“Okay,” I whispered, trying to conceal my nervousness. I was still breathing arhythmically. My arms were frozen on the bed besides me.
“Everyone is nervous at first. But you’ve gotta trust me here. I won’t try to hurt you. We’ll take our time,” Sire said.
“Yes, Sire,” I whispered, staring into his eyes intently.
I could feel his enormity rub up against my ass several times as he tried to calm me down. But there was only so much he could do to calm me down once I knew that he was going to slide his horsecock into me. He was huge. I had a seven inch cock and he was bigger than me by a lot.
“To new beginnings,” Sire announced, smiling down at me.
Did he just toast my first ass fuck? That’s what I thought for the first brief moment before he led himself right up to my rosebud and pushed himself into me, mounting me like an alpha in the stable. I could feel my ass slowly iris open for him, the pressure slowly building in correspondence with his hose entering me. And then I felt his head slip in past my sphincter, helped by the tremendous amount of lube.
The pain hit instantly. His four fingering my ass had prepared me somewhat, but there was no mimicking the real thing. He was huge. My ass was stretching to accommodate him, but he was a lot to accommodate.
As soon as the pain hit, my head pushed back into the bed mattress, my eyes wincing closed. I screamed once loudly and whimpered softly several times and both of my hands darted out to his chest, trying to push his huge body out of me.
“Sire…Sire…Sire,” I rattled his name off several times, moaning and breathing in gasps as the waves of frisson emanating from my ass rippled through my youthful body.
“Shh…shh…I know…I know…but wait a second…wait…it’s just the beginning,” Sire whispered gently down to me, holding my legs against his chest, keeping me in position so that I didn’t hurt myself at this early stage of my bottoming.
And he was right. Eventually. At first I winced and moaned and then winced some more as the frisson emanating from my ass rippled through me. But after a while, I don’t know how long, the frisson did abate. The pain dulled to a background pulse from its initial sharp spike. But I could still feel him inside me. A man was inside me. A man twice my age with a big cock was inside me for the first time in my life.
He’d just popped my cherry. He’d just taken my ass. He was inside me.
My hands gripping his chest finally weakened and my fingers more played with his muscled chest rather than push back against him. I started breathing normally again.
“Okay?” Sire asked. But he was asking me a lot in two syllables.
“Okay,” I whispered, my hands suddenly gripping against his muscled chest again at the realization that he wanted to go further into me.
Still inside me up to his cockhead, Sire let go of my legs and leaned down over me and kissed me gently several times. My hands slid up his chest and neck to his hair as he bore down on me, and as he slowly kissed me, my fingers snaked through his hair. My legs naturally folded around his waist. My hands cupped his face as we kissed.
He calmed me down. He knew what to do. He had fucked young guys like me before, giving them their first times at being the bottoms. The soft kisses and caresses had a sombering effect.
He slowly leaned back up on his feet at the edge of the bed again, still inside me.
It didn’t hurt anymore. Now I just had a huge hot fucking daddy inside me and it was the sexiest thing ever. And he was going to start laying some serious pipe.
Sire grabbed my ankles again and positioned my legs against his chest as he used his hips to further penetrate me.
His cockhead inside my ass became two inches of cock in my ass as he pushed into me. He held the base of his shaft as he slowly slid further into me as he took me in missionary position. My cum from my second orgasm was still caked against my chest and abdomen. One of my hands slid down from his chest to my own cock, and I began to jerk myself off below him as he slowly penetrated me. I couldn’t believe that I was so horny that I was ready to go again right after my second orgasm. My other hand continued to rest palm open against his sweaty chest as he continued to mount me.
Sire continued his invasion of my ass and two inches of cock became three inches of cock in my ass. I was being good and stretched. He no longer held the base of his shaft to penetrate me. There was enough in me by this point to ensure the entry of the rest of him. He leaned down toward me and both of his arms stretched forward. One of his hands interlocked with my single hand still on his chest and his other hand wrapped around my hand jerking off my own dick. He led my hands down back to the bed, next to the bed spread above my head. He denied me the opportunity to cum right then and there.
I winced and moaned in pain as he bore into me, holding my hands down above my head on the bed, his hot breath wafting across my face.
“I know it hurts. I know it hurts. But this is your first time, baby. Let yourself feel it all,” Sire whispered to me slowly and seductively as he continued to slowly bore into me, the hot breath from his mouth tickling my lips.
As Sire leaned into me, continuing to hold my arms down next to my head, three inches of man became four inches of man in my ass. I started to whimper moan again. He was so large. I could feel his hot breath on my lips again. He was so close to me as he bore down into me. Small tears formed on the edges of both sides of my eyes. Sweat from Sire’s body dripped down onto mine.
I could feel Sire compress the muscles in his hips and abdomen as he continued to bore into me. Four inches of manrammer became five inches in my ass. At this point, we both started moaning at the same time, Sire from the pleasure of taking the gay virginity of a guy half his age and me from the pleasure of being turned into an older man’s fuck toy. I was being turned out. I was being manalized. I was getting fucked by an alpha. I would never be the same person after this.
An inch away from each others’ mouths, we moaned loudly and mutually. I could feel his hot breath on my lips as five inches inside me became slowly became six inches. I already felt full but Sire wasn’t even halfway done spelunking my depths.
“You little straight sluts are so tight. I love it,” Sire rattled off to himself as six inches of his cock became seven inches of cock in my ass.
“I’m gonna go balls deep, boy. Balls deep,” Sire announced his intentions as he pushed into me and through resistance and resistance from my ass. I winced again and my head flopped to the right, my eyes closed as I moaned through the pain and the pleasure of this man slowly opening me up. I moaned and moaned and moaned and moaned as Sire continued to bore into me, holding my hands down above my head against the bedspread, sweating beads of perspiration onto me, my legs wrapped around his waist and butt. Seven inches inside me became eight inches inside me. I could finally feel Sire’s balls tickle against my ass as he oscillated his cock slowly further into me.