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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.

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The Adventures of Sir, Sweetheart and Mr. Purple, Part Ten

After I came, Sir told me that SG had asked to watch me serve him with my mouth. I agreed and Sir helped me onto my knees. I was still a little woozy from all the endorphins from the beating and my orgasm, but I was willing to serve. Sir took a seat on the couch and turned skype back on.

I sucked eagerly, wanting to show what a good girl I was. The idea that SG could see how obedient I was really turned me on, and so I applied myself to some serious cock worship.

Afterwards, SG sent along a screenshot from his end of me sucking Sir’s cock. My head was all the way down on it, his length buried in my throat. His face was out of frame, mine was covered by my hair, which Sir’s fingers were curled into. Despite how blushy it was, I tried to be cavalier by saying that I’d better not see that photo turning up on youporn.

“Don’t worry,” he said, “I just deleted it.”

“Such a gentleman,” I teased.

He chuckled, “I’m gonna make you pay for that.”

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The Adventures of Sir, Sweetheart and Mr. Purple, Part Nine

I had no idea what to say to the Southern Gentleman as I waited, so I just kept quiet until Sir walked back into the room. He reached down and squeezed my ass before hitting it once with the cane. I grunted in pain, squeezing the couch with my knees as he hit me again. My feet aimlessly shifted as I sought to retain my composure.

“See how nicely she marks?” Sir offered.

SG chuckled as I cried out from a particularly hard swat. “Is she always that loud?”

I would have said something snarky, but I was too caught up in the pain. Combined with the humiliation of being displayed and my extremely high level of arousal, I was practically drunk with sensation. But the endorphins had not kicked in yet and the hits still hurt like crazy. I felt my eyes well up with tears and I wailed.

“Is she crying?” SG asked. There was some concern in his voice, but there was something else. He seemed absolutely intrigued. He’d never really done the whole pain play thing with me. And, suddenly, I was stuck wondering if he was worried or if he was hoping that the answer was yes.

“I’m crying,” I exclaimed, my voice strained. “Show him. Show him how I’m crying.”

Sir chuckled and grabbed me by the hair, turning me around and sitting me back down on the couch. The sore, raw skin of my ass touched the couch and I winced a bit. But I could feel the wetness pooling between my thighs and I wanted so badly to be fucked that I was delirious from need and pain.

Sir and SG were talking, but I could barely keep track of it all. Instead, I was looking at the little box that showed was SG was seeing. I looked at myself, something I hate to do in these situations. I like to keep some degree of cognitive distance and seeing myself tied up is hard. Blame my shame issues.

But this time, with my makeup running down my face and my arms cuffed behind my back, I couldn’t make myself look away. I wanted to see myself.

Suddenly, the image faded and Sir was lying me down on the couch. He hooked two fingers into my pussy and started massaging my gspot. I shivered underneath him.

“What are you doing?” I asked.

He smiled, “rewarding you.”

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The Adventures of Sir, Sweetheart and Mr. Purple, Part Eight

While Sir and the Southern Gentleman essentially sat and discussed what they wanted to do to me, I got a little antsy. I pouted and shook my head, attempting to loosen the buckle on the bit gag. Sir took hold of my chin and asked me what was wrong.

“I want to talk to him,” I spat around the gag in a garbled mess.

Sir smirked and looked over to SG, “do you want to hear what she has to say?”

“No,” he replied, “not really. I just want to look at her.”

Despite how much I enjoyed this condescension, I managed to work the gag loose. It fell into my lap, slick and wet. Sir went to put it back in, but I shook my head and looked at SG. The two were discussing what they’d like to do, and I figured I’d add my side as well.

“I want you to use my cunt,” I said, barely able to get the words out, “I want you to fuck me while he holds me and makes me be good for you. I want to serve both of you.”

(I had, of course, assumed I’d just be gagged right up if I started with saying I wanted both of them to go down on me at once. So, I figured I’d start on a high note.)

Sir pulled me up to my feet and had me turn around and show SG my ass. “Why don’t you show him what he’s getting.”

“He knows what he’s getting,” I retorted, feeling a little saucy. Sir slipped two fingers into my cunt and I gasped, nearly losing my balance.

“Is she tight?” SG asked and I rolled my eyes. He and Sir were playing into that whole mutual slave auction fantasy they have (which, okay, I have, too) and I was feeling super exposed and blushy about the whole ordeal.

Sir noticed me squirming and moaning – caught somewhere between discomfort and pain – and laughed. “She’s so tight she’s a little sore from having just been fucked.” I blushed.

“Does she take pain well?” SG asked.

“You want to see?” Sir offered with a smirk and tipped me forward so I was bent over the couch, my head and chest resting against the seat.

I huffed. “He already knows!” I protested, but I was left to wait as Sir walked into the other room, forced to imagine what he’d decide to return with.

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The Adventures of Sir, Sweetheart and Mr. Purple, Part Seven

So, I should explain first of all what I’d been wearing this time. Partially, to slightly put off what our plans were. I had this piece of lingerie on that’s basically a sexy parody of an apron, along with a pair of fishnet thigh highs and a pair of black heels. (Yeah okay not totally sure why I’m explaining this because there’s a photo right there but…) I was also wearing my new cuffs and my training collar.

So, Sir and I had arranged to Skype with the Southern Gentleman to discuss our upcoming threesome. However, the whole matter of discussing it would be rather limited. When I sat down beside Sir as we waited for SG to join us, he clipped my cuffs together behind my back and slipped my bit gag between my teeth. As much as I squirmed and pouted, I couldn’t deny how immensely aroused I was and how I was sort of relieved that I wouldn’t be forced to actually speak.

Sir tilted the laptop so that I was out of the frame when he called up SG. The two greeted each other and talked briefly. I felt drool welling up between my lips and the gag, and I began to whine when it dripped down my chin. SG must have heard me, because he asked Sir how their “friend” was doing.

Sir grinned. “Would you like to see her?” He turned the laptop so that the camera was facing me. I felt my cheeks burn and instinctively turned my face away, shrinking back into the corner of the couch.

Sir snatched onto my shoulder and turned me so that I faced the camera. SG’s side kept cutting out, but I saw a brief smirk that made me attempt to hide my face again. 

“Don’t be shy,” Sir ordered, holding onto my chin. “Be a sweet girl, he’s here to see you. Look at the camera like a good girl.”

I squeezed my eyes shut before taking a deep breath. I felt my drool drip onto my knee and slowly, tentatively, I looked into the camera.

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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.

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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.”

littlelaneykink:

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…”

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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.”

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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.  

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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.