Date Everything! Sideblog

“You’re…” Mac breathes, licking their lips. “So slick..so soft. So ready.”

They stroke the toy along your entrance, not quite pushing in yet, their gaze locked on the way you twitch with anticipation. A sense of pride blooming in their chest.

This was their first time using the strap on you.

Mac had done their homework, digging through forums, bookmarking guides, and combing through explicit sites like it was a research project. You two had had sex plenty of times before; it's one of Mac’s favorite ways to spend quality time with you. But this was different. This was Mac leaning into their human curiosity.

They used to be a computer, after all. Back then, access to infinite information was just part of their existence. Now, the only way to truly learn was to experience. To feel.

So they asked. Then asked again. And by the third time, when they’d looked at you with that wide-eyed, eager expression and said, “I want to try, for real, with you,” how could you say no?

You’d never deny them the chance to explore. Not when they wanted it this badly.

“I read about this,” they murmur, voice low. “Lined up exactly right. Shallow angle first. Then deeper.” They’re talking more to themself than to you now. “Don’t rush insertion. Build rhythm. Watch partner for feedback.”

You laugh, breathless. “You’re so sexy, literally reciting a guide right now.”

“I want to get it right,” they whisper, almost reverent. “I want to make you feel good. I watched so much porn to prepare…”

Before you can respond, Mac shifts their weight and presses the head of the toy inside you slowly, deliberately.

You gasp, back arching.

Their breath catches at the same time, though not from direct sensation. They can’t feel the inside of you, but they see you. Hear your moans. Feel the resistance of your body giving way around the silicone. And the pressure of the harness grinding tight against their clit with every motion has them flushed and shuddering already.

“F-fuck,” they whisper, staring down at where your bodies meet. “That’s it…you’re taking me so well.”

They push in deeper, both hands now on your thighs, fingers spreading you wider. You feel full, perfectly so, and Mac’s movements become more confident, more fluid. Their hips roll forward, slowly at first, then again, each thrust making the harness press harder against them. You can hear their breath catching every time.

“Look at you,” they groan. “Your thighs…your cunt wrapped around it—fuck—so pretty.”

Your moan answers them, loud and sweet. “Mac…faster—please—”

They obey instantly.

Their rhythm builds. Steady and solid. Their legs strain just slightly as they keep their balance. You can tell they’re careful about not overextending, even as they fall deeper into the rhythm of their thrusts. Sweat beads at their temple, hair sticking to their cheeks as they brace one hand beside your head, using their core to keep movement tight and precise.

The bed rocks with every motion.

You're soaked now, each snap of their hips drawing a loud, messy squelch that makes Mac whimper softly.

“You sound so wet,” they gasp. “Like—like the audio files didn’t do this justice. None of the videos showed this—your body moving, grabbing at me—fuck.”

Their own hips twitch as the base of the harness keeps grinding into them, pressure on their clit pushing them to the edge.

“I’m g-gonna—fuck—I’m gonna come from this, just watching you—fucking you—”

You wrap your legs around their waist and pull them closer. “Ngh...m-me too”

Mac’s head drops to your shoulder. “C-cumming— Come for me!”

Their breath stutters. You feel them rock forward one last time, harder, tighter, and you cry out. Their legs trembling as they grind through it, moaning loud and wrecked, face buried in your neck.

But even as they ride the aftershocks, they don’t stop moving.

“Still with me?” you tease, breathless.

They lift their head, a dangerous look in their eyes.  “I still have one more phase to test.”

They collapse beside you, muscles twitching from the effort, and pull the strap harness off with shaking hands. Their legs are tired, you can see it in the way they stretch them out and shake them gently, rubbing at their thighs.

“Recovery initiated,” Mac mumbles.

You knew how much Mac wanted this, how excited they’d been, how carefully they’d prepared. And when you saw the flicker of disappointment cross their face, frustration at their body not quite keeping up with their enthusiasm, you couldn’t let that be the end of it.

They were trying.. And you wanted to give them that. To help them explore in the way they craved, not just physically, but fully. Because their curiosity deserved to be fulfilled.

Your hand’s already on their waist.

“Turn over,” you say, voice low. “Let’s scissor.”

Mac makes a sound between a laugh and a moan. “Yes— please…”

You tangle your legs with theirs, guiding their thigh between your own, your slick already smeared on their skin. Mac gasps the moment your pussy grinds against theirs.

“Ohhh—”

You start slow, hips rolling together, your soaked cunt dragging against theirs, clits brushing just enough to make you both twitch. Mac’s whole body jolts at the first grind, their moan high and sweet. Still sensitive from the previous orgasm.

“F-fuck—that’s—ngh—it’s so good,” they gasp. “You’re all over me—slippery—warm—oh my god—”

You grind harder, watching their mouth fall open.

Their back arches as they start moving with you, slower than before, more controlled. They’re focused on keeping their position steady, one hand gripping your waist, the other fisting the sheets. Their thighs are trembling, but the way you’re grinding against each other, skin to skin, clit to clit. It’s so intimate, and neither of you can stop.

“Your pussy feels…your slick’s dripping down my thigh,” Mac groans. 

You cry out as your clit hits theirs again, the angle just right, the friction too much.

“Mac…oh fuck—I’m gonna—!”

“Come with me, again,” they beg. “Come on my pussy…grind into me—let me feel you lose it—please—”

Your bodies slam together one more time, tight, soaking, slick skin dragging in desperate, delicious friction, and you both crash.

You come with a sob, thighs locking around them, cunt clenching uselessly around nothing as your orgasm rolls through your whole body. Mac’s hips jerk against you with their own broken, helpless cry, legs trembling as slick gushes from them, soaking both of you completely.

You collapse together in a pile of sweat and twitching limbs.

Mac is breathing heavily, as if their fans were cooling them down. 

They reach to the side of the bedside table, finding and pushing their glasses back up their nose, then lazily grin. 

The door of the home office opens, you peek inside to see if your partner is busy. Mac immediately notices your presence, “need something, my love?”. Caught off guard by how quick they were to sense you, you fully enter the office. A good part of you was nervous about what you were about to propose but it was best to just go for it.

“Yes…I came to ask how you’d feel about having a little less room in bed tonight?”

Mac raised an eyebrow, “Oh? Are one of our other lovers coming to visit?”. 

“No, though like them, what I’m talking about is an object”. You sigh, “I should just be honest, it's a dakimakura”.

Their face goes from confused to amused. “If that’s all, I’m alright with whatever amenities you wish to add to our sleeping arrangements to make your sleep more comfortable”. Like always Mac spoke with 100% sincerity.

How naive their thinking was.

Of all the things they had in mind they certainly didn’t expect to be met with their own face when they pulled back the sheet. “The pillow you wish to amend to tonight’s slumber, is one of me?”.

“Yeah! I was thinking the only way to make sleep better is 2 Macs. Plus if you look here your beautiful face is captured and…”. You went on to explain how much you loved the pillow of them, describing their hands as ‘tantalizing’, eyes as the exact ‘gorgeous shade of green’, and stomach as ‘soft’ with it especially calling out to you. In an odd way, your partner found the whole thing endearing and was touched at hearing how even small aspects of them are noticed and unconditionally adored by you. Needless to say Mac was on board with having you keep the pillow for tonight and the foreseeable future.

It wasn’t so bad in the beginning. When they weren’t there you’d snuggle with ‘daki Mac’ as you called it, but once they were present you’d forgo the pillow and return to cuddle at their side.

Those were the days.

The shift was gradual, nights would pass and sometimes in your sleep you’d roll over to daki Mac and hold them instead. Mac didn’t mind and actually took a picture the first time it happened to tease you with it, “haha, looks like you got confused between the original and plush model of me, love!”. However the more often this occurred the more Mac would hear your reasonings for ‘abandoning’ them as they put it.

“Tonight I want more support on my back”.

“The daki is just so cooold, it feels nice”.

“You came to bed late and I needed a version of you to cuddle”.

“I know you get uncomfortable when we cuddle for too long and you overheat, I thought I could give you a break from that tonight”.

The list went on.

Tonight was a routine Mac had gotten to know too well. Roni, Mac, and you ready yourselves for bed and while you two snuggle for a while it wasn’t long till your eyes land on the always smiling silky, polyester-filled, artificial, faker they now have a grudge against. 

“My love”, they call for you on the other side of the bed, which now feels like beckoning a cat to come closer knowing full well it won’t. “My system grows cold without you here to hold”.

“Sorry, Hun, I just found the perfect sleeping position, and look! So did Roni!”, just around daki Mac’s shoulder a curled up Roni could be seen sleeping. The two most important individuals to them have forsaken them. This is their life now.

Non tweet version & original tweet that inspired this post.