Sorry for bad English, I am not native and I am really tired today.
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Me (29M) and my girlfriend (24F) have been in relationship for year and half. During this time I have never been able to bring her to orgasm during vaginal intercourse or foreplay with fingers inside.
In the beginning I though it was because of her previous boyfriend which was not very gentle. At first I was not even able to enter into her. So we tried to take it easy and she slowly opened her heart and body to me and started enjoying intimicy. The foreplay has been always long and she loves when I played with her clit with tongue or fingers. But when I plays with fingers inside, there is almost no reaction, only sometimes little. And when we have vaginal sex, she loves it, she moans, but she never has orgasm.
Then one time I tried touching her butthole and she loved it. Since then I play with her ass from time to time. And when we finally did anal for first time, she was orgasming. I was in awe. Some time later we tried vaginal sex with anal plug and she had orgasm again. Since then she had orgasm only during anal sex or normal sex with anal plug. And one time when I tried fisting her. She also orgasms when I play with her clit but lately it become harder and harder to make her orgasm from it and I have to sometimes put one finger in her ass or talk to her dirty during it.
Lately I feel both of us became frustrated because of it. She tries so hard to has orgasm which makes it even harder for her to achieve one and she is then sad because of it. And my motivation to try is getting worse and worse. I feel that even though I try, it is for nothing. I feel like total garbage because of that because I would love to make her the happiest woman on world. It is even worse that she makes me orgasm everytime.
I am always trying to encourage my girlfriend by saying it will get better latter and that she should just relax and enjoy the time together and not think about orgasm but it is slowly bothering me more and more and I don´t know what to do, if there is something I can do better, if I am a bad partner or if she has some somatic problem or mental block.