Discomfort when fingering/penetrating

Is it every time you do this? Is there a specific location of the pain? It's quite possible that you need to see a GP as the issue has been going on for some time.

Edit: Both of you^

No specific location for me. I just ant orgasm because Im already asking him to finish because the friction is painful. Its just after one round, its very painful when he would try to do it again.

In both cases it sounds like a lubrication issue. Being careful what I say, but tons of foreplay needed - make sure you've had at least one orgasm from oral, fingers, toys first. Too many men, too keen to get on with the deed. Using artificial lube can also help. You need to feel comfortable, safe and aroused. If you are worried it will hurt, it will stop you relaxing, prevent you getting turned on and not produce natural lubrication.

I’m I recently started having sex with my boyfriend and before that I used to masturbate.When I tried fingering my self I used to feel discomfort and pain, but now when I have sex with my boyfriend I just feels uncomfortable and Un pleasure able.I’m beginning to think there is something wrong with me, Is this normal?

you're not wet enough! been there and done that - your body is anxious because you're used to being in pain, so when the topic comes up your body doesn't feel comfortable. there is NOTHING WRONG WITH YOU. if you were recently a virgin it could also be that, but mainly you just need to be more relaxed and your boyfriend needs to engage in more foreplay, nothing wrong with that. always be vocal about what you do and don't like during sex, you wouldn't want your boyfriend to feel like it hurts during it either, so bring up that you need to have a bit more "you time" before you get penetrated.

(also, a good rule of thumb to know if you're ready for something significantly larger than a finger is if you can take about two of them without pain or discomfort. if there is ANY discomfort, you're not ready for the d yet.)