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Search » Sissy Training Videos » (454)

'Pegging a sissy TGirl and some CBT for good measure'
'Pegging a sissy TGirl and some CBT for good measure'
2022-12-01 00:00:00
RedTube
16:12
'GRANNYLOVESBLACK - Granny Lacey has a new sub in training! This one is a fast learner and a definite keeper!'
'GRANNYLOVESBLACK - Granny Lacey has a new sub in training! This one is a fast learner and a definite keeper!'
2023-11-30 01:40:35
RedTube
10:12
'Perfect Bodies Massage Training From Asia'
'Perfect Bodies Massage Training From Asia'
2020-08-20 00:00:00
RedTube
7:23
Training two submissive busty girls in POV threesome - MILF Cory Chase
Training two submissive busty girls in POV threesome - MILF Cory Chase
2023-01-24 00:00:00
SunPorno
18:56
Sissy baby foxes naughty nappy change
Sissy baby foxes naughty nappy change
2022-11-12 00:00:00
PornHub
17:36
Hot Wife in Training
Hot Wife in Training
2022-10-14 00:00:00
PornHub
4:18
STRIPPING OUT WITH KINKY MISTRESS TIGHT DRESS TO SLAVE SEX FOR SLAVE TRAINING
STRIPPING OUT WITH KINKY MISTRESS TIGHT DRESS TO SLAVE SEX FOR SLAVE TRAINING
2023-05-01 00:00:00
xHamster
6:41
Amateur Hotwife training Part 1
Amateur Hotwife training Part 1
2021-08-12 00:00:00
PornHub
0:48
Sissy panty peeing
Sissy panty peeing
2022-04-11 00:00:00
PornHub
0:57
New Fucking Machine Demo on Slave Femdom Anal Training Pegging Stretching BDSM Bondage Milf Stepmom
New Fucking Machine Demo on Slave Femdom Anal Training Pegging Stretching BDSM Bondage Milf Stepmom
2023-05-14 00:00:00
PornHub
2:04
Sasha Earth sissy gets fucked by Mistress Femdom Strapon
Sasha Earth sissy gets fucked by Mistress Femdom Strapon
2023-06-02 00:00:00
PornHub
9:04
'GRANNYLOVESBLACK - Granny Lacey has a new sub in training! This one is a fast learner and a definite keeper!'
'GRANNYLOVESBLACK - Granny Lacey has a new sub in training! This one is a fast learner and a definite keeper!'
2023-10-28 04:51:15
RedTube
10:12
PAIGE ASHLEY - TJ Cummings Training A Horny Milf Wife
PAIGE ASHLEY - TJ Cummings Training A Horny Milf Wife
2023-07-31 00:00:00
TXXX
8:00
Bbw Anal Training in front of the mirror
Bbw Anal Training in front of the mirror
2023-01-31 00:00:00
PornHub
1:06
CumSlut Training - Bonnie getting Spanked a little while Sucking Dick.
CumSlut Training - Bonnie getting Spanked a little while Sucking Dick.
2022-12-06 00:00:00
PornHub
2:23
SISSY ANAL challenge trying to take 15 INCHES dildo in the ass!!
SISSY ANAL challenge trying to take 15 INCHES dildo in the ass!!
2023-06-11 00:00:00
xHamster
11:10
Sissy SkY show's small cock
Sissy SkY show's small cock
2020-03-23 00:00:00
PornHub
1:09
Femdom busty HJ MILF stroking sissy dude till cumshot
Femdom busty HJ MILF stroking sissy dude till cumshot
2023-05-10 00:00:00
TXXX
5:33
Cuckolds wifey with 2 big black cock bulls Sissy keeps this tapes for
Cuckolds wifey with 2 big black cock bulls Sissy keeps this tapes for
2019-03-23 00:00:00
xHamster
14:25
Enthralling sissy haul princess smoking erotically
Enthralling sissy haul princess smoking erotically
2018-08-27 00:00:00
PornHub
5:57
Thoughts On mates plowing My wifey -- A Sissy Reflects On Her Marriage
Thoughts On mates plowing My wifey -- A Sissy Reflects On Her Marriage
2018-09-14 00:00:00
PornHub
23:17
Sissy wants some plumb from mistresss
Sissy wants some plumb from mistresss
2018-09-02 00:00:00
PornHub
0:21
'DP training for sexy MILF'
'DP training for sexy MILF'
2021-10-07 00:00:00
RedTube
8:38
Sissy gets inflatable bum butt-plug
Sissy gets inflatable bum butt-plug
2018-09-13 00:00:00
PornHub
2:35

Pussive cheating sissy eyeing 2 big black cock bulls plumb his super-plumbing-hot wifey
Pussive cheating sissy eyeing 2 big black cock bulls plumb his super-plumbing-hot wifey
2019-02-02 00:00:00
xHamster
17:18
Sissy's high-powered grounding - trotters unorthodox supreme moment Femdom POV Trailer
Sissy's high-powered grounding - trotters unorthodox supreme moment Femdom POV Trailer
2018-06-06 00:00:00
PornHub
0:54
Me And sissy spouse
Me And sissy spouse
2018-10-11 00:00:00
xHamster
0:29
Mature, plus-size & Sissy husband #1 (Recolored)
Mature, plus-size & Sissy husband #1 (Recolored)
2018-09-01 00:00:00
xHamster
3:05
Training with respect to bosomy Rachel Roxxx
Training with respect to bosomy Rachel Roxxx
2018-05-26 00:00:00
PornHub
51:08
Wife makes sissy jizm in his pretty pinkish underpants.
Wife makes sissy jizm in his pretty pinkish underpants.
2018-09-23 00:00:00
PornHub
1:01
Super-naughty sissy draining off
Super-naughty sissy draining off
2018-10-04 00:00:00
PornHub
0:42
Sissy hotwifey observing Her wifey And Partiting With big black cock
Sissy hotwifey observing Her wifey And Partiting With big black cock
2018-09-24 00:00:00
PornHub
12:39
PWAG sissy toying with petite clittie
PWAG sissy toying with petite clittie
2018-10-10 00:00:00
PornHub
0:23
Cheating sissy rents big black cock bull for his hookup starved wifey
Cheating sissy rents big black cock bull for his hookup starved wifey
2018-11-03 00:00:00
xHamster
12:36
Sissy Dumb plumb praying For big black cock For His wifey
Sissy Dumb plumb praying For big black cock For His wifey
2018-09-25 00:00:00
PornHub
1:12
Hotwifey sissy spouse secrets Taping wifey with big black cock get off
Hotwifey sissy spouse secrets Taping wifey with big black cock get off
2018-09-18 00:00:00
xHamster
12:37
Mother's Sissy marionette
Mother's Sissy marionette
2018-09-16 00:00:00
PornHub
5:01
Largest PYRAMIDE EVER buttfuck - meaty wide open - SISSY grubby GARDENBOY numerous E
Largest PYRAMIDE EVER buttfuck - meaty wide open - SISSY grubby GARDENBOY numerous E
2019-07-14 00:00:00
PornHub
8:03
"Sissy Humiliation And Bisexual Femdom Porn"
"Sissy Humiliation And Bisexual Femdom Porn"
2020-10-12 00:00:00
Tube8
7:14
'Mommy training sissy with a deep dildo fuck'
'Mommy training sissy with a deep dildo fuck'
2022-11-02 00:00:00
RedTube
9:09
Sissy donk crammed with fake penis
Sissy donk crammed with fake penis
2018-09-30 00:00:00
PornHub
10:22
Hotwifey Archive wifey triple teamed by BBCs Sissy observes
Hotwifey Archive wifey triple teamed by BBCs Sissy observes
2018-10-05 00:00:00
xHamster
13:32
G-string dressed in mature chub sissy drains and spunks in his pretty undies
G-string dressed in mature chub sissy drains and spunks in his pretty undies
2019-07-21 00:00:00
PornHub
1:24
Domme taunts strapped Sissy Crossdresser
Domme taunts strapped Sissy Crossdresser
2018-08-26 00:00:00
PornHub
1:49
Sissy boi folded over and pounded in his ass hole with mistress's big strapon
Sissy boi folded over and pounded in his ass hole with mistress's big strapon
2023-06-22 00:00:00
xHamster
3:12
Cum Hungry Sissy Transformation Spell Free Preview
Cum Hungry Sissy Transformation Spell Free Preview
2021-10-24 00:00:00
PornHub
3:13
Hotwifey Archive fantastic wifey broad opened up for her big black cock bull Sissy
Hotwifey Archive fantastic wifey broad opened up for her big black cock bull Sissy
2018-11-08 00:00:00
xHamster
17:51
Sissy filling his dessert for xxxmas. tiny clitty.
Sissy filling his dessert for xxxmas. tiny clitty.
2022-12-19 00:00:00
PornHub
3:19
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