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“Is this what you want?” I ask, pressing my tip against his rim, just enough to give him a little pressure.

With his gaze fixed on mine, he nods his head almost eagerly, but as he pulls his lip between his teeth, a shyness slips over him. His cheeks flush, like he’s embarrassed by what he’s about to say. “I want it, but please, be gentle. I don’t want it to hurt.”

I lean over his muscular, ripped body and press a deep, searing kiss to his lips. “It will hurt a little to start with, but I promise, if you ask me to stop, I will. Just try to relax and listen to my instructions,” I tell him, kissing him once more.

He looks over at Indie, who is still sitting beside him on the sofa, but she’s now gotten herself into an almost identical position to Jake. She’s leaning against the back of the sofa, with her feet resting flat against the cushion, her knees open wide, exposing her pretty pussy.

Some of Jake’s cum is oozing out of her well-fucked cunt, and she’s gathering up the liquid and using it as she slowly rubs circles around her clit. Despite the attention she’s giving herself, her gaze is firmly focused on what’s happening between us.

She watches with dark, hungry eyes as I slowly stroke the length of his shaft, spreading lube as I go, before gently nudging the head against Jake’s waiting hole, giving him just enough pressure to set him on edge.

“I want you, Miles. Please, fuck me.” As soon as the words leave Jake’s pretty pink lips, the last of my resolve cracks.

I’ve waited almost ten fucking years to hear those words, and I don’t want to wait a second longer to claim what I’ve always known is mine.

Jake’s eyes are locked on mine, and other than a brief glance to watch as I press into him, I give him the eye contact I demanded from him. I watch every emotion as it flickers across his face, drowning in the way he’s staring at me.

The tip of my dick spreads him wide, and Jake lets out a pain-filled hiss as his body tenses beneath me. I lean over and kiss him, letting my tongue soothe him, before pulling back to press my lips to his neck.

Once I reach his ear, I whisper praise, reassuring him. “That’s it, Pretty Boy. Take some deep breaths and push against my cock. I know it feels wrong, but it will help you take me so much easier. I want to see your pretty little hole swallowing my big dick.”

He shudders as my breath tickles his ear, but like the good boy he is, he does as I tell him. I feel the exact moment he pusheslike I told him to, as the head of my cock slides into his hole with ease.

“Motherfucker,” I groan as Jake lets out a high-pitched moan, both of us lost in the sensations as I press my length into him.

Once the head goes in, the rest of my length slides in much easier, but I still take my time, edging in an inch at a time. I move agonisingly slowly, giving him time to adjust to my size. I have to focus on my breathing, as the feel of his tight, hot hole grasping my cock is driving me fucking crazy.

“You’re so big. You’re stretching me so fucking much,” Jake cries, his eyes dropping to where his hole is stretched wide as the smooth flesh of my shaft slides in.

There are tears leaking from the corners of his eyes, as the pain of my intrusion overwhelms him, but he hasn’t asked me to stop, so I continue, knowing it won’t be long until that pain turns to pleasure.

To help distract him, I reach over and wrap my palm around the base of his cock, squeezing just enough to pull a groan from his lips. As I slowly slide the rest of my length inside him, I glide my hand over his dick, feeling him throb beneath my touch.

When there’s only an inch remaining, I pull back slightly, before slamming into him harder than before, sinking all of my length into him. Jake’s back arches off the couch as he lets out a startled yelp, followed quickly by a long, drawn out moan when my dick slides over his prostate at the same time my hand jerks his cock.

“Fuck,” he cries out. “You’re so deep.”

I remove my hand from his cock and reach up to wrap it around his neck. I tilt his head until he’s looking at where our bodies are joined. He’s taken all of me, and I’m so fucking proud.

“Look at your tight arse, taking all of my cock. You look so pretty stretched open for me,” I tell him before pressing a searing kiss to his lips.

Once Jake is taking full breaths again, and the tears have dried up, I see his cock starting to twitch and he rocks his hips just a little, letting me know the stinging pain is lessening.

It’s time to show him how good this can really feel.

“Are you ready for me to fuck you now?” I ask him.

He nods. “I think so.”

I give him a smile that I’m sure looks a lot more devious than I meant for it to, but thoughts of taking him are overwhelming me. I want to lose control, to take him hard and fast, until he’s screaming for me, but he’s not ready for that yet, so I start slow.

I pull back at an agonisingly slow pace, letting him feel all of me, and I don’t stop until only the tip remains inside. I fix my gaze on his, letting him see my devilish smile for a second before I thrust back in, much quicker than before.

I don’t stop until I bottom out, grunting at the feel of him tightly wrapped around me as he cries out, his dick twitching when my tip slides over his prostate once more.

I repeat this several times, getting faster and faster with each thrust, and it’s not long before Jake is matching my movements. He presses his arse against me each time I slam into him, while his whimpers and cries of pleasure are like music to my ears.

I’m torn over where to look, as there’s so much I want to see. I want to keep seeing the look on Jake’s face as he’s pushed beyond that pain barrier into pleasure. I want to watch as he strokes his cock, mimicking the speed I’m using on his arse. I want to keep my eyes fixed on where his hole is being stretched wide for me, swallowing my cock in the most beautiful way.