Servicing the Insurance Man Ch. 01

"But I don't have the money!" The pitiful man whimpered in front of Orlando's desk. He was sick and tired of people trying to con his insurance company out of money.

"That's too bad." He replied unsympathetically.

"My wife needs her cancer treatments! And my daughter already had to defer her first year of college!" The man continued.

Orlando's cock instantly hardened at the thought of the man's 18 year old daughter. He'd seen her the day he'd delivered some papers to their house. She had full C cup breasts and curves in all the right places. She was practically begging to be fucked right then and there.

"I have an idea," Orlando smirked at the quivering man. "I'll keep your insurance going in exchange for your daughter."

"What!?" The man's eyes widened in confusion.

Orlando scribbled something onto a post-it note and handed it over, "You'll have your whore of a daughter come to this address tonight. She'll remain with me to do whatever I want with or you'll have to bury your wife."

**********

Meg's legs quivered as she walked to the door at 1313 Birch Way. She thought her father had gone mad when he came home and told her she was now the property of the sexy yet arrogant insurance man handling her mother's disability case. It's 2013, people can't own other people!

Yet here she was... she reached for the doorknob and it seemingly opened on its own. As she stepped into the house she saw a table to her right, three candles sat burning next to a piece of paper. She squinted to read the messy hand writing:

Welcome whore,

First things first, remove all of your clothing and throw them in the garbage can next to the table. You no longer have the privilege of clothing. Secondly place the collar and cuffs on their appropriate body parts immediately and go to the bedroom at the end of the hall. Wait there for further instructions. I'll be watching whore.

Meg shakily removed tank top and shorts and tossed them into the bin next to the table. She hadn't bothered to put a bra or panties on before she left her parent's house. She placed the dog collar around her neck and fastened the wrist and ankle cuffs quickly.

On unsteady legs she made her way down the hall to Orlando's bedroom. She could already feel her pussy dripping with her wetness.

**********

Orlando watched as his new whore did as she was instructed. He knew she was turned on at her own humiliation. He'd been planning this for her ever since he'd read her blog on an online sex site; explaining all of her dirty fantasies. He'd been in between slaves so he'd started formulating his plan.

Not wanting to delay further he strode naked to his bedroom, his rock hard 8 inch cock leading the way.

He came up behind her as she stood in front of his bed. "Okay whore, this is how it's going to work; you'll do whatever the fuck I say, when I say it, or I'll whip you so bad you won't sit comfortably for a month! Do you understand slut?"

She nodded her head "yes" before he spun her around and forced her to her knees. Her long red hair had been pulled into two braids and he pulled her to his cock and forced his way into her mouth before she could protest.

He fucked her mouth quickly, ignoring the gagging noise she made every time he hit the back of her throat. After a few minutes he pulled out and shot his hot cum all over her pretty face.

He laughed as the cum dripped off her cheeks. He quickly shoved a ball gag into her open mouth and secured it behind her head before leaning over and slapping her tits hard enough to leave a hand print in his wake.

"Get your ass onto the bed!" He demanded gruffly.

Her eyes widened as she realized what was coming but she complied quickly.

Orlando fastened her hands to the hook above the headboard and yanked her thighs apart roughly. He gripped her thighs hard as he thrust into her tight wet pussy violently, breaking through her barrier in the process. He was shocked to find she was a virgin, but he quickly masked it with an evil smirk.

He started pounding her pussy, driving her into the mattress in the process. Meg's pain induced shrieks quickly turned to pleasure filled moans as he relentlessly thrust into her pussy over and over.

Meg didn't want to enjoy it but it felt so good. And it was much better than the small dildo she masturbated with at home. She could feel her orgasm building quicker and quicker until it finally exploded from her causing her to see stars. She hadn't felt anything like it before.

Orlando kept fucking her through her orgasm as her moist walls clung to him. He forced himself into her cervix before finally shooting his load inside her. Her eyes rolled back into her head as he pulled out of her sloppy cunt.

"Rest up cunt, this is only the beginning." He told her as he climbed off the bed and headed to the adjoining bathroom for a hot shower.

To Be Continued...