@help541 You are the best judge of you. Since your feelings for your boyfriend are very ambivalent primarily because he pressures you to do things you do not want to do then I suggest you talk with a mental health therapist or a trusted adult (probably not your mother at this point in time) and work out how you are feeling. I do not recommend putting his love to the test by by tricking him into the jewelry store ruse. Why? Because it is dishonest. For your own personal growth I think it is better to work out how to best honest with yourself and your boyfriend. This will be helpful to you as you learn to navigate relationships in your future.
One last thought. He will be graduating soon, right? You can certainly break up with him, if you want, by telling him you want "space" while he is away at college. In this way, you are being honest because you do want space and at least he won't be in your daily life. Of course there is summer ahead and I don't know when he plans to leave for college. This is a good time, as I wrote above, to examine your feelings and how you want to proceed.
Finally, assuming you have said "no" many times when your boyfriend pressures you then he does not respect your personal boundaries. I am a woman and I can honestly tell you that from experience you will advance into adulthood as a strong woman if you start now.
Let me know what you think about what I wrote and what you decide, OK?
i broke up with him yesterday, and he took it well.