Transgender • US
Straight
Gay
Transgender
Videos
Photos
Short videos
Users
Live Sex
Premium
Videos
Pornstars
Channels
Painful Insertion Porn Videos
Free Videos
Short videos
Premium Videos
Photos
HD
Full HD
4K
VR
Best Videos
08:37
Black blow up spiked butt plug for my S&M Daddies!
Victoria Lecherri
43.7K views
10:11
Extreme Anal Insertion Two Foot Long XXL Anal Slink
Onlyfans
45.6K views
07:06
FtM stuffed and whipped painfully
1.1K views
01:48
1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR
972.3K views
13:12
Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune
Fiona Fortune
220.6K views
44:10
Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
alinanightsky
239.2K views
21:53
Hunter boyfriend gave the pain of in the bathroom
Redroseromance
2.2M views
10:05
Sexy Asian Big Cock Shemale likes to fuck and give pain to big Ass Porn Star Magic Michel deep anal
Onlyfans
102.9K views
03:30
Sfmnewbie delicious tasty pussy swallowing huge big giant cock sweet pleasure painful gaping pussy hardcore intense ass thirsty
HatanoMiwa
405.1K views
10:28
Teen Gets Her 1st Painful Screaming Anal But Let Her Finish
101.7K views
10:53
The Sissy Pain Whore was ass fucked head down in a toilet. Alina The Whore got sissygasm and both her greedy holes got feeded
alinanightsky
276.8K views
14:58
Pain Is Her Pleasure
kinkts
1M views
36:28
Pain Slut Kira
FapHouse
101.7K views
04:04
Sfmnewbie delicious and painful intense anal sex hot big ass tasty swallowing big dick anal sweet intense pleasure gaping ass
HatanoMiwa
109.2K views
01:15:02
Pain and pleasure, chastity and lust, Part 2
343.3K views
16:47
Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
Kitsy Meow
162.3K views
01:15:03
Pain and Pleasure Part 2
261.7K views
06:08
Tranny Barbie can't take the BBC and tries to get away but he keeps fucking my ass hard - amateur shemale - Candy Ass Sissy
Candy Ass Sissy
66.4K views
51:35
Pain and pleasure, chastity and lust, Part 1
127.2K views
08:01
Transgender Pain Slut Strokes Off With Nipple Clamps For Whorish Reasons
Linzy19
69.5K views
02:05
Compilation with Weekly Episodes from the pain whore Alina
alinanightsky
65.7K views
02:37
DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
233.4K views
01:33
fucking my femboy slave sissy slut painful anal
131.3K views
14:42
Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins.
Denise Humain
32K views
04:56
Caning and choking Kitsy
Kitsy Meow
75.7K views
03:14
Pleasure Pain Sissy
48.4K views
02:20
116 min degrading of bdsm sissy pain whore Alina
alinanightsky
80.1K views
18:39
Spiked Chastity Cage Torment - Sissy Maids Self Bondage
Derek6699
101.1K views
17:38
Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots
Derek6699
74.9K views
11:41
How to Give Pain and Pleasure to a Big Sissy Cock
MyLolaTrav
58.3K views
07:10
Redhead Asian shemale all covered in pain gets fucked
Extreme Ladyboys
74.2K views
06:53
More maintenance spanking for Kitsy. OTK punishment.
Kitsy Meow
23.7K views
18:54
Sissy Denise: Tied Nipples Tortured with Rough Round Brushes
Denise Humain
2.8K views
08:55
Slapping My Tits and Ass Like a Good Pain Slut
FapHouse
6.6K views
03:04
25 min of abuse and hard use for the pain whore Alina
alinanightsky
53.9K views
02:55
The sissy pain whore Alina show her skills in self-humiliation and deep throating with dildo
alinanightsky
28.9K views
18:18
Anal fist fuck faggot love to feel the pain in the ass
Nicole Montero
144.3K views
16:17
some fun kitty playtime
Kittykisses96
20.9K views
23:29
Sissy Maid Icy Hot Wooden Pony Punishment 2
Derek6699
39.8K views
10:29
How a Tgirl severely punishs her big cock.
MyLolaTrav
43.6K views
14:26
Extreme Painanal large dildo with chilli sauce pushes Denise to her limits and makes her cry.
FapHouse
43.1K views
09:59
How to torture a beautiful sissy cock
MyLolaTrav
27.4K views
06:06
My patient was complaining of pain in his leg, so I treated him to butt tea at my office desk
Nathalia Fontes
111.6K views
07:30
Redhead asian trans all covered in pain ass fucked
Extreme Ladyboys
15.8K views
01:34
A desperate trap sissy pain whore asks a top man to take her as a sex slave and let him fuck her throat and ass
alinanightsky
41K views
11:21
Rebeccas Pervertions 8
Rebeccafuxx
17.3K views
04:02
Finishing up with pain on my balls
17.4K views
Next page
1
2
3
4
5
6
...
11
...
21
21
Searches Related to Painful Insertion
Extreme Insertion
Huge Insertions
Minus8 Trap
Brutal Shemale
Sissy Humiliation
Traps in Skirts
Maximum Perversum Extrem Pervers
Extremely Large Penis
Post Orgasm Torture
Fucking Very Very Hard
Easing Into His Ass
Verbal Agressive Top Fucks Boy
Crossdresser Bound Gagged and Struggling
Humiliated
No Mercy Fuck
Screaming
Blindfolded Wife Surprise
He Can't Take It
Bbc Destroys
100 Cumshots Rapid Fire
Straight search results
Gay search results