It was like any other day at the Carousel Boutique as Rarity flitted about helping customers, she happens to notice a guy looking at some dresses so she headed towards him. "Need any help darling?" she asked politely, the guy practically jumped out of his skin before running out of the store. Rarity looked on as he disappeared into the distance, "poor thing I probably scared him to death" she said. She carried on during the day helping one customer after another, she had sold a fair few clothes and taken requests from a few more people.
Fluttershy had arrived to help out while Rarity headed into the backroom to sort out the clothing requests, once she had sorted them out she then proceeded to draw rough sketches for the clothes the customers wanted.
A few hours had passed and she finished her last sketch as she looked over them, she made a note on which materials to use on each one and how much they'd cost to make. Once she had figured that out and how much she could sell them for she headed back to the front of the store, she could make those clothes now but she didn't want to put too much stress on Fluttershy who's helping out. She knew with her skills those clothes could be made in her spare time at home, she thanked Fluttershy for her help as Fluttershy left the store.
Rarity went back to looking around the store for anyone else needing her help, she noticed the guy was back so she carefully walked to him so she wouldn't spook him. "Sorry about before darling I didn't mean to scare you," she said gently, the guy turned around timidly holding a dress. Rarity got a good look at him "wow he's a cute one he almost looks androgynous" she thought to herself, "he'd almost pass for being a girl and a cute one at that" she thought as she almost forgets why she came over. "That dress is adorable, isn't it? you got a special girl to give it to?" she asked, the guy shook his head nervously as his lips moved but speaking even quieter than Fluttershy. Rarity moved in closer as she was curious to hear what he's saying.
"Um, it's for" he broke up clearly uncomfortable with what he's trying to say. He placed his hand beside his mouth as he whispered into her ear "me, it's for me I like the feeling of ladies clothes plus I'm not quite sure what gender I'm supposed to be" he blushed as he said that.
Rarity put her hands on her mouth surprised at what she heard, "oh you poor thing" she said sympathetically as she placed her hands on his shoulders. She looked at the clock as it was getting close to closing up the store, an idea came to her head "tell you what darling you stay here as I close up and you can try what you want on". He looked up at her with a small smile as he nodded, she ruffled his hair in delight "while we're at it may I can make something special for you" she said.
A few more minutes later and Rarity finally finished with the last customer before she closed the store for the day, "all done darling now you can try what you want on" she said. She went into the backroom to get some tea for them to drink, when she came back with the cups she saw him trying on the dress he was holding earlier.
It was halfway up his thighs as she looked at his figure, he was quite slim with a build that made him look like a girl with flat breasts. What also caught her attention was his underwear, he was wearing a pair of cute girls panties that hugged his hips nicely as she saw his well-shaped bottom as the bulge in the front of his panties.
She put the cups on a table as she walked up to him, she helped him get the dress over his hips and did up the zipper on his back once he got his arms in the dress. She got some pins out and used them to pin the dress so it would fit him better, she walked around him as she checked how he looked in the dress.
"You like this dress?" she asked as he did a little twirl, he nodded happily as he felt the material against his skin. Rarity got her tape out and took his measurements, "If you want I make this dress for you and make another one if you decide on being a girl" she said. She helped him to remove the dress as she undid the zipper on the back after removing the pins, as she moved to the front to help him pull the dress off he got a good look down her blouse.
The sight of her cleavage caused him to go from semi-aroused state to fully arouse, Rarity noticed the big bulge in his panties as it was next to her face. She smiled knowing a part of him was still male, she ran her hand over the bulge as she listened to his soft moans. "May I darling?" she said planting a kiss on his bulge, he nodded as she proceeded to free his cock from his panties. She wrapped her fingers around his cock as she kissed the tip of it, using her free hand she pulled her blouse up along with her bra to expose her breasts. As she did that she felt his cock twitch as he saw her breasts, she felt happy with the reaction she got as she opened her lips and wrapped them around the head of his cock. She slipped her soft lips down his shaft as she took his cock into her hot wet mouth, she listened to his sharp intake of breath as her tongue ran along the underside of his cock. She skillfully worked his cock into her mouth as she bobbed her head, every so often she'll pull it out to kiss the head and give it a few licks. Not wanting to blow his load so soon she slowly pulled his cock out and led him over to her couch, she reached into her bag and pulled out a condom and opened it before placing it on his cock. She reached around and unzipped her skirt letting it fall to the floor, she then hooked her thumbs into the waistband of her sexy red panties and pulled them down.
If his cock was already hard, the guy felt like it just became diamonds when he saw her pussy complete with neatly trimmed pubes, she giggled as she helped him to lay on the couch before taking his cock in her hand. She straddled him as she placed his cock against her pussy and slowly started to insert it into herself, she let out a small moan as she felt his cock begin to fill her pussy. She came to rest so she can savour the feeling and to check if he's enjoying it too, once she's checked on him she started moving her hips. She ran her hands through her hair which caused her chest to be more prominent, with every movement her breasts bounced in timing with her. Her hips started to move faster as she placed her hands on his chest in order to support herself, she looked into his eyes as he stared back at her in disbelief at what's happening but also seeing the pleasure on his face. "Don't hold back darling give me as much as you can" she said as she was drawing closer to her orgasm, with a few more thrusts of her hips she finally came as she felt his cock twitch as it filled the condom with his cum. She layed on his chest for a moment listening to his heartbeat before slowly dismounting him, she removed his condom and disposed of it before redressing herself.
He pulled his panties up and made his way to his clothes and started to put them on.
Rarity couldn't help but watch him as he redressed. "Oh I forgot to get your name," she said walking up to him.
"Silk Touch" he replied as he finished redressing.
They chatted for a bit as they drunk their tea while Rarity sorted out a list of ladies clothes for him, she even chucked in a few pairs of panties in the list for him. "You know it'd almost be a shame for you to become a girl," she said, "you were quite good there".
Silk blushed at that comment "honestly I'm still 100% sure yet" he replied.
She placed her hand on his "well it's your choice and I'm sure you'll be happy as either gender and I'll be happy to see you here often" she said, as they stood up "I've never designed dresses for guys before so this has been an experience but I'll admit I also want to make dresses for you as a girl too". She unlocked the store so he could leave to go home, she bid farewell to him hoping she'd see him or her again sometime before she relocked the store and headed upstairs to turn in for the night.
Author's Note
Depending on how this goes I might do a couple of sequels.
One based on him not having a sex-change and one where he's had a sex-change.
