These are what we call the 'YMMV items.' Things that some people find in this work. We call them 'your mileage might vary' because not everyone sees these things in the same way. This starts discussions in the trope lists, a thing we don't want. Please use the discussion page if you'd like to discuss any of these items.
YMMV: Will and Grace
Crack Pairing: Would you believe that there is actually a very large portion of fanfiction writers that 'ship Will/Karen?
Crowning Moment Of Awesome: In "Grace Replaced", after Grace and Val went from physically and verbally fighting eachother, to talking it out at Will's behest, to almost immediately becoming good friends, complete with Val trying on Grace's clothes to replace the shirt she tore, Will laughs to himself and says "straight men must be out of their minds."
Fair for Its Day: Offensive as it may have sometimes seemed by the time it ended, it was one of the first American shows with a gay man as a central character, and remains one of few not relegated to cable at midnight.
Additionally, the show's original run happened right during the tipping point of cultural acceptance of homosexuality. As such, it started out as a landmark step forward to have two gay leads on a popular network show in prime time. However, as homosexuality became more socially acceptable and more serious material was made, the show seemed less fresh and daring.
One interview with the creators indicates that they were fully aware that they were at a tipping point in social attitudes and were trying to play a delicate balancing act. Essentially they knew that they couldn't have a Straight Gay character like Will without part of the audience saying "That's not what real gay people are like!" and they couldn't have a Camp Gay character like Jack without the other part of the audience saying the same thing. So they put both in there and hoped they balanced out. The fact that Will became a bit more camp over time was most likely due to Rule of Funny, but also possibly the fact that Jack started getting episodes that took his feelings and emotions seriously too... they were still in balance.
Freud Was Right: Jack has the classic Freudian family pattern for homosexuality, but the trope's averted with Will: he's always had a good relationship with his father, and was close to his older brother Sam until he told Sam what he thought of Sam's fiancée. Will is, however, his mother's favourite. Will's gay friend Larry also appears to be very close to his mother. Elliot, on the other hand, also has the classic family pattern for homosexuality but he's straight as an arrow.
Hollywood Pudgy: Jack regularly calls Will fat, but is the only one to do so.
There were a few rare barbs thrown at Grace by Karen (who usually called her boyish and flat-chested instead.) However, this showed clearly that this was deliberate. A few critics mentioned that the fat jokes thrown at Grace weren't as funny when Debra Messing was pregnant, showing that this was supposed to play off the Values Dissonance of making fat jokes toward the slender McCormick and Messing, similar to the fat jokes made toward Vivian Vance during I Love Lucy.
Les Yay: Karen and Grace got to kiss far more than Will or Jack ever did.
Karen also has quite a bit of Foe Yay with Lorraine. Best summed up when Lorraine was trying to steal some of Karen's jewels. After the takes off the visible jewels, and the ones hiding in her cleavage, Karen merely responds, "And...?" Lorraine then spreads her legs further apart and more jewels fall to the floor. Karen's response? "Impressive. Had we met under different circumstances, this might be 'hello' instead of 'goodbye.'"
Also in one episode, Karen mentioned having a crush on someone with long blonde hair as a kid, but she couldn't remember whether said crush was male or female.
She also once had a Thanksgiving hookup with a plumber, at Stan's behest—played by Mullally's real-life husband Nick Offerman, now well-known as Ron Swanson.
Values Dissonance: Partway through, they started to imply Vague Age with Karen, joking either she made a deal with the devil, or was so perpetually filled with pills and alcohol, she was somehow pickled and therefore immortal. She then would occasionally make a comment that would sound more appropriate coming from a bigoted person from the turn of the last century. She refused to believe that a woman could be a doctor, and when Rosario once said that she played Maria in a production of The Sound of Music, Karen said she would have paid six chickens to see that (Rosario's response: "It was an Equity Theater, you racist bitch.") Frequently she comments that she believes than El Salvador (where Rosario is from) is come dusty, barren South of the BorderLatin Land stereotype.