I'm disappointed in my boyfriend's proposal, should I tell him?

Anonymous
It was our 1 year. Yes only 1. Which made this really awkward. So background. I'm a single mom, I was once engaged to the father but he walked out on us without a word. I started dating one my close friends for the past year. He loved me from the first day we meet, about 6 years ago. He never got the courage ask me out when I was single and I thought he was out of my league. About a year after my ex left we started dating, and he been great dad to my toddler. Because I a have kid things kinda moved quickly. I had planned a picnic for our anniversary. I stayed up all night cramming for college so I could spend whole day with him. I started to make the sandwiches and we were both dressed up, when my boyfriend shouts "I think he's dead". We buried my fuzzy friend that day. i couldn't stop crying I just wanted to stay in at that point. I called my best friend because she lost her cat earlier in the year. on the phone my boyfriend got down on his knee shirtless and asked me to be his girlfriend. I just kinda gave him wtf face and said yea. The ring looked extremely expensive especially since he's broke. Later at night we saw a movie to get my mind off everything. I live with my mom and in her living room, shirtless and sweaty he gets down one knee again and proposes. I felt pressure to say yes since I didn't wanna break up. he told me he have redo because he didn't wanna be like my ex who proposed to me right after my grandfather died. So far redo never happened and I don't know if make it more ackward, but he goes around telling anyone bur still want is a a secret from our families. I really did like the ring and proposals aren't as important as the meaning, but I still feel disappointed. Because I'm a romantic whose never had romantic moment because my I'm mom all I do is work and school. And I haven't gone real date in 7 years. I just feel like feelings didn't matter, or he was to considered about doing that awful day.
I'm disappointed in my boyfriend's proposal, should I tell him?
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