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I’ll have to give Indie a matching mark before the evening is over,I think to myself.

I pull back just enough to whisper in his ear as I let go of his dick, sliding my hand around to cup his arse instead. “It’s time for me to take your arse, Pretty Boy,” I tell him, my voice deep and husky, full of passion and promise.

His eyes widen, and I can feel his heart racing beneath my touch. He shakes his head slowly, looking panicked. “I-I… I don’t know. I-I might not…like it,” he stutters, his cheeks flushing as he tries to drop his gaze.

I pull on the hair at the back of his head, just enough to force him to look at me again, and he hisses from the stinging on his scalp. I let him see how serious I am, and how much I fucking care about him.

“I would never do anything you didn’t like. I think this is something you will love, if you give it a chance. It will hurt a little at first, but we’ll take it slow. You have your safeword, and you can stop this at any time.”

I hold back any authority from my voice, talking to him as his lover rather than someone dominating him. He needs to choose this, and not feel forced into it.

As sure as I am that he’ll like it, I’d never make him do it. This has to be his choice, and I make sure he can hear that in the kind, caring tone I use.

He smiles at me, his eyes darkening in a way that makes me wonder if he’s thinking about it, what it would feel like.

Before Jacob can say anything, Indie clears her throat softly, pulling our attention back to her. “Miles is right. It hurts a little at first, but once you get past that point, it’s the most amazing experience. It’s more pleasurable than you could imagine.”

Jacob’s eyes widen almost comically as his brows shoot into his hairline. “You’ve done anal?”

She lets out a soft chuckle as she nods. “Yes, with Miles.”

He looks between the two of us, no doubt noticing the way we both smirk at each other, as we remember the time I first took her arse. She was against it for a while too, but after she tried it, there was no going back.

“Does that mean you’d take us both? One in your pussy, one in your arse?” he blurts out, quickly covering his mouth with his hand, like he hadn’t meant to ask the question out loud.

I can’t hold back my laugh at how embarrassed he looks, but I also won’t deny I’m curious to learn what her answer is.

Indie pauses for a moment, tilting her head to the side as she considers it. “I’ve never done anything like that before, and I’m sure it would stretch me beyond full, which might be painful, but I’m willing to try anything with you two. I trust you both.”

She says it so simply, like it’s the most obvious answer. While her promise of double penetration has my cock aching painfully, it’s her final sentence that floors me.

She trusts us—this is a girl who hasn’t trusted anyone for a long time, and she’s giving us both the thing she holds close to her heart, as though it means nothing. It’s the best gift she could give us, and given how Jake is smiling at her, I know he appreciates the weight of it too.

“But we’ll have to save that for another day, as I want to see this more,” Indie says, flicking her finger between Jacob and me, a mischievous grin spreading across her face.

Jacob turns back to me, his chocolate-brown eyes staring at me with a fierce intensity that matches his words. “I trust you, too. As long as you agree to go slow, be patient with me, and stop if I ask, then I’d love to try.”

I don’t bother responding with words, instead I pull him forward and show him how happy I am with my lips.

When we part, I move my hand from the back of his neck to cup his cheek, loving the way he leans into my touch. “Where would you feel most comfortable doing this for the first time?”

Jake pauses, looking around the room. “I don’t know,” he says, sounding unsure of himself. “What do you think?”

Fuck, he’s letting me take the lead, so I have to force myself not to rush this. The desire to bury myself inside him is growing, but I have to hold back, as I don’t want to freak him out.

“Okay, let’s start with you on your hands and knees, leaning onto the sofa cushions. I’m not going to fuck you like this, as I want to see your face when I take you, but this is a good position to get you ready. As it’s your first time, prep is really important.”

He nods along with my instructions, and when I’m finished, he pulls in a deep breath, as if he’s steeling his nerves, before falling into position. He leans over the middle of the sofa, his chest and cheek pressed against the cushions we normally sit on.

Indie edges closer and reaches out to take his hand, though he’s momentarily distracted by how close her bare pussy is to his face. Her hand that’s not now laced with his edges closer to her slit, before gently circling her clit.

Jake watches her movements, completely distracted from what I’m doing, which is fine for now, but soon I’ll be demanding all of his attention, and he won’t be able to disobey me.

Before I get into position, I move over to the drawer beside the sofa, sliding it open to pull out the lube I know Jake has stored there. For the first time ever, I’m pleased Jake used to be a fuckboy, as this would have been a lot harder without lube—not impossible, just harder.

Once I’m in position behind Jake’s peachy round arse, I squeeze the lube container, letting it slowly drip down his arse crack. Jake lets out a yelp of surprise when the cool gel hits him, his head spinning around rapidly to see what I’m doing.

When he sees its lube, he lets out a relieved sigh, though his body tenses up again when I gently run my finger over his arse. I use my other hand to massage his arse cheeks, hoping the sensual sensations will help him relax.