As time went by, Liam continued his studies and diligently attended events to photograph for the school. Soon, it was close to Halloween. One evening, while reviewing some photos in his dorm, Liam received an unexpected email.
Subject: Volunteer Roles for Halloween Charity Party
"Student Council? Why are they emailing me?" Liam wondered aloud, raising an eyebrow as he clicked on the message.
The email detailed the upcoming Halloween charity party organized by the student council. It was a major event, and all clubs were expected to contribute. As a member of the photography club—which, to Liam’s surprise, was part of the student council’s publicity committee—he was required to volunteer as a server for the party. To add an element of fun, costumes for the volunteers would be decided by drawing lots.
Liam sighed. "Guess I’ll have to play along," he muttered, noting the time for the draw later that week.
***
The day of the draw arrived, and the members of the photography club gathered in a small, brightly decorated meeting room. A box filled with folded slips of paper sat at the center of the table, and the club president explained the rules: each member would draw a slip that would reveal their costume for the evening.
Liam hesitated before reaching into the box, his fingers brushing against the crinkled paper. He unfolded his slip and read the word: Maid.
He froze. A mix of embarrassment and excitement surged through him. Liam had a secret: he harbored a private love for feminine clothing, already owning a collection of delicate attire. Though he’d never worn anything as elaborate as a maid uniform, the idea made his heart race.
Jessica, who stood beside him, leaned over to peek at his slip. Her eyes lit up with mischief. “A maid? Oh, this is going to be fun. You’re going to look adorable!”
Liam groaned. “Can we trade? Please?”
Jessica shook her head, holding up her own slip. “Nope! I’m a witch, and I’m sticking with it. Besides, I’ve always wanted to dress someone up as a maid. Lucky for you, I’m not just your best friend—I’m also an aspirational dressmaker and part-time makeup artist. I’ll make you look perfect.”
***
A few days later, Jessica dragged Liam to a local salon for waxing. Liam’s protests fell on deaf ears as Jessica insisted it was necessary for the transformation.
“If you’re going to wear a short skirt, you need smooth legs,” Jessica said, smirking.
Liam winced as the warm wax was applied, followed by a sharp pull. “This better be worth it,” he muttered, though a small part of him secretly enjoyed the pampering.
With the waxing complete, they returned to Jessica’s apartment, where she unveiled the outfit she had prepared. The maid uniform featured a short black skirt, white apron, and frilly lace accents. Jessica added a pink wig with soft curls and a matching lacy pink choker with a small bell to disguise Liam’s Adam’s apple.
“The choker is cute, and it’ll help with the illusion,” Jessica explained. “Oh, and I found this white mask for you. It’ll hide your sharper features and make you look more mysterious.”
Liam stared at the ensemble, his cheeks turning crimson. “You’ve really thought this through, haven’t you?”
Jessica grinned. “Of course. Now sit down. We’ve got makeup to do.”
***
After an hour of meticulous work, Jessica stepped back to admire her creation. Liam stood in front of the mirror, hardly recognizing himself. The pink wig framed his face perfectly, and the makeup softened his features, giving him an androgynous, almost doll-like appearance. The choker and mask completed the look, adding a playful yet mysterious vibe.
“Wow,” Liam whispered, turning slightly to see the short skirt swish around his legs. The outfit felt scandalous yet thrilling, tapping into a part of himself he usually kept hidden.
Jessica clapped her hands. “You look amazing! No one at the party will recognize you.”
Liam couldn’t help but smile, his initial nerves giving way to excitement. “Thanks, Jess. You’ve outdone yourself.”
Jessica winked. “Now, let’s go turn some heads.”
The night of the Halloween party arrived, and the campus was alive with energy. The venue was decorated with cobwebs, pumpkins, and flickering lanterns, creating a spooky yet festive atmosphere. Liam stood nervously at the entrance, his heels clicking against the floor as he adjusted his mask.
“Relax,” Jessica said, dressed in her elaborate witch costume complete with a pointed hat and glittering cape. “You’re going to be the cutest maid here.”
Liam sighed but couldn’t suppress a small smile. As they entered the venue, heads turned, and whispers filled the room. Liam’s heart raced, but he walked forward with as much confidence as he could muster, ready to embrace the night.
***
The Halloween party was in full swing, with students packed into the festively decorated hall. Cobwebs hung from the ceiling, pumpkins with glowing faces dotted the tables, and eerie music played faintly in the background. Liam, dressed in his maid uniform, moved quietly through the crowd, a tray of drinks balanced carefully in his hands. The short black skirt swished as he walked, and his pink wig framed his face perfectly, hiding his true identity under a mask of anonymity. He avoided speaking all night, fearing his voice might give him away.
Across the room, Jamal stood out effortlessly. Dressed as Tarzan, his costume consisted of little more than a loincloth and sandals, showcasing every contour of his muscular frame. His broad shoulders and well-defined chest gleamed under the soft party lights, while his powerful arms hinted at the strength he carried on and off the field. His abs, taut and perfectly sculpted, drew more than a few admiring glances from the crowd. At one point, Jamal carried a girl on his shoulder with ease, her laughter ringing out above the music. She clung to him playfully, her hands gripping his muscular arm as she teased him. It was clear she was another of Jamal’s girlfriends, further cementing his reputation as the center of attention. At 2 meters tall, he towered over most of the other guests, his commanding presence impossible to ignore. He held a drink in one hand and laughed heartily with his group of friends, the sound carrying over the chatter of the party.
When Liam approached with his tray, Jamal’s eyes locked onto him. A mischievous smirk spread across Jamal’s face as he took in the figure before him. The maid uniform, the pink wig, the delicate choker—all of it seemed to intrigue him.
“Thanks, sweetheart,” Jamal said, taking a drink from the tray. His deep voice was smooth and teasing. He leaned in slightly, studying Liam’s masked face.
“You’re new here, aren’t you?” Jamal asked, his tone playful. “I haven’t seen you around before.”
Liam dipped his head politely, refusing to speak. He could feel his heart pounding as Jamal’s eyes lingered on him. The silence seemed to intrigue Jamal even more.
“Not much of a talker, huh? That’s alright. I like a little mystery,” Jamal said with a wink before turning back to his friends, though Liam could feel Jamal’s gaze follow him as he moved away.
As the night went on, Liam continued serving drinks and snacks, careful to avoid drawing too much attention to himself. Unfortunately, his luck ran out near the snack table, where Jack, a blonde football player with an overconfident swagger, spotted him.
“Hey there, gorgeous,” Jack said, stepping into Liam’s path. His grin was wide and suggestive as he blocked Liam’s way.
“That’s some outfit you’ve got there. Bet it looks even better without the apron.” He commented as he began to slide his hand towards Liam's ass, giving a pinch. "Nice ass too, just what I like. How about you and me go to my room and we have some fun huh."
Liam stiffened, gripping the tray tightly. He kept his head down, hoping Jack would lose interest and leave, but the football player didn’t take the hint.
“What’s the matter? Too shy to talk? Or maybe you like the attention,” Jack continued, his voice low and mocking. He leaned closer, continued to roam his hands over his ass freely and his other hand tried to lift Liam's wig to have a better picture. "I know sluts like you, you just act all innocent, but deep down you are just another whore wanting to suck on a guy's dick..."
Before Jack could say anything else, a shadow loomed behind him and grabbed the hand that tried to touch Liam's hair. Jamal stepped forward, his towering frame cutting an imposing figure. His expression shifted from playful to stern as he addressed Jack.
“Back off, Jack,” Jamal said, his deep voice firm and commanding. “She’s not interested.”
Jack turned, his grin faltering under Jamal’s intense gaze. “I was just messing around, man, take a joke” Jack muttered, raising his hands in mock surrender.
“Yeah? Well, go mess around somewhere else,” Jamal said, his tone leaving no room for argument. Jack hesitated for a moment before muttering something under his breath and slinking away into the crowd.
Liam turned to Jamal and bowed slightly, a silent gesture of gratitude. Jamal’s expression softened as he smiled at him.
“You’re welcome,” Jamal said quietly. “People like him don’t know when to quit.”
Liam nodded, his heart still racing from the encounter. He started to move away, but Jamal gently touched his arm, stopping him. He slipped a small folded note onto the tray Liam was holding.
“Here,” Jamal said with a grin. “In case you ever feel like talking.”
Liam glanced at the note, unsure of how to respond. Before he could react, Jamal gave him a playful, gentle smack on the rear.
“Stay safe, sweetheart,” Jamal said with a wink before walking away, his laugh echoing as he rejoined his group of friends.
Liam stood frozen for a moment, his cheeks burning under the mask. The folded note trembled in his hand as he tucked it into his pocket, unsure of what the rest of the night would hold.
***
As the party ends, Liam is back in his empty cold dorm with his lonesome self.
Liam lay sprawled on his dorm bed, the soft glow of his bedside lamp casting long shadows across the room. His mind raced as he replayed the events of the Halloween party. Jamal’s confident smirk, the girls around him, his towering frame, and the way he had effortlessly defended Liam from Jack lingered in his thoughts. But what really ignited the fire within Liam was the memory of the steamy video he had helped Jamal and Chloe with months ago.
He could still hear Chloe’s playful giggle as Jamal held her close for the camera. The ecstatic scream from Chloe as Jamal enters her. The passion between them. Liam had been behind the lens, focusing on capturing their chemistry, yet he couldn’t help but feel the heat of their dynamic wash over him. Jamal’s sculpted physique glistened under the studio lights, Chloe’s teasing touches—it had all been so electric, so vivid. And Jamal's dick, rewatching the video, so many times, Liam still couldn't help but be amazed at how big it is. How did it ever fit inside Chloe's small pussy? Liam had wondered. And the girl that was flirting with Jamal today, carried on his strong shoulders.
"Why couldn't I be them." Liam let out a sorrowful and jealous whimper. Lying alone in his dorm, Liam opened Jamal's folded note, it was his number with a small note that said, "Call me cuties ;)"
"Maybe I should text him." Liam thought but quickly dismissed the thought as the consequences sent a shiver down his spine.
Turning onto his side, Liam sighed. "What am I doing?" he muttered to himself, pressing a pillow against his face. But the thought wouldn’t leave him alone. Chloe had his number. She probably had shared it with Jamal once to coordinate shoots and videos. That meant Jamal probably still had it. The idea sent a rush of adrenaline through him, mixed with something far more forbidden.
Liam sat up abruptly, his heart pounding. He remembered his old phone, the one he had used back in his small hometown before coming to college. It sat in the bottom of his desk drawer, forgotten but not discarded. He could use it to create a new identity, the girl from the party—someone who could flirt with Jamal without fear of being exposed.
Filled with a sense of daring, Liam rummaged through the drawer and pulled out the dusty device. "I just need a second SIM card," he whispered, a plan forming in his mind.
The next day, Liam walked into the nearest convenience store and purchased a SIM card, his hands trembling slightly as he completed the transaction. Back in his dorm, he slipped the new card into the old phone and powered it on. The screen lit up, and with a few adjustments, he was ready.
He created a new alias: Liliane, or "Lily" for short. It was the perfect disguise—a name that felt flirtatious and feminine. With trembling fingers, Liam saved Jamal’s number and composed his first message:
Lily: Hi there, Jamal. It’s Liliane, but you can just call me Lily for short. We met at the Halloween party—you helped me out when that guy was bothering me. I just wanted to thank you for stepping in. Not everyone would, and it’s rare to meet someone so... commanding. Hope I’m not bothering you.
He stared at the screen, his thumb hovering over the send button. His heart raced with anticipation, desire, and a hint of fear. Finally, he pressed send and flopped back onto his bed, staring at the ceiling as he waited for a reply.
Minutes felt like hours, but then his phone buzzed. His breath caught as he opened the message.
Jamal: Hey, Lily. Not bothering me at all. So, what’s on your mind? I remember helping you out at the party. A gentleman can’t leave a cutie like you alone, can he?
Jamal: You know, you really got me worked up the other night, Lily. Couldn’t stop thinking about you.
With the text, Jamal also sent a picture over. As the picture finished loading, Liam couldn't believe his eyes, it was Jamal's dick pic.
"Fuck, this is huge, bigger than I remembered" Liam whispers to himself. He could not help but feel a surge of envy. His own dick was nowhere close to Jamal's monster. But he couldn't help but admire it. It was thick, veiny, and uncut. His balls looked heavy and full. His mouth watered just looking at it. He wanted to reach out and touch it, to feel the weight of it in his hand.
But he knew he couldn't do that. He was just a skinny white boy, and Jamal was a muscular black man. He knew that if Jamal found out that he was a guy, he would probably be disgusted. He would never look at him the same way again. But he couldn't help but imagine what it would be like to be with Jamal. He imagined Jamal's large hands on his body, his strong arms lifting him up and carrying him to the bed. He imagined Jamal's lips on his, his tongue exploring his mouth. He imagined Jamal's cock inside of him, stretching him open and filling him up.
Lily: Wow, that’s a bit forward, isn’t it? You could have at least taken me to dinner first. But I have to admit, you’ve been on my mind too, and that pic isn’t making things easier.
Jamal: Sorry, couldn’t help it. You were the hottest girl there that night. And you were looking good, that maid costume did wonders to your figure, that round juicy ass, and those legs.
Lily: So, when you stopped Jack that night, tell me were you being a gentleman or were you just jealous? 😉
Jamal: A bit of both. I didn't want him to ruin your night, especially when I was planning to be the one to do that. 😉
Lily: Oh, so you’re gonna ruin me? Tell me how would you do it, big boy? 😈😈😏
Just then Jamalsentd over a read-once video message.
Liam opened it and saw Jamal's big dick fucking a woman on her knees. Liam recognized the face shape, hairstyle, and hair color, it was the same woman from the Halloween party Jamal was carrying on his shoulder. In the video, she was wearing a blindfold, and her hands were tied behind her back. Her mouth was stretched wide around his thick shaft, and she was moaning with pleasure as he fucked her face. He was using her mouth like a pussy, thrusting in and out of her without mercy. The woman was drooling and gagging, her saliva dripping down her chin and onto her tits. Her face was flushed red, and her eyes were rolled back in her head. It was the hottest thing Liam had ever seen, and he could feel his own cock getting hard just from watching. When the video finished Jamal sent over another text.
Jamal: I’ll start by showing you what you’re getting yourself into. You better be prepared, Lily. I won’t hold back once I have you. 😈
Liam could not help but let his imagination run wild. He imagined that it was Jamal who was doing all those things to him. He imagined Jamal's big black dick in his mouth, and he could feel the warmth of his skin on his tongue. He could feel the weight of his balls on his chin, and he could smell the musky scent of his sweat and precum. He was sucking and licking and gagging, his mouth full and wet and hot. He was drooling and moaning, his lips stretched wide and his eyes watering. He was a slut, a cock hungry slut, and he loved it. He loved being used and abused by a black man, he loved being treated like a fuck toy, he loved being fucked in the throat and the ass, and he loved being filled with cum.
Then Liam had a thought, Liam took out his feminine lingerie collections and wore them in front of the mirror. He saw how the panties barely contained his hard cock, the tip leaking precum and staining the pink fabric. He ran his hands over the smooth, delicate material that clung to his slender body, feeling the soft fabric against his skin. As he turned to get a better view, he noticed the way the mirror reflected the light, illuminating his figure. He was reminded of the time when he was in the salon for waxing, the feeling of the warm wax and the sharp pain of the strip being pulled away, leaving him smooth and hairless. It was a sensation that he had grown to love.
Taking a good angle of his peachy ass covered in the lacey underwear, he snapped a few pictures and sent them to Jamal.
Jamal: Fuck, you have such a fine booty 🍑🍑 Lily. Can't wait to grab and spank it and fuck it till you cry 😈😈
Lily: Please be gentle I am still a virgin? 🥺
Jamal: Really? Well, that just makes it more exciting. I'm gonna take your cherry and show you how a real man fucks a girl. 😈
Liam's cheeks heated up as he imagined Jamal's huge black cock entering him, stretching him open and filling him up. He was a little scared, but the thought of being taken by a big, strong black man like Jamal made him even hornier.
Lily: Well actually not really a virgin, I had done things to my pussy and ass with a dildo before. 😈
Liam then had a devious thought. He took out one of the dildos, took a picture of the dildo against his asshole, positioned it so that it hides his balls and dick perfectly, and sent it over to Jamal.
Lily: I can't wait to have you inside me. I've been thinking about it all day. 🍆🍩
Jamal: That's hot. Send me more. 😏
Emboldened by the encouragement of Jamal, Liam began to look for his tripod. He fixed the phone camera onto the tripod, dimmed the light, and angled the phone lens so only his ass is visible. He then started to work the dildo into his ass.
"Oh... fuck...." Liam tried to make the most feminine moan he could do as the dildo entered him, the tip pressing against his prostate.
He started to fuck himself, the dildo going in and out of his hole. The sound of his ass being fucked filled the room, and the sight of his pink puckered hole being stretched wide by the dildo was too much for him. He was close to cumming, and he knew that he could not hold back any longer.
He grabbed his cock and began to stroke it, his hand moving up and down his shaft in time with the dildo. He was moaning loudly now, the sound of his voice echoing off the walls.
"Oh yes Jamal fuck me Jamal make me your bitch!" he moaned in his most feminine mimicry, his cock spurting tiny cums from his small 4-inch boy clit.
As he came down from his orgasm, he realized that he had forgotten to stop the recording. He quickly stopped it, edited the video as well as the audio to make him sound more feminine, and sent the video to Jamal. Liam's face is red with embarrassment. What was he thinking and doing? Hormone got the better of him. He hoped that Jamal would like it. Or worse if Jamal found out...
After a few minutes, his phone buzzed and a text from Jamal popped up:
Jamal: Wow, that was hot. You're a naughty little slut, aren't you? I can't wait to fuck that tight pussy of yours. But let's talk about the real deal. Are you ready to meet up?
Liam felt a wave of excitement wash over him, but he hesitated. He was a guy and it would be crazy to meet up. But he couldn't help but think about what it would be like to be with Jamal, to be touched and held by him. He was torn between his desires and his reality, but he couldn't deny that the thought of being with Jamal turned him on.
Lily: Actually sorry, I am not free for the next couple of months 😭. Sorry, I got a lot of schoolwork and family issues, so I am not free. Maybe next time.
Jamal: It's ok. We can take things slow. But don't make me wait too long. 😉
Just a moment later, Jamal sent over another video. It was a video of a girl holding the camera up as Jamal humps her from behind. The girl's face was covered with Jamal's hand and she was screaming and moaning from the intense pleasure. The video ended with Jamal pulling out his big black dick from the girl's cunt. It was glistening with the girl's cum. Jamal gave a few strokes and his big black cock erupted like a volcano. Cum splattered everywhere, on the girl's body, on the bed, on the floor. The girl's moans and screams were muffled by Jamal's hand, but Liam could see that her eyes were rolling back in her head, and her tongue was lolling out of her mouth. She was clearly in the throes of ecstasy, and Liam was envious of her. He wanted to be the one who was being fucked by Jamal's big black cock, and he wanted to feel his cum inside him.
Jamal: I am going to make you scream like that, Lily. I am going to make you my little whore like her, and you are going to love it. 😉
Lily: Fuck that is so hot, Jamal 😍. I can't wait for you to make me your slut.
Jamal: Good girl, Lily. Talk to you soon. 😉
Which is never, Liam thought to himself. Sure it is hot but this is just too dangerous to continue. Liam sighed as he opened his drawer and put his old phone back inside, ending the adventure for the time being.
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