Anthony, a TikTok user who posts as @undiagnosedanthony, has been single for seven years and is tired of hearing the same advice. In a new video, he tells viewers that the saying “it happens when you least expect it” is not doing its job. His complaint has earned 138,200 views and 384 comments.
The Daily Dot notes it was unable to independently verify the dating experiences described in the video, which are based solely on Anthony’s account of being single for seven years and his claim that he has gone on 153 dates. That caveat is worth remembering, but it does not diminish the entertainment value of his delivery.
Anthony’s Opening Complaint
Anthony opens with the familiar line about relationships arriving unexpectedly. “You know how people say with regards to a relationship, it happens when you least expect it,” he says. “Well, I’ve been least expecting it for about seven years now.”
He adds: “So apparently it doesn’t f—— happen when you least expect it.” The delivery is exasperated and sarcastic, giving the video a lighthearted feel despite his frustration.
The 153-Dates Twist
Anthony then pushes his own joke further. He suggests that the opposite may be true — that relationships happen when you settle. “In fact, I reckon it happens when you settle,” he says. “No, I reckon it happens when you f—– go on 153 dates, which is just something that I’m not willing to do right now.”
The number 153 is the real kicker. It is a specific, absurdly high figure that turns a common complaint into a joke with a punchline.
Viewer Responses
Viewers responded with a mix of agreement, frustration and different perspectives. One commenter summed it up directly: “I do know what you mean, Anthony 🫠.”
Another commenter argued that settling is often the route to a relationship. “ABSOLUTELY happens when you settle,” they wrote. “Most of the girls I know don’t even like the guys they’re with. But society deems them more normal than people who won’t put up with someone they don’t want and would rather be single.”
Other Perspectives
Not everyone agreed. Some commenters suggested that finding a relationship has more to do with personal growth than settling. “I think it happens when you understand Mr perfect isn’t going to come along and you meet someone who challenges you and you challenge them,” one user said. “You both grow into better people together.”
Others were frustrated with the search itself. “Or just stop looking and he will find you um no i see these ppls comments and how long they’ve been single im good i will not stop looking lol but I also am sick of asking 101 questions,” one commenter wrote.
What the Video Shows
Anthony’s video is a complaint dressed as comedy. The exasperation is real, but the delivery keeps it light. The 153-dates figure is the joke that makes the whole thing land.
The Daily Dot’s note about verification is a fair reminder that this is one person’s account. But the appeal of the video is not its proof — it is the honest, exasperated frustration that anyone who has been single for a while will recognise.
Why It Works
Anthony’s video works because he names the exact complaint that drives so many conversations about dating. The 153-dates twist is the joke that makes it memorable.
The video is a reminder that the best complaints are the ones that are specific and honest. Anthony is not just complaining about being single — he is complaining about a specific version of the advice that never helps. And the 153 dates give that complaint a shape that sticks.
- The video has 138,200 views and 384 comments.
- Anthony says he has been single for seven years.
- He claims to have gone on 153 dates.
- Viewers responded with agreement, frustration and different ideas about relationships.
The video is a complaint that lands because it is specific. Anthony’s delivery makes it funny, but the core of it is simple: sometimes the advice is wrong, and sometimes the numbers say it louder than words.
Source material: “TikToker Has Been Single for 7 Years and Is Tired of Hearing “It Happens When You Least Expect It”: ‘Apparently It Doesn’t’,” The Daily Dot.
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