The Original Ch.2 (Kim Possible)

A/N: This is a guaranteed short for one of the $10 pledges. Every single pledge at that level gets a prompt for a minimum 1000 word story per month.

It’s been a few weeks since that disastrous breakfast. Ann had all but given up on James, especially since she found out that all the extra time spent at “work” happened to be with Vivian Porter. Usually, Ann wouldn’t care, but her curiosity made her look up a picture of Vivian. What Ann found was a beautiful blond that looked more like a supermodel than a colleague of James.

At that point, Ann had lost all interest in finding out more. And while it may have been irresponsible of her to give up on her marriage without hard proof, Ann just wanted any reason to move on. And she found it.

More importantly, Ann had been spending the past few weeks looking interestedly at Ron. Not for just imagining the cock that Ron had hidden away, but also for the way Ron was acting around Ann.

Ron had been showing up to the house in the morning when everyone had left for the day. It always ended up Ron waiting till the last minute and then ‘embarrassingly’ leaving the house with a hard cock in clear view for Ann’s eyes. It had become obvious that Ron was doing this on purpose, and it was also obvious that Ann wasn’t going to tell Ron to stop.

In the beginning, Ron had hilariously failed to cover his erection with a newspaper, and yesterday he hadn’t even bothered to try and hide the evidence of his attraction to Ann.

Ann briefly wondered how far she would let this go but had decided that if Ron wanted something more than harmless teasing, he would have to make the first move. Even though Ron had all the ideal traits that Ann was attracted to with his dorky look and monster cock, there was no way that Ann’s conscience would allow her to make the first move on Kim’s best friend.

And so Ann waited in anticipation for when everyone left the house, waiting for her daughter’s best friend to stop by. She had decided to put on something that shows a little more skin and stuck tightly to her curves. If Ron came by to ogle her body, Ann might as well give him a little treat.

“Mrs. Dr. P! I’m back for some delicious breakfast!” Ron yelled out as he burst into the house.

The redheaded MILF giggled, “I’m sure you are Ronald. Dig in, it’s a little different today, but I hope you like it.”

Ron could clearly see that the pancakes were the same as always but what Ann was wearing was entirely different. He could immediately feel his cock straining against his loose pants but didn’t bother hiding it and instead proudly displayed it. Ann took a long look at Ron’s cock, making it twitch, and looked back into his eyes with a smirk.

Ron sat down at the table, mechanically eating the food while staring at his first crush. He knew it was wrong. Ann was a married woman and the mother of his best friend. But Kim spending most of her time with Josh had Ron going back to his old habit of dreaming about Ann. The near-transparent negligee she was wearing today reaffirmed the thought that Ann was the hottest woman on Earth.

Her full breasts, usually hidden away from the world, were exposed to Ron’s devouring gaze. And when Ann turned away, Ron could see the lacy panties hugging Ann’s fat ass. Ron was fighting with himself for control. One part wanted to risk it all and make a move on Ann. Another was warning him that he should only take what was given. There was a lot to lose if Ron made the wrong move.

After finishing the breakfast, Ron cleared his throat and stood up from the chair. Ann turned her head slightly to see that his cock led the way to where she was standing.

“Oh, you’re already done?” Ann asked casually as she turned back to the sink. This was where Ron usually leaves, so Ann guessed the fun would stop a little early. She shook her head slightly at how turned on she felt just by teasing Ron. It felt like she was back in high school with a boy who had a crush on her.

Ann froze when an arm brought an empty plate to the sink from behind her body, a hard rod of flesh pushed into the middle of her massive ass when Ron moved to wash the dish.

Ann could hear Ron’s breath hitch next to her ear when his cock was fully enveloped in-between her asscheeks. After a brief moment of disbelief, Ann unfroze and continued wiping down the clean plates as if nothing happened, wanting to see how far Ron would go. Maybe she would be able to get some much-needed action this morning.

For the first time in his young life, Ron had thrown all caution to the wind and gone for what he wanted. But now that he got it, or got his cock in-between it to be exact, Ron had frozen in confusion. He was pressed against Kim’s hot mom, and Ron was so close to Ann’s face that he could smell the scent of strawberry shampoo from her recent shower. This was the chance for Ron to tell Ann what he felt, and since Ann hasn’t said anything to stop him, Ron thought that he had a good chance to get her.

Unfortunately, all the bold actions won’t lead to anything when Ron can’t close the deal. His insecurity took over, and Ron’s mind raced with made-up reasons for Ann not pushing him away. To avoid the awkward situation, not embarrassing him, and many more situations that equaled Ann rejecting Ron.

Quickly losing his courage, Ron backed away from Ann’s soft body. He immediately missed the warmth from being pressed into her, “M-Mrs. Dr. P, I-I have to get to school. I-I’m sorry for bothering you.”

Ann sighed in disappointment. It looked like Ron has lost all the courage he gathered, so she decided to motivate him so he wouldn't give up.

“Ronald, sometimes a man has to take what he wants. You never said anything to Kimmie, and look what happened there. If you stay this passive, you might lose your chance with another girl.”

Ann put it out there as bluntly as she could. It was a little cruel mentioning Kim, but if this doesn’t get Ron going, he would be far too meek for Ann in bed.

“Got it, Mrs. Dr. P… I’ll see you tomorrow.”

Ann smiled when she heard the door close. Tomorrow couldn’t get here fast enough.