It's good that you recognize these two issues you have with your self esteem.

While it's easy to advise you to "just be yourself," if you don't like who you are, that can be difficult to do. I've been there, where I didn't value myself enough and had terrible relationship and dating experiences, because the guys I was with sensed I didn't have high self esteem so they really treated me badly.

The first thing you need to decide is, how are you going to address these insecurities that you have about yourself? You may not need therapy as much as you need to decide what is it that you can do, to become more comfortable with yourself, more accepting of yourself?

The more comfortable we are with ourselves, the quicker people pick up on that and are attracted to it. Of course you have the predatory people who look for people with low self esteem, poor boundaries who don't set limits with other people, and take advantage of them.

It's like I said. You're letting yourself be the gay stereotype with your casual sex relationships. Don't be a stereotype. Don't fall prey to the social pressure to go out and get DTF with every guy you meet.