One Lucky Cub

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#1 of One Lucky Cub


One lucky cub

Kit Cloudkicker rushed through the streets on his way home from school to the Higher for Hire building.

He was holding his school back in front of his crotch to hide an erection. His penis had begun emerging from his sheath and swelled up as he was thinking of what he was going to do when he got home. He didn't really notice until he passed by some other Cape Suzette residents had made him aware; a woman had gasped and a couple of teenage girls had giggled. Sometimes he wished he wore pants but they always felt so uncomfortable.

The brown bear cub got to the building, went inside and he knew he had the place all to himself. Miss Cunningham was on a blind date and wouldn't come by and Baloo and Molly were at Lois' until the next day.

Kit then made his way into Miss Cunningham's office where he sat in her office chair, lifted at picture of Molly to find a key that he used to open a locked drawer in her desk. He opened it and found a stash of Polaroid porn magazines and a few dildos. He amused himself that most of the material was with mature women and younger males.

He took out a MILF magazine and began flipping through the pages. He found a polar bear woman how looked like Miss Cunningham and began jacking off as he saw her being fucked by an arctic fox boy half her age.

Rebecca Cunningham was in the same time going to the Higher for Hire building riding a cab. She had waited for two hours for her blind date to show up but had waited in vain. She had found him online and they had a lot of things in common. Perhaps he had shown up, seen her and thought her unattractive Rebecca thought to herself and made a depressed sigh.

She was still wearing a black dress since she didn't feel on the mood to go home and change. Instead she decided to go back to work and drown her sorrows in paperwork. She knew Molly wouldn't be back until the morning since she had sent her and Baloo away. Maybe Kit was there but lately he had just stayed in his room.

She paid the cabdriver and headed for the building. She went around the back and got a chance to glance inside her office through a window. She saw Kit and looked closer to see what he was doing.

She saw her desk drawer was open and that Kit was busy beating his red meat to a polar bear MILF being fucked by an arctic fox youngster in one of her magazines. "That little brat is using my porn, I'm going to show that little pervert what happens when you break into my office." She thought to herself.

She was about to tap on the window to gain his attention, when suddenly he moaned out "OH Miss Cunningham" and he began to spurt out globs of sperm.

Rebecca was stunned that he had just cried out her name as he came. She was equally stunned as she saw him wipe the cum off with some paper handkerchiefs, find a new porn magazine and just continued to jerk off his still erect member.

"My, he is impressive and such a big tool he has, I would never have guessed, maybe I should join him." She stopped her thought process when she realized she was thinking of having sex with a child. She was disgusted by herself but couldn't hide the fact that her nipples had gone stiff and her loins were burning at the thought.

"It is wrong to take advantage of kids, but he did cry out my name, maybe he wants to be with me. Stop it Rebecca he is like a son to you and you want to take advantage of him. But again I really need a man and he is willing, can't I be selfish for once? But what about the aftermath, is he going to be my lover and have sex with me here t the office?

My, this is embarrassing. He knows about my private collection and he hasn't let me know that he know but instead used it himself. Maybe he likes the same things that I do. I would love to have a younger lover but I only go out with men my age to find a father for Molly. Maybe he wants a woman my age."

At any rate she needed to stop him. She silently went to the front door, went inside and closed it behind her. She waited a few moments still contemplating her next move before bursting in through the door.

"What are you doing Kit?" She yelled out as she entered, acting surprised to see him jacking off.

"Nothing Miss Cunningham, nothing." Kit said hastily pushing the magazines back into the drawer and pushed the cum soaked paper in a trash bin.

Rebecca made her way to his side and looked at the drawer, where a piece of the magazine stuck up the closed drawer.

"You should really consider starting wearing pants." She said and pointed to his crotch that he tried to cover with his shirt.

He gulped, knew he was caught and bowed his head.

Rebecca: "Spill it mister, you have been going into my office and going through my private stuff? You better tell me it all."

Kit: "Yes Miss Cunningham I'm sorry but I've just been getting stiff down there lately and it feels good when I stroke it. Sometimes it helps when I look at naked girls or think about you." He blushed as he revealed he had been jacking off to her.

Rebecca: "You touch you penis and think of me? You think I'm beautiful?"

Kit lit up "Of cause I think you are beautiful. I wish I was old enough so I could be with you." He blushed again as he once again revealed himself.

"That so sweet that you find me attractive." She said leaned forward and kissed him on the forehead. As she did she gave him a great view of her cleavage. She saw his gaze and smiled. Her morals then disappeared and she let her desires take over.

Rebecca: "You can touch them if you want."

"You mean it?" Kit said and his face lit up.

"Sure, just be gentle." She said and found pleasure in him being so happy to feel her breasts.

He stuck his hand out and lightly caressed her breast through her dress. She made a low sound of pleasure, indicating for him that she liked it. She then took hold of his hand and guided it beneath her dress so he could feel her naked breast. He then on his own put his second hand beneath her dress and began molding her breasts. She petted his head in approval of his actions. Rebecca knew Molly and Baloo wouldn't come now. She looked out the window and couldn't see any by passers on the road from that angle. She then knew that she had the boy all to herself in peace and quiet

Rebecca then lowered the straps of her dress to reveal her breasts to Kit. She then guided his head to her tits and he immediately lashed on to them, licking, sucking and gently biting them. She moaned and held his head tight against her chest, making his hands free. Since his hands were now free, Kit lowered them to Rebecca's ass and fondled it. She moaned as his brazenness and was very pleased about the way things were turning out.

She then felt his cock hit her thighs and felt him beginning to hump her legs. She knew he was aching to cum and felt pity on him. She pushed him back into the seat and he looked confused at her. She then dropped to her knees and put his cock in her mouth. He moaned and began thrusting upwards into her willing wet mouth.

Rebecca fingered her slit that was becoming very wet from her excitement. She wondered how far he was willing to go with her. By the data so far: all the way.

Kit's humping then became more frantic and he suddenly yelled out "I'M CUMMING MISS CUNNINGHAM, I'M CUMMING." Rebecca felt it as he shot his boy seed down her throat. Rebecca made sure that she licked every last drop that the panting cub had given her.

She then removed her panties, got on top of her desk and spread her legs invitingly for him. "Do you want to taste your boss pussy?" She said and opened her hole in invitingly with her fingers. He didn't respond but merely dived in and began eating her out.

Rebecca moaned and began squeezing her breast as she was overwhelmed by pleasure. She had never felt anyone with such a talented tongue. None of her former lovers could compare with the pleasure this cub was giving her.

She felt it coming; she began bucking her hips and covered his muzzle with her juices. Barely had the orgasm subsided before another one took its place. She begged him for a chance to rest and he stopped to allow that.

She rested for 20 seconds before looking up at him. He was now holding his reawaken penis and looked embarrassed.

Kit. "Em, Miss Cunningham it has gone hard again. Do you mind if I put it inside you?" Rebecca first looked stunned, and then smiled.

Rebecca: "I think you deserve a reward for being such good with your tongue, so go ahead, and please I think we are beyond Miss Cunningham, call me Rebecca."

Kit: "Thank Miss, eh Rebecca."

He aligned his cock with her opening and slowly pushed it inside. Rebecca moaned since it had been forever since she had the real thing inside her and was glad it was such a generous size. Kit closed his eyes and clenched his teeth as he began speedy up his thrusting. Rebecca took hold of his buttock and pressed them against her, urging him to hit her deeper.

The smell of love soon filled the room and the sound of bodies hitting each other hit the walls. Kit groaned as he was nearing his climax after seven minutes of loving. He moaned ""I'm cumming Rebecca, should I pull out?" Rebecca moaned back "No cum inside me, I want you to fill me with your cum."

Kit launched his body forward and shuddered as he climaxed. He emptied his balls and filled her womb. She screamed as she had her own orgasm. Kit then collapsed on top of her and they both panted in the afterglow.

Kit: "So what do we do now?"

Rebecca: "We clean up, and then we will never do it again and we will never speak of this again." Kit looked like someone had just ripped his heart out. "I'm just kidding Kit; I think this is the beginning of a new future for the both of us."

Kit's face lit up again and he hugged her while she patted his head.