Long enough to milk him dry!

Alex wails as you give his tight asshole a good reaming, your 8" cock hitting parts of him that no-one, not even his favorite dildo could reach. It didn't take too long for him to cum again, spurting his Sissy beta-male cum all over your chest. Alex whimpered and shook as you expertly fucked him through another couple of orgasms.

"Oh God! Oh God! S-Simona n-never t-told us you h-had s-such e-endurance... OH FUCK!"

"Oh I can go for a good two hours, how about you?"

"I-I'm d-dry, n-no more cum in me, for now..."

"Then I'll show you mercy and finish you off quickly, where do you want my seed?"

"M-MY ASS! CUM IN MY ASS PLEASE!"

You agree and start jackhammering your hips up as Alex comes down, his skin glowing from the sweaty sheen that showed just how much exertion he was being put through. Alex reaches down to his bag and pulls out a buttplug, handing it weakly to you he asks if when you've finished seeding his ass, could you plug him so that he can walk (limp more likely) around feeling your cum inside of him for a while.

You start breathing heavier and heavier until eventually your cock starts expanding in Alex's already overstretched boipussy, he has one last dry orgasm before you roar out your release, flooding his bowels with your scalding hot load. After a couple of minutes, you stop cumming and quickly replace your cock with the plug.