An Unforgettable Sissy Summer

The Lingerie

Wednesday came around and Claire was hoping that Michael wouldn't let the embarrassment of yesterday get him down. Chloe was still ill so it would just be the two of them in the shop. Clearly there was something going on with Michael and Claire wanted to make sure that he felt comfortable to talk to her about anything.

The car ride to the shop was a little quiet but Claire wanted to try and tease out a conversation.

"So, I've been getting great feedback online from your photos." Michael remained silent, but his ears pricked up. "In fact, I've got a customer coming in today who booked a fitting for one of the dresses you modelled. You wouldn't mind helping me out with them would you?"

"Sure, fine I guess." The words weren't very encouraging but the tone was. Claire thought it would be a good day.

At 11am the customer came in to try on the dress. Her name was Allie and she was accompanied by her maid of honour Madison and several bridesmaids, Jess, Harper, and Lara.

Claire dealt with the introductions and got the pleasantries out of the way, then Allie asked about the dress. "This dress looked absolutely fabulous on the model I just couldn't resist coming in to try it on."

Claire caught Michael's eye. He had been hovering at the edge of the group, not sure what to do with himself, but to hear yet another woman compliment him he couldn't help but smile. This brought a smile to Claire's face as well.

"Yes we are very proud of those photos." Exclaimed Claire.

"You should be! So, lets get trying on dresses shall we." said Allie excitedly.

At this point Michael sprung into action. Claire was so pleasantly surprised. He started talking Allie through the various dresses, asking her about her preferences. He was using technical terms that Claire hadn't taught him. He'd clearly been doing some research at home. He was a natural. He engaged with all the women and started talking to them about the bridesmaids dress options. What's more the customers loved him. The magic that they'd captured before Chloe had come home had returned!

After several hours, the women were done. The dresses were all picked out and the women had booked themselves into the on sight beauty salon on the morning of the wedding. On the way out, Allie had nothing but compliments for Claire.

"Your son really knows his stuff. He's such an asset to the shop Claire. Thanks so much for all your help". 

And with that the store was empty again and it was just Claire and Michael.

Claire was about to compliment Michael on his great work, but before she could he had something to say himself.

"Mum... if I'm going to be selling bridesmaids dresses now too... maybe I should try a couple on... just to get to know what I'm selling...maybe. What do you think?" 

He was as nervous as anything, but Claire's heart burst. She was so excited for so many reasons. Her son was coming out of his shell. He was bonding with her. They were sharing an interest in fashion. Claire was so excited she didn't even think to question the deeper meaning around her son wanting to try on bridesmaids dresses. Instead, she flipped the shop sign from open to closed, locked the door, and told Michael to pick out as many dresses as he wanted.

Michael was like a kid in a candy shop. He started flipping through the dresses, stopping to take in each one in great detail. Eventually he settled on 5 dresses that he wanted to try on. 

The first was a pastel pink mermaid hem dress with a bardot neckline. His mum zipped him up and looked at her son as he looked at himself in the mirror. He was beaming. Claire was beaming too. She was so happy to be sharing some quality time with her son. 

"What do you think mum?"

This was new, he didn't ask her opinion on any of the wedding dresses.

"You look beautiful darling. One thing is bothering me though."

Michael looked a little crestfallen, but his mum was quick to reassure him.

"Oh no it's nothing big sweetie. It's just... well, the dress is so tight that I can see your boxers through the dress and they are bunched up."

She was right. Michael looked in the mirror and the dress wasn't quite sitting right where his boxers were.

"Hang on, I have an idea." Claire disappeared and returned with a white pair of panties from the lingerie section.

"Mum!"

Michael looked shocked but intrigued at the idea.

"Oh go on. We have plenty more dresses to try on so you might as well. It's our little secret."

"Fine fine fine, go outside I'll change now."

He didn't put up much of a fight, thought Claire. When she returned, Michael stood wearing the dress and it now looked much better. There were on underwear lines at all.

After the rest of the dresses it was time to reopen the shop. His mum helped Michael unzip and step out of the final dress, and he was left stood there in the changing room in his white panties. 

"You get dressed now and lets get back to the shop".

The rest of the day passed very smoothly. Michael was great with the customers. He was chatting away with Claire like she normally does with Chloe. It was great. 

When it was time to shut the shop, Michael bent down to do his shoelaces. Claire couldn't help notice the white lace peeking out from his waistband.