The Red Carpet of Rumors: Unpacking Sexyy Red’s Explosive Entanglements with Rap’s Elite

In the current landscape of hip-hop and viral celebrity, few figures possess the magnetic, lightning-rod energy of Sexyy Red. The St. Louis rapper has not only dominated the charts but has also mastered the art of social media buzz, often by blurring the lines between professional collaboration and intensely personal relationships. Her ascent has been accompanied by a whirlwind of high-profile entanglements and rumored romances with some of the biggest names in the industry, creating a narrative so dramatic and captivating that it continually fuels endless debate across platforms like Facebook and X.

This in-depth look explores the complex, confusing, and often sensational timeline of Sexyy Red’s most talked-about connections, dissecting the moments that launched a thousand headlines, from backstage kisses and massive designer gifts to public feuds and shocking allegations. What emerges is a portrait of a star who is unafraid to play the game, even when the lines between music and reality completely collapse.

The Six God and The Muse: The Unbreakable Bond with Drake

The entanglement between Sexyy Red and the ‘Six God’ himself, Drake, is arguably the most public and financially impactful of all her rumored romances. Their journey from mere colleagues to alleged lovers—or at least, highly affectionate friends—began to unfold in the summer of 2023.

The timeline ignited publicly when Drake hosted his “It’s All a Blur” tour show in Brooklyn. It was a backstage moment that sent the internet into a frenzy: Drake was caught on camera with Sexyy Red. The rapper made an emphatic statement by posting a flick on Instagram, calling her his “rightful wife” while sharing a picture of him kissing her cheek. Sexyy Red, never one to back down, leaned into the chaos, captioning her own post with the bold declaration, “I’m your favorite rapper’s favorite rapper”.

This public flirtation escalated when Sexyy Red continued to tease the dynamic, calling Drake her “man” in an Instagram post that featured cozy flicks from his tour stop in Englewood, California. The debate over whether they were truly “bumping uglies” was immediately settled for many fans, who pointed to the undeniable chemistry displayed across their public interactions.

The professional side of their relationship was cemented when Sexyy Red was featured on Drake’s album, For All the Dogs, appearing on the track “Rich Baby Daddy”. However, the most compelling visual evidence arrived with the release of the “Rich Baby Daddy” video. In a scenario that had the internet questioning if art was imitating life, Sexyy Red played Drake’s pregnant wife, with the superstar rapper shown kissing her belly in an intimate visual that suggested they were far more than just friends.

The gestures continued outside of the studio. Drake’s financial appreciation for Sexyy Red was made clear when he blessed her with $1.50K in straight cash and three Chanel bags, totaling an estimated value of around $194K. This was not just industry support; it was a grand display of affection that solidified the depth of their connection. Later, he publicly referred to her as his “muse” on Instagram, suggesting her presence was a source of creative inspiration. Despite their highly suggestive actions, including a date at a skating rink in her “Get It Sexy” video, Sexyy Red has occasionally downplayed the romance, claiming they are “just homies”, leaving fans to perpetually wonder about the true nature of their public saga.

The ‘Boo’ Claim: NLE Choppa’s Fierce Defense

Before the Drake drama dominated headlines, Sexyy Red’s name was intertwined with Memphis rapper NLE Choppa. Their connection blossomed from a professional music collaboration that quickly took on a life of its own.

The two rappers linked up for the remix of “Slut Me Out”. The official music video was undeniably spicy, featuring the two stars sharing a kiss on screen and exhibiting what was widely described as “undeniable chemistry”. The video went viral, and the ensuing speculation was immediate.

Adding major fuel to the fire, a clip later surfaced from a gossip page showing Sexyy Red casually referring to NLE Choppa as her “boo”. Although neither artist ever officially confirmed a relationship, NLE Choppa took a significant step that demonstrated the strength of their bond.

NLE Choppa publicly defended Sexyy Red against the barrage of online hate directed at her explicit music and provocative style. In a one-minute video on X, he passionately declared, “I keep seeing the hate y’all having on my girl Sexy Red, i’m just a real supporter a real fan i love her energy and I love her music”. He went on to commend her balance of serious and fun vibes and, crucially, put respect on her name by highlighting that she is a mother providing for her child. This unwavering public support led many to believe their connection was far deeper than a simple industry friendship, even if their rumored romantic involvement was brief or professionally motivated.

The Chicago Drill King: Sharing the Chain and the ‘Beast’

The ongoing relationship drama between Sexyy Red and Chicago drill pioneer Chief Keef has been the most volatile and openly competitive. What began as a rumored friendship quickly spiraled into a dramatic public feud with another woman over the rapper.

Initially, Sexyy Red attempted to quash rumors, stating clearly that she and Chief Keef were “just friends”. However, this narrative shattered when she became embroiled in a fierce public beef with Cayla B, the sister of the late rapper King Von, over Chief Keef. The drama was sensational: after Cayla B posted a flirtatious picture, Sexyy Red clapped back with a set of shocking photos, including one showing Chief Keef’s chain inside her underwear. Her accompanying, highly provocative caption stated: “I guess we’re going to have to share that dick”. This exchange confirmed the speculation: a romantic or competitive energy was clearly at play.

Sexyy Red was far more open about her feelings. In an interview, she confessed that her relationship with Chief Keef was genuine and confessed, “I don’t know what we got going on, we like each other… that’s my ends”. She even jokingly mentioned him as a potential third baby daddy, marking a stark shift from her earlier “just friends” claims and strongly hinting at a deeper romantic possibility.

The public spectacle continued, when Chief Keef posted a collection of flirty selfies with Sexyy Red on Instagram, tagging the pictures with the moniker “Sexy and the Beast”. Sexyy Red’s comment, “Bae I love you you my everything,” immediately fueled dating rumors to their absolute peak. Yet, in a dizzying moment of reversal, she later posted a video claiming they were just playing, stating that Chief Keef was like her brother. The intimate photos and hugging clip, however, left fans skeptical, convinced they were witnessing a calculated display of promotional ‘cat.’ Despite the conflicting statements, Chief Keef’s own candid remark at Rolling Loud—**“Uh shit i just know she fuck with me real heavy i fuck with her too”—**suggested a strong mutual affection that went beyond mere friendship.

Mystery Men and Viral Moments: From Ankle Monitors to Awkward Dodges

Sexyy Red’s timeline is littered with shorter, but equally explosive, celebrity connections that showcase the volatile nature of life under the microscope.

The Ankle Monitor Scandal (Boosie Badazz & Woo Deuce)

A simple Instagram Story launched a massive wave of speculation. Sexyy Red posted a photo in bed with a mystery man wearing an ankle monitor. Due to his own recent legal issues, many immediately assumed the man was Boosie Badazz. Boosie, however, quickly stepped in and shut the rumors down.

The real identity of the man was revealed to be Atlanta rapper Woo Deuce. In a shocking act that drew widespread social media scorn, Woo Deuce went live on Instagram, filming himself and a sleeping Sexyy Red cuddling in bed. He bragged about their intimate encounter, but his decision to film her without her consent led to a severe backlash, with fans accusing him of blatant clout chasing and violating her privacy. This brief chapter demonstrated how quickly a private moment can become a highly debated public spectacle, regardless of the rapper’s consent or intention.

Professional Promotion (Hungxo & Tyo)

Other connections appear to have been purely for professional buzz. The rumors with rapper Hungxo stemmed almost entirely from their appearance in the music video for Summer Walker’s “I Might,” where Hungxo played her new love interest. The speculation was later confirmed to be likely intentional gossip to promote the release, especially since Hungxo later served as an opening act on her “Sexy 4 President Tour”, underscoring a business-focused collaboration.

Similarly, the moment with YouTuber Tyo was a flash-in-the-pan viral moment. During a live stream, Sexyy Red leaned in for a kiss on the cheek, which Tyo appeared to dodge, creating an awkward and immediately viral clip.

The Final Allegation: A Fierce Denial in the Face of Scandal

The narrative surrounding Sexyy Red took a dark and serious turn when a man claiming to be her ex, identified as Woo Slime (or Woo Too Brazy), made incredibly serious and unverified accusations against her health.

In a recorded phone call that began circulating online, Woo Slime accused her of knowingly spreading STDs, specifically genital herpes, claiming she admitted, “Everybody getting burned i don’t give a f*”**. The claims exploded across social media. Woo Slime further fueled the fire by sharing heated audio clips where he confronted her about informing sexual partners of her alleged health status, publicly pushing the narrative that he would sell his story to media outlets.

The seriousness of the allegation demanded a public response. Sexyy Red addressed the rumors on social media, offering a firm and definitive denial. She stated: “Y’all want to know why IDC point one it’s not true two y’all believe anything on this app”. By maintaining her denial and highlighting the unverified nature of social media content, she attempted to shut down the most dangerous and reputation-threatening rumor of her career.

In a world where fame is often measured by social media engagement and viral moments, Sexyy Red’s celebrity connections are the perfect embodiment of modern hip-hop stardom. Whether fueled by genuine romance, clever promotion, or outright fabrication, her ability to command attention alongside rap’s biggest stars ensures her reign as one of the most talked-about and fascinating figures in the industry continues unabated.