"He was caught cheating to begin with," Drew told ABCNews.com, adding that the Jon and Kate saga sells. "He plays into the idea in the media of this cheating husband that every woman hears. It's interesting to see what the real story is."
Mindy Roberts, a 40-year-old mother of three who serves as a panelist for Momversation.com and runs Themommyblog.net, knows what it's like to split parenting duties.
Roberts, from San Jose, Calif., split with her husband in 2005, but made an effort to do everything together like a family, just living in two separate households.
"People criticized us, because everyone believes it's better not to send a mixed message," Roberts said. "Kate is going to come out looking better because she's hanging with the kids. I don't think Jon has a full concept of what he's doing."
Roberts, who watched "Jon & Kate Plus 8" occasionally and stayed updated with Internet recaps, said there's only so much longer the show can go on.
"People get sympathy fatigue," Roberts said. "Jon is a much juicier story to follow because he is having this second childhood, but he thinks he is getting away with more than he actually is."
The 32-year-old father, who recently purchased a one-bedroom apartment on Manhattan's Upper West Side, has been linked to a bevy of female companions in the last six weeks, including Glassman and Major.
Major, who first met Jon on July 17, 2009 while interviewing him for Star, told E! Entertainment News in an exclusive interview that she was "really, really impressed and I still am, with the person that he is." They went out to dinner in New York City the next night, and Major looked smitten when photographed leaving the restaurant. The next week, the couple was spotted vacationing in the Hamptons with actress Lindsay Lohan's father Michael Lohan and "Real Housewives of New York City" star Jill Zarin.
Major's three-part interview, which aired on E! News last week, took viewers through exactly why she resigned at "Star" after the attention on her relationship with Gosselin, the status of the relationship now and her thoughts on Jon and Hailey's relationship.
"I think it's authentic," Zarin told Us Weekly of Jon's relationship with Major. "I think it's fast. I think it happened very quickly."
Just a week before that, however, Gosselin confirmed to reporters he was dating Glassman, whom he reportedly started dating just 20 days after announcing his split from Kate.
"That's news to me," Glassman told People magazine when asked about the rumors that Major was dating Jon.
Glassman, who was charged with various drug possessions while a student at Indiana University in 2005, said in the same interview with tears in her eyes, "I still love Jon and Jon loves me."
Gosselin and Glassman even spent time aboard Ed Hardy designer Christian Audigier's yacht, holding hands and relaxing while reportedly talking about collaborating on a children's clothing line, though Jon's rep claims that was never true.
On August 6, 2009, Jon was spotted with Glassman who he is apparently still dating, according to Radaronline.com. Asked if they were still together, the couple, who held hands, replied "yes."
Both repeatedly denied a breakup with Hailey saying, "Don't believe everything you read."