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Description
First of all, this image needs several disclaimers.
Disclaimer one: The fullsize image is ridiculously large. It's 5,000 pixels wide, and it's still only 25% as wide as the original PSD.
Disclaimer two: This image was made only to satisfy my own curiosity about the comparative sizes of extinct animals. I was not extremely precise. So, the relative sizes of the animals are probably not extremely correct.
Disclaimer three: I got most of the images from which I took these silhouettes from Wikipedia, but for some of the animals I wanted to include there were no images on Wikipedia, so I had to do a Google image search and take the silhouettes from there. I don't remember the sources of any of those images. I don't claim that any of the images from which I got these silhouettes belong to me.

So yeah, anyway, as I read through Palaeos.com some time ago, I was struck by how unexpectedly large some prehistoric creatures were. For example, Eotitanosuchus is estimated to be about 6 meters long, Prestosuchids were over 7 meters long, and some Phytosaurs were up to 12 meters long. I did not realize that some pre-dinosaurian land animals got this large; the fact that some Phytosaurs got as large as the later, more famous huge crocodylians was especially surprising. This, along with my long-held fascination with the sheer size of ancient animals, led me to make this image. Like the first disclaimer says, I made this only to satisfy my own curiosity, without worrying about whether it was 100% accurate.

UPDATE: Added Scutosaurus, Archelon, Megalodon, Great White Shark, Whale Shark, Deinosuchus, Andrewsarchus, and Kodiak Bear.

The species.
In the water: Anomalocaris, Isotelus rex, Cameroceras, some large Eurypterid, Dunkleosteus, Prionosuchus, Cymbospondylus, Shonisaurus, Nothosaurus, Temnodontosaurus, Leedsichthys, Kronosaurus, Koolasuchus, Hainosaurus, Elasmosaurus, Archelon Basilosaurus, Megalodon, Blue Whale, Sperm Whale, Giant Squid, Colossal Squid, 7-Armed Octopus, Orca, Great White Shark, Whale Shark

On land: Eryops, Dimetrodon, Cotylorhynchus, Edaphosaurus, Eotitanosuchus, Moschops, Inostravencia, Scutosaurus, Erythrosuchus, Cynognathus, Large Phytosaur, Placerias, Ornithosuchus, Saurosuchus, Postosuchus, Desmatosuchus, Coelophysis, Plateosaurus, Dilophosaurus, Shunosaurus, Stegosaurus, Mamenchisaurus, Diplodocus, Amphicoelias, Ceratosaurus, Allosaurus, Camarasaurus, Brachiosaurus, Baryonyx, Utahraptor, Spinosaurus, Deltadromeus, Giganotosaurus, Carnotaurus, Tyrannosaurus, Therizinosaurus, Iguanodon, Large Ankylosaur, Walking Azdarchid, Shantungosaurus, Lambeosaurus, Triceratops, Deinosuchus, Titanis, Elephant Bird, Dromornis, Ostrich, Brontotherium, Andrewsaruchus, Paraceratherium, Daeodon, Paleoloxodon, Deinotherium, Imperial Mammoth, Giant Camel, Megatherium, Elasmotherium, Daedicurus, White Rhinoceros, Giraffe, Moose, Megalania, Komodo Dragon, Human, African Elephant, Kodiak Bear

In the air: Pteranodon, Azhdarchid, Argentavis

Description
First of all, this image needs several disclaimers.
Disclaimer one: The fullsize image is ridiculously large. It's 5,000 pixels wide, and it's still only 25% as wide as the original PSD.
Disclaimer two: This image was made only to satisfy my own curiosity about the comparative sizes of extinct animals. I was not extremely precise. So, the relative sizes of the animals are probably not extremely correct.
Disclaimer three: I got most of the images from which I took these silhouettes from Wikipedia, but for some of the animals I wanted to include there were no images on Wikipedia, so I had to do a Google image search and take the silhouettes from there. I don't remember the sources of any of those images. I don't claim that any of the images from which I got these silhouettes belong to me.

So yeah, anyway, as I read through Palaeos.com some time ago, I was struck by how unexpectedly large some prehistoric creatures were. For example, Eotitanosuchus is estimated to be about 6 meters long, Prestosuchids were over 7 meters long, and some Phytosaurs were up to 12 meters long. I did not realize that some pre-dinosaurian land animals got this large; the fact that some Phytosaurs got as large as the later, more famous huge crocodylians was especially surprising. This, along with my long-held fascination with the sheer size of ancient animals, led me to make this image. Like the first disclaimer says, I made this only to satisfy my own curiosity, without worrying about whether it was 100% accurate.

UPDATE: Added Scutosaurus, Archelon, Megalodon, Great White Shark, Whale Shark, Deinosuchus, Andrewsarchus, and Kodiak Bear.

The species.
In the water: Anomalocaris, Isotelus rex, Cameroceras, some large Eurypterid, Dunkleosteus, Prionosuchus, Cymbospondylus, Shonisaurus, Nothosaurus, Temnodontosaurus, Leedsichthys, Kronosaurus, Koolasuchus, Hainosaurus, Elasmosaurus, Archelon Basilosaurus, Megalodon, Blue Whale, Sperm Whale, Giant Squid, Colossal Squid, 7-Armed Octopus, Orca, Great White Shark, Whale Shark

On land: Eryops, Dimetrodon, Cotylorhynchus, Edaphosaurus, Eotitanosuchus, Moschops, Inostravencia, Scutosaurus, Erythrosuchus, Cynognathus, Large Phytosaur, Placerias, Ornithosuchus, Saurosuchus, Postosuchus, Desmatosuchus, Coelophysis, Plateosaurus, Dilophosaurus, Shunosaurus, Stegosaurus, Mamenchisaurus, Diplodocus, Amphicoelias, Ceratosaurus, Allosaurus, Camarasaurus, Brachiosaurus, Baryonyx, Utahraptor, Spinosaurus, Deltadromeus, Giganotosaurus, Carnotaurus, Tyrannosaurus, Therizinosaurus, Iguanodon, Large Ankylosaur, Walking Azdarchid, Shantungosaurus, Lambeosaurus, Triceratops, Deinosuchus, Titanis, Elephant Bird, Dromornis, Ostrich, Brontotherium, Andrewsaruchus, Paraceratherium, Daeodon, Paleoloxodon, Deinotherium, Imperial Mammoth, Giant Camel, Megatherium, Elasmotherium, Daedicurus, White Rhinoceros, Giraffe, Moose, Megalania, Komodo Dragon, Human, African Elephant, Kodiak Bear

In the air: Pteranodon, Azhdarchid, Argentavis