An Unforgettable Sissy Summer

The Dress

Michael had been working at the shop now for a week and it had been pretty uneventful. In fact it was quite nice having a routine. He would wake up at 0730. Eat breakfast and get ready. Claire would drive him and Chloe to the shop with her and he would do various jobs around the store.

Mostly he would help with inventory, accept deliveries, work the cash register, and occasionally talk to customers to point them in the right direction (i.e. ask them to speak to Claire and not him!). Chloe loved working with all the dresses so he left most of that stuff to her. In any case, Michael knew nothing about dresses or shoes or beauty treatment so that stuff was best left to the ladies.

After about a week, Chloe left to go on holiday with her girlfriends, so it was just Michael and his mum in the shop for a whole week (the onsite beautician was also on holiday). It was at this point that things started getting interesting.

"Oh no you're joking me! I'm so sorry to hear that. Is there nothing you can do? You really can't make it?"

Michael heard his mum talking to someone on the phone, and she sounded very annoyed. She came out from the back of the shop and explained:

"That was my model, she's cancelled on me for today, she's got food poisoning." 

Claire had a new line of dresses that arrived this week, so she had paid for a model and photographer to come in so she could advertise them on the website and in the paper.

"Ah no, that's a shame. I guess you have to cancel the photographer".

"I've already paid them a non-refundable deposit, it will be such a waste of money to cancel. I need to find a new model in the next hour!"

"Good luck with that", scoffed Michael. 

"Look, I know this might sound crazy, but please can you step in?" pleaded Claire.

"Mum are you joking? You want me to model wedding dresses? In what world is that a good idea?" Michael really didn't like that this idea was even being suggested.

"If Chloe was here I'd ask her to do it. I'd do it myself but the only dresses I've got in at the moment go up to size 10 and that's way too small for me. You're the perfect size."

It's not a great confidence boost from your mum to have her suggest that you would fit well inside a size 10 wedding dress. That was a reminder that he needed to hit the gym this summer before university.

"So what if they fit me, I'm not wearing a dress. End of!".

But that wasn't the end of it. Claire was forceful as ever, and Michael's lack of assertiveness came back to bite him here.

"Look young man. After everything I do for you this is such a small favour. Besides I only need your body in the photo, your face won't even be in it."

She was right. She does so much for him and being a single mum she deserves even more credit. If his face wasn't going to be in it what's the harm right? Perhaps if he'd have gone through puberty properly it wouldn't have been an option, but there was barely a hair on him below the neck. He had smooth armpits, smooth chest, smooth legs. Annoyingly it did make perfect sense.

"Fine. But no face in the photos and I'm not wearing the dresses for any longer than necessary. We get one good photo of each then I'm done."

Claire smothered him in kisses and thanked him. It clearly meant a lot to her so Michael was happy he could help out.

About 45 minutes later the photographer arrived. She was a gorgeous woman. About 6 feet tall with flowing red hair and pale porcelain skin. Michael didn't know what was worse. If the photographer had been ugly or attractive. Either way she was about to see him in a dress and it all of a sudden felt very awkward.

"Hi there, my name is Maria i'll be your photographer today." Her and Claire shook hands. "So where is my model, lets get started."

"Well," explained Claire, "there has been a slight change of plans. This is my son Michael and he'll be modelling the dresses today". 

Maria looked a little taken aback, but she didn't probe with any questions. "Ok not to worry, lets get going then. Why don't you slip into the first dress dear while I sort out the lighting."

Michael wasn't thrilled at being called dear, but he gritted his teeth and disappeared into the changing rooms with his mum.

He felt silly standing there in his underwear in front of his mum. He felt even sillier when she held out a dress and asked him to step into it. He did as he was told and he slipped into the dress. It was a size 8 and annoyingly it fit him like a glove. The dress was an off the shoulder number, with a lace corset and silk skirt that spilled onto the floor behind him. Once he was zipped in, his mum instructed him to turn around and that's when he saw himself in the mirror. 

He actually looked rather good. His mouth started to curl into a smile but he caught his mum's eye and quickly suppressed the smile. 

"Now shoes" she said.

"What?! You didn't mention shoes, I can't walk in heels".

"Oh don't be dramatic. They are only kitten heels and you won't see them under the dress. It's just to make sure the dress sits at the right height."

In for a penny in for a pound. Michael did as he was told and slipped on the heels. His annoyingly small size 6 feet fit in them with ease. His mum did one final inspection.

"Aren't you just adorable", said Claire while breaking into a smile.

"MUM!." Michael gave her a stern look. "Let's just get this over with..."

He exited the changing room and went back out to see Maria, who had set up the lighting and sorted out the background. When she turned round she was gasped.

"Yes I know I look silly, lets just take the pictures", muttered Michael, his head hanging low.

"Silly? Oh darling you look fabulous! Your figure is to die for."

That wasn't what Michael was expecting. Did he really look good? Before he could think about it he was being manipulated into different poses and positions. About 10 minutes went by before he was ushered back into the changing room to try on the next dress.

One hour and 6 dresses later, Michael was done. He pulled on his jeans and t-shirt and returned to the shop floor, where Maria and Claire were settling payment.

"I will have these photos edited and sent to you by the end of the week." She said to Claire. Then she turned to Michael. "Good job today my dear, you're a natural. Your mum has my contact details so if you ever want to try some more modelling, give me a call."

Maria left and Michael was left stunned.

"More modelling? Is she crazy mum? What is she on about?"

"Oh she was probably just messing around. Still, maybe there is a career in modelling for you. I think by dress number 4 you were enjoying yourself" Claire said in a teasing way.

"Pfffft, yeah right, good one mum" replied Michael. 

Did he enjoy it? All Michael knew was that he definitely didn't hate it...