Henry's First Time, Part Two - Sex Stories

Henry's First Time, Part Two

... he murmured, his voice thick with sleep, as his hand encircled my cock. He slipped his cockhead away from my hole, but pressed more firmly into my cleft and started sliding his hard shaft back and forth. "You've given me a waking up present," he said, starting to stroke me. We moved against each other like that for a while, him getting harder against my ass, me bucking against him, pressing back against his cock while I fucked his hand. "Mmmm, I love this cock," he whispered. "You're so fucking hard. You going to cum for me baby?" I couldn't speak, just whimpered in reply. Something about him jacking me off from behind while his cock thrust against me was unbelievably erotic—somehow decadent. Before I even knew I was saying it, I gasped, "Fuck me." He paused in his movements. "Are you sure?" In answer I pressed back against his cock and ground my ass into it. Wordlessly, he rolled me onto my belly and kissed his way down my spine. When he reached my ass, he spread my cheeks with his hands and suddenly I felt his tongue slide down my cleft and flicker, featherlike, around my tight pucker. "Holshitholyshit," I cried, my words muffled by the pillow. He chuckled. "You like that?" "Holy fuck, yes. Don't stop." He went back to tonguing me, soft and teasingly at first, but growing more insistent. He growled hungrily as he lapped at my hole and I gasped and moaned, delirious with pleasure. His finger, slick with spit, pressed against my sphincter and then slid slowly inside. "Oh. ...

... Fuck. Yes. Yessss. Holyshit, yes." He teased me with his finger, slowly fucking me with it, then introducing a second as he stretched my hole. "You like that?" he asked me again. "So. Fucking. Much. I can't wait to feel your cock in me!" "Neither can I." "No, I mean I can't wait! Fuck me!" "It will hurt a little," he warned. "Fuck me!" He chuckled again and retrieved the lube from the nightstand. I heard him slicking up his cock, and gasped when I felt him smear the cool gel around my hole. Then I felt his swollen cockhead press against me. "You ready for my cock, baby?" "Ohhhh, yessss. Fuck me!" I gritted my teeth as his cock stretched my hole and he slowly, slowly pushed inside me. He paused after the head popped in, letting me get used to it, and then again slowly started to slide himself in. It was pain, searing pain, but beneath the initial hurt I could sense the pleasure. I hissed as his hard, slick cock invaded me, gripping the sheets in my fists. It was almost too much, and I cursed myself for never having used a dildo on myself in preparation for losing my cherry ... Then he was in me to his hilt and again he paused, one hand caressing my back as he crooned softly, "Oh, yesss baby. Oh my god you are so tight. Holy fuck you feel good." He slowly started to withdraw, and in that moment the pain ebbed and the pleasure came flooding in. "Fuck. Yes." "How does that feel, baby?" "Holy fuck. Yes. Fuck me." He thrust into me slowly again, on hand on my shoulder pulling me down ...