Cordelia Chase — Wesley's romantic relationship with Cordelia was limited to flirting and infatuation that eventually ended after the two shared a pair of incredibly awkward kisses.

Unnamed bleached blonde — Wesley once had a one-night stand with this woman.

Virginia Bryce — The two met and slept together in the Angel episode "Guise Will Be Guise" under the false pretense that Wesley was in fact Angel. However, the two continued in a fairly serious relationship for the rest of the second season, but Virginia left because she didn't feel capable of coping with Wesley's lifestyle.

Lilah Morgan — Lilah and Wesley's relationship initially began as simply physical but eventually grew into something more. Wesley broke off the relationship after realizing that he could no longer bring himself to ride the line of good and evil.

Winifred Burkle — From the beginning of Season 3 until the end of the series, Wesley was quite clearly in love with Fred. This set him at odds with Charles Gunn. Even after the others broke ties with him, Wesley continued to help Fred when she needed it, and also tried to end her relationship with Gunn. In the episode Lineage, Wesley shot to death who he thought was his father in order to protect Fred. Fred began pursuing him in the episode Smile Time (though he was completely clueless), and their relationship would last about a week. Wesley was the only one with her when she died. Alexis Denisof described Wesley as being obsessed with Fred and that he viewed her as his soulmate.

Illyria — Though not a romantic relationship, Wesley felt drawn to Illyria as she was all that remained of Fred. Although they were mostly at each other's throats for a long period, Wesley took a keen interest in helping Illyria navigate Earth, and was easily the person who understood her eccentricities the most. For her part, Illyria treated Wesley as a trusted guide and advisor. At the very end, Illyria took Fred's shape and gave him a moment of comfort before he died.