TRANNY • SISSY 21,050 videos

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11:33 75%

My sissy crush.

9 years ago

TXXX

teen (18+), solo
03:03 75%

Horny Fit Crossdresser Sissy Wants Pov Cock

2 years ago

ShemaleZ

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21:30 75%

Sissy Fucked really hard

2 years ago

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sissy, anal
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Sissy Laura Solo Cumshot in Full Leather dress and ankle boots

2 years ago

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10:09 75%

Fetish whore Fingered By Sissy

7 years ago

ShemaleZ

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15:43 75%

German Sissy Bitch

8 years ago

xHamster

german, sissy, shemale fucks guy
11:42 75%

Sissy Slut Milked In Chastity

1 year ago

Upornia

BDSM, chastity
09:44 75%

Yor Forger Turns You Into A Sissy Bitch

2 years ago

ShemaleZ

sissy
28:54 75%

Delicious Sissy On Cam

2 years ago

ShemaleZ

sissy, webcam, solo
06:38 75%

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4 years ago

HClips

spanking, chastity
09:37 75%

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4 years ago

Upornia

interracial, crossdresser, facial, sissy
08:09 75%

Fine teen Sissy

5 years ago

ShemaleZ

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17:55 75%

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6 years ago

TXXX

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17:45 75%

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6 years ago

xHamster

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04:25 75%

Image A Sissy Bitch All To Yourself Out In Middle Of Nowhere

3 years ago

HClips

outdoor, sissy
27:04 75%

Heather – Secret Sissy Gets Caught Crossdressing

2 years ago

Upornia

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28:03 75%

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4 years ago

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sissy, maid
03:29 74%

Sexy Sissy Femboy Roise Fucked

4 years ago

ShemaleZ

18, sissy, femboy
22:54 74%

Petra 1e training

6 months ago

xHamster

amateur, shemale, creampie, anal, ladyboy, crossdresser, dutch
09:20 74%

Sissy In The Sun 1

4 years ago

TXXX

mature, solo, sissy, amateur
24:17 74%

Sissy Pov – Erica Cherry – Head Cheerleader Takes Her Job Seriously

3 years ago

ShemaleZ

POV, redhead, cheerleader, sissy
11:01 74%

Rainy day cuddle sex

3 years ago

xHamster

couple, orgasm
11:16 74%

Chubby Sissy Sucking, Fucking And Get A Facial - Cassandra Sissy

3 years ago

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small cock, chubby, facial, sissy
06:00 74%

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5 years ago

TXXX

dance, femboy, webcam
14:49 74%

Blonde Sissy Gets Fucked

8 years ago

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stockings, sissy, shemale
11:59 74%

Teen sissy deepthroats and fucked by Date Daddy

5 years ago

ShemaleZ

amateur, teen (18+), sissy
03:15 74%

Amateur Big Ass Sissy Femboy Teases Uncut Cock And Tranny Body In Days Of The Week Panties Parade #9

2 years ago

ShemaleZ

small cock, panties, webcam, femboy, solo, sissy
06:01 74%

Nice Sissy

5 years ago

xHamster

teen (18+), teen anal (18+), ladyboy, masturbation
30:02 74%

Tgirl Riley walking in public staircase with sexy skinny legs and sucks a big thick cock very wet and long

6 months ago

xHamster

mature, amateur, public, blowjob, mature anal, crossdresser, dutch
08:07 74%

Subjective video

11 months ago

xHamster

mature, stockings, mature anal, dildo, lingerie, solo, crossdresser
10:06 74%

After the beach it gets hot! Tranny girl gives Blowjob and footjob! Double cumshot!

1 year ago

xHamster

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03:05 74%

Mistress roleplay i fuck u hard like my little sissy toy and cum deep inside you

2 years ago

xHamster

femdom, creampie, MILF, cumshot, big cock, JOI
05:26 74%

Delicious creamed corn, I did it with my dick

1 year ago

xHamster

cute, pantyhose, vintage, asian, sissy
23:39 74%

Sissy Slave Kylie Benz

4 years ago

TXXX

sissy
11:09 74%

Sissy Chastity Torture With Natalie Mars

2 years ago

ShemaleZ

handjob, chastity, BDSM
18:52 74%

Blonde shemale makes a sissy boy her bitch

6 years ago

ShemaleZ

sissy, shemale fucks guy, blowjob
03:36 74%

Sissy Striptease

2 years ago

ShemaleZ

crossdresser, strip, webcam, skinny, sissy, amateur
27:32 74%

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7 years ago

TXXX

latex, masturbation, sissy, shemale fucks guy, black
16:19 74%

Lauren Promise Loving The Pink Sissy Life

1 year ago

ShemaleZ

POV, big cock, sissy
03:47 74%

Cute chubby sissy rides dildo and eats her own cum

5 years ago

xHamster

teen (18+), chubby, dildo, solo, riding, cute
05:19 73%

Two Bbc Find Out The Sissy Boy Is A She Young Ts Sissy Trans Ladyboy Shemale

4 years ago

HClips

interracial, BBC, sissy, threesome, big cock
20:22 73%

Mistress Turns A Guy Into Sissy And Make Him Fucked With Lindsey Love

2 years ago

ShemaleZ

femdom, threesome, BDSM, crossdresser, sissy, huge dildo
07:13 73%

Double cum, double dildos, double fun.

1 year ago

xHamster

mature, dildo, solo, double anal, sissy
09:52 73%

Small Trans Femboy Shoots Big Load From Stretching Their Ass

1 year ago

xHamster

amateur, small cock, anal, dildo, crossdresser, sissy, femboy
05:19 73%

Femboy at night at home

6 months ago

xHamster

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23:31 73%

Sissy Gets Plowed By Two BBCs

6 years ago

xHamster

gangbang, BBC, sissy, interracial
17:41 73%

Sissy Pussy Training

4 years ago

xHamster

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26:40 73%

Sissy Guy Fucked In The Ultimate Shemale Gangbang Foursome

9 months ago

ShemaleZ

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11:07 73%

Sissy Transformation

5 years ago

TXXX

teen (18+), sissy
17:49 73%

Sissy Vein Get Fucked And Cum At The End

3 years ago

Upornia

asian, gangbang, sissy, amateur
17:59 73%

Sissy slave bareback fucked by two Masters

5 years ago

ShemaleZ

BDSM, sissy, crossdresser
26:11 73%

Jossilyn Swallows - Summertime Sissy Maid

9 months ago

ShemaleZ

swallow, cumshot, sissy, shemale, maid
25:15 73%

Sissy school whore

2 years ago

xHamster

amateur, crossdresser, skinny, sissy, whore
14:29 73%

Sissy Pov – Sammi Swallows – Addicted To Sucking Cock

2 years ago

ShemaleZ

crossdresser, swallow, sissy
30:58 73%

Scotlands femdom-goddess Inka And Miss Maryln train Sissy hooker To suck penis

5 years ago

TXXX

femdom, train, hooker, BDSM, domination, penis, sissy
10:39 73%

Crossdressing sissy shaking his ass

8 years ago

TXXX

teen (18+), solo, sissy
42:50 73%

Petra,s 4th training (incl dp)

5 months ago

xHamster

amateur, shemale, train, anal, dildo, ladyboy, double anal
10:54 73%

Sissy Blonde Skank Begging You, Sucks And Receives Slammed So Hard

3 years ago

Upornia

teen (18+), sissy, amateur
01:32 73%

Bond and Gagged By Sissy Angela

4 years ago

xHamster

gagging, bondage, BDSM
01:23 73%

Sissy slut gets hard anal fuck by daddy

6 years ago

xHamster

stockings, anal, lingerie, sissy
03:47 73%

Big Cock Guy fucks Nadine's Pretty Sissy Pussy Bareback

4 years ago

xHamster

sissy
04:53 73%

Smooth Sissy Femboy Slut Gives Blowjob To Big Dick Twink (moaning)

2 years ago

ShemaleZ

small cock, slut, sissy, femboy
46:18 73%

Sissy CrossDresser Lucy gets pegged by Lisa with a Strapon

6 years ago

xHamster

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09:42 73%

Sissy Secrets

3 years ago

ShemaleZ

teen (18+), sissy
05:59 73%

Sissy Lucy gets pegged and fucked hard by two mistresses

3 years ago

xHamster

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08:44 73%

HOT YOUNG TRANNY SISSY REVEALS HER LITTLE SECRET

6 years ago

ShemaleZ

handjob, redhead, small tits, sissy
12:40 73%

Sissy slut creamy bareback fuck with BBC Daddy

5 years ago

ShemaleZ

interracial, slut, BBC, sissy
16:52 73%

Enbondstudd Sissy Maid

5 years ago

ShemaleZ

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05:06 73%

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1 year ago

xHamster

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12:06 73%

Merry Cuntmas Pussy Pounding Dildo Fuck PussyBoy96

1 year ago

xHamster

huge dildo, hairy, FTM, dildo
23:47 73%

3D Shemale Compilation - MILF Mommy fucks Sissy Guy in Ass

4 years ago

xHamster

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16:17 73%

Total Cum Devotion: Sissy Trainer

6 years ago

ShemaleZ

fetish, cumshot compilation, sissy
07:30 73%

Sexy Petite Trans Woman Fucked Reverse Cowgirl and in CRAZY POSITIONS

1 year ago

xHamster

amateur, sissy, femboy
10:00 73%

Sissy slut Bess walks outside her condo bottomless and nearly gets caught

3 years ago

xHamster

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05:59 73%

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3 months ago

xHamster

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47:12 73%

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5 years ago

ShemaleZ

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01:35 73%

Sissy Lick His Man Cum

2 years ago

xHamster

handjob, mature, sperm, sissy
14:07 73%

3d Animation Sissy Transformation Where Shemale Milf Persuaded The Guy To Change Into A Girl And Sucks Shes Big Ass 14 Min

5 months ago

ShemaleZ

ladyboy, shemale, sissy, 3D, shemale and girl
42:25 73%

Sissy fucked with some monster dildos

2 years ago

xHamster

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26:24 73%

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5 years ago

ShemaleZ

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06:22 73%

Tgirl Polishtrap - Femboy Sissy Teases You In Pantyhose

2 years ago

HClips

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05:01 73%

Sissy waking outside in sexy black dress and high heels

3 years ago

xHamster

public, outdoor, heels, dress, solo, black
03:43 73%

BBC Piss Fucks Sissy

5 years ago

HClips

pissing, BBC, sissy, amateur
06:03 73%

Stepmom and Sissy part2

5 years ago

ShemaleZ

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02:48 73%

Cute British SIssy JOI and Rubs Cock

2 years ago

xHamster

cute, british, JOI, cosplay, sissy
10:58 73%

Humiliating Cock Sucking Training For Sissy

6 years ago

ShemaleZ

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05:56 73%

Sissy slut in wig anal masturbation

2 years ago

xHamster

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05:45 73%

Sexy sissy Ponyboy Showing his nude body and high heels

3 years ago

xHamster

ladyboy, solo, heels, sissy
14:17 73%

Accept It Sissy

4 years ago

xHamster

JOI, sissy
25:44 73%

Sexy Cd Sissy Rich Fuck With Her Young Neighbor

3 years ago

TXXX

sissy, amateur
08:13 73%

Crossdresser Sissy in Realise latex swimsuit self facial

5 years ago

TXXX

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12:05 73%

Gorgeous mature sissy displayed smoking

5 years ago

HClips

mature, smoking
07:52 73%

Sissy Kept In Chastity Blowjob and Bred by her Daddy

6 years ago

ShemaleZ

chastity
49:48 73%

My tight tiny sissy pussy fucked with huge alien style dildo machine

1 year ago

xHamster

huge dildo, dildo, ladyboy, machine
03:08 73%

Wet Sissy Slut Leaks And Drips While I Fuck Her

2 years ago

ShemaleZ

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08:36 73%

HYPNO SISSY SLUT

4 years ago

xHamster

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18:14 73%

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5 years ago

ShemaleZ

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10:40 73%

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5 years ago

HClips

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28:38 73%

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5 years ago

Upornia

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03:27 73%

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6 years ago

ShemaleZ

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02:37 72%

Sissy Exposure

1 year ago

xHamster

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08:46 72%

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10 months ago

xHamster

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04:09 72%

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5 years ago

ShemaleZ

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16:31 72%

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5 years ago

xHamster

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08:31 72%

Sissy Training! 9 Min

2 years ago

TXXX

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08:22 72%

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1 year ago

xHamster

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05:26 72%

Adult Theater Gloryhole Cum Dump

1 year ago

xHamster

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21:22 72%

Skitty&M&L in Our first fun Together

2 years ago

xHamster

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2:01:18 72%

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8 years ago

TXXX

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08:05 72%

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2 years ago

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10:06 72%

Sweet Sissy Crossdresser Femboy In Beach Cover-up & Denim Bikini

3 years ago

HClips

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08:17 72%

Fem Boy Sissy Fucks ass with toy in his friends panties

6 years ago

ShemaleZ

crossdresser, panties, sissy
29:03 72%

Marissa Mynx Sissy Tanya

5 years ago

ShemaleZ

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02:15 72%

Sissy Boi Cumshot Self Facial

1 year ago

xHamster

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01:58 72%

Young Sissy fucking with dildo cums on heels

5 years ago

xHamster

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06:03 72%

Cute Sissy Femboy Play With Dildo

2 years ago

ShemaleZ

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12:38 72%

Sissy Training

11 years ago

xHamster

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05:45 72%

Hot Sissy Femboy Lola Makes Her Guy So Turned On . Hard Cock Inside Her Panties And Finger Fucking

2 years ago

ShemaleZ

amateur, panties, sissy, femboy
1:13:04 72%

Sissy Isabella First Years Of Cum In Mouth - Isabella Coupe

8 months ago

ShemaleZ

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10:59 72%

Rabeche Rayale In Busty Tranny Pees On A Sissy Cd After Fucking His Ass

3 years ago

ShemaleZ

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