Should I tell him I love him?

When I was in high school, I had a thing with this boy. I wanted to sleep with him, and he wanted the same. Initially, I wanted a no-strings-attached arrangement, but he didn't fully agree. He said it was up to me. I asked him again, and this time he hesitated and told me that it was up to me. So that's what we did. We also went out on dates. Our relationship ended because I think he caught feelings. He got jealous when he saw me with a guy friend. After that, he started talking to all these girls, and I got jealous and detached myself. We never shared any of this with each other. I didn't realize until he was gone that I loved him, and he treated me better than any guy has ever treated me, with dates, conversations, etc. Eight months later, he starts following my sister on social media. He has a roster tho and I just can’t look past that. I'm afraid to go back to him. We're both single, and I'm afraid of how he feels about me. I'm afraid to tell him how I feel. I’m afraid to tell him about my feelings.

Should I tell him I love him?
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