Charleston Man Shocked by $1,000 Venmo Request After a Week of Texting Sparks Online Debate
Charleston, South Carolina – A TikTok story about modern dating culture has gone viral after a Charleston man claimed a woman sent him a $1,000 Venmo request for “wasting her time.” The unusual exchange has sparked a heated debate online about dating etiquette, expectations, and how quickly people should move from texting to meeting in person.
The Viral TikTok Story
Ryan, who goes by @thecyanrollinsrides on TikTok, shared that he had been texting a woman for about a week. The two never met in person. But when he woke up one morning, he was shocked to see a Venmo request for $1,000 from her, with the note saying it was for “wasting my time.”
“So this morning I woke up to a Venmo request for $1,000 for ‘wasting my time,’” Ryan said in the clip, adding that he had no idea such a thing would happen after only a few days of casual conversation.
He concluded the video with a reflection: “So this is the type of dating that’s happening nowadays.”
Women React: “Maybe We’re Not Asking Enough”
While Ryan posted the video in disbelief, many women in the comments saw it as empowering. Some joked that he had unintentionally given them new ideas.
- “Venmo men for wasting my time,” one woman wrote, alongside the note-taking emoji.
- Another said, “What I’m learning is I’m not unhinged enough with men? I could be out here Venmo requesting.”
- A third chimed in: “Men have wasted my time and I didn’t get even one dollar. I need to step it up.”
Others even shared real-life experiences where they had sent payment requests — and got paid. One woman revealed she once sent an Apple Pay request for $100 for “pain and suffering,” and the man paid without question.
Some Blame Ryan for Delaying a Date
Not everyone sided with Ryan. Some commenters argued that texting for seven days without setting up a date was too long.
“Why are you texting for a whole week?” one person asked. “Meet for coffee or drinks after a couple days. A week goes by and you didn’t initiate a date, she’s in the right lol.”
The Question: When Should You Ask Someone Out?
Ryan’s story reignited an age-old debate: how long should you wait to ask someone out after matching online?
Dating experts and communities seem to agree there is no single rule, but many suggest not waiting too long. According to eHarmony, if there’s early chemistry, “it is never too soon” to ask.
On Reddit’s r/dating_advice, one user who waited three days before asking received feedback urging him not to delay. “With online dating, you can’t afford to wait, it needs to be done within 2-3 days max,” a top comment read. Another added, “I would start losing interest if a guy didn’t ask to meet up in the first few days.”
What Happened Next?
Ryan has not shared whether he paid the $1,000 request. However, he did post several follow-up TikToks defending himself after some women labeled him a “red flag.” In his responses, he stitched videos of critics, sparking even more conversation around dating standards and gender expectations in 2025.
Do you think asking for money after a week of texting is outrageous, or is it fair for someone to expect their time to be valued? Share your thoughts in the comments at cheapnailsalonsnearme.com.