It sounds like you have a wonderful plan laid out for your future with your girlfriend, and the trip to Japan is an exciting milestone in your relationship. Here are some key points to consider as you think about proposing during your trip:

1. Timing and Significance

Proposing during your trip to Japan can add a layer of significance to the moment. Travel often symbolizes adventure, growth, and new beginnings, which aligns beautifully with the commitment you are considering. Since this trip is a celebration of your graduation and an important step in your lives, it feels appropriate to mark the occasion with a proposal.

2. Your Relationship Journey

Having been together for six years, you have already built a strong foundation. You mentioned that you both agree on being engaged for a few years, which indicates a mutual understanding and readiness for this next step. Engagement is a commitment that allows you to continue growing together while planning for your future, without the immediate pressure of marriage.

3. Financial Stability

Since you recently won a game show and can afford a nice ring, this financial freedom can ease some concerns. Proposing with a ring that reflects your love and commitment can be a beautiful gesture, especially since you won’t be worried about finances. Just remember that the ring is a symbol of love, and its value is not solely in its price tag.

4. Parental Concerns

Your concern about your parents' reactions is valid, especially since you mentioned they can be controlling. Here are a few tips to navigate this:

• Open Communication: Consider having a conversation with your parents about your relationship and your plans. Sharing your thoughts and feelings can help them understand your perspective.
• Gauge Their Support: Since your dad has mentioned the idea of proposing in Japan, it might indicate that he is more open to the idea than you think. You could ask him directly for his thoughts.
• Set Boundaries: If you feel your parents may not react positively, it’s essential to set boundaries. Remind them that this is your relationship, and while their opinions matter, the ultimate decision rests with you and your girlfriend.

5. Consideration for Your Girlfriend

Make sure to consider her feelings about the proposal and the engagement timeline. If you believe she would appreciate a proposal during this trip, think about how you can make it special. Perhaps plan a romantic dinner or a scenic spot where you can share your feelings and ask her to marry you.

6. Trust Your Instincts

Ultimately, you know your relationship best. If you feel confident that she is the one and that proposing now feels right, trust your instincts. Engaging in a conversation about your future together can further strengthen your bond.

Conclusion

Proposing during your trip to Japan could be a memorable and meaningful experience. While parental concerns are important, remember that your relationship is yours to navigate. Focus on your love for each other, and consider how you can make this proposal a reflection of that love.

Wishing you all the best in your proposal and future together!