Hotel fun with a bi-curious boy

Chapter 2

One foot in

"Red is a good look on you," I said, leaning against the frame of our connecting doorway. I was still fully dressed in my sweatpants and long sleeve polo shirt, in contrast to him just in a pair of red boxer-briefs. It was exciting and I was enjoying the thrill of it. I looked down and stared at the curve of his cute bubble butt, sizing it up and how it would fit perfectly in both my hands.

"Think so?" He twisted, trying to check out his own ass as he turned off the tv with the remote in his hand, his bare toes flexing. I stepped closer, coming to a stop a half step in front of him. Now I could get a good look of his pretty face, and I was right, there was a thin gold necklace. It complimented him and I briefly imagined it in his mouth, head thrown back, and him biting on it. I cleared by head. Not yet. Thoughts like that were going to get me hard.

He glanced up at me, and took a small step closer, cutting the already close distance in half. I was just realising then that I was a bit taller than him, still in my shoes. He was staring up at me, playfully smirking. Those dark eyes showing a deep brown colour that nearly made them disappear with the pupils. "My name's Hunter."

"Hey Hunter," I almost chuckled, realising I had made it all the way into the boy's hotel room without even exchanging names. "I'm Jay." He repeated it. I already liked the way he said it. "And you're...?" He raised his eyebrows, legitimately confused. I sighed, needing an answer. "How old are you, Hunter?"

He reached behind him and cupped his ass, feigning the shock of a missing wallet. I snickered, reaching down and picking up his chinos from the floor and searching them “Gap year, and starting college, makes you.." I found the wallet, handing it to him as he smugly pulled out an ID card and holding it up to my face.

"Almost 20" he reassured. I looked at the D.O.B. next to a picture of a Hunter with shorter hair and smiling awkwardly. Looking past the card Hunter was mimicking the awkward smile, forcing the same beady eyes. This made my heart skip, this cute playfulness he has.

"Ah that is you," I bantered. He tossed it aside.

"Your turn." He reached down and patted at my hips, circling around to retrieve my wallet. I didn't put up a fight, enjoying the search, as he dug in unnecessarily deep; brushing my thighs. He pulled it out of my sweatpants pocket. He unfolded it and studied my ID. Then looked up at me, slightly surprised.

"You were born in 19”… he paused and then continued  “1997?”

"Yup! Im 26. I said as he handed it back. He blew out a breath that sent the hair out of his eyes. He continued to stare up at me, the tiniest smirk on his face. “So my first time with a dude is going to be with a daddy." He said teasingly.

A daddy!? I thought to myself. I’m not that old.

Still, I decided to play along and I reached out and pushed the unruly hair out of his eye. He shivered slightly. I nodded, reassuringly. "That cool with you?"

"Of course...." he responded defensively, the smirk not leaving. "But do you need to take viagra before we start or-

I cut him off with my hand moving to the back of his head, “Shut up," I snickered, and he laughed as I kissed him. His nearly naked body folded into mine as I held him close, his tongue slipping into my mouth. We fell into the rhythm of kissing with surprisingly natural ease. His hands reached under my shirt, feeling them running up to my pecs.

I pushed his tongue back into his mouth with mine and he broke away, pushing his forehead to mine as his hands worked their way around to my back. We stared for a moment, I could hear and feel his breath.

I picked him up and he let out a moan, wrapping his legs around me as I turned and spun him through the open doorway into my room. "Mine's cleaner. You're a messy teenager."

"Shut up," he scoffed while letting out another laugh before going back to kiss me. I lowered him to my bed, spreading him out against the white, cool sheets. The gold chain was hanging off his chin. I kissed him hard, definitely enjoining the moaning he made.

My fingers traced their way down the slight build of his chest, the smaller, stiffened nipples, and across his abs He jolted, making that handsome laugh again. I avoided the ticklish area and worked my fingers under the waistband of his underwear. He pulled his long legs away from my waist, feet up in the air, and I slid the Tommy Hilfigers up off of him and past his feet. Then he reached up and yanked them out of my hand, balling them up as he spread his legs, lowering them down to rest his thighs at my hips again. I saw his fully erect cock against his tan abs twitch. He tossed the boxer briefs over my head and we heard it hit the wall and land somewhere in my room. He smiled up at me.

The completely naked boy in my hotel room bed could easily feel my throbbing erection through my sweatpants. The feeling was intensely exciting, but it was time to join him. I pulled the long sleeve polo off over my head, and Hunter wasted no time in reaching up to my slightly hairy pecs again. I reached down and, with some grimacing, worked the sweats and CKs off around my swollen cock and down to my knees.

I flopped it against his abs to rest beside his cock and he let out a "Holy fuck." He reached down and wrapped his fingers around it as I moved to step out of my sweats.

"You're huge." I smiled, thanking him while he felt it up. Hunter was one of those slim guys with a cock that looked almost too big compared to the rest of him. I'm sure he was around 6.5 inches. Mine was a little larger, and as Hunter was discovering, very thick. As I kicked off the CKs still around one of my ankles, Hunter went into puppy-pose, hand still on my cock and lowered his face to the head of my cock.

His warm, incredibly soft lips opened against it and I was immediately being pulled into his even warmer, wet mouth. My jaw dropped open at the perfect sensations, and he worked his lips down along the length of my shaft with a determined ease. My hands rested on his head, caressing through his hair. He craned up at me. I tried not to cum at the view: big dark eyes, stretched lips around my cock, messy boyish hair that fell against his lean shoulders, and that bubble butt arched in the air. If I did cum, it was because of this most beautiful view possible.

I met his gaze. "Good boy." He loved that, moaning on my cock and beginning to glide his mouth down on it, feeling his tongue against the sensitive glands. I believed him when he said this was his first time with a guy. But Hunter had been thinking about how to do this for a long time, clearly.

I let him suck on the head and the first few inches a long while. Combing my fingers through his hair and letting him explore this side of him. I reached out and placed my hand on the cheek of his ass, my little finger tracing its way down and against the nearly smooth rim of his pucker. He stopped, waiting. I pulled my hand away slowly, and he resumed his sucking as I licked my middle finger, and reached down to place the wet tip at the centre of his little hole. My cock left his mouth as he gasped out a moan. felt his hair falling against my cock, probably leaking precum from all the excitement. I very gently pressed the tip of my finger inside. Hunter seemed to understand that I was in no hurry, his comfort first priority, and greedily went back to sucking. I wasn't even a knuckle deep and I couldn't begin to imagine my cock getting very far into this tight boypussy.

I heard Hunter give a small gag. I had unconsciously begun to push my cock a little deeper, and I guess I had reached the back of his mouth, nearing his throat. I pulled my finger, barely half way inside, carefully out and then stood away, my cock exiting the boy's mouth, leaving a long wet trail to his lower lip. He panted hard. “Sorry, I couldn't-" I cut him off with a kiss, sucking on his lower lip as my hands cupped his ass. He moaned sensually, wrapping his arms around my neck as I pulled his whole body against mine. After a long while, I broke away and smiled at him.

"Want to try something?" I asked, devilishly.

"Yes. Fuck yes." He was grinning, excited, and I stood up and pulled him by one of his ankles to hang his head off the ledge of the bed. Then I bent down, wrapped my arms around his waist and lifted him upside down. His legs fell naturally apart and I was burying my tongue into his hole as they did. Hunter made a nonsense sound and it made my cock even harder. I swirled the tip around the pink opening, up along to the back of his balls, making him gasp, then up one of his thighs, gently tracing the edge of my teeth on it. I felt my cock return to his open mouth and he pushed it to where we'd left off, at the back of his mouth.

"Good boy, Hunter," I whispered deeply and returned my tongue to his hole, aggressively tonguing it now, enjoying him moaning into my cock.

Eventually we reached a point where he was no longer sucking on it, just in ecstasy at the feeling of being eaten out and occasionally stretched by one, then two of my fingers, still gripping my cock in his hand. And soon he was on all fours, letting me play with him, occasionally stopping to lean back on his knees, craning his head back to kiss as his wet hole pushed up against my cock, teasing me with anticipation.

At last I broke the kiss, an arm wrapped around his shoulder, my thumb playing with his gold chain, caressing his chin. "Be right back." I whispered hotly in his ear. He gave me a hungry look, and a nod. I went to retrieve the bottle of lube from my suitcase.

To be continued…