Learning the Chastity Ropes Pt. 04

Those first three days were like drinking from a chastity firehose. Ash and Jason took to owning me way easier than I thought they would. We were two weeks in at this point and my balls were on full-time sizzle. After my embarrassing begging moment I was determined to be strong and show that I was tough.

If you're considering getting into the chastity lifestyle, don't try to act tough. It's just a bad look.

I would try and act like it was no big deal and my wife thought I was becoming disinterested. She knew I wanted to be broken and me casually blowing off unbelievably humiliating scenarios made her like it less.

"Are you over the cage or just the whole cuckold thing?" she asked.

Completely bewildered I responded, "Why would you ask that?"

"You just don't seem to care anymore." She wasn't mad but it was a mix of concern and annoyance.

She continued, "All of this to get here, you've been in chastity two weeks now, and you just walk around like you're on a Sunday stroll."

I had no idea I was coming off that way. I told her I was living my dream and told her I was just trying to be strong or not as much or a pushover.

She put one eyebrow up and scoffed, "I'm sorry, you're just trying to show you're not a pushover? For fuck's sake... what color is your *women's underwear* right now? You want to look at the last video you made on your phone? Im willing to bet you're watching another man fuck your wife. You're not tough. You admitted that the first time you told me you wanted me to fuck another man."

I was straining so hard in my cage. I bent over just an inch or so and she saw that. She knew I was straining.

Her berrating me like that was so humiliating and it turned me on beyond belief.

"A boner? Really?" It was like she couldn't decide whether to smile or be annoyed.

"You want me to be even more of a bitch don't you?"

My mouth was hanging open and I said, "I guess so."

She laughed, "The dick don't lie."

I just stood there.

I could tell she was watching me, measuring how she wanted to proceed.

"I've been too easy on you," she said in a sexy voice, "you need this, huh?"

I was starting to leak out of my cage. All I mustered was a breathy, "Yes ma'am."

"I'm going to fucking give it to you."

We stood there in are between our kitchen and our living room. It was evident for a second neither of us knew what to do next. She'd really loved becoming more dominant but now its like we were kicking that up a lot by an executive decision (most made by my attitude and my penis betraying me).

"Get your clothes off and get over to the couch," she said as she walked into the bedroom.

I went to the couch, got down to just my cage, and sat down. She emerged from the bedroom a few minutes later wearing her silky black robe. It was closed for now.

"What are you doing?" she said abruptly.

Confused I stammered, "I thought.. I just.."

"On the floor. The couch is mine."

I got on the floor quickly as she sat on the couch and sat up in front of me.

"Where's my glass of wine?"

"I didn't know you wanted one," I said.

"Anticipation. That's the name of the game now. Anticipate every need for myself and Jason when he's here."

I nodded and she said, "Get. The. Wine."

I jumped up and got a glass of wine as quickly as possible while she was on her phone.

I handed it to her and my incredibly sweet wife didn't even look at me or say thank you. She slouched down and opened her legs, which I knew meant she wanted me in between them.

She scrolled on her phone and started sipping her wine.

"I've failed you... and I've failed you bad," she said, trailing off to herself.

"No you ha-"

"Let me talk," she cut me off. "You walk around like this is all no big deal because you haven't been properly put in your place."

She still wasn't looking at me.

"You wanted to be broken, I told you I would do it, and you are anything but broken."

I was licking her pussy trying to pleasure her well but she wasn't reacting at all.

"Lick my ass," she said without moving her eyes from her phone.

I was a little startled because I'd tried to do that before and she told me she didn't want that.

"You sure?" I said.

"Don't ask questions. Just do it."

I switched to her ass. I was absolutely loving it immediately. It felt so hot to be that much of a demeaned little cuckold.

"Yes, I've told you not to do this in the past," she said as I could see her move her eyes to look at me.

"I guess I'll need to do some things I'm not comfortable with sometimes to make you even more uncomfortable than I am."

She closed her eyes and moaned a little.

"But this does feel really good..." she was really starting to relax. The wine was helping as well.

All that happened the rest of that night was her getting eaten to an amazing orgasm after I ate her ass for around ten minutes.

She was texting Jason a lot that night.

Fast forward to the next evening when he came over after work...

He'd just gotten there and Ash was sitting on his lap on the couch and I was in the chair.

"We're going to try some new rules," he said. "Ash and I think its best for you and you're going to just have to accept it."

I was nervous but also thought, "Im in a cage already. What are they going to do?"

"First," he started as my wife smirked at me, "you no longer see my girl in anything less than shorts and a t-shirt. If you happen to see her in less and you don't avert your eyes, there will be consequences."

I nodded, freaking out a little bit.

"Second, you have been talking back quite a bit. You no longer have a say in what happens when we're all together. And if Ash tells me you're misbehaving, there will be consequences."

I kept wondering what the consequences would be but didn't want to ask.

"You do not get to touch my pussy anymore. Not even with a blindfold on can you lick it." He said directly.

"See what a sacrifice I'm making, cuck?" Ash said. "I don't even get eaten out by you anymore and it's the only thing you're good at."

I was feeling super humiliated from just the way he was talking, let alone what he was saying.

They whispered to each other for a minute and she was giggling and nodding. He shuffled her off of his lap and stood up.

"Get on your knees," he said.

Ash was undoing his belt from behind and dropped his pants quickly. She then yanked down his boxers. I was on my knees an arms length from his cock.

"Let's get one thing clear. I'm not gay, I'm not bi, but your wife asks that I help break you like you want... so now I'm going to make sure your wife never looks at you the same ever again."

With that he stepped up to my face but his dick wasn't hard. I could feel my heartbeat pounding through my body. Im ashamed to say I was actually not even dreading this if it weren't for how I knew this would change how my wife saw me forever.

Ashley was smiling as I saw her move to the side.

"I need you to help get this going at least," he said to Ashley.

She stood up and started making out with him. "Start by licking his balls," she said, glancing down.

She reached her hand down while they made out and pulled his dick up, leaving me with nothing blocking me from them.

I remember my heart pounding so hard I was scared I was going to pass out. This was it, I kept thinking.

I leaned in and licked across both of his balls with my tongue. I heard her giggle and I'm sure he'd told her I had started. She probably glanced down and saw a good little view of it.

It wasn't too bad.

I did it again.

I heard my wife's voice sneer a bit, "You're not licking an envelope, get them in your mouth and use your tongue." I did.

The first time you legitimately have a bull's balls in your mouth it really affects you. I remember realizing that I had his most intimate parts in my mouth. I could bite down and end his amazing fucking of my wife but he knew I was such a bitch I wouldn't dare do anything of the sort.

Ashley let go of his dick and I felt it rest on my face. I then heard her do a little chuckle and I could tell she was looking down at me.

"Alright, take care of him."

I looked up and she was looking down at me with barely any emotion on her face. He wasn't looking at me, obviously still warming to the idea of a guy sucking his cock.

As I backed up my head just a bit to reassess, I remember just thinking about how I wanted to do a really good job. Then I remember thinking, "why the fuck would that be your thought right now?"

Just touching another man's penis is insane when you're not used to it. In all the fantasies of this I'd had it's just a faceless man. There's no consequence of people looking at me differently forever. The reality is that there's a man with a personality that we'd frequently go out to dinner with that would know how I sucked dick.

I got it in my mouth without pausing to think anymore. The heartbeats in my ears were pounding and I realized I had no idea what to actually do to his cock now. I thought back to all of the blowjobs I'd watched my wife give him.

No teeth. Use your tongue. Just go back and forth.

I started going and I felt a hand grip my hair. I looked up and it was my wife's hand amd they were making out hardcore over me.

Neither of them were looking at me and it gave me the freedom to do it a little more intently, so I did.

It felt like it took forever. My mouth was getting sore. I wasn't going very deep and I grabbed it with one hand to work it. His hand reached down and pushed my hand away, "I don't want to feel your man hands on me."

Ash laughed hard at that and just said, "Keep sucking" to me as she put her hand on his cock and started slowly jacking him off while he was in my mouth.

It probably only took a few minutes but I realized he was tightening to cum. I started to panic because I hadn't actually prepared for the ending.

I felt the hand grasp my hair again. Again, it was my wife who was now looking down at me with such a sadistic eye it scared me for a second. She held my head in place while he came in my mouth.

It was like I felt the last shred of manhood escape from my body. He blasted a massive amount of disgusting, salty cum into my mouth as my wife held my head there and laughed.

He finally finished spewing in my mouth and pulled his cock out. I realized I had my cheeks out like I was a chipmunk.

"Ok, he cums a lot but not THAT much," Ashley said.

She was right.

I started to stand up to go to the bathroom but she still had my hair.

"Nuh.. no. Swallow." she demanded.

I looked at her in the eyes and saw she was straight-faced. I looked down at the ground and swallowed it all. I'd done it. I was a cocksucker. For the rest of my life I'd know it and so would my wife.

Ash was clothed, I was in my cage and panties, and Jason was completely naked.

"Cuck," he said, "don't feel too weird. Thats the first time I've ever had a dude suck me off. So, two firsts."

"No, no..." Ashley cut in, "feel weird. Feel super weird. You big, tough man gargling a better man's balls then satisfying him like that. Maybe I should watch out, you may take my job."

"I don't think you have to worry about that," Jason laughed.

Talk about awkward. Me sitting there with a cum aftertaste, Jason with post nut clarity but playing it cool, and my wife turned on but fully clothed. I wasn't allowed to see her naked anyways so I couldn't eat her out.

"Alright, who is hungry?" Jason said.

We ended up going to dinner and Ash made sure to humiliate me in the normal ways when Jason was around, which of course I loved.

I remember her ordering for me and she asked if the dish was low sodium because I'd had a salty snack earlier.

When we got back home Jason took charge again. He still had his pants unzipped from my wife playing with his cock on the ride home.

"You're going to sleep on the couch in the living room tonight. I want you to hear everything, whether you want to or not."

Ash bit her lip while she looked at him with the biggest "fuck me" eyes ever.

Ash told me to get down to my thong and cage. I did immediately.

"Now, he's going to fuck your ass," Ash said.

He said loudly, "No. No I'm not." and Ashley laughed.

"She really wants me to but I don't think I can do that. Although, with everything she's going to be doing to me for letting you blow me it is tempting."

They ended up going in the bedroom almost immediately and I sat on the couch. I listened to them fuck. As always, it was incredible just to listen to. I was leaking and had a huge spot on my panties from precum.

When they were done Jason called for me. I walked to the door but didn't look in when I got there.

"Good boy!" Ash said loudly because I hadn't looked in at her naked body.

Jason walked over and handed me a sleep mask. "Put it on and find your way in here. We need you for cleanup."

I put it on and had to have looked insanely ridiculous walking in and feeling for the bed. I found the bed and felt what I assumed was my wife's arm.

"Remember, that's my pussy. Don't touch it." he said sounding surprisingly stern. "I decorated her ass for you. Which also belongs to me, by the way."

"Mmm I love listening to you say that," Ash said. I wanted to eat her out so badly.

I climbed up on the bed and got between her legs. I could smell her pussy as I put my hands on her ass.

"Nope. No hands on her ass. It's mine, remember?"

I took them off and out them on the bed instead. I stuck my tongue out and before I even got to her ass with it I was met with a massive glob of his cum. I heard her start laughing as I momentarily winced.

I started going and cleaned a massive load off of her ass and then went to her asshole. I heard her moan. She was really starting to like this. I must've looked like a dog drinking out of a bowl the way I was positioned.

He told me when I'd cleaned her and said I could leave. I was feeling my way off the bed when he all of a sudden slapped my ass pretty hard, making my wife burst into laughter.

I took the blindfold off as I walked out of the room and back to the couch, giving them privacy.

She walked out clothed a few minutes later, wearing a sweatshirt and shorts.

She walked up to me laying on the couch and said, "You're halfway through the first month of chastity and you look way too comfortable with this. You didn't even beg tonight."

She bent down and put her thumb and index finger on one of my balls.

I don't think I mentioned this before but shes always loved squeezing my balls. She'd never actually do it but she always talked about wanting to pop one to see what it felt like.

"How blue can these little guys get?" She started squeezing pretty hard. "You know I've always wanted to pop one of these.. you have two for no reason."

I started to squirm.

"I'd let you pick which one to pop. I'm not cruel."

She squeezed even harder than let go. It hurt but I knew she loved this. I can't be selfish.

"I'm going to go lick his massive balls and do whatever he wants me to do to him. Why don't you lay here and think about what I should do to you next, cocksucker?"

She stood up, looked down at me, and said, "Not a tough guy right now, huh?"

I strained as I thought about how sexy she is when she talks about popping my ball. I strained listening to them fuck. I shook my cage a little trying to steal a little bit of pleasure while he took my place in the master bedroom.