Lillian's mother was the only other person living with her and she had been out all night on her nurse shift. She didn't return home until well after seven the next morning. Quietly, without disturbing Lillian, and most importantly, none the wiser of her daughter's secret hobby.
Lillian woke the next morning around ten after enjoying a nice session of sleeping in. She shrugged the covers off of her naked body and wandered from her room to the bathroom. There were two within the three-bedroom apartment. One was in the hallway with the bedrooms, the other was a much smaller one without a bathtub in the combination living room/kitchen. Lillian and her mother had their own rooms while the third bedroom was an office for her mother. Her mother being out meant she could enjoy one last bit of nudity to herself as she showered and then was forced to dress for the day. She pulled on a comfortable T-shirt over her soft blue cotton bra and matching panties with a small white ribbon on the front. Over those she slipped on a pair of jean shorts that reached her knees, covering her rounded thighs comfortably and easily.
She wandered into the kitchen where she found a note from her mother about being out of ingredients for breakfast and a few bills on the table, asking her to pick up something for her to eat later. There were quite a few places near the apartment complex so she figured she could get by with walking to most.
Heading out of her apartment she reminisced about the night before, memories making her blush as she stepped onto the elevator. "I wonder... did he go looking for me? He and whoever else knows... Or was it a little secret, just like his dress?" She smiled to herself as the elevator lurched down the building.
She came back about thirty minutes later with some breakfast from a local diner and some groceries for her mother, her ears plugged with a pair of earbuds as she listened to some upbeat music to start her day, unaware that as she rounded to enter the building things would once again get interesting.
Turning the corner, Lillian was caught up in the climax of her song, her eyes closed and body ready for the drop in the music to single out the heavy lyrics before the beat would drop back into place. Nothing on the outside world was registering as she swung to reach the door and found sudden contact with a smaller, warmer frame. the impact made her stumble back with shock while her collision target merely took a step back on stable footing. "Ah hey! Sorry about that" she said, almost at the same time as he cried "Oh, sorry, I-"
As his eyes scanned her, hers did the same, staring with the same shocked and confused face that she had seen on him the entire time she had been in the elevator. Her gaze moved down down to the less than investing attire he wore this time before managing to catch his eyes once more. He was drinking in her entire body, this time actually clothed! She could tell by his expression he had already undressed her with his eyes and was imagining the sight he was more than familiar with instead. She meanwhile couldn't quite imagine him in a dress, not with the one-size-too-big orange tank top, khaki board shorts, and black sandals he was currently wearing.
For a moment, she felt doubt. Would he really recognize her or was he in the habit of studying every girl he came across? Would he even say anything or would he shyly move on and pretend nothing ever happened? She was keen on finding out. If he didn't bring it up then that was that.. she wasn't exactly able to fully bring it up herself, after all. What did one say in a situation like this? Yes it's me, the girl you ran into naked! By the way where is your dress!? Sure... She could have if she was naked again, but right now she was just another girl dressed in clothing that some might say wasn't flattering to her, with a face in the crowd one looked over too quickly.
So you can imagine Lillian's mixture of surprise and relief when the first words out of the androgynous young man's mouth after he finished his inspection were a stammering and breathless "I-It's you..." as he made eye contact with her. Huh, it looked like she made the lasting impression she wanted on him. With his admission of recognizing her, she hurriedly grabbed his hand and pulled him outside the doorway arch and around the corner of the building without a word.
Blocking his escape in a small service alley, she stood with her hands on her hips, looking his scrawny body over. He was maybe an inch or two shorter than her. "I'm glad you actually recognize me, though I should say I'm a bit worried cause it means my hat wasn't really that great at hiding who I was," she grumbled before she looked him over. "You didn't tell anyone right? About what you saw?" Her question came out more nervous than she intended, that confidence from the night before absent. "No, of course not, then you'd have to admit what you were doing, too. Right, stupid me. Sorry. I have to admit... I always knew I'd get caught one day... but not by someone like you." Unaware how that might sound, she added a soft "I mean, what are the odds right? Finding someone who might actually understand me in a way..." she saw his confusion for a moment and sighed. "Don't worry I won't tell anyone if you won't, but... I mean you have to admit, what are the chances, right? Both of us living out our little fantasies." She was about to blush and dive into a personal fantasy when she managed to remember something and stuck her hand out. "I'm Lillian, by the way. Sorry, when I get nervous I talk a lot..." she admitted, her voice taking an a sudden shy undertone.
Her entire behavior was different at the moment, one arm meekly across her waist as if trying to hide her curved stomach. A more hunched over and inward stance rather than the proud, open one he saw before. Her feet were together and her eyes were shifting and unsure. She looked uncomfortable yet was trying her best to talk to him right now. She was relieved when he shakily took the newly-introduced Lillian's hand and shook it. His grip was weak and gentle, not at all the usual firmness most would apply to a handshake. It was almost like he was afraid he might break her despite her hand being larger than his. His smile was also clearly forced, the edges of his lips twitching. "Um, I'm... Jaime," he said. Hi-me? Oh, Spanish Jaime! Right, she thought he looked Hispanic...
"I, uh, have to admit, I didn't think I'd see you again... or that if I did you'd not recognize me... or would try to avoid me... I wanted to talk to you again. But there was no way I could have brought it up on my own..." Lillian said, shifting a bit in place.
"Yeah, same... So, what are we going to do now?" Jaime asked. His voice was small and his tone nervous. He was kind of adorable, at least in his own awkward way. Though he looked cuter in the dress than he did now, she had to admit. But one might say that about herself when she was naked... or not. She knew from when she tried to wear a skimpy bikini that most people found it distasteful or unpleasant thanks to her shape. It was probably part of the reason she had this secret hobby she did now. "I promise I won't tell anyone about last night... I-I mean, so long as you don't tell anyone what I was doing, either, of course! Do we just... go our separate ways, or...?"
She jumped forward, frantically shaking her head. "No!" she nearly screamed. As the echo reached her and she saw Jaime give a startled recoil, she clapped her hands over her lips. "I'm sorry, I'm sorry, I just... I really wanted to see you after last night." She directed her gaze upward, suddenly finding the walls of the alley interesting. "It's not often I find someone who's open-minded enough to understand me or into things that most people aren't okay with... The moment I saw you, I thought... well..." she bit her lip. She had to be brave while dressed right now!
"I wanted to see if maybe you and I could get to know each other more... and maybe.. I don't know... watch out for each other? I promise I won't tell, but I mean... you understand me, right? What I was doing." She leaned in, causing the androgynous young man to lean back in turn. "It was the same as you! Going out late and hiding from the world but still trying to be yourself... There isn't any better feeling." She gribbed shirt for a moment, feeling the flooding of desires that usually came with her thoughts of stripping, the same ones that fed into her impulsiveness right now and tempted her to show him what she meant.
"I think it would be nice and really fun to maybe hang out together like that... share in our experiences and watch each other's backs, maybe. I mean, that was what you were doing last night right? You looked so nervous but excited, too. It was your first time going out like that right?" He nodded. "I could kind of tell. It must have been crazy. At least in time you could go out as you want and be yourself during the day, it's harder for me to do that," she said, running her fingers through her long, dark hair now in a blatantly nervous gesture.
"I mean, that's what you were doing, right? Living out your cross dressing fantasy... or are you really trans or something? Do you identify as a girl? We can share stories if you want and talk... If not right now, than would you rather it be as our true selves?" She asked, trying to play to what little she knew about this type of thing. Though she began to look worried as he continued to look nervous and uncomfortable. What if she was wrong? What if he was just... like, he didn't have anything else to wear that night? Or what if it was some kind of dare? That meant she was spilling her guts to someone who might not really understand her and the worry flashed over her face.
"Uh, if not, I get it, and I'm sorry for assuming, I just... well I was really hoping I found someone I can share my other side with. You know?"
