Rolling Ray Biography: His Age, Real Name and Boyfriend

Rolling Ray (Real Name: Rolling Harper) is a 27 year-old American rapper, reality TV star, and social media personality born on September 5, 1996. He became famous for his appealing rap music and lifestyle. Rolling is said to be in a relationship with Roland, his boyfriend. 

Rolling Ray rose to stardom after his appearance in MTV’s Catfish: Trolls in 2018, but he has been in the music scene much earlier than that. Most of his early musical works were released in 2014, including songs such as #Gina, Trap Going Crazy,  and #JumpManRemix. Following his popularity, Rolling has released songs that have gone viral, like Bigpurrrr, Aw Bye, and YouWantSome. Here is how much we know about the celebrity rapper and his personal life.

Summary of Rolling Ray’s Biography 

  • Full name: Rolling RayRaymond Harper
  • Nickname: The Most Famous Boy Inna Wheelchair
  • Gender: Male
  • Date of birth: September 5, 1996
  • Rolling Ray’s Age: 27 years
  • Ethnicity: African America
  • Nationality: United States of America
  • Zodiac Sign: Virgo
  • Sexual Orientation: Gay
  • Religion: Christian
  • Marital Status: Single
  • Rolling Ray’s Height in Inches: 5 feet 1 inch
  • Rolling Ray’s Height in Centimetres: 155cm
  • Rolling Ray’s Weight: 62kg
  • Rolling Ray’s Net worth: Estimated at $900k
  • Famous for:  MTV’s Catfish: Trolls in 2018
  • Rolling Ray’s Instagram: @iamrollingray
  • Twitter: @DMVMOSTFAMOUS

How Old is Rolling Ray?

Rolling Ray is 27 years old. He is from Martinsburg, Missouri, United States, and was born on 5 September 1996. He is an American citizen of African American descent. Not much is known about his parents and other family associates. Rolling Ray has never mentioned them in his social media posts or songs.

However, reports have it that he is quite close to a cousin of his called Dae Dae and has shared his image on his Instagram handle as well. Additionally, Rolling has also mentioned the photographs of his little niece named Ashanti, who celebrated her birthday. He has no known religious affiliation, he loves his music.

Rolling is said to currently live in the nation’s capital Washington, D.C. Although not much is known about his parents, multiple sources claimed they enrolled him in a local school while he was growing up. Afterward, he is said to have completed his high school at a reputed institution. No information about his education has been publicly disclosed.

Raymond Harper’s father and mother are very supportive of his career and always motivate him to pursue his music profession. We searched a lot on the internet, but the names and images of his family members are not accessible. He did not reveal the information about his family members because of some unknown reasons. Although he is a famous social media star, Rolling keeps specific details of his personal life out of the reach of the public.

Is Rolling Ray a Boy or Girl?

Rolling Ray is a boy, his gender is male. The 27 year-old male rapper from Missouri has had his share of headlines regarding his gender. Ray is a crossdresser, an action that has, over the years, raised so many questions about his actual gender. Ray has not said anything about his gender and seems to enjoy the attention his actions draw to his personality.

Although the exact identity of Rolling Ray is male, things have been further complicated by conflicting reports over whether he is a male or a female. Most media reports about him use the “He” pronoun when reporting about him. In the same manner, multiple sources refer to him using the “She” pronoun as well.

There are even theories that Rolling Ray is two people. Most social media users and followers of his address him using the “He” pronoun. And yes, he gets a lot of kicks back due to his cross-dressing nature. Regarding Rolling Ray’s gender, most reports suggest that he is male. For instance, Rolling Ray’s Instagram page has a self-description that reads, “The most famous boy inna wheelchair”.

With inconsistencies and conflicting reports, Rolling Ray’s true gender remains a mystery. What is certain is that Rolling Ray is a talented performer and an inspiration to many for expressing their talent and creativity regardless of their gender. Whether Rolling Ray is male or female is irrelevant to the success of his career, as evidenced by his long list of accomplishments.

Rolling Ray Got His Stage Name From His Real Name Raymond

The ‘Ray’ in Rolling Ray’s stage name is gotten from his first name Raymond. Although the singer has not said much about what inspired the name Rolling Ray, he is rolling out hit after hit. As a youngster, Ray began making rap music after being influenced by artists from the likes of Lil Wayne and Snoop Dogg. He kept his music circle limited, and most of his works didn’t get to the internet until he was around the age of 18.

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As stated above, most of Ray’s early musical works were released in 2014, including songs such as #Gina, Trap Going Crazy, and #JumpManRemix. His early songs can be found on various distribution platforms like Soundcloud. They did not gain enough traction, but that didn’t halt his career.

In the year 2018, Ray released a song titled ‘SnatchedMyWig’. Unlike his early works, the song gained good impressions from audiences, and that would seem like he has found his landing in the music industry. After this, in the year 2020, he released two hit tracks named AwBaby and YouWantSome, these songs went viral as well, and the following year, he released Bigpurrrr.

Ray also found acceptance with social media and has used various platforms to promote his music and other content. He does social media influencing with most of his time and has shared several modeling images on the internet. He has collaborated with a few brands and uploaded them on social media.

What is Rolling Ray Famous for?

Rolling Ray is famous for his appearance on MTV’s Catfish: Trolls. The show is one of the “Catfish” spin-offs and was hosted by celebrity artist Charlamagne tha God. The show featured online personalities confronting trolls who had been harassing them online. Rolling Ray appeared alongside Camyounce on the second episode of the show, which aired on July 25, 2018. However, his appearance on MTV’s Catfish: Trolls is not the only thing he is famous for.

Although the MTV program was the platform that took him into stardom, Ray has become famous for a lot of reasons over the years. It will be a herculean task to pick a particular reason to place behind his fame. His most recent height to fame was his collaboration with gay rapper Bobby Nico Wade, known professionally as Bobby Lytes, to produce a reality TV LGBT dating show called Bobby I Love You, Purrr on Zeus Network.

Lytes and Ray served as the show’s executive producers, along with Love & Hip Hop: Hollywood’s Jason Lee. The show premiered on August 21, 2022, on Zeus Network. The show had 15 men compete for Bobby’s affection. The most notable contestant was Canadian professional basketball player Grandy Glaze and Bahamian track-and-field athlete Jameson Strachan and André Marhold, professional basketball player and ex-boyfriend of Jeffree Star.

One of the episodes of the show had Ray and Lytes feuding online. The feud then led to a confrontation that aired as a two-part episode of another show called The Conversation on November 7 and November 14, 2021. Zeus Network announced on May 17, 2022, that the two would reunite for a dating show in which Ray would help Lytes find love. Ray is also famous on social media, with over 500k followers on his Instagram and Twitter accounts.

Why is Rolling Ray in a Wheelchair?

Rolling Ray is in a wheelchair because he has some form of disability. Over the years, there have been many speculations surrounding why Rolling Ray is in a wheelchair all the time. However, the question remains, for how long has he been in a wheelchair? It is believed that the 27-year-old American singer was involved in a car accident and was hospitalized in September 2018.

Ray was said to have been hit by a car while crossing the street close to his home, leading to him being wheelchair-bound. Rolling Ray’s Twitter account also showed a picture of him laying in a hospital bed with a motorized wheelchair on the side, “confirming” the accident. A few days following the accident, the social media crossdresser took to Twitter and tweeted back at the people who hoped he would not survive the accident.

Ray tweeted that they were “big mad” for wishing him dead. He boasted that he was still alive since it wasn’t his time to die. In the same tweet, Ray also claimed that music legends Beyoncé and Jay-Z called him as he was in the hospital, and they both told him to keep his head up and encouraged him to ignore the trolls who claimed that the incident was a publicity stunt.

Notwithstanding the above fact of him being hit by a car, many of his followers have also speculated that Ray was born with a disability. One comment reads that he has been in a wheelchair since his high school days.  His beef with fellow rapper Saucy Santana saw the release of a diss track titled Walk which took a dig at his disability. In response to the diss track, Ray only shared his light on the hardship disabled people go through and how they ought to be valued. He has not spoken about how he came to use a wheelchair.

Other Incidents He Has Been Involved in

Ray seems to have a knack for getting the hospital bed. Reports have it that in January 2020, the American rapper was hospitalized at Washington Hospital Center due to severe injuries sustained from a fire caused by his wig. The injuries affected his face, arms, neck, and feet, resulting in the need for surgery. No explanation was provided on how he got lit by fire, but he was not severely affected.

Another incident occurred in January 2022. This time around, the Instagram celebrity was hospitalized after contracting Covid-19. It was reported that he was in a coma for some time and remained in the hospital for over two weeks. The incident gave birth to the rumors that circulated on social media that he had passed away due to his prolonged absence.

On April 5th, 2022, the Rolling Ray took to his Twitter account and posted a video confirming that he was alive. In the video, it was apparent that his hair had been shaved on the right side of his head, and the message “NOT DEAD” was visible. Many had started speculating if he had been involved in another incident again. But it would seem that he was doing fine as his post was done to spite his supposed “haters”

Ray’s success is evidence of his dedication and hard work, regardless of his disability. His confidence and strong will is an inspiration to many and have helped to prove that dreams are achievable if you have the will and the drive. With plenty of new music and projects on the horizon, Ray’s journey is far from over.

Who is Rolling Ray’s Boyfriend?

This rapper and singer is very much open about his sexuality and has mentioned that he is Gay. As stated earlier also, he dresses up like a girl and does makeup as well. Although he may have a few foes here and there, however, he blends well with his close friends and associates and shares an amazing time with them. He uploads images of their time spent together on Instagram.

Rolling Ray is currently in a relationship. He has a boyfriend named Rolland, and the public has been able to catch a glimpse of him following uploaded images of him made by Ray on his Instagram account. Although little is known about Roland, one can tell from Ray’s shared pictures on social media that they are happy together, and their relationship seems to be going strong.

Ever since he went public with his new relationship, the American singer has been giving his fans glimpses of his new Boo on social media. Taking to Instagram, Rolling Ray posted another cute video of himself and his boyfriend Roland packing on the PDA in the airport before they jetted off for a trip to Hollywood. In the video, Rolling Ray explains that they’re headed to Los Angeles, as his boo Roland plants a kiss on his cheek and an even bigger one on his lips.

The couple was also accompanied by a female friend, and the post was captioned, “At the airport about to board, Hollywood here comes Roland & ROLLING.” As we previously reported, Rolling Ray has made his relationship on Instagram official by finally giving his fans a look at his new boyfriend, Roland, courtesy of a post confirming their romance,

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