Chapter 13: Whoa! The Orientation of Kelly Ann Black

At the end of his day, it was a tired Jason that made his way home. As he walked up his walk, he noticed a cute, young, petite, dark haired girl sitting on his porch. “I’ll bet you are the lovely Ms. Kelly Ann Black.”

“Yes Sir. Please call me Ann. Dean Malcomb sent me here for orientation. I don’t understand why. I’ve already been through the university’s orientation class.”

“That’s fine Ann, but my orientation is a bit different. You may come to enjoy it a great deal more than the one which was provided by the university. I certainly hope so. Won’t you come in?”

Jason opened his door and stepped aside for Ann to enter. Once inside, Jason made a silent suggestion to what he hoped would be the newest member of his group. ‘Ann, whenever you are in my home, you will be nude. So, please remove your clothing. I wish to see you as you are under all that covering.’

As Ann began to unbutton her blouse, she asked, “Sir, what kind of orientation are you going to give me? Why do I have to be naked?”

Please call me Jason. Again without speaking, Jason communicated with his guest. ‘I will give you the kind of orientation that will last a lifetime. From now on, you will not question my suggestions, requests, or orders. You will obey me immediately in all things. Do you understand?’

“Yes Jason, I understand.” She continued to remove her clothing, and Jason spoke to her again.

“Good. You certainly are a lovely young thing. Tell me all about Kelly Ann Black. Would you like to be a cheerleader here at the university. I can arrange it. Do you have a boyfriend? Have you ever had any kind of sex? What sexual activities have you ever participated in. Are you on the pill?”

“Jason, do you really think I can get on with the cheerleaders? I’d like that. I’m nineteen years old, and I’ve never had sex. No, I don’t have a boyfriend. I’ve only kissed a boy once after my sixteenth birthday party. I know I look like I am thirteen or fourteen. I don’t think I’m all that appealing to boys beyond the age of puberty. I don’t think boys like girls with little boobs and practically no butt like I do. And finally, I am not on the pill. If no one wants me, why bother with pills.”

Even though she did have small tits, Ann was a pretty little thing. She stood a little over five feet two inches tall, and couldn’t have weighed more than ninety pounds soaking wet. Her dark brown hair was cut in a pixie style that made her round face all the more enticing to Jason. Her deep blue eyes sparkled when she smiled, and she seemed to smile a lot. She was right about her boobs. They were about an A-cup and little more than the size of tennis balls. However, her dark pink areola covered nearly the entire top half of each boob, and her nipples were exceptional. They were erect and about the size of an elementary school pencil eraser. They almost seemed to be begging to be tended to. Jason would soon oblige them. The rest of her torso was thin and smooth with not an ounce of extra fat to be found. Her round butt, like the rest of her body, was small and tight. Each of her butt’s cheeks was not much more than a nice hand full. Her legs were shapely but slim.

“Ann, I think you are a very pretty girl. I like your small tits. They will be a delight to nibble on. I think you will be a wonderful addition to the cheer squad. I’ll contact their coach right away about you. I see you don’t shave your pussy. You will need to start. All of the cheerleaders, including the coach, keep their pussies shaved clean. I’m sure you want to shower after your day in class. My shower is down that hall. You will find everything you need to thoroughly clean yourself and shave you pussy. Be sure to get it all. Like the cheer coach, I don’t like a hairy pussy or ass. You may use the shower now.”

Grinning broadly, Ann turned toward the bathroom. Before leaving she looked over her shoulder and said, “I’ll be back as soon as I can, Jason.” Then she stopped, turned, and stepped toward Jason. “Do you really like my boobs?”

Jason took Ann into his arms and hugged her tightly. He kissed her lips. She tentatively returned the kiss. He then told her, “Yes Ann, I certainly do like your tits.” He then turned her around in his arms. Pulling her back snugly to his chest, he reached around her small body, took a tit into each hand, and squeezed. “You have very nice tits. Now go get in the shower.”

Ann laid her head back against Jason’s chest and moaned in pleasure. She then trotted off to the bathroom.

While Ann was in the shower, Jason called Coach Pam Russel. He described Ann and told her he thought she would be a good addition to the group and the cheer squad. He asked Pam to bring the other girls after their practice and take a look at Ann.

Ann was practically bouncing as she came back down the hall from the bathroom. Her face was lit up by her smile and her eyes seemed to be twinkling. She spoke as she approached and stood very close to Jason. “I think I know why you want me to be naked and shaved. Jason, you’re going to make love to me, aren’t you?”

Jason smiled back at her and replied, “Yes darling! Before this evening is past, your body will have been very well used. I intend to eat that sweet looking pussy, have you suck my cock, and then I’ll take your vaginal and anal cherries. When we are finished, you will meet the cheerleaders and their coach. I have some of them coming to see you. What do you say about that.”

Ann jumped up, threw her arms up and around Jason’s neck, and kissed him. As she hung with her feet well off the floor, Jason grabbed a butt-cheek in each hand and pulled her up. She seemed on the verge of tears. “Oh Jason, I feel like a doll that has been sitting on the shelf gathering dust for far too long. I will be happy to be taken off that shelf by you.”

Jason bent over and scooped Ann up into his arms. He kissed her lips, face, and neck as he carried the petite girl to his bed. As he gently laid her on his bed, Jason spoke softly into Ann’s ear. “Baby, I will be as gentle with you as I can, but giving yourself for the first time will hurt.”

“I know, Jason. I’ve always known that. I don’t care. I am just so happy that someone wants me this way. Do you really like my boobs?”

As she spoke, Jason quickly shed his clothes except his shorts.

“Yes Ann, I really like your tits. They look just right for sucking.” Jason then bent over her and passionately kissed Ann’s lips. Ann moaned and opened her mouth to allow his tongue to enter. Their tongues fought a mock duel as her passion rapidly built.

Without breaking their kiss, Jason crawled into bed next to the petite girl. He then kissed each of her eyes. He kissed, licked, and nibbled her ears. He then kissed his way down her neck.

As he rolled on top of Ann’s body, he took a tit into each hand and squeezed. He placed a kiss on her chest between her small tits and promptly began giving her a large hickey on the soft flesh there. She arched her back and pushed her chest up as Jason gently squeezed both tits and continued to firmly suck the flesh of her chest into his mouth. He soon released the suction on her chest and kissed the bright red hickey that remained there. He then took her left nipple into his mouth and sucked on it. Ann put her hands on the back of his head and pulled Jason tightly to her tit. He sucked, licked, and nibbled her nipple until her breath was coming in gasps. In the mean time, he was firmly fondling her right tit and pinching that nibble. As he alternated between her tits, he gave each tit and nipple gentle nips.

Ann groaned and pulled harder on the back of his head. With a gasping voice, she said, “Yes Jason, work my tits. Squeeze them harder, please.”

He happily did as she had asked. As he firmly squeezed her small tits and pinched her nipples, Jason kissed his way down her smooth flat belly until he reached her freshly shaved pubic mound. She gasped and thrust her pelvis up when he kissed her there. She then spread her legs giving Jason room to crawl between them.

“Oh God, Jason, you’re driving me crazy. I have never been so turned on. I feel like I’m about to explode.”

Jason gave her snugly closed virgin pussy a kiss right over the entrance to her depths. Then, one long pussy-lip parting lick from near her asshole to her clit had Ann again thrusting her pelvis up to his face. Her hands were tight fists pressed into the bed at her sides. He then inhaled deeply and said to her, “Ann, there is nothing like the taste and aroma of a fresh young virgin’s pussy. Ann you taste and smell delicious. I am going to love eating you.”

“Oh yes Jason, please eat me.” Ann sighed in anticipation of the new experiences she was about to have.

He then proceeded to lick and suck Ann’s pussy with passion. As her pussy became wetter and wetter, Jason probed and explored her tender lips with his tongue.

Ann reached down and again pressed on the back of Jason’s head. She wanted his mouth pressed tighter to her awakening sex.

Jason found her clit and sucked that tiny sensitive nub between his lips and flicked it with his tongue.

Suddenly, Ann thrust her hips up off the bed. Her whole body was quivering from the orgasm that was washing through her. She seemed to be trying to push Jason’s entire face into her pussy. Ann was writhing on the bed and rapidly thrusting her pelvis up to accept Jason’s oral attentions. “Oh my God! Yes!” She cried out loudly. Her whole body was trembling.

As her orgasm waned, she lowered her hips back to the bed. With a gasping voice, Ann begged her new lover. “Please Jason, take me now. Please make love to me.”