My ex-boyfriend was so obsessed with Princess Diana that he wanted me to look just like her

A woman has shared her bizarre dating experience with a partner whose fixation on the late Princess Diana crossed all boundaries, leading to awkward encounters and constant demands to alter her appearance.

Relationships often bring unexpected challenges, but dating someone whose obsession with a historical figure becomes a blueprint for their partner can turn a romance into a psychological thriller. One woman experienced this firsthand after matching with a man whose deep fixation on the late Princess Diana eventually drove her to end the relationship entirely.

 

A Casual Match on Hinge and Early Conversations
 The connection began on the dating app Hinge, where she spotted his profile and replied to a photo of him wearing a Princess Diana t-shirt. The conversation initially revolved around fashion, including the retro website where he acquired the shirt, and television shows like The Crown. At the time, his friendly demeanor and engaging smile masked any warning signs, and their mutual banter quickly led to a first official date at a restaurant where she dressed in sporty attire as a nod to Diana.

 

Escalating Fixation and Royal Conspiracy Theories
 As the relationship progressed, his underlying fixation became harder to ignore. While he idolized Diana, he held a distinct disdain for the rest of the Royal Family, subscribing to various unhinged conspiracy theories about them. Over time, he developed a pattern of steering every conversation toward Diana. Subsequent dates included a trip to Kensington Palace where he stared exclusively at her statue, and a visit to his apartment that revealed a wardrobe overflowing with t-shirts plastered with her face.

 

The Breaking Point Over Appearance and Demure Comments
 The situation reached a boiling point after about a month of dating, when she met his group of friends for drinks. During the gathering, he looked directly at her while remarking to his friends that he wished women were more demure like Princess Diana, leaving the friends visibly sympathetic and confused. The final straw occurred back at her home when she was wearing pajamas and tying her hair into a ponytail; he remarked that she would look much prettier with a haircut matching Princess Diana. Frustrated by the constant negging and pressure to change, she shouted at him to stop talking about Diana, prompting him to storm out and slam the front door.

 

Moving On and Finding Acceptance
 Following the abrupt end of the relationship, he blocked her number immediately, bringing a swift and relieving conclusion to the ordeal. Reflecting on the bizarre experience, she realized that he was never interested in her for who she was, but rather wanted to mold her into his personal version of the late royal. Fortunately, her subsequent relationship offered genuine appreciation and affection without any attempts to alter her identity.

What this means for you
This personal experience highlights the psychological boundaries and red flags to watch for in early dating stages.

• Personal Relationships: When a partner attempts to mold your appearance or behavior to match an idealized celebrity, it often signals deeper control issues and a lack of genuine acceptance.

• Self-Esteem Protection: Recognizing subtle forms of manipulation and negging early on helps individuals protect their self-worth and leave unhealthy dynamics before they escalate.

Questions & Answers

1. Which dating app did the couple meet on?
The couple connected on the dating app Hinge.

2. Who was the ex-boyfriend obsessed with?
He was utterly obsessed with the late Princess Diana.

3. How long did the relationship last?
The relationship lasted for about a month.

4. What caused the final breakup?
The breakup was triggered when he pressured her to cut her hair and look like Princess Diana.

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