He wins the bet

Jason arrives home and sees his stepbrother and dad off on their visit, gets a shower and throws on a pair of shorts and t-shirt. He then goes looking for his mom. He finds her in the basement, looking hot in a tight polo shirt and pleated skirt, grading tests in her home office/gym. He can tell she is on the last test and he waits for her to finish. She looks up beaming at him as she finishes the last test. “All but one student passed and almost everyone of those got an A or B Jason,” she spat out as soon as she finished.

Jason is ecstatic. All his work paid off and now for his reward. “That’s fucking awesome Mom, I can’t fucking believe it,” he shouts. “Jason the language is not called,” she starts to say. “Stop talking and don’t you dare reprimand me Mom, not after everything I’ve done for you this week,” he counters. Jessica cuts off and looks dumbfounded. “Jason…I, uh,” she starts. “I said stop. Who’s in charge this weekend? You’re not going back on our bet are you Mom? Not after things turned out so great,” he responds in a commanding angry voice.

“No, I wouldn’t do that. I was just saying,” she stops as she sees his face turn frustrated. “Sorry Jason, you’re in charge and I’ll stop complaining.” He’s almost frightening when he gets angry like this she thinks. I did make a bet and he did hold up his end and I’d probably be on my way to losing my job without him so I’m going to deal with it for the weekend.

“Now, go to your room, get a shower, put on what I lay on the bed for you and come see me in my room,” he orders her in his most no nonsense tone and attitude. She thinks that he may be taking his in charge too far with ordering her around like this but she finds she cannot talk back or argue so she puts her head down and goes to do what he says.

When she gets out of the shower she drys off and goes into her room to find a note and a bag. The note says to put her hair into a high ponytail, put on what’s in the bag, put on her tallest high heels that he’s laid out for her and not to take too long. The note makes her immediately want to question but she remembers his angry face and commanding tone so puts her hair up and opens the bag. What she sees inside makes her instantly panic. Once again she tries to work up the nerve to do something but instead gets dressed, finds her stiletto heels that she got for a date a long time ago with her husband and heads to Jason’s room. She finds the door shut so knocks and asks if she can come in.

“Get in here now Mom, it’s been too long already,” Jason responds. When she walks in Jason knows that it’s all been worth it and that he has her. She stands there with her face burning in shame, unable to meet his eyes, with her hair up in a very high ponytail, with a pair of basically stripper heels, a pair of ripped daisy duke cutoff denim shorts (made from the jeans he had her wear that first day), black thong straps showing above the waistline, a cropped wifebeater shirt that is ultra thin, with a bright red half cup Demi-bra underneath, a pair of dangly cross earrings and a gold necklace that has a “Jason” charm on it. She looks like a fantasy bimbo slut goddess come to life. Her huge tits are bulging out of the bra and stretching the shirt to bursting. Jason, this time is hard as a rock, there’s no way not to be. He stands up and walks towards her.

“Jason…honey…sweety…may I please…,” she starts in a pleading tone. “No,” he states flatly as he walks closer to her until he’s towering over her. “No,” she whimpers? “No, you may not,” he states bluntly as he stares her down. She lowers her eyes unable to meet his challenging glare. For some reason on top of being completely intimidated, humiliated in this outfit, outraged internally over his nerve to take the bet this far, she is also impressed with his ability to order her around and even a little, no that’s not possible she thinks.

“I’m going to answer your question Mom. Not the ones going through your head right now like where the clothes came from, or if this is to help you with your self consciousness, or even why we are in my room having this discussion, but the important one you’ve already asked,” he explains in a superior, taunting tone. “MILF…is a Mom…I’d…like to…FUCK!” He says each word with emphasis and raises his voice on the word fuck. “You Mom, are my Mom that I’d like to, no…that I’m going to fuck and I’m going to fuck you all weekend long.” Her face goes from bright red to a color beyond scarlet, she flinches at each word like each is a punch, she never raises her head or her eyes, she cannot speak, she is frozen unable to believe what he is saying.

“Now, walk to my doorway and stop,” he orders her with an attitude that allows no room for a response. She walks to the doorway in a daze and stops. She wants to say something, anything, but she finds that she wants to do what he is saying. It makes no sense, his words are worse than insulting, they are sick, she is his Mom and she can tell him off, but her body is reacting wrong. The more he demands and orders the more she responds with obedience and, does she dare admit it, she can’t even in her mind, but it’s turning her on even if she refuses to think about it.

“Good girl, now, take your shirt off and drop it in my doorway,” he directs her and then watches in pleased disbelief as she slowly pulls her shirt over her head and drops it to the ground as instructed. “Now walk toward your room and make sure you walk as sexy as possible.” She walks with a swimsuit model stride down the hall towards her room. “Stop here he instructs her as she gets about half way there. Take your shorts off and leave them here.” She unbuttons and then unzips her shorts and then struggles to get them off as they are practically painted on. Eventually she stands in the hall in just the bra and thong with her stripper heels. “Fuck Mom, your ass looks unbelievable. You’re so fucking sexy. Get on your knees and turn around.” Jessica slowly gets down on the floor on her knees and turns around to face her son.

She is so submissive right now and thinks how no one has ever had the guts to treat her like this. When she turns around she gets another surprise. Jason is nude in the hall. He stands there bulging with muscles almost as wide as the hall stark naked. Her eyes slowly take him in and she finds herself gaping as she spots his penis. She gets her second complete shock of the day in that the sight of it immediately makes her wet. The sheer size of it is as outrageous as her body is. “Oh my God Mom your big fucking tits are amazing. I can’t take it anymore, take the rest of your fucking clothes off now,” he says with a fierce lust in his eyes and orders. Her hands move instantly on their own to comply.

Seconds later she finds herself nude on her knees with thirteen inches of rock hard penis in her face. She is absolutely mesmerized by it. “I’m going to break you this weekend Mom,” he states and she lets out a half whimper half moan at his words. “Who knew that my prime and proper Mom was a submissive size queen slut,” he laughed. “Get on all fours fucktoy, I can’t wait long enough to get you to the bedroom, so I’m going to destroy your pussy right here like an animal on the floor.” Jessica once again finds herself whimpering but moving to obey. He quickly gets behind her and lines his monster cock up with her pussy slit. “Are you ready to get a real man’s huge cock in you Mom? Are you ready to become my big titty bimbo whore? You can speak now,” he taunts.

“Ja..Jas…honey, it’s so huge…it’s way too thick, hard and long, I’ll be hurt, please don’t make me do this. It’s sooo big baby, so big, too much for me,” she says in a mix of terrified and seductive. She’s losing her mind at this point as her whole understanding of herself is being turned upside down. “Pleeeee,” she squeals as he plunges into her super tight but sopping wet pussy. And then another sound is coming from her…a mix between a scream of pain and someone orgasming their heart out. She has what is a ten times better orgasm than she has ever had just from having her pussy invaded by her son, but at the same time it’s so huge and she’s so small that it hurts so much and oh so good.