It would appear that Massie thought it might be too soon after his wife’s death. He’s the one that allegedly paid the woman to conceal the relationship. Why else would he pay her to hide the relationship?

I don’t know if the allegation is true or false. I’m simply pointing out that if it’s true, Massie was concealing it from the public.

This is also from the article: A former congressional aide now running for school board in Florida is accusing Rep. Thomas Massie (R., Ky.) of offering her thousands of dollars to conceal their romantic relationship, which she says began just months after Massie's first wife died. The woman, Cynthia West, said Massie got her a job on Capitol Hill from which she was dismissed after refusing his requests to "engage in behavior" that she "wasn't comfortable" with. West detailed the allegations in a video interview with Kentucky attorney Marcus Carey. She said Massie first messaged her on X in mid-August 2024, less than two months after the death of his high school sweetheart and wife of more than 30 years. The pair formed a "very romantic, intense relationship," according to West, who said she visited Massie at his home in Kentucky and went on "trips" with him, including to South Africa, where Massie addressed the Libertarian Society of South Africa in late November 2024.

Honestly, I don’t know, if this is true or false, but it might be why TPUSA has withheld their support this time around.