Shoe shopping was never Tom's thing. It was just something you had to do every once in a while. A functional chore that he put little or no thought into. Pick the shoes, make sure they fit, and you're done. But, when it came to ladies' shoes, that wasn't the case.
To begin with, there were too many options. Dozens of different designs, hundreds of different styles, and an endless combination of colors and heels and straps. Stiletto, wedge, and kitten heels were just the beginning. Mules, pumps, slingbacks - and that's not even getting into the boots! It was overwhelming, and yet Tom was committed to finding just the right pair for his men's nine-and-a-halfs.
The practical research alone took him most of the morning. He surprised himself with how important finding the right shoes had become for him. Something comfortable that still looked sexy. He didn't know why that mattered to him, but he wanted to impress Wendy with his choice. He didn't want to come off like a clompy doofus. It was silly, but he wanted her to be turned on when she saw him in his new heels.
He ended up coming back to a pair of red, patent-leather pumps with three-inch heels. They weren't anything wild - not like the stripper shoes he checked out and immediately dismissed - but they were classy and very sexy. They had a glossy sheen to them and what looked like a manageable heel. The sharp fronts might crush his toes a bit, but he wouldn't be wearing them that long...if things went according to plan.
Tom continued searching so he would have a couple different options when he changed outfits. He liked Wendy's suggestion of something in white. It reminded him of the white lingerie she wore that one night on the honeymoon that really got him going. He was able to settle on a white pair fairly quickly. They looked like they'd be easy to wear, with just a single strap over the toes and another around the ankle. And the ankle strap had a bunch of dangly rhinestone accents that would turn him on if he were a guy. What the fuck was he thinking? All this crossdressing nonsense was messing with his mind. He put a pair of those in his shopping cart and quickly checked out. Then a new worry cropped up.
The white pair were open-toed...did that mean he would have to get a pedicure? He'd never had one before, and never planned on it, but would his feet look awful in those shoes without one? Would he have to get his toenails polished? It might look ridiculous if he didn't. He loved it when Wendy did her nails in a hot color. It would have to be something that would show through the stockings - something bright and bold. Maybe he could just do it himself.
He weighed the humiliation of going to a nail salon against that of buying stuff at a cosmetics counter in a store. This was messing with his head more than it should be. He'd worry about it when he had to. No need to get all worked up about it until the shoes actually arrived and he figured out if they even fit him.
He thought about going back into his order and changing it to expedited shipping but then reconsidered. He shouldn't be this excited about getting his own high heels. This was all Wendy's weird kink, not his. They'd arrive whenever they arrived, and that was that.
It was a foolish undertaking, but strangely enough, he was looking forward to giving it a try.
~ ~ ~
Wendy walked into the bedroom and caught Tom pawing around in her panty drawer. She watched him for a moment before clearing her throat and alerting him to her presence.
That startled him, and he dropped what he was holding and looked around guiltily.
"Oh, hey...snuck up on me..."
"I guess so." The fact that he was naked made it impossible for him to hide the fact that he was hard. "And just what do you think you're doing, mister? Have you become one of those freaks who likes to sniff women's panties?"
"No!" he quickly denied...a little too loudly. "I was just...looking, that's all..."
"Looking?" She didn't know what was going on, but whatever he was up to was making her horny for some reason. She had actually just assumed he was fishing around for something to wear, but with the way he was reacting, she suspected something else was at play. "For what?"
Tom shrugged, knowing there was no escape. "Nothing...I was just thinking..."
"Thinking...about?"
"About the thing you wore that one night during the honeymoon. You know..."
"I wore a lot of things...what specifically?" She knew what he was talking about, but she didn't want to make it too easy for him.
"The white one...y'know, with the corset thing that boosted your tits up, but didn't cover them all the way. And the frilly panties that went with it...the crotchless ones. It was...you looked real sexy in that."
"Did I? You never said anything about it that night." She walked across to her closet as he tried to close her panty drawer without much luck.
"Yeah, so, I just kind of got all worked up, and was thinking about you wearing that, is all..."
"You mean wearing this?" she asked. He turned to see her holding up a black, padded hanger that held the lingerie set in question. His mouth began to water as he remembered her body when she had that on. So fucking hot.
"Yeah...that's the one..." A drop of pre-cum appeared at the tip of his dick and dribbled down the length of his erection. Wendy couldn't deny that she loved that she could still have that effect on him after so many years together. "You look so hot in it..."
"Do I?" she considered the flimsy ensemble...her bridal "come fuck me" attire. It seemed to have done the trick and was now paying dividends. "You really think this looks hot on me?" she asked coyly.
"Totally! I couldn't wait to fuck you when I saw you wearing it," Tom assured her, knowing he was definitely getting laid that night. Maybe not a big deal when it was your own wife, but more of an accomplishment when it was your owner and mistress. "Seriously sexy."
Wendy nodded, then walked over to him. Was she going to grab his dick? Maybe suck it for him? Or would she get dressed up for him and let him have his way with her?
She held the outfit up to his chest and nodded. "I think you're right. You would look seriously sexy wearing this."
He felt like a bucket of cold water had just been dumped over his head. "No...not for...I meant for you...but, you don't...not really..." He hated how weak and pathetic he sounded. He also hated that he was dumb enough to fall into that trap again. He should have known better.
