Cosplay Cutie Miharu Tatebayashi

Sample Photo Gallery

Sample Photo Gallery

Sample Photo Gallery

I’ve been a fan of Miharu Tatebayashi from Chiba Prefecture since her first set was released on Shemale Japan back in June of 2014. I believe she was about 21 when she made her debut which would make her 23 or 24 years old now. Her early stats were 5’5″ (166 cm), 115 lbs( 52 kg). Her transvestite tryst with Himena Takahashi is one of my all-time favorites because they actually sucked and fucked each other until they came! There was a lot of intimacy along with the jackhammer thrusting. I really loved it when they lay side by side to make themselves cum. Miharu shot a creamy white load on Himena’s hard pecker and she kissed the bottom new-half’s nipples until she shot off. My favorite solo set of hers is perhaps her swimsuit scene where she ends up cumming on the tiles near her tub. She uses a big magic wand vibrator to buzz along the surface of her swim suit-encased erection. Then she whips it out and shows us how high her boner stands up when it’s fully aroused. While applying the pressure of the toy against her cock, Miharu releases on of the biggest Shemale Japan cumshots to date. Her doll face is in stark contrast with the long, cum-spurting cock between her pretty legs. Another one of my favorite solo scenes ended with Miharu’s dick defying gravity after she blasted her cream across her pillow in a cosplay set. I could go on all day about Shemale Japan cutie pie, Miharu Tatebayashi who currently resides in Tokyo. You can watch a video preview of her June Jun 27, 2016 update on Shemale Japan right now if you like. It’s her 17th scene on the site!

Meet Miss Megan Sweet

Femout.XXX is a celebration of girls in different stages of transition. That said, they’re all trans girls, but many look like they’re just getting started on hormones like sweet Megan Sweet. Here at Crossdresser Playground we love so many types of part-time girls and trans girls, too. In her Femout.XXX debut, Megan did a bit of toying with her rub-a-dub-dub session, as you can see in her sample photo gallery. Megan is what we call a “grower” which is basically a girl who seems to have an average size cock when flaccid. But when she gets down to stroking, finger banging, and fucking herself with large toys, it’s plain to see that this girl is hung! She has the most kissable, tight nipples and the cutest, most fuackable ass on top of that! The shaft of her lovely dick is darker than the rest of her and her cockhead gets flushed blue when Megan is fully aroused. The head just baely escapes the foreskin when her organ is hard enough to cut diamonds with. Fully exposing it could be a great challenge for the lips. Miss Sweet Brings the heat is the name of Megan’s second Femout.XXX set. One could think of the “heat” as a euphemism for Megan’s sweet cum! While pumping her big erection with one hand, the Canadian cutie pie rams that big dildo in and out of her fun spot until her creamy cum spills down her fingers. You can stream or download Megan’s two horny sets on Femout.XXX!

Watch The Trailers on Femout.XXX

The English Mansion: Strapon Fuck Slut

Ms Vivienne l’Amor is playing with her slutty sissy bitch Sammie, her cock locked away and wearing sexy lingerie. Mistress wears a big strapon and is soon thrusting it down the little slut’s throat, encouraging her to go deeper and deeper, the reward being to lick her beautiful pussy. Sammie is then bent over and feels the full force of Mistress’ pegging, the strap-on ramming in and out as she is lead into different positions in the dungeon and ridden hard. Sissy bitch Sammie is a bit tall and perhaps not passable as a real girl. But she’s definitely cute! You can see how horny she is by the constant flow of pre-cum oozing into her CBT device. The incredibly gorgeous Domme from The English Mansion forces the sissy to suck on her strap-on dildo while on her knees. That gives this Dominatrix a prime view of the sissy’s amazingly round ass. I’m not usually envious of a defenseless sissy, but I want to trade places when the pussy licking begins. But only a poor sissy could withstand the verbal humiliation delivered by a stern Mistress like Ms Vivienne l’Amor. My favorite part of this scene comes after the sissy’s tight ass is finger banged, then fucked by that huge dildo! Don’t miss this torrid femdom scene on The English Mansion!

Humiliatrix – Bratty Megan Humiliates You for Stealing Her Cheerleading Panties

Humiliatrix Bratty Megan isn’t barefoot yet as you see in the photo. In the video, she’s wearing a pair of white high heel slides as she lies face down on the bed. For you subs with a foot fetish who’d like to know, her pretty toenails are painted pale blue. As she kicks her legs up and down, it looks like she’s not wearing panties beneath her blue cheerleader’s outfit. Her ass is so wide and full, yet firm looking. It’s not actually her panties that were missing, but her Spanks and that’s why she confronts you so angrily the moment you enter the bedroom. She had to go through her cheerleading routine in a tiny thong because of you! As it turns out, she’s wearing that thong with the cute polka dots after all. Megan kicks off her heels and turns to face you, telling you you’re going to be her slut as punishment. Although her high-arched feet are bare now, she has the stinky socks she wore during the game while cheering. You’re going to cum in it and she’s going to save it in a plastic bag to humiliate you again later. She doesn’t want the Spanks back that you’ve soiled. But she is going to tell your friends and family that you came in them. Now she’s posing just the way you see in the photo. But you don’t get to touch her butt. When she turns to face you again, Megan orders you to get ready to cum. After you’ve exploded, she says, “You have a nice day and don’t ever steal anything of mine again! Then the Humiliatrix gives you one last look as the sock she’s keeping forever.

Sissy Slut School DVD on AEBN

Mistress Onyx is dying to gag a horny young sissy on her big she-cock and fuck her silly like the ones she’s just seen in the Sissy Slut School DVD to it! Danny’s wife catches him in her panty drawer so she decides to take him to Mistress Lexi Sindel’s Sissy Slut Academy. Mistress Lexi wastes no time turning Danni into Danielle, the latest sexy sissy slut on campus. The girls are taught how to wear high heels and to suck and fuck like good little whores. Even the Headmaster wants in on the action. Prom night is extra special when their real guy dates show up. Instead of going to the dance they decide to fuck their dates! In the end, Danielle’s ex-wife returns to collect her new sissy slut and gets a tongue on demonstration of what Danielle has learned so far! One of my favorite scenes in #05 where Mistress Lexi has Danielle Lynn and Jade Madison topless and in panties kneeling on the floor. The Domme fetches pretty prom dresses for them to try on and pantyhose, too! They meet their prom dates and sink to their knees to suck the cocks of the handsome, suited men. The sissies also get fucked in the livingroom!

Tia Tizzianni Model Bailey Love Turns Pro!


You might remember a hot crossdresser named Bailey Love from the Tia Tizzianni independent feminization an transformation websites. If that or this sample photo gallery doesn’t jog your memory, check out the latest VIDEO TRAILER of Bailey Love on Shemale Yum. She’s now living full time as a trans girl. Her two sets on Shemale Yum including her debut and follow up scene are absolutely mind blowing! Brandi shoots her cum in the second scene. It brings a whole new meaning to Bailey’s Cream! One of the things that really gets her off while masturbating is thinking about BBC, i.e., fantasizing about big black cock! Everyone knows that the penis is the ultimate symbol of sex and power and that black men and black tgirls have the biggest, fattest, thickest, meatiest cocks of any other race. With that in mind, it’s easy to see why racial tensions still exist! So any men are jealous of black people with massive Nubian dicks. All men know that women and a lot of crossdressers and trans girls secretly prefer black cock. Some are quite open about it and nothing proves it more than interracial porn. You even innocently started watching black dicks in white chicks so you could see what all the fuss was about. Maybe you thought you might be able to pick up on some of that legendary black sexual energy. But it slowly started to brainwash you. The more images of women and crossdressers swallowing black dick you saw, the more you realized that you yourself wanted to swallow black dick. And now, you’ve got the jungle fever, and the only prescription is more big black cock! You crave loads of black seed so just give into your desire for it. Bailey Love is so hung herself, it almost seems that she might be part black, but she’s not. There’s a great interview with her by my close friend the hung black trans Mistress Caramel if you’d like to know more about her adult industry career and transition. Meanwhile enjoy the trailers and streaming or full download options on the Internet’s longest running adult transgender website Shemale Yum.

Crossdresser’s Haven

Once upon a time, a gorgeous submissive crossdresser I know intimately wanted to try her hand at adult modeling. This photo was one that I, as her Mistress and photographer, shot at an upscale hotel in central Florida. It ended up on Crossdresser’s Haven where there are thousands of amateur photos split into the categories of Drag Queens, Romantic Crossdressers, Horny Crossdressers, Teen and Shy Crossdressers and Nasty Crossdressers. I own the model release form but I’m not about to make a copyright infringement complaint. My adorable sub loves being exposed and I enjoy fulfilling those types of requests for my models! Unfortunately, the site didn’t have access to the film of me releasing my model’s stiffening cock from the chastity device I bought her and my hung girly girl jerking off until I allowed her to cum. Oh, well. At least I still have it. Obviously this is a one-stop site with a collection of pics from Flickr, Tumblr, tran chan image boards, trap sites, etc., for CD and femboy fans who don’t have the time to search for the free photos all over the place. You might see some familiar faces and bodies on the homepage if you surf often for crossdresser and transvestite photos from mild to wild.

Chelsea Flowers Fucked on Black TGirls


Whether it’s 100% masculine men, genetic girls, or crossdressers, transvestites and everyone else under the sun, most Black-TGirls admirers visit the long-running website for trans girls with big black cocks, full breasts and the whole nine. Please pardon the pun. There are also hundreds of pretty crossdresser. Chelsea is a trans fox in the early stages of transition who says, “Chelsea Flowers here bringing you a taste of the meaning “young, hung and full of cum.” Small frame, lean toned body that’ll make you weak in the knees. I’m fully verse, I enjoy sex in its totality.” Chelsea doesn’t have a BBC that a lot of the other Black-TGirls models have, but she does hard a hard, cum-shooting spike of a cock. Her first scene on this site, “Breaking In Chelsea Flowers” was a hardcore with a studly Texan named Soldier Boi. She took his strong fucking hard too! She also has two smoking hot solo scenes if you’re not interested in seeing her incredible derriere impaled by hard black male cock. But we know that lots of crossdressers crave sucking Nubian dick and getting fucked by powerful, muscular black men also. We have tons of cum hungry, BBC-loving CD sluts reading this message! If you happen to be one of them, there’s all kinds of mouthwatering cock to lust after on Black-TGirls!

Vintage Cross Dressing

Lady Annabella’s maids get out of hand so often, she constantly needs to use her my disciplinary techniques to get them under control over and over again. She dresses them up in sexy lingerie, stockings, suspenders and basques teases and torments her submissives until their stiff cocks are straining for release!  Then the punishment begins, sometimes indoors and at other times, outside in the garden. Candice came to Lady Annabelle for her first photo shoot and here’s a gallery of how things got started. Candy’s second set was far more provocative. She was strapped to a St. Andrew’s Cross and fully feminized on Vintage Cross Dressing.

Lady Annabella humiliated Kitti outside with gags and a strapon. Poor little thing.

Maria was forced to serve Lady Annabella outside in her garden as a sissy maid in shackles. 

Horny sissy Kitty was dominated by two Mistresses and humiliated with food play.

Sometimes the Lady of The Manor uses military style anal interrogations and dildo training to keep her sissies in line. This is perhaps Kitty’s most severe session. She got what she deserved. Her tight, lovely ass was penetrated deeply. Her cock was also bared and stroked. Let’s call it a sissy clit, but keep in mind it’s a pretty big one for a part-time submissive slutty girl.

This stern Mistress from the UK can also be found dominating subs on! Visit Lady Annabelle’s websites for more photos and trailers, her creme de la creme letters, and her pièce de résistance HD movies.

CD Kate V on Chaturbate

Русский is her first language and English is her second because Kate_V on Chaturbate is from Moscow City, Russian Federation. The 23 year old crossdresser’s nickname is “Nylon Fever” and I’ll tell you why in case you didn’t look closely at that last photo. But first, let me remind you that weekends are the best days to sign up for a FREE REGISTRATION on Chaturbate for the most busy webcam weekends. You’ll find a lot of hot exhibitionists who don’t take tips. The girls who take tips get increasing hotter the more you tip them. Some have apps like omibod inserted that give them jolts when each tip rolls in. In room kate_v the other night, this gorgeous crossdresser’s webcam show began with Kate in a pink bra, black miniskirt and sheer black stockings. She peeled a banana and sucked it into the shape of a cock, with a realistic looking head and all. Then she stroked her real cock fully erect and it’s much bigger than a banana. She removed her stay-up stockings to show off her sexy feet and pedicured toes. Then she slipped into a pair of nude pantyhose and jerked off in them! She actually made a bodystocking out of the garment. Back in the black stocking, her two hour Chaturbate show led to Kate in chastity with dildo fucking! She slipped her feet into clear stripper heels and stroked her big dick like mad! With a large butt plug inserted, Kate used a magic wand vibrator along the exposed part of her CBT device. A huge blast of cum coated her tummy and stockinged legs! The lovely blue-eyed Russian blonde removed the chastity device and let her spent cock hang freely while she accepted a flood of tips for this incredible Chaturbate performance. You might want to see if CD/TV Kate is online now. Not that when you see “Exhibitionist” under a profile, you can watch for free all you want. Those girls and gurls do not accept tips and just want to cum with you in a Chaturbate LIVE webcam show.