Crossdresser

371 videos in this category

Browse 372 videos in the Crossdresser category collection on AllTransTube. Related categories include Amateur, Blowjob, anal.

Sort by:

Amateur216 Blowjob149 anal147 Cumshot131 Bareback130 sissy130 Big Cock124 Twink111

Top in Crossdresser

Standout picks from deeper in this collection.

#Homemade#Cumshot

27 August 2026

Dressing to pay the rent anal virginity 06 3 — Amateur

5:40

Score 70%

Dressing to pay the rent anal virginity 06 3

Amateur

#anal#big dick

27 August 2026

#big dick#gay

27 August 2026

Onanism while toying with rectal — Big Dick

5:04

Score 77%

Onanism while toying with rectal

Big Dick

#anal#big dick

27 August 2026

47:08

Score 84%

Amateur Shemale Fuck by 2 bbc

anal

#anal#Amateur

27 August 2026

#anal#Guy Fucks Shemale

26 August 2026

insane Bunny Crossdresser Trap Fuck-fest — Anal

1:36

Score 76%

insane Bunny Crossdresser Trap Fuck-fest

Anal

#shemale#blowjob

26 August 2026

#sissy#Cumshot

26 August 2026

#Guy Fucks Shemale#Bareback

26 August 2026

#anal#femboy

26 August 2026

Big-Cock Guy Fucks Crossdresser Amateur — Amateur

4:27

Score 74%

Big-Cock Guy Fucks Crossdresser Amateur

Amateur

#anal#big dick

26 August 2026

Squirting doing squats with a nere dildo — Amateur

5:42

Score 73%

Squirting doing squats with a nere dildo

Amateur

#Amateur#Homemade

25 August 2026

7:23

Score 83%

Crossdresser sexy legs 5

Amateur

#big dick#gay

25 August 2026

Plucky Duets: Sharing Secret Wishes — Amateur

4:30

Score 72%

Plucky Duets: Sharing Secret Wishes

Amateur

#anal#amateur

24 August 2026

Three matures crossdressers gets very kinky — anal

19:07

Score 76%

Three matures crossdressers gets very kinky

anal

#anal#Amateur

24 August 2026

Slutty cd blondie painalized by bbc — anal

9:30

Score 73%

Slutty cd blondie painalized by bbc

anal

#anal#Amateur

24 August 2026

CD Self Cum-in-Mouth Compilation — femboy

31:03

Score 99%

CD Self Cum-in-Mouth Compilation

femboy

#femboy#sissy

23 August 2026

mature Crossdressers deepthroat And fuck — Amateur

10:49

Score 92%

mature Crossdressers deepthroat And fuck

Amateur

#pov#amateur

21 August 2026

The Stepfather Saw the Sweet Sissy Boy and Fucked Him Hard — Amateur

10:33

Score 70%

The Stepfather Saw the Sweet Sissy Boy and Fucked Him Hard

Amateur

#Amateur#Bareback

21 August 2026

Kelsey Keller - saucy Crossdresser Allurement — Ladyboy

10:49

Score 87%

Kelsey Keller - saucy Crossdresser Allurement

Ladyboy

#ladyboy#sexy

20 August 2026

TS Ria Bentley Fucks TS Gray Perrier in Every Room of Her House! — anal

31:23

Score 80%

TS Ria Bentley Fucks TS Gray Perrier in Every Room of Her House!

anal

#anal#Bareback

20 August 2026

PLUS-SIZE Tops Her Sweat-soaked boy — Amateur

4:30

Score 90%

PLUS-SIZE Tops Her Sweat-soaked boy

Amateur

#anal#shemale

19 August 2026

2:06

Score 75%

CdTina welcomes her guest

Amateur

#Amateur#Mature

18 August 2026

Crossdressing ebony with 11 inch rod — Amateur

5:02

Score 87%

Crossdressing ebony with 11 inch rod

Amateur

#Amateur#Big Cock

17 August 2026

Guy swallows crossdressers cum 5 — Amateur

9:49

Score 91%

Guy swallows crossdressers cum 5

Amateur

#big dick#gay

17 August 2026

8:43

Score 95%

Black Latex Big Balls

Amateur

#Amateur#Big Cock

16 August 2026

#anal#Amateur

14 August 2026

TS Draya Logan Slays the TS Slayer — anal

45:52

Score 85%

TS Draya Logan Slays the TS Slayer

anal

#anal#domination

14 August 2026

Shemales suck each other in 69 position — Blowjob

14:18

Score 75%

Shemales suck each other in 69 position

Blowjob

#Blowjob#Small Tits

13 August 2026

23:35

Score 80%

Playtime after school

Bareback

#Bareback#Cumshot

12 August 2026

#Amateur#Mature

11 August 2026

20:20

Score 70%

Perfect Cumshot Angles 2

anal

#anal#Amateur

10 August 2026

28:46

Score 89%

t-dame Cross Trans Shemale

Ladyboy

#shemale#ladyboy

9 August 2026

U Must Watch What Those 3 Trans Babes Did with This Playgirl After the Party — Amateur

15:00

Score 91%

U Must Watch What Those 3 Trans Babes Did with This Playgirl After the Party

Amateur

9 August 2026

TS Mia’s Monster Cock Wrecked Me Raw! Deepthroat Gagging, Hard Pounding & Huge Cum Load on M — anal

24:14

Score 81%

TS Mia’s Monster Cock Wrecked Me Raw! Deepthroat Gagging, Hard Pounding & Huge Cum Load on M

anal

#anal#Amateur

8 August 2026

Transvestite Karen Dior fucks guy without condom — Bareback

19:58

Score 96%

Transvestite Karen Dior fucks guy without condom

Bareback

#Bareback#Crossdresser

8 August 2026

Pretty Femboy Gash Adores his Master’s Hard-On — Amateur

3:34

Score 89%

Pretty Femboy Gash Adores his Master’s Hard-On

Amateur

#femboy#facial

8 August 2026

#anal#Amateur

5 August 2026

CD Bride Loses Purity With A Wide open chocolate crevasse + Internal ejaculation — Creampie

6:04

Score 74%

CD Bride Loses Purity With A Wide open chocolate crevasse + Internal ejaculation

Creampie

#pov#fucking

4 August 2026

Chastity caged Sissy bred by muscular BBC dom — anal

4:30

Score 71%

Chastity caged Sissy bred by muscular BBC dom

anal

#anal#domination

3 August 2026

#Amateur#femboy

2 August 2026

TV And A Girl Observe chap pulverize An Elderly_Crossdresser — Amateur

1:36

Score 90%

TV And A Girl Observe chap pulverize An Elderly_Crossdresser

Amateur

#sissy#shemale

2 August 2026

10:49

Score 81%

Instructing Your Sissy

Amateur

#anal#sissy

2 August 2026

7:26

Score 98%

Lovely Cumming Tgirls

anal

#anal#Cumshot

2 August 2026

1:36

Score 78%

Who Is This playgirl?

Anal

#anal#femboy

2 August 2026

#anal#Amateur

2 August 2026

Sissy pink hair fucked by BBC dk — Amateur

28:09

Score 70%

Sissy pink hair fucked by BBC dk

Amateur

#Amateur#Interracial

2 August 2026

Long haired femboy trap plays with her dick — Amateur

1:37:51

Score 71%

Long haired femboy trap plays with her dick

Amateur

#Amateur#Big Cock

9 July 2026

4:54

Score 96%

Cum slut in a red dress

Mature

#Mature#sissy

7 July 2026

#Amateur#Blowjob

3 July 2026

1 2 3 4 5...8