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Roses Are Red Bareback Slave 4K

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 and now I will fuck you.. Not good? No, Emmie didn't care much for it either, I guess I'm not the poet I thought I was. Never mind that though, you didn't come here for poetry, what you did come for, hopefully, is more of the incredible Emmie, she is such a treasure, someone other than me should dedicate some time to write her something nice perhaps. Watch her in her new outfit in her new porn video on the only ladyboy network you'll ever need as long as you're not looking for the written word that is.

Released: April 15, 2024

    User Rating   5.00

Bubble Bathe Naked Bareback

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. She is clean, on time, friendly and tries to help out whenever she can. I am sure anyone who has met her would agree. Whenever a model can simulate the girlfriend experience as good as she can I like to go all out, take time, order some food, have some drinks, take a nice long shower or, in this case, bath and end up on the bed like we are new lovers. Mi-Cha is absolutely amazing, watch her latest entry her on Ladyboyobsession.

Released: April 1, 2024

    User Rating   5.00

Before You Go Out Lifted Skirt Sex

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 thinking they're actually girls. Venus has that really going for her. In her latest video you get a good idea on how she'd look if you would run into her at night in a club somewhere in Bangkok with a bunch of her friends. This is because this is how I found her on a Friday night while she was having noodles with her friends at a crowded little spot with lots of food stalls. I texted her and asked her if she had plans, she told me she was going to the disco later on. Luckily she could spare some time to join me for a quick porn shoot back in my room.

Released: March 15, 2024

    User Rating   5.00

The Only Way to Fly Sex

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 and has the most amazing smile. She claimed to not have a boyfriend but I found that very hard to believe. She is extremely clean and seems to literally fear sperm, even though you tell her you will take a test together, she won't do the bareback dance, at least not with me. So for any guy who is looking for a serious relationship with a serious ladyboy who is trustworthy, I think Kim comes pretty close, she is quite special, too special for me I'm afraid. But at least she was willing to have some paid fun and do a couple of videos.

Released: March 1, 2024

    User Rating   5.00

Street Hooker Bareback Quickie

LadyboyObsession episode 123 with Fa. One of the dirtiest girls I've ever met has to be Fa. She has such a dirty mind and is fearless. I had contacted her just an hour ago. We had never met and she came over and let me cuff her and enter her ass bareback no questions asked. I know it's stupid, but sometimes you take unnecessary risks. Don't get me wrong, I don't do it often, I fear diseases as much as the next guy, but sometimes the excitement is too much. We planned on using a condom but she told me to fuck her without after she had sucked me while cuffed and she felt horny as can be. The video is red, not because she is carrying diseases, I don't know about that because we didn't test, but because you need to be careful with this one to not let her seduce you into making dumb mistakes no matter how exciting things get.

Released: February 15, 2024

    User Rating   5.00

Elastic Rear Pretty Eyes Barebacking 4K

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 every week where can fulfill my every desire without any guilt. It is like Christmas and so is spending time with Mi-Cha without having to worry about waking up early the next day and her letting you know she will stay as long as I want.

Released: February 1, 2024

    User Rating   5.00

Sunday Morning Bareback Facial

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 and a petite cute ladyboy with a dick way too big for such a small frame wearing a crop top saying 'Yes Daddy'? I don't know much but I think there aren't many things better than that for an old timer who is a huge horndog.

Released: January 15, 2024

    User Rating   5.00

Skinny Pole Dancer Fuck Cum

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 sex no matter how many tests I throw at her, she won't have it, apart from the one time we did have bareback sex and someone scared the shit out of her afterwards. It's alright though, bareback, condom, this girl is fine adult viewing material any way you slice it. Watch her latest entry only on LadyboyObsession.

Released: January 1, 2024

    User Rating   5.00

Girls of Summer Cum on Winker

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 special freedom. Like Bangkok is a city of Angels, I will argue this is in fact true compared to LA, the sheer number of feminine cute ladyboys is unparalleled, there is no other city anywhere on Earth that offers the same selection. Take Pepper for example, how perfect is she? Especially when she wears a summer girl outfit that takes me back to the late 70's back when I had no idea what real angels looked like.

Released: December 15, 2023

    User Rating   5.00

My Baby Blue Bareback

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 I was a young buck and wanted to charm the best looking girls and ladyboys telling myself I was real smooth. I learned my lesson back in those days as well but still, with Fay, I become that same newbie and even get nervous. I picture myself having a relationship with her and we're making love rather than having sex on video. It's a beautiful lie, but who knows, maybe one day she will fall for me as well. Nah, probably not.

Released: December 1, 2023

    User Rating   5.00

1st Time with Brand New Boobs

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 pepper is only available in the hot corners of Bangkok. I swear you won't find anything like it anywhere else in our world. I must warn you, once you had a taste of this pepper your taste buds will never ever reset to normal, everything that comes after doesn't taste right anymore. It's better to just watch me taste and show you rather than to try it yourself, I'll sacrifice myself for you dear members. Now available with extra boobs.

Released: November 15, 2023

    User Rating   5.00

Fitness Plan Bareback

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 when the opportunity presented itself to talk to her when I spotted her I didn't let it go to waste. Sure she had gained a few pounds since her last video it seemed but at least she was working on shedding them, she had actually showed up straight after her yoga class. We couldn't get the pants off because she was all sweaty so instead we had to cut them to gain access to her little fuck box. Watch my session with Natty on LadyboyObsession.

Released: November 1, 2023

    User Rating   5.00

Sexy Sailor Tops Farang

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 service to you to make you safe or happy. Or maybe in this case it's just because I saw that show Love Boat on tv with the catchy theme music knowing I'd never be able to afford to go on a trip like that. Let alone a cruise ship with girls with tight bodies and rock hard cocks, it's just never gonna happen, not for me. If I were some rich rich guy, I know what I would do with that money, buy me a huge yacht and have a number of Mona's parade around wearing proper uniforms serving me my food, scrubbing the deck, iron my clothes and suck my wiener. Again, never gonna happen but a man can dream right? I had actually bought this uniform ages ago but Mona is the first to fit it perfectly. See for yourself in her new video. And yeah, if you ever met her wearing this, you're welcome, I let her keep it is it fit so well. Enjoy!

Released: October 15, 2023

    User Rating   5.00

Hungry For Me Bareback

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 been on my wish list for ages. She was one of the few ladyboys that stayed active on Planetromeo or Gayromeo back in the day, actually active is quite a big word as she logged on maybe once every month, but anyway, I had seen her profile pics of her standing outside in body stockings and those photos were amazing. When she finally answered one of my messages we met for a porn session a day later, at first I though, man, what an ugly girl, but then I was like, man, what a sexy boy. The queer in me really lights up whenever I am with her, but I am always really into her or not into her at all which makes it a it more difficult to plan anything with her, but for this video, I had nothing planned, I just contacted her when I felt like a bit on Ning and we had a great time.

Released: October 1, 2023

    User Rating   5.00