📝 AITAH for asking my boyfriend to propose again because I wasn’t surprised?

By SnooOranges2139 • Score: 1 • April 21, 2025 6:44 PM


My boyfriend (35) and I (32) have been together for 10.5 years. Throughout our relationship, my only requests when he proposes to me are to surprise me and plan something romantic. I love romantic gestures but he barely does them for me unless I ask for it or when we’re fighting. I also wanted him to plan something for me because I’m almost always the one planning dates and trips for us.

So 3 days ago, we went to Italy with my parents and he proposed to me there at a location that is a part of MY itinerary for the trip. I had a strong feeling he was going to do it there because that’s one of the most romantic locations we had on the itinerary. The other give away for the surprise is that I also saw that he booked my best friend’s flight to go there. I just felt like I planned this proposal location and he just showed up with the ring and my best friend.

I didn’t feel excited when he proposed even though I’ve been waiting for it for so long. I felt more sad that I wasn’t surprised and that he only squeezed it in within the itinerary that I planned. Two things I’ve been wanting him to do throughout our relationship was to surprise me and plan something out just for me to make me feel special when he proposes. He’s a great guy, aside from these two things he’s amazing to me and my family. Also, another thing is that he didn’t let my sister know who I’m very close to and who has always looked out for him. She also felt sad that she wasn’t included in the planning.

I’ve talked to him about how I felt and he understood where I’m coming from, but AITAH for not feeling excited and asking him to do it again?

My family and some friends already know he proposed but I can get myself to be happy about it because I didn’t get what I want. I guess I just really wanted to see if he can do this for me, one time for the one time.

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