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Vlad and Milo's first time getting naked and handsy, right after they start officially dating each other!
Milo, being extremely embarrassed about both his traditional Jackhælic circumcision and worse, his freakishly huge penis, is very reluctant to let his new boyfriend see anything below his waist, even if Vlad has definitely given him some through the dorky khaki touches on their previous time hanging out, thanks to Milo's skillful concealment and confining briefs the maned wolf boy didn't expect his boyfriend to be quite so Large. It doesn't help when Vlad tries to ease Milo's anxiety by telling him he's totally gotten his paws on tons of huge cocks before (even if he really hasn't) and ends up making the shy jackal feel even more dorky and self conscious!
Luckily, Vlad's secret power of talking boys into taking their pants off activates right when he thinks Milo's going to panic and run off into the night, and a few light ear smooches while he asks Milo about his favorite Premium Collectible Card Game later and suddenly Vlad is snout to snout with Milo's Cut, Monster Whopper (Which becomes Vlad's favorite way of describing his boyfriend's penis because it annoys him to no end), and while it's bigger than even the older boys he's given handies to, it's Milo's lack of a foreskin that throws him off more than anything. Although a jar of Paws-So-Soft lotion purloined from Milo's bathroom mostly solves that issue and suddenly Milo realizes he's getting his Erection touched by a Boy, a boy that he likes even, and the nervous jackal teen finally begins to relax a little, his innate Sex Haver Skills finally surface and he starts getting pretty into Vlad jacking him off, even if his technique is a little different than what Milo is used to, the maned wolf touches the head a lot more than he usually does and it's a little bit intense, although mostly in a good way! Maybe a little too good even, as Milo begins to worry that he'll look like a dork when he Orgasms his Ejaculate. Vlad of course rolls his eyes and tells Milo everyone looks like a nerd when they blow their wad, earning him a shy smile from Milo that gives Vlad some Weird Feelings. So he settles for tongue kissing Milo while he speeds up his jacking, enjoying the nerd boy's clumsy thrusting into his paw.
Finally, Milo squirms and moans, his blunt glans flaring a little as he jets the largest load Vlad's ever seen all over his paw and Milo's belly, something which of course embarrasses Milo even further. But before he can get too embarrassed, Vlad decides to distract him the tent in his own undies. Will Milo find the courage to jack off his first prepuce equipped erection? (Yes, obviously yes)