Do not answer on reflex in either direction. Treat her first ask as coming from a real person with a real need, and decide it the way you would decide any loan: can you afford it, and what happens to the two of you if it does not come back? If she keeps asking, or cannot hear no, that is a bigger question than the money.

Start with one question

Ask yourself whether you could hand her the money and never see it again without it hurting you or changing how you feel about her.

An Australian guide on lending money in a relationship draws on advice from Relationships Australia Queensland. One question on its checklist is a good place to start: can you afford to make it a gift and not expect it back? If you can, treat it as a gift. If you cannot, treat it as a loan with clear terms, or do not do it at all.

That one question removes most of the dread. You are deciding whether your bank balance can take the hit, not whether she is a good person.

Look at the whole picture

The rest of the guide's checklist covers what is worth weighing before you say yes.

  • Her money history: has she borrowed before, and how did that go?
  • How long you have been together, and how much trust is there.
  • What you can really afford.
  • Whether she has any other way to get the money.
  • Whether a loan would leave one of you holding power over the other, and whether missed expectations would sour things.

If you say yes, give it terms

A friendly loan with no terms is how couples end up resenting each other. The financial educator quoted in that guide recommends writing even an informal loan down, for example an email that states the amount and the date you expect it back. For a larger sum she suggests a lawyer. She also says it is reasonable to ask to see pay slips or bank accounts.

None of this is cold. Writing it down means neither of you remembers a different amount or date. Say it kindly: "I want to help, so let's put the amount and the date in an email, so neither of us has to remember."

If you say no, say it once and plainly

Give her your reasons briefly and respectfully, not a lecture. "I can't lend that right now. I'm not comfortable doing it" is a complete answer.

The same guide points out that support is not all or nothing. You can offer a smaller amount. You can offer to sit down and go through her budget with her and build a plan. Hold the line on what you can afford, then listen to her side without arguing it.

Do not tack on a speech about her spending. That turns a money decision into a character trial.

Where this stops being about money

One ask, answered clearly, is ordinary. What matters is what happens next. If you helped once and cannot keep doing it, say so without reopening the first decision: "I helped once and I'm not able to keep doing it. I'm happy to sit down and look at a plan with you." Say it once, then stick to it.

The guide says it is important that you feel safe and comfortable to say no, and that someone who cannot hear no is a bigger issue than the loan. It also notes that financial abuse can include being made to lend money. Feeling pressured to say yes, or afraid of what happens if you refuse, could be a financial control situation. The guide calls itself general information, so get independent advice if this sounds like your situation.

a dating coach, in a video on red flags in women, treats caring about money as a spectrum. He says almost all women care somewhat about stability, and he does not judge a woman for it. In his telling it becomes a problem when she is asking you to sustain a lifestyle you cannot afford, or when she seems to care only about the money and not about you. He rates that around an orange flag. He does not address loans or repayment, so take his view as a way to think about the whole relationship, not as a rule for this one request.

In another video, on money and dating, he warns that a man burned by a few gold diggers can let them ruin his view of all the women who were just fine.

My own line on spending

coach has a personal rule for the early stage: spend money with a woman, not on her. Paying for something the two of you do together is one thing. Covering her everyday support is another, because it pushes you into the provider role. He adds that if you settle down with one woman over a long stretch, you can eventually take on some provider attributes.

That is his rule for himself, not a law for every man, and not advice about loans. That rule is about the early stage of a relationship, so a man with a long-term girlfriend should not apply it directly. Early on, it is still a fair question to ask: is this money for something we do together, or for her to lean on me?

If you have never met her in person

Everything above assumes a girlfriend whose life you know. If the person asking is someone you have only talked to online or at a distance, the question is different.

The FTC's page on romance scams says never to send money or gifts to a sweetheart you have not met in person. The stories it lists include working abroad, military service, medical bills, a plane ticket to visit, and fees to get out of trouble. Payment by wire transfer, gift card, money app or cryptocurrency is used to rush you and make the money hard to recover. If you suspect it, stop talking to her and tell someone you trust. If you have already paid, contact your bank or the company right away and report it to the FTC.