Embarrassed I feel a lot of pressure to be enjoying myself.

Do you mean you orgasm from keeping it in?

The healthy thing to do is to to pee shortly after sex. This will flush your urethra and help prevent any possible UTI.

Tell your boyfriend how much you appreciate the attentention and care, but you feel like he wants you to perform for him, and it makes you uncomfortable. Tell him how much you. Do like sex with him (presuming you do). Also tell him how how to make it better during sex, you know - harder, faster, slower, lighter, different place, different tempo, more of something, less of something else. Ask him to tell you the same about his wants and needs.

yes, I think you should be consult with doctor for this