No Good Thing, Part Three

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(Disclaimer: I play with safe words. While it may seem like I was being pushed to some real physical limits, Pup was checking in and making sure I was okay. And, also, I was 400% enjoying myself.)

Leading up to our encounter, I was a little worried about how everything was going to flow together. I’ve been in a few threesomes where the chemistry between all the parties involved wasn’t quite together. But so far, I had nothing to worry about.

Pup had taped my wrists neatly behind my back, my hands palm to palm. Leo pulled me up by my immobilised shoulders and used them to level my face with his cock. I went to take him into my mouth when I felt Pup rubbing something against my pussy that was decidedly not his penis.

“That’s not your cock,” I exclaimed, and the two began laughing. “What is that?”

A few weeks prior, I had finally gotten around to buying my own glass dildo. It was even longer than the one Saltine had used on me, and double-sided in the sense that either side could be used as a handle while the other was inserted inside someone. One was long and smooth, the other ribbed and thick. Although it had been kept in a bag, it was still a little cool against my soft pussy. And, when Pup showed me that he was about to slide the ribbed end inside me, I started begging him to lube it up first.

“Oh, what?” He teased. “Already getting worn out? Not wet enough?” He plunged two fingers inside me and I hung my head when I heard the tell-tale sound of him encountering wetness. He lubed the dildo up anyway while I tried to suck Leo’s cock, though having my wrists restrained made balancing myself precarious at best.

“But I just want your cock,” I pulled back and pouted as Pup shoved the first bulge of the dildo into my pussy. “I don’t…oh my god.” Pup had started pumping it in and out of me, and following suit, Leo took a firm grip on my hair and started fucking my face.

I was acutely aware of how I must have looked, and my instincts were confirmed when I managed to catch my face in the mirror as Leo shifted his position on the bed and spun me around. My makeup was smudged on my cheeks, hair mussed and matted with my own spit. As Leo eased a condom down his shaft, I watched as Pup set aside the dildo and took my cheeks between his thumb and forefinger. He followed my gaze before letting out a condescending chuckle and thrusting into my mouth. Leo tested my cunt with his fingers and reached for the lube, a courtesy.

“I thought you said you could handle this, baby. Too much now?” He said as Leo’s first thrust inside me forced him to brush the back of my throat. My eyes welled up with tears and my vision blurred. “I remember you saying two might not even be enough.”

It was different this time. Not that threesomes had been dissatisfactory or not even that they hadn’t been overwhelming before. But this time there was something about the chemistry between the two of them: how they smirked at each other; how Leo had managed to make Pup, who usually was rather quiet during sex, vocal and Pup had managed to make Leo, who had before only commented to praise or ask for something, totally foul; how they sometimes coordinated themselves and then quickly broke the pattern to disorient me; how both seemed almost dead-set on making sure I was second-guessing my own endurance. The way the two had made me feel like I was little more than a toy for their use, such that I hadn’t noticed I’d cum until Leo exclaimed how tight I’d suddenly gotten and I recognised that familiar snap of endorphins, the weakness in my knees that had managed to drift under the total fatigue they’d brought upon my body. The way you sometimes can’t tell the difference between gunshots and fireworks.

Pup pulled me up by the hair and turned me, lowering my face close to Leo’s cock. My head still buzzing, I started to suck him off. “That’s right,” Pup murmured, “finish your guest off.”

My jaw was sore. I put my weight into my knees and pulled back after a moment to whine, “but I’m so worn out.” Pup took advantage of me moving back to slip inside my pussy and I whimpered.

Leo laughed and patted my cheek. “Come on, mouth open.” I obeyed and let him slide back in between my lips. “You should know no good thing comes easy,” he eased himself out before slowly pushing himself agonisingly deep, making me gag. “Except you.”

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No Good Thing, Part Two

Once upon a time, Pup, Leo and I had some crazy plans to do a pretty wild threesome at a sex party. But Leo got held up at work (wah) and was exhausted by the time he got out. There was part o f me that was a little relieved: we’d kind of let ourselves go a tiny bit overboard in the planning and bit off more than we could chew. So we made new plans (yeah, guys, I am coy as hell) that were a little less crazy but were still beyond hot.

The plan was this: Leo and I were going to fuck until Pup got out of work and showed up at my place to join in. So when I reached over to answer my phone, I figured Pup was at my house already. But he was just calling to say that he was leaving work. Which was fine and exciting, but I was legitimately worried about getting worn out before he showed up.

Leo was alternating between fucking me and spinning me around to suck his cock, then going back to fucking me, then leaning down to lick my pussy. I’m notoriously sensitive, and so I was trying my hardest not to let myself get off before Pup got there. I didn’t want to have to cut the night off early on account of being too spent. 

When Pup arrived, Leo had me bent over the side of the bed and he was kneeling down on the floor, eating me out from behind. I could barely contain myself when I heard the key turning in the lock – I was buzzing with excitement and nervousness. I heard him walk into the bedroom and looked over my shoulder to see Pup smirking from the doorway, undoing the fly of his pants. “Having fun, baby?” 

He walked over and stood beside where Leo was kneeling, pausing a moment before smacking my ass. “Keep going,” he told Leo as he dragged my toy bag over. “I’m gonna tie her up.”

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No Good Thing, Part One

I first met Leo at a play party months ago, where he’d passed me a note asking if I wanted to go somewhere private. The party was slumber party themed – so, you know, spin-the-bottle, seven minutes in heaven, really cute stuff – and so the note-passing was so on-theme that it was adorable. We ended up playing around a little, and before Pup and I headed out, we exchanged numbers and planned to go out sometime.

We kept trying to make plans to meet up, but every time we attempted to, something inconvenient and crazy would come up. I mean super inconvenient and crazy. Like, one time I had to cancel our date to go to a funeral-level inconvenient and crazy. So by the time Friday rolled around and we met up for dinner, it had been a long time coming.

Not only that, but we’d made a little bit of a plan. But more on that later.

The last time I saw Leo, he was walking around in a pair of briefs. He was covered in tattoos. I guess we did stuf fa little backwards, because when he showed up straight from work, I almost didn’t recognise him in a suit. And, yeah, knowing what was going on underneath the suit (bod-wise and tattoo-wise) was pretty hot.

After dinner, we went back to my apartment. Leo started going down on me and when I pulled him up to kiss me, he shoved his fingers into my mouth. “Tell me exactly what you want us to do tonight.”

I blushed and kissed him instead. Beside me on the bed, my phone started ringing.