Cutegirl, very few woman get an orgasm during intercourse without taking special steps. You should make sure your clitoris is stimulated during intercourse. You can help yourself with your fingers or he can help you. Being in doggy position or on top makes it easy to help yourself.

During masturbation you should figure out what makes you orgasm. You might have to rub your clitoris and insert a toy into your vagina. You can also keep on stimulating yourself after the first orgasm. Women can have the tension build on top of an orgasm to have an even bigger orgasm shortly after.

Could be mental, or physical, or both. See a gyno first. Then maybe a shrink. Advice from a web blog should not be your first choice.