Going out and having some fun can be helpful to your confidence etc. A word or two of caution would be to play your cards on the table. Do not be selfish and do not pretend to be more available (ie: emotionally) than you really are.

It isn't right or fair to someone else or yourself and I think ultimately can do you alot of damage, if you find yourself involved before you are ready. What does ready look like? It looks like wanting to share and being able to do so openly, not needing salve for your wounds.

What about things you like to do in groups? A nice way to get out without any pressure.