Sissy

663 videos in this category

Browse 663 videos in the Sissy category collection on AllTransTube. Related categories include Amateur, Big Cock, anal.

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Amateur377 Big Cock369 anal333 Blowjob309 tranny225 Cumshot219 Ladyboy209 Shemale Fucks Guy197

5:50

Score 96%

Cute blond sissy loves painal

anal

#anal#Amateur

29 May 2026

Indulge in Asian Femboy's WET BUSSY PART 1

30:33

Score 73%

Indulge in Asian Femboy's WET BUSSY PART 1

anal

#anal#Amateur

29 May 2026

9:38

Score 87%

Femboy Heaven - TS PMV

anal

#anal#Guy Fucks Shemale

29 May 2026

36:14

Score 86%

Femboyhami Comp1

anal

#anal#femboy

28 May 2026

4:33

Score 78%

CdTina swallows

Amateur

#Amateur#Mature

27 May 2026

4:30

Score 73%

Among Lumina

Shemale Fucks Guy

#Shemale Fucks Guy#Big Cock

27 May 2026

12:53

Score 70%

Sissy Swallow + Fuck Compilation

Uncategorized

#Uncategorized#Anal

27 May 2026

1:36

Score 84%

girl-lads Of Karen Dior

Bareback

#sissy#shemale

27 May 2026

8:04

Score 90%

Much Sexier Than Most Women

anal

#anal#Bareback

27 May 2026

4:29

Score 91%

Sissy maid barebacked

Bareback

#anal#blowjob

27 May 2026

Riding His Big Cock Until We Cum Together

11:47

Score 82%

Riding His Big Cock Until We Cum Together

Amateur

#Amateur#Shemale Fucks Guy

27 May 2026

Pulling my foreskin back and cumming HARD

7:56

Score 94%

Pulling my foreskin back and cumming HARD

Shemale Fucks Guy

#Shemale Fucks Guy#Big Cock

26 May 2026

2:01

Score 70%

Summer James BBC

Big Cock

#Big Cock#sissy

26 May 2026

Vanessa has a wank that ends in a HUGE self facial!

4:49

Score 90%

Vanessa has a wank that ends in a HUGE self facial!

Amateur

#Amateur#Shemale Fucks Guy

26 May 2026

Stepmom's New Black Daddy - Part 4 (bonus episode)

6:53

Score 70%

Stepmom's New Black Daddy - Part 4 (bonus episode)

Shemale Fucks Guy

#Shemale Fucks Guy#Big Cock

26 May 2026

A Femboys gaping, squirting, analgasm fun

4:37

Score 94%

A Femboys gaping, squirting, analgasm fun

Amateur

#Amateur#Shemale Fucks Guy

24 May 2026

Encaged Sissy Fapping and Spunk Munching

7:24

Score 80%

Encaged Sissy Fapping and Spunk Munching

Amateur

#femboy#sissy

24 May 2026

Sucking Him Off Then Ass Fucked Hard - I Jerk Off On My Face & Swallow His Cum - Jessica Bloom

7:28

Score 70%

Sucking Him Off Then Ass Fucked Hard - I Jerk Off On My Face & Swallow His Cum - Jessica Bloom

Amateur

#Amateur#Guy Fucks Shemale

24 May 2026

I sucked his cook so good that he fucked me

5:17

Score 77%

I sucked his cook so good that he fucked me

Amateur

#Amateur#Guy Fucks Shemale

22 May 2026

2 crossdressers kissing...holly and steff

5:44

Score 86%

2 crossdressers kissing...holly and steff

Amateur

#Amateur#Mature

22 May 2026

8:12

Score 76%

Date Night with Mature Crossdresser

Bareback

#Bareback#Shemale Fucks Guy

21 May 2026

5:16

Score 81%

TikTok Cock Riders PMV

anal

#anal#Guy Fucks Shemale

21 May 2026

Hungry Sissy Boy Takes Stepdad's Dick in His Ass

10:47

Score 77%

Hungry Sissy Boy Takes Stepdad's Dick in His Ass

Amateur

#Amateur#Bareback

21 May 2026

5:47

Score 94%

Skinny crossdressing sissy cum dump

Amateur

#Amateur#Guy Fucks Shemale

20 May 2026

4:30

Score 70%

scum Instructing jizz guzzling 2

Amateur

#anal#sissy

19 May 2026

13:14

Score 70%

no heimlech manuver? no problem

Amateur

#Amateur#domination

19 May 2026

20:46

Score 73%

Ebony Ts Fucks Guy

anal

#anal#domination

19 May 2026

5:52

Score 82%

18 Year Old Transgirl Cum in Own Ass

Amateur

#Amateur#Shemale Fucks Guy

18 May 2026

Mature CD Women & their husbands have a little get together

32:59

Score 80%

Mature CD Women & their husbands have a little get together

anal

#anal#Amateur

16 May 2026

Cock hungry hole can't get enough raw daddy cock (only fans thustin69)

5:18

Score 72%

Cock hungry hole can't get enough raw daddy cock (only fans thustin69)

Amateur

#Amateur#Bareback

16 May 2026

Femboy loves getting his big fat ass used like a slut (only fans fansly thustin69)

5:08

Score 70%

Femboy loves getting his big fat ass used like a slut (only fans fansly thustin69)

Amateur

#Amateur#Bareback

16 May 2026

8:12

Score 88%

Entering the Feminization Academy

Amateur

#Amateur#Guy Fucks Shemale

15 May 2026

2:32

Score 80%

Hot Trans Babe Fucks Virgin Roommate

Amateur

#Amateur#Shemale Fucks Guy

14 May 2026

30:04

Score 72%

Sissy redginaxx happy to serve daddy

domination

#domination#Guy Fucks Shemale

14 May 2026

29:17

Score 83%

Multi orgasmic Lily cums twice 💦💋

anal

#anal#femboy

13 May 2026

6:16

Score 87%

Sharing my beautiful petite body to you

Amateur

#Amateur#Bareback

13 May 2026

daddy teach redginaxx how to be a obidient sissy

40:16

Score 77%

daddy teach redginaxx how to be a obidient sissy

anal

#anal#domination

13 May 2026

Vanniall Self Facial Full Cam Show - Trans Jerk off in Lingerie, Cum on Glasses, Panty Bulge Cock

56:25

Score 72%

Vanniall Self Facial Full Cam Show - Trans Jerk off in Lingerie, Cum on Glasses, Panty Bulge Cock

Amateur

#Amateur#Shemale Fucks Guy

12 May 2026

4:54

Score 70%

Favorite Cumshots

Amateur

#Amateur#Shemale Fucks Guy

12 May 2026

Jessica Bloom Spit-Roasted & Machine-Fucked! Throbbing Cocks DP Her Holes Massive Facial & Cum Swallow

7:14

Score 70%

Jessica Bloom Spit-Roasted & Machine-Fucked! Throbbing Cocks DP Her Holes Massive Facial & Cum Swallow

Amateur

#Amateur#Bareback

11 May 2026

1:03:39

Score 72%

Petra in virgin white,s

Amateur

#Amateur#Bareback

11 May 2026

21 inches in my ass! BULGE. I'm cumming while a dildo stirs my stomach

7:08

Score 70%

21 inches in my ass! BULGE. I'm cumming while a dildo stirs my stomach

Amateur

#Amateur#Shemale Fucks Guy

9 May 2026

1:09

Score 75%

2 Sissies 1 Chastity Cage

Amateur

#Amateur#Shemale Fucks Guy

9 May 2026

7:38

Score 88%

Femboy Venti Moans From Fucking

Amateur

#Amateur#Shemale Fucks Guy

9 May 2026

6:10

Score 99%

Sissy College doll humps professor

Amateur

#anal#blowjob

8 May 2026

Sexy mature redhead tranny big melons fat cock

11:00

Score 79%

Sexy mature redhead tranny big melons fat cock

Amateur

#Amateur#femboy

7 May 2026

Two Japanese Femboy Maids Cosplay with Each Otherby Her Boyfriend

47:00

Score 89%

Two Japanese Femboy Maids Cosplay with Each Otherby Her Boyfriend

anal

#anal#femboy

6 May 2026

CUTE FEMBOY IMPALES MONSTER DILDO AND CUMS

18:38

Score 81%

CUTE FEMBOY IMPALES MONSTER DILDO AND CUMS

Amateur

#Amateur#femboy

5 May 2026

12:44

Score 86%

cumwhore latex Susan and giant dildo

Shemale Fucks Guy

#Shemale Fucks Guy#Big Cock

5 May 2026

35:19

Score 72%

She Dominates The Teach

sissy

#sissy#Cumshot

5 May 2026

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