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Chapter 11
Should I keep Jade aware of what I'm doing to her?
Yes, Let Her Know What I'm Doing
I want her to know this is happening. I want her to despair. I want to look in her eyes and see the same pain she caused me, but multiplied ten-fold. So much for cooling down. If anything, I was more worked up. I pulled out a blank piece of paper and started jotting down notes. I didn't want to screw this up and leave a loophole.
After about an hour of planning, I joined Jade on the couch. I had a list of commands for her:
-Never hurt me, avoid me, or try to escape from me.
-Never try to stop me from communicating with you.
-Never do anything to communicate to anyone about the app or that you are unhappy with me.
-Never do anything to communicate that you feel in danger from me.
-Forget that I gave you these commands, but still obey them.
I could see panic rising in Jade's eyes as I spoke, but the commands I put in place seemed to work. She got up and walked around the couch a few times, even made her way to the door, but she couldn't bring herself to leave. She started frantically using her phone, then would look confused and put it down again.
“Jade, come sit with me,” I commanded her again. She did as I told her to, still casting glances at the exit. “Look at me, Jade, and don't look away,” I said. I wanted to see her eyes as I described the future I had for her.
“The way I see it, Jade, you owe me. You owe me big.”
“I'll pay you back,” she interjected frantically. “I'll-”
“No,” I cut her off, raising my hand. “I mean, yes, you certainly will, but there's more than that. The way I see it, you owe me years of lost investments and everything that would entail.”
“I'm sorry, Ron. I swear I-”
“Shut it,” I told her. And she did. “Because there's more. Yes, you're going to pay me back. You're going to work for me now. You'll keep enough to pay your bills, enough to live off of. But the rest goes to me. And what's more...” I narrowed my eyes and tried to look into her soul as she stared back at me. “And what's more, you took a relationship from me. If it had been for your interfering, I would have had a future with Lynette. A relationship. Companionship. You took that from me. And so you're gonna pay me back.”
Jade tried to talk but couldn't. I had told her not to.
“Just to be clear, in addition to working for me, until I have a girlfriend to replace the one you chased away, you will fill that role in my life.”
Her face twisted in confusion.
“In every way,” I explained. “You'll go out with me, treat me like a boyfriend that you care about...”
I thought for a moment about the details, then continued, “you'll move in with me, cook for me, keep the place clean...” OK, so we were getting heavy into domestic and debatable gender roles, but I knew playing housekeeper would humiliate Jade, who had no intention of ever living that kind of life.
“And at the end of the day, you'll sleep next to me, sharing your body with me in every way that you think might make me a happy boyfriend. In every way Lynette would have, if you hadn't interfered.”
Jade was clearly agitated now, though still unable to speak.
“And Jade,” I concluded, “despite how you feel about it, you'll appear to be happy – so very content and satisfied – with our relationship. You'll only be able to express your true feelings when I say, 'Jade, tell me what's on your mind' and stop when I say, 'That's quite enough.'”
The tears that had started forming in the corners of Jade's eyes seemed to instantly transform to tears of joy, as a smile lit up her face. She looked at me happily for a few moments as I tried to think of anything I might have missed. Once I was sure I had covered all my bases, I started to realize how tired I was. The evening had been tense – exciting and stressful – and I was starting to feel the strain of that.
“Whew! It's getting late,” I commented. Jade was still silent, until I remembered I had commanded her not to speak. I laughed and wiped a tear from her cheek with my thumb. “You can talk now,” I said gently.
Jade sighed softly, smiled sweetly at me and said, “Thank you.” Then looking around she said, “I'll tidy up before bed.” Then she looked a little confused for a minute and said, “I didn't bring anything for spending the night...”
Right. The details of her moving in were going to take a little work. “I guess you could just wear one of my shirts to bed?” I suggested. “I've got extra toothbrushes. And unless you have somewhere to be early in the morning, you can go get your stuff to move here tomorrow, right?”
“Yeah, that would work,” Jade replied with a yawn. As I went to get ready for bed, I kept an eye on Jade as she picked up dirty dishes to put in the sink, wiped down the table, turned off the lights and made sure the door was locked. I moved slowly around my room picking up dirty laundry and tidying up as I watched her head to the bathroom and get ready to sleep. I timed it so we were approaching the bed at the same time.
“Can you give me a shirt... Ron?” she asked as she slowly unbuttoned her blouse and jeans.
“Are you chilly?” I asked.
“Not really, but...”
I doffed my own shirt and slipped off my pants, then crawled under the covers. “Then don't worry about it. Get your clothes off and come cuddle me.”
Unable to disobey me, and unable to express unhappiness, Jade took off her shirt and pants and started to lift the blanket to join me. I was going to tell her to strip all the way, since I was by that time bold enough to follow through on my desire to claim her body, but perhaps there would be some fun in taking those things off myself.
Jade crawled under the covers and scooted over until her body was pressed up against mine. My cock hardened at the feel of her warm skin all along me. I squeezed her a bit and then rolled back to turn off the light. When I rolled towards Jade again, I had to poke my face around hers until I found her mouth with mine.
“Did you want to do more than just cuddle?” she giggled.
“A lot more,” I sighed, running my hands up and down her back. I found the latch of her bra and twisted it apart. Jade complied by wiggling her arms out. I ran my hands along her sides and around to her front, lightly rubbing her breasts. She shivered as I cupped them and kissed the valley between them. Though not large, they did provide some cleavage and were a happy handful. “Take your panties off,” I whispered. I was no longer in the mood to be patient.
I backed up while she reached down and slipped off the last garment that stood between us, my boxers having been removed already. I slowly moved my hand down to the space between her legs, past the patch of thin hair and into the lips that I would soon become much more familiar with. She was, not surprisingly, unprepared for my entry. I began rubbing softly, lightly probing her entrance, hoping to encourage some lubrication; but even after a few minutes of making out, there as still nothing.
“Jade,” I said softly, “close your eyes and picture yourself with someone you lust after. When I touch you, picture that it's... it's her. Imagine she's got her fingers on you and in you and all over you.”
Jade giggled and said, “Silly! I only have eyes for you, babe.”
I knew that wasn't true, but my orders kept her from saying the truth. Nevertheless, she closed her eyes, and after a few more minutes, I sensed a greater response to my efforts. Jade began pushing back at my hand. There was the beginnings of moisture around my fingers. Her kisses became more intense. Once I felt my finger going freely in and out at her entrance, I decided I had been patient and considerate enough.
“Guide me into you,” I whispered. Then, for the first time, Jade's hand took hold of my stiffness. As we pushed closer together, almost reaching a point of contact, I said, “Jade, tell me what's on your mind.” I wanted to know if the real Jade was still in there somewhere, being tortured by all this.
“Oh God, Oh God, please stop this,” she began saying. Her face switched to panicked horror. “Ron, please, I know you're not a bad guy. You don't really want to do this to me, right? This is ****! It's not to late to stop. You can just-”
“That's quite enough,” I told her, and her please stopped. Her face went back to a serene, aroused look. She kissed me again and I felt my tip touch her lips. “Have you ever had a cock inside you?” I asked.
“Not yet,” she whispered back.
“What about a toy – a dildo, a strap-on?”
She shook her head no. “Not my kind of thing.”
“Are you excited to take your first cock?”
She nodded. “Especially because it's yours. I feel like... like I've been saving this for you.”
Hot damn.
Being side by side wasn't the best angle for penetration, so I said, “Hold on. Do you want to be on top? Or do you want me over you?”
“Whatever you want, babe,” she replied. “I just want to make you happy.”
I prefer to be on top. I love missionary position, the feeling of intimacy and dominance together. Eye contact, control, all that. But for Jade's first time, I wanted to **** the illusion that she was choosing this. I wanted her on top, doing all the work, giving her cock-virginity to me, unable to stop herself from riding me to the end. So I rolled onto my back and said, “How about you get on top?”
Jade smiled and straddled me. Gripping my dick, which was starting to leak pre-cum at that point, she aimed it for her opening and wiggled it until the tip was lodged into her entrance. Then, taking a deep breath, she started to lower herself. Jade winced and gasped as I passed the first couple of inches. Then she paused, raised herself up a bit, then looked at me with a shy grimace and pushed down again. I was more than halfway inside her and was tempted to grab her hips and **** myself the rest of the way, but I held back. This was her job to do.
Rising and falling just a bit, Jade acclimated herself to the fleshy intruder, working a bit of moisture around the top half of my cock. Then, taking another deep breath, she pushed down again and groaned, ending her journey with a cry of pain as she finally enveloped my whole member. Her thin bush enmeshed with mine and we were one.
Jade closed her eyes and took a series of deep breaths, her breasts rising and falling hypnotically before me. When her breathing slowed, I asked, “How does that feel?”
“Like a perfect fit,” she answered dreamily, her eyes still closed.
“Does it hurt?”
“A little,” she answered, then tilted her head. “OK, more than a little, but it's fine. I want you to be happy. I hope my body makes you happy. I owe you this.”
Music to my ears. “Take your time,” I urged her. “Just being inside you is... it's paradise. You can start moving whenever you feel ready.”
“Thanks, love,” she gasped, trying to move but stopping. “I'm gonna try to push through the pain,” she said, her hips moving just slightly. “You deserve this.”
After a minute or two over very slight hip movement, Jade tried pumping up and down. She winced as she did so, then said softly, “It's not so bad now. I think I'll be fine in a minute.”
I was content (for the moment) to admire what I could see of her body, her light skin reflecting the streetlight that was pushing through my blinds. Her nipples were pointed out, either from the chill or from arousal, and her breasts would sway with every motion of her hips. Sometimes she moved forward and backwards, sliding along my crotch. Sometimes she moved up and down, exposing only half my length before lowering herself gently down.
“Jade, remember when I told you to imagine someone else?” She nodded and said nothing. “Keep doing that,” I instructed. “Imagine that somehow that what you're doing with me is possible with her. Picture her beneath you. Picture her filling you. Picture her body rubbing against yours, OK?”
Jade didn't object this time. She did, however, start rubbing a little faster. Pressing a little harder. Pumping a little more often. And soon she had worked herself up into heavy breathing. Her face was scrunching up, her lips parting slightly and small moans escaping.
“Jade, baby, do you think you could cum like this?”
She nodded quickly, “Eventually. I think so.”
“Do what you need to, but keep me inside you, OK?”
She nodded her understanding. Her legs flexed and stretched out behind her, rubbing along my thighs. She leaned forward a bit and started breathing more heavily. After a few more minutes, she forcefully grabbed my hand from her hip and pressed it against her breast.
“Squeeze me,” she gasped huskily. “But not too hard.” I tried to do what she asked, and she seemed happy with it. Her hips pressed down, rubbing her crotch against my pubic bone. Jade continued that effort for a minute, her breath becoming sexy whines of need. She suddenly straightened up and began rubbing at her clit. I felt her walls clench around me and watched her face screw up into a tense expression. Then she started moaning a soft and rising “OoooohhhhhhHHHH!!” that ended with her collapsing back down onto me as her walls squeezed my shaft. Jade rubbed her whole body – breasts, legs, face, arms, everything – against me while grunting and groaning in my ear. I wrapped my arms around her body and enjoyed this feeling of intimacy, even if it was somewhat false. Once she was done with her release, her body noticeably relaxed. Jade kissed my neck and lifted herself up enough to look at me. “Thank you,” she said with a smile.
“You're welcome,” I chuckled, caressing her naked back and ass with my hands. “Catch your breath and then I'll finish.”
“OK,” she replied, nuzzling her nose into my neck and giggling. After a minute or two of recovery, during which my cock remained painfully insistent of my own need to cum, Jade slowly rose and straightened up, looking down at me with a smirk. “How do you wanna finish?” she asked.
Well, how do you want to finish?
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Updated on Nov 17, 2025
by Cmello
Created on Jun 18, 2021
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