Page 165 of Prized Possession

“What about now?” I ask, chucking when he starts to cry.

Miles walks back over after gathering what we need from the bag in the corner, Jake’s eyes growing wide when he sees the very large dildo Miles is holding. It’s about eight inches long, and a decent girth too.

Miles hands the dildo to Jake, who looks just as startled as Frank, holding it like it’s a fucking bomb that might go off at any second. Miles chuckles at his expression, as he quickly runs out of the room, returning a few seconds later with a machine that he pushes in.

Jake leans down to Frank’s level, the dildo hovering between them almost comically.

“This is a fucking machine. We’re going to attach this dildo to it, and we’re going to sit back and watch it fuck you. We’re not going to use any lube, as we don’t want you to enjoy it too much. But we are going to make sure it fucks you until you love it.”

Frank tries to shake his head, muffled screams hitting the duct tape as he tries to protest, but they fall on deaf ears.

Miles preps the machine, putting a small amount of lube on the dildo that Frank doesn’t see, just so we don’t rip his arsehole open too early on. We want to make this last.

Miles looks between me and Jake once the machine is ready, grimacing. “Are you sure neither of you wants the honour?”

As I shake my head rapidly, Jake chuckles. “Fuck, no. Besides, we won, fair and square. We get to watch while you get your hands dirty…so to speak.”

I have to bite my bottom lip to keep from laughing at the look of disgust on Miles’ face, needing to keep my stern mask in place for Frank.

When we came up with this plan, this moment right here has always been an issue. Although we all agreed it’s a suitable punishment, neither of us wanted to be the one to put the dildo in.

I still laugh whenever I remember the conversation we had, sitting around my kitchen table.

Jake laughs,the evil glint in his eyes twinkling as he approves of my suggestion.

“I think raping him with a massive fucking dildo for two days is the least he deserves. I’m sure we can even buy one of those fucking machines to make it easier.”

Miles’ eyes narrow on Jake, looking confused. “What’s a fucking machine?”

“Haven’t you ever seen porn where they attach a large dildo to this machine, which then does a kind of thrusting movement to fuck the girl? You can change speeds, vary between going slow then fast, you can even control how deep the damn thing goes,” Jake explains.

“You clearly watch too much porn,” Miles retorts. “Besides, where the hell would we get one in real life? I’m guessing you can’t buy them on Amazon?”

“I suspect it’s more of a specialist purchase,” I add, after I’ve taken a sip of my beer, pleased the guys have taken my suggestion and ran with it.

“Fine,” Miles snaps. “Say we manage to get this weird sex machine… Then what? Someone still has to… You know?”

Jake’s brow lifts in question. “Has to, what?”

Miles groans, and I can’t help but chuckle. I think I know what he’s trying to say, but it seems to be annoying him enough that I’d rather watch this play out than help him.

“Someone has to put the damn thing in his arse,” Miles groans, running his fingers through his hair as he takes a drink of his beer.

“Not it!” Jake shouts, slamming his Coke can down.

We offered not to drink beer in front of him, but he refused, saying he’d be fine. He wants things to be as normal as possible, so we reluctantly agreed.

“You can’t fucking call it like that. We’re not teenagers any more,” Miles snaps at him.

They both turn to look at me, hoping I’ll act as peacekeeper, but I just take another swig from my bottle.

“None of us wants to do it, but one of us will have to. Besides, the touching will be minimal. It’s not like we’re going to prep the guy.”

Miles chokes on the mouthful of beer he’d just taken, slapping his hand over his mouth, so he doesn’t spit it everywhere.

“Fuck, I hadn’t even thought about prep,” he blurts out.

Jake leans towards Miles, their gaze fixed on each other as Jake says, “You should always think about prep when you’re going to fuck someone’s arse. You’d want it to be pleasurable, wouldn’t you?”

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