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Longest Shemale Sex Videos - Page 18

2,972 videos

Most upvoted Newest Longest Top ratedAny length Under 10 min 10–20 min 20+ min

Ranks 511 to 540of 2,972 videos

5118:59
Blonde shemale stands naked with two women outdoors
Outdoor9 views
5128:59
Trans woman gets fucked in doggy style on a bed
9 views
5138:59
Brunette woman in leopard bikini lies on the floor
Brunette9 views
5148:59
Man licks the thigh of a woman on a bed
9 views
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5158:59
Two naked women on a white bed
10 views
5168:59
Latina woman gets fucked in doggy style on a bed
Latina10 views
5178:59
Thirsty Shemale Uses Big Dick in Both Cunt and Over Boobs
9 views
5188:59
Blonde woman in black lingerie gets a blowjob from a man
Lingerie13 views
5198:59
Interracial amateur sex on a white bed
Interracial12 views
5208:59
Naked woman leans over a man on a bed
12 views
5218:59
Man gives a blowjob to a woman in a red corset
Blowjob12 views
5228:59
Latina amateur shows her big tits and large penis outdoors
Amateur18 views
5238:59
Naked woman with big fake tits lies on a bed
12 views
5248:59
Sidney Farron looks at a man on a bed
12 views
5258:59
Naked trans woman poses in a bathroom
12 views
5268:59
Walkira Drumond masturbates while wearing a black top
12 views
5278:59
Annie T. gets anal sex from a man in a tan dress
Anal15 views
5288:59
Blonde shemale gets fucked in doggy style indoors
Blonde18 views
5298:59
Three nuns surround a man on a bed
18 views
5308:59
Blonde woman and man in a room with a plant
Blonde17 views
5318:59
Vicki T. lies naked on a hotel bed
22 views
5328:58
Red haired shemale licks her finger while looking at camera
44 views
5338:58
Bald man kisses a woman in pink lingerie on a couch
Lingerie30 views
5348:58
Blonde shemale masturbates on a hotel bed
Blonde11 views
5358:58
Anal sex with a naked woman on the floor
Anal13 views
5368:58
Asian woman performs doggy style on a man in a bedroom
Asian21 views
5378:58
Shemale Frenzy ~ Mature Whore's Deep Tranny Anal
Mature7 views
5388:58
Shemale gets anal sex in black stockings on a bed
Stockings9 views
5398:58
Shemale on Fire ~ Deep Anal Pleasure
Anal7 views
5408:58
Blonde Shemale Sheyna's Reverse Cowgirl Ride - Stiff Dicks and Shemale Dicksuckers
Blonde8 views

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About the longest shemale videos

This page puts the shemale library on bestshemalessex.com in order of running time, longest first. At the top you will find full-length scenes and complete movies rather than short clips, so it is the place to start when you have time for the whole story. The list covers every category at once; open a category if you want long scenes of one kind only. For the most watched scenes switch to Best, and for the freshest uploads switch to New. Every video streams free in the browser, on desktop and mobile, without an account.