Jon Hamm and Anna Osceola pack on the PDA as they enjoy Mediterranean Sea on holiday in Pantelleria


Jon Hamm, 50, and his girlfriend Anna Osceola, 33, looked rather loved up as they frolicked in the Mediterranean Sea earlier this week.

The happy couple was seen lapping up the sun as they enjoyed the outdoors during the last weeks of summer.

The pair, who share a 17-year age gap, have been dating for over a year now. 

On vacation: Jon Hamm, 50, and his girlfriend Anna Osceola, 33, looked relaxed and loved up as they frolicked in the Mediterranean Sea earlier this week

During one outing, the Mad Men star sported a white ball cap, a white t-shirt, and a yellow printed pair of shorts. 

He added black and white striped slides to his outfit and carried a large white tote bag.

Walking near him, his girlfriend rocked a multicolor striped dress with a bathing suit underneath. Her hair fell in loose, beachy waves and she walked in a pair of flip-flops. They both had on black sunglasses.  

In another series of photos the two were seen inspecting a white compact vehicle that they’d driven to a beach area. 

End of summer: The happy couple was seen lapping up the sun as they enjoyed the outdoors during the last weeks of summer

Taking in the outdoors: The couple was seen enjoying sunshine and the outdoors

End of summer: The happy couple was seen lapping up the sun as they enjoyed the outdoors during the last weeks of summer

Tag team: The two were seen inspecting a white compact vehicle that they'd driven to a beach area

Tag team: The two were seen inspecting a white compact vehicle that they’d driven to a beach area

Hamm wore a light blue t-shirt and a matching baseball cap before stripping down to just a pair of red swim shorts.

His younger girlfriend looked on in a strapless green leopard print bikini top. She paired it with a set of pink bikini bottoms. 

Throughout the day the item was spotted showing each other affection during their relaxing time together.

At one point they took a breather, lying down on a large flat rock and soaking up the sun.

Just a number: The pair, who share a 17-year age gap, have been dating for over a year now

Just a number: The pair, who share a 17-year age gap, have been dating for over a year now

The actors sprawled out with a beverage on white beach towels.  

In another instance the performer known for his role as Don Draper was seen plunging into the ocean. 

Later they were both fully in the water, cooling off under the hot summer sun.

The two looked carefree as they luxuriated on the trip far from home. Ever the gentleman, Jon was photographed giving his girl a hand as she navigated getting out of the rocky water.

Less is more: Hamm wore a light blue t-shirt and a matching baseball cap before stripping down to just a pair of red swim shorts

Less is more: Hamm wore a light blue t-shirt and a matching baseball cap before stripping down to just a pair of red swim shorts

Diving in: In another instance the performer known for his role as Don Draper was seen plunging into the ocean

Taking the plunge: The performer was seen submerging himself in the water

Diving in: In another instance the performer known for his role as Don Draper was seen plunging into the ocean

Ready for the water: His younger girlfriend looked on in a strapless green leopard print bikini top. She paired it with a set of pink bikini bottoms

Ready for the water: His younger girlfriend looked on in a strapless green leopard print bikini top. She paired it with a set of pink bikini bottoms

Loved up: Throughout the day the item was spotted showing each other affection during their relaxing time together

Loved up: Throughout the day the item was spotted showing each other affection during their relaxing time together

Though the pair are relatively private when it comes to their relationship, they first met on the set of Mad Men when they appeared in the series finale together.

Things only turned romantic during the quarantine, five years after he split from longtime partner Jennifer Westfeldt in 2015. 

Hamm and Osceola were first seen out on a coffee date in 2017, and have since proved to maintain a close bond as they spent California’s COVID-19 lockdown together.  

In June they were seen attending the premiere of his film No Sudden Move at the Tribeca Festival. 

All in: Later they were both fully in the water, cooling off under the hot summer sun

Floating: Jon floated while his girlfriend swam next to him

All in: Later they were both fully in the water, cooling off under the hot summer sun

Not a care in the world: The two looked carefree as they luxuriated on the trip far from home

Very sweet: The couple held onto each other in the ocean

Not a care in the world: The two looked carefree as they luxuriated on the trip far from home

Helping hand: Ever the gentleman, Jon was photographed giving his girl a hand as she navigated getting out of the rocky water

Gentleman behavior: Jon helped Anna out the water

Helping hand: Ever the gentleman, Jon was photographed giving his girl a hand as she navigated getting out of the rocky water

Longtime friends: Though the pair are relatively private when it comes to their relationship, they first met on the set of Mad Men when they appeared in the series finale together

Longtime friends: Though the pair are relatively private when it comes to their relationship, they first met on the set of Mad Men when they appeared in the series finale together

Quarantine romance: Things only turned romantic during the quarantine, five years after he split from longtime partner Jennifer Westfeldt in 2015

Quarantine romance: Things only turned romantic during the quarantine, five years after he split from longtime partner Jennifer Westfeldt in 2015

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