Chapter 24 #2
“Stay right there,” I said softly, hopping off the bed for a moment to remove my jeans at last.
My cock was relieved for the release and already leaking pre-cum profusely.
What I had in mind for tonight was turning me on more than I thought possible.
The anticipation was nearly killing me. But when I crawled onto his lap, straddling this hips, the gasp that slipped out of him made it all worth it.
“Cole…” he said, raising an eyebrow. “What are you doing?”
“Taking care of you,” I repeated, squirting lube into my hand. I reached back behind me, working the lube over his cock until he groaned beneath me. “Take care of all of you.”
“You… You don’t have to do this,” he stuttered.
“I want us to be equals in this, Jesse.” I leaned down, kissing up his neck as I worked his cock with my fist. “I don’t want to just take from you all the time… I want to give too. Let me give you this,” I whispered, my voice thick with emotion. “I’ve wanted to for a long time.”
Jesse’s eyes widened as he finally understood what I was offering. “Cole... you’ve never...”
“I know,” I said, positioning myself over him. “But I want it to be you. Only you.”
His hands came to rest on my hips, steadying me. “Are you sure? We don’t have to rush this.”
I nodded, more certain than I’d been about anything in a long time. “I’m sure. I’ve been thinking about it for weeks.”
I reached behind me, guiding his slicked cock to my entrance.
I’d experimented a little on my own these past weeks, when the loneliness became too much to bear.
Thinking of Jesse, imagining it was him touching me in places I’d never allowed anyone to touch before.
But nothing could have prepared me for the real thing.
“Go slow,” Jesse murmured, his thumbs drawing gentle circles on my hipbones. “Take your time.”
I pressed down slightly, feeling the pressure of his cock head against my hole. The initial resistance made me tense, my breath catching in my throat.
“Relax,” Jesse coached, his voice soothing. “Breathe out as you push down.”
I followed his instructions, exhaling slowly as I sank down. The stretch burned, a sharp pain that made me freeze halfway.
“You okay?” Jesse asked, concern etched across his features. His hands trembled slightly against my skin, and I knew he was restraining himself, fighting the urge to thrust upward.
“Yeah,” I managed, my voice strained. “Just... give me a second.”
He nodded, his eyes never leaving mine. “Take all the time you need. We’ve got all night.”
I took several deep breaths, willing my body to relax around the intrusion.
Gradually, the burning subsided, replaced by a strange fullness that wasn’t entirely unpleasant.
I sank down another inch, then another, until I felt the metal of his piercing slide past my rim, sending a jolt of sensation up my spine.
“Fuck,” I gasped, my thighs trembling with the effort of holding myself up.
“You’re doing so good,” Jesse encouraged, his voice tight with restraint. “So fucking good, Cole.”
Finally, I was fully seated, Jesse buried completely inside me. I stayed still, adjusting to the feeling of being filled so completely. It was overwhelming… the stretch, the pressure, the intimacy of being joined with him in this way.
“How does it feel?” Jesse asked, his hands moving from my hips to stroke my thighs.
“Different,” I admitted, shifting slightly and gasping as the movement sent sparks of pleasure through me. “But good. Really good.”
Jesse smiled up at me. His eyes shone with a warmth I’d never seen directed at me before. Not from anyone. It made me feel both powerful and vulnerable at the same time, like he was seeing straight through to parts of me I’d kept hidden my entire life.
“I love you,” he whispered, reaching up to cup my face. “God, Cole, you have no idea how much.”
Those words gave me the courage I needed. I braced my hands on his chest and began to move, lifting myself up slowly before sinking back down. The piercing dragged against my insides in a way that made me gasp, a sharp bolt of pleasure I hadn’t expected.
“That’s it,” Jesse encouraged, his thumbs brushing over my nipples. “Find your rhythm.”
I moved cautiously at first, testing the sensations, learning what felt good.
Each time I sank down, taking him deep inside me, I felt a jolt of pleasure that made my cock twitch.
My movements grew more confident as the initial discomfort faded, replaced by waves of sensation I couldn’t have imagined.
“Fuck, Jesse,” I groaned, rolling my hips experimentally. “This feels... Christ, it feels amazing.”
His hands roamed my body, touching me everywhere—my chest, my sides, my thighs. When his fingers wrapped around my neglected cock, I nearly shouted with relief.
“You look so beautiful like this,” he murmured, stroking me in time with my movements. “Taking my cock like a champ. Like you were made for this.”
I’d never felt so exposed, so raw. Being on top, controlling the pace while simultaneously giving up a kind of control I’d never surrendered before…
it was overwhelming in the best possible way.
Jesse filled me completely, stretching me open, the slight curve of his cock hitting places inside me that sent electricity shooting up my spine.
“Right there,” I gasped when he shifted slightly, changing the angle. “Oh god, right there.”
Jesse grinned, adjusting his position to hit that spot with every thrust. “There it is,” he said, his voice strained with the effort of holding back. “That’s your prostate, cowboy.”
I lost the ability to form coherent words as he began thrusting up to meet me, his cock driving into that spot over and over. My thighs burned with the effort of lifting and lowering myself, but I couldn’t stop, couldn’t slow down. The pleasure was too intense, building like a storm inside me.
“Jesse,” I panted, my movements growing erratic. “I’m close. So fucking close.”
“Me too,” he groaned, his hand speeding up on my cock. “Want to feel you cum around me. Want to fill you up.”
His words pushed me closer to the edge. I’d never been one for dirty talk, but hearing Jesse tell me what he wanted, how good I felt around him… it did things to me I couldn’t explain.
“Please,” I begged. “Please cum inside me.”
Jesse groaned, his hips snapping up with renewed urgency. “Yes, fuck, I’m gonna fill you up so good.”
His hands gripped my thighs hard enough to bruise as he pounded into me from below.
The piercing hit that sweet spot inside me with every thrust, sending waves of pleasure so intense they bordered on pain.
I’d never felt anything like this… the fullness, the vulnerability, the complete surrender of control.
“Oh god,” I gasped, my back arching as my orgasm built at the base of my spine. “I’m gonna—”
“Look at me,” Jesse demanded, his voice rough with need. “I want to see your face when you cum for the first time with a cock inside you.”
I forced my eyes open, meeting his heated gaze.
I saw raw desire, yes, but also tenderness, awe, love…
it pushed me over the edge. My cock pulsed in his hand as I came harder than I ever had in my life, thick ropes of cum painting Jesse’s chest and stomach.
My entire body convulsed, muscles clenching around him as wave after wave of pleasure crashed through me.
“Fuck, Cole!” Jesse cried out, his hips stuttering upward.
I felt him throb inside me, the hot rush of his own cum filling me as his fingers dug into my flesh.
His face in that moment was the most beautiful thing I’d ever seen…
eyes closed tight, head thrown back, mouth open in a silent cry of pleasure.
I collapsed onto his chest, heedless of the mess between us. We lay there panting, his cock still pulsing inside me as the aftershocks of our orgasms rippled through us both. His arms wrapped around me, holding me close as if he was afraid I might disappear.
“Oh my god...” I struggled to find words, my brain still fuzzy with pleasure. “I didn’t know…”
“Pretty good, huh?” Jesse grinned, pressing a kiss to my temple. “That’s why I like bottoming so much.”
We stayed like that for several long minutes, connected in the most intimate way possible, neither of us wanting to break the spell. Eventually, Jesse shifted beneath me, his softening cock slipping free. I winced slightly at the emptiness, at the unfamiliar feeling of his cum leaking from me.
“You okay?” he asked, concern coloring his voice as he brushed sweat-dampened hair from my forehead.
I nodded, pressing a kiss to his chest. “I don’t think I’ve ever been better.” I looked up into those familiar hazel eyes. “I love you, Jesse.”
He smiled back. “I love you too.”