I lay defeated, my ass still stinging from the welts now added with the soreness of my asshole. “A rest” he said. I knew what was coming.From the ...oment he began tying me down to the table I knew my night would end this way. The knowledge did nothing to lessen the pain or the humiliation I felt.“Keep breathing and it won’t hurt as badly.”As the tip of his rock hard cock bumped against my asshole I let out a muffled plea to stop. This was met with a ear splitting crack across my already raw ass. P...please be gentle" he flubbered. "Not a fuckin chance!" Taylor held up a bottle of olive oil and poured some out onto her hands. She started working one finger into Jack's ass, but it was so dry she had to pour oil directly onto the clenched end of his sphincter. Jessie came over to help grease him up as Carly filmed and Kayla sat back masturbating to the scene. Jessie shoved an unlubed finger in, but all it did was make Jack clench up more as Taylor continued to lube. Jack continued to. More

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