When Julia arrived at her dorm in the early evening, the first thing she did was take a shower — and then she called her job and quit. Sitting down softly in the middle of her bed, she powered up her laptop. Checking her email, she found a message from James. It included a contract, a list of rules, and items she needed. There was also a questionnaire to fill out, telling them things they needed to know to make sure she was matched with the right clients. All had to be done by Monday.
As she was ready to start the questionnaire, Rosie came into the room. Without a hello or any greeting, Rosie asked, “Well, did you get the job?”
Smiling, Julia said, “Just signed the contract and filling out the rest of paperwork.”
“Can I ask which you chose?”
All Julia could do was sit and smile. Rosie then let out a squeal because she knew what the smile meant and she tried to hug Julia but the laptop was in the way.
“When do you start?”
“It will probably be Monday,” Julia said, turning her attention back to the questionnaire. Rosie took that as a hint and went for a shower.
Julia read the questionnaire very carefully and then emailed it and the contract back to James.
On Monday, in her history class, she felt her phone vibrating in her back pocket. After class she hurriedly checked for the text, hoping she had a client that night. Sure enough, there was her first assignment ,causing her a wide range of emotions from nervous and scared to confident. Julia read through the brief bio of the man she would be allowing access to her private parts, and smiled.
Breezing into the dorm room, she found Rosie doing her nails.
“Well, anything to report?” Rosie asked with a smile.
“Yeah, the first assignment is in two hours so best go get ready,” Julia said, throwing her book bag on the bed and looking for the right clothes to wear.
When she arrived at the appointed house, she was fifteen minutes early. After taking several deep breaths, Julia walked onto the porch and rang the bell.
“Good evening, Julia, “James said as he opened the door wide for her to enter. “I am glad you are early. We need to take some pictures of your ass and a headshot for the photo book that the client looks at to choose their date. Then we will take you to meet Mr. Chamberlain.”
After taking the pictures, James pointed her in the direction of where Mr. Chamberlain was waiting. Julia took another deep breath and headed for the greeting room. When she entered, a very distinguished older gentleman rose to his feet. He appeared in his early sixties with a shock of white hair, piercing blue eyes, and a smile that made her feel welcome. As he walked toward her, she saw that he was close to six foot and very muscular.
“Good evening, Julia,” he said, giving her a brief hug and kiss on the cheek. “I am Tony Chamberlain. Are you wearing my favorite colored thong?”
“Yes, I am, Mr. Chamberlain,” Julia said, not bothering to show him.
He circled her and then grabbed her ass, squeezing and saying, “Mr. Chisholm told me he had a new filly with a fine ass in the stable but fine does not even begin to describe it.”
Tony grabbed a key off the keyboard and took Julia by the hand to lead her upstairs. He inserted a key in the lock and stood back while Julia entered before him. The entire room was done in various shades of purple.
Putting the key on the table by the door, Tony said matter-of-factly ,“All the rooms are soundproof so you can scream as loud as you want. You should know nothing turns me on more than to hear a woman scream for real when she is having her ass spanked and fucked. And it better be real cries of pain and pleasure.”
Hearing Mr. Chamberlain hinting at a spanking that would make her cry in pain, had her rethinking her decision to become an ass for hire but she was here and was not going to back out now.
“Julia, do you like a man to eat you out?”
Caught off guard she said, ”Yes, sir.”
“Since I am going to spank your ass and fuck it, that is four hundred dollars. I’ll give you another fifty dollars to lick your cunt to an explosive orgasm.”
Quickly running her mind over the list of rules, she could not remember seeing anything prohibiting her from taking the bonus. “Yes, sir. For an extra fifty dollars you can have my cunt.”
“Good.”
Taking out his wallet, he counted out four hundred and fifty dollars and handed it to Julia. She put it in her purse and set that on the table beside the key.
“Am I your first client?”
“Yes,” she said nervously knowing what was to cum.
He pulled a chair from the corner of the room to the middle and sat.
“Julia, I have heard you’ve been bad at work,” Tony said, getting into a role. “I’ve been told by my best friend you tried to seduce your boss. I will not have my girlfriend doing that. That is very disrespectable and you need to be punished.”
Never having role played before, it took a moment for her to get into the game. Feigning innocence, she said demurely, “But I would never disrespect you or our relationship.”
”Over my knees,” he ordered. “Don’t make me come get you.”
Very slowly, she made her way over to Tony. Within his reach, he grabbed her by the arm and pulled her across his lap.
“But I did not do what you said I did,” Julia protested. “You should believe me, not your best friend. He is jealous because I would not fuck him.”
Smoothing her skirt down, he brought his hand down in a resounding smack, causing her to gasp and jerk from the force of the blow. He delivered two more blows, and then said, “Now let’s see if you are telling the truth about wearing my favorite colored thong.”
Tony slowly pulled up her skirt to reveal that she did indeed have on the plum colored thong that he’d requested. He rubbed her ass and then moved her thong aside to insert the tip of his finger into her little, puckered hole.
“Oh, such a tight little hole. Going to love to stretch it with my seven-inch thick cock,” Tony said as he smacked her ass again, leaving a red handprint on her cheek.
Then he smacked the other cheek. After several hard spanks, Julia was trying to reach back to cover her ass, but Tony just grabbed her arm with one hand and held it on her back. The smacks got harder until she was kicking her feet and crying.
“Alright, I did try to seduce my boss,” she confessed, tears sliding down her cheeks
He gave her one more smack and said, “That is all you had to do, Julia and this whole unpleasant episode could have been avoided.”
Tony removed her thong and let it drop to the floor, then ran the tip of his finger from her cunt to her ass and back. Dipping his finger into her wet cunt, he used her juices to lubricate his finger, which he promptly shoved in her ass, finger-fucking her for her several minutes. Stopping, he stood her on her feet and said, “On the bed, on your knees, ass in the air, and chest on the bed.”
Getting a tube of lube, he generously used it on his cock, and then went over to Julia. He flipped up her skirt and stood there for a moment admiring his handiwork on her ass, which was a bright red and hot to the touch. He dribbled lube on her ass and used his finger to rub it in her backdoor tunnel. Spreading her ass cheeks, Tony positioned his cock and slowly started to enter her.
“Relax your ass Julia, it will go in easier.”
She focused her thoughts on the pleasure that Tony promised after fucking her and gradually she relaxed the muscles in her ass. Tony took advantage of the moment and sunk deep into her. Julia gasped at the large invasion but forced herself to relax
“Such a tight little asshole,” Tony commented as he began to fuck her deep and slow, his stomach slapping against her sore ass. Grabbing her hips, he began to pound her ass.
Julia reached under her and began to play with her clit. Without warning, Tony slapped her on the ass and squeezed her cheeks as he came hard into her, filling her. Julia gave a cry of her own as she had her orgasm. Tony pushed her to the bed and lay on top of her, gently moving as her ass worked to drain him completely. He kissed her on the neck and then bit her, leaving a hickey.
Getting off her, he went into the adjoining bathroom and cleaned up. When he came back, Julia was sitting on the edge of the bed. Her eyes grew wide when she say how thick he was and was in awe that she could fit something that wide in her ass.
“Next time I want to sample all of you,” Tony told her as he pushed her back on the bed and flipped her skirt. Kneeling, he touched his tongue to her sex slit and began to tongue her while slipping two of his fingers into her cum-filled ass.
He looked up at her and asked, “Did you make yourself cum while I was fucking you?”
“Yes,” she admitted.
“Well, the next time we fuck, you’re not allowed to do that. I will bring you off. If you do, then it is two stripes of my belt. Do I make myself clear?”
She nodded as his head disappeared between her thighs. Tony continued to lap and suck her cunt, tugging on her clit until she exploded, covering his face with her juices. Tony stood and licked his lips, pulling her to her feet. He kissed her deeply and patted her ass.
“I do believe you are going to become one of my favorites, Julia,” Tony said as he hugged her. “Enjoy the rest of your evening.”
He guided her toward the bedroom door and, when she stopped to pick up her thong, Tony took it from her and stuck it in his pocket, smiling down at her. He escorted her down the stairs and to her car. Once she drove off, Tony pulled out his phone and hit a programmed number.
“Hello?”
“You were right, Joe — Julia does have a fine ass. Thanks for hooking me up with her.”
“Glad she met your expectations,” Joe replied. “The usual for Friday?”
“Yes, the usual… with Julia, of course,” Tony told him. “I did push it a bit this evening but she can really take a spanking. Friday will either make her or break her.”
Joe laughed and said, “Make sure you tell James to book the usual for Friday before you leave. Bye.”
Tony went back into the house and found James, making sure that he had his usual session booked for Friday evening. Once the arrangements were made he headed home.
~~~~~~~~~
On Thursday afternoon as she was sitting on her bed trying to figure out an Algebra problem, her phone started playing I Hear Voices – the signal for an incoming voice mail. She looked at the phone and got a pain deep in her belly of impending doom. It was a voice mail from James asking her to call immediately.
Swallowing hard, she wondered what her only client of the week had said and if she was being fired. She tapped in the number.
“Chisholm Enterprises, James speaking,”
“James, this is Julia…”
“Just a minute, Julia,” James interrupted. “Mr. Chisholm wishes to speak to you personally,” he said and put her on hold.
After a few seconds, she heard, “Good evening Julia. Thanks for calling us back so promptly.”
“No problem, sir,” Julia said, waiting to hear that she was being fired.
“Did the first assignment go okay?” Mr. Chisholm asked, as if did not already know having talked to his best friend, Tony.
“I thought it went really well, Mr. Chisholm. Did Mr. Chamberlain register a complaint?”
“Quite the opposite, Julia. He wants to book your services tomorrow evening but it will be for a party of three… not a party of one. Mr. Chamberlain requested you personally. The job will pay twelve hundred dollars plus whatever bonuses they might choose to include.”
At the mention of twelve hundred dollars just to have her ass spanked and fucked almost made her drop her phone – but three times? Could she handle three cocks up her ass? Could she stand three spankings?
