Netflix hottie’s DM to diamond ring love story

romance, netflix, the upshaws, jermelle simon, obio jones
Photo credit: Shutterstock.com / Michael Mattes

‘The Upshaws’ actor Jermelle Simon is headed to the altar with social media influencer Obio Jones after a swoon-worthy home proposal.

In the realm of modern romance, where dating apps and chance encounters dominate love stories, sometimes the most beautiful relationships bloom from a simple social media message. This digital-age fairytale perfectly describes Netflix star Jermelle Simon and social media personality Obio Jones, whose journey from Instagram mutuals to soon-to-be spouses proves that meaningful connections can still flourish in our increasingly screen-dominated world.


How a Netflix show sparked an unexpected romance

The path to forever began with a simple Instagram direct message about a performance. Simon, who has captured audiences as the charismatic Bernard in the popular Netflix comedy series “The Upshaws,” wasn’t expecting to find love when he received a notification on his phone. Jones had reached out with compliments about Simon’s performance on the show—a thoughtful message that was friendly yet charming enough to catch the actor’s attention.

What started as appreciation for talent quickly evolved into conversations that revealed compatibility beyond the screen. Their exchanges deepened, conversations lengthened, and before long, they found themselves building a connection that transcended the digital realm.


The friendship foundation

Unlike whirlwind romances that burn bright and fast, Simon and Jones took their time nurturing something substantial. Both men emphasize that their romantic connection was preceded by genuine friendship—a foundation they credit for the strength of their relationship today.

This friendship-first approach allowed them to develop trust and understanding before romantic feelings entered the equation. They learned each other’s quirks, values, and dreams through honest conversations rather than the often misleading context of dating with immediate romantic intentions.

For anyone navigating modern relationships, their story serves as a reminder that sometimes the slow burn creates the most lasting flame.

A home proposal with heartfelt significance

On April 25, what Simon believed was a celebration of their new home transformed into one of the most memorable days of his life. The couple had recently purchased a house together—already a significant milestone in their relationship journey—but Jones had something far more meaningful planned.

With Simon’s children present to witness the moment, Jones created an atmosphere of normalcy that made the proposal all the more surprising. The setting was intentional: their shared space, representing the home and life they were building together.

The unexpected moment

As they stood in their new residence, surrounded by the promise of future memories, Jones dropped to one knee. The proposal caught Simon completely off guard—no small feat considering how attuned the couple is to each other’s thoughts and feelings.

The presence of Simon’s children added another layer of significance to the proposal. By including them in this pivotal moment, Jones demonstrated his commitment not just to Simon but to their blended family. This thoughtful inclusion speaks volumes about the couple’s priorities and their vision for their future together.

From Netflix fame to finding forever

Simon’s career has been on an upward trajectory with his role in “The Upshaws,” a Netflix series that has connected with audiences through its authentic portrayal of family dynamics. The show follows a working-class African American family in Indianapolis navigating life’s challenges, with Simon playing Bernard, the responsible and ambitious son.

While Simon has been winning over viewers with his performance, behind the scenes he was forming a connection that would change his personal life forever. The irony isn’t lost on fans that while Simon was portraying complex family relationships on screen, he was simultaneously building a profound relationship of his own off-camera.

Entertainment industry relationships

Relationships in the entertainment industry often face unique challenges, from demanding schedules to public scrutiny. However, Simon and Jones appear to have found a balance that works for them, with their relationship flourishing despite the pressures that can come with public visibility.

Their approach to love—building slowly from friendship, communicating openly, and prioritizing their connection over external factors—offers a refreshing contrast to the often tumultuous celebrity relationships that dominate headlines.

Social media’s evolving role in modern love stories

The beginnings of Simon and Jones’ relationship highlight how social media continues to transform how people connect. What was once considered an unconventional way to meet a partner has become increasingly common and accepted.

Their story represents a positive side of social platforms that often get criticized for creating superficial connections. In their case, Instagram served as the initial bridge that allowed two compatible people to find each other despite geographical and social barriers that might have otherwise kept them apart.

Looking ahead: Wedding plans on the horizon

With the engagement official, the couple is taking a measured approach to wedding planning. They’ve decided to enjoy their engagement for a month before diving into the details of ceremony preparation.

This deliberate pace reflects the thoughtful approach they’ve taken throughout their relationship—savoring each milestone rather than rushing through them. When they do begin planning, they’ll bring the same intentionality to creating a celebration that authentically represents their journey and values.

Celebrating love and family

As they move forward, Simon and Jones are focused on creating a wedding that celebrates not just their love for each other but the blended family they’re building. The involvement of Simon’s children in both the proposal and their daily lives indicates that family will remain central to their union.

Their approach to marriage planning reflects a maturity and mindfulness that bodes well for their future together. Rather than getting caught up in the spectacle that can sometimes surround celebrity weddings, they appear focused on the meaning behind the celebration.

The power of unexpected beginnings

The Simon-Jones engagement story serves as a beautiful reminder that love often finds us when we’re not looking for it. A congratulatory message about a performance became the first line in a love story neither of them anticipated but both now treasure.

Their journey from that first message to engagement demonstrates how being open to connections—without predetermined expectations—can sometimes lead to the most fulfilling relationships. It’s a narrative that encourages hope and openness in a dating landscape that can often feel discouraging.

A testament to authentic connection

In an era where relationships can sometimes feel disposable, Simon and Jones have cultivated something that feels refreshingly substantial. Their engagement isn’t just about romantic love but about creating a family unit built on mutual respect, friendship, and shared dreams.

For fans of Simon’s work and followers of the couple, their relationship offers a glimpse of what’s possible when connection is prioritized over convenience and depth over superficiality.

A love story for modern times

As Simon and Jones begin this new chapter, they join the ranks of couples who’ve found their forever person through unconventional beginnings. Their story resonates because it blends timeless romance with contemporary reality—proving that while the methods of meeting may evolve, the experience of falling in love remains as magical as ever.

The couple’s journey from that first Instagram message to planning their wedding reflects how modern love stories unfold: sometimes unexpectedly, often through technology, but always requiring the courage to be vulnerable and the wisdom to recognize something special when it appears.

And for anyone still waiting for their own love story to unfold, the Simon-Jones romance offers a simple but powerful reminder: sometimes, the most meaningful connections begin with nothing more than a thoughtful message and an open heart.

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