A few days...

For the first 48 hours, UltraHermboy was still in too much pain from his recent additions to have sex so he just blew Pleasure, making use of his rapidly improving oral skills. Pleasure, meanwhile, had not been idle, for the last 48 hours, he'd secretly been dosing his new **** with a powerful fertility booster that his and his dad's mutual friend Dr Bluder had been working on.

Finally, the day had arrived when UltraHermboy went to his master and begged him to breed him. Pleasure passionately kissed his **** and then ordered him to get on his hands and knees, UltraHermboy quickly assumed the position. Pleasure surprised him by not immediately penetrating him, instead, he crawled under his **** and sucked his cock until it reached full hardness.

After pulling his mouth off his ****'s cock, Pleasure quickly attached a vacuum pump (with a nozzle) to UltraHermboy's cock, starting the suction.

"Don't panic, this is just a receipt for our mutual friend Dr Bluder for past favors, she wants some of your cum to see what she can do with it..."

UltraHermboy shuddered as the vacuum started, slowly sucking on his cock, while he was slightly distracted, Pleasure went behind him and started licking his new vagina, starting to get it wet in preparation for the breeding session. UltraHermboy moaned as the dual sensations started to kick in, his body reacting by shaking a bit more, his cheeks blushing as his first vaginal orgasm hit him, making him moan loudly.

After ten minutes, UltraHermboy was a quivering mess, he'd cum both vaginally and through his penis being sucked by the pump. Pleasure broke off from his oral pursuits and gave his new **** a blue diamond-shaped pill. UltraHermboy knew what it was and swallowed it without hesitation, making his master smile. Pleasure then popped one of the Viagra himself.

After eating UltraHermboy for another twenty minutes or so, Pleasure decided that now was the time, lining up behind his ****, Pleasure rubbed his cock up and down his ****'s new pussy lips, getting his stiff cock nice and wet before pushing his cock in, stopping only when he got to UltraHermboy's new hymen.

"This is going to hurt, brace yourself."

UltraHermboy grabbed the bedsheets and clenched his teeth, bracing himself for the pain. Pleasure knew that the quickest way was the best, so he pushed through his ****'s hymen, tearing it to shreds before pausing, holding his cock so that the pain would soon be replaced by pleasure (pun not intended!). UltraHermboy had screamed as the pain quickly reached his nervous system but it didn't last long due to his recovery powers (a useful power to have when you get captured as often as he did...).