Fuck her

"Ok, strip off that frumpy ugly dress and bend over my desk. It's better if I fuck you from behind, and you like it that way anyway."

Elisabeth looked down at her dress, frowned, then got up and stripped. She then bent over Jack's desk.

"I'm going to slap your ass. After each hit, you need to call out 'I'm a worthless cock receptacle; please spank me harder.'" Jack reared back and hit Elisabeth's ass as hard as he could.

"Ow! I'm a worthless cock receptacle; please spank me harder!"

"Yes, you need to act like a slut who is **** for a man to fuck her. You know you're not hot enough for men to just fuck you, so you have to beg for it." Jack smacked her ass again.

"OW! I'm a worthless cock receptacle; please spank me harder!"

"This makes you so horny."

"Yessss."

Jack smacked her ass few more times. "You need to firm up that ass by the way." He dropped his pants and slid his cock into Elisabeth's wet pussy. He grabbed her hips and thrust him. "When guy fucks you, thank him while he does it."

"Thank you for...oh god...fucking me!"

Jack fucked Elisabeth, and she kept thanking him between moans.

"Beg me to fuck you up the ass."

"Please fuck me up the ass!"

"Always beg to take it up the ass before the guy nice enough to fuck you cums." Jack slid his cock into Elisabeth's tight anus.

"Thank you for fucking me up the ass!" cried Elisabth.

"Very good...mmmpphhh!" said Jack as he thrust in as deep as he could.

After cumming in her ass, John pulled out. "You must suck my cock clean. After all I was kind enough to fuck you up the ass, so you need to suck my cock clean."

"Um...uh....OK." Elisabeth turned around, knelt and sucked Jack's cock clean.

After they cleaned up and redressed, Jack sat behind his desk. "Elisabeth, to prepare for you role as a woman **** to prove she can get men to fuck her, you need to go out tonight, suck off a guy and swallow his cum, have another fuck you from behind in a men's room stall, have a third fuck you up the ass in a men's room stall, and have three men cum on your face then text me selfie. Go to your favorite bar or club to do that and wear the sluttiest outfit you have. You'll have to beg the guys to fuck you if they are good looking."

Elisabeth's self esteem was totally destroyed, and she nodded.

"Now go make an appointment for breast implants and get your lips plumped up, hair dyed and extensions added. Oh, and instead of giving me a commission, just give me sixty percent of your bank accounts and investments. That's more than fair."

"Ok," said Elisabeth meekly before she left.

Jack leaned back, put his feet up on his desk, and put his hands behind his back.