Instagram playboy Dan Bilzerian has reportedly gone on a trip with one of Hollywood's most iconic starlets based on a new photo.

Dan Bilzerian Goes Swimming With Mermaids?

On Wednesday, the poker player posted a picture on his Instagram page of himself in an airplane with two friends and one of the most talked about celebrities of all time -- Pamela Anderson.

The actress and former showgirl can be seen on the plane as she sits on Bilzerian's right side in another seat. The playboy has a table in front of him as he seems to be enjoying himself while socializing with his friends and with Anderson.

Dan Bilzerian Blames Porn Star For Broken Foot Incident?

Bilzerian captioned the photo, "Headed to Vegas with @pamelaanderson @smushball @mister_keating and my attorney @tommygoldstein."

The Instagram millionaire is known for his images that show him with semi-nude women around him as well as firing guns, playing poker and portraying fancy cars. He recently got himself into a stir when he threw a nude porn star off his roof into a pool where she ended up breaking her foot.

Based on the porn star Janice Griffith's interview with TMZ, there was speculation that she could be taking the situation to court, although she remained coy about it.

"I am still sorting everything out, I can't really go into details," Griffith said. "My main concern is just getting back to work because I have had to cancel a couple of scenes because of this broken foot."

The X-rated actress also mentioned that she was a little surprised that she didn't make it all the way into the pool because she doesn't weigh that much.

Tags: Dan Bilzerian