Should I let my boyfriend stay with his ex best friend as well as ex? Am I being insecure?

Anonymous

My boyfriend is going to meet his best friend who is his ex and was his best friend, during their teenage. She liked him and proposed to him first. He reject, slowly then he caught feelings and proposed to her. They got into a relationship when they were 14. Their first relationship, and then he shifted to neighbouring city, as his family was going through rough time and he had to cut contacts with everyone for a while, though everyone knew what was the situation and as to why he shifted. He didn't not call her for a month and then she told him and week before his birthday that she is with some other guy who my boyfriend hated. He had a lot of resentment till an year ago when we were talking as friends, I asked him not to hate her during that time but now he never talks to me about hating her or anything, he never got into a relationship after that, thougj he did casual make outs and stuff. I am being a bit insecure as she was his first love, though they never kissed and all but still. She is coming from America to meet him and her friends and was asking my boyfriend to stay with them and she recently had a breakup and recently he told me she was complimenting his shirts and all and asking him to exchange clothes, she asked him to pick and outfit for him when we got into relationship. I just coolly said yeah you can stay with them for few days at least but in reality ion even want him to visit her at all.

Updates
5 mo
And I forgot to add that she calls my boyfriend darling, so when we got into relationship she texted him darling I am so happy for you, ou woww! Then after few days she just randomly sent him outfit photos which she liked and asked him to choose for her. (She wasn't wearing that, those were models). So my boyfriend said why is she suddenly asking me to choose and she hasn't visited for past 5 years, now suddenly she is planning to visit.
Should I let my boyfriend stay with his ex best friend as well as ex? Am I being insecure?
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