Needing advice

Posting for a friend who refuses to get reddit, haha:

(M,F early 20s)

My bf and I had a trip planned this weekend. But, as the date got closer, and him being in between jobs atm, he expressed how stressed he was about affording trip expenses.

Not really a problem to me as I have some savings so I offered to pay for everything and then have him pay me back half later. He has always been promot with paying me back when he asks for something from the store or eating out, etc. So this was not a hard decision for me.

Well, he admitted to me that he gambled and lost a substantial amount of money. (More than 1.5k) On his credit card. And im feeling...off. He also called me clingy the day before, but thats something else, but may contribute to my feelings. He said I kissed him too much. Anyways, when we scheduled the trip he asked for $250 for my half of the hotel room. I sent it. Didn't wonder about it after that. Figured the room was set. I asked him if the room was already paid for and he said no thats something you do when you get there. So, naturally, I asked about the $250. It is gone with all of his other money. He said he didnt keep proper track of his bank and was really sorry.

He said that we could go to his lake house this weekend and we started making plans to go, but today he took it back saying that we cant go for a while. As his parents go every weekend and he wanted to wait till they didnt go. Which will likely be a rainy weekend where we cant even enjoy the lake.

I felt really offended. Actually I still do. As well as frustrated. I worked for that money. And I dont make a lot. And its gone. (Although he did say he woukd pay me back. Idk when that will happen though) I come from a very very poor background so money is really important. He comes from a wealthy family so Im wondering if he doesnt see that.

Im able to recognize that this is not good. And I am considering what it means for our relationship. We've only been together for 11 months, but I really love him and want him to succeed in life. I want to address it to him, but im unsure how.

TL;DR My bf gambled away all of his money and some money I lent him, and idk how to address this with him.