Claire asks you to call her "Samantha"

"Call me 'Samantha,'" Claire says as your cock presses against her anus.

You then push your cock into Claire's asshole.

"Your ass is so tight, Samantha," you say and Claire lets out a moan.

"I'm surprised, honestly, you're so tight," you say as you inch yourself into Claire's ass. "Since I know you're such a slut, aren't you Samantha?"

"I'm a huge slut," Claire says after a brief pause, "but I was saving my asshole for you boss."

You continue to thrust in and out, pushing yourself deeper in with each thrust in. You watch as your cock disappears into Claire's tight ass. From this view - you see her long dark brown hair and Samantha's familiar clothing - she looks so much like her sister.

You dressed Claire up in a colorful and fashionable summer dress. You've seen Samantha wear this a million times - it's one of her favorite dresses - and yours too. It looks amazing with the skirt of the dress pushed up over the pale white round ass that is taking your cock.

"Every guy at Google has fucked my pussy," Claire says, as she touches her pussy. Even she is surprised by how wet she's getting from this roleplaying, "but only my boss gets my asshole."

"You're a total cock whore, Samantha, but you're only my anal slut," you say.

"Yes, my job title should be 'Social Media Manager and Anal Slut to the VP of Communications!'" she laughs.

Claire then takes the lead in the thrusting. You hold your body still while she moves herself forward and back, fucking your massive cock with her asshole.

"Yes! I love having your huge cock up my ass, boss. I've been such a slut my whole life, letting any guy who looks at me fuck me raw. They all wanted to be in my ass - but I was waiting until I found the perfect man... with the perfect huge cock."

"I'm gonna fuck your ass at the next Google party, Samantha. I'll shove my huge cock deep in your ass in front of everyone. And then everyone will know you're my anal slut, Samantha," you say as you slap Claire's pale white ass.

"Cum for me, Samantha. Show me what an anal whore you are. Cum while your boss's big dick is deep in your ass," you say when you notice Claire is getting more worked up.

She cums shortly after - enjoying the fantasy of her sister being a total slut - of her seemingly perfect sister opening her legs for everyone she knows. In her mind she sees flashes of Samantha fucking their cousin, teachers, their uncle, every single guy at Google, and police officers who stop her for speeding as she fantasizes about Samantha being a total slut.

And of course, she imagines her sister taking your huge cock up her ass whenever you want - which she imagines would be very often.

After you cum Claire begs you to cum too. "Cum for me boss. Please cum in me, Mr. Madison!"

"I'm going to fill your ass with cum, Samantha," you say.

When you shoot your huge load deep in Claire's ass she has another small orgasm. She's still fingering herself and she slides two fingers deep in her cunt while your cock is erupting deep in her bowels.

"God my sister is such a slut!" Claire jokes once you pull and lay down on the bed next to her.

"I should go let the dog out," she says after a while. "I think I've been a bad dog sitting. You've kept me preoccupied!"