Coi Leray's Dating History: From Trippie Redd To Pressa And Beyond

14 Jul, 2025

Coi Leray, the dynamic rapper and singer known for her unique style and catchy tunes, has captivated audiences not just with her music but also with her vibrant personality and, often, her highly publicized relationships. From high-profile romances that sparked widespread speculation to rekindled flames that surprised many, Coi Leray's dating life has consistently been a topic of interest for fans and media alike. With recent news confirming she's expecting her first child with rapper Trippie Redd, it's the perfect time to take a comprehensive look back at her journey through love and relationships.

Her openness about her personal life, often shared through social media, has given fans a glimpse into the ups and downs of celebrity romance. But who exactly has Coi Leray dated? And what's the full story behind her current relationship status? Let's dive into the fascinating timeline of Coi Leray's dating history, exploring her current romance and past connections that have shaped her public narrative.

Who Is Coi Leray? A Quick Look at the Artist Behind the Headlines

Before delving into her romantic life, it's worth briefly touching upon Coi Leray herself. Born Coi Leray Collins on May 11, 1997, she is the daughter of renowned rapper and media executive Benzino. Coi Leray embarked on her musical journey in 2018, quickly making a name for herself with her distinctive flow and genre-blending sound. Her career has seen a rapid ascent, marked by hit singles and a strong presence in the hip-hop scene. Her rise to fame has naturally brought increased scrutiny to her personal life, including her relationships.

The Current Chapter: Coi Leray and Trippie Redd's Rekindled Romance

As of January 2025, the most significant news surrounding Coi Leray's personal life is her relationship with fellow rapper Trippie Redd. Not only are they officially dating, but the couple has also announced they are expecting their first child together, marking a major milestone in their journey. However, their path to this point has been anything but straightforward, characterized by a history of on-again, off-again dynamics.

A Tumultuous Beginning: The 2019 Relationship

Coi Leray and Trippie Redd's connection isn't new. They reportedly first started dating in 2019, back when both of their musical careers were still in their initial stages. During this period, they were spotted together on a handful of occasions, and their relationship quickly became a topic of discussion among fans. However, this initial romance was relatively short-lived, lasting only a few months. The couple parted ways through what was described as a tumultuous public split in late 2019. This early breakup left many wondering if they would ever reconcile, given the public nature of their separation.

Rekindling the Flame: Mid-2024 Reunion

Years after their initial split, Coi Leray and Trippie Redd rekindled their romance in mid-2024. This reunion began to surface publicly around August 2024, when footage emerged on a Friday (August 23) showing the two sharing a romantic moment for all to see. This public display all but confirmed that they were back together, much to the excitement and surprise of their respective fan bases. Their renewed connection seemed stronger and more mature, signaling a new phase in their relationship.

The Pregnancy Announcement and Recent Developments

The biggest news arrived when Coi Leray and Trippie Redd announced they were expecting their first baby together. This revelation sent ripples across the entertainment world, solidifying their status as a committed couple. However, the story took another turn in late January 2025. On Wednesday, January 23, Coi Leray shared a post on Instagram Stories revealing that she had been cheated on. This post came approximately three weeks after she had announced her pregnancy with Trippie Redd, adding a layer of complexity and public drama to their otherwise joyous news. The situation has left fans speculating about the future of their relationship amidst this new challenge, highlighting the often-unpredictable nature of celebrity romances.

A Look Back: Coi Leray's Past Relationships

Before her current highly-publicized relationship with Trippie Redd, Coi Leray had a few other significant connections that garnered media attention. These past relationships provide a fuller picture of her journey through the public eye.

Pressa (2021 - 2023)

Coi Leray was in a relationship with Canadian rapper Pressa from 2021 to 2023. Their romance initially sparked dating rumors in June 2021. This happened after they appeared affectionate in a TikTok video, which followed their musical collaboration. Their relationship was quite public, with both artists often sharing glimpses of their time together on social media. They were seen as a prominent couple in the hip-hop scene for a significant period, making their eventual split a notable event for fans who had followed their journey.

Blueface (2020 - 2021)

Prior to Pressa, Coi Leray was linked to rapper Blueface. Their relationship reportedly spanned from 2020 to 2021. Rumors of them dating first began circulating in December 2020. This speculation arose after they were spotted out on a lunch date at Harold's Chicken in Hollywood. According to Capital Xtra, their sighting at this popular spot fueled the initial buzz. Their relationship, while not as long-lasting as some of her others, was certainly a topic of discussion among fans during its duration, showcasing Coi Leray's consistent presence in the celebrity dating sphere.

The Gunna Encounter

Beyond her more established relationships, Coi Leray has also had an encounter with rapper Gunna. While the nature and duration of this connection are less detailed in public records, it adds another name to the list of artists with whom Coi Leray has had a reported romantic link, further illustrating the interconnectedness of the hip-hop community.

Why Her Dating Life Captivates Fans

Coi Leray's dating history, much like that of many public figures, consistently draws significant attention. Several factors contribute to this fascination:

Relatability in Drama: While celebrity relationships are often glamorous, they also face universal challenges like breakups, rekindling, and infidelity. Fans often find aspects of these experiences relatable, creating a stronger connection with the artist.
Social Media Transparency: Coi Leray, like many artists of her generation, is active on social media. This platform allows her to share snippets of her personal life, whether intentionally or inadvertently, fueling speculation and engagement from her followers. The immediate nature of social media updates means news spreads rapidly.
Interconnectedness of the Music Industry: When artists date other artists, it creates a unique dynamic. Collaborations, joint appearances, and shared industry events often bring them together, making their relationships a natural extension of their professional lives. This also leads to speculation about potential diss tracks or love songs inspired by their experiences.
Public Persona: Coi Leray's bold and confident public persona makes her relationships, particularly the dramatic turns, feel more impactful. Fans are invested in her happiness and journey, making every revelation a significant event.

The constant evolution of her relationships, from initial sparks to public splits and surprising reconciliations, keeps fans on their toes, eager for the next chapter.

Conclusion

Coi Leray's dating history is a compelling narrative that mirrors her dynamic career in music. From her early connection with Trippie Redd in 2019, through her relationships with Blueface and Pressa, to her surprising reconciliation and current journey with Trippie Redd as they prepare for parenthood, her personal life has been as eventful as her professional one. While the recent news of infidelity adds a complex layer to her current situation, it underscores the often-turbulent nature of relationships in the public eye.

Ultimately, Coi Leray continues to navigate the complexities of fame, love, and personal growth under the watchful gaze of the public. Her story serves as a reminder that even amidst the glitz and glamour of celebrity, the fundamental human experiences of love, heartbreak, and family remain at the core of our shared fascination. As Coi Leray continues to evolve as an artist and a person, her fans will undoubtedly remain invested in every twist and turn of her remarkable journey.

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