Exclusive Updates

22 minutes Bareback in Pink Butt Slut Reinsertion

Bareback in Pink Butt Slut Reinsertion

Bareback in Pink Butt Slut Re...

Ladyboy Prem

December 15, 2024

LadyboyObsession episode 143 with Prem. Premmie, the perfect youthful girlfriend that comes very very close to an actual girlfriend. Her small soft hormone breasts beg to be touched all t...

Tags: Anal, Bareback, Blowjob, Close-ups, Collar/Choker, Cumshots, Gaping, Handjob, Hardcore, Natural Tits, Pantie Bulge, Panties, POV, Reinsert, Short Hair, Small Tits, Stroking, Upskirt

22 minutes Semen Covered Ladyboy Threesome

Semen Covered Ladyboy Threesome

Semen Covered Ladyboy Threesome

Ladyboy May 11

December 8, 2024

LadyboyVice episode 255 with May & Haribo. Both May and Haribo are horny girls with pretty faces, nice dicks and powerful bodies, they both are horny wonderful girls to play with. I had a...

Tags: Anal, Barefeet, Big Tits, Blowjob, Collar/Choker, Condom, Cumshots, Hardcore, Panties, POV, Stroking, Thai, Threesome

28 minutes Flat Chest Submits to Bareback Farang 4K

Flat Chest Submits to Bareback Farang 4K

Flat Chest Submits to Barebac...

Ladyboy Chloe

December 1, 2024

LadyboyObsession episode 142 with Chloe. OMG! That is literally what I thought when I first saw Chloe look at me from behind a bar when I walked past somewhere in the rotten streets of Pa...

Tags: Anal, Bareback, Blowjob, Cumshots, Femboy, Hardcore, Natural Tits, Old+Young, POV, Small Tits, Stockings, Stroking, Tattoos, Teen, Thai

21 minutes Anal Pummelled Deep Throat Sex Slave

Anal Pummelled Deep Throat Sex Slave

Anal Pummelled Deep Throat Se...

Ladyboy Lyomi

November 23, 2024

LadyboyVice episode 254 with Lyomi. Lyomi has a very pretty face, and I am a sucker for pretty faces, but unfortunately, we have no chemistry, she seems absolutely not interested in me an...

Tags: Anal, Big Tits, Blowjob, Collar/Choker, Condom, Cumshots, Deep Throat, Gloves, Handcuffs/Bound, Handjob, Hardcore, Pantie Aside, Pantie Bulge, Panties, POV, Rough, S & M, Socks, Stockings

13 minutes Evening Gloves & Cuffs Love Slave

Evening Gloves & Cuffs Love Slave

Evening Gloves & Cuffs Lo...

Ladyboy Gale

November 15, 2024

LadyboyObsession episode 141 with Gale. Whenever I hear that song 'Sweet but Psycho' I kind of have to think about Gale. She has the most cutest of faces, nice body, feminine voice and sh...

Tags: Anal, Blowjob, Close-ups, Collar/Choker, Condom, Cumshots, Femboy, Gloves, Handcuffs/Bound, Hardcore, Natural Tits, Old+Young, Panties, Piercings, POV, Rough, S & M, Small Tits, Stockings, Stroking, Thai

22 minutes Skinny Buns Big Hole Bareback Swallow

Skinny Buns Big Hole Bareback Swallow

Skinny Buns Big Hole Bareback...

Ladyboy Enjoy

November 8, 2024

LadyboyVice episode 253 with Enjoy. Enjoy, who is one of my all-time favourite girls decided to do the boob upgrade, at least, most ladyboys consider it an upgrade but I don't agree in ev...

Tags: Anal, Bareback, Big Balls, Big Cock, Big Tits, Blowjob, CIM, Close-ups, Collar/Choker, Cosplay, Cumshots, Gaping, Hardcore, Ladyboy, Mini Skirt, POV, Schoolgirl, Socks, Stockings, Stroking, Swallowing, Tattoos, Thai, Uniform, Upskirt, Winking

23 minutes Exploring Femboy Dora's Juicy Backpussy 4K

Exploring Femboy Dora's Juicy Backpussy 4K

Exploring Femboy Dora's ...

Ladyboy Dora

November 1, 2024

LadyboyObsession episode 140 with Dora. Dora had contacted me on Facebook asking me what I was doing nowadays and where I was. I replied by asking her politely who the F she was. She sent...

Tags: Anal, Anal Toys, Barefeet, Blowjob, Close-ups, Condom, Cumshots, Dildo, Femboy, Hardcore, Pantie Bulge, Panties, POV, Singlet, Stroking, Thai

22 minutes Impossibly Slim Fem Bareback Punishment

Impossibly Slim Fem Bareback Punishment

Impossibly Slim Fem Bareback ...

Ladyboy Game

October 23, 2024

LadyboyVice episode 252 with Gan. You might wonder how come Gan is so slim. It's simple, I take her in for days, lock her down and not feed her, I set the table, serve wonderful food for ...

Tags: Abs, Anal, Ball Gag, Bareback, Barefeet, Collar/Choker, Cumshots, Femboy, Fetish, Handcuffs/Bound, Hardcore, Natural Tits, POV, Rough, S & M, Small Tits, Spanking

21 minutes Japan Style Trap Fucked & HJ Milking

Japan Style Trap Fucked & HJ Milking

Japan Style Trap Fucked &...

Ladyboy Pepper

October 15, 2024

LadyboyObsession episode 139 with Pepper. I know what you're thinking, oh man, do we really need another Covid warning? Aren't you done with that yet? And to you I say, nay, I am not done...

Tags: Big Tits, Blowjob, Close-ups, Condom, Cumshots, Deep Throat, Gloves, Handjob, Hardcore, Ladyboy, Piercings, Ponytail, POV, Singlet, Stroking, Tattoos

15 minutes Squirting Enema and Cum in Mouth Kink

Squirting Enema and Cum in Mouth Kink

Squirting Enema and Cum in Mo...

Ladyboy Donut 5

October 8, 2024

LadyboyVice episode 251 with Donut. One of my first ladyboy friends I made hanging out in Rachada was Donut. I remember how tall and sexy she was standing at the bar ordering drinks for h...

Tags: Anal, Barefeet, Bathtub, Big Balls, Big Cock, Big Tits, Blowjob, CIM, Close-ups, Cumshots, Enema, Fetish, Handcuffs/Bound, Handjob, Stroking, Wet, Winking

20 minutes Collared Flat Chest Hardbody Bareback

Collared Flat Chest Hardbody Bareback

Collared Flat Chest Hardbody ...

Ladyboy Pop

October 1, 2024

LadyboyObsession episode 138 with Pop. Doll faced Pop is back for another video, I slapped the cuffs and a collar on her to allow for easy access and control. What's better than a smooth ...

Tags: Bareback, Blowjob, Close-ups, Collar/Choker, Cumshots, Femboy, Handcuffs/Bound, Hardcore, Natural Tits, POV, S & M, Small Tits, Socks, Stockings, Tattoos, Thai

23 minutes Slim Hardbody Pulled Hair Bareback

Slim Hardbody Pulled Hair Bareback

Slim Hardbody Pulled Hair Bar...

Ladyboy Kim 5

September 23, 2024

LadyboyVice episode 250 with Kim. Kim and her long schlong had been off my radar for longer than I wanted. Rumors were going around that she had bolted the city and left for her hometown ...

Tags: Abs, Anal, Bareback, Big Cock, Blowjob, Close-ups, Collar/Choker, Cumshots, Femboy, Hardcore, Natural Tits, Piercings, POV, Rough, S & M, Small Tits, Stockings, Stroking, Tattoos

28 minutes Shy Femboy Bareback CIM Debut 4K

Shy Femboy Bareback CIM Debut 4K

Shy Femboy Bareback CIM Debut 4K

Ladyboy Bew 2

September 15, 2024

LadyboyObsession episode 137 with Bew. A trend that flew over from Japan and was mainly used by Japanese transvestites who posted naughty pictures and videos on Tumblr and Twitter is some...

Tags: 4K, Abs, Anal, Anal Toys, Bareback, Blowjob, Bracelets, CIM, Cumshots, Dildo, Femboy, Handjob, Hardcore, Natural Tits, Oil, POV, Small Cock, Small Tits, Socks, Stroking, Tattoos

22 minutes Slide a Bareback Ladyboy Dick Inside

Slide a Bareback Ladyboy Dick Inside

Slide a Bareback Ladyboy Dick...

Ladyboy Maew

September 8, 2024

LadyboyVice episode 249 with Maew. Have you had the pleasure to spend time with Maew and her epic body and dick? Then you are one of the lucky few, I am happy to report I was one of them ...

Tags: Anal, Bareback, Barefeet, Big Tits, Blowjob, Close-ups, Cumshots, Hardcore, Ladyboy, Painted Nails, POV, Stroking, Thai, TS Fucks Guy

21 minutes Pole Princess Top & Bottom Spunking

Pole Princess Top & Bottom Spunking

Pole Princess Top & Botto...

Ladyboy Mona

September 1, 2024

LadyboyObsession episode 136 with Mona. Sexy petite Mona has one of the hardest bodies and cocks you'll find in Pattaya and so if one gets the chance to have her in your room, one tends t...

Tags: Anal, Barefeet, Big Tits, Blowjob, Bracelets, Condom, Cumshots, Handcuffs/Bound, Hardcore, Ladyboy, POV, S & M, Stroking, Tattoos, Thai, TS Fucks Guy

22 minutes Fed Cock and Barebacked While Cuffed

Fed Cock and Barebacked While Cuffed

Fed Cock and Barebacked While...

Ladyboy Kib 2

August 23, 2024

LadyboyVice episode 248 with Kib. Now I've been told that not every guy gets tie tie up or cuff their ladyboy partner for the night when they take them home and sure enough, there ar some...

Tags: Anal, Ball Worship, Bareback, Blowjob, Close-ups, Cock Ring, Cumshots, Deep Throat, Femboy, Glasses, Handjob, Hardcore, Natural Tits, Pantie Bulge, Panties, Piercings, POV, Rough, S & M, Small Tits, Stroking, Tattoos

23 minutes Blondes Have More Bareback Fun

Blondes Have More Bareback Fun

Blondes Have More Bareback Fun

Ladyboy Pan 3

August 15, 2024

LadyboyObsession episode 135 with Pan. As mentioned before, Pan was drafted by the army, either some people over there don't really know what they're doing getting in boys that prefer to ...

Tags: Anal, Bareback, Blonde, Blowjob, Close-ups, Cumshots, Femboy, Garters, Hardcore, Natural Tits, No Panties, POV, Small Cock, Small Tits, Stockings, Teen, Thai

17 minutes Pissing While Fucked and Pee Drink

Pissing While Fucked and Pee Drink

Pissing While Fucked and Pee ...

Ladyboy Emmy 2

August 8, 2024

LadyboyVice episode 247 with Emmie. Emma is back for another dirty little video today. We tried something different, we wanted to have her piss while she was being fucked. I can tell you,...

Tags: Anal, Bareback, Barefeet, Bathtub, Big Cock, Big Tits, Blowjob, Close-ups, Collar/Choker, Cumshots, Drinking, Fetish, Handcuffs/Bound, Hardcore, Ladyboy, Piercings, Pissing, Ponytail, POV, Rough, S & M, Stroking, Thai, Wet

23 minutes Long Dick Takes Farangs Bare Backdoor 4K

Long Dick Takes Farangs Bare Backdoor 4K

Long Dick Takes Farangs Bare ...

Ladyboy Nana 3

August 1, 2024

LadyboyObsession episode 134 with Nana. Sometimes you can't believe how lucky you can get, like literally winning the lottery. Here I was on a visit to Chiang Mai and walking back home fr...

Tags: 4K, Anal, Ball Worship, Bareback, Big Cock, Blowjob, Close-ups, Colored Hair, Corset, Cosplay, Cumshots, Hardcore, Ladyboy, Pantie Bulge, Panties, POV, Redhead, Stroking, Tattoos, TS Fucks Guy

23 minutes Skinny Bareback Cock Cage Cum Spray

Skinny Bareback Cock Cage Cum Spray

Skinny Bareback Cock Cage Cum...

Ladyboy Aum 6

July 23, 2024

LadyboyVice episode 246 with Aum. Anyone who has had the pleasure to spend some time together with Aum in a room can attest to the fact that this girl really likes dick. Especially one pa...

Tags: Anal, Bareback, Barefeet, Blowjob, Chastity, Close-ups, Cumshots, Femboy, Fetish, Handcuffs/Bound, Hardcore, Natural Tits, POV, Rough, S & M, Small Tits, Stroking

21 minutes Hot Topping on the 1st Date, Both Cum

Hot Topping on the 1st Date, Both Cum

Hot Topping on the 1st Date, ...

Ladyboy Lita 2

July 15, 2024

LadyboyObsession episode 133 with Lita. I had seen Lita several times before and she seemed like girlfriend material, I knew full well she was meeting guys for paid sex but I pretended no...

Tags: Anal, Barefeet, Blowjob, Close-ups, Condom, Cumshots, Deep Throat, Femboy, Hardcore, Panties, POV, Singlet, Stroking, Thai, TS Fucks Guy

21 minutes Restrained Sex Taped Nips Cum on Pubes

Restrained Sex Taped Nips Cum on Pubes

Restrained Sex Taped Nips Cum...

Ladyboy Mimi

July 8, 2024

LadyboyVice episode 245 with Mimi. Mimi isn't the best lay in town, at least not with me, she might just simply think I am disgusting, can't blame her. But the fact is that she more than ...

Tags: Anal, Big Tits, Blowjob, Close-ups, Collar/Choker, Condom, Cumshots, Handjob, Hardcore, Ladyboy, POV, Rough, S & M, Short Hair, Stockings, Tattoos, Thai

23 minutes Older Farang Barebacks Sexy Tight Femboy

Older Farang Barebacks Sexy Tight Femboy

Older Farang Barebacks Sexy T...

Ladyboy Tanya

July 1, 2024

LadyboyObsession episode 132 with Tanya. Ok, so the both the first and the second session I had with Tanya during her Bangkok visit were a little rough for her because her back-pussy was ...

Tags: Anal, Bareback, Barefeet, Blowjob, Close-ups, Cumshots, Femboy, Hardcore, Lingerie, Natural Tits, Old+Young, Painted Nails, Pantie Aside, Panties, Piercings, POV, Small Tits, Stroking, Tattoos, Thai

22 minutes Chastity and Restrained Facedown Bareback

Chastity and Restrained Facedown Bareback

Chastity and Restrained Faced...

Ladyboy Koko 2

June 23, 2024

LadyboyVice episode 244 with Koko. Koko is one of my favorites, the first time I met her she didn't speak a lick of English and she had some friend who she called and would translate and ...

Tags: Anal, Bareback, Barefeet, Big Tits, Blowjob, Chastity, Collar/Choker, Cumshots, Handcuffs/Bound, Hardcore, Ladyboy, POV, Rough, S & M

23 minutes Bareback to the Hilt & Milked Cumshot 4K

Bareback to the Hilt & Milked Cumshot 4K

Bareback to the Hilt & Mi...

Ladyboy Pepper

June 15, 2024

LadyboyObsession episode 131 with Pepper. Some ladyboys are just so darn close to perfection it's scary. Pepper is one fine example, a fit body, firm beautifully shaped breasts, a dick cu...

Tags: 4K, Anal, Bareback, Barefeet, Big Tits, Blowjob, Close-ups, Cumshots, Deep Throat, Handjob, Hardcore, Ladyboy, Mini Skirt, Piercings, POV, Schoolgirl, Stroking, Tattoos, Thai, Upskirt

20 minutes Breed That Precious Hole

Breed That Precious Hole

Breed That Precious Hole

Ladyboy Nanny 2

June 1, 2024

LadyboyObsession episode 130 with Nannie. One nice little perk that is sometimes overlooked with ladyboys is that you can cum inside them all you want without risking to knock them up. Of...

Tags: Anal, Bareback, Big Tits, Blowjob, Close-ups, Collar/Choker, Creampie, Cumshots, Gaping, Hardcore, Ladyboy, No Panties, Piercings, POV, Reinsert, Singlet, Socks, Stroking, Thai, Winking

22 minutes S&M Used Skinny Femboy Has Guts Rearranged

S&M Used Skinny Femboy Has Guts Rearranged

S&M Used Skinny Femboy Ha...

Ladyboy Kwan

May 23, 2024

LadyboyVice episode 242 with Kwan. Kwan is a real diva, the problem is that we agree to terms and prices and then when we meet and wrap things up she is always pouty because she misunders...

Tags: Anal, Ball Gag, Condom, Cumshots, Femboy, Handcuffs/Bound, Hardcore, Natural Tits, Painted Nails, POV, Rough, S & M, Small Tits, Spanking, Stockings

23 minutes Collard Slim Student Loves Sex

Collard Slim Student Loves Sex

Collard Slim Student Loves Sex

Ladyboy Kitty

May 15, 2024

LadyboyObsession episode 129 with Kitty. One of the most hard work up and comers, Kitty is back for another video. I can't believe how lucky I am to get to spend time with her and make vi...

Tags: Anal, Barefeet, Big Tits, Blowjob, Braces, Close-ups, Collar/Choker, Condom, Cumshots, Gaping, Hardcore, Ladyboy, Mini Skirt, Piercings, POV, Thai

21 minutes Blindfold Tricks Femboy Into Bareback Sex

Blindfold Tricks Femboy Into Bareback Sex

Blindfold Tricks Femboy Into ...

Ladyboy Ice 7

May 8, 2024

LadyboyVice episode 241 with Ice. Some ladyboys are just plain lucky when it comes to looks, a pretty face, nice bone structure, they can look like a woman without too much effort. Ice is...

Tags: Anal, Bareback, Blindfold, Blowjob, Cumshots, Femboy, Fetish, Handcuffs/Bound, Hardcore, High Heels, Natural Tits, POV, S & M, Small Tits, Stockings

21 minutes Back from Japan PJs Bareback

Back from Japan PJs Bareback

Back from Japan PJs Bareback

Ladyboy Lily 1

May 1, 2024

LadyboyObsession episode 128 with Lily. Lily, who has unfortunately announced she will quit porn soon because of her boyfriend, had just returned from a sponsored visit to Japan. Part of ...

Tags: Anal, Bareback, Blowjob, Cumshots, Gaping, Hardcore, Ladyboy, No Panties, Pajamas, POV, Socks, Stockings, Stroking, Upskirt

22 minutes Double Piss Lips and Facial Kinky Threesome

Double Piss Lips and Facial Kinky Threesome

Double Piss Lips and Facial K...

Ladyboy Vicky 3

April 23, 2024

LadyboyVice episode 240 with Vicky & Namwarn. What's better than to urinate over a girl or a ladyboy to mark your territory? Not much, but marking two in one go is a fun thing to do. So I...

Tags: Ball Gag, Blowjob, Close-ups, Collar/Choker, Cumshots, Facials, Femboy, Fetish, Handcuffs/Bound, Handjob, Natural Tits, Painted Nails, Pissing, POV, Rough, S & M, Small Tits, Threesome, Wet

23 minutes Roses Are Red Bareback Slave 4K

Roses Are Red Bareback Slave 4K

Roses Are Red Bareback Slave 4K

Ladyboy Emmy 2

April 15, 2024

LadyboyObsession episode 127 with Emmie. I wrote a little poem to show my appreciation for Emmie, it goes a little something like this: Roses are Red, my bed sheets are blue, I am horny a...

Tags: 4K, Anal, Anal Toys, Bareback, Bikini, Blowjob, Close-ups, Collar/Choker, Dildo, Glasses, Handcuffs/Bound, Hardcore, Ladyboy, Painted Nails, POV, S & M, Stroking, Thai

23 minutes Handcuffs Immobilize Fem For Doggy Bareback

Handcuffs Immobilize Fem For Doggy Bareback

Handcuffs Immobilize Fem For ...

Ladyboy Kib 2

April 8, 2024

LadyboyVice episode 239 with Kib. One of my all-time favorite special girls is Kibble's with her huge ball sack and her innocent puppy eyes. She has a cute face that could easily be featu...

Tags: Anal, Bareback, Barefeet, Blowjob, Collar/Choker, Cumshots, Deep Throat, Femboy, Handcuffs/Bound, Hardcore, Natural Tits, Piercings, Ponytail, POV, Rough, S & M, Small Tits

22 minutes Bubble Bathe & Naked Bareback

Bubble Bathe & Naked Bareback

Bubble Bathe & Naked Bare...

Ladyboy Nonny

April 1, 2024

LadyboyObsession episode 126 with Nonny a.k.a Mi-cha. Mi-Cha, or Nonny if you will, is by far one of the cutest but also hard-working ladyboys I have ever had the pleasure to work with. S...

Tags: Anal, Bareback, Barefeet, Bathtub, Close-ups, Cumshots, Femboy, Gaping, Hardcore, Natural Tits, Piercings, POV, Small Tits, Stroking, Tattoos, Thai, Wet

25 minutes Greasy Raw Cock For Immature Femboy

Greasy Raw Cock For Immature Femboy

Greasy Raw Cock For Immature ...

Ladyboy Kaow

March 23, 2024

LadyboyVice episode 238 with Kaow. Kaow is one of those really sweet friendly and shy ladyboys who are filled with sexual urges but won't admit it. It's only when you have know her for a ...

Tags: Anal, Bareback, Blowjob, Bra & Panties, Collar/Choker, Cumshots, Deep Throat, Femboy, Hardcore, Painted Nails, POV

22 minutes Before You Go Out Lifted Skirt Sex

Before You Go Out Lifted Skirt Sex

Before You Go Out Lifted Skir...

Ladyboy Venus 2

March 15, 2024

LadyboyObsession episode 125 with Venus. Venus is one of the best finds in years, at least I personally think so because I like skinny feminine ladyboys who could fool anyone into thinkin...

Tags: Anal, Barefeet, Blowjob, Condom, Cumshots, Dress, Femboy, Gaping, Handjob, Hardcore, Old+Young, Piercings, POV, Thai, Upskirt

21 minutes Pummeling a Youthful Femboy Hole

Pummeling a Youthful Femboy Hole

Pummeling a Youthful Femboy Hole

Ladyboy Benz 4

March 8, 2024

LadyboyVice episode 237 with Benz. If I had the opportunity to live in Thailand, have a house that I could turn into one large sex den, without having to worry about the boys in blue, I w...

Tags: Anal, Barefeet, Blowjob, Close-ups, Collar/Choker, Condom, Cumshots, Femboy, Handcuffs/Bound, Handjob, Hardcore, Natural Tits, POV, Rough, S & M, Small Tits, Stroking

21 minutes The Only Way to Fly Sex

The Only Way to Fly Sex

The Only Way to Fly Sex

Ladyboy Kim 6

March 1, 2024

LadyboyObsession episode 124 with Kim.. Isn't Kim pretty as a picture? She can get a bit possessive which is cute and sometimes worrying but at the end of the day, she is very very sweet ...

Tags: Anal, Barefeet, Blowjob, Condom, Cosplay, Cumshots, Femboy, Handjob, Hardcore, Hats, Legs/Feet, Mini Skirt, Natural Tits, No Panties, POV, Small Tits, Stroking, Uniform, Upskirt

21 minutes Bite Down on a Bit For Raw Punishment

Bite Down on a Bit For Raw Punishment

Bite Down on a Bit For Raw Pu...

Ladyboy Koko 2

February 23, 2024

LadyboyVice episode 236 with Koko. Sometimes you have a rough day at work. You arrive late. The last person that took coffee didn't make new coffee. Your boss is yelling at you trying to ...

Tags: Anal, Ball Gag, Bareback, Barefeet, Big Tits, Close-ups, Cumshots, Gaping, Handcuffs/Bound, Hardcore, Ladyboy, POV, Rough, S & M, Spanking

21 minutes Street Hooker Bareback Quickie

Street Hooker Bareback Quickie

Street Hooker Bareback Quickie

Ladyboy Fa

February 15, 2024

LadyboyObsession episode 123 with Fa.

I have noticed a few times while walking around the red-light district areas the lovely Ladyboy Fa. She is a street ladyboy meaning ...

Tags: Anal, Bareback, Big Cock, Big Tits, Blowjob, Close-ups, Collar/Choker, Cumshots, Handcuffs/Bound, Hardcore, Ladyboy, Pantie Bulge, Panties, POV, S & M, Winking

21 minutes Big Tits on a Skinny Frame Bareback

Big Tits on a Skinny Frame Bareback

Big Tits on a Skinny Frame Ba...

Ladyboy Madonna

February 8, 2024

LadyboyVice episode 235 with Madonna. Madonna is back with a few upgrades, she had saved up to buy a pair of tits and a new nose, she even had her back tattoo done up a bit. She really ta...

Tags: Anal, Bareback, Big Tits, Blowjob, Collar/Choker, Cumshots, Gaping, Hardcore, Ladyboy, Painted Nails, Ponytail, POV, Stockings, Tattoos

27 minutes Elastic Rear Pretty Eyes Barebacking 4K

Elastic Rear Pretty Eyes Barebacking 4K

Elastic Rear Pretty Eyes Bare...

Ladyboy Nonny

February 1, 2024

LadyboyObsession episode 122 with Nonny. Nonny aka. Mi-Cha is my favorite petite femboy. She will always be my adult pizza night, the feeling I get when indulging on that one evening eve...

Tags: 4K, Anal, Anal Toys, Bareback, Barefeet, Bikini, Blonde, Blowjob, Close-ups, Collar/Choker, Colored Hair, Cumshots, Dildo, Femboy, Gaping, Hardcore, Natural Tits, Painted Nails, Pantie Aside, Piercings, POV, Small Tits, Stroking, Tattoos, Thai

23 minutes Smooth and Supple Face Down Ass Up

Smooth and Supple Face Down Ass Up

Smooth and Supple Face Down A...

Ladyboy Fern 3

January 23, 2024

LadyboyVice episode 234 with Fern. One of the prettiest ladyboys to ever enter porn is back for a rare new video. To make sure she wasn't going anywhere before she had met my needs I lock...

Tags: Anal, Barefeet, Big Cock, Big Tits, Blowjob, Chastity, Cumshots, Gaping, Handcuffs/Bound, Hardcore, POV, Tattoos

21 minutes Sunday Morning Bareback Facial

Sunday Morning Bareback Facial

Sunday Morning Bareback Facial

Ladyboy Mickey 1

January 15, 2024

LadyboyObsession episode 121 with Mickey. Honestly, I want to know, can you tell me what's better than to wake up on a Sunday morning, well-rested after a good night sleep, no hang over a...

Tags: Anal, Bareback, Barefeet, Blowjob, Close-ups, Cock Ring, Cumshots, Facials, Femboy, Hardcore, Pantie Bulge, Panties, POV, Stroking

22 minutes Pumping the Cum Out of 3 Dicks

Pumping the Cum Out of 3 Dicks

Pumping the Cum Out of 3 Dicks

Ladyboy Ukiko

January 8, 2024

LadyboyVice episode 233 with Ukiko & Kei. Unfortunately Ukiko was almost never available and she moved to Germany a while ago, at least she let me know a couple of days before she left so...

Tags: Barefeet, Big Tits, Blowjob, Close-ups, Cumshots, Facials, Ladyboy, POV, Stroking, Threesome

20 minutes Skinny Pole Dancer Fuck & Cum

Skinny Pole Dancer Fuck & Cum

Skinny Pole Dancer Fuck &...

Ladyboy Sakura 2

January 1, 2024

LadyboyObsession episode 120 with Sakura. Sakura is and fro a long time will be, one of the hottest commodities in the city of Pattaya, apart from her flat out refusal to have bareback se...

Tags: Anal, Barefeet, Blowjob, Close-ups, Cumshots, Dancing, Hardcore, Hats, No Panties, Painted Nails, POV, Stroking

18 minutes Upside Down For Hot Urine & Cum Facial

Upside Down For Hot Urine & Cum Facial

Upside Down For Hot Urine &am...

Ladyboy Pimmie

December 23, 2023

LadyboyVice episode 232 with Pimmie. Pimmie, as cute as she looks, probably would never agree to my dirty mind which only gets more and more kinky as I get older. But you never know if yo...

Tags: Barefeet, Bathtub, Blowjob, Close-ups, Collar/Choker, Cumshots, Facials, Femboy, Fetish, Handcuffs/Bound, Natural Tits, Painted Nails, Pissing, POV, Rough, S & M, Small Tits, Wet

21 minutes Girls of Summer Cum on Winker

Girls of Summer Cum on Winker

Girls of Summer Cum on Winker

Ladyboy Pepper

December 15, 2023

LadyboyObsession episode 119 with Pepper. And the land of the free!!! You probably already knew, but in case you didn't, Thailand basically means '"free land" and love to enjoy all it's s...

Tags: Anal, Ball Worship, Barefeet, Blowjob, Booty Shorts, Close-ups, Condom, Cumshots, Deep Throat, Gaping, Handjob, Hardcore, Ladyboy, Pantie Bulge, Piercings, POV, Singlet, Tattoos

21 minutes Mindless Cock Slave Programming

Mindless Cock Slave Programming

Mindless Cock Slave Programming

Ladyboy Emmy 2

December 8, 2023

LadyboyVice episode 231 with Emmie. Time and time again, guys keep snatching Emmie away from me. It's hard to make appointments for short meetings or overnight stays as guys are pulling a...

Tags: Barefeet, Big Tits, Blowjob, Chastity, Close-ups, Collar/Choker, Condom, Cumshots, Handcuffs/Bound, Hardcore, Ladyboy, Lingerie, Ponytail, POV, Rough, S & M, Stroking

21 minutes My Baby Blue Bareback

My Baby Blue Bareback

My Baby Blue Bareback

Ladyboy Fay 2

December 1, 2023

LadyboyObsession episode 118 with Fay. Every time Fay walks into the room I try to be the perfect gentleman, just like back in the days when I first walked into bars in Thailand back when...

Tags: Anal, Bareback, Big Tits, Blonde, Blowjob, Booty Shorts, Close-ups, Colored Hair, Creampie, Deep Throat, Hairy, Hardcore, Ladyboy, POV, Short Hair, Socks, Stroking, Thai

22 minutes Flat Chest Bunny Railed By Farang

Flat Chest Bunny Railed By Farang

Flat Chest Bunny Railed By Fa...

Ladyboy Bovei

November 23, 2023

LadyboyVice episode 230 with Bovei. Yet another one of those extremely unique pretty and polished femboys you just won't find anywhere other than SE Asia. How is this not a girl? Well, ok...

Tags: Anal, Barefeet, Blowjob, Condom, Cosplay, Cumshots, Facials, Femboy, Handcuffs/Bound, Hardcore, Natural Tits, Pantie Bulge, POV, Rough, S & M, Small Tits, Stroking

23 minutes 1st Time with Brand New Boobs

1st Time with Brand New Boobs

1st Time with Brand New Boobs

Ladyboy Pepper

November 15, 2023

LadyboyObsession episode 117 with Pepper. The name Pepper is so spot on, I mean, what better way to spice up your sex life than to add a little pepper? This particular unique type of pepp...

Tags: Anal, Barefeet, Blowjob, Close-ups, Condom, Cumshots, Hardcore, Pantie Bulge, Panties, Piercings, POV, Singlet, Stroking, Tattoos

22 minutes Uncut Cock Up a Skinny Femboy Hole

Uncut Cock Up a Skinny Femboy Hole

Uncut Cock Up a Skinny Femboy...

Ladyboy Aum 6

November 8, 2023

LadyboyVice episode 229 with Aum. One of the best things about Aum is that no matter what she wears or what you make her wear, she is always as sexy as can be. Where some girls you need t...

Tags: Anal, Bareback, Barefeet, Blowjob, Collar/Choker, Cumshots, Femboy, Hardcore, Natural Tits, POV, Small Tits, Stroking

22 minutes Fitness Plan Bareback

Fitness Plan Bareback

Fitness Plan Bareback

Ladyboy Natty 1

November 1, 2023

LadyboyObsession episode 116 with Natty. Natty needs no introduction, at least, I think so. I didn't need anyone to introduce her to me as I had seen her videos, probably all of them. So ...

Tags: Anal, Bareback, Big Tits, Blowjob, CIM, Close-ups, Collar/Choker, Cumshots, Handjob, Hardcore, Ladyboy, POV, Stroking

23 minutes Babyface Femboy Drenched in Piss

Babyface Femboy Drenched in Piss

Babyface Femboy Drenched in Piss

Ladyboy Pop

October 23, 2023

LadyboyVice episode 228 with Pop. Pop texted me saying that she had seen some ladyboy video clips featuring ladyboys getting urinated on and asked me if I was the one doing it to them. At...

Tags: Abs, Barefeet, Bathtub, Blowjob, Close-ups, Cumshots, Femboy, Fetish, Laos, Natural Tits, Pissing, POV, S & M, Small Tits, Stroking, Wet

21 minutes Sexy Sailor Tops Farang

Sexy Sailor Tops Farang

Sexy Sailor Tops Farang

Ladyboy Mona

October 15, 2023

LadyboyObsession episode 115 with Mona. I don't know what it is about girls wearing sailor or Navy or stewardess or nurse and so on outfits. But I love it, maybe it's because they are in ...

Tags: Anal, Barefeet, Big Tits, Blowjob, Bracelets, Close-ups, Condom, Cosplay, Cumshots, Dancing, Frottage, Gloves, Hardcore, Ladyboy, POV, Stroking, TS Fucks Guy

22 minutes Nubile Cum Dodger Chokes on Mouthful

Nubile Cum Dodger Chokes on Mouthful

Nubile Cum Dodger Chokes on M...

Ladyboy Belle 3

October 8, 2023

LadyboyVice episode 227 with Belle. Do you like slim petite femboys? I sure do, if you do also, you might be happy to see Belle back for another video. Watch this cute flat chested girl ...

Tags: Anal, Barefeet, Blowjob, Cock Ring, Collar/Choker, Colored Hair, Condom, Cumshots, Femboy, Hardcore, Natural Tits, Piercings, POV, Small Tits, Tattoos

22 minutes Hungry For Me Bareback

Hungry For Me Bareback

Hungry For Me Bareback

Ladyboy Ning 4

October 1, 2023

LadyboyObsession episode 114 with Ning. To be 100% fair, I think Ning kind of looks like a dude nowadays, or to be 110% honest, she always kind of looked like a dude to me. But she had be...

Tags: Anal, Bareback, Blowjob, Bracelets, Close-ups, Collar/Choker, Cumshots, Femboy, Handjob, Hardcore, Natural Tits, Pantie Bulge, Panties, POV, Singlet, Small Tits, Socks, Stroking, Tattoos

23 minutes Salty Sperm For Gagged Femboy Lips

Salty Sperm For Gagged Femboy Lips

Salty Sperm For Gagged Femboy...

Ladyboy Natacha

September 23, 2023

LadyboyVice episode 226 with Natacha. I kind of ended up doing this video with her because I got stood up by another model earlier, and then a second time by another girl I, or so I thoug...

Tags: Anal, Ball Gag, Blowjob, Collar/Choker, Cumshots, Facials, Femboy, Handcuffs/Bound, Hardcore, Natural Tits, POV, Rough, S & M, Small Tits, Stockings

21 minutes Shibari Tied Erect For Bareback

Shibari Tied Erect For Bareback

Shibari Tied Erect For Bareback

Ladyboy Nonny

September 15, 2023

LadyboyObsession episode 113 with Nonny a.k.a. Mi-cha. Personally I rather love JAV. The creativity in kink they bring to the table, it's pretty good when it's good. Their bondage movies ...

Tags: Anal, Bareback, Barefeet, Blowjob, Close-ups, Collar/Choker, Cumshots, Femboy, Handcuffs/Bound, Handjob, Hardcore, Natural Tits, POV, Small Tits

21 minutes Hairless Hung Fem Loves Rawdog Farangs

Hairless Hung Fem Loves Rawdog Farangs

Hairless Hung Fem Loves Rawdo...

Ladyboy Sandy 5

September 8, 2023

LadyboyVice episode 225 with Sandy 5. For guys who like Femboys that are edging a little bit more towards the boy side, Sandy is just be what the doctor ordered. She herself claims that h...

Tags: Anal, Bareback, Big Cock, Blowjob, Close-ups, Collar/Choker, Cumshots, Femboy, Natural Tits, Painted Nails, POV, S & M, Short Hair, Small Tits, Stroking

29 minutes Pole Dance Pet In & Out Buttfucking

Pole Dance Pet In & Out Buttfucking

Pole Dance Pet In & Out B...

Ladyboy Nadia 7

September 1, 2023

LadyboyObsession episode 112 with Nadia. Few things are better than watching a young sexy girl dancing at a strip joint. Something that makes it better is if you're the only ones there an...

Tags: Anal, Barefeet, Big Balls, Big Tits, Blowjob, Condom, Cumshots, Dancing, Hairy, Handcuffs/Bound, Hardcore, Ladyboy, Painted Nails, Piercings, POV, Stroking

27 minutes Dental Dam Piss For Shredded Cockslave

Dental Dam Piss For Shredded Cockslave

Dental Dam Piss For Shredded ...

Ladyboy Game

August 23, 2023

LadyboyVice episode 224 with Gan. I hope you like the pretty face and slime sexy body that Gan brings to the table because today she is back for a video and willing to turn a corner in ki...

Tags: Ball Gag, Barefeet, Blowjob, Close-ups, Femboy, Fetish, Hairy, Handcuffs/Bound, Natural Tits, Painted Nails, Piercings, Pissing, POV, Rough, S & M, Small Tits, Stroking, Wet

21 minutes Lets Go Outside Wet Bareback

Lets Go Outside Wet Bareback

Lets Go Outside Wet Bareback

Ladyboy Prem

August 15, 2023

LadyboyObsession episode 111 with Premmie a.k.a. Prem. Some ladyboys are just plain old cuter than others, Premmie is in a league of her own, she is nerdy, extremely pretty with dramatic ...

Tags: Anal, Bareback, Barefeet, Big Cock, Bikini, Blowjob, Close-ups, Cumshots, Hardcore, Ladyboy, Natural Tits, Outdoor, Pantie Aside, POV, Short Hair, Small Tits, Swimming, Wet

22 minutes Stacked Buttfucking and Cumspray

Stacked Buttfucking and Cumspray

Stacked Buttfucking and Cumspray

Ladyboy Koko 2

August 8, 2023

LadyboyVice episode 223 with Koko 2. Koko is a bit of a quiet girl, but she is horny and kinky as can be. She is always talking about how she likes to be locked down and used, being able ...

Tags: Anal, Barefeet, Big Tits, Blowjob, Condom, Cumshots, Handcuffs/Bound, Hardcore, Ladyboy, POV, S & M, Tattoos

21 minutes Simultaneous Climax Hardcore

Simultaneous Climax Hardcore

Simultaneous Climax Hardcore

Ladyboy Peach 2

August 1, 2023

LadyboyObsession episode 110 with Peach. I don't know what it was, but I honestly fell in love with Peach the moment she stepped into the room, such a cute, friendly and warm face, unlike...

Tags: Anal, Big Tits, Blowjob, Close-ups, Condom, Cumshots, Hardcore, High Heels, Ladyboy, POV, Thai

23 minutes Skinny Femboy Squats on Bareback Erection

Skinny Femboy Squats on Bareback Erection

Skinny Femboy Squats on Bareb...

Ladyboy Best

July 27, 2023

LadyboyVice episode 222 with Best. Best was in town just to come see me, I could not deny her requests. Her perfect slim petite body, cute face and oversized penis, who could deny her? On...

Tags: Anal, Bareback, Barefeet, Blowjob, Cumshots, Femboy, Handcuffs/Bound, Hardcore, Natural Tits, Pantie Aside, POV, Small Tits, Stroking

22 minutes Top Marks Student Bareback

Top Marks Student Bareback

Top Marks Student Bareback

Ladyboy Nonny

July 11, 2023

LadyboyObsession episode 109 with Mi-Cha a.k.a. Nonny. Have you ever wondered what it would have been like if you were in school and Mi-Cha was your classmate and how she would look? Well...

Tags: Anal, Bareback, Blowjob, Cumshots, Gaping, Hardcore, Ladyboy, Painted Nails, Pantie Aside, Pantie Bulge, Panties, Piercings, Pigtails, POV, Schoolgirl, Socks, Stroking, Upskirt

22 minutes Gaped Hairless Hole For Big Cum

Gaped Hairless Hole For Big Cum

Gaped Hairless Hole For Big Cum

Ladyboy Aom 1

June 29, 2023

LadyboyVice episode 221 with Aom. For anyone that is into skinny flat chested femboys that will do anything to please you, Aom should and perhaps already is high on your list of things yo...

Tags: Anal, Bareback, Blowjob, Close-ups, Cumshots, Femboy, Gaping, Handcuffs/Bound, Hardcore, Lingerie, Natural Tits, Ponytail, POV, S & M, Small Cock, Small Tits, Stockings

21 minutes Hello Cutie Hairy Cock & Hole XXX

Hello Cutie Hairy Cock & Hole XXX

Hello Cutie Hairy Cock & ...

Ladyboy Nadia 7

June 13, 2023

LadyboyObsession episode 108 with Nadia. Yes, I admit it, I am a sucker for tall skinny ladyboys with thick lips and beautiful shiny hair, then if they wear things that are usually meant ...

Tags: Anal, Big Tits, Blowjob, Booty Shorts, Close-ups, Condom, Cumshots, Denim, Hairy, Hardcore, Ladyboy, Painted Nails, POV, Stroking, Tee Shirt

24 minutes Piss and Blowjob Facial For Flat Chest Beauty

Piss and Blowjob Facial For Flat Chest Beauty

Piss and Blowjob Facial For F...

Ladyboy Sakura 2

June 8, 2023

LadyboyVice episode 243 with Sakura. Sakura and her beautiful slender body are back in another dirty little video. This time she takes a disgusting smelly golden shower. She is booked up ...

Tags: Barefeet, Blowjob, Cumshots, Deep Throat, Facials, Femboy, Fetish, Handcuffs/Bound, Natural Tits, Piercings, POV, S & M, Showering, Small Tits, Wet

18 minutes Helpless Enema Slave and CIM Finish

Helpless Enema Slave and CIM Finish

Helpless Enema Slave and CIM ...

Ladyboy Nanny 2

June 1, 2023

LadyboyVice episode 220 with Nanny 2. Although Nannie has been packing a few extra pounds over the past few years it doesn't change the fact she still has a very sexy pretty face with her...

Tags: Anal, Barefeet, Bathtub, Big Tits, Blowjob, CIM, Close-ups, Cumshots, Enema, Fetish, Handcuffs/Bound, Ladyboy, Pissing, Ponytail, POV, Rough, S & M, Tattoos, Thai, Wet, Winking

17 minutes Red Hot Bareback Debut

Red Hot Bareback Debut

Red Hot Bareback Debut

Ladyboy Patty 3

May 16, 2023

LadyboyObsession episode 107 with Patty. I had been trying to get Patty to make porn with me for a while, she had caught my attention when I walked by and she got me to enter the venue sh...

Tags: Anal, Anal Toys, Bareback, Blowjob, Booty Shorts, Close-ups, Collar/Choker, Cumshots, Denim, Dildo, Handjob, Hardcore, Ladyboy, Piercings, POV, Singlet

21 minutes Redhead Blowjob with Handjob Finish

Redhead Blowjob with Handjob Finish

Redhead Blowjob with Handjob ...

Ladyboy Haribo

May 4, 2023

LadyboyVice episode 219 with Haribo. It wasn't the first time I had lost footage and it probably won't be the last, I'm not much for managing virtual files which I cannot place on a shelf...

Tags: Barefeet, Big Tits, Blowjob, Bracelets, Close-ups, Colored Hair, Cumshots, Handjob, Ladyboy, Painted Nails, POV, Redhead, Short Hair, Tattoos, Thai

21 minutes Gaping Obsession Casting

Gaping Obsession Casting

Gaping Obsession Casting

Ladyboy Nadine

April 18, 2023

LadyboyObsession episode 106 with Nadine. I was hanging around in an area with lots of colleges and therefore even more coffeeshops to have some tea as they wouldn't sell me any spirits. ...

Tags: Anal, Barefeet, Blowjob, Close-ups, Condom, Cumshots, Femboy, Gaping, Handjob, Hardcore, Natural Tits, Pantie Aside, Pantie Bulge, Panties, POV, Small Tits, Stroking

22 minutes Angelic Shitter Opened For Bareback Farang

Angelic Shitter Opened For Bareback Farang

Angelic Shitter Opened For Ba...

Ladyboy Angel

April 6, 2023

LadyboyVice episode 218 with Angel. The ever sexy Angel, high on my list of all-time favorites is back for another video, this time she agreed to do a bareback video for all Ladyboy Gold ...

Tags: Anal, Bareback, Blonde, Blowjob, Close-ups, Cumshots, Gloves, Handcuffs/Bound, Hardcore, Pantie Aside, Panties, Ponytail, POV, Rough, S & M, Tattoos, Thai

19 minutes Cuffed Sleepover Bareback Facial

Cuffed Sleepover Bareback Facial

Cuffed Sleepover Bareback Facial

Ladyboy Pop

March 21, 2023

LadyboyObsession episode 105 with Pop. Cute petite Pop had just turned eighteen when we first met, she had a couple of friends who were a few years older than her and she knew they had be...

Tags: Anal, Bareback, Blowjob, Close-ups, Cumshots, Femboy, Handcuffs/Bound, Hardcore, No Panties, Pajamas, POV, S & M, Socks, Teen, Thai

27 minutes Urine Slave Showered with Piss & Cum

Urine Slave Showered with Piss & Cum

Urine Slave Showered with Pis...

Ladyboy Sugas

March 9, 2023

LadyboyVice episode 217 with Sugas. By now you probably must have seen Sugas in a dirty video sometime, she can't get enough of the attention she gets and loves to show off her body and p...

Tags: Bathtub, Blowjob, Close-ups, Collar/Choker, Cumshots, Facials, Femboy, Fetish, Handcuffs/Bound, Piercings, Pissing, POV, Rough, S & M, Small Tits, Tanlines, Tattoos, Thai, Wet

22 minutes Fluffy Stockings Big Cock Bareback

Fluffy Stockings Big Cock Bareback

Fluffy Stockings Big Cock Bar...

Ladyboy Pooh

February 21, 2023

LadyboyObsession episode 104 with Pooh. Today we have Pooh back for another video, me and her go back a long time, I don't mean as in we're close friends, but I do mean when it comes to m...

Tags: Abs, Anal, Bareback, Big Cock, Blowjob, Close-ups, Collar/Choker, Cumshots, Femboy, Handjob, Hardcore, Ladyboy, Natural Tits, Pantie Bulge, Panties, POV, Small Tits, Stockings, Stroking, Thai

21 minutes Dirty Blonde Bombshell Bareback Bliss

Dirty Blonde Bombshell Bareback Bliss

Dirty Blonde Bombshell Bareba...

Ladyboy Nan 5

February 9, 2023

LadyboyVice episode 216 with Nan. Nan is one of the first ladyboys I ever made porn with, back then she was a flat chested teen who was suspiciously well trained at blowjobs. Fucking her ...

Tags: Bareback, Big Tits, Blonde, Blowjob, Bracelets, Close-ups, Collar/Choker, Colored Hair, Cumshots, Deep Throat, Hardcore, Ladyboy, Painted Nails, POV, Stockings, Tattoos

20 minutes Lovely in Pink Willowy Buttfuck

Lovely in Pink Willowy Buttfuck

Lovely in Pink Willowy Buttfuck

Ladyboy Pepper

January 24, 2023

LadyboyObsession episode 103 with Pepper. Pepper is back for another video today, as if she wasn't feminine and seductive on her won already she decided to wear a white leather collar and...

Tags: Anal, Blowjob, Close-ups, Collar/Choker, Condom, Cumshots, Femboy, Frottage, Garters, Hardcore, Ladyboy, Natural Tits, Piercings, POV, Small Tits, Stockings, Tattoos

21 minutes How to Break in a Tight Femboy Hole

How to Break in a Tight Femboy Hole

How to Break in a Tight Fembo...

Ladyboy Fern 3

January 12, 2023

LadyboyVice episode 215 with Fern. One of the most sought after cutie pies both off and online is Fern, it's a good thing I managed to shoot some videos with her before she decided to sto...

Tags: Anal, Ball Gag, Blindfold, Blowjob, Close-ups, Condom, Cumshots, Femboy, Gaping, Handcuffs/Bound, Hardcore, Ladyboy, Natural Tits, POV, Small Tits, Thai

25 minutes Bubble Bathe with Me CIM

Bubble Bathe with Me CIM

Bubble Bathe with Me CIM

Ladyboy Nonny

December 27, 2022

LadyboyObsession episode 102 with Nonny. The danger of being in Asia, more so than being at home in my regular routines. That at any given moment some lovely girl you spent time with befo...

Tags: Bathtub, Blowjob, CIM, Close-ups, Cumshots, Femboy, Ladyboy, Piercings, POV, Stroking, Thai, Wet

23 minutes Pushing Raw Uncut Dick into a Darling Backdoor

Pushing Raw Uncut Dick into a Darling Backdoor

Pushing Raw Uncut Dick into a...

Ladyboy Sugas

December 15, 2022

LadyboyVice episode 214 with Sugas. Sugas was in town for only a few more days before going on a trip with some guy she was going to tour the South of Thailand with. She had been sending ...

Tags: Anal, Bareback, Barefeet, Blowjob, Close-ups, Cock Ring, Collar/Choker, Cumshots, Femboy, Hardcore, Lollipop, Natural Tits, Panties, Piercings, Pigtails, POV, Small Tits, Tattoos, Thai

21 minutes Goth Rebel Stuffed & Sprayed

Goth Rebel Stuffed & Sprayed

Goth Rebel Stuffed & Sprayed

Ladyboy Namwan

November 29, 2022

LadyboyObsession episode 101 with Namwarn. Namwarn is kind of unique girl to me, some moments she looks rough as shit, but other moments she is as charming as they come, she's like a cham...

Tags: Anal, Blowjob, Close-ups, Condom, Cumshots, Dancing, Femboy, Gloves, Handcuffs/Bound, Hardcore, Ladyboy, Natural Tits, Pantie Aside, Panties, POV, Rough, S & M, Small Tits, Stockings

24 minutes Fountain Facial & a Gallon of Piss

Fountain Facial & a Gallon of Piss

Fountain Facial & a Gallo...

Ladyboy Jessy 3

November 17, 2022

LadyboyVice episode 213 with Jessie. What's there to tell here? Jessie had stood me up causing me to lose money and time so I was simply pissed off at her. So after ignoring her like a t...

Tags: Barefeet, Big Tits, Blowjob, Close-ups, Cumshots, Facials, Fetish, Handcuffs/Bound, Ladyboy, Pissing, POV, Rough, S & M, Showering, Tattoos, Thai, Wet

21 minutes Purple Bodystocking Deep Anal

Purple Bodystocking Deep Anal

Purple Bodystocking Deep Anal

Ladyboy Pepper

November 1, 2022

LadyboyObsession episode 100 with Pepper. Pepper and her hypnotizingly cute face and seductive body are back for another video today. She is just so perfect, what a find she was, I am for...

Tags: Anal, Blowjob, Condom, Cumshots, Femboy, Hardcore, Ladyboy, Lingerie, Natural Tits, Piercings, POV, Small Tits, Stockings, Tattoos

21 minutes Owned Femboy with Creamy Lips

Owned Femboy with Creamy Lips

Owned Femboy with Creamy Lips

Ladyboy Sakura 2

October 20, 2022

LadyboyVice episode 212 with Sakura. Sakura had contacted me saying she had bought body lingerie and wanted to make a video with her wearing it and showing off her body. Personally, I pre...

Tags: Anal, Blowjob, Condom, Cumshots, Facials, Femboy, Garters, Hardcore, Lingerie, POV, Stockings, Thai

22 minutes Go For Round 2 Anal Training

Go For Round 2 Anal Training

Go For Round 2 Anal Training

Ladyboy Tanya

October 4, 2022

LadyboyObsession episode 99 with Tanya. Tanya had met up with me the day before to do her first ever porn shoot but because it was her first time taking a white dick up her ass and she wa...

Tags: Anal, Barefeet, Blowjob, Booty Shorts, Close-ups, Condom, Cumshots, Facials, Femboy, Handjob, Ladyboy, Natural Tits, Painted Nails, POV, Rough, Singlet, Small Tits, Stroking, Teen, Thai

22 minutes Slip Hips Big Rack Total Bareback Domination

Slip Hips Big Rack Total Bareback Domination

Slip Hips Big Rack Total Bare...

Ladyboy Madonna

September 22, 2022

LadyboyVice episode 211 with Madonna. Madonna had been causing a commotion selling her behind to guys all over the place, she was so busy that she stood me up and I had missed out on a ni...

Tags: Anal, Ball Gag, Bareback, Blowjob, Close-ups, Creampie, Cumshots, Deep Throat, Gaping, Handcuffs/Bound, Handjob, Hardcore, Ladyboy, Natural Tits, Oil, POV, Rough, S & M, Small Cock, Small Tits, Spanking, Stroking, Thai

21 minutes Svelte Shibari Femboy Gets Raw Lovin

Svelte Shibari Femboy Gets Raw Lovin

Svelte Shibari Femboy Gets Ra...

Ladyboy Venus 2

September 11, 2022

LadyboyObsession episode 98 with Venus. Venus and her anorexic skinny body are back for another round of mischief. For some reason most ladyboys have been exposed to JAV much more than to...

Tags: Anal, Bareback, Barefeet, Blowjob, Collar/Choker, Cumshots, Femboy, Gaping, Handcuffs/Bound, Hardcore, Ladyboy, Natural Tits, Piercings, POV, Rough, S & M, Small Cock, Small Tits

22 minutes Femboy Slave Rolled Over for Bareback Load

Femboy Slave Rolled Over for Bareback Load

Femboy Slave Rolled Over for ...

Ladyboy Ploy 5

August 25, 2022

LadyboyVice episode 210 with Ploy. How happy I feel whenever Ploy is single and I have the chance to spend some time with this sexy cutie, het firm round little butt cheeks, her innocent ...

Tags: Bareback, Blowjob, Close-ups, Creampie, Cumshots, Deep Throat, Fantasy, Fetish, Gaping, Handcuffs/Bound, Handjob, Hardcore, Ladyboy, Natural Tits, Oil, POV, Rough, S & M, Sexy, Small Cock, Small Tits, Stroking, Thai, Titty Fuck

21 minutes Beach Road Pickup, Gaping Sex

Beach Road Pickup, Gaping Sex

Beach Road Pickup, Gaping Sex

Ladyboy Junely

August 11, 2022

LadyboyObsession episode 97 with Junely. Junely and I had a bit of a fall out, or rather, I was disappointed when I especially came to find her and she was hanging around some other guy. ...

Tags: Anal, Big Tits, Blowjob, Close-ups, Condom, Cumshots, Deep Throat, Gaping, Hardcore, Ladyboy, No Panties, Painted Nails, POV, Singlet, Stroking

22 minutes Bareback Bottom with Firehose Cumshot

Bareback Bottom with Firehose Cumshot

Bareback Bottom with Firehose...

Ladyboy Rosa

July 28, 2022

LadyboyVice episode 209 with Rosa. Back when I first met Rosa for the very first time to shoot porn with she was this skinny petite femboy and I was so horny for her I jizzed inside her a...

Tags: Big Tits, Blowjob, Close-ups, Collar/Choker, Creampie, Cumshots, Deep Throat, Fetish, Gaping, Handcuffs/Bound, Ladyboy, Oil, POV, Rough, S & M, Sexy, Small Cock, Thai

23 minutes Fragile Teen Girlfriend Sex

Fragile Teen Girlfriend Sex

Fragile Teen Girlfriend Sex

Ladyboy Gale

July 12, 2022

LadyboyObsession episode 96 with Gale. Although Gale has made porn videos, likes to seduce guys and seems quite a hard ass, she is actually very insecure, drawn back and fragile, one bad ...

Tags: Anal, Blowjob, Close-ups, Collar/Choker, Condom, Cumshots, Femboy, Handjob, Hardcore, Ladyboy, Panties, Piercings, POV, Stroking, Tee Shirt, Thai

20 minutes Soaked with Urine After a Hard Session

Soaked with Urine After a Hard Session

Soaked with Urine After a Har...

Ladyboy Emmy 2

June 30, 2022

LadyboyVice episode 208 with Emmie. One of my favorite in for anything pretty chick with a dick Emmie is back for another degrading sex acts video. I used the lip retractor for this one ...

Tags: Anal, Ball Gag, Bareback, Big Tits, Blowjob, Close-ups, Collar/Choker, Creampie, Deep Throat, Fetish, Fingers, Handjob, Hardcore, Ladyboy, Pissing, POV, Rough, S & M, Sex Toys, Showering, Thai, Wet

27 minutes Future HOFer Lusts For All Cocks

Future HOFer Lusts For All Cocks

Future HOFer Lusts For All Cocks

Ladyboy Kitty

June 14, 2022

LadyboyObsession episode 95 with Kitty. Kitty, or at least that is how I know her, has become quite the star over the past couple of years, there is no mystery about it though, she is a w...

Tags: Anal, Big Tits, Blowjob, Braces, Close-ups, Condom, Cumshots, Hairy, Hardcore, Ladyboy, Pantie Bulge, Panties, Piercings, POV, Stroking, Tee Shirt

21 minutes Delicate Teen Shitter Used for Bareback

Delicate Teen Shitter Used for Bareback

Delicate Teen Shitter Used fo...

Ladyboy Kib 2

June 2, 2022

LadyboyVice episode 207 with Kib. My first session with Kib wearing her old high school clothes was very exciting to me and her massive cock was a huge surprise. She was so exciting that ...

Tags: Anal, Bareback, Blowjob, Close-ups, Cosplay, Cumshots, Deep Throat, Fantasy, Fetish, Handjob, Hardcore, Ladyboy, Natural Tits, No Panties, Oil, POV, Rough, S & M, Schoolgirl, Sexy, Small Tits, Spanking, Thai

27 minutes XXX Cabin Crew Bareback

XXX Cabin Crew Bareback

XXX Cabin Crew Bareback

Ladyboy Nina

May 17, 2022

LadyboyObsession episode 94 with Nina. One of my dreams is to be on a flight with all ladyboy staff serving food and drinks and giving safety instructions, for some reason all the other p...

Tags: Bareback, Barefeet, Big Tits, Blowjob, Close-ups, Cosplay, Cumshots, Handjob, Hardcore, Hats, Ladyboy, Mini Skirt, No Panties, POV, Stroking, Upskirt

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