Categories: Celebs

Bankroll Freddie Posts DM Screenshot Showing A Woman Flirting Then Critiquing His Looks

Bankroll Freddie seemed to enjoy a good laugh from a recent Instagram direct message. On Saturday, the rapper shared a screenshot of an unnamed woman shooting her shot at him. When Bankroll didn’t give the unnamed woman any play, she snatched her flirtatious compliment right back!

In the screenshot, the woman responded to a picture posted to Bankroll’s Instagram Story. She wrote “Boy u fine as s**t.” Afterwards, the woman mentioned Bankroll in a post on her own Instagram story. However, because of Instagram Story’s 24-hour limit, it’s unclear what her post was about. On the morning of February 15, the woman tried her hand again and sent the rapper three kissy faces emojis.

Like the last time, Bankroll didn’t respond. This prompted the woman to backtrack her compliment from just a few months ago. On Saturday, she messaged him a third time with a side eye, annoyed emoji and a message critiquing Bankroll’s looks.

“One thing about it…. you not that CUTE tf,” she wrote in the private message.

Her message must’ve tickled Bankroll because he posted the screenshot with.a caption filled with laughing emojis.

Just Cause I Aint Reply Damnnnnnn,” Bankroll wrote. “You Women Crazy I Go From Fine As Sh** To Not That Cute.”

He ended the caption with four skeleton emojis, which is used on social media to signify the phrase “dead.” Dead typically means that a situation is funny enough to cause fake “death” by extreme laughter.

By Sunday, the post had received over 29,000 likes and more than 3,000 comments.

To be fair, Bankroll was recently engaged in a relationship with rapper and reality television star Dream Doll. However, she did exclusively confirm to The Shade Room back in March that her relationship with Bankroll had ended. The confirmation came after Dream Doll had let off a few tweets regarding love.

I dont give a f**k how much you love a person dont let them treat you like no dummy,” she tweeted. “Getting f**ked over by a person you deeply fell in love with will turn you so damn cold-hearted.

She then spoke directly on her past love life saying “my last relationship taught me you could be the whole package at the wrong address.

Roomies, do you think Bankroll Freddie responded to the message?

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Cassandra Santiago

Cassandra Santiago is a multimedia journalist, editor, and editorial strategist with over a decade of experience shaping conversations across arts, entertainment, culture, and global news. A graduate of the University of Iowa, she has built a cross-platform career spanning newspapers, magazines, radio, and digital media. She joined The Shade Room five years ago and currently serves as a Senior Editor, where she leads editorial direction, oversees exclusive coverage, and trains and edits a team of writers. Cassandra has played a key role in developing high-impact content and editorial strategies for an audience of more than 30 million, contributing to platform growth, engagement, and monetization across multiple channels. In addition to her leadership role, she remains a daily contributor, with her articles generating more than 41 million views since 2023. Beyond The Shade Room, Cassandra offers freelance social media strategy services, speaks on the influence and impact of Black media at public panels, and owns Did It For You, an event design company in the DC, Maryland, and Virginia area. She is Poynter Institute–certified and was named to the DMV’s 35 Under 35 list in 2024.

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