The part list
Tim was 21 years old, small and effeminate, he would easily pass as a real girl if he wanted, but being a Sissy, he preferred to be a toddler girl. He wanted to find someone to be with, but he was terrified of the rejection and ridicule from people who would not, or could not understand him.
Being brought up as a foster child was hard on him, he desperately wanted the maternal attention he had been denied all of his life. He rarely stayed long at any of the homes, it was simply how things were, he left the system when he'd turned 18. Being introverted Tim developed an artistic talent that allowed him to earn a pretty good living as a cartoonist for the papers.
It was just luck really, some of his work got to the right people at the right time and that was that. His cartoon's were popular and he was doing very well for himself. He was able to get a nice two bedroom apartment over a flower shop in a good part of town. There was only one other apartment in the building and it was used as storage for the flower shop so privacy was not a problem. He had a balcony in the back of the building overlooking a tidy alley that separated his building from the bridal shop next door, happily their were no windows on that side of the bridal shop so Tim could relax and play on his balcony without worrying too much about being seen.
There were no dumpsters in the alley, thank goodness, it did get some foot traffic, but nothing nefarious went on, this was a good town for the most part. It was the foot traffic that interested Tim today, it was Saturday and he hoped the lady would come.
"The Lady" as he called her was a woman who appeared every Saturday around noon, she would walk down the alley with a sunhat on over a flowing dress, she would usually have her phone in her hand and she never seemed to look up. Today Tim wanted to be outside on the balcony when she went by, he wanted to be close to her while dressed up as Kimmy his toddler girl self. He wanted her to look up and see him, and he was terrified that she would!
Last Saturday he had been out there in his yellow sailor dress, trembling as she walked under him, she did not look up then. As she walked by he held his breath, wanting somehow to talk to her, but afraid to move or speak. The idea of being mothered by her was intoxicating.
"Please look up. No! Don't look up!" He'd screamed silently to himself as she passed. Once she'd gone he ran inside to his bedroom and flopped down on his bed hugging his giant pink teddy bear as he began to hump the bed quickly creaming his diaper.
Now it was Saturday, and almost noon. Tim, now Kimmy skipped over to the balcony door and peeked out cautiously before s/he opened the door and stepped onto the balcony. The alley was empty, Kimmy revelled in the way the wind played with the hem of the little pink dress, s/he patted herself on her ruffled bottom, giggled and sat down in the comfy lawn chair. Kimmy was very careful with her dress as she lite a joint and had a few puffs to calm her nerves. S/he kept a small ashtray in one hand and daintily puffed away, there were large potted plants set up so s/he could see without being seen in the chair. movement caught her eye and Kimmy set the ashtray down and looked out past the leaves of Matilda her fern and s/he spotted the Lady coming down the alley! She was in a beautiful floral ankle length dress, wearing white sandals and a matching hat and purse Kimmy swooned at how pretty she was, his attention was focused on her so much that s/he failed to notice the door to the storage apartment's twin balcony open and a young woman emerge.
Kimmy saw the Lady had her phone out so s/he stood up, completely unaware that mere feet away a strange woman his own age just got an eyeful of his cute pink rhumba panties as s/he leaned over the rail to see the lady better. The Lady gracefully glided under Kimmy's balcony and stopped directly under her! Through the metal grate s/he looked right down past her Mary Jane's onto the beautiful hat the lady wore. After several heart stopping moments the lady glided away leaving a breathless and excited Kimmy watching her go. When she disappeared around the corner onto the street, Kimmy turned quickly causing the flared hem of her little dress to float up totally exposing her rhumba's bulging with a diaper to the girl next door leaning on her balcony beaming a huge smile at her. Kimmy actually squealed like a little girl when she saw the young woman a mere six feet away!
The young woman laughed, but not maliciously at the shocked look on Kimmy's face. "Hi neighbour! I love your outfit!" She said brightly as she eyed Kimmy up and down from her Mary Jane's to her cute pigtails, she could tell by his flat chest that Kimmy was a man.
"Doll I don't mean to pry but did you know that woman was taking some up skirt shots of you?"
"What!" Kimmy gasped terrified and elated at the same time.
"With her phone, I'm pretty sure she was taking selfies with you. I'm Tara by the way, I'm moving in next door."
To be continued.