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20:31
KEPT IN BED FOR BAREBACK WHENEVER YOU WANT
Feb 8, 2026
LadyboyVice episode 283 with Kitty. Kitty is the first ladyboy I actually tried to impregnate, how perfect is she? I was thinking, if I manage to knock her up, maybe she'd never leave me. It took me a while before she let me in unprotected and once we got to that stage I wanted to defy the laws of nature and make a baby with someone who according to nature isn't physically able, fuck nature I told myself. Yeah, I failed ... so far.
Section: Ladyboy Vice
Models: Kitty
Category: Bareback Barefeet Big Tits Blowjob Close-ups Cumshots Hairy Handcuffs/Bound Hardcore Ladyboy POV Rough S & M Thai
21:25
BOOBED UP FOR CUM TOGETHER BARE SEX
Feb 1, 2026
LadyboyObsession episode 170 with Tongye. Tongye had not been replying to my messages for a few months and I was starting to worry that perhaps she had lost her phone and since she hadn't posted any contact details on the web I was starting to worry that maybe she closed shop or someone snatched her off the market and I would not get the chance to meet her again. But then, finally she replied out of then blue and asked me when I wanted to meet, I told her to bring her ass over straight away. She managed to show up over two hours late without wringing me or replying to my texts, but at least she did show, then she revealed her new set of tits. This explained the radio silence, I will make sure to get her back as much as I can before I really do lose the chance, with her looks there is no way she won't become one of the most sought after ladyboys in the land.
Section: Ladyboy Obsession
Models: Tongye
Category: Anal Bareback Barefeet Big Tits Blowjob Close-ups Collar/Choker Cumshots Hardcore Hats Ladyboy Piercings POV Stroking Tattoos Thai
20:22
STRINGY PRECUM FROM BAREBACK PUNISHMENT
Jan 23, 2026
LadyboyVice episode 282 with Mickey. Mickey had been a very bad girl again, she had showed up late for our previous two meetings, and all of the ones before that of course so I said enough is enough, it was time her to be disciplined. I pulled out the spanker, and some leather and tried to teach her a lesson she wouldn't forget. I think that part actually worked, but I'm not sure if it had the desired effect as she now shows up even later and goes for the spanker as soon as she enters the room. Well, you can't say I didn't try, watch her new video only on Ladyboy Vice.
Section: Ladyboy Vice
Models: Mickey 1
Category: Anal Ball Gag Bareback Barefeet Close-ups Cumshots Femboy Handcuffs/Bound Hardcore Natural Tits POV Precum Rough S & M Small Tits Spanking
20:50
LATE TO THE STAGE, ELITE FUCK & FACIAL 4K
Jan 15, 2026
LadyboyObsession episode 169 with Momo. Sometimes you run into such pleasant surprises that you just really want to share it with as many people as possible and what better way to share than through a sex video which reveals all. Meet Momo, an extremely horny ladyboy from Laos who can be found in Pattaya looking for horny men to keep her company, have them suck her surprisingly large, as Thais like to call it, snake between her legs, have them scratch her anal itch and make money on top of that. I had never seen her before although she has been making the streets of Pattaya very unsafe for unsuspecting tourists for years. Watch her in her porn debut and witness what a dirty girl she really is, watch how she wipes the cute of her cheek and sucks it off her fingers at the end. And for anyone who didn't get the hint, she has I love sex tattooed on her back in case you were wondering what her favorite pastime is. See it all right here on LadyboyObsession.
Section: Ladyboy Obsession
Models: Momo 2
Category: 4K Anal Big Tits Blonde Blowjob CIM Close-ups Colored Hair Condom Cumshots Dancing Deep Throat Facials Garters Hardcore Hats Ladyboy No Panties POV Stockings Stroking Tattoos Tee Shirt Thai
22:20
TATTOOED CUMSLUT TRAINED TO SERVE OLDER MEN
Jan 8, 2026
LadyboyVice episode 281 with Mimi. Mimi designed herself to look like a race car to attract older men. She is very passive and knows older men are drawn to her style. For her hardcore looks Mimi is inexperienced for sex and needs training. When she gives a blowjob, you basically have to move her head for her, it's not anywhere near where you'd expect it to be. But, all that said, her looks make it hard to forget about her, her naughty face, her playful tattoos, her piercing eyes and sexy cock, it just looks so damn good that I have to get her back whenever I have the chance. She is very up and down and she changes her contact info all the time and doesn't seem to show up in the same venue for longer periods as she also switches between Bangkok and Chonburi for educational reasons so I do my best to keep track of her and insert a session every now and again. Enjoy the freakishly naughty looks of Mimi in her new video only here, and that is no stretch. You'll find she hasn't showed up on other sites for quite some time, so if you're someone who likes to see more of her, you're welcome ;) and you're not alone.
Section: Ladyboy Vice
Models: Mimi
Category: Anal Big Tits Blowjob Collar/Choker Condom Cumshots Hairy Handcuffs/Bound Hardcore Ladyboy Painted Nails Pantie Bulge Panties POV Stroking Tattoos Thai
22:23
SLIDE BAREBACK & BALLS DEEP INTO A BLONDIE 4K
Jan 1, 2026
LadyboyObsession episode 168 with Patty. Patty is back for another video, anyone who has spent time with Patty will tell you that she has one of the cheekiest demeanors and can throw the naughtiest of looks your way to seduce you. Watch her in her bikini showing off her sexy body before getting cuffed to the wall and sucking off a dildo and checking herself out while she sucks a silicon dick and receives a real dick in her ass simultaneously. She looks so hot biting her lip while she gets fucked bareback and jerked to climax in this latest entry. Patty is truly one of the hottest naughty ladyboys you can find anywhere, watch her in hardcore action only on LadyboyObsession.
Section: Ladyboy Obsession
Models: Patty 3
Category: Bareback Bikini Blonde Blowjob Close-ups Collar/Choker Colored Hair Cumshots Dancing Deep Throat Dildo Femboy Handcuffs/Bound Handjob Hardcore Natural Tits POV S & M Small Tits Thai
15:12
SUB ON HER KNEES TO FEAST ON SPERM & PISS
Dec 23, 2025
LadyboyVice episode 280 with Nannie. Me and Nannie go way back, when I first met her she was this nice girl, pretty as a picture and pretty much not kinky at all. But things change, if you stick around me long enough you'll turn into a cum bucket or human urinal in no time. Like Nannie did. We used to make love. Now she just makes me come and takes my disgusting piss all over her. She says she loves submitting to every dirty desire of men. Nannie loves being soaked with piss and I'm happy to oblige her kinkiness and drown her in filth. Only on LadyboyVice and only on the LadyboyGold Network.
Section: Ladyboy Vice
Models: Nanny 2
Category: Barefeet Bathtub Big Tits Blowjob CIM Collar/Choker Cumshots Deep Throat Fetish Handcuffs/Bound Ladyboy Pantie Bulge Panties Pissing Ponytail POV Rough Tattoos Thai Wet
22:51
CHOKES ON UNCUT DICK AND UNLOADS 4K
Dec 15, 2025
LadyboyObsession episode 167 with Nina. Nina over the years had become a bit of a legend over in Europe, guys that came looking for girls ended up blowing dick instead of entering pussy. It was exactly that reason why she was away from her home country for so long. Now that she is back I tried to jump on the opportunity to meet up with her as much as possible and make videos before she leaves again for who knows how long. For this video we took a different approach, I let her finish me with her mouth and her hands rather than her warm and loving butthole. Even though she is well experienced she still managed to gag on my cock, nearly vomit and in the process drip beautiful tears from her eyes before she helped herself to orgasm after finishing me off. Watch her new video only on LadyboyObsession.
Section: Ladyboy Obsession
Models: Nina
Category: Anal Anal Toys Barefeet Close-ups Cumshots Deep Throat Dildo Ladyboy Panties Panty Aside POV Singlet Spit Stockings Stroking
22:12
MANHANDLED FEMBOY CUMS EASY FROM BAREBACK
Dec 8, 2025
LadyboyVice episode 279 with Mei Mei. Crazy cute Mei Mei is such an unusual girl, she looks cute but is horny as fuck, she has angelic eyes, but she has the devil in her dick, she asks for your sperm but she actually wants to empty her sack in your ass. When she offers you a drink, think for a minute because she'll be pissing down your throat in no time, if it's your thing, go for it, but for me ... well ok, I don't mind it much myself, but there is a reason there are short time rooms, use them! If you meet Mei Me, use 'em.
Section: Ladyboy Vice
Models: Mei Mei
Category: Anal Bareback Barefeet Blowjob Close-ups Collar/Choker Cumshots Femboy Handcuffs/Bound Hardcore Natural Tits POV Rough S & M Small Tits Stroking Thai
26:57
HI-SO HOTTIE SLUMMING FOR FARANG SEED 4K
Dec 1, 2025
LadyboyObsession episode 166 with Vera. So I have one of my ladyboy friends with whom I made a couple of videos who likes to hang out and play for fun sometimes and through her I met Vera. I met one of her friends on a party and she told me she had seen my videos including the ones with her friend and she had to admit she was feeling left out. She'd love to show off herself on video for the thousands of ladyboy lovers but her dad would not like it very much since he's a high up police man with plans to run for prime minister. I don't know what he dislikes about the idea , I mean, who wouldn't like his son on video looking like a beautiful woman, sucking dicks and getting stuffed in her cute little hole, but unfortunately he doesn't appreciate it. So there was only one thing to do, and no it wasn't not making a video, see how we solved the dilemma and averted a little national scandal.
Section: Ladyboy Obsession
Models: Vera
Category: 4K Anal Anal Toys Barefeet Big Tits Blowjob Close-ups Condom Cumshots Dildo Hardcore Ladyboy Painted Nails Panties Panty Aside POV Stroking Thai
21:45
SKINNY FEMBOY LOVES HARD S & M SESSION
Nov 23, 2025
LadyboyVice episode 278 with Namwarn. Namwarn had ignored my texts and calls for quite sometime and when I found her add on some website looking for some fun I knew she had been up to no good. She was showing off her skinny body and her collection of lingerie without shame, although she didn't show her face on the pics, I could tell from the tattoo it was her. I decided it was time to bring her back into the fold and punish her for ignoring me and being a bad girl. But it was to no avail, whatever I tried, her broad smile never left her face. At least I tried to discipline her and made a video of it. Watch it here on th channel that brings the best ladyboys in the land to porn.
Section: Ladyboy Vice
Models: Namwan
Category: Anal Barefeet Condom Cumshots Femboy Handcuffs/Bound Natural Tits Panties POV Rough S & M Small Tits Spanking Stroking Tattoos Thai
55:08
SWEET LADYBOY NEEDS DADDYS RAW DICK 4K
Nov 15, 2025
LadyboyObsession episode 165 with Tongye. I'm the first to admit that Tongye isn't the first girl that'd pop into my head when I think of a ladyboy that is petite and would look scandalous in certain outfits, Tongye is actually rather tall and quite strong, you wouldn't want to get into a physical altercation if you had one too many beers and don't appreciate her wanting something from you and you refusing it. But, she had been experimenting with some outfits after she saw some porn clips on the Internet with girls looking like they were in their late teens dressed like young ladies rimming guys and giving sloppy blowjobs and she made it her goal to make a video in which she looks like an innocent naïve girl, if she achieved her goal, you be the judge.
Section: Ladyboy Obsession
Models: Tongye
Category: 4K Anal Bareback Barefeet Blowjob Close-ups Collar/Choker Cumshots Dildo Handjob Hardcore Oil Pantie Bulge Pigtails POV Stroking Thai
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20:21
FEMBOY FED UNCUT DICK WITH MESSY FACIAL
Nov 8, 2025
LadyboyVice episode 277 with Amy 5. Amy is such a horny little femboy, well, not little literally, she is quite tall and physical to say the least, but she has a horny dirty little mind. She never knew how easy it was to receive cock until she moved to Bangkok, back where she used too live virtually no one gave her any attention because of the small community and boys were just afraid of people talking about them if they were to hang out and play with her. So she had to make do with porn. Now that she is finally receiving the much desired attention she is excited out of her mind. This video is a great example, she is so excited to be acting in porno that I didn't have to really touch her dick, once I slid my dick up to her crack and entered it was enough for her to climax with no hands, luckily she announced it shyly so I was able to catch a part of it on tape, watch this horny little naughty femboy in the new video only on this channel.
Section: Ladyboy Vice
Models: Amy 5
Category: Anal Bareback Barefeet Blowjob Cumshots Deep Throat Face Sitting Facials Femboy Handcuffs/Bound Hardcore Natural Tits Pantie Bulge Panties Panty Aside Ponytail POV Rough S & M Small Tits Teen Thai
23:53
LETS GO OUTSIDE BAREBACK BLAST 4K
Nov 1, 2025
LadyboyObsession episode 164 with Pepper. Pepper came out to play with me today, which is great because she is smoking hot and proves difficult to snatch off the market and maybe even bf her. But this day was beautiful, this day Pepper brought her spicy little behind over to my place. On top of all that, it was sunny out but not too hot, so we decided to spend some time outside, Pepper's little butthole was itching to get filled up so as soon as she saw the dildo she slipped it inside to scratch and stretch it a bit before receiving my dick bareback. Watch red hot Pepper in her new video only on Ladyboy Obsession.
Section: Ladyboy Obsession
Models: Pepper
Category: 4K Anal Anal Toys Bareback Barefeet Big Tits Blowjob Booty Shorts Close-ups Cumshots Dildo Hairy Handjob Hardcore Hats Ladyboy Pantie Bulge POV Showering Tattoos Thai Wet
16:57
SUBMISSIVE ON KNEES FOR PISS, PUKE & CIM
Oct 23, 2025
LadyboyVice episode 276 with Donut. Donut was the very first ladyboy who agreed to receiving a gold shower, it was without any hesitation to my surprise, while some ladyboys need time and you have to get back at them every few weeks before they dare to do it, she just simply said ok straight away. Those first scenes we did were pretty rough, neither one of us had experience and it's just not as easy as it looks. Now, a few years in I'll be the last to say the vids are prefect but at least they have improved. So I thought it was time to bring Donut back for an HD update and seek out the limits a bit more. Watch her take my smelly piss while her mouth is kept open with a lip retractor and then taking my cock down her throat so deep it makes her struggle and vomit all while being helplessly cuffed to the wall. See it only on the one ladyboy source that brings you ladyboy kink.
Section: Ladyboy Vice
Models: Donut 5
Category: Ball Gag Barefeet Big Tits Blowjob Braces CIM Close-ups Cumshots Deep Throat Fetish Handcuffs/Bound Pantie Bulge Panties Pissing POV Puke Rough S & M Wet
16:54
DEMON DICKGIRL DRAINS FARANG SEED 4K
Oct 15, 2025
LadyboyObsession episode 163 with Sugas. By now I have made so many videos with Sugas and I'm running out of ideas on what to do. So this time I decided to just bring a whole new look to her. Tried to imagine what she would look like if we were ten years into the future, ten years because that's kind of what Hollywood figures it takes for the world to plunge into anarchy and/or we invent technology that actually takes probably more than fifty years or just plain old will never happen. Here's looking at you hover boards from Back to the Future. Black with fire red and I think she wears it well. I had looked for red eye contact lenses but they were nowhere to be found so we had to make do with the blue ones, not much else to tell you that you haven't heard before so just have a look and ignore my narrative crap, enjoy Sugas cyber punk look.
Section: Ladyboy Obsession
Models: Sugas
Category: 4K Big Tits Blowjob Braces Close-ups Collar/Choker Colored Hair Cumshots Gloves No Panties Piercings POV Redhead Stockings Stroking
22:33
HANDCUFFS & OPEN GAPE DEEP BREEDING
Oct 8, 2025
LadyboyVice episode 275 with Enjoy. Enjoy is truly one of my top 5 ladyboys of all time, her firm slender body without any body hair whatsoever, her massive cock, her large ball sack with tons of space for cum, her pretty face and infectious smile, sexy tattoos, top it all of with an unforced feminine voice and a sweet friendly demeanor and you get yourself something close to ladyboy perfection. Watch her play with me in this new video where she is chained to the bed and takes my dick up her ass without protection but not before she sucked my cock with her hands cuffed behind her back. Enjoy Enjoy's latest entry only on Ladyboy vice.
Section: Ladyboy Vice
Models: Enjoy
Category: Anal Bareback Barefeet Big Balls Big Tits Blowjob Close-ups Collar/Choker Creampie Cumshots Gaping Handcuffs/Bound Handjob Hardcore Ladyboy POV Reinsert Rough S & M Thai
14:21
EYE WATERING DIRTY BLOWJOB
Oct 1, 2025
LadyboyObsession episode 162 with Namwarn. Namwarn' rail thin body is always very intriguing to me, when I see her face, sometimes it's gorgeous when she's done up right, other times I need to look away and close my eyes, well that is not true, but sometimes just not as cute as times, but anyway, her body is always so fit. It's hard to pass up on her when she wraps herself in your arms in a bar. Especially if she whispers in her ear she has something she'd like to try and then show a video on her phone with a women getting spat on and giving deepthroat blowjobs. Game on.
Section: Ladyboy Obsession
Models: Namwan
Category: Blowjob Close-ups Collar/Choker Cumshots Fetish Handcuffs/Bound Long Hair Natural Tits POV Rough S & M Small Tits Spit Thai
23:22
HAIRY COCK FEMBOY PUNISHED & PUMPED
Sep 23, 2025
LadyboyVice episode 274 with Fay. Fay had been a very naughty girl lately, she actually came forward and confessed it herself. While I appreciate her honesty and her intention to repent, I still felt the situation called for some mild form of punishment, she agreed. So we met and made a video for everyone to see to prove she is trying to become a good girl and leave behind her life of sin. But to be honest, I hope she doesn't change her ways, what would we do without her extraordinary beauty? Enjoy her punishment tape only at your favorite ladyboy source.
Section: Ladyboy Vice
Models: Fay 2
Category: Anal Bareback Barefeet Cumshots Femboy Hairy Handcuffs/Bound Hardcore Natural Tits Painted Nails POV Rough S & M Small Tits Spanking Thai
20:24
BAREBACK BEAUTY STICKY FACIAL 4K
Sep 15, 2025
LadyboyObsession episode 161 with Princess. Princess is back for another video and this time we added dildos to the mix. The video opens with Princess licking and sucking on a massive dildo mounted to the wall and you can see her watch herself sucking the big one. You might wonder why the video says dildos as in plural, so where is the second? Is your Spanish so bad? Yeas it is, I don't know more than ten words I guess, and yes there is a second dildo. If you noticed she looked a bit heavier compared to the previous video you weren't wrong and I bow to you for noticing. What is going on is not her having showed up after binge eating, she actually has the other dildo stuffed up her little cute ass all the way. It's true, watch her poop it out in case you don't believe me. Watch Princess's new kinky video only on LadyboyObsession.
Section: Ladyboy Obsession
Models: Princess
Category: 4K Anal Anal Toys Ass to Mouth Bareback Blowjob Bracelets Close-ups Deep Throat Dildo Facials Hardcore No Panties Painted Nails Piercings POV Singlet Socks Stroking Thai Winking
20:20
CUM ON GAPE, REINSERT AND KEEP FUCKING
Sep 8, 2025
LadyboyVice episode 273 with Maew. When I was in Cascades and asked around for the biggest dick, the waitress pointed me me into Maew's direction. She herself pridefully claimed she had the biggest as well, so obviously, we had to get out of there a soon as possible. While her dick is pretty nice sized, I am pretty sure somehow people including herself assume she has the biggest because she is pretty tall but I a pretty sure if they'd all get hard and hold their dicks next to each other in the dressing room, with me attending to regulate of course, the result would probably not please her. Don't worry, I didn't burst her bubble, she is good to me so I am good to her. I didn't get to make too many videos with her because someone made false promises to her to make her a star if she'd only make porn with him from then on but I have a couple of sessions with her, no worries, she hasn't done much since so maybe now that she realizes she got lied to she will be willing to make more with me, for now, enjoy Maew in all her glory on LadyboyVice.
Section: Ladyboy Vice
Models: Maew
Category: Anal Ball Gag Bareback Big Tits Blowjob Close-ups Collar/Choker Cumshots Deep Throat Gaping Handcuffs/Bound Hardcore Ladyboy Pantie Bulge Panties Panty Aside POV Reinsert Rough S & M Stockings Thai
16:32
BATH, BED & PULL OUT TO POP BAREBACKING
Sep 1, 2025
LadyboyObsession episode 160 with Fay. One of my true all-time favourites, Fay, is back for another round, she keeps falling in and out of Porn depending on how many boys she has over in Korea and Japan commanding what she is allowed to do and where to go. Most of the times, she ignores it and does whatever she wants, but then the problem is visiting businessmen have much better deal for her and I can't get set meets with her. Her angelic face is truly one of the few that would even fool me into her being an actual girl. I finally got to spend some quality time with her after over four months and recorded our afternoon.
Section: Ladyboy Obsession
Models: Fay 2
Category: Anal Bareback Barefeet Bathtub Big Tits Blowjob Close-ups Cumshots Deep Throat Hairy Hardcore Ladyboy POV Stroking Tattoos Wet
21:18
SEXPAT USES SUBMISSIVE BOOTYSHORTS HOOKER
Aug 23, 2025
LadyboyVice episode 272 with Sugas. How good does Sugas look? In my humble opinion she is one of the best looking ladyboys of the past decade, she was one of the hottest girls in the small group of ladyboys who were willing to do golden shower videos as well. Over the years she has had several surgical procedures, tattoos and got more and more skilled in applying make up and picking the right clothes to make men go crazy and she just keeps looking better and better. I saw her in Phuket walking around in the outfit you can see in this new video during my short visit. I wasn't able to get her to come with me as she was with some lucky guy who gave her anything she wanted for a week but luckily was able to get her to come see me back in Bangkok as soon as her guy was on a plane. Watch the delicious sugar in her scandalous outfit in our new video right here. Aren't I the luckiest guy in the world to be the only one she is willing to shoot porn with?
Section: Ladyboy Vice
Models: Sugas
Category: Anal Ball Gag Bareback Blowjob Booty Shorts Cumshots Denim Handcuffs/Bound Hardcore High Heels Piercings POV Rough S & M Tattoos Thai
21:41
I TOP YOU, YOU TOP ME BAREBACK 4K
Aug 15, 2025
LadyboyObsession episode 159 with Mona. I woke up with screaming morning wood that wouldn't go down unless I did something about it. Since I was in my favorite seedy little city and chicks with dicks are everywhere I pulled out my phone and started messaging some of my favorites and whoever would reply first was going to be Santa's little helper. It was Mona who replied first, she asked me what was on my mind, I sent her a dick pic and she sent a naughty sticker and said she wanted to have it in her mouth. I told her it wanted to be in her ass, she send a pick of her dick and said hers wanted the same thing. Half an hour later she was showing off herself at the dance pole with pre cum dripping from the tip of her cock, watch our early bird gets the worm session only on LadyboyObsession.
Section: Ladyboy Obsession
Models: Mona
Category: 4K Anal Bareback Barefeet Blowjob Bracelets Close-ups Cumshots Hardcore Ladyboy Painted Nails Ponytail POV Stroking Tattoos Thai TS Fucks Guy
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21:46
PADDLED BUM RESTRAINED FOR BAREBACKING
Aug 8, 2025
LadyboyVice episode 271 with Angel. Have you ever wondered why people refer to this certain country as the land of smiles? People seem to be under the impression that it is because people are all so friendly and happy to see people who go there on a holiday. Perhaps it used to be like that when they coined the little marketing slogan but nowadays I'd say it is because it is because of the wonderful ladyboys that give you the opportunity to live out your wildest fantasies, all year long they give you something to look forward to. They are the ones that put smiles upon faces and it is the land with the most of them. Take Angel for example, a perfect example, while we're mentioning her, why not check out this new post of her and see what it is all about.
Section: Ladyboy Vice
Models: Angel
Category: Anal Ball Gag Bareback Barefeet Big Tits Close-ups Cumshots Handcuffs/Bound Hardcore Ladyboy Painted Nails POV Rough S & M Spanking Thai
23:05
MY BABY BLUE CUM ON WINKER BAREBACKING
Aug 1, 2025
LadyboyObsession episode 158 with Prem. Premmie with her Californian beach girl looks is just such a treasure. Not a single tattoo which makes her look more innocent than 99% of all the other ladyboys. Her pretty face, large eyes, good stuff. What's cool about her is she needs something inside her ass in order to get hard. If she isn't stimulated from inside, an orgasm is out of the question. That's amazing, that basically turns her into someone that needs your dick and you don't need to try so hard to offer it, the problem, she is so hot it's a challenge to not shoot your load immediately the minute you slip inside.
Section: Ladyboy Obsession
Models: Prem
Category: Anal Bareback Barefeet Big Cock Blowjob Booty Shorts Close-ups Cumshots Femboy Gaping Handjob Hardcore Natural Tits Pantie Bulge POV Short Hair Singlet Small Tits Stroking Thai Winking
22:57
KITTY CAT IN HEAT SPRAYED WITH NUT MILK
Jul 23, 2025
LadyboyVice episode 270 with Enjoy. I hadn't seen Enjoy in a minute and I was really starting to miss her. I had this cute cat cosplay costume which I thought would look purrfik on her so I went out to find her. She was showing off her body in a bar and looking around I saw at least three guys staring straight at her, one of them was leaning suspiciously far forward with his arms below the counter, my bet was he wouldn't need to take anyone home after the next few minutes. But the other two were leaning back, having a smoke, sipping their drinks and probably waiting for her to step off the stage and gesture her to come over, have a drink and then leave with them. I wasn't going to let that happen, I got to give the people what they want.

So I quickly walked towards her, she give me a very pretty smile, one that I thin only Enjoy is really capable of showing as she recognized me and perhaps she missed me a little bit too or if she had her pick between me and the other two guys I'd be in her favor. I quickly said hi and asked her if she could leave with me as soon as another ladyboy would step to the stage. She smiled again and nodded as she was rescued. I turned around to go and have a seat, but three guys were looking at me like I owed them money so I just stood near the exit instead. Sorry guys, it's an umbers game, the video would please more than just one person. Enjoy Enjoy!
Section: Ladyboy Vice
Models: Enjoy
Category: Anal Big Balls Big Tits Blowjob Close-ups Condom Cosplay Facials Handcuffs/Bound Hardcore Ladyboy Panties Panty Aside POV Stockings Tattoos
17:26
HAIR-UP FEMBOY BUBBLE BATH BLOWJOB
Jul 15, 2025
LadyboyObsession episode 157 with Kwan. It's funny how alcohol can make you forget stuff. I remember I had a great time with Fay, bathing her, fucking her bareback, order food in and then go for drinks to it all again the next day. The next thing I know, I'm waking up with a terrible hangover and a flaccid penis in my mouth, when I tried to pull my head away, the dick was sticking to my lower lip because of either dried up drool or cum or both. Then when I took a look at Fay I got startled, it wasn't Fay, it was Kwan. WTF? First take bath, then figure out what happened.
Section: Ladyboy Obsession
Models: Kwan
Category: Bathtub Blowjob Close-ups Cumshots Deep Throat Femboy Handjob Natural Tits Old+Young POV Small Tits Teen Wet
16:14
PISS ENEMA CLEANS OUT SUBS FUCK HOLE CIM
Jul 8, 2025
LadyboyVice episode 269 with Winnie. One of the things I like most about Winnie is that she is up for anything, where most girls tell me to forget it when I ask them if they are willing to do some more edgy kinky stuff, Winnie basically agrees to anything no questions asked. I had shown her dome JAV clips where girls have their asses filled with liquids until they feel like they are going to burst she was very much down to try it. I think she took it a bit too serious ass it turned out she had not cleaned out her ass even, so basically, turds were flopping out left and right, don't worry, it's been cut, if you wanted to see that bit, sorry, talk to the law makers. Without any further ado, please enjoy Winnie's naughty video
Section: Ladyboy Vice
Models: Winnie
Category: Anal Barefeet Bathtub Blowjob CIM Close-ups Cumshots Enema Fetish Handcuffs/Bound Ladyboy Ponytail POV Rough S & M Thai Wet Winking
20:48
ANONYMOUS MASKED S&M BAREBACK SEX 4K
Jul 1, 2025
LadyboyObsession episode 156 with Tongye. Sometimes people just want a release, a quickie with no strings attached, even and sometimes especially if they are in a relationship. One way to accommodate that is to do it anonymously, I'm not much for swing parties or dark hole caves and such but a little balaclava can do the trick. Now don't worry, this horny ladyboy right here was not in a relationship but we both do like a little role play. Watch her stay rock hard throughout the session while she is chained, sucks cock, and is jerked to orgasm only here, the best source for ladyboy (and anonymous ladyboy) content.
Section: Ladyboy Obsession
Models: Tongye
Category: Anal Bareback Big Tits Blowjob Close-ups Collar/Choker Cumshots Handcuffs/Bound Handjob Hardcore Ladyboy Mask Piercings POV S & M Tattoos
21:07
BAREBACKING & PRECUM FOR SUBMISSIVE FEMBOY
Jun 23, 2025
LadyboyVice episode 268 with Amy 5. Amy is such a horny girl, she is really getting into her own being a femboy and playing with actual dicks rather than fantasizing over them back when she was going through life as a regular boy. In previous meetings she had come just by receiving dick in her ass, she loves the thought of being used that much. This time she suggested I'd use my leather toys which she had seen lying around my room before. Again, she is such a dirty girl that she almost came just be seeing herself in the mirror wearing it and getting fucked, you can see her trying to get a good look at herself getting fucked in her ass while wearing the leather attire. Enjoy Amy's naughty new video only on Ladyboy Vice.
Section: Ladyboy Vice
Models: Amy 5
Category: Anal Ball Gag Bareback Barefeet Blowjob Bracelets Close-ups Collar/Choker Cumshots Deep Throat Femboy Hairy Handcuffs/Bound Hardcore Natural Tits POV Precum Rough S & M Small Tits Spanking Stroking
21:49
BAREBACK FOR DARK, POLE DANCING FEMBOY
Jun 15, 2025
LadyboyObsession episode 155 with Aum. Not a lot of words needed to introduce Aum to the stage, she is by now a pretty well-known ladyboy legend, one of the cutest an horniest of the past decade. So I just have simple question, what is hotter than Aum moving around a pole showing off her body and cuteness right before you play on bed? You guessed it, not much.
Section: Ladyboy Obsession
Models: Aum 6
Category: Anal Bareback Blowjob Close-ups Cumshots Dancing Hardcore High Heels Long Hair Natural Tits Painted Nails Pantie Bulge Panties POV Small Tits Stroking Thai
20:51
BLINDFOLDED BAREBACK SENSUAL ASS EATING
Jun 8, 2025
LadyboyVice episode 267 with Nannie. I keep falling in and out of love with Nannie, without a doubt, she has the potential to be one of the hottest ladyboy porn stars of all time but she sometimes lets go of her appearance and body. That is one thing, but she is also great at making you feel like you are special to her and then if you actually start to believe it you catch her talking to the next guy in line while pretending there is no such thing. It's ok, I don't blame her, I'm just happy I realize it and don't get suckered in too deep.

Speaking of too deep, I read on a forum somewhere that someone had Nannie eat out his ass, I couldn't believe it as she didn't seem to be the kind to stick her tongue inside someone's asshole, but I decided to ask her if she'd do it. At first I received the expected no with exclamation marks and some rude stuff along with it. But when I asked her again a week later she said fine, as long as I'd buy some pink harness she had seen one of her friends don the day before. In the end everyone wins, let's do it!
Section: Ladyboy Vice
Models: Nanny 2
Category: Anal Bareback Barefeet Blindfold Blowjob Cumshots Gaping Handjob Hardcore Ladyboy Painted Nails Ponytail POV Rimming Rough S & M
15:18
CLOSE-UP BREEDING IN LINGERIE 4K
Jun 1, 2025
LadyboyObsession episode 154 with Emmie. Emmie is one of my favourites, not because of her beautiful face, the effort she puts in her looks or her friendly nature. It's because she is always there to save the day, she is the perfect backup for whenever someone stands you up. If you are supposed to meet some girl and you are excited to play and then last minute she cancels or plain old doesn't answer the phone, you just grab the batphone and Emma will be there within the hour to allow you to empty your sack into something extremely pretty. Enjoy Bangkok's most constant ladyboy star of the past decade in her new video.
Section: Ladyboy Obsession
Models: Emmy 2
Category: Anal Bareback Big Tits Blowjob Close-ups Collar/Choker Creampie Cumshots Fetish Gaping Handjob Hardcore Ladyboy Lingerie Panty Aside Pissing POV Thai Winking
21:11
FARANG COCK OPENS GRADE A FEMBOY HOLE
May 23, 2025
LadyboyVice episode 266 with Aum & Natacha. I don't mean to talk bad about Natacha, but she isn't one of my favorite ones, one thing I do have to thank her for though is introducing me to Aum. What a find Aum is, she was willing to do a threesome with me and her friend without ever meeting me first. In the video it clear to see who is the eager one and I will give you a hint, it is not Natacha. Natacha kind of let Aum do the work, if I didn't know any better, I'd think that Natatcha is some loaded westerner or elite Thai that has others do their chores. I'm only joking, mostly, watch Aum's actual porn debut along with her friend in this recovered from a corrupt disk video only on your favorite ladyboy channel.
Section: Ladyboy Vice
Models: Aum 6 Natacha
Category: Anal Barefeet Blowjob Condom Cumshots Femboy Handcuffs/Bound Handjob Hardcore Natural Tits POV Rough S & M Small Tits Threesome
22:05
LEATHER HARNESS BLOWJOB & SPUNK
May 15, 2025
LadyboyObsession episode 153 with Bovei. While Bovei is very nice, has a rocking boy and a very pretty smile, there is never really any chemistry going on between us when we meet, her not liking me, fair enough, but me not being into her.. it's a bit of a mystery to me. I kind of gave up on future sessions. That was until I saw her photos wearing this extremely sexy harness while working in a bar. I had no choice, I had to give it another try and so here it is, the new video with Bovei.
Section: Ladyboy Obsession
Models: Bovei
Category: Big Cock Blowjob Close-ups Collar/Choker Cumshots Fetish Garters Ladyboy No Panties POV S & M Slutwear Stockings Stroking Thai
Pissing, Big Cumshots & Topping
SEE LADYBOYS CUM WHILE FUCKED - JOIN NOW
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23:53
GIRL OR NO GIRL SEXY BUTTFUCKING 4K
Feb 15, 2026
LadyboyObsession episode 171 with Monique. I was walking around looking for a different scene to have a couple of beers and I found a place with tons of girls but very few visitors. Perhaps I was just early because I could not think of a reason why anyone would not want to be surrounded by that number of chicks. I sat down ordered a beer and checked the girls out and I noticed one had a scandalously sexy tattoo on her belly. An actual pornographic depiction set in ink right there on her body, what a huge turn on that was. I asked her to sit with me for a drink never knowing she wasn't actually a girl, she could have had me fooled, she looked so feminine, petite, beautiful hair, a very cute face, a pretty smile. This was a huge surprise so what choice did I have? It was predestined, I couldn't go home with a girl as planned even though that was my intention, there is no way you can't jump onto the opportunity of taking Monique back to your room.
Section: Ladyboy Obsession
Models: Monique
Category: 4K Anal Barefeet Big Tits Blowjob Close-ups Condom Cumshots Hardcore Ladyboy Pantie Bulge Panties POV Singlet Tattoos
21:21
SMOOTH BOTTOM LEARNS TO PLEASURE FARANGS
Feb 23, 2026
LadyboyVice episode 284 with Fay. For those who have never had the chance to meet her, Fay is by far one of the most feminine and convincing ladyboys you'll ever find, nowadays even more after she had her surgery and became a woman. Not everyone prefers a vagina so for those who like ladyboys with the little extra and therefore prefer Fay that way too, rest assured, we've got your back, we have footage so we can all enjoy Fay in all her glory. Don't blame me for releasing her from the cuffs after we shot the video and say I could have prevented the surgery. A ladyboy's gotta do what she's gotta do. We'll check in with her from time to time to see if she'd like to make videos to show off her new pussy, but for now, please enjoy Fay all natural.
Section: Ladyboy Vice
Models: Fay 2
Category: Anal Bareback Barefeet Blowjob Cumshots Deep Throat Handcuffs/Bound Hardcore POV Rough S & M Thai
21:21
BATH BLOWJOB WITH BIG DICK FEMBOY
Mar 1, 2026
LadyboyObsession episode 172 with Pooh. The now legendary Pooh is back in this long thought to be lost video, I'm personally very happy to see her with her flat chest because persona;;y I thought the boobjob was a bit of a downgrade. Luckily she still has her same old thick mushroom knob head on her fine dick which you can also view in it's full glory.
Section: Ladyboy Obsession
Models: Pooh
Category: Abs Big Balls Big Cock Blowjob Close-ups Cumshots Femboy Long Hair Natural Tits POV Small Tits Stroking Thai Wet
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