Anna Jones was a good girl. She had always been a good girl. But in the last few months, since she had become a student at Cock Whore Academy, Anna had undergone a great transformation. Before, she had been a shy and reserved school girl, with no sexual experience at all; now, under the tutelage of Professor Dong, she had become a cock whore, what her sister Emily would call "a cum-guzzling slut", and the kind of girl who spends most of her time thinking about men's dicks and the various techniques she might use to extract the spunk from their balls.
As she walked down the hallway to Dong's office, Anna felt extremely nervous. With each step she took on her six inch heels she could feel the big rubber butt plug crammed between her cheeks stimulate her sensitive and well-stretched asshole. Anna had prepared carefully for her morning instructions. She had spent the last two weeks fucking her ass in bed every night with a series of progressively larger dildos, and any time she wasn't fucking herself, she had a well-lubed butt plug wedged firmly in place....And yet, for all her diligent preparation, Anna was still scared. What if Professor Dong couldn't get his big prick inside her? What would happen if he became inpatient with her and didn't treat her gently? Would it hurt? Would she suffer any pain or discomfort? Could she come on her instructor's dick? -All these questions raced through Anna's mind as she gently knocked on the office door of her beloved professor.
"Good morning, Anna," Dong positively beamed, as he invited the pretty little eighteen year old girl into his office and shut the door behind her. "Are you ready to work on your BB today, my dear?"
"What's a BB, sir? I've never heard of such a thing."
"Well, Anna, you know what a BA is, right?'
"Of course, sir. It stands for Bachelor of Art Degree, and I have dreamed since I was a little girl of getting a BA in Fine Art from a prestigious college, or maybe even my local state college, Professor Dong."
"Well today, my sweet, you're going to be working on your BB degree -that's Bachelor of Bumfuckery, and I can tell you that the skills you will learn over the course of the rest of this semester will put you in a position where you'll feel comfortable having your asshole used by a man, or a whole group of men, on any given day of the week. And that's very important, Anna, if you expect to be a top student here at Cock Whore Academy."
"I promise to do my very best, sir, " Anna replied, "just please be gentle with me."
"Don't worry, Anna, we'll go nice and slow. You have to be relaxed and comfortable for anal sex, Anna, and I promise not to hurt you, or force myself inside you. If it hurts too much, or if you're uncomfortable in any way, just tell me, sweetie, and I'll stop. -Let's have fun with this, Anna. Open your mind to a new experience, and your ass cheeks to my dick, and you might just be surprised by what happens."
And with that, Professor Dong took off his lecturer's robes, lubed up his big dick, and began the morning's lesson.
First, he had Anna sit on his couch, with her legs spread wide, so that he could eat her little cunt to a series of climaxes. Dong not only loved to eat Anna Jones' sweet pussy, but he understood that this was the best way to relax the eighteen year old girl, and to get a nice bath of endorphins washing through her brain, so that she would calm down and feel confident about going through with this important training session.
Once she was flustered and sweating, with her face and breasts flushed in a state of post-orgasmic bliss, Dong instructed Anna to position herself on her knees, just like she had done when he had fucked her doggie style, and applying a generous amount of lube to his fingers, he slowly and gently began to massage this little strawberry blonde's hairy asshole.
Dong started by very carefully inserting one finger inside Anna's bum, just up to the first digit, and then he slowly pushed it inside her, right up to the second knuckle. The girl moaned softly, bit her lower lip, and said, "That feels wonderful, sir."
"That's a good girl, Anna," Dong reassured her, as he began to rhythmically fuck her little asshole with his finger.
"Can you be a very good girl, Anna, and let your professor try two fingers now?"
"I guess so, sir," Anna stammered, uncertain of herself, and of the situation, but feeling increasingly relaxed and incredibly aroused.