Do these comments about women or previous relationships raise any concerns? How should I address them? I appreciate your assistance.
I've been dating a guy named Jordan for about six weeks. We connected online, and up until now, things have been going well—he’s thoughtful, communicative, and has great energy. However, some comments he's made about his past relationships and women in general have started to make me feel uneasy, and I’m not quite sure how to address it. To give some context, Jordan has been incredibly sweet. He messages me every day to check in and is proactive about making plans, showing genuine excitement to see me. He’s even surprised me with elaborate desserts when I've cooked for us and has treated me to nice dinners. Recently, he planned a thoughtful weekend to celebrate my birthday, and it was truly wonderful. He mentioned one night, while we were out, that after our second date, he realized he wanted to pursue something serious with me, so he deleted his dating apps and has been focused on us since then. I really admire many things about him—he’s ambitious, hardworking, smart with money, and has a fun, adventurous side. Despite his sincerity, I have a hard time reconciling that with some comments he's made about women. For instance, he brought up a high school girlfriend and mentioned how he cheated on her. Naturally, I thought about the saying "once a cheater, always a cheater." However, I considered that we all change as we grow. I decided to put that in the back of my mind for now. Then there were references to the "boundaries" his previous girlfriends set regarding his interactions with other women because he had given them reasons to feel insecure. This admission made me uneasy, although he assured me he has matured and learned from past mistakes and is now focused on serious relationships. I didn't feel it was the right moment to press him further, so I put this conversation on hold as well. Lately, he’s casually mentioned how easily he meets women and starts relationships, which has been slightly off-putting. However, during my birthday weekend, some comments he made raised my concerns even more. While they weren't outright alarming, in light of what I've experienced so far, they added to my unease. He mentioned skipping a friend's bachelor party because there would be no strip clubs (which he said he loves), expressed reluctance to go to a particular gym because there weren’t enough attractive women there (suggesting he finds working out more motivating in such an environment), and described his Instagram feed as filled with athletes, beautiful women, and music. I want to clarify that I do appreciate beauty and think it's healthy to find others attractive to an extent. However, his focus on beautiful women seems excessive and appears to have contributed to issues in his previous relationships. I’m struggling to determine if I’m being overly cautious or if my instincts are warranted. Regardless, I recognize that I need to discuss my feelings with him since they've clearly made me uncomfortable. I’d like advice on how to approach this conversation without coming off as insecure or overly judgmental. Any guidance would be greatly appreciated!