With Joe safely out of the studio, Howard turned to Aspen to see if there was a way he could give away the rest of PartyPoker.net's money. He suggested Aspen play High/Low for the money, with the only catch being, if she chose incorrectly, she had to remove an article of clothing. Aspen immediately said no. Gary reminded her that Howard had a lot of influence at Playboy and could easily get her considered for the magazine. Howard then told her if she played the game, she could quit whenever she wanted. The game started with a 4 and with only 2 cards lower than that, $500 seemed like a lock, but Aspen still said no, so Howard upped it to $1000. Before she answered, Howard had Gary stop and put on his burka. After much hemming and hawing, and ALMOST doing it, she again said no. Howard turned the card over anyway and it was a 5 - meaning Aspen missed out on $1000. Howard then made the same offer, $1000 for the 5 and Artie added that, based on his extensive gambling experience, there was no way she could lose - but again, she said no. And again, the card was turned over to reveal an 8.
Sal came in with a possible solution, Aspen put on a white t-shirt and instead of taking it off, she would be squirted with water from a super-soaker if she was wrong; in other words, no nudity. Aspen finally succumbed to the pressure and guessed lower; and it was a six, winning her $1000. Aspen thought the next card would be higher so Howard then offered her $5000, but she would have to take her top off if she was wrong and she backed out. Gary turned the card over anyway, revealing an Ace - meaning she not only missed on the $5000, but the next card was a lock to be lower, since there are no cards higher than an Ace. Garry then re-shuffled the deck and pulled out a 7. Again, Aspen thought the next card would be higher and was willing to go back to the wet t-shirt option, but wouldn't risk taking her top off for $5000. So Howard ended the game and had Gary turn the next card...revealing a King! Gary then revealed a few more cards and each one would have been an easy pick for her. Howard joked that she could have won as much money as Donald Trump had she stuck with it.