Work Text:
Your name is Dave Strider; the year is 2012, and this is your best scheme yet. Like many of your brilliant ideas, it comes to you after three hours of edging, once you’ve drifted through the post-orgasmic haze and into post-nut clarity. When your breathing returns to normal, you toss a used Kleenex in the wastebasket and close out twenty-six tabs from Xvideos.
You are going to make bank.
It all started a couple weeks ago when you were browsing flaccid dicks on Omegle. You connected to a completely black screen (probably some forty year old pedophile with a puppy fetish) but before you could disconnect the Stranger began typing…
Stranger: ASL
Me: 15 m tx
Stranger: Cool
Me: you?
Stranger: 17 M WA
Stranger: Trade pic?
Bored out of your mind, you decided to take the bait. He added you on the app KIK, and you’re proud to say it only took one photo of your sexy twink chest to hook him. The picture he sent in return was ripped straight from Google images. You knew he wasn’t seventeen, but then he offered to wire $15 to your Paypal account for a full frontal, and you stopped caring.
You know what you need to do. You know what you’re going to do. And you know how you’re going to do it.
Rose doesn’t see it in quite the same light.
-- tentacleTherapist is now pestering turntechGodhead --
TT: You realize you’re committing a federal offense by not only creating - but selling and distributing child pornography?
TG: you realize you just got yourself flagged on a government watchlist right
TT: I’m serious.
TG: so am i
TG: since when have you cared about the law
TT: It’s not the law I’m worried about, it’s you.
TG: youre overreacting
TG: lots of people trade nudes
TT: Yes, with their peers.
TG: these guys could be my peers
TG: the last guy who paid me was only twenty one
TT: You’re fifteen. Do they know that?
TG: usually
TG: except sometimes when i pretend to be younger
TT: Wait, what?
TG: the pics always sell for more if i say im like eleven
TG: which like kind of humiliating that these dudes actually think my current super athletic bod could ever pass for a prepubescent boy i guess i really need to work on my mass
TT: Dave, you know I reserve exclamation points for truly trying times.
TG: so
TT: You’re pedaling to pedophiles!
TG: most of these guys are only a little older than me
TT: Of course. Why would anyone lie about their age on the internet? How on earth could it possibly benefit a predator to lie about his age on the internet? You just explained that you lie about your age.
TG: ok not gonna lie (lol) i considered that
TG: but whats wrong with giving a bunch of pedos a run for their money anyway
TT: There are so many things wrong with that statement.
TT: For starters, you aren’t giving them a run for anything. It sounds like you’re actually offering them a pretty good deal.
TG: right thats what im saying
TG: wait do you think i should be charging more
TG: i dont wanna bring the market value down
TT: What you’re doing is dangerous, and above all, stupid.
TG: im not stupid im using a vpn
TG: pedos are already jerking off to real csa
TT: This is real CSA, Dave.
TG: im a teenager
TG: im jailbait
TG: its different
TG: whats wrong with providing quality consensual material
TG: for a luxury price
TG: getting the power back into the hands of the people
TT: You’re not the people, you’re the children.
TT: As in “think of the children.”
TG: ok rose in perfect world no would have to do sex work
TG: but no real children were harmed in the making or sale of these photos you have to remember that
TG: nobody is getting hurt
TG: this is a victimless crime
TG: i honestly feel like im doing a public service
TG: or dare i say it
TG: the lords work
TT: I’m not even going to try and unpack that statement.
TG: its not like im actually having sex with these old geezerz
TT: So you admit they’re old geezers?
TG: ok some of them are definitely dilfs
TG: gilfs even
TT: Charming. Where are you even meeting these gentlemen?
TG: omegle
TG: teen sex chats
TT: Don’t you think adult men lurking around a sex chat for teenagers is, dare I say it, a red flag?
TG: yeah i hear what youre saying
TG: but the money dont lie
TT: That’s one of the main things money does, actually.
TT: What do you even need it for?
TG: rose
TG: you know why
TG: i gotta get the hell out of here
TG: this place is going to kill me
TT: I know.
TT: Where would you go?
TG: anywhere but here
-- turntechGodhead is now an idle chum --
Thanks to Bro, you know a thing or two about sex work and how to run a side hustle. You’ve been helping him shoot puppet porn since you were big enough to hold a smuppet. Some tiny part of your brain thinks if Bro could understand what you’re really trying to do here, with this, he might be proud.
Over time, it becomes easier and easier to sus out potential customers.
They always use a lot of keywords and phrases that tip you off, like “older 4 younger” or “DILF 4 twink.” Then they ask how young you are, if you’re into ageplay, if you’re a virgin. You are. You’ve never touched another dick before, much less an adult’s. You compartmentalize the fear this stirs up in you, the sheer number of adult men willing to pay to see photos of a minor on the internet.
Photos of you.
At first, it’s easy to keep the interactions at arm’s length, when all of them are transactional and overtly disgusting in nature. Once, a guy asked if you would fart in his mouth. You laughed about that one for two days straight.
You’re not even halfway to your monetary goal when you meet someone that throws a wrench in your perfectly laid plans.
Me: im 15
Stranger: Are you sure? I saw the photo. It’s okay if you’re younger.
Me: really
Me: are you sure
Me: i dont want to get in trouble
Stranger: Nah.
Me: really
Me: so you wouldnt spank me
Stranger: I wouldn’t need to, you’d act right around me.
Stranger: I bet you're a good cocksucker, too.
Me: uh well ive been told im really good with my mouth and ive done a lot of practice on vegetables and stuff nothing crazy but i havent exactly sucked a real cock per say
Stranger: You’re still a virgin?
Me: uh if thats a turn off than no
Stranger: I thought teenagers these days were eating ass.
Me: uh
Stranger: I’d love to eat your ass.
Me: what should i call you
Stranger: What do you want to call me?
Me: i dont know
Stranger: Let me know when you figure it out.
Me: how
Stranger: I want you to contact me after this.
Me: oh
Just like that, you start a new side blog on Tumblr. You never actually list your age on your profile, and there isn’t exactly an extensive vetting process. You start redirecting repeat customers to your Tumblr page, where anyone can donate to your Paypal directly.
Most days you just get dick pics and asks from weirdos saying weird things like can i suck your farts? or let me work out on you. He’s different. He dotes on you in a way no one ever has in your life, except maybe Bro, and not since you were a little kid.
Your photos start getting really over the top, because the younger you look in them, the more attention you get from Him, and the more cash you reel in. You dig out some of your old underwear, try on a soccer uniform from fifth grade, and always keep on your sneakers. For some reason people love that. The photo of you jerking off with your backpack still on has like 6,000 reblogs, and you’ve got over 2,000 Followers.
Rose is one of them.
-- tentacleTherapist is now pestering turntechGodhead --
TT: I saw your new post. The white balance is, as always, perfectly on point. I think the jacks and marbles were a little over the top, but I know that’s what sells.
TT: The whole thing has got me thinking...what if you’re at Harvard and these get unearthed?
TG: lol why would i ever be at harvard
TT: I don’t think you realize how much potential you actually have.
TG: i dont even show my face ok
TG: theres a billion twinks with blond hair that have my exact build
TG: i know my exact potential and i deserve to be paid by the minute
TG: dont you see
TG: ive found my calling
TT: You’re only fifteen, and you’ve already found your calling?
TG: some people peak in high school
TT: Don’t you find that sad?
TG: nah thats a feeling for future me to worry about
TG: current me gotta make them hundred dolla bills
-- turntechGodhead is now an idle chum --
You’re about to sign off when you notice you have another message from Him, that unnamed Stranger who’s sent you more cash this week than all the rest of your clients combined. Your heart beats harder in your chest every time he sends you another message. You know it doesn’t bode well for business, but you can’t help responding right away.
Three hours come and go in an instant, like time has no real meaning at all. Are you actually starting to like this guy? You realize how sad it is that you don’t live a normal life, with friends at school and a guy your own age who you could actually see in person, but this is where you and this is what you’re working with.
Stranger: Shouldn’t you get to bed for school in the morning?
Me: lol school is for losers
Me: im homeschooled anyway
Me: well cyber school same thing
Stranger: How did you end up in this line of work?
Me: why do you care
Stranger: You’re a minor selling nudes on the internet. I’m concerned.
Me: and aroused
Stranger: Well, yeah.
Me: ok well
Me: im trying to move
Me: and keep it on the downlow
Stranger: Ah, I see.
Stranger: Are you close to your goal?
Me: not really
Stranger: Maybe I could help you out.
Me: how
Stranger: We meet in person, and see where things go.
Me: lol yea ok take a number
Stranger: You think I’m kidding?
Me: no i think youre fantasizing
Me: and thinking with your dick
Stranger: Tell me, what do you think you’re worth?
Me: well plane tickets are expensive and i have to move all the way to the west coast from texas
Me: so i wouldnt be cheap
Me: im a classy prostitute
Me: like that one chick from american psycho
Stranger: Good. I like when a boy knows his worth.
Stranger: And a good movie reference.
Me: stop im blushing
Stranger: So, how much?
Me: well i need to consult with my manager first but
Me: if im ball parking it at least 1500 upfront
Stranger: No problem.
Stranger: Check your Paypal.
Me: wait
Me: really
Me: just like that
Me: how can you trust that i wont just take off with half
Stranger: Because you need more money.
Me: true
Me: you got me there
Me: where are you from anyway like timbuktu or something
Me: i actually have no idea where you live
Stranger: Planes exist for a reason. If I can afford a fancy prostitute like the one from American Psycho, I can get on a plane.
Me: wow youve really thought this through huh
Stranger: No pressure.
Stranger: Just think about it.
When the conversation is over, you make sure to close out all the windows, delete your browsing history, clear the cache, and remove all saved cookies before re-enabling the spyware Bro keeps running on all the computers in the house. You probably can’t take any electronic when you finally leave this place. God only knows what Bro has thrown trackers on.
Everything is bugged.
You can’t stop thinking about having $1,500 in your paypal account, overnight. What’s a couple hours in a hotel room for double? Expanding on your business model is never a bad idea, right?
In case you’ve been skimming (the way I would be if I didn’t write this), let me catch you up to speed. Your name is Dave Strider, you’re fifteen years old, and you are seriously considering selling your virginity to some incel you met on Omegle.
-- timaeusTestified is now pestering turntechGodhead --
TT: You better not do anything you’re going to regret.
TG: what
TT: You know what.
TG: no seriously water you talking about
TT: Don’t play stupid. It’s not a good look for you.
TG: bro i have no idea what youre talking about
TT: Ok.
TT: When whatever you’re doing blows up in your face, I’ll be there to pick up the pieces and say I told you so.
TG: aren’t you always
-- timaeusTestified is now an idle chum. --
How does he always know? You know he has cameras, and you do your best to operate in their blindspots, but you’d be naive to think you spotted them all. You’re not sure how much he knows about what you’re up to, or if he knows anything at all - he could just be bluffing, trying to psych you out so you’ll do his work for him and tell on yourself.
Well, it’s not going to work.
Not this time.
You’ve got to act fast. If he does know something, you’re dead.
-- tentacleTherapist is now pestering turntechGodhead --
TG: rose
TG: rose
TG: hello
TG: is this thing on
TG: do you have your voicemail set up
TG: idk if i should i leave a message or what
TT: Dave.
TG: rose youre here
TT: Yes. What is it?
TG: did you know your voicemail isnt set up
TT: What if my voicemail is set up, and this is all part of an elaborate prank voicemail message recording, and I’m not here, even right now?
TG: honestly that would be fucking dope
TT: What is it you need, Dave?
TG: i decided to expand my business model
TT: That better not mean what I think it means.
TG: i know rose but listen i did the math
TT: You can do math?
TG: not really but i can use a calculator
TG: and i could spend the rest of the year selling nudes or i could have sex with 1 dude and cash out now
TT: Dave, I know you’re not used to hearing this, but no. This is your worst idea yet. I’m putting it down on your worst ideas list next to “cantaloupe pokemon” and “buttplug automatic lube dispenser.”
TT: I thought the entire point of the photos and videos were so you didn’t have to have sex with “an old geezer.”
TG: 24 isnt an old geezer
TT: Even if he’s telling the truth, that’s beyond the limitations of statutory rape.
TG: i have to lose my vcard eventually and this guy is gunna pay me
TT: Or he’s going to rape and murder you, in either order, and you’re going to end up on Dateline NBC.
TG: this guy is legit
TG: he already sent me half up front
TG: no questions asked
TG: im not an idiot i wouldnt do this if he wasnt legit
TG: weve been talking for weeks
TT: Great, so this pedophile could be in love with you. No amount of using the word ‘legit’ is going to change my mind about how bad of an idea this is.
TG: hes not a pedophile
TG: im not actually prepubescent ok
TG: which is what the word implies
TT: If you can still count your chest hairs on one hand, I’m not sure you can call yourself post-pubescent either.
TG: wow ok low blow
TG: i wouldnt have told you about that if i knew you were gonna throw it in my face
TG: its called hebephilia
TG: technically speaking
TT: What could an adult possibly want with a child? How are you not seeing this as a red flag? It’s astonishing.
TG: ive had a really fucked up life so the bar is probably right in my line of sight or something
TG: look i know youre a lesbian so you dont see it but other people find me very attractive
TG: hes not even old enough to rent a getaway car yet
TG: but i do have a favor to ask you
TT: Excuse me?
TG: you want me to be safe right
TG: look i cut you in at ten percent and all you have to do is text Bro this address if you dont hear back from me at a certain time this saturday
TT: What if I just tell your brother what you’re up to now?
TG: you wouldnt
TG: he might kill me
TG: like for real he might actually strangle me to death
TG: hes wildly homophobic
TG: he already forces me to do school online
TG: and i think hes onto me
TG: he sent me a bunch of cryptic messages earlier
TG: honestly i probably have a better chance with this rando from the internet
TT: I wish I didn’t agree with you.
TT: I do worry what your brother’s reaction would err on the side of worse.
TT: I would hate for him to ban your use of the internet entirely.
TG: yeah that would be classic bro lol
TT: Fine.
TT: If I’m going to help you do this, I have a couple stipulations.
Rose reminds you to meet him in a public space, preferably in front of a police station - but you don’t heed a word of her advice. You take the only bus in town to a hotel far away enough from your house that you feel like you won’t run into Bro.
You’re nervous. Of course you’re nervous. You’ve run through all the potential scenarios in your head a million times, from worst case to best case. You never imagined losing your virginity for cash, but Bro always said if you’re good at something never do it for free. Or is that a Joker quote from Christopher Nolan’s The Dark Knight?
Whatever. The point stands either way.
There’s a key card waiting for you at the front desk, since He called ahead. You head to the elevator, trying not to shred your cuticles. That would be so uncool. You saw photos of this guy, and he’s ripped. You’re standing there, hoping everything you did to prepare your ass was enough, and it’s actually as clean as you think it is.
You really don’t want to shit on this dude’s dick. That would be the least cool thing ever.
When you scan the key card, the panel beeps and the little light turns red. When you try turning the handle, the door doesn’t budge. You glance up at the number written on the door - 413 - and back down at the key card again. You swipe the panel again and it flashes red a second time, clearly offended.
You’re trying not to panic, but it’s not working. You’re starting to wonder if this is all an elaborate setup to make you look stupid. Or maybe the dude just got cold feet and blew you off, or there’s something wrong with the key card. Are you positively absolutely sure he said Room 413? You scroll back up through the text messages to check.
On the fourth time, when you’ve decided if it doesn’t work you’re going back downstairs to double check with reception, the black panel beeps, turns green, and clicks when you turn the handle to let yourself inside.
Before your eyes have a chance to adjust to the dim lighting, your vision is cloaked in darkness. You blink rapidly and try to breathe in, only to realize someone’s pulled a plastic bag over your head. It sticks to your face when you gasp for air. Thick fingers wrap around your neck, crushing the scream welling up in your throat.
You don’t have a spare second to tell yourself to calm down. You can hear Bro’s voice in your head. You’re not an idiot, you know not to suck a plastic shopping bag down your own throat like a fucking four year old, right?
You fucked up so bad. You’re not even sure you’ll be alive for Rose to get the chance to say I told you so. You should have told Bro where you were going.
No, if he had known, he would have stopped you. Why didn’t you want anyone to stop you? Maybe you are stupid.
The Stranger yanks your arms behind you one at a time, forcing them to bend at the elbow so he can hold them against the small of your back. He pushes you down and you hit the cheap carpet. He pulls you back by your wrists, and his erection bumps your ass when he rolls his hips. Your face is crushed against the floor, held in place by his foot. You can feel the ridges of his sneaker against your cheek.
You’re too scared to cry.
He repositions you flat, facing the floor, your entire body straight up and down. You thought the red gym shorts with the elastic waistband were a good idea until he slips his dick up one of the leg holes and spreads your cheeks with his calloused fingers.
Why are you not prepared for how much bigger he is? Why did twenty-four seem so much closer in age over the internet?
He presses the tip of his thumb against your asshole and it tightens up, your whole body rigid, quaking with terror. You’re frozen in place.
First you hear the zipper of his pants, and then, you feel his stiff cock, pressing against your virgin hole. You’re so tight he can’t even get the tip inside, at which point you finally start crying, overheating inside the plastic bag as it fills up with hot tears.
He pulls your shorts halfway down, so your flaccid cock is rubbing the scratchy hotel carpet. He grabs the entire thing in his hand, along with your balls, and tugs them out from under you, hard enough to make you suck in a breath, pulling the plastic bag back into your mouth.
He lines the tip of his cock back up with one hand. You can feel the skin stretching when he tries to force the tip inside. Your imagination goes wild, making you choke up, thinking about how this stranger is going to rape you in this hotel room and leave you for dead.
Rose was right. Fuck, Rose.
If you can just not get yourself killed for long enough, she’ll freak out when you don’t text her, and she’ll let Bro know. He’ll be here before you know it. Before you know it might not be before you get anally raped, but at least you’ll be alive.
When the Stranger can’t get his dick in, he growls, and then you feel something cold pressing against your cock and balls. Your breath catches in your throat and you choke a bit. When you cough, you can feel the bottom of his shoe, pressing more and more firmly against your genitals.
Suddenly, you find your voice.
“I’m sorry!” you squeal.
The foot presses down just enough to start to hurt.
“Please, please, please,” you chant.
You can’t breathe, you can’t think, all you can do is beg with each breath, trying to bide your time. You keep trying to breathe but you aren’t drawing in enough air. You’re going to hyperventilate inside a plastic bag and then get raped to death by some pedo you met on the internet.
Bro is going to be pissed when he has to identify your body at the police station.
It isn’t until you’re sucking desperately for air that a blade stabs the plastic wrapped around your head. The tip draws a line of blood from your cheek. You take in your first real breath, face streaked with tears.
“Please what?”
The voice is gruff, overly deep, like someone doing a terrible Batman impression from the movie The Dark Knight. What kind of sociopath are you up against?
You still don’t have enough air in your lungs to speak - your lips are drawing together and forming shapes but you can’t make sound come out. You feel the cold rubber sole against your cock again, and your head jerks over your shoulder, but you wish that it hadn’t.
The first thing you notice is the size of the shoe over your junk.
Why is it so big? What size shoe does he wear? What is it they say about guys with big feet?
The second thing you notice is his cock, flaccid, and still twice the size of yours, swinging between his legs, heavy balls behind it, totally hairless. It dawns on you how little you actually know about this man.
“Please don’t step on my dick!”
“Why, what do you need it for?”
Your eyes flicker up to look at his face. He’s got a face mask covering everything but his nose and mouth, and his hoodie is pulled all the way up over his head, so you can’t even make out his hair. He lowers his foot a little so you can feel the rubber sole of his shoe firmly pinning your balls to the floor.
“Don’t do it! I wanna use it - I need my dick please, please, please I’ll do anything I swear to god!!”
The shoe keeps coming down, so you finally turn away, squeezing your eyes tight and bracing yourself for indescribable pain.
Nothing happens.
You try to swallow but you can’t make any spit. Your throat is so dry it hurts.
“Like what?”
“What?”
“What will you do?”
“I’ll give you back your money - I’ll give you more - I’ll suck your dick, just please don’t hurt my dick!”
His dick is in your mouth before you can finish the sentence. He grabs a fistfull of your hair, pulls your head back, and pulls on your tongue with your fingers until you stick it out. Then he slaps his fat cock on it, rubbing the head against your tongue so you can taste the precum leaking from the piss hole.
When he pushes his dick into your throat you gag so hard you almost throw up. He pulls his dick out and slaps you in the face with it. He moves his hips back and forth, dragging his cock over your face, grinding it against your lips and poking you in the eyes.
“At least you were telling the truth about being a virgin.”
Without the bad Batman impression, his voice sounds almost familiar. Why can’t you place it?
He shoves his fat adult dick back into your mouth hard, pushing past your teeth without hesitation, ramming the head of his dick into the back of your throat. It’s already raw from screaming for help, so this hurts even more. Tears spring from your eyes, and he yanks his cock back out and rests it on your face again.
“For a bottom, you can’t suck dick worth a shit.”
You can’t believe what you’re hearing. At first you’re worried you might be hallucinating. Then you’re worried you’re not. That isn’t the voice of Batman you’re hearing.
“B-bro?” Your voice cracks. “Is that you?”
Your heart is conflicted. Part of you feels safe. The other part of you is processing that if this guy is Bro then he knows, he knows you’re gay, knows you’re a flamming faggot and he’s going to kill you for it.
“Who else you stupid little shit?”
Your heart stutters to a stop and a fresh wave of tears flood your cheeks. You look up to watch him pull back the hood of his sweatshirt. He takes off the facemask next, and sure as shit it’s Bro, alive and in the flesh. With his huge dick hovering in front of your face, half-hard.
“I - I - I thought - I’m sorry.”
You’re hyperventilating again. You’re trying not to, but it’s like your brain can’t process everything that happened. You don’t even know what you were trying to say. Part of you is still stuck under that stranger, and the rest of your brain is trying to reconcile with the fact that it was Bro, all along, and his dick was pushed up against your asshole before he shoved it in your mouth.
“If you don’t chill out and shut the fuck up, I might actually rape you.”
Bro slaps a heavy hand over your mouth and holds it shut tight, sick of listening to you babble. You didn’t even know you were talking. It’s like you’ve only just tuned back into your own body, your own voice, struggling to string together a sentence.
“This isn’t - I’m not. I swear I’m not…”
“What, a bottom?”
“I didn’t think - ”
“Didn’t think you’d get caught? That I’d find out? How long were you going to live a double life? Look at what you’re making me do.”
He stabs your tight hole hard with his finger.
“Is this really the lifestyle you want?”
A string of stuttering is all you can manage in response. Bro laughs, but the sound is hollow. There’s no joy in it.
“I’m just fucking with you.”
You blink. You can’t tell which part of this is a joke, you just know you’re the punchline.
“I’m gay,” Bro says. “I don’t give a shit if you are too.”
You understand the words he’s saying, but they don’t make any sense.
“I just wanted to teach you a fucking lesson. You can’t go around on the internet giving out naked photos. You’re a fucking kid, Dave. Do you know how vulnerable you are?”
Nothing makes any sense. The whole time he’s talking, he keeps poking your asshole with his finger, his massive cock practically grazing your face.
If you can just stall long enough, the police might show up. That was the contingency plan Rose insisted on, even though Dave never agreed to it, on the off-chance Bro didn’t respond to her texts.
You’re not sure you want the police to show up. What will happen to you if Bro gets arrested? Besides, Bro isn’t…isn’t a child molester, you’re practically an adult anyway, and he’s just looking out for you, just trying to teach you a lesson.
Right?
It sounds weak, even to you.
“I can take care of myself.”
Bro’s eyes glint like the edge of a knife.
“Are you sure about that?”
You try to say something, but it’s cut off by the tip of Bro’s index finger squirming inside you. He laughs again when you whimper.
“Go ahead, fight back. Give it your all. So you can get an idea of what you’re up against. Show me how well you can take care of yourself.”
You struggle hard, but you barely manage to throw Bro off balance. He holds you tightly with all his strength, one hand on the back of your neck, the other over your ass, one finger teasing you from the inside. You’ve been rendered completely helpless.
“What happened? Ain’t you gonna show me how much you got this?” He digs his blunt nails into your skin. “If I was really some freak from Omegle or Craigslist I’d already have stuffed my dick in you. Dry. Then what?”
“I - I had a backup plan.”
“I bet you did. Why don’t you tell me all about it?”
You hesitate for a second. If you tell Bro, you’ll be completely at his mercy. Your backup plan will be shot to shit. You may never get the chance to talk to Rose again, and there will be no way out.
On the other hand, if you don’t tell him the truth, the cops might actually show up. Then you’ll end up in foster care, and Bro might go to jail for life, and if he doesn’t, you’re dead when gets back out.
“I-I-I was gonna - I mean, I sent my friend your number, and if - if I don’t text her at a certain t-time then she was gonna text you.”
“So that was your big plan? If anything goes wrong, send your Big Bro in to fend off a rapist and rescue you like a princess?”
“I...guess?”
“And if I didn’t respond to her message, then what?”
“She said - she’d...she’d call the cops.”
Bro smirks.
“That’s what I thought.”
He releases you, and kicks your phone in your direction.
”Text her now.”
You pick up the phone with trembling hands. You’re shaking so bad you can barely hold it steady. You swallow hard.
“Let her know everything is going great.”
You nod your head and begin typing up a message. You keep misspelling words and making typos because your nerves are so bad. Finally you finish typing and show the screen for his approval before sending it.
TG: im ok dont worry
“Tell her you’re having a great time.”
You jerk your head down in a nod.
TG: im having a great time
“Now tell her how excited you are to lose your anal cherry.”
“What?”
You thought that part was over, you thought the threat of rape was just that - a threat. You learned your lesson. Isn’t it obvious that you’ll never do anything like this ever again?
“Make it sound good. This is what you wanted, remember? A fat, grownup dick shoved in your slutty teen ass. Tell her.”
TG: hey rose im ok
TG: im having a great time
TG: tbh i cant wait to get my anal cherry popped
TT: Are you sure?
TT: He’s not a creep?
TT: Well it’s obvious that he’s a creep. We knew that much before you went to meet him. Are you positive you can handle this?
“Keep going. You never shut the fuck up. Make it realistic.”
TG: 100%
TG: you know how long ive been dying to get plowed
TG: so this is it
TG: im about to achieve my dream
TG: if you dont hear from me its because im having the best gay anal sex pleasure of my life
TG: rip
TT: Okay, let me know if anything changes. I’ll be right here.
TG: np
“There we go. Was that so hard? Now hand it over.”
You drop your phone into his open palm and he slings it across the room and into the wall. You flinch. It makes a sickening crack and falls to the floor. There’s a little dent left in the wall from the impact. Bro’s eyes slide back to yours, then to your soft cock.
“Cute dick, kid. Bet you’re hoping it gets bigger, though.”
You nod your head, hoping you just have to swallow more ridicule before he lets you go. Bro has threatened you before. He’s told you he’d crack your skull, when really he just beat you until you were concussed. There’s no way he’s going to take this as far as he’s implying.
But you’ve been wrong before.
“Lay on your stomach.”
You do as you’re told, so as to not make him mad. Bro presents a finger to your face and tells you to suck it. You don’t ask questions, you just open your mouth obediently so he can stick it in your throat until you gag. Bro jams his finger back inside your ass and wiggles it around.
“Feel that?”
When you don’t say anything Bro jabs harder, curling the digit, forcing you to gasp.
“I asked you a question.”
You swallow hard, and manage a shaky nod.
“That’s your prostate,” he says.
He rubs it with his fingertip.
“Your little bitch button. I’m gonna ram my dick there, until your little cock squirts. And I’m not gonna stop after you do, I’m gonna keep pounding you, using your ass like my personal fleshlight.”
The ring of muscle tightens around his finger at the series of threats. You’re completely terrified. Part of you can’t believe he’s going to do what he says, another part of you can’t believe anything else.
“You’ve been teasing me for years, you horny little cocksucker. You want me to make it hurt?”
You always knew Bro watched you, with spyware and robots and actual cameras, but you could never for certain say why. Now, you’re starting to get a clearer picture.
“I’ll take that as a yes.”
“No! I - I don’t - don’t make it hurt, please.”
“Then relax.”
“Bro, there’s no way - you’re gonna fucking break me, you’re gonna split me in half, I can’t relax. It’s too big, you’re too big.”
Proportionally, there’s no way it’s possible. In all the timelines across the entire universe, you don’t see this happening without Bro turning your guts inside out.
“You’re doing fine. Your asshole is sucking my finger down. You were made for this. Now shut up, before I fuck you without lube.”
Your entire body is so tense it’s practically vibrating. You can’t stop visualizing the blunt head of his dick at the entrance of your tiny asshole. You looked at it just the other day with a handheld mirror. Even after all the practice fingering, it contracted and went right back to the size it’s always been.
“You really think destroying my ass with your oversized dick is - nghnnn - what’s best for me?”
He lines his fat cock head up at the first ring of muscle. There’s no way it’s going to fit inside, not with so little prep and no lube. His dick is going to get rug burn. There’s no way that will feel good for either one of you.
“What did I just say? See, that’s your first problem, Dave. You don’t know when to shut the fuck up. Now I’ve got to follow through on it, or you won’t take me seriously.”
“Bro, I’m sorry. Please - oh god, I’ll shut up. Please.”
“Don’t you think I know your limits? That I know what’s best for you?”
You nod your head frantically in hopes that it will please him. A fresh wave of tears make their way down your face.
“Please not without lube?” you croak.
“Hmm…”
You’re pretty sure Bro is just pretending to think about it, and he’s already made up his mind. His voice is gravel in your ear.
“You want me to spit in your little ass?”
“Yes! Please. Fuck, yes.”
You both know spit isn’t enough, but you’ll take whatever you can get.
“Ask nicely.”
“Please, please, please spit in my ass.”
“You want my spit that bad, huh?”
“Please Bro, please don’t break my ass. Please can I have your spit? Please.”
“Spread your ass cheeks.”
You reach back behind yourself and spread yourself with quivering hands. You try to beg again but your voice cracks. Bro clears his throat. You flinch when his spit hits your asshole, clenched tight with fear.
“What do you say?”
You’re too stunned to speak at all. He smacks you with his palm, then spreads you open wider, so your hole opens up a little. He spits a second time, and your cock twitches against your stomach. You whimper in shame.
“What do you say?”
This time you yelp.
“Thank you! Thank you for spitting in my ass!”
Bro uses a finger to push another long string of spit inside. He spits again, and you flinch, cock hard against the carpet. Bro pushes his finger in and out until you squeak.
“You think I don’t know how this works? I’ve been doing this since before you were born. You really thought I would go in dry?”
“I - I - I don’t know.”
Suddenly, you feel something cold and slick slide down your crack. It’s lube. He had lube on him the entire fucking time. Your heart is beating hard and fast, like a mouse caught by a cat. It’s impossible to tell what Bro will do because it’s impossible to know when he’s serious and when he’s just toying with you.
“You’re lucky, you’re getting a way better first time than I ever did.”
He flips you over at that, and you catch his cold gaze for the first time since he slapped you in the face with his cock. His eyes soften, and for just a second you hold the hope that he won’t follow through on his threats.
“I’msorry,” you blurt.
“For what?”
“Everything. Please don’t be mad. Please don’t rape my ass.”
He crams another finger inside you. He doesn’t pull out, just reaches deeper. You try to inch away but he grips one of your shoulders and pushes you back down, until you’re seated all the way on his fingers, as deep as they can go.
“That wasn’t even a proper apology,” he chides. “Try this.”
He leans in close, so close you think he’s about to kiss you. He doesn’t. He brings his lips to your ear, curling his fingers deeper in your ass, and lowers his voice to a whisper.
“Say: I’m sorry for being a slutty faggot.”
You swallow hard. You can’t bring yourself to repeat the phrase out loud. He slides two fingers in and out, jabbing you in the prostate before you have time to adjust.
“Say it.”
“I’m sorry!”
“For what?”
“For…for being a slutty faggot.”
Despite the fear coursing through you, your dick is coming to life from the internal stimulation. Bro clearly knows what he’s doing, relentlessly rubbing your prostate so you can’t think.
“Are you gonna do it again?”
You shake your head and he starts working a third fingertip inside you. Part of you is still hoping you can appeal to his better nature, hoping that he’ll stop right here, or jerkoff on your face as a warning and let you go home with your virginity (mostly) intact.
No luck.
“I swear to fucking god I’ll never do anything like this ever again.”
“I believe you,” he says, still smiling, without an ounce of compassion in it. “Now tell oniichan you’re sorry.”
You’re not sure how someone can be this cringe and terrifying all at once. It’s a remarkable combination. Like 4chan regurgitated all over the hotel room.
“Please, oniichan I’m sorry. I won’t do it again.”
“Oh I know you won't. I’m gonna guarantee it.”
This is the point at which you know there is no way out. Your body is going slack with defeat. Even your ass has started to loosen.
“But I learned my lesson,” you whimper.
“I know you did. But this is gonna ensure you remember it.”
He grabs your ankles and pulls them up, so your legs are over his shoulders. Instead of folding you in half, he lifts you until your weight is resting on your shoulders and your cock is pointing at your face. He towers over you and lines his cock back up at your soft, fingered open hole.
Your half hard cock softens when Bro finally sinks inside, stretching that first ring of muscle with the head of his dick.
“WaitstopI I’m -”
You bite your wrist to muffle a scream. You try to cover your face with your other arm and Bro growls. He starts pulling out so he can work his way back inside, a centimeter at a time. There’s enough lube that you aren’t tearing, but you can still feel the friction, and it hurts.
“Nonononono! You’re gonna -” you gasp for air. Your ribcage rattles. “You’re gonna break me. You’re gonna break my ass.”
Bro laughs out loud.
“You’ve been reading too many doujins, little man.”
He pats the side of your thigh in a gesture that’s supposed to be comforting but the impact is hard enough that it stings. He pulls back out, squeezes more lube into your stretched hole, and pushes back in. Your eyes widen and your mouth forms a circle, but no sound comes out.
“Don’t worry,” he says. “It won’t break. I’m gonna reshape it with my dick.”
You struggle to articulate your thoughts. When he pulls out again, your cock is completely soft against your stomach.
“Now move your fucking hands, and keep your mouth open.”
When you don’t move at all, he pulls your hands out of the way. You’re not sure where to put them. You open your mouth to talk but he spits in your face before you can remember what you wanted to say. You’re too shocked to do anything when he penetrates you again.
“Swallow it,” he commands.
Your throat moves on its own. The tears on your cheek have dried.
Bro falls into a rhythm and maintains it for a long time, adding lube whenever your ass catches around his cock. Eventually he fucks his way all the way inside, until your ass is completely stretched around the base and his pubes are scratching your ass cheeks with each thrust.
You’re not surprised at how long he can fuck you without pause. Bro has always had far greater stamina than you, no matter how much you train. He pulls out and tells you to hold your legs spread, and you do exactly as he says without even thinking about it. He spreads your hole with both hands, so it gapes.
A whimper claws its way out of your throat. The first thought in a long time pulls itself together. You’re worried your asshole will never go back to normal. Bro laughs. He grabs your nipples with both hands, using them as leverage to plunge his dick back inside. It’s sliding in and out with undeniable ease, something you never thought possible.
“Now ask nicely.”
“Pleasepleaseplease?”
You’re not sure what you should be asking for, but you beg anyway.
“You can do better than that. You want to cum on my cock, don’t you?”
He lets go of one of your nipples, and curls his fingers around your cock. You realize that somehow, it’s hard again. You’re not sure when this happened. You wish it hadn’t.
“Stick out your tongue and say please.”
You stick out your tongue and look up at him with tear stained cheeks, eyes glossy and glazed over.
“Pleathe.”
He spits in your mouth again, and you thank him for it, which makes his cock jump inside you. At this point, you’ll say and do anything to make this end. He snaps his hips hard and your eyes widen as far as they go.
“Full sentence now.”
“Pleathe can I cum?”
His laugh is filled with mirth.
“No.”
He flicks your dick with his thumb and forefinger and you cry out.
“Jerk yourself off, but don’t cum yet.”
He flicks you again and you whimper.
“...hurts.”
“Keep your tongue out, and when you cum and say ‘I’m cumming’ like you’re a little schoolgirl from a hentai. Got it?”
You nod your head, dumbly, desperately, completely numb. Bro snaps his hips, pile-driving his dick deep in your ass. He pulls your legs back up over his shoulders for a better angle, so he’s nailing your prostate with every thrust.
“Haahhh, hahh, ahhh…”
Your hand flies to your cock as he fucks you, eyes bearing into yours, watching your face as he rails you. You gasp as you squeeze your cock hard, pulling it up and down, stroking yourself off as fast as you can.
“I’m - I - I - I - c-c-cumming!”
Your dick trembles, jumps, and then squirts so hard it jerks against your stomach, spraying cum all over your face and chest. Bro grunts, and with a sharp intake of breath, he blows his load inside you, your hole clamping down around him, milking his cock.
He stays inside you until his balls are completely drained, and there’s so much jizz stuffed inside your stomach that it starts to cramp. The first thing he does after catching his breath is wipe the cum from your face and push it into your mouth.
“Don’t waste it.”
You try to seal your lips shut, but Bro holds you hard with one hand around your throat, forcing your lips apart with the other, painting your tongue with cum and fucking your throat with his fingers until you gag. He pulls his fingers out, and then his cock, so suddenly you gasp and your hole closes up around air.
“Miss my dick already?”
When Bro releases your ankles, all the blood rushes back into your feet, and you can feel your sore hole twitching as gravity starts to make cum drip from your ass.
“You look pathetic,” Bro says.
He pulls your legs apart, but you don’t have the strength to sit up.
“Not again - I can’t, I can’t - please.”
You’re crying hysterically by the time Bro spreads your legs wider. You jump when something hot and wet presses against your ass. His tongue pushes its way into your well fucked ass.
“Wait,” you choke, as reality finally comes together. “You’re - ”
“I made a mess. So it’s only fair that I take responsibility, right?”
Your oversensitive cock twitches and when Bro notices, he takes it between his fingers.
“Nono,” you whimper, but Bro ignores you, slowly stroking your cock until there’s tears in your eyes.
The tongue pushes into your ass and you twitch hard. The last of your cum starts to dribble from your cock. You flinch when he pats your ass.
“If you ever pull something like this ever again, I’m gonna turn you into an eunuch. Got it?”
“A what?”
He takes your balls in his hand and squeezes them tight before kissing them.
“Snip, snip,” he says. “I’ll cut them off.”
You barely manage a nod before you pass out.
-- tentacleTherapist is now pestering turntechGodhead --
TT: So, how did it go?
TG: awesome
TG: 10/10
TG: anal cherry officially popped
TT: So that’s it?
TG: yup
TT: I’m so relieved I didn’t have to contact your brother.
--turntechGodhead is now an idle chum --