Story: Some people have the best wishes for their own happiness. Some can be really little and simple but some… well, they basically shoot for the stars. Like this red head tattooed slut Tana Lea. She wants her first anal scene to be so hardcore. So hardcore that it basically damages her for life. Lucky for her, we have someone who can help with that. James Deen enters. The master of rough sex is happy to help ANALIZED.com train this aspiring red head whore how to become a true anal slut. He works her open with his fingers and tongue. Before he even shoves his cock inside of Tana, her asshole already starts to gape open. The PAWG MILF is horny and ready to show off what a good whore she can be for everyone. James works his big dick into her ass. He teases her asshole before putting Tana Lea on her knees to taste her backdoor's juices off his cock. The red head takes to ass to mouth with no issue. She slobbers on James' dick. Getting his shaft messy and wet so he can fill up her asshole. Tana Lea then bends over and prepares for her dream to come true. James fills up her asshole in doggy style. She stares right into the camera describing what an anal whore she has become. He then goes to work on her anal cavity. Tana Lea is put in cowgirl to demonstrate what a good girl she is. She cums from the anal penetration and can't wait for more. She flips around to reverse cowgirl. Her pussy is open and wet while her asshole is plunged with James Deen's big dick. Tana Lea is proud of herself. She feels like she finally has become what she was meant to be. A dirty anal slut, ready to please her master with any hole. She begs to have her asshole filled with cum. Her first anal becomes her first anal creampie as well. Tana bends over one last time. Her gaping asshole is wanting cum and that is exactly what she gets. James Deen shoots his huge cum load into the red head's freshly fucked asshole. Tana feels the anal creampie pump into her. She smiles with pride and thanks ANALIZED.com for making her dreams come true.