Yes to both!

Taboo smiled at his son as he eased his softening cock out of Ultraboy's now slick back passage. Ultraboy groaned as Pleasure deliberately dragged his mushroom shaped cock head over the now submissive heroes tender prostate, making his cock start to harden again.

Taboo walked around behind the bound hero and decided that he would give Ultramom a little extra before taking her as his bride. Dropping his trousers, Taboo revealed his cock, which was a couple of inches longer then Pleasure's, lining up with Ultraboy's slightly gaping hole, he thrust forward, driving his cock to the hilt in one go.

"OH FUCK!" Screamed Ultraboy as his asshole was breached by what felt like a missile. Taboo laughed as he bottomed out in the bound heroes ass. Giving Ultraboy a second to catch his breath, Taboo smiled as he started slowly fucking Ultraboy, making him whimper at the new feeling of fullness.

Ultraboy was struggling mentally to process his defeat, he should be angry and start trying to fight back, but at the same time, his body was loving being used by two of the biggest cocked villains he'd ever faced.