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When I was done, I cleaned up and got on the floor. I took out the lube and squirted a glob onto the tip of the dildo, then rubbed the lube all over the length of the toy. I bent over, on my knees, one hand on the floor, and one hand guiding the dildo to my butt. I pushed the dildo against my whole and pushed, but I had trouble getting it to penetrate. The dildo simply wouldn’t slide through my virgin hole. I straightened back up and took out the lube again, this time rubbing it on my pointer finger. I bent back over and this time guided just my hand back to my butt, allowing my finger to rub on the outside of my whole. I felt the cool lube smearing across my hole, and then an odd sensation as a inserted my pointer finger into my hole. It felt odd, both feeling my insides with my finger, and feeling something moving around in my anus. It didn’t hurt, it just felt weird. I gently fingered my hole for a little while longer, before picking up the dildo once again.I placed the. " What do you mean?" I blushed."You know what I mean."The trudge back up the Hill was very quiet. Joy joined me, but she didn't touch the tow rope. Instead, her hand found my other hand. Our giant jumbo hands. Our gloves were so thick, we could barely bend our fingers. Eventually, she remarked lightly, "Sledding might be even better without all the clothes and snow."I was privately agreeing with that. We were trying to figure out what would happen next, finally cresting the Hill. And right then, a gaggle of her girlfriends came screaming her name and waving and pulling their plastic saucer sleds. There looked to be about a hundred of them. I handed Big Bertha's tow rope over to Joy. "You're staying, I'm guessing, but I really need to go home and change."Joy looked me in the face. "Yea, I'm gonna hang out for awhile. Even though the best sledding of the day is already over." My back was to her approaching friends; I could hear they were still a bit away. "So, I guess I'll see you back.
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