The Party

(All characters are 18+. This is fantasy and not a real depiction of any person. This is a trans girl x femboy story, so if you're not interested, click away! I hope you enjoy reading this as much as I did writing it.)

"Aw c'mon just this once?"

"You know how I feel about that many people!"

"Yeah I know, but this party is different, trust me people aren't going to be assholes."

"Maybe... I just don't know what I'd do. You know how awkward I get." Ash wasn't used to big gatherings of people. He's really only had a few friends in his life. The overwhelming feeling of being around too many people was too much for him. If he could just stay home and keep to himself, he would. 'Besides, people would make fun of me anyways,' Ash thought. He always has been on the more feminine side. Throughout his whole life he had been teased for not being man enough. Part of him owned up to that and went more feminine. He wore a lot of pastel colors and wore clothes meant for women. Skirts, thigh highs, and oversized hoodies were his favorites. He was always more into artsy things rather than sports which included makeup and nail painting. He's lucky his best friend, who happens to be his roommate, is cool with Ash being feminine.

"Just like bring your sketchbook. That way if you get too nervous you can do something." Ash thought about it. It's true he hasn't gone out with Jackie a lot recently. They always ask him to, but he always says he's too nervous. 'Maybe it's time to try again,' he thought.

"Mkay Jackie. I guess I'll go." A huge smile washed up on Jackie's face. They grabbed Ash's hands and pulled him off the couch.

"Let's get you ready! I can't wait to do your makeup!" Jackie's energy was through the roof.

Jackie sits Ash down on the bed and grabs their makeup container. They immediately start working on his makeup. Jackie wanted to go all in with the makeup. They took nearly an hour applying and Jackie was telling Ash about the party. It was mostly a get together with friends that got a little out of hand. Friends invited friends who invited more friends. A lot of them were queer so they weren't going to make fun of Ash for dressing a certain way. That's at least what Jackie told Ash.

"I'm gonna go get dressed." Jackie nodded their head and Ash walked to his room.

Ash didn't feel like going all out dressing up. He started perusing through his dresser. 'Full blown dress? Too formal. Short shorts? At a party? That's like an invitation to be sexualized. Fishnets? Probably going to get ruined,' he thought. He decided to just go with his usual outfit. Usually, Ash wears comfortable, but feminine clothes. He grabbed his pastel pink skirt with a white strip at the bottom. Pretty cliché for a feminine guy to wear a skirt like this, but Ash didn't care. He grabbed pastel sky blue panties. They actually were just comfortable, 'it's not for any other reason,' he told himself. To continue on with the pastel blue and pink vibes, he grabbed the blue thigh highs and pink hoodie. 'Maybe I should wear something underneath, just in case.' He grabbed a white crop top as an undershirt. Finalizing his outfit, he grabbed a pair of pink and white platform shoes. He wasn't the tallest guy in the world at a measly 5' 3. These shoes help with that.

Ash undressed himself and looked in the mirror. He isn't the type to be a gym bro, but he did like working out his body to look more feminine. He worked hard to get his stomach thin and attractive. There's just enough muscle definition, but also looking feminine enough to look like a girl. His lower body took the same amount of effort to get looking how he wanted. Luckily, he doesn't go to the gym because he would definitely get looks from some of the workouts he does. Ash did a lot of research on different workouts and diets to better bring attention to his butt and thighs. It's not exactly like a woman's body, but just feminine enough. As much as Ash liked being feminine, he liked being a feminine guy. He played around with being trans for a few months, but it wasn't for him. He did start shaving his body hair and caring for his skin because of that, which he's grateful for. There's something about doing feminine things that just makes Ash feel so good about himself. Ash first puts lotion on before getting all of his clothes on.

Jackie was waiting outside of his room. They smirked and whistled at him as he walked out. Ash blushed.

"Stop that! You know that's not what I'm going for."

"Yeah I know I'm just messing with you," Jackie messed up Ashes hair. "It looks cute on you!" Jackie was holding a blue choker with a heart in the center. "Thought this might go well with it."

"How did you know the color?"

"I peaked at you while you were getting dressed." Ash opened his mouth and playfully smacked Jackie.

"You creep!"

"Oh, you be quiet. We've seen each other naked plenty of times. Hell, you even walked in on me when I was having sex."

"Yeah but--"

"But nothin'. C'mon let's get going." Jackie pulled Ash fully out of his room. They put the blue choker on and smiled at him. Jackie loved being able to help Ash be more feminine. Finally, someone else that plays with gender, Jackie thought when they first found out Ash was a femboy." Jackie went through so many different roommates that were either creepy towards them being non-binary or just straight rude. Ash was a nice change of pace.

Jackie and Ash walked out to Jackie's car and climbed in. Jackie had a 2006 BMW M3. That car was basically their baby. It was a car that their brother had before he moved away and left it with Jackie. A few years ago, it was pretty beat up and needed a lot of work, but Jackie put in the work. They fixed the engine, completely replaced the interior, and worked on the transmission for months. They got it repainted to a midnight purple and the seats had black covers with purple outlines. Jackie used this car for street races. That was their passion: racing. Ever since they were a kid they wanted to be a racer. But as they grew up, they really wanted to do street racing.

Jackie started accelerating faster, making Ash clutch his seat. Ash has been in the car before with Jackie when they've raced and it's scary for him. He's not used to doing risky things like that so it makes him uncomfortable. "Do you think you can slow down, Jackie?" Ash asks nervously.

"Oh sorry, yeah I got you." Jackie started letting off the gas. They get a little too into driving and sometimes forget there's other people in the car. Pretty soon they were approaching the house. It was more of a farmhouse, so it was really big. Definitely enough room for a party, but Ash was told it was just a get together that got out of hand. Seeing the front yard completely covered with cars and people standing around, Ash got more nervous. As they pulled up to the house, Jackie set their hand on Ash's shoulder. "You'll be fine, don't worry. Just stick around me, 'kay?" Ash reluctantly nodded. They both stepped out of the car and started walking to the house. Since there was so many people, they had to park decently far back.

The people in the front yard were wearing little to no clothes: Bikinis, short shorts, shirtless, high crop tops. They had a few sprinklers that sprayed water in all directions. Speakers were out front playing hyper energy dance songs. 'At least it looks like they're having fun,' Ash told himself. Definitely not something he would participate in, but he did some guys wearing more feminine clothes, so maybe it's not all bad. The front door was open and they both headed inside. They had to squeeze through a crowd of people near the door.

The regular lights were turned off and replaced with either black lights, or neon lights. There were glowsticks and strip lights all along the walls and trim of the ceiling. It seemed that it was almost rave themed, or maybe late night. The people were wearing glasses, hats, and jewelry that lit up from the black light. Some of them were drawing on each other or the walls with markers that glow under black lights. It was a little overwhelming for Ash. He just needed a place to sit and watch instead of participate. He tapped Jackie on the shoulder and pointed to a relatively empty room. Jackie understood and they walked in.

"You okay?"

"Yeah, no yeah I'm fine. I think I should just start in a room like this first."

"Alright. I'm gonna go find Marissa and grab a drink. Want anything?" Ash shook his head and Jackie walked back into the crowd of people. There were a couple of people in the room, but they weren't paying any attention to him. He saw a box of UV markers sitting next to the wall. 'Something to keep me busy,' he thought. He sat on the floor and emptied all of the markers out. There aren't as many different shades of color as he'd like, but he can make due.

He started drawing out what he was thinking of on the wall. Ash really loves space and drawing galaxies and stars. The vision he had was a giant planet with a ring around it and a bunch of different colors. He started drawing his idea.

To Ash, it didn't feel like a long time, but he was working on it for over an hour. As he continued working on it, more and more people stood outside of the room and watched him go. He moved the couch and ottoman so he can step on it to get more reach. "Woah, you made that?" A girl asked as she walked in the room. Ash turned and his heart skipped a beat.

She was wearing black short shorts and fishnets. She had the stereotypical goth girl look with her black hair, black lipstick and silver piercings. She was tall, much taller than Ash. Her crop top was high up enough to the point that her underboob was just barely visible. It was a deep V-neck, so it showed a lot of cleavage. Ash blushed more as she walked closer. 'Thankfully the low lighting hides my face,' Ash thought.

"I didn't know there was such a cute artist here." The woman said, smirking. She walked up to Ash, making him look up at her. Up close she smelled so pretty. The perfume smelt floral and sweet.

"I-I don't know about that. I just... I like drawing." Ash was terrible at responding to compliments.

"Well take my word for it, cutie. Sit with me?" She asked it as a question, but it felt like Ash didn't have much of a choice. "What's your name sweetie?"

"Uhm, it's Ash."

"Of course you have a cute name too! I'm Zoe, it's so nice to meet you." She leaned in and whispered into Ash's ear, "To be honest I'm looking to go away from all of the noise too." Ash chuckled awkwardly.

"N-nice to meet you too." Ash sat twiddling his thumbs.

"I'm not making you nervous, am I?" Her intoxicating smile and voice is making Ash tingle on the inside. "I'm sorry that's not my intention sweetie."

"N-no it's fine. I'm just... awkward." She rubbed his shoulder.

"Would you want to take this someplace else then? So that way it's just *us*?" He nodded his head. Zoe was the most convincing person that Ash has been around. Ash is usually a people pleaser and has a hard time saying no, but he actually wants to. He knew they would probably end up doing more than just talk, but deep down that's what he was hoping for.

Zoe stood off the couch and grabbed Ash's hand. She thought his hands were surprisingly smooth. Although she recognized the feminine aesthetic from a mile away. That's what originally turned her attention to him. She loved guys that weren't afraid to be more feminine. And she especially loved guys who were more timid. They walked through the crowd of people and kept checking behind her and smiled to reassure Ash. His hand started feeling more sweaty, so she gripped it tighter and rubbed her thumb over top of his hand.

Ash couldn't believe he was following this beautiful woman to a room alone. He especially couldn't believe that a girl like this would be into a guy like him. He tried his best to not look at her cute butt and pretty thighs. He felt embarrassed to be looking at someone provocatively. Little did he know, Zoe was hoping he would be staring at her like that.

They walked up the stairs and Ash's eyes were glued onto Zoe's butt. Each step up made her legs and butt that much hotter. Ash could feel himself growing a bulge beneath his skirt. Thankfully he's small enough that it won't show. 'But what if she thinks I'm too small? Or that it's weird I shave my body hair?' Ash's thoughts ran wild. Zoe pulled Ash into a bedroom and shut the door behind them. Zoe rubbed Ash's hand and sat him down on the bed.

"I know that you're nervous hun, but I promise you have nothing to worry about. I think you're stupid cute, but I'm only going to do what you're comfortable with." She rested her hand on his thigh and smiled.

"Okay, sorry it's just hard for me." Ash looked away and blushed.

"What is?"

"Like..." Ash sighed and hesitated, "I just, okay it's hard for me to stay looking at you." Zoe looked confused. Ash shook his hands in front of him. "No! Not like that. Uhm, you're really pretty." His face turned red.

"You're so cute." Zoe kissed him on the lips. She held the back of his head and gave him a sensual long kiss. "Sorry, I couldn't help myself." Ash giggled and smiled.

"I liked it." Zoe smiled and rubbed his thighs.

"Can I keep going?" Ash nodded. Zoe grabbed a few pillows and set them behind him. "Lean back. Let me take care of you." Ash slowly leaned back, letting Zoe do what she wanted. Her hands slowly rubbed up and down Ash's smooth thighs. His skirt was high enough now to show more skin to Zoe. Chills went up and down Ash's body as he was being touched more. This is his first time that he's wanted something like this. He's had sex before, but it was with a guy that wanted a guilty feel good sex toy. He didn't care about Ash, he was just horny and wanted to take it out on Ash. Ash never told him no, but he also never told him that's what he wanted. 'Part of the perks of being a people pleaser,' Ash thought. But this felt different.

Zoe's hand moved higher up Ash's thigh, almost touching his crotch. Ash pushed Zoe's hands down a bit. "Are you sure?" Ash asked pleadingly.

"Of course sweetheart."

"I just... I'm not as big as most guys." Zoe's hands moved back up his thighs.

"I love that." Her hands started rubbing his panties until they felt his bulge. Ash tensed his body as her hands felt him. He's been told he's overly sensitive and cums too quickly. He moaned and covered his mouth. "Oh no, don't you dare cover your mouth. That was the cutest little moan I've ever heard!" Ash lowered his hands from his mouth and gripped the sides of the bed.

Zoe kept rubbing his throbbing bulge in his panties. She loved playing with guys and teasing them until they couldn't take it anymore. Guys with small dicks were her favorite. She liked feeling in control of their pleasure. Zoe started feeling more wetness coming from his panties. She smiled knowing she was doing a good job. Ash had a hard time staying still on the bed: throwing his head back, squirming his hips, kicking his legs.

"That feel good, pretty boy?" Ash moaned in response. Zoe took a break from rubbing his bulge and started tugging at his panties. She wanted to see his cute dick. Really get a feel for it. The waistband slowly descended. Ash's small dick sprung to life as the panties released it. Zoe could see a small trail of precum on the panties. Her thumb rubbed over the tip, wetting the rest of his dick. Ash moaned loudly and squirmed in response. Zoe's one hand could fit the entire length of him. "So cute and pretty. Such a good boy Ash!"

Zoe slowly stroked Ash. She didn't need any lube at all with how wet Ash is just on his own. He bucked his hips in the motion of the stroking. His moaning was getting out of hand. Ash couldn't even think properly, it felt too good. He was practically panting at his point.

"I'm-I'm close!" Ash moaned. Zoe smiled and started stroking faster.

"Cum for me cutie. Be a good boy and cum for mommy." He thrusted harder into Zoe's hand. He nearly screamed like a girl when he came. It shot straight up with force. Zoe held her mouth wide open, surprised how much he could cum from such a small dick. Ash covered his skirt and hoodie with his cum. His entire body relaxed and his breathing slowed. "Oh my goodness, I thought you were never gonna stop!"

"That was... amazing." Ash felt almost like he was high. He couldn't stop smiling. Zoe crawled up Ash's body and met her lips with his. She laid on top of him and kissed him slowly and passionately. Her tongue danced in his mouth, just started to get used to kissing this cutie. "Do... Do you want to too?" Ash asked.

"Oh, are you sure? I wasn't really planning on that, but if you want to."

"I want to. I want to make you feel good too." Zoe smiled and pecked Ash's lips.

"If you want to, there's a few ground rules." Zoe stood up and started undoing her belt. "First, I'm gonna start by blind folding you. And you're gonna have to follow my instructions. Got it?" Zoe's dominant side started showing itself. Ash sat up and nodded. The sudden shift of Zoe made Ash a little nervous, but if anything he found that even more attractive. Zoe grabs a white cloth and folds it several times. "We'll start slow at first, but once we get started, I can't make any promises. I think a cutie like you deserves it a little rough." She wrapped the makeshift blind fold over Ash's face.

Ash heard Zoe rustling in the darkness. It sounded like she dropped her short shorts. He felt her hand pull Ash off the bed. He stood in front of her, but only for a second. Zoe lightly pushed Ash's shoulders. "On your knees first. Good boy." Ash's heart pounded harder. Even though he just came, his small dick already grows. "Now, stick your tongue out for me." Ash stuck his tongue out and waited for Zoe to stand over him more, but something else happened.

Zoe pushed her finger into Ash's mouth. "Be a good boy and suck on it for me. Mommy wants to see your skills." Ash was confused, but complied. He sucked on her finger like she wanted. Slowly pulling his head back and forth in a circular motion. At this point, Ash knew why he was doing this. She was preparing him. Zoe pulled her finger from his mouth. "Stick your tongue out and open nice and wide for me. You know what's coming by now, don't you?" Ash nodded. That's when he felt it.

A warm, fleshy tip. It was big. Bigger than Ash has ever seen, or rather felt. Ash gasped. The tip's width was the same as his tongue. It felt heavy too. It smacked his tongue several times. "Big enough for you, cutie pie?" Ash slowly nodded. He started wrapping his lips around it. Zoe pulled it off his tongue and lightly smacked his cheek. The weight of it was enough to feel a lot of force. "Did I say to do that?" Ash shook his head quickly. "Say it."

"No." She smacked his face with her cock again.

"That's no ma'am to you."

"No ma'am, you didn't."

"Since you've been so good, I'm not gonna punish you. But know I'm not scared to punish even a cutie like you."

"I'm sorry ma'am, I'll be good."

"Good boy. Now open that sweet mouth of yours and stick your tongue out." Ash complied and stuck his tongue out. He felt the heavy tip rest on his tongue. It slowly moved back and forth across his tongue. She pulled it out several times and smacked his tongue. "Now you can close your mouth around it." Ash wrapped his lips around her. "Such sweet lips and a cute little mouth. I can't believe I got such a cute guy. I'm going to make you feel like a princess."

Zoe started moving her hips back and forth. It was hard for Ash to wrap his lips around her thickness. She was almost too big. Almost. "Start sucking now." He started sucking on the tip, making Zoe breath heavier. "Such a good job. That mouth feels... so good." She was now moaning. She's moaning because of me. I'm making her feel this good,' Ash told himself. He really loved pleasing people. Something about Zoe awakened some horny part of Ash he never knew existed. All he wanted was to do everything she told him and let her do what she wanted with him.

At this point, Zoe was testing how far Ash could take her. She started pushing her cock deeper in his mouth. She touched the back of his throat, all without a gag. 'This boy is a cock slut huh?' she thought. She pushed a little further into his throat. Her hand lightly smacked his throat.

"Open it for me baby. I want you to take it deep." Ash relaxed his throat and let Zoe push further. As she pushed deeper, he couldn't help but gag. Right as he gagged, Zoe shoved it a little deeper. Ash was gagging a lot more and squirming. She pulled the full length out, making Ash gasp for air. "Good job. There's not many that can take me as good as you. I think you deserve to see what I'm doing to you." Ash was getting more excited as the blindfold began loosening off his face. He wanted to really *see* Zoe in her entirety.

The blindfold fell and Ash's eyes widened. Seeing her cock up close was intimidating. It was right in front of his face. To Ash, even though it was so big, it looked pretty. The tip and shaft were so smooth. A subtle pink hue showed through the smooth skin. Ash looked past her cock to see her beautiful body. Her waist was thinner than her hips and thighs. The perfect hourglass shape. At least perfect to Ash. She still wore her crop top, but from this angle he could see her entire underboob. The look she gave him made butterflies dance in his stomach.

Zoe loved the look of pure shock and awe on Ash's pretty face. "You can feel around if you'd like. I see you want to."

"Thank you mommy." Zoe smirked. 'He's already being so obedient,' she thought. His hands moved slowly up her body, feeling her curves. Ash thought her skin felt so unbelievably smooth and she felt warm. The kind of warmth that her could fall asleep on top of. His hand rested on her stomach. She had a bit of a tummy, but Ash loved it. His fingers trailed down her torso and he wrapped his hand around her cock. He couldn't even wrap his entire hand around it. He squeezed and felt his middle finger touch his thumb. Ash didn't ever think a cock could be this big before. He didn't watch porn all too often, but he could tell this is a cock of a porn star.

"It's so big... I can't believe it." Zoe smirked.

"Too much for you hun?" Ash quickly shook his head no. He pointed the tip towards his mouth and he started licking it. His tongue traveled along the bottom of it and tried to wrap it around the tip. Zoe lightly moaned and held the back of Ash's head. "I know you want to suck it. Do it. Suck my big cock." Ash took the encouragement and wrapped his lips around her cock. He slowly bobbed his head back and forth. The longer he sucked, the more he started moving his head in a circular motion.

Zoe wasn't sure how much longer she could hold herself back. This whole time she has been wanting to treat Ash like a complete slut. She has wanted to make him take it and worship her cock. Her hips slowly started thrusting in rhythm with Ash's sucking. She couldn't take it anymore.

Suddenly, Zoe shoved her cock deep into Ash's throat. His eyes shot open and started watering. His gagging started as Zoe took control. She pushed her cock's full length into his throat and shook her hips back and forth. Ash gagged heavily and squirmed with her cock down his throat. Zoe pulled out, causing Ash to gasp heavily for air. He coughed a few times.

"Now, it's my turn." Zoe shoved her cock back into Ash's mouth and started thrusting. She pulled Ash's head deeper and thrust against his face. She knew he was a sweet guy and he wanted to take his time, but she wanted to own him. Zoe felt Ash's throat as it moved from her cock going deep inside. This made her lose her mind. She loved feeling someone's throat move from taking her big cock. She thrust once more, deeper than before, then pulled out. Ash was coughing and gagging, trying to catch his breath.

"I want to fuck your pretty face. Lay on the bed." Ash immediately obeyed and layed down on the bed. Zoe grabbed him and in one swift motion, rotated him so his head was hanging off the bed. Ash knew what was coming. But he wasn't sure if he was ready for it. Something told him that it didn't matter if he was ready or not.

Zoe rested her cock on Ash's lips. She lifted his skirt and grabbed his small throbbing dick. She started pushing her cock in Ash's mouth. He opened his mouth almost instinctively for her. Zoe thrust her hips, forcing her entire cock length into Ash's throat. A wet and loud sloshing sound started filling the room as Zoe fucked his face. She rubbed Ash's little dick vigorously as she pounded his sweet face. Ash was gagging less as his throat got used to the intrusion.

Having his play toy touched while he sucked cock was so much for him. He was moaning as he took Zoe's cock. She shoved her entire length down his throat and rocked back and forth. Her balls rest over Ash's face.

"Fuck, you're such a good little cocksucker. I might cum already." Zoe started thrusting again and moaning her heart out. She rubbed her boobs as she thrust into Ash's throat. Playing with her nipples always made her cum even harder. She wanted to cover Ash's pretty face and make it a mess. Her thrusts slowed as she felt herself building up to a huge orgasm. "My good boy. You're gonna make me cum. I'm so close." Zoe moaned louder and thrust deep. She shot a spurt of cum down Ash's throat then pulled her cock out.

She emptied the rest of her cum all over Ash's face. Each spurt of cum made her moan. By the end of cumming, she was shaking and breathing shakily. Ash was gasping for air and panting. Zoe's cock rested on Ash's face.

"That was... so much." Ash moaned. Zoe pulled her cock off his face. She backed up to see the mess she made. Ash's face was covered in cum and his mascara was smeared. She chuckled at the good work. Ash slowly sat up, causing more of the cum to drip down his face. Zoe sat on Ash's lap and pushed him so he was laying flat.

Their lips met for yet another kiss. Zoe didn't care if she was kissing her own cum. She found it so sexy. This sweet boy was now hers. No one else can have him now.

(Thanks for reading! I suddenly had an idea to write about this and wrote all of this in one sitting. I'm not even sure if it's good, but I found it hot. :3 Anyways I may make a part 2 of this, not too sure yet.)