Episode 1

There were no contestants eliminated in Episode 1.

Episode 2

Episode 2 was two hours long and included two separate rounds of eliminations. In the first elimination round, Jessica B., Amy, Simone, Rochelle, Jamie, Donna, Natalie, and Rana Lyn were eliminated by text message. Lynette and Madeline were eliminated after being called down to the pool. Megan, Cara, and Vita were called down to the pool but kept in the competition.

Camilla, Stacy, Cara, and Brittany won a suitability challenge and were immune from elimination in the second elimination round. In the second elimination round, Vita, Callie, Mya, and Payten were eliminated by text message. Lauren, Carina, and Megan were called down to the pool, at which time Lauren was kept in the competition and Megan quit. Carina would have been eliminated but was kept in due to Megan's departure.

Episode 3

When the episode began, a box was brought in. It contained files about each woman's personal details. In this episode's challenge Food Network chef Tyler Florence divided the women into groups to Michael, Rob, or Jojo their favorite food. Jojo's mom cried since no one chose to prepare her son's favorite food (catlase and grape leaves). The chef asked Julie to make his food, and she did. Some of the women elected to prepare their own personal favorite recipes, as Meghan and Amanda cooked a stuffed pepper dish instead; Erica made a chicken casserole. After the women prepared the meals, the sons and chef judged each of the meals. The winners were Amanda, Meghan, Julie, and Erica, who were exempted from having their files opened in this episode.

After this round, the mothers opened the files. Lorraine chose Michelle. Esther chose Lauren in order to see how good she was. Khalood chose Brittany.

Although they went on dates with Michael in that episode, Carina and Jessica C. were both eliminated. Stacey and Cara both received a no via text message, and Cara threw a tantrum upon her exit. The next elimination was to decide the fates of Nikki, Michelle, and Brittany, and Brittany was eliminated at the pool.

Episode 4

The episode began with a specific focus on family holiday traditions. With the assistance of a priest and a rabbi, the women were given 2 hours to prepare either a Christmas morning or a Hanukkah party along the men and their mothers. Following the festivities, Erica and Michael had their first date, followed by Jojo and Misty. During her son's date, Khalood demanded to the producers that she be taken to her son's location. When she was taken by helicopter to his date, she was distraught when she caught the pair embracing.

The next round of the series would continue in the U.S. Virgin Islands. The men would be allowed to select two women to accompany them, and their mothers would choose one. Rob first chose Camilla and then Amanda, however, Amanda declined the invitation from Rob. Rob then picked Nikki to go with him. Esther picked Lauren to attend as well. Michael selected Erica and Meghan to go with him, and specifically rejected Michelle. Lorraine chose Amanda as her pick. Jojo refused Misty citing that she did not respect his mother, and he chose both Julie and Mindy to come with him. However, his mother, feeling that none of the women were an appropriate match for him, tore up the remaining ticket. The two remaining girls, Liz and Maisha, were therefore also eliminated.

Episode 5

In the U.S. Virgin Islands, the men had individual dates with one of the women chosen to go. Rob and Camilla, Michael and Amanda, and Jojo and Mindy had a date.

For the eliminations, the mothers were allowed to select the women they felt was most compatible with their son. In return, that woman would be both spared from elimination and allowed to accompany the man on the final date. Esther again chose Lauren, Lorraine selected Erica, and Khalood denied both Mindy and Julie the final date. Finally, the men were forced to eliminate one girl. Nikki, Meghan, and Julie were asked to leave.

Episode 6

In the season finale (which also became the series finale), the men went on a final date. Having selected neither Julie or Mindy to attend the final date, Khalood accompanied her son instead. Rob and Lauren shared another date, and during her date with Michael, Erica revealed to both him and Lorraine her status as the 2008 Penthouse Pet of the Year. The men would then have to make a final decision, and the winning pair would receive an extended vacation. For the final selection, Rob chose Lauren over Camilla. Michael picked Amanda, and Jojo picked Mindy over his mother. In the epilogue, Rob left after one day, and without Lauren. Khalood refused counseling, and that following the expiration of her contract, Erica visited Lorraine in Florida.