Intentured Pervitude, Ch. 12
by Rachael DMM
Wendy was pleased when she got home. The laundry was washed and folded, the windows cleaned, and the broken hinge on the cabinet door was replaced...finally. Tom had gone above and beyond with his chores, which was nice to see. He was eagerly awaiting her like an excited little puppy...an excited naked puppy with a boner. "What's going on with you?"
"I got the stockings," he announced, proud of himself.
"I know - remember, I had to give you authorization for the purchase."
"Yes, right. Okay, but I got a sexy black pair - the kind with the seam up the back. And a matching black garter belt to hold them up. I didn't get any panties, though, because..."
"Because?"
"Well, um, I thought you'd want to be all naked down there...especially now that you're shaving again and would want to show it all off."
"Good thinking," she said, and he would have wagged his tail if he had one. "Show me."
He hurried and got his purchases from Holly's Closet, the lingerie store at the mall. He laid out the delicate stockings, and untangled the garter, presenting both for her approval. She looked them over and nodded.
"Very good. You chose well." She looked at him, unabashedly assessing his naked body. "Are you putting on weight? Looking a little paunchy around the middle."
"No...maybe...a little. Most probably just from all the food in Italy, and then being cooped up in the house all day, and stuff."
"Never mind that for now, you need to get dressed."
"Dressed? Is someone coming over?"
"I meant dressed in the new outfit you bought today."
"Huh?" He looked at the items he'd laid out. "Wait, no...those are for you to wear."
"I guess we had a little misunderstanding. I intended for you to wear these things."
"But...they're lady things...not..."
"Exactly why you should be the one to put them on. I think it's important for you to understand what it's like to be coerced into wearing skimpy lingerie like this and made to parade around in order to appease the male gaze. Maybe then you'll understand what it is you're asking of me."
"Okay, but...it won't even fit..."
Wendy held up a stocking and laid it along one of Tom's legs. "I think they'll fit just fine. This material has quite a bit of give to it. They won't come as high on your thigh as they should, but that's not a problem" She took the garter and adjusted something. "There, that should fit your waist, which isn't much bigger than the average woman. It'll be perfect."
Tom made some helpless noises of reluctance, but he didn't make any actual protest.
"Now go put these on and make yourself look all pretty for me, babe."
He wordlessly gathered the garments and sulked his way into the other room. She heard a car out front and went to the window. It was her mother, right on time. She opened the door before she could ring the bell, and held her finger to her lips to tell her mom to be quiet. Her mom looked confused but didn't make a peep.
"You ready?" she called to Tom in the next room.
"I think so. I don't know if I got this all on right."
"Come on out here and let me check it for you."
There was a pause, and then Tom came around the corner, looking down at himself. Wendy's mom gasped when she saw him in stockings and a garter belt with his dick hard and dripping. Tom looked up and let out a gasp of his own.
He quickly covered himself, even though Diane had already seen him naked (and coming), then turned to retreat back where he came from.
"Stop right there," Wendy ordered. And he did, knowing what was good for him. "Get over here."
His narrow shoulders slumped, and he came to stand in front of the both of them. His dick had begun to wilt under the scrutiny...or, maybe it was from being seen in "lady things." Wendy was enjoying every second of this. She got her phone out of her purse and opened the Mastr+ app. Tom cringed, wondering if he was about to get one of her "little zaps."
When no zap came, he let out a sigh and remembered that he was in the midst of being humiliated in front of his mother-in-law. His flagging cock began to pulse. It was bad enough that she was seeing him like this, but did he also have to get an erection from it? It didn't make sense - how could he be so mortified and so turned on at the same time?
Once Tom was fully erect, she ticked the Self-determined Arousal box and tucked her phone away. That function was coming in handy more than she expected.
"What...what is he doing?" Diane sputtered.
"He wanted to try something new. Come on Mom, are you saying that Daddy never did a little cross-dressing now and then?"
"He certainly has not! And I wouldn't allow him to even if he wanted. I want him to be a man, not...not...some kind of sissy."
"Is that what you are, honey?" Wendy lilted. "Some kind of sissy?"
He didn't know how to answer. She gave him a slight nod to help him out.
"Yes," he acknowledged, looking down, unable to meet her mother's eyes. "I'm some kind of sissy." He didn't sound very convincing.
"Those stockings feel nice, don't they?" Wendy teased, walking over to him and running her hand along his silk-sheathed thigh. "And this makes you feel like a sexy bitch, doesn't it?" She snapped one of the elastics of the garter around his waist, and he flinched.
"It...it does. Real sexy."
"See, Mom. he likes it. Just look at how hard he is." As she stood behind him she reached around and grabbed a tight hold of his stiff dick. "How much do you want to suck this, Mom?"
Diane couldn't help but look at what her nasty daughter was holding. He looked silly and effeminate, but she couldn't deny that he still had a nice cock. She licked her lips.
"I...ah...do want to suck it...very much. But only...I mean, because...are you sure we should really do this?" Diane didn't want to give Wendy a chance to pull the offer off the table, but she had to put up some kind of resistance, otherwise, what would that make her?
"I'm sure, Mom. But, let me make absolutely certain. Tom?" She let his cock go and gave it a couple of playful slaps, causing a few drops of pre-cum to fall to the carpet. "Do you want my mother to suck your dick for you?" She grabbed a bit of his love handle in a light pinch where her mother couldn't see, threatening to make it hurt if he didn't answer correctly.
"Gee...yeah...sure...of course." he stammered, feeling like a piece of meat being offered up for trade.
"There you go, Mom, he wants it. There's nothing stopping you." For some strange reason, her mom seemed to think Tom's consent was important, or even a consideration. This wasn't the time to explain that what Tom wanted didn't factor into the equation any longer. "Go for it."
Her mom looked uneasy. "Right here?"