Hamster on the whole gave great advice.

My biggest thing as far as telling goes is safety...I don't mean this to alarm you, nor do I mean it as an insult to yourself or any of those women (whom my heart goes out to...that's a lonely, cold road

), but they've...been around, you know? My biggest fear for you is sexually transmitted diseases, in which case you would need to disclose that to your partner. That doesn't, per se, involve you telling them how (despite my own...mixed feelings, if you will...I'm a big advocate for disclosure and honesty, though I do absolutely understand your rationale), but they would need to know that.
I do absolutely echo Hamster in saying that seeking a conventional therapist is for the best. They can help you make the transition, and also deal with any lingering emotions you might have regarding this. Do be prepared in the dating world that it is very much an ebb and flow...you will win as much as you lose. Don't let that discourage you. That is totally normal.
lol And also, if it makes you feel better, I was rejected just as many times at that age (I'm 19), and Lord knows, I've been in absolutely toxic relationships. It happens.

Just try not to let it get you down.
If I can be of any help, do consider my pm box open. I wish you all of the best.
Hugs,
Harley