He can, but he doesn't want to.

DJ’s darkly made up eyes twinkled as she took in the sight of Dane standing there. There was just something about him that told you he was weak, almost soft. She could understand how it had happened, his father was rich and powerful, his mother overbearing and still somehow never present. Like most spoiled children, he had never had to fight for a thing in his life. The rich cis gendered white boy who had never been discriminated against. Her lip curled in a sneer that she **** into a smile before she spoke.

“We are all picking up our dresses for prom tonight Dane. Jasmine said you two were shopping a bit, so I figured I would tag along and help her pick out a gown.. You don’t mind, do you?” DJ’s challenging tone was backed up by her stepping up in front of him and looking down into his eyes. Of course the only reason she was able to do that was the tall stiletto heels she had on.

“Y-yeah. S-sure.” Dane’s audible gulp of fear and the stuttering way he responded showed both girls that he was the perfect subject for their plans. Without waiting for more of a response, DJ reached over and took Jasmin’s hand in hers and stepped into the exclusive boutique.

“Welcome in how can I help… DJ! Jay!” A girl’s squeal of surprise and happiness greeted the trio as a beautiful brunette woman only a few years older than the group stepped out from behind the counter.

DJ and Jasmin both grinned as Jasmin’s older sister hugged the pair. “You two coming in to pick up your dresses?” Evie questioned as she looked up and noticed Dane for the first time.

DJ smirked. “Well, we wanted to try some on. I know we had a few picked out, but Jay is going to be going to prom with Dane here, and we want to make sure their outfits really go together. So we figured we would come to you and make sure they were wearing the best coordinated outfits possible.”

Evie’s eyes widened as she noticed the thinly veiled sarcasm in DJ’s speech. Jasmin giggled and rolled her eyes before stepping up. “We were thinking something really girly, like full ‘Diamonds are a Girl’s Best Friend’, you know? We want Dane here to really stand out.” DJ grabbed Jasmin’s attention with short movement and the girl realized her mistake, so she quickly went on. “You know, cause he’ll be with me and all that.”

Dane stood there looking poleaxed as these three gorgeous women just went on speaking as if he wasn’t even in the room. Finally sensing a lull in the conversation, he spoke up. “You know…”

His words were cut off by Evie as she nodded. “I totally know the perfect dress. Why don’t I pull out the dresses you girls already picked out and I can bring the new one I think you will like and you can pick between them?”

DJ nodded. “Thanks, you think we could take the special dressing room?”

Evie grinned. “I wouldn’t have it any other way.” With that out of the way, she turned on her stiletto heel and led the group back through the maze of gowns and shoes and opened the door to a large dressing room. In the center of the room stood a small set of wide steps that would elevate the person trying on the outfit, each wall was covered in mirrors, and there were a few chairs set against the wall for other people to relax in.

“Wait here girls, I’ll be right back.” Closing the door behind her, she wandered off deeper into the store.

With the sound of the door closing, Dane turned to Jasmin and spoke up again. “You know, you don’t need to change your dress if you already picked one out. I’m just gonna wear a tux. It isn’t like there is a lot to match or whatnot right?” He chuckled nervously as he looked between DJ and Jasmin’s smiling faces.

Jasmin giggled and stepped over to one of the chairs. Shedding her letterman’s coat and purse to the ground she stood in just her tight romper and heels. Reaching up to the bow at her waist, she slowly began to untie it while staring at the man. “What, you don’t want to see me try on a dress?” Pulling the bow undone, she pulled the top of her romper open to show off the white lacy bra she had underneath it.

Dane’s eyes went wide as the shock of the stunningly beautiful Jasmin stripping in front of him. Looking away, he glanced at DJ only to see her undressing as well. The laces from her corset top slowly loosened as she raised an eyebrow at him. “Don’t look at me Daney, I’ve got a dress to try on too.”

Unable to escape the sights of the two stunning trans girls stripping in front of him, Dane closed his eyes and slapped a hand over them to preserve the girl’s dignity. “I shouldn't be here. I can step outside till you try them on, right?” Reaching towards the door handle, he tried to leave only to feel his fingers close over the soft flesh of a body part. Opening his eyes, he looked up and saw Jasmin standing in front of him, his hand grasped onto her uncovered breasts.

Looking up into his eyes, the short girl grinned. “First time?”

Dane stuttered and stammered trying to get a word out. Unable to form a sentence he just stood there flabbergasted. “Do you mind letting go of my girlfriend’s tit so she can get undressed the rest of the way?” DJ’s tone was playful, but still carried a hint of anger in it as she watched the stunned man’s body freeze as he realized he had yet to let go of the breast in his hand.

“Oh my god!” Letting go he stepped away and sat down in the chair. Holding his head in his hands he stared at the ground and mumbled to himself. The pair of girls grinned at each other and continued to strip down to just their panties. Both girl’s watched each other as they removed their clothes, they enjoyed seeing each other in any state of dress, but there was something about the pair of them being mostly naked in front of Dane that seemed to make them even more turned on. The evidence of the lust in both girls became apparent quickly, with their tiny thong panties being stretched out by their hardening cocks.

As the girls finished stripping, a knock at the door sounded just before it opened. “Coming in girls!” Evie’s voice heralded her entrance with a stack of boxes in one hand and three large dress bags over one shoulder. Hanging the dresses up on the rack, she turned to DJ. “I’m guessing you stripped down to do the final fitting for your dress?”

“Yeah, if you don’t mind.” DJ’s tone was polite as she stepped closer to her girlfriend’s hot older sister. “Unless…” Evie rolled her eyes and laughed as she reached up and unzipped the first of the dresses. Pushing the cover back revealed the black leather prom dress under it seemed exactly like that kind of dress that DJ would look amazing in.

As DJ slipped the dress on and had Jasmin help her zip up the back of it, Evie opened up the first box of shoes and pulled out the matching black high heels.

Dane’s attention was still fixed on the floor as DJ was fitted into the gown and the tall heels. The skin tight gown fit against DJ’s curves perfectly, with only the hint of a bump showing in the front for her package. As the three women looked the outfit over, Jasmin spoke up. “Those are gonna have to go hun. I can see them through the corset lacing.”

Refusing to look up, Dane took deep breaths as he tried to figure a way out of this situation. His father was putting a lot of trust into him, they both knew that if he could make a date work with Jasmin, her father would throw significant business their way and up the portfolio of their company tremendously.

Those thoughts were interrupted as DJ’s voice rang out. “Dane, catch.” Looking up, Dane’s hand snaked out and grabbed the object that was flying through the air at his face without realizing exactly what it was. Seeing the three women looking at him with grins on their faces, he looked to see what was in his hand. Horror dawned on him as he saw the black thong DJ had been sporting only moments prior. “Hold that for me, would ya? I don’t want it getting on the ground.”

Looking up at the three girls, Dane watched as DJ casually stepped off the pedestal and posed in her tight black leather gown. Where before her panties had restrained her bulge a bit, now with them gone the outline of her long hard cock was completely visible. DJ smiled seeing Dane looking at her and stroked her long nailed finger up and down the length of her shaft, over the leather dress as she blew him a kiss. Jasmin and Evie were too busy pulling the next dress out.

The dress that was being pulled out for Jasmin couldn’t have been any different from DJ’s. DJ’s dark leather dress was snug, sexy, even boardering on slutty. Especially with the outline of her hard cock distending outwards. Jasmin’s dress screamed Princess at the top of its lungs. The shorter corset topped strapless dress was still immeasurably sexy, but it had a softer air about it.

Dane smiled as he saw Jasmin step into the gown. It was the exact kind of dress he would want on his date. Not too over the top, short to show off her perfectly legs, and strapless to allow him to stare at her large breasts. It was perfect. The white heels that Evie pulled out of one of the two remaining boxes seemed to match the dress perfectly.

With the two trans girls now perfectly attired for the prom they turned to look over at Dane. Holding hands, the pair of them swayed towards him, their long legs and tall heels moving in perfect synchronicity. DJ spoke first as the pair stopped in front of him. “What do you think Dane? Do you like our dresses?”

Dane could only nod as the two beautiful women stood in front of him. Across the room, Evie was pulling the third dress and heels out of their packaging. Dane glanced over as the bright splash of pink drew his notice. The bright pink strapless mermaid gown hung there, drawing all three shoppers to look at it.

The shoes that were pulled out to match were just as eye catching.

Evie frowned at the dress as she opened up the zipper and glanced at the tag. “Oh damn. Somehow the wrong size dress got pulled. I think it must have been packaged wrong. Hmmm. This is gonna be too big for you Jasmin. Damn.”

Jasmin pouted as she walked over to look at the dress and matching heels. “Really? Damn, I like the white but the pink is just exquisite, don’t you think Dane?”

As Dane once again nodded to avoid speaking, DJ sat down in the chair next to him and watched the scene play out waiting for her part. Evie pulled out her cell phone and skimmed through a few options. “Oh! We can totally get the right size in. But not till tomorrow, it is over at one of our sister stores a few hours away. We could overnight it.”

Jasmin hopped up and down and clapped gleefully at the news, until her expression darkened and she sighed. “I mean, that’s great and all, but how am I going to see how it lays, what it looks like on someone.”

DJ spoke from across the small room. “You said it is too big right Evie, could I wear it?”

Evie shook her head side to side. “No, it is too big for you or me to wear. I think it might even be big enough that Dane could wear it.” She laughed at her own joke only to see Jasmin and DJ’s faces both shoot to look at the blonde boy.

“Oh hell no.” Dane spoke for the first time in a long time. There was no way he was going to wear that dress, or any dress for that matter. He looked up into Jasmin’s gaze and spotted the telltale signs of tears gathering in the corners of her eyes.

“Fine. I guess I’ll just wear this one.” Sitting down next to the pink dress, Jasmin sulked as Evie did her best to try and console the girl.

DJ leaned over and spoke softly into Dane’s ear. “Look man, it is bad enough you aren’t letting her go to prom with who she wants. But now you have to be a dick about the dress too? Jesus, I thought you were supposed to be a man.” Shaking her head, she sighed. “And all this even after Jasmin told me what she was willing to do for you since you were going out of your way to make her daddy happy.”

Dane turned to look at DJ. “What?”

DJ shrugged. “Look, we have kind of an open relationship. I heard she was going to give you the best night of your life. Fuck you nice and hard. She was all excited to do it for you. But with you acting like an entitled prick over wearing a dress, I doubt that will happen now.”

Dane’s head swung back to look at Jasmin as the girl stared up at the pink dress. “I…I…It wouldn’t fit me. It is way too small. And I don’t have breasts! It isn’t going to lay right, the whole idea is stupid.”

DJ grinned as the boy stepped into her trap. “So if we could fix those problems, you’d do it?” Jasmin seemed to perk up from across the room.

“Dane, are you thinking of doing this for me?” Her face went from sad to pensive as she wrung her hands and waited for his answer.

Dane stared across the room at the stunningly beautiful woman in the bright white dress. He was fairly certain that there was no way that dress would fit him correctly. There was also no way for them to grow breasts on him instantly. He shrugged and tried to salvage the situation, hoping that if he offered but it didn’t work out that the night of passion might be back on the table. “I mean, I don’t think it will work. I wish it would work, but I won’t fit in that dress.”

Evie grinned and shot up out of her chair. Heading for the door she spoke quickly. “I’ll be right back!”

DJ stood up out of the chair and wandered back over to chat with her girlfriend as Dane stared across at the pair. A whispered conversation broke out between the girls as they all waited for Evie’s return.

Stepping back into the room, Evie held out a bright pink satin corset. In another hand she carried a box that looked slightly bigger than the shoeboxes she had brought in earlier.

“Got em!” Setting the corset down, she opened up the box and pulled out the silicone breastplate with the double d sized breasts and grinned at the boy. “Any other problems I can solve instantly?”

DJ turned to look at Dane, a serious look on her face. “Strip. You said you would do it. If you break her heart now, I’m stopping this farce of a prom now, and neither she nor I will go.”

Dane stared at the large breasts and the corset with wide eyes as he realized he had been set up by DJ. Looking over at Jasmin, he saw pure hope in her eyes. He needed the prom to go perfectly, and if this is what it took, then he could be their mannequin for a few minutes. Standing up, he slowly began to unbutton his shirt.

With a cheer, all three girls swarmed him and began to help him remove the clothes. His shirt, pants, shoes, even his socks all were stored into a dress bag for safe keeping. Down to just his underwear, he shivered in the cool room and waited for the next step.

Evie stepped up and handed him the breast plate. “You put it on just like a t-shirt. It is super easy.” DJ and Jasmin nodded along. Dane struggled to pull the breastplate on, till all three girls stepped up and began to help. In no time the heavy breast forms were settled into place and Dane could feel the corset being wrapped around his waist.

As DJ cinched the corset down tightly, Dane began to get worried. His previously slightly skinny waist was being compressed down an astonishing amount as the corset pulled everything in. The breasts that sat in the top of the corset bulged out and rivaled or even surpassed both DJ and Jasmin’s cleavage. With the back of the corset finally touching, DJ tied it off and admired her work.

Dane stared into the mirror as he saw just how feminine his form had become. The corset compressed his waist down, truly shrinking it. The breast forms balanced out his shoulders and even made the plump ass that got so many comments look perfect on him. He swallowed as Evie brought the pink dress up.

“Just step in, we will pull it up you. Don’t want you to ruin the dress, we’d have to buy it then.” DJ spoke softly into his ear as he rested a hand on her shoulder. Stepping into the stunning gown, he was amazed at the feeling of the inner lining as it was drawn up his body. His legs were shoved together by the tight skirt, his own bulge showing through as the dress settled onto his hips. The lines of the skirt were somewhat ruined by his boxers bunching up.

With the dress fully closed up. Dane stood there, the dress was too long and sat on the ground, pushing the skirt up and ruining even more of the line. DJ and Jasmin frowned. Evie raised a finger as an idea struck her. “I know, I’ll be right back, I can fix this. Uh, while I’m gone, maybe do something about the boxers?”

Before Dane could stop her, she was out the door. Jasmin and DJ looked at each other before turning to Dane. “Alright, let’s get those boxers off.” Jasmin kneeled down directly in front of him and began to run her hands up under the skirt. Dane’s eyes went wide as he watched the beautiful woman reaching up along his legs. Her hands fumbled around once they got to the boxers, rubbing against his already aching cock, only making him even harder. Dane swallowed as she finally managed to grab a hold of them and pull them down his legs. Stepping out of the last masculine piece of clothing, he was staring at the mirror when Evie came running back into the room.

Opening the box in her hands, all three of them looked at an exact match of the heels that still rested on the floor. “I saw your size when you took your shoes off earlier.” With Jasmine still kneeling down already, Evie simply handed the tall stilettos down to her. “Here, try those.”

As Jasmin slipped each heel onto Dane’s feet, he felt his hips shift. The tight corset **** perfect posture onto him, while the exceptionally tall heels **** his ass backwards and his legs went taut. As he struggled with standing there in the shoes, Evie began to clean up the smaller heels. Grabbing them and a few bags from around the room, she once again slipped out the door.

Jasmin and DJ walked around Dane as he stood there perfectly still. As the pair circled him, he felt like he knew what it was like when a shark circles its prey. He couldn’t believe these two had talked him into such a thing, but he was glad that it was almost over.

Stepping back into the room, Evie pulled out her last trick. “I found these, they should help you match that whole ‘Diamonds are a Girl’s Best Friend’ vibe.” The pink elbow length opera gloves perfectly matched the pink of the shoes and dress.

Before Dane could do anything about it, Jasmin had one hand and DJ had the other. The gloves were drawn up his arms swiftly and even further feminized him as he stood there with the mirrors reflecting his image back to him.

Jasmin frowned at the dress. “It is really pretty. But I think I like the white one better on me.” DJ and Evie both nodded as they stood back and admired Dane in his gown.

“The white is way more you. I mean the pink is really pretty, and it looks amazing on Dane. What do you think Dane? Which one would you choose?” DJ grinned as she stepped up and smoothed out the front of Dane’s dress, her hand rubbing against the hardon that was slowly beginning to press out against the front of it, much the way hers did. Stepping back, she waited for his response.

Dane shrugged, amazed at how the simple movement **** the dress and his breasts to move along his body. The girls frowned at his lack of response. The next few minutes went by quickly as the girls debated the dresses. Dane ignored their fashion talk and simply stood there. His calves began to cramp from the tall heels and he looked to Jasmin. “Hey, can I change out of this now?”

Jasmin nodded and stepped up behind the boy, unzipping the dress distractedly, she went back to the conversation with the other two girls. With the back of the dress open, Dane was able to slowly begin to slide the tight dress down his body. The inner lining of the dress rubbing against his already swollen member kept him on edge as he finally managed to push the dress to the ground.

With the dress gathered at his feet, he breathed a sigh of relief. Hearing that sound, Evie looked over and gasped. “Oh my god! Why is your dick out?! Tell me you had fucking underwear on under that dress?!”

Dane tried to turn to Evie, only for the dress and the tall heels to catch, stumbling, he fell forward and landed on the carpet. Jasmin turned to Evie. “You told us to deal with the boxers! So we did.”

Evie groaned. “Yeah, but look!” She pointed at Dane’s erect cock as he managed to finally crawl out of the mess of dress around his ankles, the heels still on his feet. All three girls stared at the damp tip of his dick as he crawled forward out of the pile of dress on his hands and knees. “He got cum on it! I can’t sell that now! He is gonna have to pay for it!”

Finally able to extricate himself from the clothes, he reached back and pulled off the pink heels. His eyes searched the room for his clothes as he spoke to Evie. “I’m not paying for anything. This was your idea. You are the ones who took my boxers off. Where the fuck are my clothes?”

The anger in Evie’s face turned to surprise as she looked around the room. “We put them in that bag while you were getting undressed…” A look of sudden realization came over her. “Oh my god, no. I think maybe I threw them out.”

DJ couldn’t stop herself from laughing, even Jasmin followed along. “Looks like you might need to buy the dress anyways.” DJ stepped over to the rack that held her dress’s bag and slowly began to strip off her expensive gown while Jasmin copied her.

Evie stepped up to stare into Dane’s eyes while the other two were getting ready. “Look, I’ll figure something out about your clothes, ok? But you have to pay for that dress! I’ll lose my fucking job!”

Dane sighed and shrugged. “How am I supposed to do that? I don’t have a wallet.”

DJ’s voice piped from across the room as she pulled the skin tight leather pants back on. “Your wallet is right here. It must have fallen out of your pocket earlier.” Tossing the small card holder to the naked man, she shrugged. “At least that solves one problem.”

Evie’s hand snaked out in the air and caught the wallet before it could reach Dane’s outstretched hand. “You’re gonna pay for that dress, then get your perverted ass out of my store! God, what kind of sissy gets that drippy from just trying on a dress!”

Dane’s face went purple with anger as he stepped up toward Evie. “I didn’t get hard cause of the dress!” His voice rang out in a shout. Seeing the danger developing, DJ stepped up between Evie and Dane. Her eyes locked onto his as she stood there, a stony expression darkening her face.

“Stop yelling dumbass. You are naked in a women’s changing room where men aren’t allowed. If you get her boss in here, she is gonna get fired, but your naked ass is gonna get arrested. So calm the fuck down.”

The realization of just how badly screwed he was sent a bucket of cold water over Dane’s hot emotions. Stepping back from the intimidating goth girl in front of him, he fell back into a chair and stared at the pile of pink in the middle of the floor. Evie bent over and retrieved the heels only to let out another exasperated noise. “Fuck, he got it on the shoes too!”

DJ sighed and looked Dane in the eyes. “Here is what is going to happen Dane. You are going to buy the dress, and the shoes. Then, you are going to buy another dress, that corset, and the breastplate.” Her gaze locked onto his and wouldn’t let go.

He sat there and shook his head sadly. “Fine, charge the fucking dress and shoes. But why the hell would I buy that other shit?” Humiliation combined with frustration to break through the wall of his emotions as he accepted his face.

“What else are you going to wear out to your car?” DJ’s dark lips curled up into a grin. “Unless you want to wear your pretty pink dress and heels out?” Dane shook his head sadly and let out a resigned sigh as he waved them away. Evie stepped from the room with his wallet in hand, and the door closed behind her with a click.