Riley Gendreau
patreon
Do You Want To Wear My Prom Dress? (Ea)(Com)
🕑 Added 2025-08-30 00:45:08 +0000 UTCA commission for WildCirno
It was early afternoon the day of the senior prom, and instead of getting ready for it, Alex was sitting with his girlfriend Sally on her bed watching television and playing around with her soft brunette hair, which she had just gotten cut and styled into a nice bob cut.
The reason they weren’t getting ready for the prom was because Alex wasn’t feeling up to going, which bummed Sally out a bit, but she loved him more than prom, so she was more than happy to spend the night hanging out instead.
However, the truth was that it wasn’t that Alex wasn’t feeling up to it, but instead when he was at home trying on his suit, he felt sick to his stomach when he saw himself. He hated it—the feeling, the look, himself; it was all awful and he really didn’t want to wear a suit to prom.
Unfortunately, there are strict dress codes for it, and every boy has to wear a suit, while every girl has to wear a dress, which wasn't generally liked among the students at the school, especially those among the LGBT+, who were holding their own prom across the street in an empty parking lot.
So that’s where they were at, just at Sally’s house, on her bed watching cheesy shows to pass the time, nothing out of the norm for them, at least it should have been. However, since they decided not to attend prom last minute, Sally still had her dress hanging up and basically on display.
Alex kept finding himself looking at it with a longing look in his eyes. Sally would look up at him every so often and notice him gazing at it, but once he realized she was looking, he’d pretend he wasn’t looking at it and then watch the television again.
After the twentieth time, Sally knew something was up, and she jokingly asked him if he wanted to wear the thing, expecting him to get embarrassed, say no, and then admit he still wanted to see her in it, and once she was in it, he’d feel like going to prom.
However, Alex got quiet and looked at the dress. After a minute he turned a bit red and said he would, if Sally didn’t mind. Sally was shocked to hear that and had no idea what to say, but after a minute she let out a laugh and shrugged her shoulders.
She said she did offer, so he should have at it, but she told him to be careful since he was a bit bigger than her. She thought he should fit, but if he’s not careful he’ll rip it. Alex nodded and said he’d be careful, then he got up and walked over to the dress that was hanging up.
He looked it over and smiled. The dress was truly beautiful, and it was clear Sally had great taste. It was a long, off-the-shoulder pink dress, and while it may not look like much to some, to Alex it looked like the kind of dress a beautiful princess would wear.
Alex ran his hand down the dress and felt his heart fluttering. The material was so soft and flowed majestically all the way down. The more he looked at it, the more he longed to have it draped over him, so he stopped wasting time and removed everything but his underwear.
Sally watched from the bed, quite curious about this new side of her boyfriend, which she had no idea existed. She watched as Alex unzipped the dress and then lifted it over his head, starting the process of getting it on.
As he did, Sally noticed something strange. Alex’s arms, which were the first part to get through the dress, were completely hairless, thinner, and sort of dainty looking when they came popping out of the top hole of the dress.
Sally thought she was seeing things; that was until Alex’s head came popping through next. Someone, in a matter of seconds, had grown out Alex’s hair, and not by a little bit; it was now long enough to touch his lower back.
With his head and arms through, Alex mumbled something about it being a little tight and needing to readjust. So he grabbed the sides of the dress around his waist and started to move it around, and as he did, Sally watched as he started to get slimmer.
Eventually he was slim enough to fit in the dress, which was when he stopped messing with that part and moved on to his backside. He said the tag of the dress was bothering him, so he tried to fix it by shaking the back of the dress.
That caused his butt to start getting slightly more rounded, which pushed the dress up a bit and moved the tag to a spot where it no longer bothered him. Next up, Alex was a bit annoyed with the chest area.
Since he didn’t have breasts, there was a lot of extra space in that area, and when it comes to a dress with no straps or shoulders, that wasn’t so great. So Alex started to mess around with it to see if he could get it to stay in place somehow.
Each thing he tried failed, so he tried again and again, trying his best to get the dress to stay up, since he really wanted to wear it. Well, as fate would have it, whatever was going on with him decided to give him what he needed.
With each failed attempt, Alex began to grow a pair of breasts, and with each attempt, they got a size bigger until they were the right size to hold the dress up. Alex was happy he got it, but afterward he suddenly wondered how the dress was staying up.
So he turned slightly and looked at the mirror and immediately gasped when he saw his reflection. Alex looked down at himself, then at Sally to ask her if she was seeing this. Sally, with her mouth slightly open, just nodded, having no idea what to say.
Alex then turned back towards the mirror and was about to say it was so strange how he suddenly looked like a girl, but he was cut off by a very bizarre feeling in his lower region. Alex was confused by that and wanted to see what was going on.
So Alex lifted the dress and looked at her underwear. Moments ago they had been a normal pair of black briefs, but now they were a much thinner, lacy pair of pink panties, and behind them, it was clear Alex didn’t have any semblance of a manhood.
It was like it vanished, along with her old underwear. Alex dropped the dress and turned towards Sally and began freaking out. Alex was confused about being a girl, not only because such things don’t just happen, but also because she was slightly confused because she liked it.
She was also worried about what others would say. Sally sat there watching, amazed at the impossible thing she had just seen and the beautiful person in front of her. Alex kept talking quickly as she panicked but eventually stopped and asked Sally to say something.
Sally just smiled, stood up, and said she’d be right back before running into her closet. That actually scared Alex, as suddenly really bad thoughts were flowing through her mind. Things like what if Sally wouldn’t love her as a girl.
Alex put her hand over her heart as it started to race even faster. Would Sally not want anything to do with her anymore? Or would she simply want to be best friends for something like that? That made Alex incredibly sad, as she truly loved Sally, even as a girl.
Alex was so deep in her own head she didn’t see or hear Sally come out of the closet, but she snapped out of it when Sally called her by her name; well, she actually called her Alexis, which was a more feminine version of her name.
Alexis looked up to find Sally wearing another beautiful dress. Like the one Alexis was wearing, it was strapless, long, and looked like it belonged to a princess, the only big difference between the two dresses was Alexis was wearing a pink one, and Sally was wearing a beige one.
Alexis tilted her head and asked Sally what she was doing. Sally chuckled and said that she was going to take her beautiful girlfriend to the prom, assuming she stops freaking out and starts enjoying looking so good and wearing a pretty dress.
Alexis couldn’t hold herself from smiling and tearing up. She then ran over to Sally and hugged her tightly. Sally smiled and then pulled Alexis in close for a kiss, their first in their new relationship as girlfriend and girlfriend. After that, they held each other’s hand and made their way out of Sally’s house and towards the prom, where they’d shared a magical night.
Comments
Riley
Yup! Happy for her, and a bit jealous… I love that dress.
last_of_workers
I don't know what can be said here at all, it's just a good and pleasant story with a happy ending, that's all. I can only congratulate Alexis on finding happiness where she wasn't looking for it and which she didn't expect, but happiness, so we can only be happy for her.
