British Tourist Crosses Into Afghanistan for ‘Extreme’ Holiday, Claims Romantic Fling with Taliban Member
He described seeing women working and wearing makeup in public, challenging some of his assumptions about life under Taliban rule.

A British tourist has sparked headlines after claiming he crossed one of the world’s most dangerous borders to spend his holiday in Taliban-controlled Afghanistan — and ended up in a ‘fling" with a member of the group, reported THE New York Post.
Toyosi Osideinde, a 30-year-old financial adviser from Bath, UK, says he has visited 69 countries in pursuit of “extreme travel" since falling in love with thrill-seeking adventures two years ago.
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With previous trips to Iraq, Syria, and Belarus behind him, he set his sights on what he calls his most daring destination yet: Afghanistan.
During the 11-day trip, the 30-year-old flew into Islamabad, Pakistan, and drove to Peshawar near the Afghan border. There, he entered the Afghan embassy and was interviewed by armed Taliban officials before beginning his travels across the country — visiting villages, local markets, and even enjoying biryani with locals.
He described seeing women working and wearing makeup in public, challenging some of his assumptions about life under Taliban rule. Toyosi also claims he developed a romantic connection with a Taliban member working as hotel security, saying they spent time together throughout his stay.
“It was eye-opening," said Osideinde, reported New York Post. The 30-year-old also mentioned that he felt like a celebrity while travelling with the group.
In all the countries Toyosi had visited, he used Grindr to meet men—except in Saudi Arabia and Afghanistan.
The New York Post story mentioned that Toyosi maintained a low profile during his stay, choosing to be discreet due to safety concerns.
He felt more secure in the presence of his assigned security guard, despite the language barrier, as neither of them spoke a common language.
In the evenings, they spent time together watching “Gossip Girl", and the guard often showed him his collection of guns.
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