I Love New York (season 2)

First aired October 8, 2007

New York is back for a brand new season with 20 new men. This season things are different and New York has picked 5 men from the internet, Sister Patterson has also picked 5 men called the "mama's boys". During the mixer, some suitors make a bad impression to New York and her mother. Wolf reveals that he has a big penis causing New York to laugh. At elimination, New York eliminates 5 men Sweetie Pie, Champion, Milliown, Ears, and, Doc were eliminated. 3 out of 5 men who were picked on the internet were eliminated on the first night, 1 was from the "mama's boys",and 1 was picked by producers.

• Eliminated: Sweetie Pie, Champion, Milliown, Ears, Doc

First aired October 15, 2007 (3.2M viewers)[5]

Now down to 15 men, New York invites the guys to a pond where they must prove their love by swimming to her and presenting her with a gift. The guys who make the best impressions will receive dates with New York. Midget Mac nearly drowned after his flotation device popped and Buddha saved him. When the guys find out that one of their housemates is "re-gifting", they proceed to tell NY about it. In true New York fashion, she lets the poor guy have it. Will he be one of the three to be eliminated, or will he squirm his way out of the mouth of danger? Meanwhile, a huge controversy arises when one suitor intercepts another man's flowers for NY, and presents them as his own. The only thing better than the drama is his story of where the flowers came from. Unsure decided to quit the competition because the jacket that he gave to New York wasn't for her, instead was for his sister and the other guys got upset about this and told this to New York and he told her that he won't be with people who don't do the right thing but he remains in the house until the elimination where New York threw his jacket and kicked him off very angrily. After this she sent home "Yours" because he spent all the time sleeping and he drew an unflattering picture of New York, this upset Sister Patterson because Yours was a "Mama's boy". She also sent home Knock Out because of his looks and his violent tendencies.

• Challenge: Swim across a pond and present New York with a present.
• Challenge Winners: Buddha, Midget Mac, Tailor Made
• Eliminated: Yours, Knock Out
• Withdrew: Unsure

First aired October 22, 2007

With 12 guys left, some of the boys play a prank on a few of the "less popular" men that keeps them up all night. The sleep deprived few head into the days challenge a complete mess, but will the prank-ees have the last laugh at the end of the day? Wanting a man who can help build her financial empire, NY asks the boys to create a marketing plan to build her brand name. Some ideas are legitimate and professional and some are off the charts. Later, one of the guys from the winning team steals a private date with New York away from his teammate. The result is an angry house waiting for the back-stabber on his return. The following day, during a fashion photo shoot, someone gets down on his knees to impress New York. New York may have to send home more than one man. Man Man and Cheezy were both eliminated.

• Challenge: Create a plan for New York's empire.
• Teams

• Blue: Wolf, Buddha, 20 Pack
• Green: Mr. Wise, Punk, Pretty
• Yellow: Midget Mac, Man Man, The Entertainer
• Red: It, Cheezy, Tailor Made

• Challenge Winners: It, Cheezy, Tailor Made
• Eliminated: Cheezy, Man Man

First aired October 29, 2007

New York has barely wiped the morning out of her eyes when a fight breaks out between Tailor Made and Buddha. Although NY can be a tolerant person, violence is non-negotiable and she is faced with the tough decision to let Buddha go. Eager to see how the other boys deal with aggression, NY brings them to a Muy Thai gym where she tests their ability to take a good old-fashioned beating, with a new-fashioned twist. The team who handles the challenge the best, wins a date with NY. Back at the mansion, tensions rise as a "snitch" is revealed among the men. This "snitch" will stop at nothing to get ahead and ultimately win NY's heart. During her double date, NY reveals some gossip she heard from this source. Things come to a real heat when the guys confront Tailor Made back at the house. Before the night is over, curses, heated threats and gross injustices are exchanged. A fight between Tailor Made and Mr. Wise breaks out, in which Tailor Made spits on Mr. Wise. When Tailor Made reveals this to New York, she is pissed because she gets a flashback to when Pumkin spat on her in Flavor of Love (season 1) . New York is confronted with yet another act of violence under her roof. In the end, 20 pack is eliminated.

• Disqualified: Buddha
• Challenge: Team that performs the best in the boxing match wins.
• Teams

• Pink: The Entertainer, Wolf
• Yellow: Punk, Pretty
• Black: It, Midget Mac
• Blue: Tailor Made
• Red: Mr. Wise, 20 Pack

• Challenge Winners: Mr. Wise, 20 Pack
• Eliminated: 20 Pack

First aired November 5, 2007 (3.5M viewers)[6]

After snitching, fighting, and spitting, and nearly getting eliminated, Tailor Made is the house enemy and anxiously waits for an opportunity to redeem himself. The guys find out the next challenge will involve an offering and a blood oath to test their devotion to their goddess New York. When "It" refuses to sign, and another signs an oath that includes obvious lies, New York is left worried about who she can really trust. Later that night there are some strange events in the house, which are hard to explain and make everyone wonder just how powerful spirits and lies can be. A visit from Sister Patterson ends in an argument with The Entertainer, putting him on thin ice. At the elimination, New York eliminates Midget Mac because she thinks he needs more time to overcome the loss of his deceased wife and time to be with his children. She also eliminates It, accusing him of being a fake and too dumb for her. The guys are in for an even bigger surprise when she brings Buddha back.

• Challenge: Offer something sentimental to New York and sign a blood oath.
• Challenge Winner: Punk
• Eliminated: It, Midget Mac
• Brought Back: Buddha

First aired November 12, 2007

New York surprises the guys with the return of Buddha. Tailor Made is unhappy as his world is suddenly turned upside down and he fears for his life. Later, the guys compete in a cooking challenge run by Season 1 favorite, "Mr. Boston". New York must endure tasting the boys' cooking. New York also gets a guest spot on the show "Nip/Tuck," and she takes Wolf along to keep her company. At the set, Wolf in the trailer farts so loud it wakes New York up. He blames this fart on the tuna she fed him, saying it tasted like a "cow tongue". She was very shocked by this but on set she surprisingly remembered her lines. At eliminations, she let Wolf go, claiming he was too much of a "country bumpkin". Jokingly, she said before he left, "We can get some ribs together or whatever y'all do in Texas."

• Challenge: Cook a meal for New York.
• Challenge Winners: Buddha, Wolf
• Eliminated: Wolf

First aired November 19, 2007 (4.39M viewers)[7]

New York invites the remaining six guys' exes to the house and this time, there's a special twist involved. She's bringing two of her exes, Chance and Real, to help dig up some dirt on her guys. The only problem is that feelings resurface when the old flame admits he still has serious feelings for New York. When her "new" guys catch wind of this, all hell breaks loose. Later on, Pretty quits the competition because of the interrogating his sister received and New York asking her way too personal questions regarding his sexuality. At eliminations, no one was eliminated as a result of Pretty leaving the mansion.

• Withdrew: Pretty

First aired November 26, 2007

With 5 guys left, New York wants to find out who's the most compatible with her and who's just plain crazy, when she takes the boys for a psych test. Things get tense, when it is revealed that one of the guys, who has been frustrating New York with mind games, may be using her to further his acting career. Her feelings for this person are thrown even more up in the air. After the test, the most compatible guy wins date with New York and discovers that three's a crowd at an exotic restaurant. The next day, New York brings her boys to see her therapist, renowned relationship author Dr. Allen, for a session of couple's counseling. Here, New York discovers that the individual she secretly has the strongest emotions for, is the one who also has been frustrating her the most. Also, Buddha is accused of being on a BET show called Hell Date. New York questions him and Buddha tells her that he is indeed on the show, and she becomes very upset with this information she received. Later, The Entertainer, the winner of the challenge, goes on a date with her. Back at the house, the guys play a prank on The Entertainer and he plays a trick himself by pretending to leave. After the jokes, it was eliminations where Mr. Wise was sent home for not being aggressive enough.

• Challenge: Take a psych test.
• Challenge Winners: The Entertainer
• Eliminated: Mr. Wise

First aired December 3, 2007

With only four guys left, it is time to clean house. New York has invited some special guests - the guy's parents, so she gets her boys to scour and scrub her house for their arrival. Upon meeting her possible future in-laws it doesn't take long for New York to realize that these apples don't fall very far from the tree. While some parents are instantly in awe by New York, it takes others a little longer to warm up to her. Later, New York takes two of the families out to dinner, but before they can even break bread, all hell breaks loose. Hoping to make the next family outing a bit calmer, New York stays closer to home, but again is unable to create a happy family reunion. In the end, New York learns a very valuable lesson: You can't choose your family, but you can choose your lover and his family. Possible in-laws become outlaws as The Entertainer is sent packing because New York claims that he is a "loser" for the fact that he lives with his parents, and that he is so cheap.

• Dates

• The Entertainer & Punk: Dinner date with family.
• Buddha & Tailor Made: Date in the backyard with family.

• Eliminated: The Entertainer

First aired December 10, 2007

After the last elimination, New York tells her final three men to pack their bags because they're heading to Miami. Miami is a party city, but things quickly get serious when New York invites one man to spend some alone time in her beachfront villa room the first night, leaving the other two shocked and angry. As New York spends quality time with each man, she starts to realize that two of these guys are totally devoted and in love with her while one is manipulative and hard to trust. At elimination New York must decide whether to listen to her mind or her heart and lets Punk go. Punk is eliminated, and Sister Paterson questions her decision. She says to New York, "You're dead meat, girl!" indicating that she believes that New York made the wrong choice for herself.

• Eliminated: Punk

First aired December 12, 2007

A catch up with New York, with bonus scenes not aired on TV.

First aired December 17, 2007 (5.4M viewers)[8]

• Winner: Tailor Made
• Runner-Up: Buddha

First aired January 6, 2008 (4.86M viewers)[9]

All of the men are back to talk about this season with New York and Sister Paterson. Where New York accepts Tailor Made's proposal.