Learning The Chastity Ropes Pt 01

Weeks turned into a couple of months that had flown by since Jason had unofficially become our bull. We were all absolutely loving the setup of him fucking her senseless whenever he wanted and me setting things up and making it great for both of them.

I had wanted this for years and although there were (and still are) times where this is difficult, I wouldn't trade it for anything. I was determined to keep them happy so I could keep living in whatever twisted humiliation this was giving me.

One Friday night I was sitting on the couch with Ashley and were halfway watching a movie. While we were sitting there she leaned over and put her hand under my basketball shorts. she started rubbing my balls and in a couple of minutes had my cock out and was just playing with it. I was hard immediately, of course.

Note to self and everyone reading: Don't have a "check-in conversation" while you have a raging hard-on." She had one finger running over the top of my dick and would stop with it on top almost like she was a holder setting up the football for a field goal.

"I wonder how long you could keep it up like this," she chuckled.

"Probably as long as you keep doing what you're doing."

She laughed and turned her into me, almost like she was sitting in my lap but she still had her hand on my dick. She was super close to me and as per usual I was struck with how drop dead sexy she looked.

"So, two months now with Jason. You're still enjoying your little fantasy?" Her tone fell into a sarcastic tease.

"Fuck yeah. It's even better than I thought it'd be." I wasn't lying.

She bit her lip a little then said, "You little perv."

We both laughed. We've always been able to make each other laugh. Still do.

She shook her head and said, "I still don't get how you love it but... I don't really care about the 'why' as long as you're happy."

She looked down at my dick while continuing to tease me.

"What are you thinking?" I asked her.

"Oh, just how much this little fella must miss feeling my pussy.."

The jolt of her saying something that sexy made me dribble a little precum.

I had always wanted to try male chastity, and we'd talked about it a little, but I was too chicken to actually push for it. I had boner courage at this moment and was feeling super submissive.

"Baby... I..." I felt myself getting red and embarrassed.

"Are you really scared to tell me something?" she sarcastically snapped. "Fuck you, come on.. say it."

"Do you remember the cages we'd looked at when we were looking into this stuff before?"

She looked at me and said, "Uh huh" and nodded with an expectant look. "Annnnnd..."

She stroked me a little. I stopped talking and she stopped stroking and looked at me with one eyebrow up.

"I just... I don't know..." I was so nervous.

"How to... ask to be in one?" she said slowly as if finishing my sentence.

I wanted to lush through the awkwardness that it seemed only I was feeling.

"Yeah. Would you want to get one to play with?"

"Yep!" she said very enthusiastically.

I was stunned. "Why are you so excited?"

"Because you want it. I want you to get what you want out of this. I'm definitely getting what I want." She bit her lip again thinking about what exactly she is getting.

She continued, "The best sex of my life.." she leaned in close and whispered, "better than I've ever had from anyone."

I squirmed and was so tuned on.

"So order your little cage. We'll figure out what works for us. And maybe I'll like it a little too much."

Four days later I opened a small box that had arrived and pulled out the black knockoff holy trainer I'd ordered from Amazon. I figured if this was something we wanted to pursue we could spend more on a nicer one. Ashley knew I'd ordered it but didn't know what it looked like.

I walked into the living room where she was on the couch.

"Hey babe, look at this."

She looked up and started laughing, "Look at the little thing!"

We inspected it for a minute and we messed with the lock and the odd looking key.

"Well," she said, "let's do this thing." I was super nervous all of a sudden. She reached to help me get my belt undone and next thing I knew I was standing there named from the waste down while she still sat on the couch.

She laughed as I squeezed my balls through the ring and I was rock hard. It took a while and some distractions but I finally got down to a normal size and she watched me but the top part around my cock and struggle to lock it.

It was done and she had her eyebrows up and was looking between the cage and my face. "Well!? How does it feel?"

"Very real."

She laughed and started inspecting. She moved it side to side and asked if everything was comfortable. I said it wasn't that bad so far.

I was holding the key and she asked, "Where do you want to keep it?" I told her it usually goes to the wife and she can do whatever she wants with it. I was so turned on that I pulled up a pic on my phone of a keyholder with a necklace which displayed the key perfectly for all to see.

"Fuck, that's hot," she said as she studied the pic. "I want that." She disappeared and came back with a chain about a minute later where she'd taken the charm off. She motioned for me to hand her the key and she slid it on the chain and had the necklace on before ai knew what had happened.

I'd wanted this for ages and here it was. I was looking at the most amazing woman in the world wearing my chastity key around her neck. I couldn't believe it.

It was dinner time and she said, "I want to go out tonight." She stood up and pulled my pants up as she did so. She patted the cage and said, "Tuck that thing away."

I zipped up and she looked at my crotch and gave a little laugh, "Its a bit of an odd looking bulge but the ladies are going to think you're packin'."

She got ready and kept playing with the key and looking at it while I drove her to one pf our favorite spots.

We went in and she kept asking me how it felt to be caged up out there. All these women that probably thought I was cute who had no idea.

We sat down and our regular waitress, a sweet college girl named Renee, came up and brought us our regular drinks without even asking. We were small talking and then she said, "Is that a new necklace, Ashley?"

I saw my wife get a little red and she said, "Yes, yes it is." Renee said she liked it and that was that.

As she walked away Ashley started laughing and covered her mouth. "Well that took all of two minutes."

I asked how she liked wearing the key and she said, "Not gonna lie, I feel so fucking sexy right now."

Her words were fuel to the fire. I wanted to get under that skirt and eat her out so badly right there.

We ordered and she said, "So what's the deal? How long do you wear that thing?"

To be honest I hadn't even thought about it. I told her that.

"I guess this was more of a test run just to see if it fits."

She didn't look amused and said, "Well we know it fits, right?"

She was right about that. it was relatively comfortable and I was surprised at the lack of pinching, which I'd heard was a problem sometimes.

"It's ok either way, but is this a fantasy of yours or something you actually want to try?" She was wanting to know if I was actually wanting to do this or if I thought it was hot in theory.

The turned-on, submissive brain of mine said, "Let's give it a go."

She smiled as Renee came back by to refill our waters and chatted for a minute. She asked how life was going and we both told her we felt like were in a great spot and just enjoying ourselves.

Renee said how it was so refreshing to hear that for a change because so many people seem so miserable.

"Yeah," Ashley glanced at me, "its easy to feel like you're locked in a cage sometimes, I guess... but we have fun."

I felt my dick strain against the polymer hard and it pinched. I moved a little bit abruptly and they both looked at me. Ashley was smiling, "You good, babe?"

I nodded.

She was so turned on when we were going back out to the car. As we were walking she said relatively quietly, "That's right, everyone. My husband is packing."

When we got in the car it was pretty late and we were parked a few rows deep in the parking lot. There were some people around but not enough to stop her.

She unzipped my pants and I undid my belt. We got my pants down enough to have my cage out. She took a pic and send it to Jason with the caption, "Its all miiiiiiine." Yes, she was a little drunk.

All I remember him replying was, "Oh shit!"

We got back to the house and I went down on her. She was so wet. I was straining against the cage and I was amazed that while it was super frustrating, it wasn't as painful as I thought it'd be.

We looked at our new toy on my dick and she laughed about how the tip of my penis eas trying to fit though the impossibly small hole at the end.

The biggest laugh of the night eas when I got up to go to the bathroom and realized I had to sit down. I started peeing and she came quickly through the door.

She was bending over laughing and said, "I realized you'd have to sit like a girl..." she breathed in heavily, "and I just had to see it." She was laughing so hard. I felt the angst in my stomach that I got when watching her fuck Jason.

That angst is a drug to a cuckold. I can never explain why in a way that makes sense but the humiliation is my sex. People don't get it, and that's ok, but my wife was starting to realize this and embrace it.

I've stopped trying to understand why I love it.

We got back in bed and she took the necklace off. I was sitting there with my caged cock out and she said, "What do you want? Some teasing?"

I realized I'd just assumed I would get it off at night. Successful trial, right?

"Oh I thought we may take it off for me to sleep?"

She was a little stunned, "Why?"

"I don't know... I guess I.."

"Do you need it off?"

"I guess not.." I said.

"Ok, well?" She shrugged her shoulders and turned her light out.

She then backed into me and wrapped my arms around her. She wiggled her ass enough into my crotch to make me start straining.

All I heard was a slight chuckle as she felt the cage press against her ass with my attempted boner.