Chapter Eleven
Milo
Fuck me sideways, Rupert was the most gorgeous man I’d ever seen. Hands down, no contention.
And it wasn’t just because he was the first naked guy I’d seen in… well, a while. Unless you counted the innumerable naked men I’d seen in porn throughout the summer. Which I wasn’t.
His body was soft and rounded, gentle brown curves that begged to be worshipped and adored, with full thighs I wanted to bury my head between and an arse I already knew would have the most perfect jiggle in the world.
His skin was a warm, chestnut brown and a rose-gold flush had spread across the bridge of his nose as our hands wrapped around his cock, stroking him slowly.
“You should get on the bed,” he said, swallowing as he tried to keep his voice level. “I can’t ride your dick if you’re standing here.”
“True, but there are so many things I want to do to you first,” I said as I leant in for another kiss, savouring the feel of his plush mouth against mine.
Now we’d started kissing, I didn’t think I’d ever be able to stop.
I wanted to do it every day, even if it meant seeking him out randomly at the sweet shop so I could lean over the counter and steal a kiss.
“What sort of things?”
“Mmm, I want to kiss every single inch of you, figure out exactly what parts of you are sensitive and listen to all the pretty noises you make. Then I want to taste your gorgeous cock and bury my face between your perfect thighs and eat you open. Would you like that, baby?”
“Y-Yes,” Rupert said, his words ghosting over my lips.
“Then get on the bed.”
Rupert tilted his head back, his dark eyes meeting mine as a teasing smirk curled across his lips. “I will. But first, I think you’re missing something.”
I grinned as I squeezed my hand, tightening his grip on his cock. “Am I?”
“Mmm, y-yes.”
“And what’s that?”
“Get on the bed, please,” he said, heat burning in his gaze from behind his glasses. I wondered if he’d be open to keeping them on while we fucked. After all, it would suck if he couldn’t see everything properly. And I loved the way they looked on him. They were sexy as fuck.
“Of course I will,” I said teasingly, releasing his cock and stepping away from him, moving towards the bed. “Are you going to join me?”
Rupert sighed and raised an eyebrow. “Don’t be facetious.”
“I’m not. You asked me to get on the bed, so I am.”
“You’re impossible,” Rupert said, striding over to me and pushing me onto the bed before I’d had the chance to think of a suitable comeback.
I shuffled backwards awkwardly, falling back onto the mattress as Rupert climbed on top of me, blanketing my body with his and kissing me fiercely.
He nipped my lip and I groaned, arching up underneath him.
He gasped as our cocks rubbed together, fleetingly dazed by the rush of sensation.
I seized the moment and grasped his waist, rolling the pair of us over and falling between his plush thighs.
I planted my hands on either side of his head and grinned as I leant down to kiss him again, pushing my tongue into his mouth.
His glasses were slightly askew, and it was cute as fuck!
“Clever,” Rupert said, unable to hide his smile as he reached a hand between us, correcting his glasses before wrapping it around the side of my neck. “Mmm, this is the only bad thing about you shaving your hair off. I can’t pull it when you suck my dick.”
“Fuck!” I groaned, kissing him desperately as my cock throbbed against his, dripping precum onto his skin.
“Do you like that idea?”
“Yeah. It’s making me want to grow it out again.
” I kissed across his jaw and down his neck, licking and sucking his soft skin.
He tasted like sweat and something sweet, the smell of citrus and cinnamon and something warm filling my senses.
I hadn’t noticed it before, but maybe I hadn’t been close enough to sense it.
Either way, I was going to need Rupert to smell like this all the fucking time.
Whatever he’d planned to say melted away into a moan as I explored him, dragging my tongue across his skin and sliding further down his body.
His thighs bracketed me, and the sensation of being squeezed between them was making my head spin.
At this rate, I was going to come as soon as Rupert got his hands on my dick.
He groaned as I kissed down his chest and kissed his nipples, sucking them into my mouth and swirling my tongue around them. But when that didn’t get as much of a reaction, I swiftly moved on.
“Sorry, my nipples aren’t—” Rupert began and I cut him off with a look.
“No, don’t apologise,” I said. “Your nips aren’t sensitive, it’s not a big deal. Everyone’s different.”
“What about you?”
“Mine are a bit. I mean, I like having them sucked but I’m not going to get off from it.”
“Good to know.”
Any further words were forgotten as I resumed my exploration of his body, tracing the curve of his stomach with my mouth and fingers. His cock was hard and flushed against his hip, precum beading from his slit as his foreskin rolled back from the silken head, and fuck, I had to have a taste.
Rupert gasped, his hips jerking off the bed as I flicked my tongue over the head of his cock, licking up the salty-sweet precum, as I wrapped my fingers loosely around his shaft. “Fuck, you taste good,” I said, looking up at him and shooting him a smirk.
“Oh, fuck,” Rupert said with a groan as his cock twitched in my hand, precum dripping from his slit.
“Let me suck you?”
He moaned again, his hand reaching down to brush over my head as I leant forward, gently catching me. “You’re missing something.”
“Seriously? You’re going to make me say it now? Don’t you want me to suck your dick?” I asked, grinning teasingly at him.
“Yes, I am. I’ve waited this long. I can wait longer.”
“So can I.”
“Can you?”
“No.” My patience was already worn thin, and I hated the idea of having to wait any longer. I’d always been impulsive, and when I wanted something, I normally did it as soon as possible. “Please, baby. Let me suck you.”
“Yes, you may. But, er, maybe not too much? It’s been a while since I’ve been with anyone except my hand, and I don’t think I’ll last long.
And I can get quite oversensitive once I’ve come, so I can struggle to keep going.
Sorry, I know that’s not particularly sexy.
” He glanced away, the flush on his nose deepening and my stomach twisted, sympathy making my chest ache.
I was suddenly struck by the urge to find all the people who’d told Rupert he was inadequate or weird or whatever they’d said and kick their arses. And maybe set a few seagulls on them for good measure.
“Hey, no apologies, remember? Thank you for telling me.” I kissed his hip and smiled. “Just tell me when you’re close and I’ll stop. Besides, there’s plenty of other things I want to do, including watching you come while you’re bouncing on my cock.”
“I want that too. Would you… There’s lube here, if you want it. I’d love you to eat me out and open me up. I’ll be less likely to come then. And it gets me closer to riding you.”
“I’d love to. Pass me the lube.”
He reached out and grabbed the small bottle, handing it to me with a foil-wrapped condom.
I put them down next to me and then leant forward to press teasing kisses along the shaft of his cock, running my tongue across the head and slowly wrapping my lips around him, sucking gently for a couple of seconds before I pulled off and let him go.
Rupert whined, the sound going straight to my dick, where it was pressed against the sheets. “Don’t worry, I’ve got you,” I said, kissing down the insides of his thighs, spreading his arse cheeks with my fingers as he lifted his legs to give me better access.
A deep, desperate groan rumbled through me as I buried my face between his cheeks, breathing in the earthy scent of him. I flicked my tongue over the furled skin of his hole, a sense of satisfaction flooding me as Rupert let out a breathless moan.
Another groan dripped off my lips as I licked and sucked his hole, working him open with my tongue as spit slid down my chin.
It was wet and messy and so fucking perfect, Rupert’s beautiful moans and gasps making me even more determined to spoil him.
To spend hours giving him whatever he wanted.
To say please as often as he demanded. Anything to get to see him like this.
I reached for the lube, squirting some onto my fingers as I lifted my mouth away and looked up at him.
“Can I finger you please, baby? Open you up so you can ride me?”
“Y-Yes! Fuck, yes. I need your cock,” Rupert said, nodding his head as his thighs trembled, his cock twitching with need.
Slowly, I pressed one finger into him, groaning as the tight heat enveloped me. “Fuck, you’re so tight. Going to fucking kill me, sweetheart.”
He let out a breathless chuckle. “You’re going to do the same to me. Mmm, ah, that feels so good!”
I began to fuck him with my finger, pumping it in and out, curling it up so the pad rubbed over his prostate. I knew when I’d found it because Rupert cried out, his hole clenching around me. Fuck, if he did that around my cock, I’d be toast. Done for. Knocked out in two seconds flat.
It would be awesome.
I took my time working him open, pressing kisses to the inside of his thighs and along his taint as I stretched him.
He looked so beautiful like this, spread out in front of me with my fingers deep in his hole, moans and gasps filling the air between us as his cock throbbed, dripping precum onto his stomach.
“Milo, please… I, fuck, I… I want to ride you,” Rupert said with a groan, propping himself up on his elbows to gaze down at me with naked hunger.
“But I’m having fun,” I said with a smirk.
Rupert, somehow, managed to raise an eyebrow at me. Clearly, I wasn’t doing a good enough job of taking him apart if he could still do that. “Are you saying you won’t have fun if I fuck you?”
“No…?”
“Do you think it will be less fun?”
“No!”
“Then let me ride your fucking cock.”
“Hmm, I think you’re the one missing a word this time.” I knew I was pushing my luck, but I couldn’t help it. Rupert was far too much fun to tease.
“Let me ride your fucking cock, dickhead?” There was a grumpy edge to his voice that was so fucking adorable I almost couldn’t bear it.
I shook my head, curling my fingers over his prostate for emphasis as I said, “No, try again.”
“Please,” Rupert said, a deep groan ripping from his throat as he tipped his head back. “Please let me ride your cock.”
“See? That wasn’t so hard,” I said as I gently pulled my fingers out of him and reached for the condom, carefully ripping the foil open and rolling it onto my cock.
I stretched out beside him, putting my hand out for him, and immediately found myself with a lap full of Rupert sans glasses.
He’d thrown them onto the mattress beside us, probably so he didn’t have to keep straightening them when he rode me.
There was a feral desperation in his eyes as he straddled me, grasping my cock with one hand and sinking down onto me in a single smooth move.
My eyes went wide and my hands grabbed wildly for his thighs, gripping them hard as the tight heat of his arse enveloped me.
“Holy shit, sweetheart,” I said breathlessly. “You feel so good.”
“Yeah? So do you. Fuck, I’m so full.” He moaned happily, his hands resting on my chest as he gave a tentative roll of his hips. He looked so perfect like this—comfortable and at ease, radiating a quiet, controlling power. Like a king on his throne.
And I was totally at his mercy.
Rupert barely gave me a moment to breathe before he began to ride me, his body undulating as he took everything from me. All I could do was hang on for dear life.
I vaguely remembered all those cowboy jokes, but fuck me, no cowboy had anything on Rupert.
He rode me like it was his God-given right.
It was fucking mesmerising. I could barely tear my eyes away from the way his stomach and chest looked as he bounced, or the way his cock slapped against my body, a string of precum connecting us.
His hands squeezed my chest as he groaned, and I grasped his thighs in return.
“Fuck, your cock feels good,” Rupert said, tipping his head back and sighing. “Gonna make me come so hard.”
“Yeah? You getting close?”
“Mmm, starting to. Will you touch me?”
“Of course,” I said, letting go of one thigh to wrap my fingers around his shaft. “Is this good?”
“Yeah. A little tighter… Fuck, yes! Like that. Oh shit… fuck, Milo!” He picked up the pace, riding me so fast and hard it made my head spin. I was desperately trying to hold back my own orgasm, but I wasn’t going to win that battle for much longer.
“Come for me. Please, baby. I’m right there too. Want to feel you.”
Rupert groaned as he slammed down onto me, fucking his cock into my fist. His shaft pulsed in my hand, hot ropes of cum shooting across my skin as his arse squeezed my dick, practically milking my orgasm out of me.
The feeling of him coming, the way his chest heaved and a beautiful, satisfied, open expression spread across his face was all it took to send me over the edge, and I moaned out his name as I flooded the condom with my release.
Rupert let out a pleased sigh as he slowly leant down and kissed me, and seeing how happy he was made my stomach twist. “That was just what I needed, thank you.”
“You’re welcome,” I said, nudging his nose with mine before kissing him again.
Slowly, he rose off me, but he didn’t get off my lap. Instead he looked at me and pulled his lip. “Do you think… could we do that again?”
“Sure. I mean, I’ll need, like, half an hour but yeah, whatever you want.”
He grinned. “Good to know, but I actually meant on another day. Maybe, on a regular basis?”
“Yeah,” I said, sliding my hands from his cock and thighs to his waist. “We can do it whenever you want.”
Rupert’s smile widened as he kissed me, then he rolled off me to stretch out on the bed next to me. “Thank you.”
“You’re welcome.”
This was probably a dangerous idea, because who knew where we’d end up if we continued this. But I didn’t give a shit. Because I’d already decided I’d give Rupert whatever he wanted, whenever he wanted it.
And no, I wasn’t going to examine why that was.
I was just going to do it.