You decide to take the lead, and do it in the way you think is the sluttiest possible. Your face is covered in cum and you really want to be fucked like an animal, you want it to be rough, hell, you even hope it'll hurt and leave you unable to walk straight tomorrow, maybe a sore ass will add the pinch of slut that's still lacking in your girly strut.
You get on your knees, you don't even bother really supporting your face, you let it lay on the bed and use your hands to lower your panties, letting your open legs hold them midway down and separate your buttcheeks and offer your asshole to Jessie. She giggles, and instead ties them behind your back, gives you a playful, but hurting slap on the ass, and run a finger through your taint, stopping at your anus and starting to prod it.
Your moan serves as a confirmation for her, she slides her finger in, and start lubing you up. You kinda feel sad that it won't hurt as much as it possibly could, but as she grinds her penis between your cheeks and you start thinking about it's actual thickness you realize it'll already hurt and please you plenty.
She grabs your left cheek tightly and spread them slightly, you feel her using the other to tease you with her cock, finally letting the tip stop right at your pucker and **** it slightly.
"By the looks of it, I shouldn't be gentle, should I?"
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