Last year I had a really big argument with my fiancé about how she went about using a hall pass situation. To make a long story short, she used it before asking what my guidelines were and then waited days before telling me she already broke the rules before we even had a conversation about them but phrased the conversation as if she was asking for future reference.

Time has went by and recently she asked me if I was comfortable with her spending some time with a friend of hers. They went to lunch last Friday and she told me that they kisses and flirted. All things I expected to happen when she explained that she was going to be hanging with him. I had no problem at that time. But my issue is, tonight she asked to hang out with him again. Alone. At his place. I work second shift so I was heading home when she headed out but she made sure her mom was at our place to watch the kids until I made it home from work. I asked that she be home somewhere in the 2 o’clock hour and she made good on that promise but something in my stomach makes me feel like I’m setting myself up for failure. Knowing how the last situation went, I’m kind of playing a worst case scenario in the back of my mind but I wanna trust her to be able to have a sexual friend and it not effect our relationship. I don’t care about the sex (I don’t know if it happened yet, but it could have tonight) but I feel like the frequency that she wants to see this guy might mean she’s developing some kind of feelings towards him. Am I tripping or am I being naive by letting this continue?