1. His First Anal


    Date: 8/26/2015, Categories: True Story, Anal, Boys/Teen Female, Male/Female, Teen Female/Boy, Teen Male/Teen Female, Author: xLexiV, Rating: 86.7, Source: sexstories.com

    He's writing under me, gasping that he doesn't know what sounds he's making because he's never been this loud before. Incredibly coherent, he asserts that he's not a screamer. Hah. In the push of a button and five short strokes, I have him bothering the neighbors quite effectively. I push the button again, turning off the bullet embedded in the balls of my red feeldoe, and let him regroup. I assume I'm nestled up quite snuggly against his prostate, giving it solid contact for the first time. I couldn't reach it earlier with my fingers— not one, not four, not five. Did he tell me he was an anal virgin when I was coating that fourth finger with lube, or as I rolled the studded condom over my bright red detachable penis? It must have been the latter, otherwise I would have let the texture be a surprise. Judging from his yelp-gasp-alarmed-moan sequence after my head popped in for the first time, I'd say it still caught him thoroughly off-guard. I cuddled him while he processed that initial feeling, my impossibly hard cock sliding awkwardly across his scrotum and confused penis, ever-ready to return to its proper place. When I had started teasing his ass with just one or two fingers, he'd been almost as hard as me. Even as he put on a worn out pair of my black seamed stay-ups, he was mountable. But as I entered him with my (literal) tool, and throughout our little pegging session, he was like a worm on a hook—and I the hungry Muskie. Although I had no feeling in my shaft, I could ...
    tell his ass didn't quite "swallow" me the way mine had swallowed his fingers last night. On the one hand, that would create an intense feeling as it pulled the bulb inside me against my g-spot. On the other hand, less clenching means less risk of pain. As I millimetered purposefully inside, I found my excitement tempered, wondering when he was going to yelp and clamp down on my numb, uncaring hunk of silicone. Amazingly, after asking only twice and staring intently at his facial contortions, I slid balls deep in my friend's virgin ass. He asked me to pull out slightly, and I internally celebrated at the incredible strength of communication we had developed over the years. After all, we could never have started playing with each other's butts without it. Once he worked his way on top of me and I reclined against the couch, we encountered a problem: the easel mirror just wasn't in the right spot, but neither of us wanted him to get off my dick. Ten minutes later the mutual desire to watch my cock penetrating his ass hole finally motivated him to gently slip off, stagger over to the mirror, and position it according to my direction. Satisfied, my friend returned to lower himself on to my cock as our lustful eyes bored in to the mirrored point of entry. Finally, though, I got sick of the metal rings of my harness digging in to my hips. I could tell he was ready for me to plow, so I suggested we move to the bed—and bring the mirror with us, naturally. Having 30 pounds of muscle ...
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