Boyfriend's Massive Cock Stretches My Tight Ass

I've always been the shy type when it comes to sex, even though Jake and I have been together for two years now. At 22, I'm still a total virgin back there—my tight little ass has never been touched by anything bigger than a soapy finger in the shower. Jake's always been so gentle with me, respecting my boundaries while we fuck like rabbits in every other way. His cock is massive, a full nine inches of thick, veiny perfection that stretches my pussy to its limits every time. But tonight, after our romantic dinner at that cozy Italian place downtown—candlelight, wine, his hand stroking my thigh under the table—everything changed.

We stumbled into our apartment giggling, lips locked, my dress hiked up as he pinned me against the door. "God, baby, you look so fucking hot tonight," he growled, his breath hot on my neck. I could feel his huge bulge pressing into my stomach, already throbbing for me. We made it to the couch, clothes shedding like leaves in a storm. My perky C-cup tits bounced free from my bra, nipples hard as diamonds, and I dropped to my knees to worship that monster cock of his. But as I swirled my tongue around the fat head, tasting his salty pre-cum, he pulled me up gently, his dark eyes serious.

"Sweetheart," he said, cupping my face, "there's something I've been dying to confess. I fantasize about your tight virgin ass all the time. I want to stretch it wide open with my massive nine-inch cock. I've been so patient, but... fuck, I need it. Will you let me? Tonight?"

My heart pounded. The idea terrified and thrilled me. I'd watched porn, touched myself to anal scenes, but actually doing it? With his huge dick? "Jake... it's gonna hurt, isn't it? You're so big." He kissed me deeply, his hands roaming my ass cheeks, squeezing. "I'll go slow, use tons of lube. I love you, and I want this to feel amazing for you. Say yes, baby." His voice was husky, pleading. The wine buzzed in my veins, and the way he looked at me—like I was his goddess—made my pussy clench. Nervously, I nodded. "Okay. For you. But be gentle at first."

We barely made it to the bedroom. Jake laid me on our king-sized bed, the sheets cool against my flushed skin. He grabbed the lube from the nightstand—cherry-scented, our favorite—and positioned me on my back, knees to my chest. "Spread those cheeks for me, gorgeous. Let me see that puckered little hole." Blushing furiously, I reached down and pulled them apart, exposing my virgin rosebud. It winked at him, untouched and tiny. He drizzled lube over it, the cool slickness making me gasp. "Fuck, it's so tight and pink. Perfect."

His thick finger circled the rim first, teasing, dipping just the tip in. I moaned, the sensation foreign but electric, sparks shooting straight to my clit. "Relax, baby. Push out like you're going to the bathroom." I did, and his finger slid in knuckle-deep. "Oh god, Jake!" It burned a little, but the fullness was intoxicating. I wrapped my hand around his throbbing shaft—god, it was so thick my fingers barely met—and started stroking him slowly, feeling it pulse in my grip. Pre-cum oozed from the slit, slicking my palm.