The Original Ch.3 (Kim Possible)

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Summary: Ron takes the next step to get Ann... not that it will be a hardship with how willing Ann is.

A/N: This is a guaranteed short for one of the $10 pledges.

Ron had never been so nervous before.

He had waited till he knew that Kim would have left for school and Ann would be at the house alone. Today was the day that Ann would know what Ron felt, for better or for worse.

What Ann said yesterday had given Ron a massive boost of confidence. He had almost given up after the doubts set in, but when Ann practically told Ron to take her if he wanted her, Ron knew that Ann would be his today.

He still felt a little strange knowing that this was Kim’s mom and that she was still married. However, Ron did see some strange behavior from James in the past few months. He had initially thought that his mind was making things up in guilt since Ron was lusting after the man’s wife. Still, there must be something behind his suspicion since Ann had basically given Ron permission to pursue her.

Ron reached the Possible home and did a mental fist pump when he saw that the cars were gone, indicating that Ann had to be alone. Then, deciding to greet her normally, Ron rushed into the house without knocking and yelled out, “What’s for breakfast, Mrs. Dr. P?!”

Ron stopped in his tracks when he saw what Ann was wearing this morning. Yesterday, Ann wore something that let Ron see all of her assets by basically wearing lacy lingerie. Today, however, the lingerie was gone. Instead, Ann only wore a flimsy, almost transparent robe that was stopped just below the curve of her ass. It was tied in the middle, showing off just how small her waist was compared to the wide hips that led down to her fat ass.

“Ron! You came just in time. I made something a little special today. I hope you like it.”

His brain stopped working when Ann walked towards him with a plate of pancakes. Ron immediately knew that Ann wasn’t talking about the food she made. Instead, just like yesterday, Ann was talking about the clothes she had on… or didn’t have on.

When she walked, the delightful bounce of her tits let Ron know that Ann did have a bra on, and now Ron was wondering if she was wearing any underwear at all.

Ann bent down a little to place the plate on the table, giving Ron a look into her deep cleavage, and said, “Hope you like it, Ron. If you want anything else, just let me know.”

Ron would have to be an absolute blockhead to miss all the signs Ann was giving off. The blatant comment yesterday about a man taking what he wants, wearing skimpy clothes in front of him, and now, pretty much giving Ron a red carpet invitation.

He briefly looked at the food placed and didn’t feel like gobbling it down for the first time. Instead, Ron blurted out, “I want you.”

Ann crossed her arms underneath her impressive bust and asked, “Want me for what exactly?” She was willing to take Ron into bed, but Ann wouldn’t let him say three words to get her. That would make it a little too easy for him.

“I want us to be together. I know this sounds stupid, but… I love you.”

Ann opened her mouth a little in shock. She honestly just expected Ron to say something along the lines of ‘You’re hot, so I want to fuck you.’ Ann should have known better, though. She had forgotten that Ron never really had a serious relationship to separate love from lust. Either way, that was enough for Ann.

“Follow me, Ron,” Ann said before walking to her bedroom with Ron slightly behind as he watched her swaying hips. However, when Ron realized that Ann was leading him to the bedroom, he got exponentially nervous.

In contrast, Ann’s mind was in euphoria. She would finally be getting some dick today after a long, long time. It might be a little quick at first since Ron was a virgin, but Ann could train him up to her standards.

Ron gulped when Ann untied her robe. It hung loosely on her body, showing just how fit Ann kept herself. He could see most of her large breasts with the robe barely hiding Ann’s nipples, and her toned belly beckoned to Ron. Having Kim as a best friend gave him a bit of a fetish for an exposed stomach.

“I know that this is your first time Ron,” Ann said, making Ron duck his head in shame. “But if you can last until I cum around your cock, I’ll take you as my lover instead of making this a one-time thing.”

Ann hid a smile when Ron started stripping his clothes off. She couldn’t stop the soft gasp of wonder escaping her mouth when Ron revealed his monstrous cock. It was huge. Almost too huge. With angry veins on the shaft and standing proudly to get Ann’s attention, as if telling her to get ready to be wreaked. Ann had already decided that this cock couldn’t escape her. She would fake an orgasm if she had to.

Ron pushed Ann onto the bed and ripped the robes off her body. He cupped the large breasts in his hands and bent down to cover them in his kisses. Ann moaned as the far younger man covered her tits in his spit as she reached down to stroke on his hard cock.

Ann almost creamed herself when her hand couldn’t even get close to encircling his shaft. She would need two to even begin to try. Then, pushing Ron off her tits, Ann demanded, “Get that big cock in me! Fuck me and show me why I should keep you as my stud!”

Ron’s eyes dilated in lust as he stared down at the MILF below him. He lined up his cock to the small opening of her pussy and tried to push through but failed to get in.

“Use that cock, Ron. Don’t worry about me and break through!”

Ann felt Ron lose all of his hesitancy and powered through to break into her tight pussy. She shrieked out in pleasure, loving the feeling of a cock stretching her to the limit. There was a reason that Ann was a size queen, and Ron was proving it right now.

Ron already felt that he was on edge, the feeling of being inside his dream woman was too much. So, instead of going slowly and cumming quickly, Ron might as well try and pound out an orgasm before he finished. Which is exactly what he did.

The sound of the bed creaking and Ann’s loud shrieks filled the house as Ron focused on fucking Ann as hard as possible. He didn’t know if he was doing something right for sure, but going by Ann’s reaction, Ron thought he was.

And as he predicted, Ron felt himself cumming. Of course, it was just after a few minutes of pounding down into Ann, but that by itself was a miracle for Ron.

Ann moaned when she felt the rush of warm cum filling her pussy. She was already planning the next time they would fuck. Ron had passed, and she didn’t even need to fake the orgasm. The feeling of a monster cock trying to break her open was enough to make Ann cum her brains out.