Imagine Jensen Ackles didn't wanted to get married .

On a warm summer day, August 3rd, 1949, Jensen Ackles found himself standing at a crossroad in his life. Despite sharing a deep connection with his girlfriend, Y/n, he couldn't bring himself to take the leap into marriage. Uncertain of his feelings and fearing commitment, Jensen made the difficult decision to end their relationship, leaving both of them with heavy hearts.

Y/n, determined to move forward, embarked on a new chapter in her life. Fate led her to cross paths with a charismatic and ambitious man named Senator John F. Kennedy. The two found themselves drawn to each other, their shared ideals and magnetic personalities forming a strong bond.

A year passed, and on September 3rd, 1950, Y/n stood beside Senator Kennedy, the love of her life, as he dropped to one knee and presented her with a dazzling engagement ring. Overwhelmed with happiness, she looked into his eyes and said, "It's beautiful." A radiant smile adorned her face, reflecting the joy she felt in that moment.

Senator Kennedy, known as Jack, reciprocated her smile, his love for Y/n shining through. He placed a gentle kiss on her head, cherishing the journey they had taken together. However, in the periphery of their blissful moment, Jensen Ackles stood, his eyes filled with a mixture of nostalgia and longing, wearing a sad smile upon his face.

Jensen couldn't help but marvel at the sight before him. He recognized the genuine love and connection between Y/n and Jack, knowing that he had let go of something special. Yet, he understood the importance of their happiness and silently wished them well, despite the ache in his heart.

Life had taken unexpected turns for all of them. Y/n had found solace and love in the arms of Senator Kennedy, while Jensen had grappled with his own fears and doubts. Though their paths had diverged, the memories they shared lingered in their hearts, reminding them of what once was.

As Y/n and Jack embraced their engagement, embarking on a promising future together, Jensen Ackles found solace in the bittersweet nature of their love story. Sometimes, the greatest act of love is knowing when to step aside and let someone find their true happiness, even if it meant letting go of their own desires.

And so, on that September day in 1950, Y/n and Senator John F. Kennedy looked towards a future filled with hope, leaving behind a bittersweet chapter in their lives.