When all you are looking for is casual short-term fun, dating someone who doesn’t have a job is feasible.

This is where whatever superficially appeals to you about him is all that matters.

You already know that all you are looking for is casual short-term fun, and so does he.

In this climate, dating someone who doesn’t have a job isn’t that big of a deal.

This being said, there is a caveat to this.

There are plenty of people who think that all they intend is to date someone short term, and with this in mind, ignore the flaws that a person possesses.

This is until they realize that the casual relationship they got into for short-term fun has stretched out to six months, a year, etc.

Unsurprisingly, feelings have developed, and now that the relationship is long term, the person’s flaws have become a major factor.

She didn’t care that he didn’t have a job when she was initially dating him, intent on doing so for short-term fun.

Now that the casual relationship has gone beyond short-term fun and has become long term, she is complaining about his flaws.

She is complaining that he has no ambition, doesn’t have a job, plays video games all day, never cleans up after himself, smokes weed too much, has too many female friends, etc.

She didn’t care about his flaws when she thought that all she was looking for was a casual short-term relationship.

Now that the relationship has lasted longer than she intended, she is emotionally invested and cares about his flaws.

This is the caveat.

It is less likely to happen when you have a history of not quickly falling for guys that you date.

Conversely, there is a greater probability it happens when you have a history of quickly falling for guys you date.

This is where you quickly develop an emotional attachment for the guy.

All of a sudden, the relationship that was intended to be short term has become a full-fledged long-term relationship.

Once this happens, the fact that he doesn’t have a job becomes a problem.

You are the one who is paying for dates, paying his bills, paying for his gas, paying for his meals, etc.

This gets old very quickly, and before you know it, your relationship is fraught with fighting and resentment.

You keep complaining that he has to make changes to his behavior for the relationship to work.

He acts as though he cares, seems to put out an effort to remedy the problems, but falls back to what he is comfortable doing in the end.

No matter how much you want him to change, he has become far too complacent in his relationship with you.

After all, you have been paying his way since the onset of the relationship, including when it was supposed to be casual.

He is spoiled and is incapable of making a change, not over the long term.

This leaves you with your hands tied.

You want him to change, and threaten to leave if he doesn’t, but you love him, and struggle to follow through on your threats to leave.

You are stuck.

This is an unenviable position that is avoidable by not falling into this trap in the first place.