My Journey Into A Loving Female Led Relationship: Chapter 23

My name is John, though I go by rgjohn, and I’ve written a few erotic books and some content for Literotica. When Emma read my work, she suggested I write about loving, female-led relationships—a genre she’s passionate about. It’s been a while since I’ve written, but a fan recently reignited my interest by asking me to turn his detailed journal into a story. Initially skeptical, I found myself captivated by his account of a Female-Led Relationship (FLR), a concept I hadn’t explored before. With a mix of curiosity and research, I’ve decided to craft a multi-part story spanning over 20 chapters. If you are just starting, you should begin your journey back at chapter 1.

Chapter 23 : Sally and Jason Have a Deeper Discussion On FLR, Sally Brings Up Cuckolding at Breakfast Table With Anna

Once we were done eating, Sally leaned in slightly with her coffee in her hand. “Do you mind if I ask you something deeper?”

“Go ahead,” I replied, though I added, “But I have to warn you, anything we talk about, I’ll tell Anna if she asks.”

“You don’t keep secrets from each other?” she asked, intrigued.

“I don’t keep secrets from her,” I clarified. “As for Anna… well, I wouldn’t know if she does, since they’re secrets.”

Sally laughed. “Fair point. But she doesn’t have to tell you everything?”

“Or anything,” I said, “that’s part of our agreement.”

She paused, then asked, “I still don’t understand why you allow her to do this to you. You know, the cage, the whole FLR thing?”

“As Anna said last night, I initiated it.”

“Why? I still don’t understand.” she said.

“It’s a bit of a long story,” I said.

“I’ve got time,” she replied with genuine curiosity.

I took a deep breath and started. “First off, you know I had a serious problem with chronic masturbation. It caused a lot of issues between Anna and me. But it wasn’t just that. I wasn’t treating her right. I took our relationship for granted and became complacent, even dismissive. I wasn’t physically abusive, but emotionally and mentally… I wasn’t the partner she deserved.”

Sally nodded. “I remember she was really unhappy last year. She didn’t know what to do. But then things changed almost overnight. I didn’t understand why, though she did mention you two had an alternative relationship. I didn’t know exactly what that meant. I questioned her, but she was in such a state that, although we share everything, she wasn’t ready to talk about it. But then, almost overnight, I noticed how happy she became, and she began to open up more to me… of course, she hasn’t told me everything. Truthfully, even though she denied it, I thought she had a lover.”

“You mean, Michael,” I said. I knew I should have said that but it just came out.

Sally smiled. “Oh you know about him?”

“Not really, I heard you mention him and it came up in other conversations. She admitted that there were rumors at work involving her and him,” I said.

“Well, she is not doing anything with him, but if she was going to have a lover, it would be him, I think” Sally said.

I was relieved, but not as much as I should have been. I worried that Anna missed penetrative sex. She missed getting fucked by a real cock and we both knew it. There was a time coming when we would have to discuss it.

“Anyway, the change came after I was locked up,” I said, pointing to the cage with a faint smile.

“It’s so cute,” she said, looking down at my caged penis. She reached over and shook the cage and giggled.

I blushed as the little guy stirred.

“What happened? Was it just the masturbation? I feel like there’s more to it,” she said.

“Well, getting caught masturbating was definitely the breaking point. She was furious, and had a right to be. It unleashed all the frustration she’d been bottling up. Honestly, I was oblivious to how bad things had gotten between us. I thought everything was at least okay. But when she caught me, I could tell she was ready to end things. That scared me to death.”

“She told me you didn’t have much money when you first got together. Was it about losing the lifestyle she provides?” Sally asked directly.

“No, not at all. I’ve never cared about money. That’s one of the reasons she was drawn to me. I didn’t chase status or wealth. But I did care deeply about her. The thought of losing Anna… that’s what terrified me,” I admitted.

Sally’s expression softened. “So, how did the cage come into play?”

“As I said, that was my idea,” I reiterated.

“So you actually asked to be locked up?” she asked.

”Yes. After she caught me, she wouldn’t speak to me for a week. I spent that time doing research on why men become habitual masturbators, on relationships, and on ways to fix things. That’s how I stumbled upon Female-Led-Relationships and chastity cages. At first, it was just curiosity. But the more I read, the more it made sense. I realized I couldn’t stop on my own, and I needed something drastic to change my behavior.”

“And you thought locking yourself up was the answer?” she asked incredulously.

“I wasn’t sure at first. But I kept digging into Female-Led Relationships, FLRs, and how chastity fit into that dynamic. The more I read, the more it resonated with me. By the end of that week, I was convinced that it might be a solution. I had decided to bring it up to Anna.”

“How did she react?”

“She was shocked. I don’t think she knew what to say at first. I explained everything; how I had failed her, how I wanted to make things right, and how I thought chastity could help. I even told her I’d done research on FLRs and was willing to try it if it meant saving our marriage.”

“And she agreed right away?” Sally asked.

“Eventually. At first, she thought I was crazy. But the more we talked about it, the more intrigued she became. She asked a lot of questions, she’s very smart, and did her own research. After a lot of discussion, she agreed to give it a try. That’s when I ordered my first cages.”

Sally raised an eyebrow. “Cages?”

“Yes, as I think I said, I bought ten. I wanted to find one that fit well and was comfortable enough for long-term wear. Most of them weren’t very secure, though. That’s why I eventually had this one custom-made. And now I have several custom made cages of different sizes. There are some that don’t use keys now, with electronics, but she kind of likes the idea of the key. It is more visually stimulating and… I’m not sure of the word… maybe primal.”

“How can a simple chastity cage make such a big difference? I mean, has it really changed things for you?”

“You can’t believe your lying eyes, huh?” I asked sarcastically.

Sally reached over and grabbed my caged penis and shook it. I yelped and she said, “Watch out buster, or I might just discipline you myself. I believed her.

“Okay,, okay, sorry,” I said. “It changed everything. Wearing the cage reminds me every day of my commitment to Anna. It’s a constant reminder that my focus should be on her, not myself. When I have it on, which is all the time now, it feels like she has her hand wrapped around my penis and testicles. It feels comforting. And honestly, it’s made our relationship stronger. She feels more appreciated and in control, and I feel… free, in a strange way.”

“Free?” she repeated, puzzled.

“Free from the guilt, the shame, the bad habits that were ruining our relationship. Free from the desire to constantly masturbate. Free to focus on what really matters… making Anna happy.”

Sally smiled. “I have to admit, it’s fascinating. And it’s clearly working for both of you.”

“It is,” I said. “But it’s not just about the cage. It’s about communication, trust, and being willing to put her needs above my own. The cage is just a tool to help me stay on track. When I was masturbating, I rarely thought of anything else. Now those thoughts are of Anna, and that is far more exciting than porn.”

Sally leaned back and studied me for a moment. “You really love her, don’t you?”

“With all my heart,” I said without hesitation. I almost choked up.

She nodded thoughtfully. “Well, I can see why she’s so happy now. You’ve given her something most men wouldn’t even consider.”

Just then, Anna walked into the kitchen. She was wearing pajama bottoms and the same cropped top from the night before. When she saw Sally sitting at the table topless, she froze mid-step.

“What’s going on here?” Anna asked with raised eyebrows.

Sally grinned. “It’s all my fault. I decided to give Jason a little show. Don’t worry, he didn’t ask for it. I wanted to torture his little penis.”

Anna smirked. “But he looked, didn’t he?”

“He is not made out of stone.” Sally giggled.

“Still, he has to add five demerits to his total,” Anna said.

Sally turned to me with a pouty look on her face and said, “Sorry.”

I could see she wasn’t. I shrugged.

Sally said, “We’ve been having a very interesting conversation.”

Anna poured herself a cup of coffee and joined us at the table. “Oh? About what?”

“FLRs, chastity, discipline… and cuckolding,” Sally said with a sly grin, her voice dripping with mischief.

My eyes widened, and I fought the urge to gasp. We hadn’t discussed cuckolding, at all. Sally was steering the conversation into uncharted territory, and I couldn’t understand her motive. Was she trying to stir something between Anna and me, or was this just playful teasing? Either way, it felt like a dangerous game.

Anna raised an eyebrow again, her expression sharp but amused. “Cuckolding? That’s quite the breakfast topic, Sally.”

Sally shrugged, swirling her coffee cup in her hand. “It just came up naturally. And honestly, it’s something worth talking about, don’t you think? Especially with your FLR and him being all caged up… permanently.”

Anna’s eyes flicked to me. Her expression was unreadable… somewhere between curiosity and caution. I swallowed hard, my mouth dry, my pulse quickening. I had no idea how to navigate this. This wasn’t just casual pillow talk, it was a loaded question.

Anna leaned back in her chair, taking a slow sip of coffee as her gaze shifted between us. “Cuckolding, huh? That’s a pretty charged subject. What exactly did you discuss?”

Sally got a disarming smile on her face, her glance briefly flicking to me before she turned back to Anna. “Oh, nothing too deep. I just pointed out that a lot of women, when their husband or lover can’t deliver sexually, end up exploring it, especially when they want… let’s say, a broader range of experiences. It’s not as taboo as it used to be.”

Anna’s lips curved slightly, her head tilting as she studied me, making me think that she and Sally had discussed this. “Jason? What are your thoughts on it?”

My throat felt tight. Every possible response felt like it was walking a razor’s edge. I forced myself to speak, trying to sound composed. “It’s… complicated. Anna, I love you more than anything, and I want you to be happy. But the idea of you being with someone else… it’s hard to process. I’m not sure how I’d feel if it actually happened.”

Anna’s gaze softened, her eyes searching mine. “Thank you for being honest. I know this isn’t an easy thing to talk about. It’s delicate, and it’s not something I’d ever expect you to have a fully formed opinion on right away.”

Sally leaned forward slightly, her voice smooth and coaxing. She grabbed my cage again rather possessively. I gasped. “But Jason, you do want Anna to have every pleasure, right?”

I nodded immediately and she let the cage go. “Of course. I’ve always said that. If there’s something Anna wants or needs, I’ll do whatever it takes to make it happen.” I turned to Anna and added, “But… I also worry. What if it changes us? What if I lose you?”

Anna reached out and placed her hand gently over mine. Her warmth was grounding, steadying me. “Jason, listen to me. You’re not going to lose me. Our relationship is stronger now than it’s ever been. But I also understand your fears. This isn’t something to rush into. It’s just a conversation.”

Her words were a balm, but I could tell this conversation wasn’t over.

“Thank you,” I said softly. “That means a lot.”

Sally, never one to let tension linger, smirked again. “But, hypothetically, if Anna did decide to take a lover, how would you feel about being part of it? Helping her get ready for a date… or being there afterward to care for her?”

She wasn’t going to let it go. Heat flooded my face, and my stomach knotted. My thoughts raced as I tried to form a coherent response. “I… I honestly don’t know. Part of me thinks it would be incredibly difficult. But another part of me… I think I’d feel honored to support Anna in whatever way she needed.”

Anna’s smile returned, this time softer, more intimate. “And that, Jason, is why I love you so much. You’re always thinking about me now… always putting me first, even when it’s hard for you.”

Sally’s grin widened. “See? I told you, Anna. He’d make the perfect cuckold. He’s already so devoted to you. Honestly, if anyone could make this work, it’s you two.”

Anna chuckled, shaking her head slightly. “Let’s not get ahead of ourselves, Sally. This is a huge topic, and it’s not something to dive into lightly. I’d never want to spring anything on Jason that he’s not fully ready for.”

But it already felt sprung. The topic was now in the air, floating between us like a phantom neither of us could ignore.

Anna glanced back at me, her eyes holding mine. “That said… it is an intriguing idea. I’ve read about it… there are books written about it. It’s not completely foreign to me.”

Her admission sent a ripple of nervous excitement through me. She had thought of it. I felt vulnerable, exposed, yet strangely… intrigued.

“Whatever you decide, Anna, I trust you. You know what’s best for us,” I said quietly, my voice laced with both fear and sincerity.

Anna leaned in, her hand still holding mine. “Jason, there’s no rush here. We’ll talk, we’ll explore, and we’ll move forward together… if and when it feels right. Okay?”

I nodded, exhaling a breath I hadn’t realized I was holding.

Sally reclined in her chair, apparently feeling proud of herself. “Well, I think I’ve stirred the pot enough for one morning. But… you two are something special. I hope you know that.”

Anna smiled, her fingers squeezing mine again. “We do.”

Sally nodded and said to Anna, “Fair enough. But if you ever need advice or want to talk, I’m here. And I know someone who might be able to share her own experiences on cuckolding, if you’re interested.”

I immediately wondered if that “someone” was Sally herself, but then pushed it from my head.

Anna glanced at me, her eyes sparkling. “We’ll see. For now, let’s just enjoy the journey we’re on.”

The conversation paused there, but the weight of it lingered. It felt like a door had been cracked open, one that couldn’t easily be closed again.

Continue to Chapter 24