Bisexual awakening | anal sex | first times
The Time I Let a Sexy Femboy Fuck Me
He rolled his hips, thrusting in a slow, languid motion. “Mm, you love my big cock, don’t you, Daddy?”
“You gonna suck that dick, pretty boy?” Shit, I had no idea where the filthy words were coming from. Fortunately, the cute femboy who was kneeling at my feet smiled, his cheeks flushing, and swiped his tongue down my length.
Sitting there, topless, in just that flirty skirt, his cock jutting lewdly out from under the fabric, he had to be the most gorgeous thing I’d ever seen. And he knew exactly how to touch me, wrapping his hand around the base of my shaft and kissing the head of my cock, swirling his tongue against my slit.
He grinned up at me. “Do I look pretty like this?”
“Yes,” I whispered, combing a hand through his hair. “Such a good boy for me, aren’t you?” Cameron moaned in agreement as he wrapped his lips around me. His tongue swirled around the sensitive tip before he took me deeper, sucking me with a skill that made my toes curl. The velvety heat of his throat closed around me as he took me all the way in. No one had done that to me before, and it was enough to make me lose my mind.
“Cam… oh fuck,” I panted, my hips twitching involuntarily as he continued to work me over. I knew there was no going back from this — his skill had me mesmerized. He’s going to fuck you senseless, then leave. Mateo’s voice echoed in the back of my mind, reminding me that I couldn’t want Cameron like that. But I did.
And right now, I wanted to see what all he could do.
As if sensing my thoughts, Cameron pulled off my cock with a wicked grin. “Ready for more?” he asked, reaching for the lube and pouring some over his fingers.
“Y-yes,” I stammered, as he gently nudged my legs apart, leaving me vulnerable and exposed. This was unfamiliar territory for me, but the hunger in Cameron’s eyes reassured me, and I knew I could trust him completely.
“Relax,” he whispered, pressing a single finger against my hole. The sensation was strange, but not unpleasant, and I found myself relaxing into it as he slowly pushed inside. My breath hitched at the intrusion, but Cameron took care to make sure I was comfortable before adding a second finger, scissoring them gently to stretch me open. It hurt a little, but underneath that, there was something about the stretching sensation that I was pretty sure I liked.
“Feels good, doesn’t it?” Cameron murmured, his voice thick with desire. I couldn’t help but nod, the sensations building within me as he expertly worked my hole, preparing me for what was to come. Then he took me back in his mouth, and my hips shot off of the couch as I let out a raw moan.
“Cam, I…” I wasn’t sure how to put what I needed into words. My body hummed with anticipation, waiting for more. He sucked me and fingered me until I was out of my mind with need, rocking against his hand, letting out low whimpers. My breath hitched in my throat, a thousand thoughts racing through my mind.
He pulled back, reaching for a condom and rolling it on, pouring lube over it. I stared at his cock, imagining that thick shaft pressing into my hole. Two fingers had felt so full. How would he feel?
We were moving so fast, but the idea of Cameron inside me was too enticing to resist.
“Trust me, Ethan,” Cameron whispered, his blue eyes locked on mine, filled with a raw intensity that sent shivers down my spine. He positioned himself between my legs, slicking up his cock with lube before guiding it to my entrance. “I’ll be gentle,” he promised, pressing the head of his cock against my hole.
I nodded, trying to relax and give myself over to the experience, even as my heart hammered against my ribcage. It was happening — Cameron Bellamy was about to fuck me, and I had a feeling I’d never be the same again. He guided me onto my knees and coaxed me to rest my upper body on the armrest, and I smiled, thinking that we needed each other so much that we didn’t even make it to my bedroom.
“Ready?” Cameron asked, his voice rough with desire. I took a deep breath, nodding once more and braced myself for the unknown.
Cameron pushed forward slowly, the tip of his cock breaching the tight ring of muscle around my hole. I couldn’t stifle a gasp at the unfamiliar sensation. It stung almost unbearably and for a moment; I became convinced that he was way too big to fit. I blew out a breath, trying to relax. He paused, concern flickering across his face. “You okay?”
“Y-yeah,” I managed, shaking beneath him.
“Squeeze around me, then relax,” he murmured. “It’ll help.”
I tried that. We both groaned as my hole closed around his thick shaft. And he was right. It felt easier to take him, and less painful, and I started to understand how it might feel good. Maybe.
Cameron pressed deeper. The stretch of him filling me now came with a distinct edge of pleasure, and I squeezed again, trying to relax, drawing a rough curse out of Cameron. The emotions swirled together, creating an indescribable feeling that left me breathless.
“Fuck, Ethan,” Cameron groaned, his hands gripping my hips tightly as he buried himself to the hilt inside me. “You’re so fucking tight.”
“Cam,” I moaned, my fingers digging into the couch cushions as I tried to adjust to the sensation. I’d never felt anything like this. My body stretched and filled in a way I hadn’t thought possible. And as my body adjusted to having him inside me, the sensation changed. Soon, the pain was nearly gone, the pleasure eclipsing any discomfort.
His next thrust felt deep, heavy, and delicious. His cock dragged against a spot deep inside me that sent electric shivers down my spine.
“Reach for your cock and stroke it,” Cameron commanded, his voice firm. I followed his orders, leaning my weight on my forearms, and he began to pull out, only to thrust back in with a slow, steady rhythm. And touching my cock changed things. I’d gone soft, and I hardened again as I stroked myself, as he fucked me.
“Oh shit,” I panted, the pleasure building within me, blocking out the last of the pain until it was all-consuming. “I didn’t know… I never thought it would feel like this.”
Cameron curled his body over mine, nipping at my shoulder as he rolled his hips, thrusting in a slow, languid motion. “Mm, you love my big cock, don’t you, Daddy?”
I pressed back against Cameron, my body trembling with the pleasure of his thrusts. I couldn’t help but nod in response to his words. It was true — I loved how he filled me up, how he touched places inside me that I didn’t even know existed. And as he whispered dirty words in my ear, calling me “Daddy” and telling me how much he wanted me, I felt a surge of desire course through me.
The pleasure was more intense than I’d realized was possible. Each thrust of his cock shockwaves of pleasure through my body, and his hips slapped lewdly against mine as he sped up, railing me harder and faster. I lost myself in the moment, forgot that we were supposed to flip, that I was supposed to fuck him. I just wanted to come like this, shaking in his arms.
“S-so close,” I gasped out, feeling my orgasm building within me, my balls tightening, my body nearing the edge of oblivion.
“Come for me.” Cameron’s pace quickened. He grunted and groaned above me, his fingers digging into my hip as he chased his own release.
I arched my back as waves of pleasure crashed over me, my entire body shaking with a powerful orgasm. Cameron followed soon after, spilling his cum into the condom with a low moan. Why hadn’t I asked for him bare? I wanted it inside me, not in a goddamn condom.
He pulled out and tied up the condom, tossing it into a nearby trash can. We collapsed onto the couch together, both panting and covered in sweat. For a few moments, we simply lay there in silence, our breathing slowly returning to normal.
Eventually Cameron rolled off of me and stood, gathering his clothes. I rolled onto my back and watched him.
“Thanks, that was fun,” he said, leaning down to kiss my forehead.
I swallowed. “You’re just leaving? You don’t want to eat?”
He smirked. “I did what I came here to do. And it was fantastic, sweetheart.” With that, he turned and sauntered out of the room, leaving me lying on the couch, my mind blown, my chest aching.
After a long moment, I reached for my phone, opened it and texted Mateo. I stood and slowly dressed, a twinge of soreness reminding me of what it was like to have Cameron inside me. Mateo showed up within minutes, barging into my house without knocking.
“Did someone say free food?”
I sighed, tugging on my hair. “I cooked for Cam.”
“Oh, baby,” Mateo said, giving me a hug. “Don’t pull out the sad puppy dog eyes. I told you he doesn’t do that.”
“I know. I just thought maybe…” I shrugged and didn’t finish my sentence, because all the things that wanted to come out were pathetic. I trudged into the kitchen to pull out the roast warming in the oven, then laid out the side dishes.
Mateo and I ignored the romantic table setting and devoured the dinner over the breakfast bar, eating directly out of the pots and pans. He tried to distract me with some wild story about a film shoot for his outerwear sponsor, a cabin in Alaska and three pro snowboarders he’d sucked off in the hot tub. As distractions went, it kind of worked.
I blinked, my fork halfway to my mouth. “I thought you wanted a serious relationship.”
“Yeah, but vacations don’t count,” he said, laughing. “How could I not? Three sexy men all asking me what it was like to suck cock. So I showed them.”
I groaned, shaking my head and took a big bite of mashed potatoes, feeling the urge to wallow in some carbohydrates. It wasn’t like I was in love with Cameron. I wanted to get to know him a little better, to explore the spark between us. I wasn’t mourning the loss of a relationship, only the loss of a possibility, but somehow it stung just the same.