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Page 46 of Accidentally Falling For My Best Friend (Chicago Awakenings #2)

PARKER

December

I want to do this right.

I want Oakley’s first time bottoming to be perfect, for him to enjoy having me fuck him as much as I’ve loved when he tops me.

But I am also struggling to remind myself of that when he looks so fucking sexy, draped across the counter, all of his clothes gone, looking so eager for me as his eyes roam my naked form.

Shower first, then sex.

I quickly scoop him up again, worried that if I allow myself any time to think that I’ll change course and take him straight to my bed. But we were just on a plane for a few hours and traveling is dirty, so I need to focus.

I check the temperature of the water, making sure it isn’t too hot, before putting Oakley down under the warm spray.

His body visibly relaxes, and I try not to get too distracted by his hard cock as I grab the body wash.

I take my time washing him, rubbing into his muscles, tracing every inch of his body with my fingertips, appreciating as much of him as I can with my touch .

“I could wash myself, ya know,” he points out, but his eyes are closed and his neck is rolled to the side. He’s completely relaxed, and I love being the one who makes him look so happy.

When he’s been thoroughly cleaned and massaged, I quickly wash his hair and my own.

He tries to help me with my soap, but I playfully swat his hand away.

“Don’t be a brat, you promised me your ass and now you’re making me wait,” I say firmly, raising a brow at his smirk.

I help him get a towel, and once we’re both dried, I bend down to pick him up and carry him right to my bed, laying him down gently with his head on a pillow while he sports a very smug grin.

“I want to taste you,” I say as I move down his body on the bed. “To use my mouth to relax your unused hole before it’s finally time to stretch you wide open with my dick.”

“Please do,” he agrees eagerly, rolling over and presenting his ass to me.

I take a moment to massage his firm cheeks, running my hands over the tempting curves before spreading them and leaning in to lick his hole.

He moans at the touch and I don’t let up, holding him in place as I eat him out like I’m a starving man and his ass is the first sign of food I’ve seen in days.

His hips shift, squirming, like he can’t help but push back into me, demanding more.

I feel high off the fact that my tongue alone is enough to make him so desperate.

I pull back slightly, massaging his rim with my finger as I speak.

“Stay still, my love. I want to take my time, to enjoy this for everything it is before I add any fingers.”

He moans again at the mention of more, and I chuckle as I resume my feasting.

Eventually, I ease the first wet finger in, savoring each and every one of the beautiful moans he’s making just for me.

I’m able to add two as he relaxes. He’s shown me which plugs he’s been using, and they’re much larger than the one he used on me.

I know he enjoys the sensation of being filled, and I’m slightly less concerned over the possibility of hurting him if I rush things than I would be if he’d never used the toys, but I remind myself that I still need to be careful.

“Where’re your plugs?” I ask, my voice sounding deep and gravely in a way that even I don’t recognize.

“I should still have one in your nightstand.”

I scramble to the nightstand and remove one of his largest toys, along with lube, and get it slicked up. To be sure he’s nice and relaxed, I start once again with my fingers, making sure his hole is properly lubricated, exploring and stretching him until I have three fingers inside of him.

I’ve only been teasing his prostate, wanting to really draw this out. I want him ready, needy, and desperate for my cock to fill him, but I also don’t want to make him so eager that he rushes things and ends up hurt.

He’s squirming now, shifting his hips back, trying to take me deeper.

When I remove my hand, he lets out a desperate moan.

“Don’t stop,” he pleads. He’s practically whining now, and I fucking love it.

He’s looking over his shoulder at me with an arched brow, probably wondering what I have planned next, and as much as I would love to replace my fingers with my aching cock, I force myself to pick up the plug instead.

“Sure you don’t want to skip the toys and give me your dick already?

” he taunts, but there’s a bit of an edge to it, like he’s trying to convince me to do just that.

I slap his ass, and although I’m sure it wasn’t hard enough to feel like more than a light sting, the sound of the smack and the resulting jiggle of his butt from the motion are very satisfying. “I’m trying to do this the right way, you brat. Shut up and let me stretch you out properly.”

Adding more lube to his hole, I guide the toy to his entrance, slowly pushing it inside of him.

His groan is like a hit of a drug. Not that I’ve ever done any, but the high I experience with each sound of pleasure coming from Oakley is what I’d imagine a drug would feel like, and I’m completely addicted.

I try to focus on taking deep breaths, ignoring my own desperation to focus on him.

“Fuck, baby. You’re so beautiful right now,” I praise as I fuck the plug into him slowly. “You’re taking this so well for me.”

“I bet I’d look even better if it was actually your cock inside of me.”

I smack him again. “Every time you taunt me, I’m going to wait even longer to actually fuck you,” I promise.

He moans and shifts back into the toy more forcefully. “That sounds like a punishment for you too.”

“True.”

“Seriously, babe. I’m ready.” His voice still has the high-pitched tone of a whine, and knowing I’m the one driving him to this point of desperation fulfills some part of me I never knew existed.

I feel important, special, powerful. This is Oakley Caldwell, he could have anything or anyone that he wants, and he’s begging me.

“Please. I don’t think I’ll last much longer if you don’t fuck me and I really want you inside of me when I come. ”

That is an excellent argument, so I finally give in to his request, slowly removing the plug. He’s deliciously stretched out for me now, and his hole attempts to clench around nothing as I lube up my cock. I’m harder than I’ve ever been, but I still hesitate.

“Flip over onto your back,” I command, grabbing a pillow to prop his hips on as he reluctantly follows my direction.

“Baaaabe, stop stalling. Please just fuck me already.”

I laugh as I get him positioned how I need him.

He’s on his back now, and I help support his legs as he holds them up to expose his hole to me once again as I kneel between his legs.

This isn’t a hookup. I don’t want to be staring at the back of his head as I enter him.

This is Oakley, my best friend, the love of my life.

I need to face him; I need to be able to kiss him as I finally slide my cock inside of his tight hole.

I’m not a virgin, but there have been women in the past who didn’t want to attempt penetrative sex because of my size. It never bothered me before, since I wasn’t invested in any of them, but I really want this with Oak and I know he does too, so I hope I don’t hurt him.

I guide my swollen tip to his opening and he takes a deep breath, exhaling slowly as I begin to cautiously push inside of him.

The feel of his warm, tight body wrapping around my shaft is so much better than I had even dared to hope it would feel.

I have to grip his hips, practically pushing him away to prevent myself from chasing more of this pleasure and slamming into him faster than I want to.

I try to hold as still as I can, allowing him to slowly work himself to take more of me. “Damn, Ranger. I know you’re big, but this stretch is so good. Fuuuck, I’m so full. I don’t know how I could possibly take more,” he says with another moan as he shifts further.

“Just wait until you top me without a condom. This is unbelievable. You feel so fucking amazing.”

“More. Keep going, keep moving, urgh—” he moans, and I do.

I work the final inches of my cock in until I bottom out, my hips meeting his ass, and I finally lean in to bring his lips to my own.

I try to pour all of my love and appreciation and desperation for him into the movement of our mouths and the dancing of our tongues.

I can’t hold back any longer, grinding my hips to fuck into him, and he meets the motion thrust for thrust. I blindly search for the lube next to us on the bed, refusing to separate from his mouth.

When I find it, I’m able to add some to my hand, moving it to work his weeping cock, and another whimper escapes his throat.

Each movement of our hips is driving me closer and closer to the edge, the pleasure building at the base of my spine so intense, it’s a wonder I didn’t finish the moment I was inside of him.

I move my mouth to trail sloppy kisses along his jaw, shifting down his neck. “Perfect, so good, love you so much, I’m so lucky.” My praise mixes with his cries for “more, harder, yes, right there,” and it’s the dirtiest, most satisfying soundtrack I’ve ever heard.

My muscles are straining, my balls high and tight, ready to burst, but I need Oakley to finish first. “Come for me, Oak. Fuck, I can’t last any longer. I’m going to shoot any second now, going to fill you up.”

He must like the sound of that because he finally shudders in my hold, dick thickening and twitching in my hand before warm, white ropes of cum cover our chests between us.

His ass clenches around me as he continues to come, squeezing and forcing my orgasm to crash through me.

I struggle to support myself above him as pleasure overwhelms me, spreading throughout my limbs as I continue shooting inside of him, as it seems to go on and on.