Chapter Text
Living with the Starks the past few months had been convenient. Balon was being a total hardass. Theon had been busting his ass to get good grades, but Bs were apparently beneath Balon’s standards. All of this was even more bent, when if he studied too hard as a kid Balon would give him a hard time for being an egghead. Real top tier dad he was.
The only issue was rent. Robb had offered for him to stay for a little bit, but Catelyn was clearly getting fed up with his presence. Caught in the middle, Robb’s hints that Theon needed to stop freeloading were getting progressively less subtle. His only choices were to pay up or get out, and Theon had little desire to go back to living under his father’s roof.
Unfortunately for Theon, nor did he have any particular desire to work. He’d even gone on a few interviews, done well even, but when it came down to it, sitting behind a desk or standing behind a counter for eight hours just wasn’t his way. Funnily enough, the solution to his problems came to him when he was procrastinating.
Theon had spent the better half of the afternoon idly scrolling through job sites and social media in equal measure. He’d taken to going through other people’s likes online. It was like seeing the lives other people were living. It was good for a laugh at times too. Jon’s had a penchant for inspirational viking quotes over gradients that never failed to make him laugh. snowcrow97 liked “You don’t really know your friends till the ice breaks. #loyalty #modernviking #friendship #heathenry.”
While flipping through Sansa’s recent likes he stumbled across a picture of a dark haired young man, probably in his late 20s, leaning against a shiny yellow sports car with a black stripe. smarteststag: loving my new wheels from @knightofflowers #truelove #moneycantbuyhappinessbutanewcarcomesclose.
Theon paused then clicked on his profile. Renly Baratheon was in his late twenties, their shared people they followed included Sansa, Jeyne, and Margaery. Unlike Theon, Margaery followed Renly back. He also appeared to be dating her brother, who was blonde, well dressed, and apparently quite generous with Renly. That was the answer to his problems. Theon needed a rich boyfriend.
Loras’ gifts to Renly in the past six months had included a car, a few suits, and countless very nice and incredibly photogenic dinners. Theon tapped his finger against his laptop in mild annoyance. He didn’t have time for a long courtship, but he had mixed feelings about putting out immediately. It wasn’t like he wanted to get fucked for money, but if he could get paid to hang out with someone who wasn’t repulsive looking he wouldn’t mind fooling around a bit.
Theon opened a new tab in his browser, WebDiver, and tried a preliminary search for “go on dates for money.” A few websites popped up, offering discreet matchmaking services. The reality of his actions struck Theon for a second. He was looking for a sugar daddy, wasn’t he? He was probably over thinking it though. Plenty of people had sugar daddies as a way to pay through college. He’d suspected Jeyne was considering the possibility with how much Petyr Baelish seemed to like all her photos. As long as he was careful, it’d be great. He’d get free stuff and maybe be able to move out on his own if he made enough money.
Theon started to fill out his profile. It was pretty easy stuff. He picked a good selfie he’d taken at a roof party with his shirt a little open as his profile picture.
Favorite Type First Date? Bar, a bit of clubbing, then late night diner, or just coffee.
How spontaneous are you? Very. ;)
Smoker? Yes.
Drinker? Absolutely.
Turn Ons? Nice clothes, good hair, deep pockets, or just good tits.
Turn Offs? Buzzkills, feelings, and bad breath.
He’d be getting hits in no time.
The first few days of inquiries were mostly rubbish. Theon had deleted and blocked the source of several dick shots, weeded out a few saggy looking guys, and the rest had all dropped off when the topic of money had come up. Maybe this whole thing was a bust, and he’d have to get a job.
Theon refreshed the feed of new users idly. At the top of the screen a number 1 appeared next to an envelope, indicating a new message.
From: r29x43b
I think you and I could form a mutually beneficial arrangement. I’ve taken the liberty of depositing $500 dollars in your Wallet.Me account.
I’d like you to take some photographs for me. Nothing too dirty, mind you. If you enjoy yourself or my generosity we can speak more.
Theon checked his account immediately. The money was there. Theon cashed it out to his bank account not thinking twice. Theon chewed at his lip.
The guy didn’t have any distinguishing photographs on his profile aside from some generic top bullshit, a close up of a watch, a collection of ties rolled up and arranged in color order from pale pink to deep red. The text of his profile wasn’t much better.
Favorite Type First Date? Dinner.
How spontaneous are you? Not very though I do enjoy surprising others.
Smoker? No.
Drinker? No.
Turn Ons? Cleanliness. Art.
Turn Offs? Bad attitudes. Sore Losers.
He was probably married, real important, or both if he had to be this guarded. Theon started his reply.
From: SeaPrince420
First off, nothing inside me. Dick costs extra cause it’s real nice. $200 for 8 pics. If you’re online we can negotiate more.
Theon fidgeted, opening and closing several new tabs as he waited. A chat window opened up in the main tab.
r29x43b: I agree to your terms. Show me your best outfit. Something you’d wear if you were being taken out.
SeaPrince420: You thinking of taking me out, old man? ;)
Theon smirked. This was easy money. If all it took was a little flirting to pay his rent why not.
r29x43b: Don’t get ahead of yourself. Let’s see how you clean up.
SeaPrince420: Alright alright.
SeaPrince420: I’ll take them on my phone then message you in the app. Pay half up front and the other half after I send them.
Pompous fuck. Theon’s phone jingled. Another hundred. Whoever this guy was he wasn’t fucking around.
r29x43b: I’m a man of my word.
Theon shucked off his clothes. He started with a topless selfie, featuring from his stomach down to his mid thighs just in case his new patron wanted something a little more risqué. He looked good. He and Robb had been hitting the gym together to blow off steam after everything, especially Eddard’s death.
Theon retrieved a black jacket from his closet, and his favorite grey skinny jeans. He was torn about which shirt to wear underneath. He really liked the dark red one he’d sniped at Craster’s Closet, but it might be the right time for a low cut tank top if he still wanted to show some skin. Theon re-read his messages. He wanted formal so formal it was.
Theon snapped a shot of him in the full length mirror he had over the closet. A bit blurry and over exposed. He adjusted the focal point of the picture. That was better. He took a second where he smiled more and sent over the first two of his dressed photos.
SeaPrince420: Like what you see?
r29x43b: So you can do as your told.
Theon frowned. This was worth his freedom from working though wasn’t it? He’d rather take photo requests than grind coffee.
r29x43b: You dress up nicely. Open the top two buttons.
Theon opened his shirt and tried a closer up shot, giving the camera a playful pout. Let the old fuck imagine him with a glass of nice wine, or whatever the fuck else older men bought their boyfriends. Theon took a shot with an extra button undone, out of spite as well.
SeaPrince420: Curious what I’m like a little liquored up? I like good vodka and white wine.
r29x43b: You must like Lazhar Virzerth? It’s a very nice Dothraki label as I’m sure you know.
SeaPrince420: Love it!!
Theon had never tried it.
r29x43b: I’ll keep that in mind. We’re halfway through I’m afraid. It looks like you work out.
r29x43b: Show me what I’m paying for.
Theon’s breath hitched. He hadn’t quite expected himself to get excited during this. But he liked showing off. It felt like he had power over someone else. Hearing that someone wanted him, even if it was for money, oddly turned him on. Theon opened his shirt all the way, and took one showing off the lean muscle of his his stomach. Feeling a bit more daring, he slid his hand below the line of his pants, and cupped himself gently.
SeaPrince420: I’ve got some real nice pictures for you, old man. Treat me nice and I’ll take more for you.
It felt dirty talking like that, but in the way where he felt more turned on than ashamed. Theon slipped his pants down slightly so his underpants could be seen peeking out, and snapped two photos of his groin, then the last one with his pants pulled around his thighs. His cock was noticeably hard and nicely filled out the dark blue briefs. As good as it felt, he wouldn’t send anymore unless he was paid for them. He could take a few for fun, but no freebies till he’d gotten more money.
SeaPrince420: Do I look worth it?
r29x43b: Check your Wallet.Me for my answer.
The other hundred was there.
SeaPrince420: Thanks, daddy.
Theon stared at his own message in disbelief. Yeah he was turned on, but that was just too much. Theon clicked the more option below the text. Fuck, there was no option to edit. Maybe he ought to just block the guy.
r29x43b: Feeling a bit forward, I see.
r29x43b: If you’re enjoying yourself, we can try texting over the week. I’ll pay you for any pictures. Play your cards right and there’ll be a nice dinner in it for you.
Theon’s anxiety faded slightly. It wasn’t like he had to go out with the guy. Just text him a few selfies, do some fun flirting, and get a nice chunk of change.
SeaPrince420: Sounds like a plan. What’s your number?
r29x43b: 516-555-7562
The number appeared as a link. When Theon tapped it, a menu appeared with the option “add new contact.” Pausing just a moment to consider, Theon decided to go ahead. He saved the number, then selected “send message.”
Now you’ve got my #.
It was a cheeky move, going straight to text, but it would be lucrative. His phone buzzed and lit up with a reply.
You can call me Mr. B or Mr. X. I think this is enough for the night though. Get some rest and have a big breakfast tomorrow.
Mr. B wasn’t paying him enough to give orders like that, but Theon shrugged it off.
Night~
Theon hung up the clothes he’d put on, and eyed himself over in the mirror. He was probably one of the better-looking guys on there. That old man’s wallet didn’t stand a chance, and he wouldn’t even have to touch a dick. Even if he had liked calling someone daddy. Fuck was he getting hard again?
Theon turned red, watching himself start to size up beneath his underwear. He could go for a bit of relaxation after all that, he deserved tugging one out, didn’t he? Theon idly reached for his groin. Knowing he was pretty was nice. He was underappreciated after all.
Theon tried watching himself from an outsider’s perspective as his underwear dropped. He needed to know how to take good pictures. His dark hair ended just before his shoulders and would look good slicked back. His nipples were dark brown and stiffened just as fast as his cock did. He was cut from working out, and of course his dick was probably one of his best features. He was pretty sure his dick was longer than Robb’s and pressed against his own stomach nicely.
He’d be able to get all the girls and clothes he wanted, and things would finally stop being weird with the Starks.
“You want some of this?” Theon mumbled. He was leaking into his own hand, and unable to control what he said. Theon jerked himself a bit more roughly. He needed some lube. He could probably make a few videos too.
“You wanna see me come, old man?”
Theon was breathing hard and went for the lube he kept in his drawer. This was far better than all the MILF porn he’d been scrounging around for online. Theon flicked the head of his cock once for fun, then went back to stroking his length.
He was close, and harder than he’d been in a long time. Usually his cock grew numb and desensitized from how much he’d been jerking off of late. This was something fresh. No wonder he was so into it, he’d just been bored.
Theon bit his lip as he was about to climax.
“I know you want a piece of this ass, daddy. Tell me how bad you want it,” he whined. God this was weird, but he was coming hard. He swore under his breath, his hand sticky with cum and lube. Maybe this wasn’t such a bad problem; his whole body felt a rush of endorphins. A hot shower and he’d be out cold, and ready to pay his rent tomorrow.
Maybe for the first time in a while, everything would be ok.