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Shemales are Girlfriends with Benefits

No, that's not a shemale (from comments of /r/NSFW_GIFS)

Mandy Muse Trying Shemale Cock

[trans] Adriana Chechik Transsexual Love With Chanel Santini [x-post /r/shemalery]

The Old Reddit Switcheroo

Shemale PMV (El Tigr3 - She Swallowed Burning Coals)

All the way down [gif]

Cute TS Sienna Grace takes it ass-to-mouth

[TS][Trans] Tarynxo, Enjoys MILF Ass

Compilation Of Shemales Getting Cream-Pied

Maria Ozawa helps out a fan in Invitation Only (2009)

Post-op shemale Dada gets fucked

Chloe likes to flirt

Oh My God. You Just Totally Came Down My Throat