Oh geez.....shouldn't some of this be common sense?!?!?!?!
"Financially, I'm doing great/awful." Many people draw conclusions about others based on their income, investments, family wealth (or poverty), and so on. You want to be evaluated on who you are—your personality, beliefs, ambitions—not your income-generating potential. This goes for in-depth conversation that may conspicuously point out your wealth.
"My last relationship was a disaster." Less history equals more mystery, or something to that effect. There is no need to go in-depth about how you were wronged or who you may have wronged during a first date. Try being a good listener and finding out all about your date, rather than filling the hour with romantic horror stories. It’s often tempting to fall into stories of horrible dates, as we all have them, but if you’re not careful one of those stories may say more about you that your bad date partner.
"I did want to tell you a dark secret..." This may seem obvious, but you cannot trust someone you just met with really personal information. Give them time to prove their trustworthiness, and keep it light on that first encounter. There is no “full disclosure” rule in effect on a first date. You have the right to withhold almost every unflattering fact until it is established that you like each other and want to pursue things.
"I'm in recovery." Many of us have them and deal with them and are proud of overcoming personal demons – but it is best to wait a bit before revealing this particular piece of sensitive information. Again, keeping it fun and light on a first date is highly recommended! Of course, it may come up, and that’s fine.
"Life just isn't working out for me right now." If everything in your life isn’t where you want it to be, that’s fine. The LAST thing you want to do on a first date is to apologize for where you are in that journey. You may need to find a job, get a better job, finish school, move to a nicer place, lose some weight, or any number of things, but be proud of who you are and don’t express your dissatisfaction to your date.