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Sissy Boy (updated 2025-03-12)

Beautiful transbride Boybride [upl. by Yousuf]
Duration: 2:23
597.5K views | Feb 6, 2014
BOY TO GIRL TRANSFORMATION ♡ [upl. by Oloapnaig480]
Duration: 1:06
138K views | Sep 13, 2013
Crossdresser tries new hairstyles [upl. by Alaehcim]
Duration: 11:02
76.5K views | Jan 22, 2020
Crossdressers in Prom Dress [upl. by Einafpets]
Duration: 2:25
446K views | Sep 16, 2016
FMBF101 pt2 Being a Femboy [upl. by Latrell]
Duration: 5:49
201.5K views | Feb 4, 2014
As the Tide Turns Episode 4 [upl. by Asert]
Duration: 2:43
455.1K views | Sep 29, 2011
SissyBoy Christmas 2018 Fashion [upl. by Sheepshanks]
Duration: 0:33
90.7K views | Nov 12, 2018
What Is Miss Veras Finishing School [upl. by Airdnaid]
Duration: 4:39
187K views | May 11, 2010
Sissy Boy Bride on knees [upl. by Annavaig]
Duration: 0:44
62.1K views | Mar 15, 2013
Two Weeks on TBlockers Transitioning Update [upl. by Nerta117]
Duration: 7:01
252.5K views | Oct 3, 2015
Boys in Makeup amp Dressing up 3 [upl. by Masuh]
Duration: 1:24:38
437K views | Sep 21, 2017
How To Make Your Boyfriend Crossdress Step 1 Wonderwear [upl. by Hgielah]
Duration: 4:27
508.2K views | Sep 6, 2013
“My Transgender Son is Ruining His Life” [upl. by Rebme858]
Duration: 0:31
127K views | Oct 17, 2016
Princess Boy Loves to Wear Dresses [upl. by Millian218]
Duration: 6:08
527.6K views | Sep 1, 2011
tgurl please give it to me [upl. by Suoivart]
Duration: 2:52
297K views | Aug 3, 2010
Dressing up as a Girl by Sister [upl. by Papst510]
Duration: 3:10
57.2K views | Jul 31, 2020
We Turned Him into a Girl [upl. by Tunk]
Duration: 1:33
43.1K views | Apr 30, 2020
Meet My Transgender Kid Jamies Story [upl. by Nylzor]
Duration: 5:27
31.7K views | Mar 9, 2015
Boy to Girl Crossdress Clothing Swap Challenge [upl. by Langdon]
Duration: 8:20
9.9K views | Apr 22, 2020
Sissy boy dresses up like Cindererlla [upl. by Swayne120]
Duration: 0:21
15.9K views | Aug 10, 2020
Closet sissy boy dressed like cinderella [upl. by Cir967]
Duration: 0:26
10.1K views | Oct 20, 2020
Dream Prom Makeovers That Transform Queer Teens’ Lives [upl. by Haile132]
Duration: 11:31
3.7M views | Jan 1, 2009
Welcome to my salon sissies its time for your makeover [upl. by Artina]
Duration: 1:48
119.1K views | Mar 20, 2021
Anyas Makeover Transformation at Boys Will Be Girls Part 1 [upl. by Gearard]
Duration: 7:52
214.6K views | Jan 15, 2020
My 11YearOld Son Is a Drag Queen Loose Women [upl. by Naujej190]
Duration: 5:49
334.2K views | Aug 8, 2018
Sissy boy in a frilly pink princess dress [upl. by Branch]
Duration: 0:47
41.8K views | Sep 22, 2020
Sissy boy in purple maid dress with pink petticoats [upl. by Lebasiram]
Duration: 1:22
175.5K views | Jul 18, 2009





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