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Didnt really regret losing money. I have regretted a few bets before though due to the sheer overconfidence that I had lol.
Anyhow bets are a type of thing you shouldn't feel guilty or regret about. If you are, that simply means you spent waaayyy well over your means , and that's honestly on you. I've never regretted gambling ever after I started managing my funds and finances properly
Apart from losing money gamblers experience other mishaps that makes them regret and one of these is, missing out on an opportunity that they should have taken advantage of. Casino games can be very funny and unpredictable, you can't actually tell if you are going to win or lose in a particular round. They get hesitant about staking on particular round and later end up regretting because they missed it.