Chapter 26 #2

“P-please, Charlie. Don’t tease me anymore. I can’t take it. Please, please, please.” I’ve never begged before, but with him I don’t mind it.

He rubs my right cheek soothingly. “Shhhh…I know, sweetheart. I’ll take care of you. Just relax.”

And so I do, because I trust him. I believe him when he says he’ll take care of me. No one has ever really taken care of me before, but I know Charlie will.

As soon as my body relaxes, I feel Charlie’s breath ghosting over my hole. A little gasp escapes me.

Lick. Oh fuck, no one has ever…oh fucccckkk.

I hiss, Charlie’s tongue swiping over my hole.

My first instinct is to pull away, but instead I try to relax again, letting him please me the way he wants to.

Charlie alternates between long swipes, and short flicks.

Eventually my body melts into it, and my hips push back, asking for more.

He hums in triumph, the vibrations making my nerve endings fire rapidly. My eyes flutter closed as I get lost in the sensation of his tongue.

“Good boy. That’s it, Kip. God, I’ve always wanted to try this, you know? Maybe next time you can do it to me.”

Another long swipe. And then, he points his tongue, and presses it against my hole. It’s softened enough that he’s able to slide it inside. I feel my muscles clenching around his tongue as he wiggles it inside.

“Oh my god, Charlie!” I mewl.

He trusts his tongue in and out of my hole, and I’ve never felt anything like it. Suddenly, Charlie pulls out and I feel his warmth fade.

“Wait, please! Where are you going?” I so needy.

“Don’t worry, princess. I’m just getting lube. Stay right there.” Charlie kisses my hole before retreating again.

Charlie’s warmth returns at my ass, followed by the click of the lube cap. I jump when his tongue finds my hole again, not expecting the warmth of it slicking against me. Charlie pushes it inside me, and then slides one finger in along side it. I moan lowly, pushing my ass back against him.

He fucks in and out of me with his tongue and a finger, loosening me up until he can slide a second finger in as well.

His tongue disappears, but is quickly replaced with a third finger.

He scissors them, spreading me wide. On the upstroke, he tags my prostate, and on the downstroke he spreads his fingers, stretching me open for him.

“Feels so good.” I mewl.

“Are you ready for me?” Charlie asks breathlessly.

“Yes, yes, yes! Please, Charlie. I want it. I want your cock in me. Please, baby.”

The cap clicks again, and I hear him slicking up his dick. I might seriously explode the second he slides inside. My cock is seconds away from coming.

I feel his hand shaking as he grips one cheek, and presses the head of his dick against my entrance. I’m not sure if it’s in excitement, or nervousness.

“I want you, Charlie.” I assure him. “So fucking much. More than I’ve wanted anyone. Please.”

He releases a big sigh. “Sorry. This is just…well it’s a big deal.

It’s vulnerable, for both of us. You’re sure?

I mean, that you want me? It’s my first time for anything like this, and it’s your first time bottoming.

And it sounds like you’ve wanted this a long time. I just…don’t want to mess it up.”

I chuckle a little. Where did his earlier confidence go? Not that I’m laughing at him, I actually think it’s very sweet how much he cares. “Sweetheart, I’m beginning to think that there’s a reason it never worked out for either of us before. Maybe it was always meant to be you and me, yeah?”

“You and me.” I hear the smile in Charlie’s voice. “Okay, princess. You and me.”

His tip notches at my hole again. I make a point to relax as he eases forward, nudging the thick head of his cock inside. It meets a bit of resistance, and then pops through my rim. We groan in tandem.

Slowly, he tunnels further, using tiny thrusts to inch his way inside.

My hole and muscles clench around the intrusion.

He’s bigger than any toys I’ve used. But I breathe through the sting, willing my body to take him in.

Finally, he sinks home, his pelvis meeting my cheeks.

He stills, both of us breathing harshly.

“Oh fuck, Charlie.” I keen. “I’m so full.”

“Holy fuck.” He lets out a long moan. “Christ, princess. You’re so fucking tight. I don’t know how long I can last, Kip.”

I laugh breathlessly.

“Oh shit.” He hisses. “Don’t laugh, you’re gonna make me come if you do that.”

“S-sorry. It’s just that I don’t know how long I’ll last either. You feel amazing, baby. But please, for the love of all that is good, please move.”

And he does. Charlie pulls his hips back slowly, until only the head is still inside.

Moving at that same agonizing slow pace, he thrusts forward, tunneling deep until his hips meet my ass again.

Out and in, slow and deep, he drives into me again and again until I’m whining and meeting him thrust for thrust.

“Ah fuck, please. More. Need more. Harder.” I beg.

“Shit.” Charlie hisses, but does as I ask. He increases his pace, slamming into me hard enough to jolt me forward each time our skin slaps together. I rock back into him, meeting him each time.

We don’t last much longer after that. My fist flies up and down my cock, and I know my moans are so loud that the neighbors can probably hear, but I don’t care. This is everything I’ve ever wanted.

Tingles gather in my spine, heat rushing towards my cock, and then it pulses. Rope after rope of cum paint my fist and the sheets below me. My asshole pulses in tandem, squeezing Charlie’s dick. And then I feel him follow after me, filling me to the brim with his hot cum, coating my insides.

We’re both panting as Charlie slumps over my back, planting wet, hot kisses along my neck and spine.

My legs and arms shake, and I crumble to the bed, not caring about the sticky mess of cum I’m lying in.

Charlie slips out of me, and flops down right next to me. I turn my head to look at him, and we both smile, and then break into laughter.

“Holy fucking shit.” He wheezes.

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