https://www.429men.com/tags/guy-fucks-shemale/ Tue 14 Apr 2026 23:06:38 +0200 https://www.429men.com/videos/246417/what-is-going-on-inside-this-van-like-what-is-going-on-in-this-van/
I picked up a hitch hiker who turns out to be a trans woman. So she's like do you like trans women? Ehm, well there is only one way to find out, isn't there? So she took me by the hand and guided me into the back of the van. Next thing I know I am sucking her shedick! Not exactly what I expected! ]]> Mon 16 Feb 2026 16:26:36 +0200 https://www.429men.com/videos/246417/what-is-going-on-inside-this-van-like-what-is-going-on-in-this-van/ https://www.429men.com/videos/312052/without-a-doubt-one-of-the-best-asses-and-tits-seen-on-a-transgender-babe/
Straight guy Ramon doesnt give a fuck, all he wants is good ass. And good ass is what he gets her, just look at that fucking booty! The tits are just a bonus, but Ramon surely know how to fuck this babe from behind while grabbing her firmly by the tits. No second hand guessing, fucking hot scene! ]]> Sat 14 Feb 2026 20:48:23 +0200 https://www.429men.com/videos/312052/without-a-doubt-one-of-the-best-asses-and-tits-seen-on-a-transgender-babe/ https://www.429men.com/videos/288610/where-domino-presley-is-looking-at-her-best/
One of the hottest shemales of our lifetime is probably Domino Presley. And in some scenes she is hotter than others. This is probably one the best. Watch what a stunning body she has with perfect boobs a fantastic ass and a big cock that still gets hard. Lucky Gabriel is not taking it for granted! ]]> Tue 10 Feb 2026 17:01:34 +0200 https://www.429men.com/videos/288610/where-domino-presley-is-looking-at-her-best/ https://www.429men.com/videos/398153/omg-nobody-told-me-you-are-a-trans-woman/
I just found out that my super sexy stepsister is actually a trans women! Who would have thought! Just as I was about to tell her that a few more drinks and I'd totally hit on her to fuck her. Well who gives a fuck really, let's do it anyway and see where this brings us. ]]> Sun 25 Jan 2026 00:50:46 +0200 https://www.429men.com/videos/398153/omg-nobody-told-me-you-are-a-trans-woman/ https://www.429men.com/videos/302705/ehhh-did-you-just-bend-over-and-show-me-your-balls/
The craziest thing happened to me today. I am studying with my blonde teacher when she bent over and I noticed she got a set of balls hanging there! Needless to say I asked her if those were actually a set of balls and she's like, oh yes, I am transgender. Fuck me, or better yet, let's fuck. ]]> Fri 23 Jan 2026 18:29:20 +0200 https://www.429men.com/videos/302705/ehhh-did-you-just-bend-over-and-show-me-your-balls/ https://www.429men.com/videos/315172/my-transgender-stepauntie-is-one-hell-of-a-fuck/
I helped my transgender stepmoms sister with something and so she is like, hey how about I give you a blowjob? Eh, did you really just ask me that? Fuck yes, give me some of that! Then she's like, but have you ever been with a transwoman before. Wait, what? Trans woman? Ehm. No... ]]> Fri 23 Jan 2026 09:52:27 +0200 https://www.429men.com/videos/315172/my-transgender-stepauntie-is-one-hell-of-a-fuck/ https://www.429men.com/videos/343419/korra-at-her-hottest-in-anal-fuck-by-ramon/
Oh I just cant control myself with this amazing footage of Korra Del Rio who has never looked hotter than in this anal fuck scene by straight guy Ramon Nomar. Her tits are amazing her, has as is superb and her she-dick just begs for attention. Watch how Ramon destroys that sexy ass! ]]> Mon 19 Jan 2026 04:22:11 +0200 https://www.429men.com/videos/343419/korra-at-her-hottest-in-anal-fuck-by-ramon/ https://www.429men.com/videos/225415/did-i-really-just-fuck-my-trans-babysitter/
I'll be honest here. I have been looking at our trans babysitter for a long time now. So when she made a move on me, I just couldn't resist! She bent over to kiss me and instinctively I grabbed her ass, pulled down her tight shorts and just went for it. Fuck, what will my wife think if she finds out ]]> Mon 29 Dec 2025 22:19:18 +0200 https://www.429men.com/videos/225415/did-i-really-just-fuck-my-trans-babysitter/ https://www.429men.com/videos/217618/way-to-destroy-petite-ts-is-by-hiring-capoeira/
Run! Don't walk, is what we should say to petite TS Gabriela Muniz. But I guess its too late for her poor asshole, because Capoeira already put his massive black monstercock in it and now poor Gabriela wont *** round for a week. The consequences of some decisions... ]]> Sat 27 Dec 2025 10:28:02 +0200 https://www.429men.com/videos/217618/way-to-destroy-petite-ts-is-by-hiring-capoeira/ https://www.429men.com/videos/213347/you-don-t-want-to-miss-out-on-this-orgy/
Calling all groupsex and orgy fans! Here no hole gets spared, watch how we have girls, T-girls and men all fucking each other. The only thing that doesn't happen here is men on men, so straight guys, don't sweat, this video will be to your satisfaction, especially if you like Tgirls. ]]> Fri 24 Oct 2025 13:14:27 +0200 https://www.429men.com/videos/213347/you-don-t-want-to-miss-out-on-this-orgy/ https://www.429men.com/videos/103840/imagine-that-you-are-part-of-this-group-and-you-get-to-fuck-whatever-you-see/
Imagine that you are part of this group and you get to fuck whatever you see. That's what's happening in this gruopsex video with trans included. See Jade Venus and Tori Easton fuck hot babes, double penetrate them and just really no holes are barred. ]]> Thu 21 Aug 2025 04:58:50 +0200 https://www.429men.com/videos/103840/imagine-that-you-are-part-of-this-group-and-you-get-to-fuck-whatever-you-see/ https://www.429men.com/videos/119464/petite-ts-thaysas-incredible-ass-gets-destroyed/
Some shemales are better looking than others, and its all a matter of taste of course, but I think we can all agree that Thaysa's ass is really fucking hot and anybody would want to stick his dick in it and fuck the bageeses out of it if you'd had the chance. That's what Alex thought also. ]]> Sat 05 Jul 2025 17:16:20 +0200 https://www.429men.com/videos/119464/petite-ts-thaysas-incredible-ass-gets-destroyed/