Harry Kane enjoys a pint with Jimmy Fallon as the pair head out to dinner alongside Jon Hamm and girlfriend Anna Osceola in New York

He appeared on The Tonight Show with Jimmy Fallon on Thursday night.

And following the show, Harry Kane headed out to dinner in New York with the talk show host, as the pair were joined by Harry's wife, Kate, actor Jon Hamm and his girlfriend Anna Osceola. 

The Tottenham talisman, 28, enjoyed a pint with Jimmy - as the pair beamed for a snap for Jimmy's Instagram, with the host revealing: 'I bought Harry Kane his first Guinness'.

Big apple: Harry Kane, 28, headed out to dinner with Jimmy Fallon, Jon Hamm and his girlfriend Anna Osceola in New York on Thursday evening

Big apple: Harry Kane, 28, headed out to dinner with Jimmy Fallon, Jon Hamm and his girlfriend Anna Osceola in New York on Thursday evening

Harry sported a dapper look for the night out, donning a taupe blazer layered over a navy blue shirt.

Meanwhile, Jimmy kept casual as he opted for a khaki jumper, adding a face covering as the pair exited Italian eatery Emilio's Ballato in downtown Manhattan.

Following closely was Mad Men actor Jon, 51, who often joins Jimmy on the show for whacky sketches - as he walked alongside his girlfriend Anna, 31.

Bottoms up: The Tottenham talisman enjoyed a pint of lager with Jimmy - as the pair beamed for a snap for Jimmy's Instagram

Bottoms up: The Tottenham talisman enjoyed a pint of lager with Jimmy - as the pair beamed for a snap for Jimmy's Instagram

First timer: Jimmy revealed to instagram that it was Harry's 'first Guinness'

First timer: Jimmy revealed to instagram that it was Harry's 'first Guinness' 

Jon opted for an all-black ensemble in a dapper suit, while Anna looked pretty in a mini dress with a floral decoration.

The actress added platform canvas espadrilles to her ensemble, as her lengthy brunette locks fell freely.

Harry was accompanied by his wife Kate, who sported a pair of blue denim jeans and a bright pink blazer for the outing.

Pals: Following Jimmy and Harry closely out of the restaurant was Mad Men actor Jon, 51, who often joins Jimmy on the show for whacky sketches - as he walked alongside his girlfriend Anna, 31

Pals: Following Jimmy and Harry closely out of the restaurant was Mad Men actor Jon, 51, who often joins Jimmy on the show for whacky sketches - as he walked alongside his girlfriend Anna, 31

Couples night: Harry was also accompanied by his wife Kate, who sported a pair of blue denim jeans and a bright pink blazer for the outing

Couples night: Harry was also accompanied by his wife Kate, who sported a pair of blue denim jeans and a bright pink blazer for the outing

Supportive: She joined Harry at The Tonight Show studio, as the pair posed for some snaps

Supportive: She joined Harry at The Tonight Show studio, as the pair posed for some snaps

Citing Jimmy as his 'tour guide', Harry posted snaps from the evening, writing: @jimmyfallon is a great NYC tour guide. Thanks for showing us around - amazing city.' 

During the show, Jimmy commented that Harry is four goals away from being England's top scorer, as the sportsman revealed he's excited about breaking Wayne Rooney's goalscoring record. 

He said: 'I'm excited. The last World Cup was really special, we got to the semi-final which was the first semi-final we got to in like 30 years as a nation and the country was going pretty mad but we fell that one step short.

'So we're looking forward to this one. We've got great team, really good players, a good coach, we've been building nicely to this World Cup and I'm really looking forward to it and hopefully I can try and break that goal record.'

Fun night: The group seemed to be in high spirits, as Jimmy gave the Brits a tour of the Big Apple

Fun night: The group seemed to be in high spirits, as Jimmy gave the Brits a tour of the Big Apple

On air: The dinner followed Harry's appearance on The Tonight Show with Jimmy Fallon earlier in the evening

On air: The dinner followed Harry's appearance on The Tonight Show with Jimmy Fallon earlier in the evening

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Harry Kane enjoys a pint with Jimmy Fallon as the pair go for dinner with Jon Hamm and Anna Osceola

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