He'd never had anyone's mouth around him before, and all his imagining what it'd feel like couldn't really compare to the real thing. Though Teddy knew it was crystal-clear by now how inexperienced he was, he didn't wanna treat that as a free pass for mistakes which might sour things for both of them.
To his relief, Joshua didn't pull away, instead leaning into Teddy's palms in that same heart-tugging way as earlier. Joshua didn't chide him, instead reassuring him despite that thread of hoarseness. The gambler had him dead to rights: Teddy balked at even the idea of pushing the other man too far, of focusing so much on his own pleasure that he'd ever forget Joshua's.
Biting his lip again, Teddy gave a small, sheepish nod, a soft whine escaping at the first kiss to his cock and a shaky breath fluttering through his nose at the next. His ears reddened a bit darker in place of an answer to the question teased over his tip.
What he was doing to Joshua? When the latter was the one sending wave after wave of thrilling heat through every part of Teddy, just from a few licks and sucks on his arousal? Joshua was feeling like this too?
A thought as heady as the older man's attentions.
Another shiver rippled through Teddy's thighs with those rolling squeezes to his balls, as if to accentuate the praise. He wanted more still, wanted everything Joshua promised, wanted that hand on his rear to slip fingers into the cleft and —
'You're gonna break for me 'n I'm gonna catch ya'.
His cock visibly twitched, mouth falling open with a hitched sigh of a moan that jumped louder when Joshua's mouth descended again. "God, yeah, please..." Tension coiled hot and fraying in Teddy's groin, wound tighter by the moan around his length. "Please, like that, just...!"
His sense of time entirely melted away in the warmth of that skilled mouth, the grasp of those teasing hands, the feel of Joshua's hair in his curled fingers. There was only each moment, one after another, marked by sensations and unabashed sounds and the sight of Joshua now seared into Teddy's mind.
Then there was the hum, the tight swallow, the beautiful green eyes fixed so intensely on his. Heart pounding, he did have experience with how that fraying heat low in his gut gained urgency. The reflexive thought of stopping to make this last longer was drowned out by need, and by memory of Joshua's commanding reassurance: 'You're gonna finish for me as many times as you can handle'.
Even so, Teddy did want to warn the other man, at least.
"Mi— mmh! 'm gonna... fuck, Joshua, 'm close, I-!"
It was all he could manage before that fraying tension snapped.
Toes curling in his boots again, the tremble in his thighs spreading into his knees and stomach, Teddy tipped his head back against the wall as his eyes closed beneath an upturned furrow in his brow. His balls tautened in Joshua's hold as he came, his flush blooming further down over his chest and freckled shoulders. More full-throated moans, growing breathier each time, accompanied every spurt of his release.
After, the shake in Teddy's knees dragged one heel a couple inches forward on the floorboards; one hand let go of Joshua's hair, to hurry and brace on the gambler's shoulder. Head dropping forward once more, he loosened his other hand's grip as well to cradle the back of the older man's neck this time.
Despite his panting, Teddy smiled, still a tad shy but sunny and earnest nonetheless. "Was that good?" A beat, and that shyness grew as he tried to rephrase. "I mean, was I alright?"
The truth of those questions put together - was I good for you? - might make Teddy faint from embarrassment if he tried to voice it.