"Dare ya to crawl in my butt!" She exclaimed and stuck her tongue out, positive I wouldn't accept the dare. Wanting to one-up her, I stuck my tongue out at her mockingly and said, "I'll do it!" Surprised, she just looked at me before recovering her wits. "O-ok, let me just....." She trailed off, moving from her sitting position to lying down on the floor, butt in the air, still fully clothed.
I pulled myself onto her thigh and began to walk carefully on the squishy surface up to her butt. When I step onto her soft, bouncy cheeks, I keep going, reaching her lower back. I wait for her to pull her pants down, but nothing happens. Finally, I ask, "Aren't you going to pull your pants down?" Giggling, she replies, "Nope! That's part of the fun! I hope that's not a problem?" It was a problem, she was wearing very tight jeans, but I didn't want to show weakness. "No, this'll do just fine!" I say more bravely than I feel.I slip under her shirt, crawling down her smooth bare back, until I reach her waistband.
I suck in a breath and dive into her jeans. I struggle and squirm for a little bit but I manage to slip through, the jeans jeans pressing me tightly into the soft fabric of her panties. In the faint light trickling through the fabric of the jeans, I find the entrance to her asscrack. The panties were a little easier to get by, the elastic stretching and pushing me even tighter against her bare cheek as I squeeze through. From her small movements, I can tell that she is enjoying this. I decide to take the plunge, diving into the crack, toward her hole. Suddenly, I stop as the two mountains of flesh pressing tightly against me on either side clench and hold me in place. "No fair!" I yell, but I don't think she can hear me.
After several minutes of being squeezed, released, squeezed, released, etc... I make my way down to her tight, dry hole. the smell coming from it is indescribably bad and I pull my shirt over my mouth and nose for some relief. I decide to go in feet-first. One foot goes in easily, and the second earns me a moan from far above me. I realize that hearing my 9-year-old sister's moans turns me on more than anything else I have experienced.
Trying to force another out of her, I quickly push my thighs and waist into the hole, feeling the walls squeezing me with an erotic pressure. She moans again, louder and more high-pitched than before, her breath comes in raged gasps. Next, I fit my torso in. She begins to cry out in pain now, being a virgin, but doesn't admit defeat. The squeezing is almost unbearable but it is incredibly erotic and massages my new boner, making me forget the smell. Finally, I fit my head and arms in, succumbing to the allure of her tight hole. She almost screams in pain and pleasure and her muscles clench almost unbearably tight around my entire body, the warm walls pressing against my naked skin make me cum a little bit.
Unfortunately, now I realize my mistake. I can't get out!!! Even though her body is clenching and pushing to try and get me out, I am firmly stuck. At the mercy of a sexually aroused 9 year old with a grudge from losing the dare. Although, I could be in a worse place, I think, feeling her ass clench around my face again.
Recovering from the experience a little, Ashley begins to speak....