Vince D'Angelo, played by Bobby Cannavale. A police officer, but not a very good one, Vince met Will when the two went up against each other in traffic court over a ticket given to Karen. Vince was friends with Joe & Larry, and was Will's first long-term relationship in the series' run. They ultimately broke up after Vince lost several jobs in a row and needed some time alone. In season 8, he ran into Will again, and - when they both attended Will's father's funeral - they began to realize they still had feelings for each other, eventually rekindling their romance. As revealed in the show's finale, Will and Vince were eventually married, and raised a son - Ben - together - who ultimately married Grace's daughter Lila.

Barry, played by Dan Futterman. Karen set up her hopeless cousin Barry with Will shortly after he came out. Will and Jack soon undertook a Pygmalion-esque attempt at turning Barry into a more confident gay man, ending when Will fell for Barry but Barry wanted to play around before settling down.

James Hanson, played by Taye Diggs. Will's boyfriend in season 8. He is Canadian and married Grace to get a green card. When Will discovered more about James's dislikable personality, they broke up and Grace got the marriage annulled.

Matthew, played by Patrick Dempsey was a sports reporter Will met at the Banana Republic while trying to help Jack woo him. Jack and Matt had little in common and Will instead found himself in a relationship with him. They dated for awhile but Matt's refusal to come out led to their break-up.

Diane, played by Mira Sorvino. The third of the three women Will has ever dated, the only one he ever slept with (although he left before she woke up the next morning). She is also one of Leo's exes. Both of these facts made Grace very jealous. Diane stated that Will was much better in bed than Leo. Diane was shown briefly (though she had no lines) in the season-3 episode titled "Lows In the Mid-Eighties" but was played by a writer's assistant, Lisa Borgnes, and had red hair.

Claire, played by Megyn Price. Will's high school friend/girlfriend, the first of the three women Will has ever dated, the second being Grace. She lives in Paris and asked Will to donate sperm so that she could have a baby, but Will realized that if he was going to donate sperm, he wanted to donate it to Grace.