I twitched a little when he started rubbing his finger around my anus to lube it up. Then he said, "You're going to feel some pressure, just try to re...ax," as he slowly pushed his finger into my ass. Honestly, I've fingered myself up there before, just wondering what it would feel like. I've even used two fingers. But I've always been too embarrassed to ask a girlfriend to try it, so that was the first time I've ever had anyone else's finger in my ass. It felt a little weird. He slowly pushed. The relaxed muscles of my anus are suddenly forced open more than is comfortable. I feel the head of the toy forcing its way through and past the round bundle of muscles. The change of texture from the bulbous head to the slick shaft is a relief to my anus but at the same time the head is opening my colon and stretching it painfully. The penetration is fast and I’m filled completely within a second but the pain and discomfort causes my mind to experience it in slow motion. In an instant I. More

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