Transgender • US
Videos
Photos
Short videos
Users
Live Sex
Premium
Videos
-60%
Pornstars
Channels
Crossdress Date Porn Videos
Free Videos
Short videos
Premium Videos
Photos
Crossdress
Date
Tinder Date Crossdress Top Guy
First Date
Amateur Crossdress
Crossdress Blackmail
Crossdress Gangbang
Tinder Date
Crossdress Lingerie
Ladyboy Date
Crossdress Fuck
Trans Date
Blind Date
Crossdress Orgy
Grindr Date
Crossdress Sex
Crossdress Fucked
Sissy Date
Date Night
Surprise Date
HD
Full HD
4K
VR
Best Videos
06:06
I turned my straight roommate into my wife
CutePinkUnicorn
2.1M views
07:07
Watch Transgirl Ria Bentley Fuck Her 9" Bull on Their First Date
Ria_Bentley
569.8K views
28:49
Sissy cum dump compilation
2.6M views
21:12
Ria Bentley Gets Impregnated by Her 10" Bull Date
Ria_Bentley
205.2K views
13:00
Crossdresser shop owner gets fucked by a man in the shop
WanidaCrossdresser
342.7K views
05:00
Our First Date
Cassandra Lovit
10.6K views
08:12
Never Expecting to Be a Sexy Girl
Pure Ts
464.5K views
01:12:51
Tgirl Riley anally used and pleasured on a first date
Tgirl Riley
129.9K views
04:52
Guy loses bet turns into sissy CD giving blowjob
1.3M views
07:00
Sissy Doll Fucking in a Pegging Date
Brat Perversions
15.3K views
05:11
Dads Bestmate Bangs Femboy
mothplayboy
763.8K views
14:11
Humiliating Date Story by a Pathetic Piggy
JessicaLynn15
16.1K views
01:09:02
Many crossdressers fucked scrnrs
1.4M views
01:02:22
Sexy Tgirl shoots a lot of cum while getting fucked bare on date #5
Tgirl Riley
149.3K views
06:01
I'll fill your asshole with cum to overflowing
MrNastyXavier
1.9M views
55:16
Tgirl Riley getting fucked bare in Date #6 PartII
Tgirl Riley
163.3K views
16:14
shemale dresses sissy to fuck
2.1M views
09:40
Gina ́s New Year's Date
Strapsex
112.1K views
05:20
I turned my straight roommate intro trans wife
CutePinkUnicorn
493.8K views
03:12
Face-to-panties: an Intimate Close up with My Bulge
Medi Voi
5.1K views
08:12
Loser Boyfriend Gets Feminized and Fucked
Pure Ts
286.8K views
11:25
When you feel horny, try dating a crossdresser like me.
WanidaCrossdresser
38.9K views
04:05
Another straight boy turned by Elizabeth Stewart
Elizabeth Stewart
3M views
11:35
A slutty college girl wearing date outfits and black pantyhose moans loudly while trying deep anal fingering for the first time
Harinni
13.3K views
16:00
Male to female gender transformation smoking whore
689.1K views
01:20
POV Taking Cute Sissy's Virginity on the First Date - full vid on LayneLovee Manyvids
Layne Love
44.5K views
08:12
Dating a mature crossdresser
Pure Ts
227.6K views
02:50
Dating a Guy, I'm the Only One in the Camera.
Taiwancdgirl
17.1K views
06:36
Sucking and Jerking Each Other off Until Completion
Crossdressing Amateurs
255.4K views
25:23
Tgirl Riley & TgrilTrainerNL date #8 part I
Tgirl Riley
27.1K views
29:33
Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
Ria_Bentley
2.5M views
06:30
POV me begging a stranger for a date
JessicaLynn15
7.6K views
11:07
SISSY TRANSFORMATION
649.5K views
10:48
Dating Makes Me Horny
Mistress Jodie May
2.1K views
08:12
Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
nbnabunny
1.6M views
05:00
Let's play before our date!
Cassandra Lovit
77.4K views
12:31
FEMBOYISH - Mischievous Petite Femboy In Lingerie Cyrus Stark Teases Horny Roommate Drake Von
ADULTTIMEGAY
580.6K views
01:04:55
Nylon Sissy Slut Michelle Wake up at the Hotel After a Date on Vacation in Turkey
Michael Ernandes
17.2K views
16:46
My stepmom is a tranny
Combat zone transsexual barebacking
1.1M views
05:32
Beril, who combines with her lover for a date, has a hard time deciding what to wear.
Usaberilx
5.1K views
09:55
Submissive Sissy crossdresser fucked by BBC - she is a bitch4
Rozebella
667.7K views
11:39
Date night with a granny tranny wife!
Victoria Lecherri
7.7K views
11:54
Lily DeMure Blowjob & Doggy
1.6M views
12:51
Tgirl Riley & Tgirl Trainer date #13 Part II
Tgirl Riley
2K views
43:09
Sissyfication
1M views
01:10
My Grindr BBC Date fucks my sissy crossdresser ass good!
157.9K views
13:05
family fun 1.mp4
1.7M views
Next page
1
2
3
4
5
6
...
41
...
80
80
Searches Related to Crossdress Date
Crossdresser First Time With a Man
Crossdressing Husband Caught by Wife
Cd BBC Sissy Crossdress
Crossdressers in Pretty Dresses
Mature Crossdresser With Straight Guy
Crossdreser
Men Crossdressing
Crossdresserlover Shemale Com
Beautiful Femboy
Sissy CD Crossdress
Transvestites Sissies
Crossdressing Homemade
Boy Dressed as Girl
Sexy Young Crossdressers
Boys Wearing High Heels
Cross Dresser Blowjob
Beautiful Femboy Trap
Secret Sissyboy
Breeding Cds From the Top Position
Cross Dresser Cum
Straight search results
Gay search results