The 2027 WNBA Draft already has a couple of rather unusual prospects, with former Boston Celtics star Enes Kanter Freedom already declaring for the 2027 WNBA Draft and fellow former NBA player Royce White doing the same. However, their draft declarations may not be the most unexpected ones after all, as it appears the WNBA may be getting an even more unlikely hypothetical prospect come the 2027 Draft.

Speaking on Tuesday’s episode of the Planet Tyrus podcast, Caitlyn Jenner revealed that she spoke to Kanter Freedom and even floated the idea of declaring herself. “Enes and I have talked on the phone quite a few times,” Jenner said. “I told him, ‘Enes, I’m a real trans person. Maybe I should sign up for the ’27 WNBA Draft.’”

Kanter Freedom’s declaration was itself a satirical protest. He argues the WNBA’s CBA only states “women” can play, without defining eligibility by biological sex or gender identity. By identifying as a woman, he claims the league must legally allow him to enter. Jenner’s comment, as a trans woman, played off that same loophole, though she did not appear serious about pursuing it.

This controversy stems from Indiana Fever guard Sophie Cunningham’s remarks that young girls “shouldn’t have to go against biological men” in sports. Her comments sparked political debate and helped push Freedom to file his draft application.

So far, the WNBA has not responded to Freedom’s application. Commissioner Cathy Engelbert privately told team executives the league is reviewing long‑term transgender eligibility policies, while stressing there are currently “no transgender problems” in the league.

Enes Kanter Freedom’s Wintrust Arena Ejection and Ban Lawsuit Assigned a Judge

The saga escalated after Freedom clashed with Natasha Cloud at Wintrust Arena, leading to his ejection during a Chicago Sky game and an indefinite ban from the venue. He responded with a 15‑page federal lawsuit against the Sky, the City of Chicago, and the Metropolitan Pier and Exposition Authority.

Freedom argues the ejection was wrongful and claims retaliation for his views on transgender athletes. He is seeking damages, legal fees, and removal of the ban.

Chicago Sky owner Michael Alter dismissed the suit as “meritless and frivolous.” The case has been assigned to Senior Judge Elaine E. Bucklo, who will decide whether the ban was lawful enforcement of conduct rules or unconstitutional suppression of speech. However, no trial date has been set.