I was a bad girl today and forgot to ask Sir’s permission before having a cocktail. Now I have to sleep with Mr. Purple in my asshole so I’ll never, ever forget to ask permission again.
(Note: I can totally safeword out of this, and this is a consensual punishment.)
I thought that if I left the special lube for Mr. Purple at Sir’s place “by accident,” I’d be able to avoid having to put him in my butt again. I felt pretty clever about that one.
Except that plan just backfired, and now Sir’s sending me to the store to buy some lube where I’ll have to freaking present it to a cashier and uuugh.
Pouting forever.
(Agh this post is super, super blushy but Sir is having me write it so bear with me because ugh it’s so blushy I can’t.)
So, Sir decided that since we’re moving into a new sort of dynamic, I have a few lessons to learn so that I can be a good slave. The first, today, was that my holes needed to be filled up when they weren’t in use.
He taught me that the order was ass, mouth and pussy. The ass came first because I had to remember that my pleasure comes second. The mouth comes second so that I can get the gag wet with my pussy. And then the pussy is last to make sure I’m all filled up and I don’t forget what my holes are for.
It was the afternoon and I didn’t have anywhere to be for a bit, so I bent over on my bed and put my metal plug in my asshole. Then, I laid down and got my pussy all wet, rubbed my cock gag into it and gagged myself with it. And then I slipped Mr. Purple deep into my pussy, but didn’t turn it on.
It was a little overwhelming, how full I felt. I couldn’t even sit down because the pressure was so intense (I’m a very little girl) and so I was stuck either lying down or kneeling. But Sir said he was very proud of me and I was proud of myself. Usually, when it comes to doing stuff to myself on my own, I wuss out and don’t carry it out. But I just wanted to be a good girl.
I’m looking forward to learning more lessons.
I have a training regimen all planned for kitten.
Have I mentioned Mr. Purple has a little suction cup?
(But also: nope nope nope nope nope.)
The Adventures of Sir, Sweetheart and Mr. Purple, Part Eleven
The next evening was my last night at Sir’s and so he gave me the massage he had promised to give me as a present. The set-up was wonderful. He had me lie down on on his futon and relax, he played nice music and he gave me a really wonderful massage with some soothing oil.
Of course, Sir took a few liberties I’ve never seen taken during a massage before. He rubbed my butt and my breasts. And, at the very end, he spent an extraordinarily long time rubbing my pussy.
He would trace his thumbs over my labia, moving infinitely closer to my clit before rolling his thumbs back out and teasing his fingers over my inner thighs. “You’re getting so wet,” he teased and leaned in, licking carefully just over the curves of my labia before continuing to use his fingers.
He slipped his thumb over my clit and rubbed in slow circles as he started to fuck me with two fingers. I thrusted back eagerly, gasping as he slipped another in. Suddenly, I heard him gasp and he asked me, “do you know how many fingers I have in you?”
“Three?” I asked.
He smirked, “five.”
My eyes widened and I sat up on my elbows, “are you fisting me?”
“No, it’s just to the knuckles,” he replied. “But look how hungry this pussy is.” Naturally, he rolled me over and fucked me silly right after.
The Adventures of Sir, Sweetheart and Mr. Purple, Part Six
He had me get down on my knees and suck him off while he had his drink. Every so often, he’d pull me all the way down on his cock and make me stay there, gagging. I was proud of myself for taking it and letting him choke me on his cock. Confessedly, I like that feeling a lot.
After a little bit, Sir removed Mr. Purple from my pussy and slid the beads out of my ass. He showed me how sopping wet Mr. Purple was and had me lick it clean before setting both toys aside.
“I’m very proud of you,” he said as he bent me over the couch so that I was on my hands and knees. My cheek rested against the back and my feet hung off of the cushion. “Such a good girl you’re being.”
He curled his hand into my hair and fucked me hard. I was so eager I thrusted back against him, and he teased me for how blatant and needy I was being. But, he let me cum and finished on my back, rubbing it in.
“Now go get yourself cleaned up and ready,” Sir said, pulling me up to my feet. “You’ve got fifteen minutes.” A check in the mirror confirmed that my mascara had run down my cheeks and my hair was a complete mess.
I hadn’t planned on sharing what I was getting ready for. But Sir asked me to be a very brave girl and write about it, so you all will see soon. It’s gonna be really, really blushy.
The Adventures of Sir, Sweetheart and Mr. Purple, Part Five
Mr. Purple proved a lot more challenging to put into my ass. I tried to relax, but I just couldn’t. So, I asked Sir if maybe I could do it myself, just so I could get used to the way it feels going in.
It took a little work, but Mr. Purple was essentially fully lodged in my asshole. I gasped and moved back over to the couch, burying my face in his chest. “It’s super blushy,” I whispered, “I can really feel it.”
“Aww,” he chuckled, “and it’s not even turned on.” He reached behind me and pushed the button, turning Mr. Purple onto the first speed. I gasped and trembled, but it suddenly turned off. This turned into us having to pull out Mr. Purple, adjust the batteries, turn it back on, shove it back in, etc. Turns out we wore the batteries out, so it kept turning off after a minute or so.
He took the condom off of Mr. Purple, washed it off and put it in my pussy. After putting the beads back in my ass (and taking quite possibly one of the blushiest pictures of me that may ever exist), he sent me off to the kitchen to mix him a drink.
I stumbled forward, I was barely able to walk feeling so completely and utterly full. I was wearing a pair of heels and I kept almost spilling the drink as I returned it to him.
He smirked and patted the couch, gesturing for me to sit beside him. “Feeling full, sweetheart?” he asked.
I nodded, my cheeks burning. “Uh huh.”
One time…
daddy gave her a pretty, pink string of beads,
which she wound ‘round her neck like a necklace.
“No, no, silly girl,” daddy chuckled,
“let me show you where these go…”
The Adventures of Sir, Sweetheart and Mr. Purple, Part Four
The following evening, after Sir and I went out to the movies, we wound up back at his place and he said that he wanted to train my ass. I’m the queen of squirming out of anal play, but I had offered to him that during this trip I would let him at least get the anal beads that he bought me up there. We’d only used them once before and I was super shy about it and insisted I pull them out myself.
But, while I was lying across his lap and he was applying lubricant to the beads and my asshole, Sir told me he also intended on trying to get Mr. Purple in there, too.
“He’s not gonna fit!” I pouted.
Sir placed his hand at the curve of my back to calm me, “it’s made for assholes. It will fit just fine if you relax.”
While Sir started to slip the beads in, I focused on my breathing. The strand is silicone, I believe, with about ten beads that increase in size. I tried to count as each one went in, but Sir would pull them back out ever so often to get me accustomed to taking them.
Usually, at the earliest sign of feeling uncomfortable or out of control, I would have made him stop. But, I tried to trust that he wouldn’t hurt me. He checked in regularly to make sure I was feeling all right, and only stopped when I literally felt so full I couldn’t take another.
“You took eight out of ten. I’m very proud,” he replied. He had me get up and walk around, making me explain to him exactly how it felt. I got back over his lap and he pulled them out while I buried my face in his couch.
“Okay, darling,” he continued, applying more lubricant to my asshole, “time for Mr. Purple.”
The Adventures of Sir, Sweetheart and Mr. Purple, Part Three
I was rather exhausted, so we ended the night with me sucking Sir’s cock and taking a little nap right after in his arms that turned into a few hours of sleep. I woke back up and Sir had me brush my teeth and get ready before he tucked me in and put me to bed.
The following afternoon, Sir had me take off my clothes and lie down on my stomach. He put my new cuffs on and secured them together over my head. “Are you ready, girl?” he asked, running his hand over my bare ass.
I should clarify that lately I’ve been opening up to him about wanting to explore some territory that I had been previously closed the door on. Basically, in the past, I’d had my trust betrayed to such a degree that I backed away from some of the more extreme forms of submission that I really do want. Time and again, Sir has proved himself trustworthy and so I opened up to him about some of the things that I wanted.
To avoid any more digression, I’ll leave it at this: I wanted to be encouraged to endure the pain Sir gives me and not just safeword on the first instinct. Because I wanted to deepen my submission to Sir, and because he enjoys inflicting pain, I wanted to get better at taking this pain.
So, I let him cane me. To make sure I would be able to handle the pain and as a preemptive reward for doing it, Sir allowed me to have Mr. Purple on in my pussy.
First, he started caning me. The first hit was unexpectedly painful – I’d never been caned before – and I cried out. He worked his way up, spacing out his hits, checking in with me while I squirmed and shrieked.
Next, he moved over to his set of floggers and crops and returned with a new toy that he had made. It was leather and consisted of two thick tails, an impossibly threatening and mean-looking tool he waved with a smirk. “It’s called a tawse,” he explained, “they used to use these to punish schoolboys.”
I could only take two hits before I was screaming, and Sir switched over to the strap before returning to using the cane. Strangely, the hits stopped hurting and were instead just a series of thuds that almost felt kind of good. My cries subsided into moans. “Are you hitting gentler, Sir?” I asked.
“No,” he replied, “that’s just the endorphins.” When we finished, he held me and told me how proud he was. And, honestly, I was pretty damn proud of myself.
Still, for the whole ordeal, the marks were still gone by that evening.
The Adventures of Sir, Sweetheart and Mr. Purple, Part Two
“But, Sweetheart,” Sir said, chuckling as I slipped my panties down and spread my legs. “It’s supposed to go in your butt.”
I pouted and shook my head, “it’s too big. I want to feel it in my pussy.” Maybe it wasn’t the biggest, it wasn’t more than half of an inch thicker than my buttplug. But, it was long and curved and looked a little threatening. And, worst of all, it vibrated. On ten different speeds. TEN OF THEM.
Sir leaned down between my legs and started to tease my pussy with his fingers so that I would be wet enough to take the toy. I shivered, excited and thrilled to be touched by him again after so long. When I had gotten wet enough, he eased the vibrator into my pussy.
Slowly, he took me through the speeds. One after the other, I felt myself slipping closer to orgasm, then jumping a bit from a few with some abrupt speeds, then settling in as he left it on at a consistent hum.
“Baby,” he teased, “look what you’ve done. You’ve leaked right out onto my sheet.”
I blushed and reached up to cover my face.