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Hi tumblr.

I went to a play party last night for the first time in forever lookin’ cute as hell and did a few brave things I can’t wait to tell you about.

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Leftovers, Part Four

Sir had me sit back down on the couch. He was fiddling with the remote to the bullet vibrator a little bit, and I was having trouble looking at anyone with the remote out like that, even if the vibrator was turned off. “Nervous?” Sir asked and I nodded. He stroked my hair. “Do you want your blindfold?” 

I nodded again and he tied it over my eyes, aligning the two circles so no light could get in. I felt Star reach over and rub my shoulders. Over from the other side of the room, I heard someone ask Sir what he was holding. “Oh,” he answered. “It’s for the bullet in her cunt.” I felt my cheeks burning. “It’s new and so I just want to play with it all the time now, like a kid with a new toy.” 

He switched it on and I buried my face in his chest, still embarrassed even though I was blindfolded. I tried not to moan but I did, even more so as he took me through the different speeds. When he finally brought it down to a low setting again, I straightened up and figured I could get through it if he just left it like this. 

“Do you want to try it, then?” Sir asked someone. He lowered my hands to his shoulders. “Ivy,” he explained to me who he was talking to. It was a guy I’d never met before but thought seemed pretty nice and rather attractive. “Are you all right with me letting him have the remote a little while?”

Someone let out an “awww” when I nodded, because I guess I blushed, and I buried my face in his chest again. 

The first guy was rather mean with it. He’d take me up pretty close and then cut it off abruptly. He figured out rather quickly which speeds really got me and which just made me frustrated, and tried to get me to have conversation while he alternated between building an orgasm and making me frustrated. With my consent, the remote ended up getting passed around, and I would have to guess who was holding it. By the tone of his voice, Sir seemed to be having a great time.

“How are you doing, sweetheart?” He asked after a few rounds of this, and I asked for some water. 

The vibrator was off at this moment, and I had the glass poised at my lips when I heard the first guy, who now had the remote again, say: “Somebody needs to take this from me. This isn’t going to end well.” Everyone laughed.

Once I was finished taking a sip of water, Star was holding me and raking her long nails gently down my back and shoulder while Sir played with my hair and the first guy, who’d gotten the vibrator back, was busy getting me really, really close.

“I need to cum,” I finally choked out.

I felt Sir’s fingers dig into my hair, “you want to cum right now?” I nodded frantically. “In front of all these people? On somebody else’s couch? Right in front of everyone? Is that so?”

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This would be a perfectly accurate gif representation of my relationship with Sir if the other hand was going for her butt.

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Pup and I were hanging around at my place when the subject of sex came up. It had a few times before, but there had been the issue of me not yet being on birth control and then the issue of Pup having his relationship problems.

Okay, I should clarify that hanging out means that he was sitting on my couch and I was sucking his cock. 

Anyway, I pulled him from my mouth and gave him a teasing smile. “Do you want to fuck me with this?” I asked.

Pup pulled me up and into his lap. “Do you want me to?”

I smirked and ground against his lap. Besides the material of my dress that had fallen between my legs, there was nothing else separating him from just entering me. “I asked you first.”

“I do,” he said. His hands settled on my hips, “can I?”

“I’ll have to talk to Sir,” I said. “In the meantime, I can just tease you with it.”

I continued grinding myself against him, until Pup just smiled and picked me up by the hands on my hips, threatening to thrust up inside me. I slapped him playfully on the shoulder and wiggled out of his grasp. A few moments later, I resumed teasing him, and he once again pulled me up and feigned preparing to penetrate me. 

“You should talk to your boyfriend, then,” Pup said.

I smiled. “Maybe I will.”

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That Time Pup Was Celibate for a Little Bit, Part Eight

“I saw you flash your tights at him,” Sir teased when I was putting my coat on to leave.

I smirked. “Stockings. Not tights.”

Pup was on his way out, too, and we figured we’d all walk together since he’s just about a block away from me (yeah, seriously). I’d brought a change of shoes because I didn’t think I wanted to walk home in my heels, but just ended up essentially throwing my shoes at Sir, claiming I could walk in the heels just fine. 

The party was a little bit outside of the area of the city where Pup and I live, so we had a tiny trek ahead of us on a few residential roads that were more or less empty. I was being a little brat as we made our way away from my friend’s place, and I tossed my purse at Sir as well. “Now carry this, too,” I said, sticking out my tongue.

I was still walking when I felt Pup’s hand come up the back of my neck and tangle in my hair. We’d all had a little bit to drink, but none of us were “impaired.” But, the surprise of him seizing me by the hair made me trip a bit, especially combined with the fact that he hadn’t stopped walking. I ended up stumbling along beside him as he said, “you’re being a little brat.”

I grinned and glanced over at Sir, trying to gauge if he was all right with what was going down. I was met with a grin and winked before Pup shook me forward. 

“You’re being a brat.” Pup tilted my head to exaggerate my glance at Sir. “Say you’re sorry.”

I felt my cheeks flush. “I’m sorry.”

“Say thank you, he’s been so nice to you.”

My legs felt a little weak. I hadn’t been co-dommed by two men since the threesome with SG that Sir and I had back in January, and I was nervous and unsure but massively turned on. “Thank you.”

“That’s a good girl,” Sir replied. I giggled and tried to twist away from Pup, but Sir grabbed my wrist. I walked between the two of them like that until we started to see people. 

Sir and I ended up going home alone that night, and probably for the best. It would’ve been a weird way to open things back up with Pup. But the next morning I woke up thinking that maybe things were back open. 

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That Time Pup Was Celibate For a Little Bit, Part Four

Pup and I started on this trend of getting together to study, flirting, and then parting ways before we did something regrettable. Usually, we went to a cafe or another neutral place, as if we were following those 1950s sex ed videos that tell you not to get alone in cars with the opposite sex. But, one night, he came to my house.

Halfway through, the topic of plot inconsistencies in porn came up and how that sort of stuff can ruin a perfectly good porn. So, I brought up an example and somehow we ended up watching it. You know. For research purposes.

The only problem was that I forgot how absolutely hot the video was otherwise, and so I’m stuck sitting there kind of awkwardly getting turned on next to a person I’m attracted to but can’t do anything with. We were mostly just talking and joking about it, but every so often we’d get really quiet when stuff got particularly hot. So, I’m trying really hard to behave and I was debating turning the thing off when thankfully Pup spoke up first.

“I didn’t realize men don’t actually hold off that long when I first started watching porn,” he said. We’d been speaking previously about starting a porn company and focusing doggedly on storyline in our videos, spitballing silly hypotheticals. 

“Duh,” I replied, “number one, it’s their job, so they master that shit. Number two, maybe there’s a fluffer?” I felt myself blushing and elaborated, “kind of always thought it would be hot to be a fluffer.”

“Yeah?” He asked.

I nodded. “Yeah, like a universal one for a studio,” I said, kind of pausing a moment to gauge his reaction before continuing, “like just get tied up somewhere, have people come over and get themselves hard on me, you know.”

“Tied up like that?” Pup asked, gesturing to the girl in the video. She’d been secured on her back, thighs flat up on her torso, feet near her face.

I blushed. “Yeah, maybe like that.”

“I think you’d like that,” he teased. “We start making porn, fine, you’re the fluffer.

"Do you have any idea how wet I am?” I asked. 

Pup reached down the front of my jeans. He smirked and drew his hand back. “Pretty wet.”

“Yeah,” I huffed. “Pretty wet.”

There was a palpable energy in the room, a full and heavy silence. We didn’t want to mess anything up by going too quickly. But, goddammit, tumblr.

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That Time Pup Was Celibate For a Little Bit, Part Three

I should preface this part with the fact that a running thing Pup and I had before the whole celibacy thing was that he would jokingly threaten to show up at my office during my office hours and make me suck his cock. The idea of that kind of degradation made me endlessly blushy, and I would pout and insist that he would never, ever do that kind of thing. Obviously, he wouldn’t, but that didn’t stop him from using the idea to make me wet.

Once, he’d been over my house and, while we were sitting on my couch, brought that threat up because I was being a brat. His hand slid up my dress and he touched me while I begged him not to do it and apologized for being such a bad girl. He smirked and stopped before I could get off from it. When he left, I found myself embarrassingly wet.

Anyway, that evening I had agreed to meet up with Pup and do some work at a cafe. The place was crowded, but we found a row of counters facing a wall and sat down beside each other. Pup seemed to be doing all right, all things considered, and we more or less went about our work for the first hour or so.

Then, at some point, I’d made some bratty comment to Pup because the first rule of everything is that I’m 200% brat.

“I swear to God,” Pup said. “One day I’m going to come to your office and do whatever I want with you.”

I laughed. “You can’t. You’re celibate now. I wouldn’t want to tarnish your purity.”

He reached under the counter and put his hand on my leg, easing my skirt up a bit. “When I’m not anymore. I’m going to make you regret it.” He teased his hand over my thigh, “and you’re going to be very sorry.” His hand stayed there, no matter how much I pouted.

And that, my friends, was how I awkwardly left a little bit of a wet spot on a cafe chair. (Which I like totally wiped up and it’s a metal chair so it was fine okay.)

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Sometimes I miss the days when you’d come over and we’d keep our clothes on. When you’d rub me through my shorts until I leaked right through them because within a few minutes we were helplessly skirting the boundaries we’d set. 

Those were the days when you brought over a six pack to keep at my place because I didn’t have beer to offer you, when you left your hat behind so I hid it and wouldn’t give it back. It was a time when we were doing little things like that in an attempt to articulate power with each other, in an attempt to understand how intimate we were allowed to be.

We weren’t even sure who was making the rules at that point. But, usually, we broke them.

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At one point, while we were in his car, he was on top of me and teasing his cock over my slit. I really wanted him and my resolve on being a good accountable partner was threatening to wane if we kept at it.

“Do you want me to fuck you?” he asked.

“Yeah,” I answered, “but we can’t.”

“I know. I didn’t ask if I could. I asked if you wanted me to.” He leaned down and kissed my neck.

I nodded, resting my hands up on his shoulders. “Yeah, I really want you to fuck me.”

“I want you to touch yourself later and think about this. I want you to think about me fucking you and I want you to tell me that you did,” he said. “I want you to think about how it’s going to feel when I fuck that little pussy of yours.”

So, um, I might have texted him last night about carrying that out. Maybe.

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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.