cage.
And intimidated by his large cock.
Chapter 5
“Did you have fun with Roy last night?” I asked my husband when we woke up the next morning. I was wearing my usual nightie. He was naked, the way I liked him to be in bed. Well, naked except for his cage.
“Yes.”
“Want to do it again?” I was eager for a repeat performance.
Gage laughed nervously. “Uh…sure. Maybe not tonight, however.”
“That’s fine. I think I want to fuck him on my own tonight.”
“Really?”
“A girl has needs!” I said and reached under the covers to grab and shake his cage. “And you’re all locked up at the moment.”
“You can take it off, you know…”
“But I don’t want to. I want you to suffer for a week so that when I do take it off, you’re like an animal when you fuck me.”
“You know how to seduce a man,” he complimented me. “But would you consider taking it off if I can convince Monique and Reid for another date tonight?”
I smiled and gave him a kiss. “No.”
“What?” He was crushed.
“You’re in the cage for a week. Hygiene releases only.”
“That’s not fair.”
“That’s the whole idea of enforced chastity,” I reminded him.
“Are you going to come home with a pussy full of cum?”
“Maybe…” I couldn’t help but tease my husband.
This whole affair was his idea so I felt free and clear to do whatever I wanted, whatever amused me, whatever struck my fancy.
He wanted me to fuck other men? Fine. I had fucked a dozen before hooking up with Roy.
He wanted me to come home with a pussy full of cum? Yup. He’s probably swallowed a gallon of semen because of my slutty ways.
He wanted me to put his cock in a chastity cage? Sure! That only unleashed my previously unrealized satisfaction in playing the dominant role in our relationship.
He wanted a threesome? I was down for it. I had gotten a sense that Gage had a touch of bi in him and that allowed him to explore. There was nothing hotter than seeing my husband suck another man’s cock or have his cock sucked. He wanted to guide another cock in me and I was happy to have that happen.
Was what we were doing wrong? Maybe to some people, but not to us.
I knew he wasn’t just letting me take the lead. He was guiding me down this path. And he had plenty of hookup apps on his phone, more than I had certainly.
That’s how he had met Monique and Reid. From what he said, they were big into the cuckolding lifestyle. I wanted to meet Monique, but so far Gage had kept us apart. I had given him special permission to take off his cage to go fuck her in front of her husband. The mere fact that Reid wore a chastity cage probably excited him as much as getting to fuck someone else.
It was a shame that Gage was into chastity because I was more than happy to share his big, hard cock with the world. Women and men. I didn’t care. I wanted my husband to be happy. He could be happy fucking me or someone else. It didn’t matter to me. I was certain that he was happy showing off his big cock to Monique and Reid. I wanted to show him off a bit as well. That was why I was going to meet them, but all in due time.
All it took was a simple question to Roy for me to wind up at his place that evening.
“I can’t believe your husband is not only okay with me fucking you,” he said as he helped me out of my clothes, “but he’s bi as well and…well, thank you for last night. Be sure to thank him as well.”
“He’s not really bi,” I said airily as he kissed my belly and tugged down my pants.
“I’m pretty sure he sucked my cock and I fucked his ass. That’s pretty gay, so I’m certain it qualifies as bi.” He hooked his thumbs into my striped cotton panties to finish undressing me.
“More bi-curious,” I corrected him. “He wouldn’t go out seeking cock unless I told him to.”
“Uh-huh,” Roy said doubtfully as he steered me through his house to the bedroom.
“Would you like him to fuck you in the ass?” I asked conversationally as we got on the bed. He put me on my back and started kissing his way down my body toward my pussy. I had shaved it that morning so I was nice and slick for him.
He paused before delving into my slit. “I mean…I like anal, but…”
“But his cock is so big it scares you?”
“Yes,” he said with some relief.
“Now you know how I feel when he fucks my ass.”
“You’ve taken that monster up your ass?”
Roy didn’t give me a chance to answer. His tongue parted my labia and tickled my clit. I moaned and he sucked gently. I was already on edge. Ever since I had started this adventure with Gage I was horny all the time and orgasms were easier for me to have. It was good for me.
“Yeah…” I moaned. “Not often.” I focused myself. We were going to have sex so there was no rush. “Lots of prep. That’s why I look for guys with small cocks.”
“Hey!” he objected and lifted his face from my pussy.
“Smaller cocks,” I amended. “You are going to fuck my ass tonight, aren’t you?”
“Do you want that?”
“Always. But make me cum first.” I pushed his face back into my pussy.
He got the hint.
I laid back with my legs wide and let him do his work. He didn’t just use his tongue. He used his fingers as well. Eventually he had me dripping. Then he shifted things around and I felt his finger probing at my asshole. I relaxed and let him explore. I was pleasantly surprised that he was able to penetrate me with just my amrita lubing up my back entrance.