Bellingham, 21, stripped down to his underwear for Kardashian's company back in June ahead of the Euros before playing a starring role in England's run to the final.
And the pair have now met up, with Bellingham taking to Instagram on Saturday to post a photo of himself alongside a pouting Kardashian on his story.
Bellingham and Kardashian both wore Madrid gear, with the American showing support for the Spanish giants, despite previously donning an Arsenal jersey for their Champions League match against Bayern Munich last season.
Bellingham received bad news on Friday when he was ruled out of action for a month after picking up an injury in training.
The photoshoot occurred shortly before he played a starring role in England's run to the Euros final
He is now set to miss England's first two matches under new interim boss Lee Carsley next month when the Three Lions take on Republic and Ireland and Finland in the Nations League.
He has already picked up some silverware this season after winning the UEFA Super Cup with Madrid earlier this month as they beat Atalanta 2-0.
But Madrid endured a frustrating start to their LaLiga title defence as they were held to a 1-1 draw by Mallorca last weekend.
The midfielder was seen having an animated conversation with the likes of Kylian Mbappe and Vinicius Jnr as he called for his team-mates to be more clinical in the final third - a warning they failed to heed.
He is now set for a spell on the sidelines after a difficult week, but appeared in good spirits after bumping into Kardashian.
He had already been active on Instagram on Friday night to thank fans for their support after his injury setback.
'Nothing I hate more than missing games but trying to see the positive side and maybe my body is telling me it needs a bit more rest after a busy year,' he wrote on Instagram.
'I’m very frustrated but I’ll be supporting the lads like a fan until I can rejoin them again in my best and strongest form.