Chapter Text
You weren't completely sure how you ended up here.You normally aren't one to scroll through porn sites and get off to a random video unless you are horny. Tonight was different, though. You didn't feel the need to get off, and yet you were scrolling aimlessly through hundreds of videos as if you did. Your eyes scanned video after video, looking for something that would interest you, but found nothing. There was barely a need for a stimulant, and yet your brain was craving something visual. You figured you were just bored.
In all honesty, you were ready to call it a night — you’d been searching for hours and still hadn’t found anything. That was, until something finally jumped out at you.
“The Riddler” you muttered under your breath. A twink with brown hair and glasses. He wore a mask and (tried) to pose seductively for the camera — albeit a little awkward. He was nothing special, really, but something about his eyes drew you in. Perhaps his mask made it impossible for you to look at anything but his eyes. You immediately clicked on the video before you could even have a second thought.
As the live loaded, you put it on full screen and smirked a bit at the view of the boy. He was sitting on his heels, on his bed, next to some discarded clothes, wearing a white jockstrap and nothing else except for a pair of thigh high socks and a loose dark green shirt with some tacky design on it.
“ I follow you all the time and copy your every move, but you can’t touch me or catch me. What am I?” the boy asked. He was playing a game with his viewers, hence his username, you thought. Various “ughhh”s and sighing emojis filled the chat from desperate viewers just wanting to see a show. You scoffed, the answer was so obvious, only brainless idiots would struggle this much. Then again, you’re watching this shit so, you’re mixed in with them. You tried typing the answer in the chat but it got drowned out by the flood of wrong guesses. The quickest way to get him to see your answer was by tipping him. You wasted no time and sent a small tip of $5 along with the answer, “a shadow.”
“Oh! Thank you for the donation ‘arkhamknight’ and it seems you got it right,” despite his mask, you could tell he was grinning widely behind it.
The chat scrolled fast with praise towards you and thanking you for how quickly you solved it. Great, you answered his riddle. Now what?
You didn’t need to wonder for much longer as he slowly took off his shirt.
Oh.
He’s making people work to see a show, huh? What a clever kid. Luckily, you came in at the right time and he only had his shirt left before he had to expose himself to strangers behind a screen. You shook your head slightly and refocused on the live, the boy replying to a few messages, tearing him up for making his viewers answer some ‘stupid riddles’ to get to anything good. He didn’t seem to mind though, courtesy of the growing erection in his jockstrap.
As it slowly cooled down, he looked back into the camera. “So…for today’s live, I wanted to try something new. As I said earlier, it has to do with tips. And don’t worry,” he giggled a little, “I won’t make you guys guess.”
The boy slowly moved backwards to show his entire body and turned his back to the camera, on his knees, and bent forwards. Your mouth hung open as you saw the string of a green toy hanging out from the streamer’s ass. Despite your inactivity on sites like this, you knew exactly what it was.
"The Riddler" kept himself up with his elbows on the bed under him, hips up, and turned his head to look at the camera. “It's not activated yet, but I’m sure you guys won’t go easy on me” he said teasingly, wiggling his hips a bit. Of course you weren’t. Sure, it might be your first time here, but this guy— there’s just something about him— you wanted to absolutely wreck him and make him cry. But before that, you’d need to see his face.
He slightly lifted his body up, going to link the toy to the live tips. You took this chance to send another $5 tip along with a message, “how much for you to take off your mask?”
The streamer raised a brow towards the camera before giving a light chuckle and answering, “you must be new here ‘arkhamknight’. I don’t show my face, that’s my gimmick! That, and riddles.”
He was playing hard-to-get but you didn’t mind at all. People who stream on camboy/camgirl sites are either bored or need cash, badly. You could guess “The Riddler” was in it for the latter. From the initial awkwardness radiating off the live picture (that brought you in somehow), the bad quality equipment, and his…not so great clothing choice, it was obvious.
You sent a $350 tip this time around. “Even for this much?” A minute goes by with the boy just staring blankly at his PC. “Ah..Uhm, how could I not when you sent so much..?” he muttered before taking the mask off. Now you weren’t rich by any means, you probably just wasted a quarter of your savings on some stranger, yet you didn’t regret the abhorrent act in the slightest. He was undoubtedly gorgeous. You had never seen a boy as pretty as him, he looked like an absolute angel. How could he hide his face from his adoring “fans”? Once again, the other viewers thanked you for your “oh so generous tip”.
“Okay..uhm, the tip- no- the toy is tipped- fuck.” It was cute seeing him stumble over his words, guess he felt less confident without it on. He took a deep breath, “the toy’s linked to the tips..so go at it everyone!” He gave the camera an awkward smile before turning around and returning to his original position.
Some small tips slowly started to appear. Buzzing was heard as the money registered, the boy's hand flying to his mouth to muffle the sounds he was letting out, his dick already throbbing in his underwear. You slowly slid your hand under the waistband of your pants, teasing yourself through your boxers now, your excitement quickly growing at the noises the streamer tried to (unsuccessfully) hide.
You kept slow moves on yourself, soft sighs escaping your lips as you didn’t dare to let your eyes leave the screen. The tips only continued to increase— some viewers were just as desperate as you and sent huge tips— and the streamer's body shook as his arms struggled to keep his body up, moans loud and shaky. He let his upper body fall against the pillows under him and put his arm behind his back, two of his fingers shakily joining the vibrator inside of him, moving them at a slow pace. He occasionally cursed in between some begs and moans.
You were suddenly overcome with something— something like jealousy. The kid’s good at his job if he’s making you, a first time viewer, this jealous that others were making him feel good. You decided to take the lead and send a $100 tip, considerably less than your last tip, but still beating what the other poor sacks had to offer. The streamer’s back violently arching when the money registered, small tears leaving his eyes and a scream escaping his throat.
“Please- fuck.. More, please..” he said, out of breath, a smile stretching his swollen pink lips he was previously biting on.
You immediately sent another one at $150, your back falling back against your chair as you freed your hard dick from your clothes, wrapping his long fingers around it. The tip finally registered and the brunette's head fell backwards, a long and throaty moan leaving his mouth as his eyes rolled back, his orgasm washing over him.
“Thhhank youuu—fuck!!” he put both of his hands on his mouth to muffle his screams, finally cumming inside his underwear, thighs shaky. You smirked at the view, slowly stroking yourself as you went to send a $100 tip, a few other tips registering at the same time, the brunette moaning loud at the overstimulation, breath short and thighs shaking, struggling to keep his hips up. He used the last hint of strength left in his numb legs to turn around and sit down to face the camera, legs spread open. He used his right hand to touch himself through his underwear, increasing his own overstimulation.
You stroked your dick faster and faster as you watched him, not missing a second of what he was doing, silent moans leaving your lips and drops of pre-cum making your movements slick.
"The Riddler" started to take off his underwear, freeing his erection, a few more tips gifted as he did. His dick twitched and his abdominals contracted, high pitched moans leaving his lips as he stroked himself with a hand, his other one playing with one of his sensitive nipples. You went to send another tip, trying to be quick, and felt yourself getting more sensitive as you kept stroking your dick at a quick pace.
The brunette came again, head flying backwards into the pillows, his thighs shaking and abdominals contracting yet again, his cum painting his chest white. Your orgasm was inching closer, your arm movements were fast, and guttural moans were escaping your mouth. You battled the impulse to close your eyes, not wanting to miss any of the streamer's movements and reactions, and several tips registering. At the second overstimulation, the streamer's lips opened to let out several high pitched and loud moans, his thighs trembling and his eyes tightly shut. The streamer hoisted his body up (after a few seconds of filthy groans and frantic cries from his lips), appearing already wrecked, and you halted your actions, slowly collecting your breath. He cautiously knelt and stooped down to retrieve something from behind the camera. The streamer had another object in his hand when he returned to the frame: a magic wand. He got down on his knees and switched it on, pressing the tip against his still-sensitive dick. His eyes rolled back as his free hand went to his mouth, a drawn out moan left his throat, ultimately muffled by his hand. As you went to send another $100 tip, his breathing was loud and his chest rapidly moved up and down.
A loud and high pitched incoherent word fell from the boy’s lips as his head tilted backwards, legs jerking again and dick throbbing against the wand, cum smearing all over it. Your hand returned to your own dick to gently rub it up and down once more, your sensitivity and orgasm still imminent. It wasn't even a minute until the streamer came again, back arching.
You came at the same time as he did, cum painting your hand white and a groan leaving your throat, eyes finally closing and head falling backwards. A few soft moans were still playing from your computer, mixing with your own. You finally regained your composure before you opened your eyes again, looking at the ceiling while breathing loudly. You then gulped heavily before grabbing a tissue and cleaning your hand and lap up, throwing it away in the bin before looking at your screen. The streamer was cleaning himself up too, still breathing quickly and a bit erratically, the pink toy still inside of his ass. He turned his back to the camera, going back to his first position with hips up and face against the pillows. He slowly pulled at the part of the toy that was outside, taking it out with a soft sigh, eyes fluttering. You didn't miss a single second of this, almost drooling at the show he was putting on. The brunette boy went to put it down elsewhere before sitting down, his cheeks stained with dried tears.
“Thanks for making this a great experience..I’m glad you all didn’t disappoint.” he said with a small smile, following with an awkward wink, his hand playing with his hair anxiously. Coming down from his high must've reminded him he didn’t have his mask on. He waved at his viewers, before bending down and stopping the stream after a whispered “goodnight..or good morning for some..”
There goes your rent money.