Porn Porn Transgender • US
  • Live Sex
  • Premium Premium Videos
  • Categories
  • Pornstars
  • Channels
  • photos
FALL INTO SAVINGS 🎉 🛍️ Exclusive autumn special

Detention Porn Videos

215 Results

Free Videos
Short Videos
Detention
Premium Videos
Photos
Strict Lady
Allison Dresses
Girl Humiliated
Loud Fuck
Beautiful First Time
Ass Slave
Blonde Orgasm
Sissy Brazil
Evie Andrews
Trans Darling
TS Michelle Allergy
Mature Fucked
Heshe Sex
Jamie Forever
Sweet Stacy
Sexy Stephanie
Dirty Teacher
Trap Dick
Liz Anne
Brazilian Wife
HD
Full HD
4K
VR
Best Videos
By clicking the content you will also see an ad. AD
  • TRANSEROTICA Sub TS Natalie Mars Bound by MILF Dee Williams
    12:05
    TRANSEROTICA Sub TS Natalie Mars Bound by MILF Dee Williams
    Trans Erotica
    613K views
  • Live
  • Masters cock hungry submissive in detention
    04:05
    Masters cock hungry submissive in detention
    263.5K views
  • Detention
    05:24
    Detention
    Cassandra Lovit
    152.9K views
  • Anal destruction for stupid maso whore
    35:04
    Anal destruction for stupid maso whore
    ActorFab
    1.5M views
  • Detention
    05:24
    Detention
    Cassandra Lovit
    19.6K views
  • Lesbian Students in Detention - Cliff Media
    21:16
    Lesbian Students in Detention - Cliff Media
    CliffMedia
    115.9K views
  • FULL VID: Tranny Dom using her personal house slave
    26:05
    FULL VID: Tranny Dom using her personal house slave
    Allmylinks
    578.8K views
  • GenderX-Hot Trans Teacher Seduced & Ass Fucked At Detention
    12:41
    GenderX-Hot Trans Teacher Seduced & Ass Fucked At Detention
    GenderX
    173.2K views
  • Long Anal Session for Hurting Emma Tied to the Bench
    01:05:06
    Long Anal Session for Hurting Emma Tied to the Bench
    ActorFab
    573.8K views
  • Melody Tied up, Teased and Analised
    35:07
    Melody Tied up, Teased and Analised
    Melodyfluffington
    622K views
  • Welcome to detention - dgGenerator
    02:26
    Welcome to detention - dgGenerator
    119.9K views
  • anything
    09:14
    anything
    1.7M views
  • Don't do this to me! I do not like it!
    03:01
    Don't do this to me! I do not like it!
    janet_proudfoot
    930K views
  • Detention with Ms. Aura POV Anal Gaping
    00:32
    Detention with Ms. Aura POV Anal Gaping
    Effigy Films
    4.9K views
  • Day 7
    02:11:47
    Day 7
    446.4K views
  • Hung Ts Sasha Strokes fucks a sub very hard
    06:25
    Hung Ts Sasha Strokes fucks a sub very hard
    fatoxxx
    416K views
  • mistress cages sissy
    12:29
    mistress cages sissy
    criccric
    1.2M views
  • Bad Girl Punished
    18:00
    Bad Girl Punished
    814.1K views
  • CD TRAP SISSY EDUCATION TRAINING 101
    01:27:33
    CD TRAP SISSY EDUCATION TRAINING 101
    AZNSWAGDADDY
    1.2M views
  • Cruel Trans Lucy’s Ruthless CBT and Raw Deepthroat Domination
    29:36
    Cruel Trans Lucy’s Ruthless CBT and Raw Deepthroat Domination
    slave Martin
    148.5K views
  • feminisation training
    09:58
    feminisation training
    I IndirectInitiator50
    1.1M views
  • Relevant Short videos

    Detention
    Detention
    Cassandra Lovit
    4.1K views
    Oopsie - Big Dick Coach Disciplines Misbehaved T-girls Khloe Kay and Izzy Wilde in Detention!
    Oopsie - Big Dick Coach Disciplines Misbehaved T-girls Khloe Kay and Izzy Wilde in Detention!
    GammaEnt
    4.2K views
    If you’re lucky school teacher Kumcatcher will give you detention after class. It’s Meat The Teacher Night.
    If you’re lucky school teacher Kumcatcher will give you detention after class. It’s Meat The Teacher Night.
    Kellie Kumcatcher
    2.8K views
    Sissy Schoolgirl Anna Part 2: Secretly having Anal Fun during Detention | Clip 1
    Sissy Schoolgirl Anna Part 2: Secretly having Anal Fun during Detention | Clip 1
    Sissygurl Anna
    2.6K views
    Lesbian Students in Detention - Cliff Media | Clip 2
    Lesbian Students in Detention - Cliff Media | Clip 2
    CliffMedia
    1.6K views
    Lesbian Students in Detention - Cliff Media | Clip 1
    Lesbian Students in Detention - Cliff Media | Clip 1
    CliffMedia
    1.4K views
  • Tranny Domina goes shopping... Public ballbusting and nipple torture in the supermarket and in the city!
    00:43
    Tranny Domina goes shopping... Public ballbusting and nipple torture in the supermarket and in the city!
    TV_Helena
    625.1K views
  • TRANSFIXED - Gray Perrier Teacher Gives Kimmy Kimm Free Use Reward During Parent Meeting
    16:15
    TRANSFIXED - Gray Perrier Teacher Gives Kimmy Kimm Free Use Reward During Parent Meeting
    Transfixed
    108.2K views
  • shemale Mistress
    39:03
    shemale Mistress
    oli26
    1.3M views
  • Submission Sissy Trainer
    03:23
    Submission Sissy Trainer
    1.4M views
  • Vintage Dude Fondles Trans Schoolgirl, 69's Her Trans Step Mom
    12:53
    Vintage Dude Fondles Trans Schoolgirl, 69's Her Trans Step Mom
    1.4M views
  • Detention with Brandii
    27:27
    Detention with Brandii
    905.9K views
  • Nipple Torture and Masturbation
    06:57
    Nipple Torture and Masturbation
    AdriaTrans
    475.2K views
  • shemale bdsm dungeon dominatrix
    20:11
    shemale bdsm dungeon dominatrix
    MrBizarrboy
    579.3K views
  • Black tgirl with giant tool fucking a white ass fat faggot
    11:38
    Black tgirl with giant tool fucking a white ass fat faggot
    Latina Tranny
    2.1M views
  • Relaxing
    07:50
    Relaxing
    bkifft
    281.6K views
  • Submissive Bottom Receives Rough Sex From Goth Femdom
    07:38
    Submissive Bottom Receives Rough Sex From Goth Femdom
    Cailey Katts
    485.9K views
  • Jessyca Ketlen1
    08:37
    Jessyca Ketlen1
    551.3K views
  • Trans Girl Dominated by Sexy Stepdaddy Leather Dom
    06:12
    Trans Girl Dominated by Sexy Stepdaddy Leather Dom
    Gray Perrier
    759.4K views
  • Road Trip Day 4
    08:12
    Road Trip Day 4
    TS Seduction by Kink
    179.4K views
  • Futanaria - Bed
    24:52
    Futanaria - Bed
    Jessica543210
    15.7M views
  • Heroine Handcuffed and Plugged, Orgasms Extend Confinement
    10:20
    Heroine Handcuffed and Plugged, Orgasms Extend Confinement
    Cassie Cummings
    57.1K views
  • Trans Babysitter Gets taught a lesson by HOT milf
    08:21
    Trans Babysitter Gets taught a lesson by HOT milf
    Erica Cherry
    1.7M views
  • Why Am I Being Held in Custody? Pat Down? Yes Please!with
    15:23
    Why Am I Being Held in Custody? Pat Down? Yes Please!with
    Theonlynovaraye
    16.5K views
  • Nurse Humps Her Special Girl Client From Behind
    15:50
    Nurse Humps Her Special Girl Client From Behind
    5.9M views
  • Caged Dick
    02:42
    Caged Dick
    SuzeFagRag
    638.5K views
  • Restrained and Training on Costume play
    16:28
    Restrained and Training on Costume play
    renajsk
    242.8K views
  • This happened to me leaving school
    19:20
    This happened to me leaving school
    ELIZABETH LARA
    6.2M views
  • Cum Cow Training: Tgirl Bound, Cock Pumped, Milked & Ruined
    06:12
    Cum Cow Training: Tgirl Bound, Cock Pumped, Milked & Ruined
    thexxxslayer
    176.1K views
  • BDSM impact scene with Melody : flogging, whipping, biting, paddling (Featuring Pudibondage)
    01:21:17
    BDSM impact scene with Melody : flogging, whipping, biting, paddling (Featuring Pudibondage)
    Melodyfluffington
    692.5K views
  • Comfortable Kennel For Analia
    19:23
    Comfortable Kennel For Analia
    Analia-soumise
    283.8K views
  • anal destruction and face slapping for maso whore
    10:41
    anal destruction and face slapping for maso whore
    ActorFab
    320.4K views
Next page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5

Porn Related to Detention

First Time Straight
Sexy Aria
School Uniform Anal
Mistress Alex
Wife Caught
Hard Brazilian
Shemale Emily
Gay Sissyboy
XXX Brazil
Cheating Anal
Awesome Head
Pregnant Orgy
Mrs Samantha
Clara Clementine
Caned Schoolgirl
Roadhead
Fat Whore
Trans Dirty
Fernanda Gorgeous
Amateur Fucking
Related Channels
  • #6
    Futanari XXX
    Futanari XXX
  • #182
    Sissy Instruction
    Sissy Instruction
  • #371
    Mydirtyhobby
    Mydirtyhobby
  • #85
    Allmylinks
    Allmylinks
  • #63
    Anna Loves Shemale
    Anna Loves Shemale
  • #318
    Sissy in Chastity
    Sissy in Chastity
  • #221
    obeylilith.com
    obeylilith.com
  • #308
    The Tgirl Pass
    The Tgirl Pass
Monetize your content
Become a creator
xHamster
  • About us
  • Blog
  • Creator's Blog
  • Advertising
  • xHamster Awards 2025
  • SEO Specialist Job
Help
  • FAQ
  • Contact us
  • Content Removal
  • Improve xHamster
Legal
  • Terms of use
  • Privacy policy
  • Cookies policy
  • DMCA/Copyright
  • Parental Controls
  • EU DSA
  • Trust and Safety
Earn money with us
  • Camgirls Wanted
  • Creator Contest
  • Сontent Creators Program
© 2026 xHamster - Free porn videos.
Desktop Version
U.S.C. 2257 Notice
RTA Restricted To AdultsRTA Restricted To Adults
xHamster is adults only website!

The content available on xHamster may contain pornographic materials.

xHamster is strictly limited to those over 18 or of legal age in your jurisdiction, whichever is greater.

One of our core goals is to help parents restrict access to xHamster for minors, so we have ensured that xHamster is, and remains, fully compliant with the RTA (Restricted to Adults) code. This means that all access to the site can be blocked by simple parental control tools. It is important that responsible parents and guardians take the necessary steps to prevent minors from accessing unsuitable content online, especially age-restricted content.

Anyone with a minor in their household or under their supervision should implement basic parental control protections, including computer hardware and device settings, software installation, or ISP filtering services, to block your minors from accessing inappropriate content.

To enter xHamster you must be 18 or older
how to protect your minors
RTA Restricted To AdultsRTA Restricted To Adults