Dating an unemployed person has its challenges, especially the longer the person is unemployed.

As human beings, we want to trust the people we like.

An attractive guy that is unemployed and has a way with words can easily deceive you into thinking that he is looking for work and intends to work soon.

You buy into it, trusting in his words, allowing your attraction for him to usurp logical reasoning.

Nonetheless, he is so good with his words, you want to believe him or choose to.

You accept that he is in search of a job and is completely intent on finding one.

Ergo, you decide to date him, believing that his employment is imminent.

This means that you are the one paying for the dates.

But, you tell yourself that he will make it up to you when he finds a job and starts working.

Once that happens, he will take you out on dates and foot the bill.

You think back to periods in your life where you were unemployed and how long it took you to find work.

It never took long, a handful of months at best.

Hopefully, you make yourself believe it won’t take him longer than that.

As the months go by and he is yet to find a job, you become increasingly doubtful of your initial optimism.

After all, you are still the one paying for dates.

On top of that, you are helping him out with several of his bills.

All of a sudden, you are realizing that you are supporting his life financially to an extent.

This wasn’t where you thought you would be a few months into dating him.

You talk to him, and he tells you that he is doing everything in his power to find a job, but the market is competitive.

Meanwhile, you are paying for the dates and helping him with his bills.

At this stage, it isn’t too far-fetched to think that he has asked about moving in with you too.

You see, if you aren’t privy to a person’s past behavior, you could just as easily fall for their lies.

If he has a history of being unemployed, a stubborn pattern has been set, and that won’t change on account of dating you.

Before thinking about dating an unemployed person, know what his employment and financial history is.

If he has a history of using people to help him financially while remaining unemployed, you are certain to be his next victim.

On the other hand, if he has a history of consistent employment and financial responsibility, choosing to date him is permissible.

That said, he should be the one paying for the early dates, not you.

In other words, he shouldn’t get a pass because he doesn’t currently have a job.

Since he is choosing to date, it’s his responsibility to pay for the early dates.

Furthermore, have a timeline.

On average, people find a new job within 3 to 6 months.

As long as he finds a job in that timeline, you can keep dating him.