Shemale First Date 357 videos

• 10:40 thumb_up 84%

  First Date With A Pretty French Trans Girl, She Sucks Me And Swallows In The Kitchen

  10 months ago

  HClips

  shemale and girl, shemale, crossdresser

  flag
• 05:47 thumb_up 91%

  Hinas First Date ( Futanari Uncensored ) - Hard Anal Sex At First Date - Exclusive Hentai With Car Toon

  1 year ago

  ShemaleZ

  futanari, shemale

  flag
• 10:04 thumb_up 59%

  First-ever Time date A Trans female

  11 months ago

  ShemaleTaxi

  shemale

  flag
• 15:17 thumb_up 69%

  Horny Babe Leilani Li Cums In Casey Calverts Mouth During Their First Date

  11 months ago

  TheyAreHuge

  shemale and girl, shemale

  flag
• 39:50 thumb_up 73%

  Guy fucked on first date

  3 months ago

  AShemaleTube

  shemale, shemale fucks guy

  flag
• 06:59 thumb_up 74%

  Hot Thai Ladyboy Fucks Guy On Their First Date After Sucking

  2 years ago

  ShemaleZ

  shemale, ladyboy

  flag
• 30:20 thumb_up 67%

  First Date with a Beautiful French Trans Girl, She Sucks My Dick and Swallow in the Kitchen.

  1 year ago

  $$ FapHouse

  shemale and girl, shemale

  flag
• 01:08 thumb_up 96%

  Getting my holes stretched on a first date

  2 years ago

  AShemaleTube

  shemale

  flag
• 08:00 thumb_up 62%

  Horny Babe Leilani Li Cums In Casey Calverts Mouth During Their First Date

  1 year ago

  xShemaleTube

  shemale

  flag
• 16:19 thumb_up 73%

  Very first date with my Filipino she-male drill me no condom n jizz on my yam-sized backside

  7 months ago

  KeekAss

  shemale

  flag
• 03:07 thumb_up 85%

  Shemale Lady Fucks Man On First Date

  3 years ago

  GetTranny

  shemale

  flag
• 08:00 thumb_up 77%

  Big Titty Milf Lets Trans Cutie Fuck On The First Date

  11 months ago

  xShemaleTube

  shemale and girl

  flag
• 15:00 thumb_up 80%

  First Date Anal Sex with Shemale babe - Hungry Humpers - Angellica Good

  2 years ago

  xTits

  shemale and girl, shemale

  flag
• 26:50 thumb_up 85%

  Pixie Love First Date And First

  1 year ago

  HClips

  shemale

  flag
• 15:49 thumb_up 88%

  FIRST-EVER INTERNAL EJACULATION EVER for SCORCHING CROSSDRESSER BANGED ROCK-HARD

  4 years ago

  TrannyGem

  shemale

  flag
• 15:07 thumb_up 83%

  Horny Babe Cums In Casey Calverts Mouth During Their First Date 15 Min

  1 year ago

  ShemaleZ

  shemale, shemale and girl

  flag
• 07:30 thumb_up 79%

  First Date With A Pretty French Trans Girl, She Sucks Me And Swallows In The Kitchen

  10 months ago

  GetTranny

  shemale and girl, shemale

  flag
• 13:07 thumb_up 59%

  Shy girls first Netflix date turns insane when he fingers and smashes her cock-squeezing pussy - Hope Heaven

  7 months ago

  ShemaleTaxi

  shemale and girl, shemale

  flag
• 10:17 thumb_up 79%

  First date - Trans PoV Rollplay 69 and fucked by Jessica Bloom

  2 years ago

  XXXDan

  shemale first date

  flag
• 08:00

  Busty TS blonde barback fucked on their first date

  1 week ago

  SomePorn

  shemale

  flag
• 05:06 thumb_up 89%

  TS On First Date Anal Fucks Tied Man

  5 years ago

  BeMyHole

  shemale fucks guy

  flag
• 32:25 thumb_up 71%

  Futanari Lesbians First Date

  4 years ago

  TrannyOne

  futanari

  flag
• 06:05 thumb_up 68%

  Your First Time Getting Fucked By A Trans Girl: First Date Gfe Pov Femdom

  3 years ago

  ShemaleZ

  shemale, shemale and girl

  flag
• 18:57

  I Met on Tinder and the First Date Was at His House, This Date Caught Fire

  8 months ago

  $$ FapHouse

  ladyboy, shemale

  flag
• 06:46 thumb_up 83%

  Mona Vela In Gigi And Mona Have Her First Date And Was So Hot

  4 months ago

  GetTranny

  shemale

  flag
• 10:04 thumb_up 86%

  Yasmin Lee - Never on a First Date

  2 months ago

  AShemaleTube

  shemale fucks guy, shemale

  flag
• 06:59 thumb_up 57%

  Ria Inseminates At Front Door On First Date With Ghost Park

  1 month ago

  ShemaleZ

  shemale

  flag
• 23:42 thumb_up 88%

  First Date With You - Lucia Maya

  3 years ago

  Upornia

  shemale

  flag
• 13:59 thumb_up 80%

  TRANSFIXED - Whitney Wright Helps Hot Redhead Erica Cherry Explore New Pleasures On Their First Date

  2 years ago

  xHamster

  shemale and girl

  flag
• 15:47

  Hazel Tucker in First Date

  6 years ago

  TrannyOne

  shemale

  flag
• 15:47

  Jessie Ross hot wife on first date

  9 months ago

  TXXX

  shemale

  flag
• 08:12 thumb_up 50%

  Ladyboystar - Memie - My First Date with the Girly Beauty Fucking Each Other

  1 year ago

  xHamster

  ladyboy, shemale fucks guy

  flag
• 05:05 thumb_up 75%

  Hina s First Date Futanari Public Cum Public Piss Anal

  12 months ago

  TrannyOne

  futanari, shemale

  flag
• 05:18 thumb_up 91%

  Shemale anal hardcore screwing bound date

  3 years ago

  XoZilla

  ladyboy

  flag
• 12:32 thumb_up 75%

  Sucking Cock Big Titty MILF Lets Trans Cutie Fuck On The First Date

  3 years ago

  BeMyHole

  shemale and girl

  flag
• 11:00

  Hot Trans Girl Fucks On The First Date - Hardcore Fucking & Cumshot - The Apollo Show - Amanda Riley

  5 months ago

  BeMyHole

  shemale, shemale and girl, shemale fucks guy

  flag
• 26:56 thumb_up 60%

  First Date and First Scene

  9 months ago

  $$ FapHouse

  shemale, ladyboy

  flag
• 09:01 thumb_up 82%

  Blushing Beauty Tries Her First Date & Is Filled With FUTA’s Cumshot ⋄ EXCLUSIVE 3D

  7 months ago

  TrannyGem

  shemale

  flag
• 08:00

  Ladyboy Star In Star- My First Date With Memie

  1 year ago

  Fuxxx

  ladyboy, shemale

  flag
• 08:06

  First Date With A Nerd Turns Into Romance With Christian Xxx

  1 year ago

  ShemaleZ

  shemale

  flag
• 12:10

  Ladyboy Star, John Tron And Ladyboy Mei Mei In Memie - My First Date With The Girly Beauty Fucking Each Other 12 Min

  1 year ago

  ShemaleZ

  ladyboy, shemale

  flag
• 01:22 thumb_up 60%

  The first date with TS Giselle took an unexpected turn

  2 years ago

  AShemaleTube

  shemale fucks guy

  flag
• 07:01 thumb_up 57%

  Hot Thai ladyboy fucks guy on first date

  2 years ago

  TrannyGem

  ladyboy, shemale fucks guy

  flag
• 20:54

  Tranny surprises male date

  1 year ago

  JizzBunker

  shemale

  flag
• 14:26

  Inhaling and penetrating on the first-ever tryst - utter flick - podamoonkitty

  1 year ago

  TrannyGem

  shemale and girl, shemale

  flag
• 05:17 thumb_up 56%

  VRB TRANS First time date with hot small tits shemale VR Porn

  6 years ago

  AShemaleTube

  shemale fucks guy

  flag
• 05:08 thumb_up 63%

  Romantic Evening Completes with Jaws and Rectal Plumbing for Torrid Tranny

  4 years ago

  TrannyGem

  shemale

  flag
• 05:07

  TS gloryhole and rough assfuck BDSM sex

  5 months ago

  Analdin

  shemale

  flag
• 30:59 thumb_up 91%

  Ambrys Kay In First Date Magic

  2 years ago

  ShemaleZ

  shemale

  flag
• 07:59

  Angellica Good - First Date Anal Sex With Shemale Babe - Hungry Humpers

  12 months ago

  PePorn

  shemale first date

  flag
• 06:31 thumb_up 87%

  Martin Woods And Tina Sophias First Date

  3 years ago

  BeMyHole

  shemale

  flag
• 05:04

  Horny guy gets his ass fucked hard by the big Tcock on his first date

  5 years ago

  BeMyHole

  shemale fucks guy

  flag
• 05:18 thumb_up 86%

  Ts Ties Up And Fucks Man On First Date

  3 years ago

  ShemaleZ

  shemale first date

  flag
• 10:16

  Hazelnut Latte: Got Caught Cheating and Fucking Trans in the Mouth on the First Date - Episode 2

  8 months ago

  AShemaleTube

  shemale

  flag
• 02:46

  First Date with Gorgeous BelleHaze in Paris

  1 month ago

  AShemaleTube

  shemale

  flag
• 07:25 thumb_up 75%

  Gigi and Monas sizzling first date with sexy lingerie and heels

  8 months ago

  XXXVogue

  shemale

  flag
• 03:07

  BOBSTGIRLS - The First Date

  1 year ago

  AShemaleTube

  shemale first date

  flag
• 15:47

  Mesmerized - naughty stunner Leilani Li CUMS In Casey Calverts Mouth During Their First Date

  1 year ago

  ShemaleTaxi

  shemale

  flag
• 14:56

  Casey Calvert And Lei Lani In Best First Date Ever Gobbles Up T-girl Takes Deep Creampie

  1 year ago

  ShemaleZ

  shemale and girl

  flag
• 15:12

  Horny Babe Cums In Casey Calverts Mouth During Their First Date

  1 year ago

  ShemaleZ

  shemale

  flag
• 08:00 thumb_up 85%

  Meme - My First Date

  1 year ago

  xShemaleTube

  shemale first date

  flag
• 04:37

  Asked To Film Our First Date - It Was His First Time With A Beautiful, Hot And Versatile Trans Doll - Complete On RED

  3 years ago

  BeMyHole

  shemale first date

  flag
• 05:51

  TS Christan XXX Fucked Hard After Her First Date

  2 years ago

  BeMyHole

  shemale first date

  flag
• 05:07

  Shemale Lady Fucks Man On First Date - Mandy Mitchell

  3 years ago

  ShemaleZ

  shemale first date

  flag
• 06:31 thumb_up 70%

  Your First Time Getting Fucked by a Trans Girl: First Date GFE POV Femdom

  3 years ago

  xHamster

  shemale and girl

  flag
• 12:45 thumb_up 79%

  Big Titty MILF Lets Trans Cutie Fuck On The First Date

  4 years ago

  xHamster

  shemale and girl

  flag
• 39:11

  First Dating With A Shemale

  10 years ago

  TXXX

  shemale first date

  flag
• 04:51

  At first date black shemale bangs dude : Part 2

  6 years ago

  BeMyHole

  shemale first date

  flag
• 16:02

  German Teen 18+ Shemale Gianina Ts Pick Up A Guy For First Tranny Anal Date

  1 year ago

  ShemaleZ

  shemale

  flag
• 05:36

  Leilani Li And Casey Calvert In Black Shemale Fucks On Her First Blind Date

  4 months ago

  ShemaleZ

  shemale, shemale and girl

  flag
• 04:52

  Shaved Cock And Ass The Date - His First Time Discovering His GirlFriend Has A HUGE COCK, Part 2

  4 years ago

  TrannyOne

  shemale first date

  flag
• 28:02

  Man Has first rectal date With Tranny Isabelly Ferraz

  5 years ago

  ShemaleTaxi

  shemale fucks guy, shemale

  flag
• 05:08

  Huge penis shemale fucks blond hair lady guy

  4 years ago

  Analdin

  ladyboy

  flag
• 15:30

  GROOBYGIRLS - Compilation Updates 4th Nov to 8th Nov 2

  4 months ago

  XoZilla

  shemale and girl, shemale

  flag
• 13:02

  Trans Hottie Kendall Penny Gives the Ultimate Date to Lucky

  5 years ago

  xHamster

  shemale and girl

  flag
• 37:37

  Tranny nails a mighty Big Man at His Home on the First Date

  1 month ago

  ShemaleMovie

  shemale, ladyboy

  flag
• 06:10

  Shemale Shiri Allwood normally doesnt fuck on the first date

  8 months ago

  TXXX

  shemale

  flag
• 15:17 thumb_up 67%

  Horny Babe Leilani Li CUMS In Casey Calverts Mouth During Their First Date

  7 months ago

  BeMyHole

  shemale

  flag
• 08:00

  Jade Venus Tops Deangelo Jackson After He Begs For A Massage On Their First Date

  1 year ago

  Fuxxx

  shemale first date

  flag
• 07:32

  I Fuck On The First Date - Sabina Steele

  1 year ago

  PePorn

  shemale first date

  flag
• 15:39

  TRANSFIXED - Horny honey Leilani Li blows a load In Casey Calverts jaws During Their First Date

  1 year ago

  ShemaleTaxi

  shemale

  flag
• 06:32 thumb_up 43%

  Your very first Time Getting nailed by a Trans dame: First Date GFE POV Femdom

  1 year ago

  ShemaleMovie

  shemale

  flag
• 06:20

  Kendall Penny - Busty Tgirl Rimmed N Anal Fucked On First Date

  1 year ago

  Fuxxx

  shemale first date

  flag
• 08:00

  Best First Date Ever Casey Calvert Gobbles Up T-girl Leilani Li Takes Deep Creampie

  1 year ago

  xShemaleTube

  shemale and girl, shemale

  flag
• 07:10 thumb_up 67%

  Red-hot Thai t-girl fucks guy on their first date after deep throating

  1 year ago

  ShemaleTaxi

  shemale and girl, shemale fucks guy

  flag
• 12:24

  Brittney Kade & Lauren Phillips Chemistry Leads To Passionate Fuck During First Date

  1 year ago

  BeMyHole

  shemale and girl, shemale

  flag
• 12:40

  My First Date With Memie

  1 year ago

  NuVid

  shemale first date

  flag
• 12:40

  My First Date With Memie

  1 year ago

  IcePorn

  shemale first date

  flag
• 07:07

  Watch Transgirl Ria Bentley Fuck Her 9" Bull on Their First Date

  2 years ago

  xHamster

  shemale first date

  flag
• 07:01

  Hot Thai Ladyboy Fucks Guy On First Date

  2 years ago

  HClips

  shemale, shemale fucks guy, ladyboy

  flag
• 13:54

  TRANSFIXED - Whitney Wright Helps Hot Redhead Erica Cherry Explore New Pleasures On Their First Date

  2 years ago

  TXXX

  shemale first date

  flag
• 06:48

  Martin Woods And Tina Sophias First Date

  3 years ago

  Upornia

  shemale first date

  flag
• 12:25

  Casey Kisses Tied Up & Fucked On First Date

  3 years ago

  BeMyHole

  shemale first date

  flag
• 14:01 thumb_up 83%

  Transgirl - Sucking And Fucking On The First Date - Podamoonkitty

  3 years ago

  ShemaleZ

  shemale

  flag
• 32:26 thumb_up 59%

  And Mercy First Date 03/07/20 With Bailey Beach

  3 years ago

  ShemaleZ

  shemale and girl

  flag
• 24:12

  Lucia Maya First Date With You

  3 years ago

  TrannyOne

  shemale first date

  flag
• 05:50

  Kendall Penny In Busty Tgirl Rimmed N Anal Fucked On First Date

  4 years ago

  ShemaleZ

  shemale first date

  flag
• 03:01 thumb_up 50%

  Shemale Fucks Man On Their First Date

  3 years ago

  GetTranny

  shemale first date

  flag
• 12:58

  GenderX - Casey Kisses tied Up & ravaged On first Date

  5 years ago

  ShemaleTaxi

  shemale first date

  flag
• 05:17

  TS ties up and fucks man on first date

  4 years ago

  AShemaleTube

  shemale first date

  flag
• 04:05

  Wild hard sex with busty shemale on our first dating

  6 years ago

  TrannyOne

  shemale first date

  flag
• 05:54

  I fucked on my first dating the most beautiful ts girl

  7 years ago

  ShemaleZ

  shemale first date

  flag
• 13:41 thumb_up 56%

  Jasmyne And Samis First Date

  7 years ago

  ShemaleZ

  shemale first date

  flag
• 26:14

  She fucks on first date

  10 years ago

  TXXX

  shemale first date

  flag
• 24:10

  Asian Sissy Girl On Her First Date With Black Thunder Dildo

  8 years ago

  ShemaleZ

  shemale and girl

  flag
• 07:57

  Darkhead shemale has a passionate oral sex on a first date

  12 years ago

  AnySex

  shemale first date

  flag
• 09:21

  Emilys first Day with A Stange girl-on-girl female _ Dating Sex : Futanari Affairs

  8 months ago

  ShemaleTaxi

  ladyboy, shemale and girl

  flag
• 08:00

  Tcd-320 Filmed By Japans First Transsexual Av Director, Shia Himeoka! Transsexual Lesbian Pov Close-up Date 3 With Himeoka Shia, Juri Himeno And Himeno Juri

  4 months ago

  GetTranny

  shemale

  flag
• 15:23 thumb_up 38%

  ADULT TIME - Best first-ever date Ever Casey Calvert munches Up T-Girl Leilani Li Takes DEEP Creampie

  1 year ago

  ShemaleTaxi

  shemale and girl, shemale

  flag
• 28:25

  Barbara Vasconcelos And Barbara Vasconcellos - Big Tit Tranny Barbara Fucks Tinder Date For The First Time In The Ass

  9 months ago

  ShemaleZ

  shemale, shemale fucks guy

  flag
• 09:06

  Young German shemale shemale gets anal fucked on date with amateur user

  2 years ago

  XXXDan

  shemale first date

  flag
• 10:25

  Jade Venus Is Date Her Mommy-In-Law For The First-Ever Time And Her Vagina At The Same Time - Trans Angels

  3 years ago

  KeekAss

  shemale and girl

  flag
• 13:54

  HYPNOTIZED - Whitney Wright Helps Super Hot Sandy-Haired Erica Virgin Investigate Fresh Joys On Their First-Ever Tryst

  2 years ago

  TrannyGem

  shemale and girl

  flag
• 06:16 thumb_up 75%

  Sergeant Miles enjoys his first TRANS date with inked hottie

  5 years ago

  xHamster

  shemale and girl

  flag
• 05:45

  First Trans Date Makes Him Nervous

  5 years ago

  ShemaleZ

  shemale first date

  flag
• 04:00

  The Date: His First Time Discovering His GirlFriend has A HUGE COCK

  10 years ago

  TXXX

  shemale first date

  flag
• 08:00

  Big tits TS blonde barback fucked on first date

  1 week ago

  AShemaleTube

  shemale

  flag
• 04:36

  Shemale First Date And Anal Sex 5 Min

  3 years ago

  ShemaleZ

  shemale first date

  flag
• 05:41

  Shiri Allwood In I Normally Dont Fuck On The First Date

  3 months ago

  xShemaleTube

  shemale

  flag
• 05:09

  Yasmin Lee Trans First Date Your Ass Belongs to Her Anal Blowjob Trans Fucks Male Kink

  1 month ago

  AShemaleTube

  shemale

  flag

Popular categories

Other free porn sites