Tabloids focused on Princess Tsuguko late 2019 and early 2020 about a possible engagement.
Jprime December 17, 2019 reported Princess Tsuguko would soon be engaged to her boyfriend of several years, a major bank employee. Reporters tried to ask him (referring to him as Mr. A) in November while he hailed a taxi but he quickly escaped.
Bunshun followed Princess Tsuguko and her alleged boyfriend leaving a seafood pub in Ginza on January 10. Photos include Princess Tsuguko and a female friend visiting an Okinawan restaurant in September 2019.
Bunshun become bold. Their reporters caught Princess Tsuguko and her alleged boyfriend on January 29 leaving a shabu-shabu restaurant in Roppongi.
Exchange on
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Reporter: Did you hear that your engagement is likely to be announced?
Tsuguko: No... I haven't.
Reporter: What is your relationship with Mr. A, who is with you?
Tsuguko: It is a friend
Reporter: So, are there any other people who love you?
Tsuguko: No, I don't.
Reporter: It is often reported about marriage...
Tsuguko: I'm not saying anything to anyone.
Reporter: So, the engagement rumor isn't true?
Tsuguko: Indeed
Reporter: 6 years have passed since you said in 2014 that you probably wouldn't marry for at least 3-4 years. How do you feel now?
Tsuguko: Indeed (laughs) but he's a friend.