Chastity Cheating

Chapter 1

 

It’s not cheating.

Yes, I have a husband and yes, I have a boyfriend, but it’s not cheating.

They both know about each other. They just haven’t met each other.

It’s easier that way.

I had never wanted to have a boyfriend in addition to a husband. One intimate relationship was more than enough. I didn’t know how some women managed to have multiple romantic and sexual relationships going on at the same time. Eventually I figured it out.

It wasn’t that I didn’t love my husband. I did. I do. And it wasn’t that he and I didn’t have a good sex life. We had a great sex life.

That’s what caused me to have a boyfriend.

I should back up and explain.

 

“Are we in a rut?” I asked my husband.

Alex took a deep breath. His eyes were closed and he was laying on his back. I rested my hand on his naked chest. We had just had sex.

It was…fine.

Maybe slightly less than fine.

“Why would you ask that?” he said, his eyes still closed.

“Because we always have sex Saturday mornings. It’s a…”

“Habit?” he suggested.

“Rut,” I replied.

“We can have sex Friday night if you like,” he suggested, his eyes still closed. “Or even Saturday night or Sunday morning. We can switch it up.”

“Sex with you is boring,” I said boldly.

He opened one eye. “Thanks. You know good sex takes two active partners.”

“I’m active!”

“When was the last time you were on top?” he asked.

“I don’t know and it doesn’t matter. I’m not just talking about trying new positions. That’s what our grandparents did to spice things up.”

“Please don’t reference grandparents and sex in the same breath,” Alex said to me.

I had to agree with him, but that wasn’t the point of the discussion. “Our sex life is boring!”

“What do you want to do about it?”

I had a hundred ideas, all of them wild, all of them would put my marriage at risk and upend my settled life. Okay, sure, maybe my life was a little dull, but I didn’t need to relive my twenties when I was a little too wild.

But maybe I did want to relive my twenties just a little bit. 

And this time involve Alex.

“There are quizzes we can take…” I suggested.

“I think I know what I like when it comes to sex,” he said.

This was the frustrating part. We both knew sex was now boring between us, but we were afraid to do something about it. There was so much to risk.

But I was looking ahead to the rewards.

“Special quizzes,” I went on. “Online quizzes that we take separately and then the internet or whatever compares our answers and matches up what we both want.”

“What we both want?” he asked skeptically. My husband was a lovely man who was a little too interested in video games and gardening but I didn’t want to hurt him. Unless he wanted me to hurt him. That was a kink I could indulge in.

“Right. It’ll only tell us what the other is interested in if we’re both interested in it.”

“Hmm.”

Long story short, we took the quiz.

I marked an interest in everything. Well, almost everything. The quiz we chose covered everything. A little mild BDSM is fine. A spanking, a paddling, sure. I wasn’t into blood play or knife play. Who would have guessed? I almost backed out when I saw some of the rather extreme suggestions, but just quietly marked them as a firm no. I suppose the quiz worked on me better than I thought it would.

As it turned out, Alex was a bit boring. I had marked yes to at least fifty percent of the suggestions. Probably closer to seventy-five percent.

The total of matches was around twenty percent. Either my husband was very boring or very extreme with no middle ground.

I hoped he was boring and not extreme. That wasn’t the man I married.

When we looked at the results together, I was pleasantly surprised.

Of course he marked one of his favorite fantasies as having a threesome…with another woman. I had put that too, of course. He wanted the FMF of his dreams. I was fine with that. I wasn’t into women, but to make my husband happy, I was willing to do a lot. 

More interestingly he also checked the box for a MFM threesome, as had I. That I could easily work with. (We’d find extra partners later on, right now it was all about the fantasy.)

He had also indicated he was interested in foursomes and swapping. That sounded interesting, but I put it on the back burner.

Two items really caught my eye. First, he was interested in watching me have sex with another man. Fine. That was merely an offshoot of the MFM fantasy. Along with that he was okay with me being a hotwife, going off to fuck another man and coming home to him.

That made my brain tingle in all the right places, along with some other parts of my anatomy.

Hand in hand with that was cuckolding. All of those things worked together and I wasn’t opposed at all. 

Right after that, in the toys section, beyond mere handcuffs and vibrators and dildos and blindfolds, I had to pause for a moment. I was more than a little intrigued at what he had said yes to. I had checked it off as well because it wasn’t too extreme, but I had no interest until he said he had interest.

Cock cage. 

Chastity cage.

He’d go without while I’d tease the hell out of him.

A hundred different possibilities raged through my brain. 

This was going to happen.

We were no longer going to be in a rut.

But where to start?

Where else but the internet?

 

 

Chapter 2

 

Do you know how big a pain in the ass it is to find a sex partner on the internet?

If you aren’t picky about who you fuck, it’s fucking easy to get laid.

If you are looking for something particular, it’s the worst.

The fucking worst.

My first mistake was setting up a profile as a woman on one of the semi-sleazy hookup apps. I should have set up a couple’s profile. 

Lesson learned.

I got a hundred messages a day from lazy dickheads just looking to get laid. I hated it.

Long story short, I had to completely start over. No one wants to hear about the difficulties of finding the right person to fuck. The more interesting story is what happens when you find the right guy.

I had already found the right guy—my husband Alex—but I needed someone else for my other needs.

This is exactly how the conversation went with Alex once we started down this road:

“Are you sure you’re okay with me fucking someone else?”

“I want to have a hotwife for my wife,” he told me with a kiss.

I had already set up a date with Nathaniel. The conversation with him had gone a little differently. We had done a bit of chatting on the app that seemed to have the most guys with a modicum of intelligence, so we were well into it already.

 

Me: You know I’m married, right?

 

Nate: That’s what it says on your profile, so yes.

 

Me: I just don’t want you to get the wrong idea about me.

 

Nate: That you’re cheating on your husband?

 

Me: NO! I’m not cheating on him. He wants to have a hotwife.

 

Nate: You’re very hot, judging from your pictures.

 

The pictures I had on the app were very modest compared to most of the women. I was barely showing any cleavage and a lot of them were not just fully nude, but I had more information on them than their gynecologists.

 

Me: You don’t need to flirt. I just want you to know that when we meet, it’s just going to be for sex. Nothing else. 

 

Nate: That’s exactly what I’m looking for.

 

So why did I choose Nate as my first encounter with another man after my husband?

The usual: he was handsome, polite on the app, could carry on a conversation while following the rules of good grammar (I had no idea I was logophilic until I started dating online), and he was local and available. 

I wanted someone who didn’t already have a girlfriend or wife. 

And I was extremely disappointed by the men who messaged me who lived on the other side of the country and expected me to fly two thousand miles for a fuck. 

Nate and I met for the first time at a boring restaurant that wasn’t exactly local. I was trying to be discreet. 

It went well.

Extremely well.

Maybe that was because I was horny. Maybe I was pushing my own limits. I don’t know.

I ended our date on a positive note. 

“I want to go back to your place and fuck you,” I told him, holding his hand across the table. I was asking for a fuck before I had kissed him.

I liked the new me.

My announcement brightened his face. “Of course!” He started looking desperately for the waitress and the check.

“Just to remind you, my husband has all your information and if you murder me, the cops will definitely find you.”

“I never murder on a first date,” he said coolly. “Besides, everyone who listens to true crime podcasts knows you take the woman back to her place to murder her. That way you don’t have to deal with disposing of the body.”

It doesn’t sound like sexy talk, but I listened to way too many true crime podcasts and he was completely right.

Besides, I was going to follow him to his place in my car. I sent Alex a picture of Nate’s license plate and the location of his house.

We kissed for the first time out in the parking lot of the La Trivieta restaurant, him pressing me up against my car. I could feel his hard cock through his pants. If he knew how wet my pussy was, he would have pulled up my skirt and fucked me right there. 

I was going to have to wring out my panties before I went into his place.

After a short but intense makeout session, we got ourselves sorted out and got into our cars for the short drive to his place.

I called Alex as I was driving.

“I’m about to get laid,” I told him when he picked up the call.

“It’s weird having the license place and home location of the guy about to fuck my wife without ever having met him,” my darling husband replied easily.

That gave me pause. “Are you okay with this?” I asked him for the millionth time.

“I’m in bed watching TV,” he said. “Or I was until you called. Now I’m jerking off.”

That excited me almost as much as my planned encounter with Nate. I was having trouble paying attention to the conversation and the road and the GPS. That would be a hell of a way to wind up dead: in a car crash on my way to my first affair.

“Are you going to cum before I get home?” I asked him, keeping an eye on Nate’s taillights.

“No. But I can’t just not jerk off while my wife is getting some strange cock.”

I was almost at Nate's place at this point. “Okay. Stay hard for me. Maybe you’ll get some sloppy seconds when I get home.”

That was another item on his list of fantasies. He wanted to fuck me when my pussy was full of someone else’s cum. Oddly, I was completely on board with that as well.

Nate’s house was nice. Middle of a generic neighborhood. To be honest, I wasn’t sure about too much of his home. I wasn’t there for the atmosphere and real estate value.

We managed to keep our hands to ourselves until I stepped through the front door. The moment it was closed his hands were all over me. Of course, my hands were all over him as well. His tongue was down my throat. My hands grabbed his very firm ass.

I hadn’t felt like this since high school when I let my boyfriend put his hand up my shirt at some house party senior year. 

Without talking we moved through the house to his bedroom. I didn’t inspect it but it was clean enough based on a one second sweep with my eyes. When he started tugging at my shirt, trying to undress me, I stepped back and gave him a warning.

“We have to do this my way,” I insisted.

“Of course.” Why wouldn’t he agree? He just had to keep saying yes and he’d get his dick wet.

“I’m in charge. You have to do what I say.”

“I’m down for it all.”

I liked the power he had given me.

“Good. Undress. I want to see exactly what I’m getting.”

He had some shirtless pictures on the app, but I wanted to see it in person. In this modern age of dating I knew that more than one person had used AI to enhance their profile pictures.

Nate undressed for me. I thrilled by the power that I had over him.

He hadn’t used AI to enhance his pictures. Maybe he didn’t have a perfect body, but it was real. Incredibly real.

I liked that he didn’t take off his underwear. He was all but completely undressed in front of me. I could see the bulge of his cock through his boxer briefs which had a wild flame pattern on them.

Just as he started to pull down his underwear, I stopped him.

“No. Let me.”

I knelt down in front of him, hooked my fingers into the waistband and pulled down.

His cock flopped out.

I loved it.

I didn’t want to immediately make judgments of him being bigger or smaller or more or less of anything compared to my husband.

I took him into my mouth and started giving him head. It was the first time I had given head to a man other than my husband in more years than I wanted to think about.

It was wonderful.

I regretted not doing this earlier.

I couldn’t wait to tell Alex all about it.

“Oh fuck yes,” Nate moaned as I threw myself fully into servicing his cock.

I couldn’t remember the last time I had this enthusiastically initiated sex with anyone, my husband included.

That was reason alone to have an open marriage. To be a hotwife.

To cuckold my husband.

Nate had removed all the hair from around his cock and balls and everywhere below his waist to the tops of his thighs. That was different from my husband. I almost regretted not completely shaving my pussy before my date, but it was too late for that.

When I started the blowjob Nate was maybe three-quarters erect. A minute into my best mouth work he was fully erect. It was more like having a steel bar in my mouth than a cock.

“You’ve gotta stop,” he begged me. “Or I’m going to cum in your mouth.”

“I wouldn’t mind that,” I told him with a giggle.

“I’d rather fuck you, if that’s okay.”

“Hells yes. That’s why I’m here, isn’t it?” I was still dressed. I stood up to take off my clothes.

Right as I was about to pull off my shirt, I paused, a thought occurring to me. “How many other married women have you fucked in your life?”

Nate essentially covered his hard cock with both hands and laughed nervously. “Why would you ask that?”

I shrugged. “Just curious. I’m more curious as to why you aren’t answering me.”

Taking a breath he said, “Only one that I know of. She told me up front. There was this one woman that I suspected was cheating on her husband with but…”

He trailed off as I pulled off my shirt and shimmied out of my pants, leaving me in just my bra and panties in front of him.

“Is something the matter?” I asked him, placing my fist against my hip and cocking it to the side.

“Not at all. You’re gorgeous.”

I smirked at him. “Nice try.”

“Okay, maybe you aren’t supermodel beautiful, but you carry yourself with such a strong confidence.”

“You don’t have to flatter and seduce me,” I told him as I reached behind my back and unhooked my bra. 

“Wait! Don’t!”

I had already slipped free the hooks, but the bra’s cups still clung to my tits, hiding them away.

“Problem? While I like this game, I am looking to get laid.”

“I want to undress you,” he said.

I looked at him with a jaundiced eye. “You aren’t going to want to worship me like some sort of goddess or muse, are you? I’m just looking for sex.”

“Please let me undress you,” he repeated. 

I nodded. “Sure.”

He got on his knees in front of me and eased my bra off. He reverently kissed both of my breasts, sucking on my nipples. It felt good.

I immediately thought that he wasn’t just interested in getting laid. He was a little too into me.

That was fine. We’d fuck and it would be over. I didn’t need a relationship. I just needed his cock.

I liked it when he carefully, cautiously, and cautiously pulled down my panties. They briefly resisted, partly because the thong I wore stuck between my buttocks and partly because my pussy was so wet the gusset clung to my bare labia.

“Beautiful,” he declared, his eyes locked onto my pussy. 

Since I had been looking for an exciting evening, I had prepared myself. I don’t go completely bare, but I had shaved my pubic hair into a simple rectangle.

He planted a kiss on my mons.

“That’s not the way to eat pussy,” I told him.

“I would be honored to eat your pussy.”

I moved to his bed, sat on it, moved back a tiny bit, and got my heels on the edge of the mattress, spreading my legs wide and inviting him in.

Nate knew what to do. He stayed on his knees and put his face to my pussy and got to work.

I could tell in a moment that Nate had spent years perfecting his cunnilingus technique.

Or maybe I was just fucking horny.

Either way, his mouth and fingers and lips and tongue brought me to orgasm with little trouble.

It was the first orgasm I had had with another man in too many years to count.

It was delicious.

I came on his face.

My limbs trembled.

I was certain I screamed. I hope I didn't upset the neighbors.

I was certain I was going to drown him with all my squirting.

I lost my breath.

The loss of oxygen nearly made me pass out.

“Thank you,” Nate said to me.

“Why…why are you thanking me?” I was confused to say the least.

“I don’t think I’ve ever seen a woman cum like that before,” he told me.

“Oh.” I considered his ceiling for a minute. “I’d still like some cock,” I told him.

“It would be my honor.”

He stood up and showed off his perfect cock, still hard and ready for me.

When he sank his hard flesh into me, I was transported to another world.

 

 

Chapter 3

 

When I got home I was exhausted but my mind was racing. There was no way I was going to be able to sleep.

My body was sweaty. I could have showered at Nate’s, but I didn’t want to.

My pussy…my pussy was transformed.

It was also full of Nate’s cum.

And I couldn’t have been more disappointed to discover my husband in bed and asleep.

I considered his sleeping form, under the covers, softly snoring when I got to the bedroom. The light from the hall was spilling into the bedroom, illuminating it just enough so I could see Alex.

Seeing him sleeping made me just a little bit angry. He should have waited up for me. 

Didn’t he want to see his wife coming home well-fucked and eager for more cock?

I considered what to do.

Sleep in the guest room?

Snap the lights on and yell at him?

Call Nate and ask him if I could go back to his place and fuck him again?

Strip and join him in bed?

I opted for the last choice, but I left my panties on. They were soaked with my amrita and Nate’s cum that had leaked out of my pussy.

I thought that snuggling up to Alex would wake him up. I was wrong.

I thought that grabbing his cock would wake him up. I was wrong.

I contemplated my next step.

I contemplated my choices for too long. 

I fell asleep.

 

Alex getting out of bed woke me up. It was morning. Light was seeping around the curtains. 

He went to the bathroom and returned a minute later.

I was on my side, the sheets barely covering me, a frown on my face.

“You were asleep when I got home,” I told him.

“I’m…I’m sorry. You should have woken me up.”

I nodded. “Yes. I should have. I wanted to fuck you last night.”

“You did?”

“Yes.”

“After…after Nate?”

“After fucking Nate? Yes. I wanted my husband’s cock after fucking another man.”

“Was…was the sex that bad?”

I laughed at him. “No! It was fantastic. And you’re lucky.”

“I am?” He was thoroughly confused.

“Yes. I still want you to fuck me.”

“You do?”

“Yes. Right now.” I threw back the covers, showing him I was naked except for my thong. “You’re going to have to peel my panties off me.”

He did exactly that. I didn’t have to ask twice. As predicted, he did have to peel them off me. The fact that I had fucked another man the night before didn’t disturb or deter my husband. He plunged face first into my pussy. It had been hours, but surely he had to taste Nate’s cum in my pussy. 

I wanted Alex to taste Nate’s cum.

I wasn’t sure if it was Alex’s tongue or my thoughts that got me wet, but I was ready for Alex’s cock in short order.

“I need you to fuck me,” I panted.

“Can do,” he said, wiping his face and moving up on me. He was already hard. I didn’t even need to suck his cock. We had been together so long that Alex simply slipped into me. 

Or maybe I was that turned on. 

Or maybe he was that eager.

Or maybe he was a better lover than Nate.

I moaned softly as he filled me up. I loved my husband’s cock. It was familiar and it made me happy to have him back inside me.

“Tell me about it,” Alex breathed into my ear.

“About what?” I ran my hands down Alex’s back to grab his ass and pull him deeper into me.

“About fucking him. Nate.”

My pussy heated up at the thought of what I had done the night before. I was fucking two men within twenty-four hours of each other. What is the appropriate time frame between fucking two men? A day? A week? A month? An hour? A minute?

Right now my record was eight hours. 

“What… what do you want to know?”

“Everything. Tell me everything.” He started fucking me faster. I wondered if he could last long enough for me to tell the tale.

I was scared to tell him what had happened with Nate. Not that I had done anything the night before that I hadn’t wanted to do, what I had planned on doing. Everything I had done with Nate I had already done with Alex.

And Alex wanted me to fuck Nate.

So I told him.

Not every detail, but more than enough. Alex had to slow down his pace so he wouldn’t cum too soon. I wanted him to cum. I tilted my hips up and hooked my ankles behind Alex’s back so he couldn’t escape. I wanted him in me.

Telling my husband that I had been a good hotwife excited us both. I came more from the words I confessed to Alex than from the friction his cock was causing in my pussy. The weird thing was the sex with Nate had been…okay. Not fantastic. Not mind-blowing, but just okay. 

I still wanted to fuck Nate again. I told Alex that. I didn’t tell him the sex was just okay. I told him it was fucking fantastic.

He came in me. It happened suddenly. I could feel every hot spurt of his cum filling me up and pushing out the remainders of Nate’s cum. That feeling gave me another short orgasmic shock.

I wanted them both in me. I didn’t know how to make that happen.

Alex collapsed on top of me. I held him, enjoying his weight.

Eventually he rolled off and flopped face up on the bed next to me.

“I was nervous,” Alex said to me after a moment. “That’s why I jerked off last night before you got home. That’s why I fell asleep. I’m sorry for doing that to you.”

His confession of masturbation didn’t upset me. I didn’t blame him for jerking off. I didn’t blame him for falling asleep. I got to fuck another cock for the first time in a long time and he had let me. That made me happy and showed how much he loved me.

“So you’re okay with me fucking another guy?” I asked him.

“I’m very okay with it. I want you to do it again.”

Those words of magic filled my heart with love for him. How twisted is that?

“You want me to cheat on you?” I asked him, rolling to my side to look at him.

Alex was still staring at the ceiling. “It’s not cheating if I know about it.”

“I think I like this,” I told him. “When can I fuck Nate again?”

“Whenever you like.”

I kissed my husband. “I like this and I love you.”

 

Me: Is it wrong for the girl to text the boy the day after their first date? 

Me: I’m not up on modern dating rules.

 

It only took Nate a few minutes to reply to me. I liked that.

 

Nate: I think it’s perfectly appropriate.

Nate: The three day rule is ridiculous.

 

I had no idea where the idea of waiting three days for contact after a first (sex?) date came from, but it was ridiculous. I agreed.

 

Me: I don’t think I can wait that long to have your cock again.

 

His response to me was immediate.

 

Nate: I’m free tonight.

Nate: I’m free right now!

 

Me: I’m working.

Me: And I know I won’t have the energy tonight.

 

Nate: What day and time works for you?

 

Me: Aren’t you worried about fucking a married woman?

 

Nate: No. I already fucked her.

Nate: What did your husband say?

 

Me: Coming home with a pussy full of cum was a turn-on for him.

 

Nate: Really? Wow.

 

Me: I was surprised too. I wanted to thank you again.

 

Nate: My cock is at your disposal.

 

I liked this new life that Alex and I had adopted. I knew it wouldn’t last, of course, and this was the first blush of a new relationship, but I intended to make the most of it while it lasted.

Two days later I was over at Nate’s place. I didn’t even go home. I went there directly from work. I was wearing fancy lingerie all day at work which only turned me on because no one but me knew my little secret.

No one but me and Alex.

And eventually Nate.

The moment I stepped through the door we were on each other. His tongue down my throat, his hands on my ass, his already hard cock pressing against my body. We moved through the house, stripping off clothing as we went until we got to his bedroom. I insisted on keeping my bra and panties on while he was fully naked as we fell onto his bed.

As he slipped his hand down the back of my panties (all pink lace, showing everything underneath) I rolled on top of him and told him I wanted to suck his cock.

“Please! Can I cum in your mouth?”

“Can you get it up a second time tonight?” I asked him.

“Yes.”

I smiled at him right before I took him into my mouth. “Then yes.”

I couldn’t remember the last time I had blown Alex to completion.

It wasn’t like I lived to suck cock. I liked doing it for Alex, but mostly to get him hard for sex, foreplay. 

But when I was sucking Nate’s cock, it was bliss. It fit in my mouth perfectly. His shaved balls were velvety smooth to my tongue. He liked it when I sucked his balls and pumped his cock with my hand. I wished I could suck his cock and balls at the same time, but I didn’t have two mouths. 

All too quickly he made an announcement in a quavering voice. “I’m gonna…gonna cum.”

I took him out of my mouth just long enough to say, “I’m going to swallow it all.”

The words had my desired effect. I barely got my lips over his cock head in time to catch the explosion of cum. I had to swallow quickly before the second ejaculation followed the first. I barely had ti