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 32: Pegging Continued
My chest heaved. I felt stretched, filled to my limit, but not in pain… just completely overwhelmed by sensation. I was now very happy that I was vigilant in my preparation using the longest plug. It was only almost the same size as this cock. A strange wave of pride washed over me, I had done it.
Anna leaned forward, without movement of her hips, her soft hair falling over my face as she pressed her forehead to mine. “Congratulations, baby,” she said softly. “This means so much to me. You’ve given me everything, you are mine… forever, and ever more.”
Her words melted through the tension still lingering in my muscles. I closed my eyes as her lips met mine in a deep, lingering kiss, filled with tenderness and gratitude. It truly felt like the artificial cock was a flesh and blood extension of her.
As she shifted above me, the diamond-studded key to my chastity cage, hanging on a delicately gold chain, caught the light before coming to rest on my chin. It sparkled in the dim glow of the room, a symbol our amazing relationship.
It was the symbol of everything we had done… everything we had become. It was the reason we had done it. My penis was captured, never again to be used for my own selfish pleasure. I couldn’t use it on her anymore because it was never enough. But I could still give her pleasure… with my hands, my mouth, and now, my ass. She had all of me.
My body relaxed as I wrapped my arms around her, pulling her closer. Her soft breasts pressed against me, her heartbeat steady against my chest, our breaths falling into a quiet rhythm.
“I love you,” she whispered, her voice trembling with sincerity. “I love you so much.”
“I love you too,” I answered, my voice raw with emotion.
We stayed like that… connected, vulnerable, utterly present. The artificial cock, buried as deep inside me as it could go, bound us together in a way that felt beyond physical. There was no rush, no expectation… just us, wrapped in a moment that felt deeply transformative.
After a while, I lifted my legs and wrapped them around her waist, the timeless missionary position… only this time, it was a woman on top, with a cock.
She kissed my neck, her breath warm against my skin, and whispered, “I love you. I love you.”
Anna lingered, holding me close for several long moments before finally murmuring, “Okay, baby, I’m going to pull out slowly.”
I felt her hips moving backward as the cock moved outward. It seemed I could feel every inch as it exited. However, I couldn’t tell how much was left inside until Anna said, “It’s only the head inside now. I am going push back in, so take a deep breath.
As she started to push again, I moaned and gasped. Again I tried to take a deep breath and let it out slowly.
“That’s it baby, breathe. It’s going back it in, in, in, you almost have it all again. Fuck this is amazing,” Anna said.
“You have all of it again,” she said, breathless now. She paused again.
I gulped air fast trying to get enough oxygen.
“Out again,” she said, pulling out a little faster.
Then back in a little faster. Anna squirted more lube onto the cock.
It was becoming easier with each push, my body slowly adjusting to the rhythm Anna was setting. There was a brief moment of relief every time she pulled back, only to be followed by the deep fullness when she pressed forward again. Each movement felt more fluid, and I began to match her pace with my breathing… inhaling as she pushed in and, exhaling as she pulled out.
“Okay,” Anna said, her voice soft but firm, “I’m going to go a little faster now. If it’s too much, tell me. I won’t stop, but I’ll slow down if you need me to.”
“Okay… okay,” I managed to reply, my voice uneven as I adjusted to the increasing tempo.
Anna’s hands gripped my hips gently but securely, guiding herself as she pushed forward again, steadier this time, her movements growing more confident.
“Oh, it’s beautiful,” she said breathlessly, her voice carrying a mix of awe and excitement. “I wish you could see what I see.”
Her words sent a rush of warmth through me, a strange but profound sense of connection forming in this deeply vulnerable moment.
“Fuck, I’m going to cum,” Anna gasped suddenly, her voice trembling. With one final thrust, she pressed fully into me and froze, her body taut and quivering as waves of pleasure overtook her. I could feel it deep inside me as her body shuddered, her moans spilling into the air. Somehow, I swear the sensation translated through the artificial cock buried within me, sending a faint, vibrating pulse against my prostate. Something stirred inside me, something unfamiliar, something I couldn’t quite name.
I groaned softly at the intensity of that last movement, but my focus wasn’t on myself. It was on her. I felt her thighs tightening against me, her shudders rolling through her body and into mine, her pleasure radiating outward like heat. Anna was lost in pure ecstasy, and I had been part of creating that.
Despite the lingering tension and the strange new sensations coursing through me, a deep sense of pride and fulfillment settled over me. I had given her this moment. I had given her everything. And in return, I had never felt so completely hers.
As her breathing began to slow, Anna leaned over me, her bare chest pressing against mine again. Her body was warm and soft, her hair cascading down around us like a curtain. I could feel her heartbeat, strong and steady, syncing with my own again.
“Are you okay?” she asked softly, her voice filled with care and affection. “I didn’t expect to climax.”
I nodded, my voice catching as I said, “I’m okay… more than okay.”
Anna smiled, her face glowing with tenderness as she kissed me deeply. It wasn’t rushed or hungry. It was slow, intentional, and filled with emotion.
“Thank you,” she whispered against my lips. “Thank you for trusting me.”
“No,” I replied, my voice thick with emotion. “Thank you for guiding me… for being so gentle, for opening me up, literally and figuratively, to new things… to this wonderful new life we share.”
We stayed like that for a moment, wrapped in each other’s warmth, hearts beating as one. It felt like we had crossed an invisible threshold in our relationship, a place where trust and vulnerability coexisted with strength and love.
Anna brushed a strand of hair from her face and rested her forehead against mine. “We did it,” she said softly, her voice carrying both pride and love.
“Yes,” I whispered back. “We did.”
The world outside felt distant, unimportant. In that moment, it was just us… two people deeply connected in a way words couldn’t fully capture. Connected in a way that most people would never experience.
“That climax was so good. Now I going to fuck you baby. I’m going to fuck you like a man would,” she warned.
“It’s okay,” I said breathlessly. The pressure was still there, but I didn’t care anymore. I was giving her pleasure and that was all that mattered. “Fuck me as hard as you want… I want to feel it. Take my ass like you own it… because now you do.”
“Yes, yes,” Anna said as she began to move rapidly in and out of me. With each thrust she pushed deep into me. The room filled with both of our moans and the loud slapping sounds of her thighs against mine. Each thrust of her thighs reminded me that I had recently been disciplined. But even that brought me pleasure because it had brought her pleasure. I was giving everything I had to give to her. I was her vessel for pleasure, literally, and I didn’t care how hard she fucked me, it was all worth it.
“Fuck me,” I cried out.
“I’m cumming again,” Anna said and thrust deeply and paused with the cock as deep as it could go. I think my words alone had made her climax this time. I could feel her body shaking with incredible pleasure.
Suddenly, that weird feeling starting inside me again. It felt similar to when the doctor had done her prostate exam, but magnified. It wasn’t particularly pleasurable, but there were spasms inside me causing my trapped penis to throb. Then I was suddenly mortified because it felt like I was peeing, but it didn’t come out that fast. I realized that this was like a milking Anna had done to me many times, but multiplied by five.
“Fuck, fuck, fuck,” I gasped as my insides seemed like they were contracting. And then suddenly it stopped and there was nothing more except the cock moving in and out as Anna continued to fuck me.
She spoke soothing words and said how wonderful it felt to fuck me, to take my virginity. It was so special and only she would ever have it. She said, “You are mine ‘Forever’, now baby. No one will ever have what you have given to me. I will never let you go.”
I moaned as more fluid drooled out of me without the throbbing. I surmised that it was residual from earlier.
Anna climaxed several more times before she finally stopped thrusting and fell forward onto my chest, collapsing on top of me. I could feel her heavy breathing and small moans of pleasure.
I laid there waiting for her to recover. My arms and legs again wrapped around her in a loving embrace.
She said, “Wow, baby that was one of the most amazing things I have ever experienced. I climaxed from just the rubbing on my clit. I hope it was good for you.”
I said, “It was … it was uh strange. I think I squirted something.”
“What?” she said and looked down between us.
“Wait a minute,” she said, “I’m going to pull out slowly now. Just stay there.”
I groaned as she slowly pulled the cock out of me. When it exited I felt incredibly empty… like something was missing.
“Are you okay,” she asked as she rested beside me.
“I think so, but I’m sorry I messed up. I might have peed,” I said.
She looked down and smiled when she saw the mess on my stomach. She smiled and said, “That is not pee. It is prostate fluid. You have just been milked with a ass fucking.” She said it with pride. “You keep amazing me.”
In spite of everything I had to smile.
I said, “Can you take off this small cage?”
“Sure,” Anna replied. “But you will have to put the other one back on, you know the rules.” She reached for the key hanging around her neck and gently unlocked the tiny cage, slipping it off.
I sighed in relief as my trapped erection sprang to full size, still hard and throbbing.
“Well, look at that, he’s still got some life in him,” she teased.
I said hesitantly, “Can I take off these clothes now?” I was referring to the corset, stockings, and panties she had dressed me in earlier.
“No, I like the way they look on you. I want you to sleep with me that way,” she said with a smile. “But I can loosen the corset a bit.”
She moved behind me, loosening the laces just enough for me to breathe easier. I gasped in relief, realizing how much the tight garment had restricted me.
“Better?” she asked, her tone soft and affectionate.
“Yes, thank you,” I replied. Though still not completely comfortable, I appreciated the slight reprieve.
“Now, clean up the mess you made and then come back to bed, so we can snuggle,” she said, her voice filled with satisfaction and pleasure.
I hurried to grab a towel, cleaning up my stomach and then got my normal cage and took it back to her to put on me.
“All clean,” I said, crawling back into bed.
We lay face to face, her leg draped over mine, her soft, warm breasts brushing against my chest. My penis as hard as it could get in my regular cage. It pressed against her stomach, and I moaned involuntarily. Her cock slipped between my thighs and rested there.
“Careful,” I said, half-joking. “I might have an accident.”
Her lips curved into a teasing smile. “Your poor ass wouldn’t want that. I’m not sure there’s any room left to use the cane tonight.”
Her words were playful, but they dampened my excitement enough for me to manage my arousal. Still, my restricted erection inside my cage, refused to subside, the proximity to her too intoxicating.
As I pulled her into my arms, we kissed deeply. But then I heard a quiet sob escape her lips.
Alarmed, I pulled back and cradled her face in my hands. “What’s wrong? Did I do something?”
“Nothing,” she whispered, her voice trembling. “You were wonderful. Sometimes, I just wonder if I deserve you.”
Her words struck me deeply. I shook my head and said firmly, “No, Anna. It’s the other way around. I don’t deserve you.”
A soft smile played on her lips as she sniffled. “We’re a fine pair, aren’t we?” she said, her voice tinged happiness and a hint of amusement.
I laughed gently and said, “Can I take care of you now?”
Her smile brightened, and she nodded. “Always.”
I shifted, working my way down her body with kisses, pausing to savoring her breasts and the softness of her skin. Once I had her gasping, I turned so that my head was near her feet, I lifted her leg to give better access to her glistening core. He thighs imprisoned my head, as I began pleasuring her with my tongue. I was surprised to feel her lips and tongue gently licking my exposed balls. It was rare for her to do that, and it sent a shiver of pleasure through me.
I moaned against her as I brought her to climax after climax. Each time her body trembled and her thighs tightened around me, I felt a surge of pride and love. When she finally collapsed in satisfaction, I turned over and she snuggled into me in spoon fashion. I felt her reach down and cradle my cage. Within minutes, her breathing slowed as she drifted into sleep.
For the first time in my life, I felt utterly complete. I had given Anna something that I could never give again … my anal virginity. I had given it to her because of my deep love for her.
Continue to Chapter 33
