"If I knew you a bit better, I'd tell you the other half of the story relating to the name of the shop and what my ex-husband tricked me to do, but it's a bit risqué and I'm embarrassed that I fell for it," she said with a sexy laugh. "I'm too trusting and it's only something that I would do. I should have known better," she said hanging his dress back on the hanger. "Okay, so we have the dress, what else do you need?"

"Well, now you have me more than curious about the other half of the story. Maybe if I spend more money in your store, you'll tell me the story. Let's see, I need shoes and a handbag. I want to buy her a whole outfit, soup to nuts."

She gave him a look that made him lift up his chin in defiance of her suspicion that he was a cross-dresser. Yet, maybe her look was that she had suddenly taken a sexual interest in him after accidentally on purpose flashing him her boobs and would, perhaps, share the rest of her story that related to the name of the shop and what her ex-husband had tricked her into doing. Maybe, she would tell him that sexy story in the privacy of her bedroom.

"Do you know what size shoe she takes?"

"That I know because she wears my slippers sometimes and they fit her perfectly. I take a size 9, so she must, too."

"Well, women's shoes fit a bit differently than men's shoes. If she fits in your men's size 9 a woman's size 10 would fit her." She looked at him and smiled.

She was prettier when she smiled. Certainly, she was much prettier than his wife. He wished his wife took as much pride in her appearance as this woman did. Now, after seeing her tits, he wished his wife had bigger and better tits. His wife's little A cuppers that sagged more than did her double D breasts.

"Oh, I didn't know that about women's shoes."

"Does she have a wide or narrow foot?"

"Wide, like me."

"Do you know if she prefers heels, flats or pumps?"

"Pumps? What's that?" Suddenly, he imagined humping her and pumping all the cum he had in her pussy and in her mouth.

"These are pumps," she said holding out a shoe to him.

"Yeah, I like those, I mean, I've seen her wear that type of shoe."

"Try this on to see if it fits."

"Gloria," he said taking a step back while putting up his hand as if it was a mini stop sign, "I'm not going to try on a woman's shoe. I'm not gay. Maybe you think I am, but I'm not one of those cross-dressers."

She shot him a look. He had over done the protesting and had aroused her suspicion. He could clearly see it in her eyes.

"No one will know, Bob. There's no one else here in the shoe department but you and me. Besides, the shoe is not for you, it's for your wife. Right?"

The way that she questioned him when she said the word, Right, made him think that she was on to him. Suddenly, he felt embarrassed. Suddenly, he wanted to escape her and her store. Then, he thought of the cross-dressers' ball. He fled the store last year when he saw his friend Jim and missed his opportunity to attend the dance; he regretted not buying his outfit and he wasn't going to do that again this year.

He suspected that she knew he was a cross-dresser. Yet, what did it matter? Apparently, whether he's buying the clothes for him or for his wife, she doesn't care who he is buying the clothes for, so long as he buys them. She just wants his sale. Whether he was gay or straight or even a cross-dresser, his money was good here.

"Yes, they are for her, of course," he said with half a smile. He wanted to punctuate what he said by saying that they definitely are not for me, but didn't.

Bob sat on the little bench they had in the shoe department and unlaced his work boot. He felt foolish. He felt embarrassed and excited at the same time that he was about to try on a woman's shoe in front of a woman he barely knew. Normally, trying on women's clothes, even just women's shoes were something that he'd do in the privacy of his home. He could feel his cock swell with the thoughts of wearing the green dress with the gold buttons that he had chosen with these brown pumps. He couldn't wait to try the dress on when he got home to see how pretty and sexy he'd look for the dance.

He couldn't believe his eyes when she squatted down to fit the shoe on his foot and remained there while he pretended to look at the shoe on his foot, but instead looked at her. She rewarded him with a down dress peek at her bra and an up skirt peek at her panty at the same time. Even though he had already seen her in her bra and panty, this sight of looking down her dress at her long line of cleavage and seeing her bright, white cotton panty was so much more exciting and so much more erotic. He couldn't help himself from looking between her thighs at her panty covered camel toe and stare down her dress at her big, white bra. How could she not know she was flashing him? Was she doing this accidentally without realizing that he could see her bra and her panty or was she doing this on purpose?

This woman was driving him wild with sexual desire for her. With the attention she had suddenly shown him by flashing him her big tits in the dressing room and now flashing him her panty and bra, he didn't care if she flashed him by accident or on purpose so long as she continued flashing him. Then, he stood only, now, he had an erection. He saw her cast her glance at the obvious bulge in his pants. She showed him a satisfied smile. A bit unsteady on the pump, the shoe fit him well, albeit a little tight. He figured he'd stick the thing in the vice once he got home and leave it in there overnight to stretch it wider.

"How do they fit?"

"Yeah, the shoe fits me good," he said walking past her and turning so she couldn't see him pushing his erection down hoping to make it look less obvious. "They should fit her."

He didn't know how women wore these little shoes. They offered no support whatsoever. His work boot was much more comfortable. His work boot even had a steel toe. These things were like wearing molded plastic. He knew that he'd never be able to walk in the high heels, but he wanted something that made him feel taller than his 5'8" height. The pumps were the perfect choice.

"Okay, the handbags are over here," she said already walking away and ahead of him.

"Wait, how much are the shoes?"

"These are..." She turned to face him, accepted the shoe from him, and turned it over to see the price tag. "These are $49.95."

"Wow, fifty bucks. My work boots only cost me thirty bucks on sale at Wal-Mart and they have way more leather than those little pump things. They even have a steel toe."

"Well, this isn't Wal-Mart," she said laughing, "and your work boots aren't as fashionable as this darling little pump things," she said with another laugh. "And unless you, I mean, your wife intends on playing soccer while wearing these pumps, you, I mean, she won't have the need for a steel toe."

She walked him over to the handbags and began picking out a selection of bags that complimented his dress. Immediately he fell in love with a dark brown, imitation alligator purse. It reminded him of his shotgun case, only not nearly as big.

"That one," he said pointing, and acting again as if he was almost afraid to touch it. "I've seen her looking at the same exact purse. "How much is that purse?"

"I wish all my customers were quick shoppers like you men," she said with a chuckle. "I'd have my merchandise flying out the door, instead of collecting dust on racks. I can't tell you how much time I've spent with women only to have them walk out the door without buying anything. Yet, once a man walks into my store, I know I'll have a sale."

"Well, men like to just be done with shopping. I'm the same way at Home Depot. I don't like to wander. I know what I need and I know where to get it. I go get it and bring it up to the counter to pay for it. Shopping to me is a complete waste of time and not fun at all. I don't like aimlessly wandering around the store. I'm rather be home watching the football game on TV. I'm not much of a window shopper.

He lied. He was having a blast shopping for his outfit. This was the most fun he has had seen he first received his invitation to the Topsy Turvy Halloween Cross-Dressing Bash. Picking out the dress, the shoes, and now the pocketbook was so very exciting. He couldn't wait to try them all on. He couldn't wait to see what he'd look like. He couldn't wait.

"This one is" she said reaching inside the pocketbook for the tag, "$69.95."

"Wow. My wallet only cost my five bucks. How much am I up to now?"

"Well, the dress is ninety, the shoes, fifty, and the purse seventy, your total is two hundred and ten dollars, less fifteen cents, so two hundred nine and eighty-five cents."

"Don't you always have a sale on women's clothes?"

"Not today," she said giving him her best smile.

"Oh, and I need those stocking things, you know the ones like long underwear but for women that football players wear under their uniforms."

"Pantyhose?"

"Yeah, that's it. I need a pair of those. Better give me two pair incase one tears. She never cuts her damn toenails. She's always clawing my legs in bed." Satisfied with his imagined quickness, he thought that was a believable touch to say about his wife having long toenails that needed to be cut and was a good reason to buy the second pair of pantyhose.

She helped him pick out two pair of taupe queen-sized pantyhose. She opened one of the packages and held one pair up to his waist.

"You can never tell about these things. Some brands give you more length than you need and others don't give you enough."

He couldn't believe it when she put a hand to his crotch to hold the pantyhose steady and in place to see the fit. Her touch was gentle yet strong. Her hand and fingers felt good against his balls. He imagined her jerking him off. He imagined her unzipping him, pulling off his pants, and helping him on with his pantyhose. Now, that would be the kind of customer service that he needed right now. He imagined parading around in front of her in his pantyhose with his cock sticking straight out and her staring at it before reaching her hand inside, grabbing it and moving it to try and make it fit better in the pantyhose without being so conspicuous.

"Sorry," she said smiling. "I'm used to fitting women. I can't believe I did that, touched you like that," she said turning a bit red again. "I'm so embarrassed. See, that's what I mean about me. I do something so innocent, not realizing that it can be taken so sexually."

He liked that about her. He liked how she blurted things and did things without realizing the sexual implications of them and then once realizing what she had just done, blushed over what she did. Had he not been a man, had he been a woman, he would have realized that she knew exactly what she was doing. She was fishing and he was the big catch of the day. With her big tits as bait, she was reeling him in, hook, line, and sinker.

"Well, I guess that's it," he said taking a step towards the register.

"What about accessories?"

"Accessories? You mean a belt and a hat? No, I don't look good in hats. I mean, she doesn't wear hats."

"No, there's no need for a belt with that dress and I wasn't necessarily talking about a hat for you or for her," she said with a little laugh. "What I meant by accessories was what about earrings and/or a bracelet. We have a great selection of costume jewelry and I'm sure you could find something to accessorized your outfit selection and complete your wardrobe to dress it up a bit more."

Outfit selections...complete your wardrobe. That's what he liked about shopping for women's clothes. The words they used always gave him a full image of their fashion. Guys don't talk about outfits and wardrobe, they just buy their jeans and shirt, shut up about it, and take them home. Women were so much creative about their clothes. Albeit more expensive, definitely, it was more fun shopping here than at Wal-Mart.

"Yeah, I could buy her some accessories, too."

They walked over to the jewelry counter together and picked out earrings and a bracelet that matched."

"These are nice," she said holding up dangling earrings that weren't so big that they'd be annoying to wear. First she held them up to her ear and looked at herself with them in the mirror. Then, she held them up to his ear. Instantly, he recoiled.

"Yeah, I like those," he said not even examining them, but just looking and pointing.

"And I have a bracelet that matches the earrings."

"Perfect."

Not real gold, they were more costume jewelry and he bought both the earrings and the bracelet for $29.95.

"Will that be all?"

"Yeah, I guess I'm done spending my money on my wife."

"I'm sure she'll love everything," she said shooting him a smile and giggle.

"What about lingerie?"

"Lingerie?"

"Bra and panty?"

"Oh, yeah, I would have forgotten had you not mentioned that. Definitely, I'm going to need to buy a bra and a panty," he said giving her a hopeful look.

"Sorry, but I can't model those for you," she said with a sexy laugh and giving him a long pause before speaking. "It's against the health code. Besides, you've already seen more of me than you should have and certainly more of me than many of my boyfriends do on our first date. I'm still embarrassed to think that you saw my—"

"Please don't be embarrassed. It's already gone from my mind."

In fact the only two things that filled his mind were those two massive tits. Once he saw them, he couldn't stop imagining touching them, feeling them, caressing them, holding them, and sucking them, while she fucked him after sucked his cock. She had beautiful, big breasts and if he didn't realize it before, he knew now that he was a breast man.

"Well, you've already modeled the bra for me," he said with a laugh, "why not model the panty, too."

She ignored his remark while walking ahead of him to the lingerie area.

He wondered if there wasn't a health code about trying on underwear if she'd model them for him. He wondered if she'd leave the curtain partially open while removing her bra again and trying on the new one before emerging wearing her panty and bra or just her bra or just her panty. He imagined her asking him, how do they feel? He imagined reaching out his hands and touching her and feeling her body through her sexy lingerie while she groped and fondled and rubbed his cock through his pantyhose.

She escorted him to the lingerie counter where Bob picked three panties, one in pink, one in blue, and one in bright white. He loved how they felt. He so wanted to hold them up to his face and run them down his check and along his neck. Maybe, later when he was home alone, he'd do that while stroking his cock. Then, he picked a white 40 C bra. He loved handling the panties and bra, especially after having seen Gloria in her panty and bra. Now, he imagined he was touching her panty and bra.

"Well, I guess that's it."

"Won't you need makeup, lipstick, eye liner, and eye shadow? And what about a wig?"

"A wig?"

"Surely, you can't wear a dress without wearing a wig."

He watched a big smile brighten her face.

"How'd you know the clothes were for me? Did you know all along? Am I that obvious? Do I really look like a cross-dresser?"

"Don't worry your secret is safe with me. My brother was a cross-dresser. I used to help him get dressed."

He didn't know what to say. He was speechless. He was mortified. Never had he felt as embarrassed.

"It's just there's a cross-dressers Halloween bash that I'm attending and I always wanted to know what it felt like to—"

"Topsy Turvy?"

"Yes," he looked at her in disbelief. How did she know? Maybe other cross-dresses who are attending the big bash buy their clothes here and from her.

"Yeah, my brother attended that every year. He even took me one year."

"Really? No kidding. I don't believe this. So, tell me. What's it like?"

"It was fun, low key with about one hundred cross-dressing men. Only, every year it gets bigger and more men attend. This year's event is supposed to be their biggest and best from what I've heard from some of my cross-dressing customers. I'll tell you what," she said. "Why don't you come back to my place and you can try on your purchases. I have a wig that I can loan you to wear. I can even show you how to do your makeup. And maybe after a glass of wine or two, you can convince me to model some lingerie for you."

"Sure, okay. I'd like that."

"Will your brother be there?"

"No, he was murdered."

"Murdered?"

"Yeah, a couple of guys saw him dressed as a woman and thought he was gay. They threw a brick at him and it hit him in the temple. He never knew what hit him."

"I'm sorry. I'm so sorry."

"Oh, it was years ago. I still miss dressing him, though, helping him to get ready. He was the sister that I never had," she said with a laugh. "I can help you get dressed, if you'd like. I can even shave your legs if you'd like me to or want me to do that. I used to do that for my brother. I even used to give him a bikini wax. I mean, it wasn't sexual or anything like that, although I did have to hold his cock to move it out of the way while I waxed his balls. We were more like girlfriends than we were brother and sister. He even gave me a bikini wax when I was going on vacation to Mexico and wanted to experience a nude beach."

"Yeah, that is really nice of you to volunteer to help me."

"Maybe, later, you can take some candid photos of my...works of art," she said looking down at her breasts and then looking up back at him.

"Okay, yeah, sure, and maybe later, after a glass of wine or two you'll feel comfortable enough with me to share your story about the trick your husband played on your regarding the name of your shop."

"You'll have to get me drunk to tell you that story, Bob, but we'll see."

In the next chapter Bob gets dressed.

*

Thank you for reading my story. I sincerely hope you enjoyed it. Please take a moment to vote, make a public comment, and/or give me feedback. Your support is why I write. Your feedback will motivate me to write a better story the next time.

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To be continued...