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My first ladyboy sex happened in Bangkok totally by accident. Well, while in the papasan chair fooling around my 'date' got excited and lost her 'tuck'. Her uncircumcised 'elve's hat' foreskin was pushed out of the way by this very drum tight bulbous knob. Being so horny and past the point of no return, I decided to go all the way with my first homosexual experience. She did everything to me and I did everything to her. It was great.
3 hoursWhile in the PC back in the 90's, I lived in a very rural Indian village where the local sexual customs had no 'eating a girl out' tradition. Word got out that I loved licking the bush, so many times, always covertly, local cuties would sneak over to have oral sex for the first time, or a few times after that. To me it was a pretty normal thing, but for these ladies, rolling their legs back to have the 'kitty buffed' could only be done at one place.
2 daysLily is 4'11" tall and weighs ~80 pounds. Because of her petite frame, many of her costars hold her face hanging down while the eat both her holes like they would an ice cream cone. She has an amazing pussy.
2 daysFor those of you who don't know Lily Saint, this was her best ever video because of the many lingering multiangle POV shots. Her '69' segment showed rear views and then front facial views. This guy ate her out like he was eating an ice cream cone. Lol
2 daysI lived in Southeast Asia for several years and had a barber that cut my hair on a regular basis. He had a sister that looked like this one and late one night she showed up at my guesthouse. She wanted to be my on-call girl to 'keep me empty' and happy, as she put it. I told her what I liked and she delivered 100%. Her body was mine to enjoy.
2 daysMy all time favorite amateur video of this series was 'Sanjay with Aarti'. A 50 minute long sex scene with a perfectly matched couple where they do everything but a rimjob and have fun doing it. Aarti gets done rather properly and it was fun to watch.
2 daysTotally sexy. An exotic beauty in every respect.
2 daysMany of the classic 90's porn beauties videos are falling by the way side because of video quality issues. Serena was a favorite of mine at a time that I was beginning to explore my sexuality. Her amazing body, face, breasts, and skin color (especially around her anus and pussy) made her a go-to 'edging' queen favorite.
2 daysNot to long ago, one of my all time favorite girls, Dee Dee Lynn, did a porn shoot for a Japanese producer. It had a great story line, excellent videography, and was loaded with many lingering close up POV's of Dee Dee's special places. Rare in porn, the acting had an energy that made you feel like you were there and when this guy sniffed her panty hose covered crotch, it was like I could smell it too. Unfortunately pixilated censorship ruined an hour long video.
2 daysPixilated censorship.... 1 No good.
3 daysLil Cinderella is only 4'10" tall and weighs about 80 pounds, so this makes her perfect for a good eating out session. I'd eat her like an ice cream cone. Yummy!
4 daysAnja has this amazing protruding vagina. It's the real deal first girlfriend kind that the boys love so much.... meaty, hariy, urine scented, with a warm moist inside. Perfect for any kind of sex. Her asshole is pretty nice too.
5 daysWow! ... Just look at that gorgeous face.
6 daysMax has always been a like, dislike sort of thing with me. The way he treats these women with utter contempt and abusive degrading acts, just isn't my thing. However, though, his pick of ladies and how he uses color and bizzare costumes really appeals to me. Lil Cinderella, Ann Harlow, Melissa Ashley, Kitty Jung, Bi-Brittny, Megan Martinez, Jamie Lynn Hart, plus many other favorites of mine keep me coming back. The Ann Harlow shoot was her best of all of them.
6 daysThe blond is a bit heavier than I prefer, but her 'clock-stopping-hot' face and titties makes up for it. I'd love to '69' her butthole... just for starters.
7 daysThis video was really well done. The blonde at ~45:00 reminds me of the famous retro German porn star Anja Rochus. Anja took a good fucking with delight, just like this vixen does. I always wish and then laugh when I see Anja being deep pumped because I wish it was me doing the pumping. Lol
7 daysThis video is a rare one. Ed Powers of the 'Dirty Debutants' brand had a weird kind of sex with literally dozens and dozens of porn's newcomers, many of which, became industry superstars. This shoot was very early in Kitty's career. Kitty was lack luster with me until I saw her get eaten out in a lesbian scene.... my balls almost exploded!
7 daysShe could be a cross between Dee Dee Lynn and Justine Jolie. The face, breasts, and red hair do it. Either way, a true sweetheart.
8 daysI don't like the theme behind these videos, but I watch them anyway because of those gorgeous large breasted Czech girls. Mandy Dee and Anastasia Devine are simply delicious.
8 daysBoth very pretty and sexually attractive, but I'd be leaving this situation alone because it has 'set up' written all over it.
8 daysI was riding home with my best friend's mom one summer afternoon when I smelled this peculiar scent floating about in the car. I looked at her, a very petite and pretty red head, and asked: "You r pregnant aren't you? I can smell it." We got back to the house where she let me lick her pussy and breasts. She wouldn't let me fuck her because of her ethics, but she held my head and face into her muff as I lapped up her gooey mess.
8 daysStrange I know, but the appearance and scent of a pregnant woman just makes me want to eat her out. There a huge assortment of sex hormones working 'down there' that turn me on like crazy.
9 daysI transfered to the ladyboys because the sexual experience had many more options when you take a gorgeous woman and put a cock and balls on her. What do i mean? Getting an 'edged' deep pump butt fuck while at the same time getting a reach around oiled handjob with a nipple rub, is something you can't get with a woman.
9 daysWow! I'd suck a load out of her.
9 daysHad a sissy friend i hung around with we would keep each other empty, if you know what i mean. 'She' liked getting blowjobs and when I finished, she would roll her hips back exposing her anus for my 'edged' deep pump. Because it was always pre-lubed, it was shiny and very slippery.
10 daysFor my taste in ladyboys my preference always goes to the more feminine the better. This cutie has a perfect face and natural non-transitioning breast which means her cock probably operates normally. Could get 2 or 3 'Jimmy' loads out of it a night. Getting 3 and leaving 3 is a good deal.
10 daysSome people think that all you have to do when sucking a dick is just put your mouth on it and move it up and down. Not so. One has to 'read' the suck and when the 'pop' gets close, know how to complete the finish. Oozing orgasums are the best because they last longer.
12 daysWay back when, Miran made a swimsuit video where the suit was made out of shiny gold metallic material. It hung over her amazing body in the most sexual way. To make things even better, her cock, always cut nail hard, pokes out here and there the whole time. Even at being a 'straight' guy, i remember telling myself that I would suck Miran's cock in a New York second and swallow every drop.
12 daysAmazing latex! I wear latex bicycle shorts under my pants for underwear and have for years. I wear them in supermarkets where I have a cart to hold on to because, when i am in the 'mood', i can feel the pop coming so I grab onto the cart and let it happen. Bicycle shorts keeps the mess contained so it doesn't leak out.
12 daysI've watched dozens of Miran videos over the years and can say that one of the most unique things about them are that they, with rare exception, always show her as hard as can be. That amazing cock is always, stand-at-attention hard. Up the butt, in the mouth, or just being rubbed off on something, her cock pops the prettiest loads.
12 daysIf walked up on Miran stuck in a window like this, the first thing I would do even before saying hello would be to shift her panties aside and then go to work on her anus with my tongue. Sure, call me weird, but opportunities like that are 1 in a billion so I would waste t time just jacking off on her butt. I'd want to taste her.
12 daysI've only seen them in a few 'short-time' rooms and only in Bangkok. It's like a soft padded chair on a gimbal that let's the used rotate the partner every which way. They let you do flat-pan rimjobs while tickling a nipple and pulling a hard cock for a hot load all at the same time. It great fun fun either in the chair or out of it. Kind of makes it easier to get to those special places we all love so much.
12 daysI've had a few fucks with post-op ladyboys, but have to say that I always wind up in their asshole pussies because the post-op ones are too shallow and I bottom out. They are great for a good dry hump session because of the total body contact that it gives the ladyboy. Having a well lubed meaty converted scrotum rubbing up and down my hard cock is a great way to cum.
12 daysOne day while walking home, my femboi neighbor straight out asked me if I wanted to trade blowjobs with him, kind of like a sexual release sort of thing. I said yes only if he dressed up like a girl. Well, she did and we wound up doing far more than just blowjobs. Gave my first rimjob that day and I liked it.
12 daysPart three: We prepped in the shower while checking out each other's bodies. To my surprise she pulled out a bottle of Mekong that we each took a full chug of. After that she let me have my way with her beauty.
12 daysPart one: My first sex with a ladyboy happened in Thailand. I met her at a food court late one night. She was 19 and a student at the local university and by no means a 'professional sex worker' and her demeanor showed it. She revealed herself by taking my hand and putting it on her erect penis which was hidden by the table. I instantly felt the 'spark' and knew i had to have her.... cock and all.
12 daysI enjoy the beauty of women so consequently enjoy surfing porn. Miran has been around from the beginning and is still going strong. I always thought myself 'straight', but upon seeing these gorgeous ladyboys I became aroused... female body with a cock and balls...why not?
13 daysIt's always better to show the faces. These two beauties could have had a 10 video if they had. Gorgeous bodies though, very load worthy.
13 daysShow everyone how its done and where to do it. Get Ann on top of the teacher's desk, doggie-style, panty patch to the side, then move in on the 'brown-eye' for the whole class to see and enjoy. Lesson for the day: How to eat a pretty girl's asshole - 101
13 daysAt 2:13, where he gets to 'eat' her like a popsicle .... that's what I am talking about. A rarely seen or used position, but definitely one of my favorites especially if you get to it right after she comes home from the gym.
2 weeksThere was a time early in my sexuality exploration that I would have never considered putting my tongue on a girl's rectum. Well things have changed. Munching both holes has become a hobby of mine. Look at the 'play station' on this beauty. It was made for licking.
2 weeksA truly unadulterated 'hard body'. Simply delicious! Yummy.
2 weeksWith looks like that, she'd just be too easy to knock-up. No thanks... I have enough problems as is.
2 weeksMy goodness! Just look at that totally gorgeous body. That there folks was created to be a baby factory. My Somali friend had 12 brothers and sisters which I thought was irresponsible given the over population concerns of the planet, then I saw his mom and then understood. A gorgeous magnificent baby factory... daddy never pulled out of 'that'.
2 weeksThis young lady really gets it done. I love how s he kneads his balls like they were made of dough. Being a scent driven male, it would be nice if she could do this with a facesitting component. Nothing works up a load better than having the asshole of a pretty lady hovering above one's face.
2 weeksThese simply made hump-hump videos are great for edging sessions. The total focus of the 'pump' is on the beauty of the dancer. I mean, just look at that shiny body and think of what it would be like to fuck that.
2 weeksThere he was, an inch away from a tasty rimjob. As gonzo as Max was, why didn't he ever eat pussy or rim the brown eye? He had access to the industries most gorgeous vixen. If it was me, I'd have done a 90 minute video on just eating Kitty Jung's business.
2 weeksWas always curious why Max never rimmed or ate the pussy of any of these starlets. I mean there it was, all bought and paid for and just a tongue length away. Surprisingly he never had the girls toss his salad. Lil Cinderella, Jamie Lynn Hart, Kitty Jung, Ann Harlow, Bi Brittany, Melissa Ashely, and of course the little Cuban sensation, Lily Saint... I'd have tasted each one and enjoyed it.
2 weeksMax had a menu of some of the most in-demand porn beauties of the time. I certainly didn't like the way he treated them, but have to say, he really knew how to present their beauty. Ann Harlow never looked better in a shoot. Her body was perfection at its best.
2 weeksI was always fond of daisy-duke cutoff shorts after my first heavy petty session on the couch. We found ourselves with half a day of uninterrupted time at a friends house where no one was home. While making out, my hand made it to her moist and very pleasantly scented 'special place' where she held my head to with the command: "Lick it, and don't forget my bung."
2 weeksHe sure is giving her the business! She seems to be enjoying it which always makes mutual pleasure sex the best. When I fuck like that I tend to hot load babies, so it would be a condom or learning how to change diapers for me.
2 weeksUncensored and pixilated Japanese porn is some of the best on the planet. High resolution shoots with expert and creative videography take these world class beauties and turns them into Siren sex vixens. Sure they're a little squeaky at times, but their natural cuteness always carrys the day.
2 weeksAn interesting plain Jane girl-next-door cutie that would make a great girlfriend. She would probably do any sex act you asked her to do. I'll always choose 'cute and plain' over perfect beauty any day.
2 weeksI don't understand a lot of these Asian guys who eat pussy with gusto, but, show little interest in the 'brown eye' that sits a mere tongue sweep away. I mean if you're going to munch the bush, why not enjoy the asshole while you're in the neighborhood?
2 weeksCandy is a classic favorite of mine because of her girl-next-door looks and persona. Having her own website allowed her to produce a bunch of videos that spanded from her early 'cute as a bug' years and then on into maturity where she put on a bit of weight. My favorite scene is a POV of Candy pleasuring herself in shear pink panties with a very large wet spot.
2 weeksThe Chines escort massage girls have a cool way to do a hand job and an anus facesitting at the same time. They tilt their hips back exposing the 'goods', being a scent driven human, i love those sexual arousing Siren smells.
2 weeksAbsolutely one of my classic favorites. It always seems to get messy Ann Harlow. Her 'dry-swiming pool' scene with Buster White where she has this HUGE patch of public hair where she pees through this mat, doesn't wipe then has Buster eat her out. Again, my kind of girl.
2 weeksDry and wet humping has been an underrated sex acts. One of my girlfriend's favorite ways to 'get off' is by an 'edged' hip dry hump. With the right woman, she'll know how to give you the business while she gets off in her own way.
2 weeksBeing a scent driven human, I always go to the 'cooter' buttons to have some fun. A facesitting with a 'muchie' rub is as good as it gets. Anything on the taint is going to be rich in pheromones. The more the better.
2 weeksShe's got a nice body... I prefer natural breasts and a cock and balls that work.
3 weeksI am not really into this theme of 'doing' ladies that are induced into a catatonic state, but I am here because I take great pleasure from watching Dee Dee's fabulous body. Every time I see her vagina-asshole complex, it makes me think how wonderful it must taste and smell.
3 weeksShe's definitely a 'looker' with all the right parts as can be seen from those amazingly well done POV's. Purely outstanding!
3 weeksJohnny Depp, jut like it says in the description.
3 weeksHeaven on earth would be doing a facesitting '69' with Christine hovering both her business holes over my face.
3 weeksGorgeous and sexy as usual.
3 weeksThe rear looking forward humping scene where Morgan's asshole gets the lingering POV, makes this video a classic. Who wouldn't want to play with a puckered 'brown-eye' like that?
3 weeksMorgan always reminds me of the Saturday night roller-wrink girls that i would meet out back for smoke breaks. They always wore daisy duke cut-offs or occasionally a 'Tanya Hardy smell my panties' wrink leggings, you know, the skin tight metallic ones with the thick cotton panty patch kind.
3 weeksAmy was one of the most rare beauties of the early days of internet porn. Her petiteness combined with that stop-and-stare face made her an instant global favorite.
3 weeksIn this scene, the 'sisxty-nine' segment is one of thecbest i have ever seen. The closeup and lingering POV shots are world class... so good that one can almost taste Lily's special delights. She's a fuck machine extraordinaire.
3 weeksShe sure would be fun to play with having such amazingly exotic breasts. Think about the possibilities.
3 weeksThis is a Colombian baby factory en complete. Those eggs are just waiting to get busy procreating.
3 weeksI love a good handjob... always have. My girlfriend does me every couple of days and in turn, I do her. She does me with her bunched panties over my nose, which shifts me into over drive and I do her how ever she wants it at the time. I never finish first with her.
3 weeksThere are videos out there of these professional Chinese masseuse lady's that give these amazing handjobs. I mean, it's what they do for a living. Anyway, I like them because I let them know exactly what I want done, and then they do it. Most, if you're there for a full massage, will get the HJ taken care of early. My masseuse sits on my face giving me her 'goods' through the whole 'tug'. Scent drives me crazy.
3 weeksThis may sound strange and it probably is, but the best part of plastic panties is when one pulls a pair away from the pussy and then smells all those sexual pheromones waft out.
3 weeksAn interesting observation about Mariah is how in her early years as a porn star when the new internet was just getting its start, Mariah was one of the most sanitof her peers. She required condoms and the idea of licking a butt was a none starter from the get go. To see her munch this guy's ass shows how things can change.
3 weeksIn the beginning of my sexual journey, I thought that eating a girl out was as bizarre as it could get. Then one day I saw Mariah in one of her earlier scenes and this feeling rolled over me like a happy clould and all I could think of how wonderful it would be to have my tongue in and around a girl's pussy and asshole. Thank you Mariah!
3 weeksYou know Eddy Powers takes a lot of flak for having a porn production company where he got to fuck, suck, and rim some of the most beautiful up and comers in the business. Like Mariah here, the girls liked him because he had an easy going style and he was fun to be with. Eddy would 'get-on', pump deep for a minute or two, and his model would get paid for it. Win...Win...
3 weeksIf I was given a choice between either Dee Dee or Dakota, seriously, I'd have to flip a coin. Both have that 'essence' that just does it for me. Lol
3 weeksDakota was delicious in every video she made. Her build, face, and cheribic looks made her a one in a million.
3 weeksShe doesn't look to happy, but in a good way. She seems to like the idea that her 'business' is about to be munched. This is a really hot video with a sexy leading lady.
3 weeksI never thought I'd wish to be the dildo on the end of a fucking mashine push rod, but if it was going to be with Dee Dee inside her marvelous cooter..... sign me up! Now!
3 weeksReminds me of my best friend's older sister. My goodness, that would be a fun body to have a play date with. The first order of business would be to rim that gorgeous ass.
3 weeksI first saw Dee Dee a long time ago in an uncredited video where her amazing girl-next-door body and face immediately made her a favorite of mine. It was years later that I found out her name. Dee Dee is a real sweetheart.
4 weeksFor the first few years of Octavia's (aka: Amber Hunter) adult movie career, every scene she did was with Steve Hatcher. Steve's alright but the format did get a bit thread bare, if you know what I mean.
4 weeksI saw Kitty in a lesbian scene with the most amazing pussy-ass eating segment. Kitty got munched and licked with well done closeup lingering POV's. Her petite frame and flat pan groin area were perfect. Kitty seemed to be enjoying it.
4 weeksReally weird content and not my style at all. After saying that, it's one of Dee Dee Lynns vids so I decided to watch it because I enjoy her unique face, breasts, and long lanky delicious body. I suppose everybody has a dark side, even sweet Dee Dee.
1 monthKennedy has done many amazing videos in her long running career and I think this is her best ever. There's a lot going on here like excellent videography, lingering POV's, a story line that works, and of course, Kennedy's gorgeous skinny body. So small but she can absorb the biggest of cocks with ease.
1 monthWhen my girlfriend wants to be eaten out, she pees and does a drip-dry. She'll be salty and scented with sex pheromones which for me is like shifting into overdrive. Scent is a prime mover.
1 monthThis was an interesting video because the POV's were so well done. Dee Dee has a perfect body so who wouldn't like to tongue pet her brown eye?
1 monthJust thinking how good that would feel. Can anyone say: 'hardbody'?
1 monthI'd love to see her doing '69's with some ass eating lingering POV's. She also has that giggle that happens as a part of her nature.
1 monthI love her look. Pure sexy!
1 monthOne of Kitty Jung's best videos. After spending a year in Thailand where most of the taxi-girls look like her, I can say that Asian pussy is sweet as honey to me. Delicious!
1 monthBarely Legal videos were so well done. Back when even the best video quality was poor, these videos delivered in content and range of teen actors that were just breaking into the business. The Barely Legal magazine photo shoot of Tiffany Walker was superb. My goodness!
1 monthTiffany has got to be one of the most perfect girls in the porn business. Absolutely, totally, gorgeous sexy.
1 monthThere's the part where the head of my dick comes in contact with the asshole of my ladyboy partner with a bit of resistance and then, the sphincter yields allowing my cock to slide into the paradise of a warm moist colon,
1 monthI learned to enjoy the pleasures of the ladyboys in Bangkok Thailand. My attraction criteria was simple and straight forward: She had to be as petite and feminine as possible. The cock and balls part was there to be enjoyed. The cutie in this video is about as feminine as a tranny can get. My goodness! She's perfect.
1 monthI met a girl like this at a restaurant I worked at a long time ago. We would get together and just hang out and have fun. At some point we wound up on the couch and we fucked and did everything else, but she didn't like being eaten out as she thought it was uncivilized. Lol
1 monthI found it interesting that a few guys think Lily is a 'Butterface' beauty. I think she's the complete package. Petite, sexy as hell, fucks like a rabbit, and takes very large cocks up both holes with ease. What more could you want. Her face is gorgeous.
1 monthMy favorite porn theme has always been German 90's retro. My all time favorite female adult actress is Anja Rochus. Can't tell you why exactly, but that girl-next-door Tomboy impish look gets me going every time. Anja's truck stop scene made me a believer. My goodness, that girl can fuck and suck!