Transgender • US
Live Sex
Premium
Videos
Categories
Pornstars
Channels
photos
Lost A Bet Porn Videos
332 Results
Free Videos
Short Videos
Premium Videos
Photos
Sissy Loses Bet
Lost Bet Blowjob
Losing Virginity
Lost Control
Straight Friend Loses Bet
Sissy Loses Virginity
Losing Anal Virginity
First Time Losing Virginity
Lost in the Hood Sissy
Cross Dressing Sissy Loses His Virginity
Losing My Virginity to a TS
First Time Hooker
Homemade Cuckold Humiliation
Sissy Surprise
Tied up My Tiny Dick
Can't Take It
Seduce Straight Guy
Unexpected Sex True Story
Dirty Roulette
He Wanted to Fuck While I Was Playing
HD
Full HD
4K
VR
Best Videos
02:54
Bitch for Shemales
K
Kimberhaven
511.7K views
04:07
I Lost a Bet, and Now My Friend Has to Fuck Me
Ximena PA
1.9K views
04:52
Guy loses bet turns into sissy CD giving blowjob
Goldibottsissy
1.6M views
01:32
Forbidden Tranny Sex 337
255.3K views
01:28
The Lost Bet
Sissy Shelby Kiss
17.2K views
10:11
Step Daddy gambling Brandon Lee Harrington Kristi Kewt
Kristi-Jo
176.1K views
13:02
Sissy Swap Tales Super Sissy 1
46.1K views
10:11
Curvy Futa PAWG Lost a Bet in the Caseno - She Pays with Her Ass - Sassycomics.mp4
Sassy Comics
10.2K views
07:07
Roommate Loses Bet and Gets Locked in Chastity
Cailey Katts
467K views
00:39
Help your friend
slutysissy4bigcock
411.8K views
00:42
Missy123sassy sissy femboy lost bet cheerleading
Missy123
6.4K views
16:16
GENDERX FILMS -The Tennis Bet That Ended With a Flip Fuck
GenderX
41K views
00:16
It's not gay
slutysissy4bigcock
702.5K views
03:48
I Bet you want
Ts Eve
362.1K views
01:00
Dumb bet
slutysissy4bigcock
602.9K views
02:11
Tranny Fantasy
Just1chillhorndog
153.6K views
07:07
Lost in the billiards had to give the ass
carmonaoficial
220.5K views
05:21
sissy fantasy manturned in toa sissy slut fuck
O
Opentry117
142.2K views
16:11
TRANSFIXED - Trans Jade Venus Helps Megan Mistakes Lose Virginity In Passionate Hardcore Fuck
Transfixed
319.5K views
08:50
Your Sissy Identity
pantycum666
122.5K views
10:44
Trans girl loses video game and gets TEASED
Erica Cherry
726.8K views
Relevant Short videos
Curvy Futa PAWG Lost a Bet in the Caseno - She Pays with Her Ass - Sassycomics.mp4
Sassy Comics
2.2K views
Warming myself up for all my horny friends, Going live in my nostalgic favorites! Any bets they have me play with My "
JolieAnn
12.9K views
Bet you can’t take your eyes off me
Medi Voi
4.4K views
I bet you love the sound of my cock slapping against me
Sinful Silene
3.3K views
Roommate Loses Bet and Gets Locked in Chastity | Clip 1
Cailey Katts
4.9K views
The Bet
Athena Apollonia
5.7K views
01:00
Sissy Caption - Help him relax by sucking him off, sissy
Saennia
180.9K views
08:12
Loser Boyfriend Gets Feminized and Fucked
Pure Ts
574.3K views
03:07
You're Straight Right- - Sissy Hypno Training
1.1M views
09:22
When Sports Betting Gets Fucky - POV Sex
Cassie Cummings
26.7K views
01:00
Week 1, Day 7 of Coronavirus Prevention (captioned)
redglare2
117.9K views
05:31
Girl forgot to tell her Tinder date that she’s trans
JsseMontz
231.7K views
01:00
Sissy Caption - Sissy caught by roommate
Saennia
328K views
03:53
Losing my virginity to a TS
4.5M views
12:29
Sissy trainer: become slut like her
Anna Rios
213.7K views
05:32
Part 1 - Two Years of Flirting Finally Pays off
Gray Perrier
329.1K views
01:00
Sissy Caption - Make him cum all over your fat ass, sissy
Saennia
317.5K views
07:11
They love to play a game with their bodies at stake
Mirella Diniz
1.4M views
01:00
Sissy Caption - Bullied into enjoying his cock.
Saennia
557.8K views
16:08
OOPSIE - Two Babes Distract Nicole Aria's Gym Session Turning Into Futa Threesome Cum Fest
AdultTime
273K views
16:45
I've been waiting to do this to 'em 🙃
T
Thuggasexual
24.2K views
35:04
Anal destruction for stupid maso whore
ActorFab
1.5M views
05:36
Gender swapping pill (adv for sissy - clean watermark)
frenchsissyslut
173K views
07:08
Brand New Asian Femboy Lauren Carter Loses Bet & Dresses up
Andre Stone
151.5K views
01:00
Sissy Caption - Could you keep your eyes off his cock?
Saennia
93.8K views
14:02
TRANSFIXED - Sexy Redhead Ariel Demure FREE USE CREAMPIES Boss Megan Mistakes During A Job Interview
Transfixed
2M views
07:42
Kimber Havens Guide to Becoming a Real Sissy
TS-Perversions
398.3K views
04:42
Bi Sissy Confusion
1.4M views
02:33
Sissy Crossdress Hunting Str8 Cock Random Texing
94.7K views
09:12
Persuaded into a Shemale Relationship - Part 1
b
btroy00000
1.5M views
16:59
Straight Boy Test (Shemales, Cock)
b
btroy00000
1.9M views
07:34
surprise she has dick
317K views
Next page
1
2
3
4
5
6
...
8
8
Porn Related to Lost A Bet
Straight Friend Loses Bet
Seduced in Hotel
What if You Went on a Date With Me
Transformed Into Sissy Maid to Get Job
Tricked by Shemale
Begging for Cock
Caught Crossdressing and Fucked
TS Seducing Shy Men
I Know Your Secret
Crossdresser Lost Bet
Trap Seduction
From Bar Meeting Crossdressing Part
The Sultry Seductress
Convinced Roommate
Verbal Breeding
Scared
Wife Surprised
Tranny Trick
Please Don't Tell Anyone
Taking Virginity
Related Channels
#205
Sissy Instruction
#93
Becoming Femme
#133
Third sex XXX
#192
PORNSTARS BEHIND THE SCENES
#279
TS-Perversions
#196
Mydirtyhobby
#6
Pure Ts
#187
Kimberhaven
View all
Switch to Straight Porn
Switch to Gay Porn