In reality, Matthew was a charmerSelma Blair and Gwyneth Paltrow remembered his flirtatious energy and quick wit.

Luckily, he found his happily ever after with Monica, but only after many love trials and tribulations.

So heres our official ranking of Chandlers girlfriends.

Julia Roberts and Matthew Perry in Friends

Julia Roberts and Matthew Perry in ‘Friends’

Marjorie (Christina Moore)

Marjorie is a sweetheart, so we have no complaints.

When hes faced with firing her, he makes her look crazy instead to save face.

Joanna (Alison La Placa)

Joanna and Chandlers relationship is a weird one.

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But Chandlers fault in the situation is that hes not upfront with her.

Its okay that theyre not compatible!

Then, Chandler bumps into her and they go out again.

And Auroras multiple boyfriends only heighten that characterization.

Jade (Brittney Powell)

Jade is definitely not Chandlers ideal girlfriend.

Of course, Joey acted weird about Gingers wooden leg, but Chandler rose above it.

However, Ginger couldnt get past Chandlers third nipple, which is pretty hypocritical and shallow of Ginger.

We love his nubbin!

Their chemistry was off the charts, mirroring their off-screen relationship.

She started dating Chandler by cheating on Joey.

Then, her relationship with Chandler ended because she cheated on him with her co-star.