After a series of hot and tasty photo shoots, the two ended up in a steamy night of passion that left Lindsay wanting to take it to the next level.
Unfortunately for the Playboy cover girl, Terry Richardson doesn't want a relationship.
"Lindsay and Terry have been friends for years," the source tells the gossip site. "And she's always had a thing for him. Lindsay thinks he's really cool and hip and could be great for her career.
"They had a major night of passion after they worked on this photo shoot together and now she's going all out to get her claws into him. But Terry is just not interested in pursuing a relationship with Lindsay and totally regrets hooking up with her.
"Lindsay has been texting and phoning him nonstop and he's actually kind of freaked out by how strong she's been coming on to him; it's all pretty unseemly. As Terry said, there's nothing more unattractive than a desperate woman. It's a difficult situation though as they move in the same circles and have a lot of mutual friends. He's trying to work out a way to let her down gently without blowing their friendship."
Terry and Lindsay? Now that ish is cray! Do you think Lindsay can win his heart?