Guidance needed for first time sex.

Hi folks,
I know this question is very cliched and most of you will think im very very ignorant. But nevertheless, this is an issue im facing.
K. So the isssue is:
I am 23 y.o. guy and my gf is the same age as me.(Gosh! right? But this is the usual age of losing virginity in India. Atleast among my frnds its usually not before 20s.)
We are in a relationship from past one year and do indulge in foreplay quite often. She is also willing to take the next step. We do a lot of foreplay, say 15-20 mins. She does get very wet down there. The main issue comes when i try to enter her. She faces a lot of pain when i even just finger her partially. Have tried extra lubrication too. I dont blame her because i see the evident pain on her face. I have tried various missionary positions but its still the same. Its been some two months since we've started trying. Its really taking a toll on me mentally as im really worried. I need some tips or opinions from anyone with similar experience.

 

Instead of trying to enter her yourself, allow her to insert it---with plenty of foreplay first, and lubrication as well.

 

Let her sit on top of you and experience and rate of control of the insertion, encourage her to take her time and do only as much as she can enjoy.

 

^^^ Fixed

 

I agree re: getting her to insert the penis - nice to have it touched by a lover or even if they aren't .

 

I know that it's already been mentioned but have her get fully nude and climb
on top. I am having the same issue with my gf if we go more than
5 days without sex. I'm average but she is so tight (like a virgin) that
it is painful for her at times.
If she's on top of you she can slide across your shaft and take you very
slowly maybe an inch at a time. Just be patient and let her react to the feeling
slowly. If she complains then just do mini thrusts until she relaxes. If she just can't take it pat yourself on the back and know that you're either average or bigger or that she's super tight. Then repeat as many times as possible until you have liftoff. Oh yeah and if you have any problem busting a nut too soon just slow down and try to think about math equations. You need to last 3-8 minutes
You are in for some mind- blowing sex by the way.