Following the success of his first film, Kevin Smith again made a statement about Generation X when he released Mallrats in 1995. This film was similar in some ways and different from Clerks for a number of reasons. One of the Key differences between the two was that Mallrats ended up "bombing at the box office and drawing some of the most vicious reviews of 1995" (Svetkey 25). Other differences include that this film was in color, and it had a six million dollar budget, instead of the rather small 25 thousand dollar budget that Clerks had. Some of the similarities include: the place of setting that almost never changes, as it did in Clerks, the return of Jay and Silent Bob, the story of the young woman that died in Clerks and the Generation X humor association with the negative and the stereotypical view of the slacker. In the movie, the story about the young woman who died in Clerks is the story for why the situation in Mallrats occurs. In this film, the reason why she ended up swimming to her death is given. The reason why is that the father of Brandi has a game show that the young woman was supposed to appear on. Brandi's boyfriend T.S., saw the young woman a few days before the show and mentioned to her that people look ten pounds heavier on television. As it turns out, the woman had a serious weight problem while in high school and so she went to the YMCA and started swimming laps. While she was swimming "in the middle of her 700th lap, this embolism popped in her brain and she died, right in mid backstroke" (Mallrats). In order to fix the situation, Brandi agreed to fill in for her deceased friend. After a long fight, Brandi breaks up with T.S.. Not too much later, Brodie, a friend of T.S. breaks up with his girlfriend Rene. Soon the two of them decide to go to the mall to deal with their problems. The mall in which the two people go to is called Eden Prairie Mall which is actually located in Minneapolis yet it is meant to be located in New Jersey. (Rybczynski 110)

In Mallrats, Generation X is portrayed primarily as a generation of slackers. Mallrats is seen "through the eyes not of the workers, nor even of shoppers, but of a different group of occupants: loitering adolescents" (110). One critic feels that the character Brodie is "the perfect slacker hero: the actor and Smith obviously know that in Slackerland the ability to comically recirculate very particular kinds of useless information is the only superpower worth having" (Dauphin 76). Both Brodie and T.S. are slackers, they go to the mall and they are "not there to shop. They're not there to work. They're just there" (Mittelbach 319). Clearly they are slackers, they have no job, no money and instead just sit around all day on the mall benches or hanging around with Jay and Silent Bob. We learn early on that Brodie usually spends his days at home and "does nothing but play video games and read comic books..." (319) when he isn't at the mall. The viewer also learns that he has no college ambitions. Judging from this profile, we can assume that he does not have any plans to do anything at all. Jay and Silent Bob are also among the group of loiterers at the mall. Their purpose however is that they are "knights-errant, ready and willing to destroy the mall for the sake of their two lonely friends" (319). They try to destroy the stage where Brandi's father's game show is on, but do not succeed due to the toughest security guard ever, La Fours.

Also in Mallrats, the characters Brandi and Brodie are the only characters that display factors about Generation X that aren't stereotypical. This factor is that many Generation X'ers still live at home with their parents. Other that this, Mallrats is simply a movie in which slackers are shown.

1997 was a turning point for Smith in many ways, especially for his message about Generation X. In 1997, Chasing Amy was released, and once again Smith received alot of attention for his movie. This time it wasn't for rough language, but for its plot. Smith's explanation for his reasoning for the creating of his movie was that he likes to "write stuff that you don't usually see on the screen" (Smith). Chasing Amy is a movie about a comic book artist who falls in love with a lesbian and eventually the lesbian also falls in love with the artist. During this time the artist's friend is angry at him because of all the time he spends with her and how he seems to be ignoring all other responsibilities. The friend also feels that it is impossible for a lesbian to date a man because he thinks that all women who are gay, hate men. This plot involving the gay community is what attracted so much attention, probably because not many directors ever used such a topic in their film. One critic said that with "his own roundabout way, Mr. Smith identifies sexual conundrums that movies haven't often dealt with before" (Maslin Chasing Amy review). Despite all the attention that Smith has gotten for this movie, it still did not affect what people thought of it in terms of its entertainment value.

Aside from making a movie about relationships involving lesbians, Smith once again shows his interpretation about Generation X. This time, Smith gives alot of attention to Generation X'ers who own their own business. All of Smith's characters have created their own comic book and are making a name for themselves. Holden and Banky, the two of the main characters currently have one of the most popular comic books on the market. Their book is entitled Bluntman and Chronic, in which the two super heroes are modeled after Jay and Silent Bob. By having his characters have their own business, Smith once again is giving another example of Generation X.

Unlike his previous two films, Smith does not include any characters, with the exception of Jay and Silent Bob who are in only one short scene, that represents the slacker character. Instead Smith makes all of his characters hard working and ambitious. When compared to the other two movies, Chasing Amy basically promotes Generation X and their good qualities.

One of the main characteristics about Generation X that was clearly shown in Chasing Amy exclusively was the fact that Generation X is the most diverse and the group that sets the most trends when compared to any other generation. (Losyk 7) This especially was exhibited in Chasing Amy. In the movie, the diverseness of Generation X is represented by the characters who are gay. The character Hooper X is an example of this. He shows the diverseness through how open he is about his own sexuality. He is not conservative at all. The only time he hides his true self is when he is trying to sell his comic book and when someone recognizes him as the author of his book. When Hooper isn't himself, the "openly gay Hooper dons a militant black power macho act to publicize his creation White Hating Coon properly" (Wibking 16). Hooper's book White Hating Coon is just what it sounds like. Hooper's acting is done to help promote his book and his image. When asked if his agent allowed his theatrics Hooper replied:

Hooper: Condone? why they insist, I need to sell the image to sell the book. Do you think the audience would buy the whole black rage thing if they knew that the writer was a..

Banky: Faggot?

Hooper: When you say that you sound so sexy. (Chasing Amy)

    Following the dialogue, Hooper goes to Banky and kisses him. Banky however is not pleased. In the very beginning of the film the viewer sees the "black militant cartoonist.." (Hoberman 79) acting in a violent manner. He is giving a speech to the crowd about racism and its connection to the Star Wars trilogy. His argument is that "the Jedi conquest of the galaxy is a form of the white gentrification..." (Maslin Chasing Amy review). In one review of the movie, Hooper was characterized as "a later-day Black Panther" (Huisman 71). Later on in the scene he pulls out a gun and shoots Banky. It turns out that the bullets were only blanks and that it was just a staged act. Other than this he is very open about himself and does not care what others think about him. Another character who is gay in Chasing Amy is Alyssia Jones. Alyssia is the lesbian who falls in love with Holden. Her book is entitled The Idiyosencratic Routine. In Alyssia's book is a non violent comic book, and deals primarily with relationships and love. The cover of her book pictures two girls holding hands with a big heart above them. Alyssia's feelings about her book is that "there's not much room for hearts and flowers in this big guns, big pecks, big tits world, if I sell two issues I feel like John Grisham" (Chasing Amy). The real reason for the comic book is to show how open Alyssia is about her feelings and sexuality. Chasing Amy is definitely the most serious of all Smith's films. Despite the plot of a guy who falls in love with a lesbian, the film does give a very good picture about Generation X. This film overall promoted Generation X and what they were really like. Not once were the main characters shown as lazy or without ambition.