Author's Note: Hey guys, just some quick things. I am going to leave this story here for now. I am going through college, and will most likely not be able to write due to schoolwork. I hope this is a good spot to end on for now for everyone that is a fan. If not, sorry but I wanted to get it to a stopping point, rather than the somewhere in the middle. See you later.
Jay was home working on the final pieces of his plan. The day after his mother blew him by the pool, Samantha said she had an important business trip to take, and had been gone for about a week out of town. Jay had a feeling this was just her avoiding him, as she texted him she was gone even earlier than she usually wakes up for her run. He wasn't too distraught, as his mother's absence allowed him free reign of her wardrobe. He rummaged through her underwear drawers, taking her bra's and panties out, smelling them and stroking them along his cock. He imagined taking them off her body, groping her massive tits and sliding his fingers along her womanhood. He went through her lingerie bag, pulling out the blue set he had not seen her wear yet. As Jay laid it out, he noticed that the cups for her breasts were nonexistent, and the area that would cover her pussy was split in two, he knew he would have to get her into that outfit. Or at least, Chris would. Jay heard his phone go off, and pulled it out to check it.
Chris texted Jay that the trip was indeed a farce in an attempt to stay away from her son. Jay asked him how she was doing, and Chris told him to not worry about it, as she would come around. Chris also forwarded Jay several pictures and videos of her doing various things while she was gone, confirming she was just trying to get away from her son for the time being. He sent pictures of her changing, fingering herself, and even closeups of her pussy in public. Samantha had bought a sexy dress that had a low cut and barely covered her ass while she was gone, pairing them with a nice pair of heels. While Chris had told her to get them, it was actually at the request of Jay. Jay was looking at pictures of her in the changing room, ecstatic that his plan was slowly coming together. This time, when his phone went off, he realized his mother had finally texted him after essentially no contact had occurred between the two since she left.
"I'll be home tomorrow evening."
Jay was wondering when she would come back, and simply replied with an "Okay." His mother didn't text him back, and he realized she didn't even call him the usual "honey" or "sweetie." Not even his name. She must really want to forget that, he thought. He then thought that she was going to go further, and his pants tightened. Another picture from Chris came through, and it was his mother taking a selfie topless, but her panties were in her mouth. She must have been in the hotel room, given the drab furniture, but that was far from what Jay was focused on. He made the image full-screen on his phone, focusing on her giant tits and pink nipples. He took the red lingerie she wore when she jacked him off in her drunken stupor, and he unbuckled his pants. As long as he cleaned all her clothes before she came home, she would be none the wiser.
Samantha pulled the panties out of her mouth, beginning to have tears pour out of her eyes again. She cried as she left the house that early morning, and would periodically cry in her hotel room. She couldn't stand the thought of looking her son in the eyes after putting his cock in her mouth, sucking him off until his cum splashed inside her mouth and on her face. She felt guilt for doing such disgraceful things to her own son, on top of dressing like some cheap whore in front of him. She worked to be a respectable and upstanding role model for him despite her limited time with him, yet it had all come crashing down since some sick bastard began blackmailing her. While Samantha had wanted to spend a few more days away from Jay, she was told to cut her "trip" short. Desperately wanting to tell Jay that whatever she is making him feel is not his fault, and that her radical change in behavior is due to mistakes she made in an effort to provide for him, she couldn't. Playing this twisted game kept her secrets from coming to light, but at the destruction of her family life. She thought that once summer had passed and Jay went off to college, at the very least he would not be able to see her continued fall from grace. Maybe one day, they would no longer remember this sick time in their life. With that final thought, Samantha got dressed and departed from the hotel, beginning her return home.
Jay had finished folding his mother's clothes and putting them away when he got a text from her letting him know she would be home within half an hour. He also received a text from Chris containing a picture of his mother driving with her top pulled up and her tits hanging out. It was almost showtime, and so to get ready, he went to his room, pulling out the pair of panties he stole from her long ago. Fresh out of the dryer, Jay had pulled his sweatpants down and pressed the warm fabric against his hardening cock. If his plan worked, he wanted the end result to last as long as possible. He pulled up the video of his mother fucking herself with the dildo while moaning his name, and began to jerk himself off. He heard this would help last longer during sex, and hoped it was true.
Samantha pulled into the driveway, sitting inside the car for a minute after turning the engine off. She looked at herself in the rear-view mirror, feeling disgust as the blackmailer made her lift the crop top she was wearing and expose herself driving back home. The honks she heard from all the men and the disgusted looks from some of their wives replayed in her head. She wiped a stray tear from her face, and braced herself to face her son again. She stepped out of the car as she grabbed the bag containing her new dress and heels, making her way to the door. Taking one more deep breath, she reached for the door handle with the idea of showering to hide her crop top and cutoff jean shorts from her son. However, the door opened before she could touch the handle, and she was greeted by Jay.
"Oh. Uh, hi Jay." She feigned a smile, but not because of anything he had done.
"Hey mom. How was work?" Jay knew the trip was because of her sucking his cock, but he had to play ignorant.
"Oh, you know. It was just... business as usual." Samantha sighed as she said that, memories of the man still forcing her to be some cheap whore while she was gone playing through her head.
"Well I'm glad your back." Jay reached out for a hug, and his mother slowly embraced him. He felt her tits press up against him as he held her tight. They broke apart, and he looked back at his mother.
"Do you still like Donny's?" Jay knew this was her favorite restaurant, but she didn't know why he was asking.
"Of course. Why?" Samantha looked up at her son quizzically.
"Well, I've been thinking. I really appreciate what you've done for me and spending time away from work to be with me, so I want to take you there as a thank you."
Samantha's stomach was turning at his mention of what she's done for him.
"Oh, I don't know Jay. I kind of want to stay in tonight." Samantha was scared she would be forced to degrade herself in public again.
"Come on mom. Please?"
No matter how much she wanted to, Samantha couldn't bring herself to say no. He just wants to do something nice for his mother. Its not his fault she has done such taboo things to him.
"Okay. When do you want to take me?"
"Tonight. I made a reservation for 8"
"Oh. Alright, I guess I'll go freshen up for our 'date.'" Samantha and Jay both let out a slight chuckle, one trying to make light of the situation while the other knew it basically was going to be a date. Jay looked down and noticed the bag.
