So I used to gamble. A lot. I won a lot and I lost more, nearly

they are looked down upon but any woman worth a damn would be proud of you for overcoming it for so long

if you feel like the woman you end up with doesn't know you it wouldn't be good anyway

bro everyone makes mistakes. You're aware of them now and have a plan to move forward, thats a big thing.

I have to concur with other Anons here.
If you want to be straight about it then be straight, but do it in a presentable manner - say that you're through with it in the same sentence you mention it.
Convince them that overcoming it is a much bigger deal than falling for it in the first place.
Don't forget to add how great of a learning experience it was, etc.

You know the drill - drag the attention away from shame and into the glory.
This way you can both be straight about it *and* score points. A win/win.

And if a woman doesn't buy it - then she sure as hell wouldn't buy it if you were completely blunt about it.
After all, it's not in your best interest to get into a relationship with someone who *wouldn't* like you if they knew.

Keeping it to yourself is a bad idea, unless you're not looking for anything serious - then it might pass.

>>18527847
I agree that anyone who can't handle that about me isn't worth my time but I still worry that it might come up before there's a chance to really feel each other out and have a chance to show a prospective partner I'm on a good path.

What's your craps strategy?

>>18528575
I never touched casino games. I never liked what I perceived to be pure chance.

It was football betting for me. It was simultaneously a way for me to stay connecting to the game when my professional career failed and was appealing because I felt I had the knowledge to exploit the markets.