“Ever get fucked?” he asked.
I was young and hot for this forbidden sex, but too naive to know how much it would hurt to have his long and fat cock, dripping with pre-cum anticipation, shoved up my tight and virgin ass. In my silence he perceived the answer to his question — indeed I was a wide-eyed ass-virgin. Without speaking, he positioned me on my side near the edge of the bed; laid himself down behind me; spit-lubricated his cock and pressed it against my butthole. So excited by the prospect of this anonymous and forbidden sex, I made no protest. I tensed up when I felt its huge head pressed against my butthole. He gently stroked my nipples. “Ready?” he asked. I groaned. He shoved the head of his cock inside me.
“Yeeeooow!” I felt as if a hot knife were ripping me open. Tears welled up in my eyes, I arched my back in the searing pain, and I thrashed about in a struggle to pull away – but the stronger muscled man held me tighter and forced my face into the pillow to muffle my screams of pain.
“Oh, Gawd!” I cried. “Take it out! It HURTS!”
The stranger just grabbed me tighter against his chest, licked my neck, and poked his tongue in my ear. “I know it hurts,” he whispered. “Relax and try to take it.”
He paused until I could relax a little (but just a little) to stop struggling, and then he pushed his cock in deeper, ever so slowly, ever so gently, inch at a time, as I writhed in pain and bit the pillow. He was patient but, despite my woeful pleas to “take it out,” he was determined to sigh with pleasure by penetrating my virgin ass all the way. The shock of the initial penetration of his cockhead was the most painful experience of my life.
“It hurts!” I cried. “Pleeease stop! Take it out!” He held me even tighter and slowly shoved his cock in deeper. “OOOHHHH! What a sweet tight ass!” he moaned.
Inch by excruciating inch he pushed deeper and deeper inside me. When he was all the way in, he started to pump his tool gently in and out. It still hurt. My ass burned with the sawing of his cock. His mushroomed head was smashing my guts. He began to breathe more heavily and moaned aloud as he stepped up the pace of his thrusts to a wild frenzy until, at last, he gave one final thrust of his cock as deep as it would go. I felt the head of his cock expand and explode his warm man-juice inside me. He trembled in his orgasm and groaned his satisfaction, pleasure, and relief. My ordeal was over. He nodded me a smile as he left my room as anonymously as he came. I never saw him again except in my nostalgic memory of that warm summer night when I took it up the ass for the first time.
