Factual error: The symptoms (spots, fever, etc) of chicken pox only develop 2 - 3 weeks after exposure to the virus. Therefore, when Ross knew that Ben had chicken pox, Phoebe shouldn't have developed the condition until at least two weeks later, and Ryan certainly shouldn't have developed the disease until the end of his stay (as Phoebe was his only contact with the virus).
Factual error: When Monica rolls an 8 to buy everyone a steak dinner, the one die is positioned with a 5 and 4 facing the camera (the 5 on the left, and 4 on the right). With the die that way round a 1 is always on top. There is no other way to get the 5 and 4 combo. This means that Monica had a 7 on the other die, That is impossible. And so she did not roll an 8.
Factual error: When Pete takes Monica to Rome for the date this would have been impossible as Rome is 6 hours ahead of New York and at least 4/5 hours travel time, assuming they went by Concorde (double that otherwise). They would have had to have left New York early in the morning to make dinner for 8/9 pm in Rome.
Factual error: Before Ross goes out to play the second half of the rugby game, Emily gives him some tips on how to hurt the other guys. She says one of the guys doesn't wear a cup. These guys are all English players who love rugby. Rugby players would NEVER wear a cup for rugby is more of a grinding sport than hit and miss. These guys would be crazy to wear a cup.
Factual error: Monica takes an ovulation test to see if she is still ovulating. The ovulation test only works before you ovulate (usually 24 to 36 hrs), to detect the LH surge that comes before you ovulate. Once you ovulate that surge is gone and the test will not work.
Factual error: Joey and Chandler are supposedly crossing the George Washington Bridge but the exterior background viewed from inside the car is very obviously a repeat reel of another bridge, and their conversation goes on for far too long for the actual crossing. And the cutaway shot after Chandler is kicked out of the car shows an aerial view of the Brooklyn Bridge.
Factual error: The main part of the episode is played out in Chandler & Monica's hotel room (which is situated in between Rachel's and Ross's rooms). The window is opposite the audience and the door on the right. However whenever we see inside Ross's hotel room, he has a window opposite the audience as well. This is impossible as this should be where the hallway is to get to the main door to Chandler & Monica's room. Also, throughout the episode Monica, Chandler & Phoebe all listen through the walls (on either side of their room) to what the other friends are saying, meaning there must be no gap between Ross's and Chandler & Monica's rooms- making the window in his room geographically impossible.
Factual error: Joey always grabs his back when he gets his pain from his kidney stones. This is a classic referral pattern for pain when the stones are in the kidney. However, the doctor says that the kidney stones were too close to the bladder. Stones in the ureters classically refers the pain to the groin area.
Factual error: This mistake is from series 6 onwards, with Ross' new apartment: There is an impossibility with Ross' kitchen, but not all of the time. It depends on the layout of the hallway outside his apartment. If the hallway continues along for a bit before going left or right, then the kitchen should stick out. However, when the hallway is a dead end, the kitchen fits ok.
Factual error: When the gang all see the beach house for the first time, it's covered in a layer of sand, which is supposedly left over from a recent flood. Well, if there really had been a flood, there would have been mold on the walls and debris or junk from the outside, and the sand wouldn't have been nice and clean and dry; it would have been moldy. And there would've been a pattern, likely on the walls, of where the water rose up to and where it receded. Not only that, but how did it get in? All of the doors and windows are intact.
Factual error: When Ross shows Chandler the book, he claims it is in "the biggest library on campus" at NYU, which would be Bobst library on Washington Square Park South. Later, in Central Perk, when Ross tells Rachel and Joey about the people "making babies" in front of his book, Joey says, "Wait a minute. Fifth floor, against that back wall?" Bobst's fifth floor is conference rooms only; there are no stacks on that floor. Joey might have been confused, but Ross should know better, being a professor and having just visited that location.