This story is set several years after part one, maybe not seven years as it is in reality, but still a good while!
It wasn’t until about three weeks before my 39th birthday that I realised that if Mistress Karen didn’t let me cum beforehand, then I was going to hit exactly one hundred days of chastity on the actual day. I knew then that something was up and that this couldn’t just be a happy coincidence. Could it?
Of course she never told me she was aiming for my birthday, she just kept ruining me every so often and teasing that she wanted me to wait 'a little bit longer' and since she has been controlling my orgasms for quite a while now, all I could do was wait and see...
I awoke quite early on the morning of my birthday, which luckily was a Sunday (so no need to rush out of bed and get ready for work). As usual my cock was hard and aching for attention, so much so that I could even feel some pre-cum lubricating the tip.
I rolled onto my side and cuddled against Mistress Karen’s back, my swollen tool pressing eagerly against her gorgeous ass, while my hand slid over her side and up towards her heavy breasts. Mistress continued to doze, but slowly ground her sexy ass against me, increasing my already pretty intense level of desperation.
I grunted pleasurably. This was exactly what I signed up for after all, when I gave my wonderful wife complete and total control of my orgasms, and this was what I got. I certainly wouldn't change it for anything...
Eventually Mistress reached back and cupped my swollen balls.
"Mmm," she said, "these feel so full of cum, I bet you can't wait to empty them?"
I groaned in agreement as she turned over and faced me.
"You know what today is, don't you?"
"My birthday..."
"Yes, but that's not all. Do you remember ages ago when I was teasing you and I said I should get you to a hundred days and then... well, do you remember what I said I should do once I got you there?"
"Not really," I replied nervously. Actually I did kind of remember, but I wasn't 100% sure. She always told me the dirtiest things when she teased me, so it was hard to keep track of all her little fantasies!
Mistress curled her fingers around my throbbing cock, stroking it gently and rubbing the tip with her thumb until it was covered in pre-cum.
"You really don't remember?" she smiled, lifting her thumb to her mouth and licking the pre-cum off her digit, moaning softly as she did so.
"No Mistress...."
"Mmmm....I love the taste of pre-cum," she said, "just knowing how close it means you are and how desperate you must be to empty those heavy balls makes me SO happy."
I felt her hand move back down between us, before her fingers squeezed my balls then curled around my throbbing cock again.
"Well, since you've been so good for me and waited soooo long for a proper orgasm this time, I'm going to give you something truly memorable for your birthday..."
I started to wonder if I had misremembered what she'd said and tried to imagine what she could possibly be talking about. Was she going to let me fuck her ass on my birthday? She occasionally teased me about letting me do that, but she usually only pulled that one out when I was struggling to cum or something. It was something she kept in her pocket because she knew it was a failsafe, especially if she told me how bad she wanted to feel me cumming inside her ass and then making me clean it...
But it seemed incredibly unlikely and besides I'm not sure how long that would last given the state I was in.
"You really don't remember what I said?"
"No Mistress..."
"Okay, well I guess it was quite a while ago..."
She paused for a second and squeezed her fingers tightly around my engorged cock, forcing another drop of precum out onto the tip to lubricate it as my foreskin moved backwards and forwards.
"We were here in bed.. and I was teasing you with a dream I had about riding your face while I sucked off two huge cocks. Their cum spattered all over me and down onto your face… then I used my fingers to scrape it up and feed you all their spunk, while you fingered my ass and made me cum. It was a wonderful dream."
Karen gave me a few brisk strokes before she continued.
"Anyway... you had a ruined orgasm and I sucked all your cum up and spat it into your mouth, it was sooo hot… and you loved every second of it." She paused for a second. "Do you need me to stop?"
"No Mistress," I was getting close, but I wasn't there yet.
She slowed down her strokes as she continued...
"And I said 'I should get you to a hundred days and then make you cum every day for a week'..."
"I'm close Mistress!" I warned suddenly.
Karen let go and pulled away from me slightly.
"It won't be much longer slave, just don't cum without permission okay... you don't want to spoil your birthday present do you?"
"No Mistress," I gasped.
"Good boy," she whispered, kissing me softly while playing with my aching balls.
"Mmmm, how many hot cummy loads do you think I can extract in a week. Ten? FIfteen? Twenty? More? Can we get at least three loads a day for you to swallow do you think? Mmmm, so good!"
I moaned loudly at the thought of being allowed to cum so much and having to swallow every drop.
"Yesssss, you love that don't you, you little cumslut... you love the thought of all that warm jizz. And you love it when I make you eat it for me don't you?"
"Yes Mistress," I breathed, aware that my cock was fast approaching critical mass.
She had me there, I did love it. But while I loved the thought of eating my own cum, I could never go through with it unless Mistress MADE me do it... it just wasn't the same.
"I'm close Mistress," I warned again. "I'm close!!"
"Cum for me slave," Mistress ordered, her hand moving quickly on the shaft of my cock. "Shoot for me..."
I threw the duvet back and twisted onto my back as Mistress pumped me to the cliff edge. Then I felt my balls start to tighten, indeed it felt like every muscle in my whole body contracted as I prepared for my first real orgasm in an age. I could feel it getting closer and closer and closer, closer... finally!"
"Cum!" Mistress ordered, her hand a blur on my throbbing pole.
I should have known, of course... but as soon as my body tipped over the edge I felt her hand loosen its grip and then pull away, leaving me pumping into thin air, my cum trickling down my cock and pooling at the bottom of my shaft like so many times before.
"Yesssss... so hot!" I heard Karen cry as I looked down and watched my cum oozing joylessly out of my poor, denied cock.
Then I felt her fingers touching my skin, skipping towards my cock and then dipping down between my legs. She pulled my balls tight and a huge glob of cum slid from the tip of my still hard rod and down onto my stomach. She let go of my balls then scooped up the cum and lifted it towards my head, finally depositing it in my open mouth.
Karen giggled as she watched me obediently clean up the bulk of my mess and subsequently every cum coated finger that she offered me.
"So... " she said, "the good news is, that was only your first orgasm today, and there’s no limit on how many you can have. The only new rule is that the first two each day will be ruined, so you should probably think before you bite off too many at once."
I continued swallowing my cum, the taste still lingering on my lips and tongue.
"And then... next Sunday, if you can still even get hard after all that...” she laughed, “ and in fact, even if you CAN'T, I'm going to milk your cock until your tank is COMPLETELY dry. And do you know why?"
"No Mistress," I whispered, my heart beating fast and loud.
"Because, slave... I want you completely empty before you start your next chastity period. Which, will be by far your longest ever!”
Considering I had just done a hundred days this was quite a shock.
“Are you… are you serious?” I asked incredulously.
“Yes, after this week… you won’t cum properly again until you are 40 years old.”
I gasped out loud, unable to believe what I was hearing.
"Don’t worry.” she offered. “I know it will be hard for you, but I fully intend to make sure you get there… no matter what it takes. Even if ultimately I have to lock your cock away. I know, I’ve never been keen on that idea before, but if that’s the only way to make it happen then that’s what we’ll have to do. And you'll still be having lots and lots of wonderful ruins along the way, all of which will be going down your eager throat... you just won't be feeling that final pleasurable touch before you empty your balls."
“But….” I groaned softly.
“But what slave, you knew what you were getting into when you asked me to control your orgasms didn’t you? You knew that one day I would probably make your denial permanent. We talked about it at length, and you told me that if that’s what I wanted then that’s how it would be. For now all I’m talking about is a year; a test if you like, to see if you really can handle it. After that, who knows… maybe I will give you one more proper orgasm before I fully pull the plug, or maybe we’ll go back to how it has been the last few years… I simply haven’t decided yet.”
She looked at me like the cat that got the cream.
"And anyway, I know you crave swallowing your load more than your actual orgasm, isn't that true slave?"
Embarrassing as it was to admit, she was right.
"Yes... Mistress."
Karen smiled victoriously.
“Of course you can stop this game any time you want to slave, you know that… we can go back to being a ‘normal’ vanilla couple who have normal sex and you can cum as much as you want. But I don’t honestly think you want that do you?”
“No Mistress,” I admitted.
“I know you don’t, you love this… you need this more than you can explain don’t you?”
I nodded gently.
“You love that I control your cock and when you can cum. You love that only I can give you the pleasure of a full orgasm and only I can ruin those same orgasms… it’s perfect isn’t it slave, that feeling of ceding control? Even though up until now your cock has always been free and you could make yourself cum if you REALLY wanted, you know the guilt would eat you up don’t you?”
I nodded again. Every word she said was true.
“But like I said, if you think it’s too much and you’re going to need ‘help’ staying on the straight and narrow, then I am willing to explore the cage route. I don’t really want to because it’s much more fun for me to know that every day you struggle to obey me. But one way or another you WILL endure a year without a single pleasurable orgasm for me. After all, there’s no reason why you should ‘need’ to cum properly, as long as I ruin you regularly you’ll be fine.”
“Yes Mistress,” I mouthed, half excited, half destroyed, but at the same time consumed with passion for the woman who loved me enough to bring my fantasies to life and push them even further than I thought possible.
"Good. Now let's get up and have some breakfast, then later you can have another ruin and then tonight you can cum properly, does that sound good?"
"Yes Mistress, but...."
"Yes slave?"
"Can I make you cum before we get up... please?"
"Mmmmm, well.... okay slave, it is your birthday after all."
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