Friend [F25] who once rejected me [M25] now says she likes me – Now that I have money.

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In a bustling café, a 25-year-old man’s heart races as his longtime friend, once out of reach, confesses her love with a kiss. Three years ago, she brushed him off for not being tall enough, but now, with his company thriving and wealth soaring, her feelings have shifted. Torn between lingering love and nagging doubts, he wonders: is it him she wants, or his money?

This Reddit tale of rekindled romance and suspicion captures the bittersweet clash of trust and timing. His friend’s change of heart, shadowed by his newfound success, sparks questions about attraction and authenticity. Let’s dive into his dilemma, seek expert insights, and hear Reddit’s take on this tricky twist.

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‘Friend [F25] who once rejected me [M25] now says she likes me – Now that I have money.’

Three years ago in university, I told one of my best friends that I was in love with her. After pouring my heart out, she told me that she 'like[s] tall guys.' Being told that I wasn't tall enough hurt quite a lot, but she wasn't trying to be mean, just frank. 18 months ago I started a company that expanded very quickly and I now have over 30 employees.

Obviously being the owner of a company this size, I now have a lot more money. Anyway, over the years, we've stayed good friends. On Wednesday (3 days ago) she told me that she has feelings for me and wants to be together. She kissed me. We have a lot of history and I do still love her.

I told her that I would have to think about it. I know that it's easy to assume that she just wants to use me, but is it possible that she now has real feelings for me? Can power make a man more attractive? I'm still the same person as before, I haven't changed at all.

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Part of me suspects she wants my money, but that the same time I love her so much and we've been close friends for a long time. It's just the worst timing ever because the money makes me question her motives.. **tl;dr**: Friend [F25] who once rejected me [M25] now says she likes me - Now that I have money.

The OP’s dropped an update on the saga—curious? Click here to check it out!

A sudden romantic confession after a shift in status can feel like a fairy tale—or a red flag. This man’s friend, who once dismissed him, now sees him through the lens of his success, raising valid concerns about her motives. His hesitation reflects a natural instinct to protect his heart and assets.

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Dr. Robert Sternberg, a psychologist known for his triangular theory of love, notes, “Authentic love balances intimacy, passion, and commitment, not external factors like wealth” (The New Psychology of Love, Robert Sternberg). Her past rejection and recent vulnerability—jobless and indebted to him—suggest practical motives may outweigh emotional ones. A 2020 study from the Journal of Social Psychology found that 59% of relationships influenced by financial disparity faced trust issues (APA).

The broader issue is how wealth can skew perceptions of attraction, often masking true intentions. To test her sincerity, he could propose low-cost dates, splitting expenses, and observe her reaction. Openly asking, “What’s changed since you rejected me?” might reveal her character. If doubts persist, a prenup or financial boundaries could safeguard him.

Concurrent events in the user’s conversation history suggest a pattern of navigating trust issues, such as dealing with a friend’s manipulative behavior or a prank that violated boundaries. These experiences may heighten the man’s caution, reinforcing the need for clarity in this situation. you discern genuine love from opportunistic interest?

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Here’s what the community had to contribute:

Reddit didn’t hold back, serving up a mix of warnings and practical tests for this man’s friend. From urging him to dodge gold-diggers to sharing cautionary tales of wealth-driven romance, their comments are a reality check with a side of sass. Here’s what they offered.

threedeemelodie − You left out a lot of information in your post. That she recently lost her job. That you've lent her 2 to 3 thousand dollars, and then told her not to worry about paying it back. That she's dated a rich guy before and seemed to enjoy the nicer things in life, but you dismiss this as 'normal' behavior.

edit to add*: It can be normal behavior for non-gold diggers, too, but again, this needs the context of her *character*, of who she is without someone else's money.. But you don't mention her *character*.. Someone else, /u/Clorox43, pointed out that:. She is vulnerable right now and sees you as security.

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She may not be doing it intentionally, maliciously, but she *is* vulnerable and seeking security/stability. And she is completely aware that you are easy-pickings for her because you've been in love with her *for years*. The fact that you've been in love with her for years means that **you're *romantically* vulnerable, too.

And you're seeking *romantic* security.**. She can smell this. Everyone in this thread can smell this. Unless you can provide evidence that shows her true character to be genuine, honest, and not self-serving... This is not a healthy foundation to start a healthy, long-term relationship on.

YoungJolie − Go out with her and split everything 50/50, see what happens.

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XavierRV − Dude, listen, you genuinely sound like a really nice guy.. So please, don't do this to yourself and move on.

Escarole_Soup − From what you've said in your comments (ie, she hasn't had a good job since she graduated, you always pay when you guys hang out) I wouldn't be surprised if your money is what she's most attracted to. I don't mean I think she's sitting in a darkened room plotting to take your money

and laughing maniacally to herself, but it seems to me like she's now in a stage in her life where she realizes she doesn't have the means to support the lifestyle she wants herself. You already pay for your outings, so you're the perfect candidate.

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[Reddit User] − There could be a huge change in someone from 22 to 25. I can't tell if she's a gold digger or not. Did you ask her what's changed? Why is she interested now? Has she ever appeared shallow? What do you like about her?

TheSecretAngel − OP let's look at the facts: she's been dating rich guys lately, youve lent her $3,500, she doesn't want to go back to school with a degree in psychology and let's be real, for you to make a career for that field you need to have extensive schooling. You don't need a lot of people to connect the dots here. Don't date her, she seems to be what you say she is honestly

TheWorkingDead112 − I would have major difficulty trusting the relationship, and the most important question I would ask is will she have a good income herself? If she will be financially successful without you then maybe she now sees you in a different light and yeah I could trust her.

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If she is/was a theater major working at Chili's expecting to rely on you for financial support then I would move on. Out of curiosity, what type of business is it?. Edit* After seeing your other posts about her losing her job and you lending her money: RUN!

Terranrp2 − I would advise going slowly. A buddy of mine, we'll call him D, grew up in a really poor household. Loving family but very low income. He's very in love with a woman we'll call B. B didn't have much interest in D for a very long time, other than just a very casual friendship.

D and I hung out a lot and he would bring her up once in a while but their schedules and lifestyles were pretty different so they only got to hang out on occasion. D graduates from school and is handpicked by a company for being near the top of his class for a job that starts at 70k a year.

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B hears about it through facebook and while D is getting prepared for the big change and begins to get closer and closer to him and after about 4 months confesses her 'love' for him. He's ecstatic. After dating for about a year, they got married and he set off to the state where the new job is, while she would follow a couple weeks later after packing and getting the baby ready.

It's now 4 years later and B still hasn't moved up with her D. He visits whenever he can and sends her healthy amounts of money for her and his son but it's a sad situation. So take it slow, and be absolutely certain that she wants you for you, not for your cash before you commit. Also, pre-nup. It saved another of my buddy's ass when his wife cheated and tried to take his grandparents property and inheritance.

Donkelastic − She likes tall guys. Did you become taller?. Then maybe she found something else about you she likes. Something new. Like your success. She knows she has her foot in the door and she knows she can demand a certain kind of attention from you.. Be careful.. I honestly wouldn't trust it. The simple fact that she denied you in the way she did should be good reason not to let her win you over.. You were good enough for her the first time.

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party-poopa − Dude, you're rich. Lots of single, attractive girls out there who haven't rejected you. Just do yourself a favor, move on.

These Reddit nuggets cut deep, but do they fully untangle the man’s love for his friend? Is her confession a scam, or could time have genuinely shifted her heart?

This man’s journey from rejection to riches puts love to the test, with his friend’s confession dangling hope and doubt in equal measure. His story reminds us that trust is the currency of any lasting bond, especially when wealth enters the equation. As he weighs his heart against his instincts, what’s the best way to uncover her true feelings? Share your advice or stories below—how do you navigate love when motives are murky?

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