When DP and I first got together, he opened up a conversation about his female best friend. The reason he initiated the conversation is because this female friend had caused lots of issues for him in his last relationship. He told me that he uses this friend as a confidant, she is the only one he can really be himself around without judgement, they go out for dinner, drinks, nights out. They also kissed on an occasion when they were teenagers. He wanted to know my thoughts as his ex had not liked this friendship and it was one of the contributing factors for them splitting up.
I was honest and said I don't think most women would like to idea of their DP regularly opening up to another woman, going for dinners, going for nights out just the two of them etc. It wasn't something I felt overly comfortable with and could understand why his ex didn't like it either. He said he understood my position and was happy to adapt this friendship into something that wouldn't cause anymore issues for him. Fine.
There have been a couple of instances now relating to this friend. In the first instance, they went for dinner one evening, he never told me about it and I found out much later down the line. This caused an argument as I felt he had lied in the first instance by pretending to be happy to adapt his friendship, and also indirectly lied by not telling me about it.
Every time we go through a difficult patch this 'friend' seems to appear in a big way. After we had an argument about something unrelated he went on a night out with her after work, then booked tickets for them to go to a concert the following weekend together.
Recently, we split up and within 2 weeks he had booked a holiday abroad for the two of them to be away for 4 nights together, staying in separate rooms in an apartment. She posted photos of their holiday all over her social media accounts, knowing full well I, our friends/family and everyone else would see them. To add insult to injury, I had asked him so many times for us to go away together and he kept saying he was worried about covid. He said he only went on the holiday as he was so upset over losing me and needed an escape.
We then decided to get back together and he said he knew he couldn't continue with the friendship in the same way after everything that has happened. After the nights out, dinners and especially the holiday he knew it was inappropriate and he knew he needed to put me first from now on. This was one of the reasons I even agreed to give him a second chance. It has now been 3 weeks and he is saying it will be very difficult for him and it's easier said than done giving up a friendship like that...
AIBU to dump him and not get back together again?