Sissy

688 videos in this category

Browse 688 videos in the Sissy category collection on AllTransTube. Related categories include Amateur, Big Cock, Blowjob.

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Standout picks from deeper in this collection.

Running late! I'll take a brief cut — Amateur

2:56

Score 73%

Running late! I'll take a brief cut

Amateur

#amateur#small tits

28 August 2026

5:52

Score 86%

emo tgirl rails fuck stick

Amateur

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28 August 2026

Transgirls Ria Bentley & Becki Bottomz Fuck Like Crazed Weasels — Amateur

6:07

Score 86%

Transgirls Ria Bentley & Becki Bottomz Fuck Like Crazed Weasels

Amateur

#Amateur#Bareback

27 August 2026

#Amateur#Guy Fucks Shemale

27 August 2026

#anal#Amateur

27 August 2026

Romping a Femboy's Taut Arse — Interracial

1:36

Score 71%

Romping a Femboy's Taut Arse

Interracial

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27 August 2026

Sasha Star Coffee Table Bondage Bunny — Amateur

4:17

Score 91%

Sasha Star Coffee Table Bondage Bunny

Amateur

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27 August 2026

47:08

Score 84%

Amateur Shemale Fuck by 2 bbc

anal

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27 August 2026

Extreme Anal Fisting From Valentina Rosa Part 2, Taking It Deeper — Amateur

0:31

Score 87%

Extreme Anal Fisting From Valentina Rosa Part 2, Taking It Deeper

Amateur

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26 August 2026

#sissy#Cumshot

26 August 2026

51:32

Score 70%

LeoV another hot cum show💦💋

anal

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26 August 2026

kinky mom I'd like to poke Attempts A gang-lovemaking After Divorce — Amateur

6:04

Score 81%

kinky mom I'd like to poke Attempts A gang-lovemaking After Divorce

Amateur

#petite#bbc

26 August 2026

I sense handy with a fake penis and jizz trap femboy fake penis ass fucking riding】 — Amateur

5:07

Score 93%

I sense handy with a fake penis and jizz trap femboy fake penis ass fucking riding】

Amateur

#anal#femboy

26 August 2026

Fucking my ZELEX sex doll until I cum — Amateur

13:34

Score 70%

Fucking my ZELEX sex doll until I cum

Amateur

#Amateur#Shemale Fucks Guy

25 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

Three Ways to Cum in Chastity - Plapgasm, Anal Sissygasm and Vibegasm Jessica Bloom Sissy Training — Amateur

7:40

Score 83%

Three Ways to Cum in Chastity - Plapgasm, Anal Sissygasm and Vibegasm Jessica Bloom Sissy Training

Amateur

#Amateur#Shemale Fucks Guy

22 August 2026

Dominatrix Bella Lugosis BIG BLACK COCK Penetrated Sissy Hotwife - 4K — Amateur

23:02

Score 93%

Dominatrix Bella Lugosis BIG BLACK COCK Penetrated Sissy Hotwife - 4K

Amateur

#latex#high heels

21 August 2026

8:29

Score 70%

Body Bangers - ATIRA PMV

anal

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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

2:06

Score 75%

CdTina welcomes her guest

Amateur

#Amateur#Mature

18 August 2026

Femboy Shemale cum shot compilation — femboy

1:01:50

Score 95%

Femboy Shemale cum shot compilation

femboy

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15 August 2026

#anal#Amateur

14 August 2026

#femboy#Big Cock

12 August 2026

Wollip Tastes Her Own Cum as She Cums Into a Glass and Drinks It All After Riding a Dildo an — anal

11:07

Score 90%

Wollip Tastes Her Own Cum as She Cums Into a Glass and Drinks It All After Riding a Dildo an

anal

#anal#Big Tits

12 August 2026

#Amateur#Mature

11 August 2026

8:57

Score 99%

Sofia Cumming in Lace

femboy

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11 August 2026

The Allurement of Ample Ebony Schlongs for Coco Valentin — Interracial

1:36

Score 70%

The Allurement of Ample Ebony Schlongs for Coco Valentin

Interracial

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11 August 2026

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11 August 2026

Trans Roommates Ria Bentley and Spite Bond With Anal Sex — Amateur

7:06

Score 92%

Trans Roommates Ria Bentley and Spite Bond With Anal Sex

Amateur

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10 August 2026

3 Trans Roommates Sucking and Fucking — Amateur

8:12

Score 87%

3 Trans Roommates Sucking and Fucking

Amateur

#Amateur#Bareback

9 August 2026

6:24

Score 71%

Getting Closer and Closer

Amateur

#Amateur#Shemale Fucks Guy

9 August 2026

I Was Hired, and While Attending to the Client, I Also Had the Pleasure of Meeting His She Arrived and Caught Us in the Act — Amateur

36:16

Score 70%

I Was Hired, and While Attending to the Client, I Also Had the Pleasure of Meeting His She Arrived and Caught Us in the Act

Amateur

#Amateur#Big Tits

8 August 2026

Shemale cums in my mouth while I jerk off - Veronica Sanders — Interracial

5:26

Score 70%

Shemale cums in my mouth while I jerk off - Veronica Sanders

Interracial

#Interracial#Shemale Fucks Guy

7 August 2026

#Amateur#sissy

7 August 2026

Letting My Nails Explore Every Inch of Me — Big Tits

3:44

Score 76%

Letting My Nails Explore Every Inch of Me

Big Tits

#Big Tits#Big Ass

7 August 2026

Unboxing The Boogeyman Dildo! (Sissygasms & Cumplay) — Amateur

15:50

Score 88%

Unboxing The Boogeyman Dildo! (Sissygasms & Cumplay)

Amateur

#Amateur#Shemale Fucks Guy

6 August 2026

1:45

Score 72%

77 Cumshots Compilation

Amateur

#Amateur#Shemale Fucks Guy

5 August 2026

#blowjob#missionary

5 August 2026

Very Hot Sissy Fucked - Compilation 3 — Amateur

20:05

Score 92%

Very Hot Sissy Fucked - Compilation 3

Amateur

#Amateur#Guy Fucks Shemale

5 August 2026

#anal#Amateur

5 August 2026

Canadian Boys Make Great Submissive Gurls — Amateur

6:12

Score 72%

Canadian Boys Make Great Submissive Gurls

Amateur

#Amateur#Bareback

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

5:27

Score 87%

Grandma lets you look

Amateur

#Amateur#Mature

4 August 2026

BBC fucks shemale she eats her cum — anal

5:53

Score 70%

BBC fucks shemale she eats her cum

anal

#anal#domination

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

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3 August 2026

2:45:38

Score 78%

Sensual & erotic tgirl queen 💋

anal

#anal#femboy

3 August 2026

#shemale#blonde

2 August 2026

#Amateur#femboy

2 August 2026

Jessica Bloom Extreme Deep Urethral Sounding in Chastity Then Massive Cumshot And Eats It All — Amateur

7:37

Score 87%

Jessica Bloom Extreme Deep Urethral Sounding in Chastity Then Massive Cumshot And Eats It All

Amateur

#Amateur#Shemale Fucks Guy

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

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