#5 Bree Olsen 

From farm girl to pornstar to one of our favourite of Charlie Sheen’s girls Bree Olsen is hot! Having been quoted as saying “Charlie would try to keep up – but it was tough. I can just about get by on one-a-day – but would be happier having it 19 times a day.” She’s most well known for her anal sex scenes having even won AVN’s best anal sex scene award after her first year in the industry. See for yourself in this video of Bree Olsen getting fucked in her amazing ass.

#4 Celeste Star

This summer Celeste Star was spotted vacationing in Hawaii with Charlie Sheen and her two porn star friends Jayme Langford and Jana Jordan, but she is better known for her awesome lesbian scenes. With almost 10 years in the business she certainly knows what she is doing as you can see in this video super hot video with Malena Morgan

#3 Capri Anderson

Notoriously known for having been found naked and locked in a hotel washroom to hide from Sheen during one of his drug fueled rampages back in 2010 as well as having allegedly attempted to extort Sheen out of a ton of money! Somehow she was still able to get back into Sheen’s good books this year when she moved in with him temporarily. Our thoughts are that this, and the rest of her videos, will show exactly why he would want her back.

#2 Melanie Rios

Back in 2011, Melanie Rios and pornstar Kacey Jordan were partying with Charlie Sheen prior to him being rushed to the hospital for severe abdominal pains. She appeared on the Howard Stern show with fellow porn stars Kacey Jordan, Capri Anderson and Gina Rodriguez to discuss Sheen. This hot Latina claims to never fake it in front of the camera, check out this video of her and Francesca Le tribbing in the kitchen and see if you believe her claims.

#1 Brett Rossi

 Charlie Sheen’s current porn star girlfriend is Brett Rossi, and Sheen claims that she is “the love of his life .” Recently buying her a brand new Mercedes Benz after only a month of dating. Is Rossi going to be the end of Sheen’s list of porn stars? I guess we will have to wait and see. But for now check out Brett Rossi doing her thing with Samantha Saint in this awesome lesbian pussy eating video.