While in college, Stuart "experimented with heterosexuality" with his roommate Mindy which ended up the two of them sharing a son, whom he frequently sees.
As an entrepreneur, Stuart grew his company after inventing "stuff" in his garage and named it Stuff I Invented in my Garage Industries. He planned to sell his company and subsequently becomes a new client of Doucette and Stein where he is assigned to Will, after firing his old lawyers for not watching The Lord of the Rings movies. He quickly forms a connection with Will as they are both gay and had the same interests.
Relationship with Jack
Stuart is introduced to Jack after he barges in during Stuart and Will's meeting. Stuart, who is smitten with Jack asks Will to set them up. Will asks him later, and the reluctant Jack agrees after Will bribes him with and old ChapStick and all the change in his pockets, amounting 74 cents.
Jack spends a great time with Stuart and the two become close right away that Stuart insisted he stay for his meeting Will the next day. Jack, however, keeps on interrupting the meeting and the annoyed Will blurts out that Jack only went out with Stuart because he paid him to. Stuart walks out upset and subsequently ignores Jack's calls, leaving him brokenhearted. However after finalizing Stuart's sale of his company, Will sets him up again with an apologetic Jack. He admits he had no feelings for him before going out but fell for him during the four hours they spent together. They reconcile and start dating.
After seeing Zandra's apartment renovated by Will and Grace, Stuart decides to buy it for him and Jack to live in together. However, both of them feel they have moved too quickly by moving in together and decide to wait.
At the season 7 premiere, the two have broken up (off-screen) after Jack cheated on Stuart.
- He makes a "world-famous" peanut brittle.
What, Kitten Fish? — To Jack, Ice Cream Balls
I don't want to get all John Wayne on your asses, but, pardner, this one's a keeper. — About Jack, Looking for Mr. Good Enough
Oh, isn't that great? Do you remember when gay people weren't allowed to be in escrow? — Flip Flop: Part Two
|Jack:||You love that company. You worked your whole life for that company. As a matter a fact, I think that's where you were working when we met.|
|Stuart:||I can't believe you still remember that. Will, can you believe this?|
|Will:||Yes, I can. Because it was yesterday.|