Page 43 of Winging It with You

He’ll always be the same charming Theo I met in the airport bar.

But here? Here, he’s a man in control.

He’s a man that’s taking what he wants and giving it back twofold.

A man hell-bent on making every inch of my body sing with pleasure, his touch growing increasingly intuitive as he pumps deeper into me.

He’s got one hand locked behind my knee and the other slowly stroking my dick.

An agonizing sensation that if he doesn’t stop soon, I’ll explode all over us.

“Unless you want me to cum right now, I’m going to need you to knock that off,” I say, tapping his hand on my cock.

“Sorry, sorry,” he says, a delicious little smirk growing from the corner of his mouth, and he moves his hand to grip my hip.

Theo’s kept up a pretty consistent cadence of long, deep strokes into me, but he switches to a few shallow ones, really teasing my hole with the swollen tip of his cock before pulling out completely.

“Oh, fuck,” I groan against his lips. “Yes. Oh my God, please keep doing that.” Each new thrust elicits a completely new sensation throughout my entire body.

“Yeah?” he asks, delivering another delicious pump. “You like when I tease your hole like that?”

“Hell yes,” I say, melting against him, gripping his arms as he continues to slowly enter me ever so slightly before pulling out again. He reaches down to tap the head of his dick against my wanting hole before slowly driving back into me. Holy shit. “Please don’t stop.”

“ Fuck , Ash,” he growls. “I love watching my dick slide in and out of you like this. You feel so fucking good. So fucking tight.”

“I want you on your back,” I say, pushing up against his chest. “I need to ride you.” He smiles, following my lead, and expertly rolls our bodies without ever pulling out of me so that he’s now on his back.

Oh! This new position lets me feel every inch of him as I grind down on his gorgeous dick.

“That’s right. Use my cock to make yourself feel good,” he says, gripping my hips hard while I roll them against his.

The angle of his dick’s curve is hitting my prostate with screaming bells and whistles and in such a way that is so powerfully overwhelming it’s starting to make my eyes water.

I place my hands firmly on his wide chest, using it as leverage to really start to pick up speed, and I push myself deeper onto him.

“Yeah, take it just like that. You’re riding my dick so fucking good, Ash. Fuck. ”

I love knowing that I’m making him feel good.

That he’s enjoying this as much as I am, because dear lord, I don’t think I’ve ever felt pleasure quite like this.

“Baby, look at you ,” he beams, his eyes roaming over every inch of my body as I rotate my hips up and down on his thick cock.

I revel in Theo’s praise, fueled by his words of encouragement as I take every inch of him.

His strong hands grip my hips for dear life, perfectly meeting each of my thrusts with one of his own, and I marvel at just how perfectly our bodies fit together, like his dick was tailor-made just for me.

The timing and intensity of his thrusts quicken as he uses the leverage he has on my waist to really push himself further into me each time.

“I’m fucking loving this,” I moan when he continues to hit that spot over and over again.

Theo returns his hand to my cock, giving it a squeeze.

His eyes are dark. “That’s my good boy,” he says, a wicked grin plastered on his face.

The new sensation of him drilling my ass with his cock and stroking mine in time with his thrusts is too much, and whatever control I’ve had over my imminent orgasm is fading fast. I lean down and forward, finding his lips again as he continues to bring me to the edge.

“I’m so close, baby,” I pant against his lips. “If you keep doing that, I’m going to cum.”

“Lose yourself, Asher,” he whispers. “Let go and lose yourself. Please, baby. For me.” His hand glides over me, mirroring the rhythm of his strong hips, and I can feel my orgasm building.

Slowly at first, but soon, my muscles begin to tighten, and I cling to Theo’s shoulders, preparing to be thrown over the most satisfying edge.

We’re both slick with sweat as we breathe into each other’s mouths, inhaling each other with every gulp of air.

“Fuck, Ash…I’m getting close too…” he hisses behind a clenched jaw, his lips still ravenous against mine.

He tightens his grip around my cock, the perfect combination of mouthwatering and frustrating stimulation.

I can feel him swell inside me with each movement of his hips, and the greedy anticipation of forcing every drop from him sends me flying over the edge.

“Oh, shit…you’re going to make me cum,” I pant like an animal in heat.

Theo’s brows scrunch together in determined concentration as thrusts in and out of me so deeply. “Cum for me, baby. I need to watch you come undone.”

Knowing that he needs me to finish is what sends me over.

“I’m cumming,” I shout, not caring if the entire hotel hears me.

“Oh, God…I’m fucking cumming…” The words barely escape my lips when the most earth-shattering and life-affirming orgasm erupts from my core, my release coating what little space remains between us.

“Oh, fuck yes,” he growls, quickly freeing one of his hands to scoop up some of my cum with his fingers to taste. “That was so fucking hot.”

I feel delirious and spent, and the only thing keeping my eyes open at this point is the desire to make sure he finishes.

Finding his mouth again, I take his lip between my teeth. “I need you to breed me.”

Theo’s eyes roll back into his skull, a hiss escaping his lips. “Yeah, baby? You want my load?”

“Give it to me,” I demand, arching my back so he can really thrust up into me. “I need it.” Theo’s pace quickens, and he wraps his arms like a vise around me as he fucks me hard and deep.

“Fuck, Asher…” My name is the last thing on his lips when he shudders beneath me.

“Oh, fuck, I’m going to…Fuck, baby, you’re making me cum,” he shouts, and then stills inside me.

His cock pulses repeatedly. He pulls me down deeper onto him, and when he does, I can feel each burst of his orgasm filling me up.

“That felt so…Baby, I don’t have words for how good that felt,” he says between a slew of drunken kisses.

Contentment floods my veins, and I relish the fact that I just made him feel that way.

That I could elicit this level of pleasure from him.

“Just stay here for a second,” he says, tightening his grip around me, so I let my entire body rest on his, the exhilarated rise and fall of our chests matching as we come down from the highest of highs.

This is a moment I’ll never forget.

Because here, in another random hotel room in yet another country, Theo Fernandez obliterated anything I thought I knew about pleasure and showed me everything I’ve been missing out on all these years.

And now, after experiencing that , I know with certainty I will never want it to stop.

/////////////

A surprise for Theo unfolds in my mind the moment I open my eyes the following morning.

We spent the entirety of last night exploring each other’s bodies and doing all the things we both so clearly have been holding back.

After coming down from the most earth-shattering highs, he’d led me to the shower, where we washed every inch of each other’s still-flushed-from-sex skin, idiotic smiles plastered on our faces.

Our infinite kisses were only interrupted when I felt the need to drop to my knees under the cascading water.

The look on his face when he finished in my mouth will forever be ingrained in my mind.

And when we made our way back to the bed, naked and blissed out, Theo held me tight against his chest, repeatedly kissing the top of my head as we both drifted off to sleep.

Sneaking out of bed, away from Theo’s gorgeously naked body, physically pains me, but I want to make sure we can at least have some coffee before I spring this last-minute surprise on him.

I throw on a pair of shorts, a T-shirt, and a baseball cap and make my way down to the lobby.

“Well, well, well.” Jo’s familiar snarky voice greets me as I pour myself a healthy mug of coffee. “I would have thought you two would be locked away for days.”

Her comment almost makes me spill the creamer. “Shh, let me at least have my morning coffee before you start speaking in riddles.” I take a sip of the hot liquid, willing its magical powers to course through my veins as quickly as possible.

“No riddles needed, my friend.” She pats me on the back while I pour another mug for Theo. “I’m just so glad to see you finally had a good night’s rest.”

Between her word choice and the emphasis she placed on them, she’s being anything but subtle.

“Mm-hmm” is all I can articulate. “Actually, I need a favor…” And I proceed to bombard Jo with my spontaneous plan, which causes her to smile.

“Who are you and what have you done with the prickly Asher Bennett I met a few weeks ago?”

I ignore her jab. “Can I please just borrow it?”

She hands me the van’s keys. “I will personally ruin your life if anything happens to it.”

“I have no doubt you will.” Without waiting to see if she has any additional snarky remarks, I hurry back to our room, coffees and keys in hand, excited to get back to Theo.

He’s still sound asleep on his stomach when I open the door, so I tiptoe across the room, set the pair of mugs on his bedside table, and sit on his side of the bed.

His hair is a mess, and I could easily spend hours tracing the constellations in the beautiful freckles across his shoulders.

He stirs slightly at my touch, so I lean down to plant a soft kiss on his forehead.

“Good morning, handsome,” I whisper, my lips at his ear.

Theo’s eyes are still closed, but I watch a smile form at his lips that melts my heart. I kiss his forehead again. And again. And once more for good measure. “I brought you coffee.”

“Have I told you recently how amazing you are?” he says, sitting up and taking a sip from the mug I’ve just passed him.

Handing his mug back to me, he lets his fingers linger on mine, guiding me in for a sweet kiss.

“Asher. Bennett. You. Are. So. Amazing. And. I. Will. Never. Stop. Telling. You. That,” he says, between soft, lingering kisses.

He’s quite literally taking my breath away.

Again. Something I’m learning he has a general knack for.

Before he’s able to distract me any further, I kick off my shoes to join him in bed for a few more cuddles.

“Only if you’re up for it, I have a little surprise for you,” I whisper as Theo pulls me tight against his chest.

He kisses the back of my head. “A surprise?”

I nod my head.

“Look at you being all intriguing and elusive. Do we have time for a few more moments here like this?” he asks.

I nod again and pull his arm tighter around me.

“Can all my mornings please start like this?” he asks after a moment of stillness.

“Think of how many we wasted…” I say, trailing my fingertips over his forearm.

“Yeah, let’s not do that anymore,” he whispers, kissing my neck, my cheek, and every inch of exposed skin.

I don’t want to.

Ever.