Extension September 2021 Drabble #1

Part 1 (Patreon link)

Part 2 (this part)

Jesse solo – Jesse lets his thoughts wander while he fucks a fleshlight for the stream.

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He guesses it helps that he has no shame whatsoever. He doesn’t care about those perverts’ money or about the shit he says just to get them to pay him. It’s fun, even. He likes being crude and he likes that they are stupidly into getting berated by daddy.

He fingerbangs the toy longer than he needs to just because the chat is going absolutely wild for it.

“Y’know there’s this dude at my workplace. I think he’s got a cunt just like this one. A damn sloppy hole that could take a dick any day of the week without problem. He likes to pretend he’s this prim and proper angel but I know a pervert bitch when I see one. He’s just like you guys. Going belly up for daddy’s fat beer can cock.

“You degenerates got no pride, do ya? You’d go on your knees and bark like dogs if I told ya to.”

He waits a second and soon enough the chat fills with variations of ‘woof’ like they can’t wait for the opportunity to get degraded by Jesse fucking McCree. He’s never felt so… powerful. Fuck. He lowers the toy from view and instead kneels up so his cock is right fucking there; swollen and ruddy red, the tip glistening with just a bit of pre.

“Didn’t wash that thing in a few days. ‘S pretty damn ripe… but I bet that gets you nasties even hotter, huh? Can’t wait to shove it down your throats and clean it up nice… disgusting pervs.”

He doesn’t wait to look for their reaction. He knows that they are losing their minds anyway. He doesn’t tend to react to it but they often enough talk about how he must reek and how much they’d love to stuff their faces in his humid ass crack or into his armpit.

Jesse shifts around, getting back into the position he’s tested out earlier. He glances to the preview just to make sure they have a good side-view of his body, his hairy belly hanging just-so. He’s pretty good in shape but gravity tends to not be kind. Not that he cares… the pervs are into him anyway. It’s honestly kind of nice to know that so many people are just so damn hot for him and his burgeoning dad bod.

He places the fleshlight beneath himself, bracing the bottom against the bed and lifting it until he can fit the swollen tip of his cock against the fake asshole he fingerbanged earlier to get everything nice and lubed up. It’s a pretty high-class toy… definitely the most expensive he’s ever had.

Streaming is lucrative. He rolls his hips, getting a feel of everything, then slowly starts to bear down to spread the lubed up rim around the fat crown of his bull cock. God, the silicone feels so silky and perfect on his skin… he can feel how the gel filling is getting displaced around him as he begins to push deeper and deeper inside. It’s crazy how well they can simulate fucking into the guts of some fucker he got off the streets.

Anything to get his rocks off. He’s really not picky about the hole he dicks; never has been. Though maybe he should start getting a bit more snobby now that he got the money to do so… He can treat his dick to some nice sluts. Someone who’ll be whining and begging as they get their cunt spread on his beer can cock. It’s pretty much the only thing that he doesn’t like with the toys he’s using: they can’t tell him what good of a stud he is or how much their poor little pussies are getting destroyed on his ruddy dick…

“Fuck that’s a nice hole… Takes daddy’s dick without complaint… though a bit of whining and cryin’ would be nice every once in a while. Nothin’ beats a bimbo whore simping for daddy’s cock.”

He’s just running his mouth. Half the time he doesn’t even know what exactly he’s saying; he just likes spewing out filth and watch what’d stick. He’s sure that his coworker would hate it. Or pretend to, at least. Yeah… yeah he’s sure Gabriel would berate him every step of the way and tell him that he still got a long way to go before he can properly dick a man like him… Or maybe Hanzo? He’d probably start drooling real soon. Probably doesn’t take much to get the prissy bitch addicted to a dick.

His mind wanders as he fucks the fleshlight, meaty smacks accentuating his inside thrusts whenever he goes nice and deep. He’s not looking at the chat. He should maybe get a tablet just to lay it in front of him while he works; get a bit of encouragement as he dicks loose holes so he doesn’t get off track. His body doesn’t need his input anyway. Just show his dick a wet, gaping space and it knows what to do.

Jesse keeps drilling the thing with hard thrusts that shake the bed, laptop bouncing in his peripherie. Sweat is starting to spring up along his body and tickling under his arms. He goes even longer once he notices as much so when he pauses his fucking to check in with his audience, sweat is rolling down his body and sticks his body hair in whorls to his skin.

He sits a bit further away so his brick red dick is nice and prominent in the camera. It looks like a goddamn weapon with the fat veins bulging on either side. He’s reasonably close to coming but not enough to get antsy about it. Guy his age doesn’t chase that thrill anymore. You could say he’s learned to savor it.

Jesse McCree – cam star and connoisseur.

“You enjoyin’ the show?” he drawls as he paws off-cam for one of his cigars. He unhurriedly puts it between his lips and puffs while he lights it to get the smolder going. Only then does he look at the chat.

They’re mostly talking about the way his dick looks when he moves; it’s so ruddy red and wagging that some insist it looks like a dog dick. He doesn’t know what to think about it, so he doesn’t comment on it either way. Whatever floats those pervs’ boats.

“Y’all are talkin’ a big game but I bet once you got my buddy knocking at your backdoor y’all be beggin’ for a bit more time to prepare.” He takes a few long puffs, slow just to drag it all out. He’s figured out early on in his little side career that the best thing he can do is drag out the gratification of these nasties. “An’ lemme tell ya I can get pretty impatient when I got a sweet cunt in front o’ me.”

He stretches his back and lifts an arm casually to scratch his shoulder and show off the wet hair of his pit. The chat explodes again. He lets them watch for a few more seconds, then reaches for his dick and gives it a nice squeeze.

“Shit… alright, I’m ready to continue. Fuck, I really miss drilling a real hole. Should try and ask my coworker again. Don’t ya think he’s missin’ out? Just don’t know the good dick he’s denyin’ all the time…” He twists to grab his fleshlight, this time staying sitting down and using it to pump over his dick nice and slow. The sensation has his skin pebbling and electricity running along his spine.

“Don’t matter. I’m a persistent bastard. I’ll get that pussy pulled on my dick sooner or later.”

He braces himself behind, eyes going mostly unfocused as he jerks himself off with the fleshlight, the sound probably better now that he’s closer to the mic so they can hear the wet squelching whenever he pushes in so damn deep that the bottom of the pocket pussy is distending mildly.

Every now and then he can hear the ping of a donation going through which lets him go just that little bit longer until the orgasm is prickling through his body and setting his teeth on goddamn edge.

He growls low and throaty when he finally comes. He pulls the fleshlight half-way off so the chat can see his balls and dick pulsing as he pumps out ribbon after ribbon of cum. His vision flickers and goes a bit dark for a second before everything is over just so damn quickly.

Jesse is breathing heavily as he carefully pulls away the fleshlight and turns it so the chat can see the mess he’s pumped into it. He grins sloppily when they start to freak out again. Yeah… there’s little better than the confirmation of hundreds of anonymous people telling him he is gorgeous and that they’d pay him to step on them.

He really should think about getting a co-star though… just so he can finally get his dick wet in an actual hole and not just the toys he gets to use on stream.

Something to think about for next time.