Five of Cups as Past Life Connection (Upright & Reversed) Tarot Card Meaning

The Five of Cups is the card of grief, loss, sadness, and disappointment. This card shows a man crying over three knocked down cups. He is so absorbed in his loss that he doesn’t see that he has two upright cups behind him. He is missing the opportunities that are still available to him. 

The Five of Cups reminds us that grief is a natural part of life. It is normal to grieve over our disappointments and failures. Challenges and losses are part of the journey. However, it is important to not be so wrapped up in the negative that we do not see the positive in our situation. The Five of Cups reminds us to authentically grieve, but also to see how we can use this moment as a learning opportunity to move forward.

Upright Five of Cups as Past Life Connection

If you are asking about a past life connection, and you draw the Five of Cups, it means that this person was connected to you through loss, regret, or a painful emotional experience in a past life. The relationship may have ended through separation, death, or betrayal, leaving behind a deep emotional imprint that still lingers. There may have been love between you, but it was overshadowed by grief or missed chances.

The Five of Cups as a past life connection suggests that your relationship in a previous life was filled with sorrow, unfulfilled expectations, or a separation that caused deep heartache. One or both of you may have held on to regret, unable to fully move forward after the loss. This emotional weight can follow your souls into the present, seeking healing.

If you are wondering how this past life connection affects your current relationship, the Five of Cups suggests that this person may bring up feelings of sadness, longing, or an emotional wound that needs to be healed. You might feel haunted by what could have been or find yourself repeating emotional patterns rooted in that unresolved past. This connection often re-emerges so the pain can be acknowledged and transformed.

If you are wondering why you feel so drawn to this person, the Five of Cups indicates that your soul remembers the grief or unresolved emotions from your past-life connection, making it feel intense and difficult to let go. That emotional residue can create a magnetic pull, even if the relationship feels heavy. Your soul may be craving resolution, closure, or one more chance to make peace.

For karmic lessons, the Five of Cups indicates that the purpose of this past life connection is to help you learn to accept loss, find emotional healing, and recognize the love that still exists instead of focusing on what was lost. It’s about shifting your focus from regret to resilience and seeing the potential for renewal. Pain from the past doesn’t have to define your future.

For healing and closure, the Five of Cups as a past life message encourages you to release the pain of the past, embrace emotional healing, and focus on the possibilities that remain open to you. Letting go doesn’t mean forgetting—it means freeing yourself from the weight of sorrow so that new love and joy can enter. Healing begins the moment you choose to stop looking back.

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Reversed Five of Cups as Past Life Connection

If you are asking about a past life connection, and you draw the Five of Cups reversed, it means that this relationship in a past life was affected by a difficult ending, but healing and reconciliation were possible. Although there was heartbreak, there may have been a moment where both souls began to understand the greater lesson behind the loss. Forgiveness might have been started, even if it wasn’t completed.

The Five of Cups reversed as a past life connection suggests that your relationship in a previous life was marked by loss and grief, but also by the potential for emotional recovery and forgiveness. One of you may have found a way to heal or reconnect later in life, or through spiritual understanding after parting ways. The soul connection didn’t end in bitterness—it moved toward wisdom.

If you are wondering how this past life connection affects your current relationship, the Five of Cups reversed suggests that there is an opportunity for healing, renewed hope, and a shift away from past sorrow. You may feel like this connection is giving you another chance to get it right. There’s a quiet but steady energy encouraging you to open your heart again.

If you are wondering why you feel so drawn to this person, the Five of Cups reversed indicates that your soul recognizes a second chance at healing and resolution after the pain of a past-life loss. There’s an inner sense that you’re meant to come full circle with them. This draw is less about regret and more about hope and closure.

For karmic lessons, the Five of Cups reversed indicates that the purpose of this past life connection is to help you release emotional burdens, embrace forgiveness, and focus on rebuilding what was lost. It teaches that healing is always available, even after sorrow. What matters now is what you choose to do with the chance in front of you.

For healing and closure, the Five of Cups reversed as a past life message encourages you to move forward with hope, let go of past disappointments, and open yourself to new emotional possibilities. The past doesn’t need to be repeated—it can be rewritten through love and awareness. This is your invitation to begin again, without the weight of regret.

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Conclusion

For relationships and feelings, the Five of Cups represents grief and loss. These challenges are a normal part of life and any relationship. It is not the fact that we have grief and loss that matters, but how we respond to it. The Five of Cups reminds us that we can turn our most difficult moments into learning opportunities. 

If you find yourself needing further clarity in your relationship matters that go beyond reading for yourself, Sibyl offers unlimited tarot readings on love & relationships, as a neutral and objective third party.