A 21-year-old student stands to win £2,500 if he can persuade Kylie Minogue to go on a date with him.
Mr Allen has to spend at least two hours with the star to win the bet
Brett Allen, from Canterbury, has bet £25 on securing a date with the pop princess in the next 12 months.
He said he was flattered when bookmakers gave him "generous" odds of 100/1 of achieving the feat.
He said: "100/1 sounds like I would have a good chance.
"It is nice to think I have got a much better chance of dating Kylie than winning the lottery."
The University of Kent law student said the bet was prompted by his reputation for being a hit with women.
"I have a bit of a reputation with some people at my university for being a ladies' man - hence the idea for the bet," he said.
But Mr Allen said he has yet to come up with a detailed plan of how he is going to actually meet the Australian beauty.
He said: "I am not a nutter and I will not follow her around everywhere but if the chance comes up to meet her than I will take it.
"But I will not use chat up lines as girls do not go for them."
Bookmakers William Hill said Mr Allen would have to spend a minimum of two hours on a date with the singer in 2004 for him to win the bet.