There have been whispers of him dating the singer famous for her record 1989.

But Drake looked straight out of the 1990s on his latest outing.

The 30-year-old rapper looked like he would have been the coolest kid in town two decades ago while spotted out and about in Calabasas on Thursday.

He looked '90s fresh in a bright orange Esprit sweatsuit while lunching at Toscanova with his pals.


The hoodie and athletic trousers both had the multi-coloured logo of the San Francisco-based brand as he teamed the look with a pair of black and gold Nike trainers.

Drake and his chums sure arrived in style as the entourage arrived in two Rolls Royces, one black and one white, for the midday meal.

The outing comes after rumours of a romance between he and Taylor Swift as he even introduced her to his mom and friends according to a Thursday report from TMZ.

However, not too much should be read into this as insiders for the gossip site say that he was merely making sure she met his entourage as she is not a regular guest at his gatherings.

Drake celebrated his birthday at hotspot Nobu in West Hollywood on Sunday as his mother Sandi Graham was spotted outside of the restaurant with a group of his friends.

The One Dance hitmaker and the 26-year-old Shake It Off singer are friendly, however, as they were spotted hanging out at the MTV Video Music Awards back in August 2013.

Meanwhile Drake was spotted supporting his friend Kanye West during his second Saint Pablo Tour date in Inglewood on Wednesday night.

The Canadian rapper was a sight to see as he wore a completely reflective 3M jacket for the occasion.