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My tongue would begin the adventure exploring the suroundings by licking thoroughly. Start off by spreading the legs wide, licking from the bottom of the buttcrack, upto the clit, with tongue wide spread, covering lots of area

Then next round, my tongue would secure the entrance to the asshole by completely closing it with tongue wide.

The entrance remains closed even when you relax/tighten your asshole. You can only feel the slightly rough texture of my tongue as you wink with your asshole

I kiss your asshole, aligning my lips along the rim of your asshole, while my tongue attempts various ways penetrate inside the asshole

I make a pointer with the tip of my tongue and move it along the s***dbreakers on the rim of your asshole

Once you relax it enough, alas, it can finally break through! The first puzzle solved, and the entry into the cave achieved!! A long cave ahead to explore