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Shape Up Or Ship Out – S1:E1

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Jay Romero has enlisted and his boot camp date is coming up fast. His stepmom, Emily Addison, doesn’t think Jay is ready. She finds him in the living room, sprawled out on the couch in his fatigues and surrounded by a mess of junk food. Emily tries to be kind to Jay at first, but his monotone responses to her attempts at conversation quickly piss her off. Since Emily believes Jay’s dad hasn’t done right by his kid and that Jay is going to burn out, she decides to take matters into her own hands. Stepping in front of Jay, Emily puts her hands on her hips and uses her most intimidating voice to begin commanding him like a CO would. At first she gets Jay to begin cleaning up his mess. Then she orders him to drop and give her some pushups and situps. When Jay is on the ground doing as he’s told, Emily claims that he has looked up her skirt. That’s not acceptable behavior of a Private, so she tells him to get to his feet and pull his pants down. Next thing Jay knows, Emily has popped her big boob out and shoved it in his face to suck so she can keep on role playing as his CO while telling him that he’s the only Private in boot camp still sucking his stepmommy’s titties. Emily wasn’t turned on by any of this at first, but having Jay suckling her boob really does it for her. She notices he has some chub, so she decides to use that to her advantage.Bending over, Emily tells Jay to stick it in. Her running monologue as Jay fucks her from behind indicates that he should pretend he’s having bayonet practice by doing her in time. Dropping to her knees, Emily sucks Jay off and even gives him a titty fuck as she lets the pretense of being his CO drop. She gets on her back and remains in charge as Jay slides into her cooch and gives it to her just like she tells him to. Then she shoves Jay onto his back and rides him hard in cowgirl. Once Emily is sated there’s nothing for her to do but use her tits and mouth to bring him off. With stepmommy still bossing him around, Jay obeys orders to cum all over Emily’s face and boobs to cover her in his jizz. Although Emily claims this is a good start, she tells Jay that they’ll still need to work on him between now and when he heads to boot camp.

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Date: March 9, 2023
Actors: Emily Addison

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