lil femboy story
Added 2024-11-12 08:01:07 +0000 UTCwrote this before the voting that i should focus on making twine games instead of short stories so here you go enjoy
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Growing up in the middle of nowhere—a tiny town in what’s supposed to be the “free” United States—hasn’t exactly been easy.
It’s not just that there’s nothing to do—no places to go, no cool spots to hang out, barely anyone worth meeting. Job opportunities? Yeah, forget about that. But honestly, I could live with minimum wage forever. That’s not the real problem.
It’s the people. Or, better yet, the lack of people. Specifically, gay people. The nearest gay guy is at least 10 miles away, and that’s on a good day. So yeah, I don’t get laid much. And it sucks—really sucks—because I love men. I love everything about them. I love the way their tight holes grip my dick. I love the feel of thick cocks driving into me until I can’t walk for days. I even love that musky, sweaty scent around their dicks and armpits. But only when I bottom—otherwise, I prefer my boy smooth and smelling clean.
It's too bad that none of that exists around here. The only sex I get is on vacation, maybe once or twice a year if I'm lucky. And that's a problem—because I'm a very horny guy. My dick likes to stay busy. I jerk off at least three or four times a day. Every day. No exceptions. I wake up? I start stroking. At work? My lunch break is 30 minutes, but I finish eating in five just so I can spend the rest in the bathroom cumming. Too bad it’s not down one of my coworker’s throats. They’re old, sure—but beggars can’t be choosers, right? Then I jerk off when I get home, and maybe once more before bed if I’m not too tired.
If I could turn this off, I would. I don't enjoy being this worked up all the time. And having a big dick? That just makes it worse. It takes me forever to cum, so I end up wasting hours jerking off. I just want to fuck someone already—literally, anyone who offers himself, as long as he's a guy.
And the cherry on top? This town isn’t just small—it’s conservative as hell. If anyone comes out around here, he might not make it through the week. That’s just the reality. Maybe I should’ve thrown a trigger warning in there, but it is what it is.
I'd love to move, but it's not that simple. No skills, no money for college—thanks, America. The only way out might be to find someone to hook up with and crash at their place. Kill two birds with one stone: get the sex I'm starving for and a roof over my head.
The only friend I have left from high school is Avery. Everyone else? Gone. We swore we’d stay in touch, but that didn’t happen. Hell, I don’t even remember their names. It’s been, what, three years? Honestly, I don’t care. They were shallow as hell anyway. But if I had to choose between this loneliness and their fake-ass friendships, I’d pick them.
Avery's different. He talks—a lot—but not just to hear himself speak. He remembers what you say, and picks topics he knows you'll care about. And even after he went off to college, we stayed in touch.
Speaking of touch... Goodness, I want to touch him. Everywhere. In every filthy way imaginable.
Physically, we're total opposites. I work out. I have a six-pack and some decent muscle to show for it. Avery? He's tiny. I hate calling him skinny because it sounds negative, but yeah—he's skinny. And so fucking hot. I just want to tear off that oversized shirt he’s always wearing, yank down those tight blue jeans, and throw him on the bed. I want to fuck him senseless. Metaphorically speaking... or not.
I can’t even tell you how many times I’ve jerked off thinking about that little twink. It’s ridiculous.
I’d tell you what I want to do to him in detail, but that means I'd spoil the story for you because all my lustful desires became true.
On one fateful night, I got a text message.
Avery: “Hey, man... I need to ask you a favor.”
Me: “Sure, what is it?” Avery isn’t known for asking for help. The last time he asked for it was in high school when the nerd needed to copy my homework because he’d forgotten about it. He felt so guilty - not only because he was ‘stealing my hard work’, but also because what he did was ‘immoral’. Who cares that much about homework!? Nerd. Which only makes him ten times cuter.
Avery: “Can I crash over at your place? Just for this night. Please... I’ll do anything.”
Me: “Anything? wink wink” I wonder if he’s gullible enough to not know what I’m implying. Not that I’d make him have sex with me just so he can sleep over! I’m not that sick in the head to do that to my best friend.
Avery: "I'm serious man... but at this point, if it comes to me selling my body to sleep at your place, I'll do it."
Me: “Damn man I was just kidding is everything alr?”
Me: “Also yeah come over”
Avery: “Thanks... I’ll tell you about it when I get there.”
After 30 minutes, I hear a car pull up. Avery doesn’t drive I thought to myself. When I looked out the window, I saw a taxi, and Avery with a saddened and distressed face came out of the vehicle. He pulled out a small black suitcase. The only conclusion I could come to was that his parents had kicked him out.
I ran out of the house to greet him. "Hey, man..." I said quietly, as I didn't think excitement was a proper reaction to have at this moment.
“Hey...” Avery let out a whisper. He looked at me with bloodshot eyes.
"Let me help you with that," I said.
"No, it's--" I took the bag from his hand. He didn't protest a bit. Not that I blame him - he looks exhausted and weak. It stung my heart to see him in that state. I care more about him than I'd like to admit.
“That’d be 28 dollars. Cash or card?”
"Card," I replied.
“Wha-- No!”
"Shut it," I commanded with my deep voice. He looked intimidated by my voice, which arose guilt in me, but it didn't matter. "I want to help you out," I said as I opened PeachPay on my phone. Gas is high, but my concern for Avery is higher.
"...I could have paid for it myself." He says as he hears the notification when my phone gets to the payment processor, indicating that the money went through.
"I know. I never said you couldn't." The taxi man drove off, leaving us alone. He didn't even bother saying goodbye. I guess it's because I forgot to tip him. Fuck. "Let's go inside."
With his sight glued to the ground, we went inside. He closed the door behind him, and that’s when he put his hands on his face, trying to hide his silent cries. I didn’t say anything, but instead just went to him and hugged him.
We have had bro hugs before, but this was different. This was to show him that I cared about him and that I was here. This was so that he knew he could cry on my chest all night long. Being shorter than me, my head rested on his perfectly. Like a perfect match. Like we're meant for each other...
Before my mind got flooded with romancy thoughts I knew were not appropriate right now, I put one hand on his back and ran the other one through his hair. “I’m here now...” I said. I didn’t shush at him to stop crying, nor was I going to tell him that directly.
He removed his hands from his face and rested them above my chest. “Everything’s gonna be okay...” I tried to be as reassuring as I could, hoping that whatever happened was something he could recover from. After a few minutes, he quieted down and pulled back. He didn't look at me, and I'm guessing he was just embarrassed he cried on me. A tear slid down his cheek, and with my thumb, I whipped it off. A beautiful face like that doesn’t deserve to cry, I thought to myself. “You go to the bathroom and get your face washed up. I’ll take your bag to my room.”
He nodded and went off. I went to his suitcase and let out a groan when I picked it up. I didn't notice how heavy it was before - his petite figure surely would struggle to lift it up. Now I know for sure those bastards had kicked him out.
I never liked his parents, but at least I respected them as they literally made a perfection like him. I had to give them credit for that at least. I didn’t want to be around them because they just seemed so strict. Actually, not even strict, but mean. Once, I went over to their place - it was a few years ago - and I spilled milk. His mother started screaming at me as if I'd flooded their house with milk, obnoxiously yelling "Now it'll smell for months!" and his father said, "If it was Avery, I'd have gotten the belt already..." I never went to their place after that. Being small, I almost cried. Now, I'd never let a scum disrespect me like that. I can only imagine what horrors Avery has lived through during his years there. At least he’s out now.
I found him on the couch, hugging his knees that were covering his face. “Just for this night... I promise.”
I walked to him and sat on the couch next to him. "Dude... you're crazy if you think I'm going to kick you out after one night."
“N-no, I don’t wanna bother--”
“Bother? You really think you, my best friend, could ever be a bother to me?”
He didn’t reply.
“It was a rhetorical question, but to answer it for you, no! You’ll never bother me. Stay here as long as you want...” I’d love it if you stayed over, Avery. “I could use the company.”
“I... I don’t want to...”
“I insist. Where are you gonna go tomorrow anyway?” I knew it surely wasn’t back to his parents.
“...I don’t know.”
“Yeah. I’m not going to kick you out of my place. It’s not like I pay rent or something. I can’t force you to stay, but I sure as hell am going to do my best to convince you.”
“...Why?”
“Because I care about you! Duh!” I raised my voice higher than I anticipated. I fucked up. He shivered. “S-sorry, just... that’s such a dumb question.”
“S-sorry... I’m sorry...”
“H-hey, I’m the one that should be sorry. I didn’t mean to... yell at you... I apologize.” I said.
“...It’s okay... I’m used to it.” Those few words were like a stab to my heart. I’m used to it... No person should be used to abuse like that. Curse his parents.
I felt that now was the time to ask him what had happened. “So... wanna talk about it?” He sniffed. “W-we don’t have to talk about it... but just in case--”
“They kicked me out.” He said while he rested his head on his arms.
I figured that much, but why? I thought to myself, but I didn’t ask. I didn’t want to cross boundaries he didn’t want me through, as much as curiosity was killing me.
“They... they found some stuff out... stuff I tried to keep hidden from anyone...” I was observing his body language. He was shaking, and without a second thought, I moved closer to him and put my hand around him.
“You’re going to hurt your neck if you keep sitting like that...” He relaxed and sat properly on the couch, resting his head on me. I snuggled to him, assuring him that while he’s here, he’s going to be safe. No one and nothing can hurt him with me around. It was then that I realized my feelings towards him were bigger than just friendship and a crush. I love Avery. My hand gently caressed his shoulder, trying to soothe his (probably) racing mind.
"I'm sorry for crying on you." In his first sentence, he said properly today.
“Nah... it’s okay.” I hate you’re feeling like this, but I’m enjoying our proximity. “I meant what I said earlier.”
“What?” He asked.
“You can stay here as long as you want. You can move in if you want. We can live together.”
“N-no, I can’t do that... I just can’t...”
“Why?”
“I just... I don’t wanna be a bother...”
“You wouldn’t be a bother! How many times do I have to tell you that?!” I said.
“You’re just saying that!”
“Dude, if it was someone else...” Someone I wasn’t in love with, “Sure, I’d be annoyed. But you... I want to live with you. It’s lonely sometimes here. You’re gonna get a place to stay at, and I’ll get someone to live with. It’s a win-win.” I debated.
“...Do you promise, you’re not just saying that out of guilt or something?” He was looking at the TV, and I’m guessing he wanted to watch something to take his mind off things.
I picked up the TV remote, which was conveniently next to me, and turned it on. "Of course, I mean it, Avy." He shifted when I called him that. "Did I say something wrong?"
“No, it’s just... never mind.”
I handed him the TV remote. “You pick.” He took it in his petite hand and turned on MoviePlus. The stuff on there is garbage, but I'm too lazy to cancel my subscription, it's still better than doing nothing when I'm bored. He found a famous comedy show I was not interested in the slightest, but I didn’t tell him that. For his sake, I’ll try to enjoy it.
We stayed in the cuddly position, enjoying each other’s warmth and comfort. I couldn’t focus on the screen in front of us - all I could think about was how nice his hair smelled, and how nice it felt to have him in my arms like that. Not even in a romantic way - I didn’t see it as such yet - but just the physical touch.
The silence that lasted for about 20 minutes was broken by Avery when he asked “What do you think about gay people?”
My heartbeat started to race. I know he probably has no idea that I’m into guys, but talking about that around here, even in my own home, isn’t really a sweet feeling. Unintentionally, I let out a nervous laugh. "Uh, nothing in particular... I guess..." I knew he was the last person to out me if he knew.
“...What if you know... someone you know turned out to be...”
I turned my head to look at him. He was blankly staring at the TV. “Yeah?”
“Would you... hate them?”
I knew where this was going. His femininity should have been proof enough for me. Or everyone for that matter. I suspected it... but hell am I glad that I have a chance with him now. At least, I hope so. A small smile formed on my face.
“Avery... are you... into guys?” He closed his eyes and started to breathe heavily, trembling. “Hey, hey... you don’t need to say anything. Just know that... I am too.”
He turned to look at me. “W-what??
“You heard me. I like guys.” For the first time, I felt safe telling someone about my deepest darkest secret in this foul town.
He didn't say anything but just had his sight pierced at my chest. I used the chance to run my thumb alongside his lips. I moved his chin up, making him look me in the eyes. “And there’s a certain guy I have my eyes on.”
“B-but... w-wait... a...are you serious... or are you just... messing with me?”
I frowned, slightly offended at his question. “Do I look like someone that’d joke about something like this...” His puppy eyes made me forget about what he just said though. “I like you, Avery.” My heart was not beating harder than me jerking off. I felt like I was about to have a heart attack. His silence was killing me. It was like he was lost deep in thought, wondering if I was being authentic with my words. “Just... say something... if you don’t like me, that’s okay. If you do, that’s even better... but stop being quiet... please...”
“I... I’m sorry... I just... I still can’t believe you like guys. I mean, you’re so masculine and... big... and...”
“Big?”
“L-like... muscular and stuff...”
“So gay guys can’t work out?”
“N-no, that’s not what I said... I mean... fuck, what am I saying...”
“I can prove to you that I like guys. That I like you.” I was walking into risky territory. This could end our friendship forever, which I don’t think I’ll ever recover from. I don’t want him to think I’m taking advantage of him when he’s most vulnerable.
“P-prove?”
“Mhm...” I said with a smirk. My finger landed back on his soft, pink lips.
“Go ahead...” He said. I started to move my head closer, hinting at him at what was about to come. He didn't move, so I closed my eyes after my shaky lips met his. Kissing him is different than any other guy I've kissed before - with the other ones, there was nothing but lust. No strings, no attachments. This kiss was full of love though.
The most important thing of all - he kissed me back. Although sloppy, I very much enjoyed every second of it. I didn't know if it was his first, so I decided to take things slowly.
Surprisingly, he bit my bottom lip, to which I opened my mouth. I felt his tongue slide alongside mine as it got in. He tasted deliciously sweet. Getting more comfortable with our make-out session, he put his hand on my cheek and pulled me in closer, hungry for more.
I slid my hands down to his ass and squeezed it, making him release a moan. “You like it?”
“S-shut up...” Avery said.
I opened my eyes to look at him and saw his face as red as a tomato. “Aww, embarrassed? No need to be.”
“No! Fuck you!” He smashed his lips against mine, aggressively, pushing me back, which made me fall on my back on the couch. He was on top of me, and I realized that he was rubbing against my boner. Now it was my turn to be ashamed.
My mind quickly changed when I felt him rub, no, grind, against me. "Someone's excited," I said with a smirk on my face.
“Like you’re not!” He whined in his feminine voice.
“Eh, so what?” I asked.
“...I dunno...”
“...You wanna...”
"...I do. But I uh..." He stopped talking midway. I looked him deep into his beautiful eyes, assuring him that it was okay. “I’m not that... experienced... so I don’t wanna mess something up, y’know?”
“I know. There’s not a lot of options around here. But don’t worry, I’ll teach you everything you need to know.”
“Really?? He asked, eyes full of excitement.
“Yeah. Under one condition.”
“Okay. What is it?”
“Dress up in a skirt. I have quite a lot of fantasies I wanna live out... and you seem perfect for it.”
“You knew I was a femboy?!” He yelled, surprised by my request.
“Let’s just say... I had my assumptions.” I said as I pulled my head up and gave him a quick kiss.
“Okay... I have some clothes ready... I’ll be right back.” He got off me, and while he did, I made sure to take a nice look at his bulge. I can’t wait to get my head under whatever skirt he’s gonna wear and do all sorts of unspeakable things to him.
I took a look at my own boner and slid my hand under my shorts, rubbing my tip as I was waiting for him to come back. I was already wet from just kissing him - I wondered how much I'd leak when I'd be inside of him.
When he came back, the first thing my eyes landed on was his daringly short pink skirt. It was barely floating above below his butt. Below it were black leggings, and his chest was covered with just a white crop top. “Sorry, this is all I could find. I was... uh... in a hurry...”
“Hurrying to get fucked?” I asked. He turned his head to the side. Seeing him shy like this only turned me on even more. “I’ll be gentle, don’t worry.”
“What if I don’t want you to be?” He asked, still avoiding my gaze.
“You think you can take all my 8-inches?”
“Eight?!” He said in a worried tone, his eyes wide open.
"Haha, maybe I should have kept that a surprise," I said as I got up from the couch. I can't wait for him to get over here. I went to him and kissed him hard and passionately. I wrapped my hands around his exposed waist as I slid my tongue into his mouth. My hands traveled to his ass. I slid them under his skirt and squeezed his butt. He was wearing underwear - but not for long.
He gasped when I picked him up by his butt. He wrapped his legs around me as I carried him to my bedroom and laid him down on my bed. “I can’t believe this is where my first time is gonna be...”
“What, you don’t like my room?”
“N-no, not that. It’s nice. You have good decorating skills. But I meant just... I can’t believe it’s your room in that I’m gonna do it. And with you...”
“You... don’t want to?”
“W-what? N-no! I mean y-yes! Of course, I do. It’s just... you’re my best friend...”
“We can be more than that, you know? But maybe let’s talk about that later... I kinda wanna focus on something else now.” I said as I pressed his body against my hard-on. I put him on my bed.
“Fair.” I sat him down on my bed. “So... uh... now what?” He asked as he was sitting on my bed.
“Well, do you wanna touch it?”
Avery put his hand on my bulge, rubbing it. It sent bolts of electric pleasure through my entire body. I couldn’t wait for him to put his hand around it. “Don’t be shy. Pull my shorts down.” He obeyed. His eyes were filled with fear as my 8-inch cock revealed itself to him. “It won’t bite. But I do though.”
“S-shit, I-I don’t know if I can take all of it...” He started to stroke my hard cock while looking up at my eyes. “Fuck... you’re leaking already.”
“I’m a horny guy, what can I say.”
He licked his already moist lips, hinting at me that he wanted to taste it. "You wanna put it in your mouth?” I asked, knowing that he was too embarrassed to ask to suck my meat.
He didn't reply verbally, but instead just moved his head closer to my cock and stuck his tongue out, licking my tip. He focused on the slit, playing around with his tongue. "Do you like it?"
"Yeah. It's salty." He wrapped his lips around the head, slowly sliding it in his mouth as he stared at me. I put my hand on his head, running my hand through his soft, beautiful hair.
I moaned as the sensitive part of my shaft brushed against his tongue. Watching him struggle to take me fully, I began guiding his head back and forth, anticipation building. I couldn’t wait for him to adjust so I could pick up the pace. When he managed half of it—impressive, really—he choked. As he pulled back, saliva and my precum clung to his lips.
“Quite a sight, isn’t it?” I chuckled.
“What do you mean?” he asked, innocence glowing in his eyes, making him all the more tempting.
“Nothing. I just like seeing my precum on your lips.” A blush crept up his cheeks. “You know,” I teased, “you’re pretty good at this. Have you done this before?”
I realized too late that my curiosity might sound accusatory. “No worries if you don’t want to answer, haha.”
He looked at me, my length slipping from his mouth. “This is my first time.” Then he dove back down, and knowing I was his first made me almost lose control. “Glad you like it,” he mumbled, still focused.
“You... might wanna stop now... I’ve got other plans for you.” He pulled off with a hint of eagerness, following my lead like a pup. “Come here. Get on my lap.”
He positioned himself, knees on either side of me. I leaned forward, capturing his mouth with mine, tasting his sweetness as my hands slid down to his hips, peeling his underwear away. Our tongues danced in a rhythm—my assertiveness meeting his gentle responses, each movement a reflection of our personalities.
As my hands squeezed his firm cheeks, I ran a finger around his entrance, feeling him tense at the touch. I brought my right hand to my mouth, coating two fingers in spit, and then slowly slid one inside. He moaned softly, his lips against mine. “Does it hurt?”
“N-no... keep going...” he whispered. I did, feeling his warmth enveloping my finger.
“Ready for another?” I murmured, teasing.
“P-please...” he gasped. I slid my middle finger in, feeling him shudder under my touch, his breathing ragged. “Like it?”
“Mhm... right there... AH!” His pleasure was contagious, and I grinned, knowing I had barely begun. “And if you think this feels good, wait until you feel me.”
“Please... I want you...” he said, breathless. I kicked off my shorts as he pulled off my shirt, pressing kisses down my neck, leaving marks to stake his claim.
He smiled as he positioned himself, and I stopped him. “Maybe we should take things slow. I don’t want you to hurt yourself.”
"We'll see how much I can handle," he replied, sliding down. His body trembled as he took me in, inch by inch until he was fully seated. He gasped, adjusting to the stretch.
Slowly, he began to move, building up a rhythm. His hands roamed over my chest, while mine gripped his hips, guiding him. He was perfect, fitting around me like he was made for me.
As I leaned in to suck a mark onto his neck, I breathed out, “Avery... do you like having me inside you?”
He nodded against my shoulder. “Yes... you’re so perfect.” His voice was heavy with emotion, and I could see the affection in his eyes. “I love you, man. I really do.”
Surprised, I slowed down, meeting his gaze. “I... I’ve had feelings for you, too.” Then, with a grin, I pulled him close, sinking into the moment, his skin pressed against mine, feeling the heat between us.
Finally, I felt my climax build, and I whispered, “I’m close...” He wrapped his arms around me, and I couldn’t hold back, filling him as he reached his own release.
After a few moments, he lifted himself, and I watched as a few drops slipped from him. Without hesitation, he leaned down, licking the traces of me from his hand, and we kissed, savoring the taste together.
“So... about what you said...” I began, tracing a hand along his back.
He smiled softly, catching my gaze. “I meant it. I wasn’t just in the moment.” He looked at me, heart in his eyes. “I love you.”
I cupped his face, pulling him close again. “I love you too.”
The End