You might have a look here for a few resources that might help:
https://www.susans.org/forums/index.php/topic,185096.msg1646042.html#msg1646042You could think about a good gender therapist... not a gatekeeper but someone to help you find out what you need... if you feel they are not supportive you could look for another...
you might ask at plannedparenthood, a lgbt center or with a school counselor for counseling and a referral...
Inside is a hint to a brochure.
It states that being trans has biological connections, to do with development before birth which influences the sense of self.
So its not a light hearted decision, and there are many feeling this way. Its nobodys fault, neither theirs nor that of their upbringing.
And it explains some of the feelings transgender people have.
It might help with self acceptance.
And, well its up to you what you say, but you might explain your feelings eventually, and might even show the brochure.
You might think about just being yourself, natural, and getting closer to someone, and explaining eventually...
if they like you they might accept...
I'd say take your time, and keep at it... the right one will come eventually.

many hugs