Ladybois Are Replacing Biological Females!

I'm a Caucasian ladyboy and I make a living having sex with men in adult bookstore arcade video booths. When I show up every afternoon between 3 and 5 p.m. and they hear that buzzer ring followed by the sound of my spike high heels clacking on the floor, the straight guys start jockeying for position to have a session with me! They have totally dismissed their wives and girlfriends to be with me! I am the lady they have been seeking all their lives! From the minute I first stepped into a pair of my mom's high heels during puberty, and I felt that jolt of transformative electricity coursing upw… Pročitajte više

Objavio/la desperatesissy Prije 2 dana

A Ladyboi's First Fuck!

I'm a ladyboy - passable trap, Caucasian, very feminine, small penis - and the guy who popped my cherry looked so much like the man in this video - hairstyle, big cock! I was scared and all he wanted was a blowjob, but I wouldn't stop pestering him to fuck me, so he finally agreed. We were in an adult bookstore video booth, and I'll never forget his last words to me before he mounted me: "You better be sure you can take it, because once I start I aint gonna stop until I nut." I nodded nervously and positioned myself on knees and elbows on the vinyl bench, my bare buttocks cocked high, and I sh… Pročitajte više

Objavio/la desperatesissy Prije 4 dana 1

Can a Man make a feminine male PREGNANT?

They say a man can't get pregnant. And I guess that's true - IF he is a MAN. But what if he is an extremely feminine male? I was born male physically, but I never was anything but female. My plumbing was male, but every other thing about my body just screamed, GIRL! Even as young as 7 I remember my little dick getting hard, thinking about me being a girl and some guy following me and raaipping me! Once puberty hit, I began masturbating constantly and strutting around the apartment naked in my mom's high heels and her red lipstick! My mom was a whore, and she danced naked in strip club… Pročitajte više

Objavio/la desperatesissy Prije 26 dana

Miss Cell Block Queen!

I've always been a soft feminine sissy. I began crossdressing during puberty and by the time I got arrested and sent prison, I had been passing as a girl for a long time. Everyone told me what was going to happen to me once I got to state prison - I would be raipped and passed around to all the men. So, while I was nervous, at the same time I was thrilled because the thought of being lusted after by so many men was beautiful! In the prison when you first go on the block, they walk you in front of all the inmates - like a gauntlet. When it was my turn the COs made me strip naked - unlike the o… Pročitajte više

Objavio/la desperatesissy Prije 2 mjeseca/i 1

Fresh. Young. CUNT!

I grew up wild on the streets. My mom was a nude dancer and flat-out WHORE. I have NO idea who my father is - and neither does my mom! I grew up watching her and her whore friends and they were my role models. Mom had a string of live in lovers - some women - some men, but usually they had one thing in common, they were all black. Due to my lack of male figures let's just say I wasn't the most masculine example of a boy. But I never considered myself as a sissy until puberty. It took a while but like most boys I found myself masturbating all the time. I thought I was straight - mainly becaus… Pročitajte više

Objavio/la desperatesissy Prije 2 mjeseca/i 7

BAREBOY SISSY!

Going through puberty I found myself always horny! I was masturbating several times a day! One night when my mom was at work, I was running around completely naked, and I caught a glimpse of myself in the full-length mirror! I couldn't believe how much like a woman I looked. I jerked off to my own image in the mirror, but after I came, I felt shame. But only for about a half hour, and I got horny again. I went back to the mirror and saw a pretty blond girl with smooth silky skin, girlish buttocks and even small pair of tits. I went to my mom's room and got a pair of her high heels and put them… Pročitajte više

Objavio/la desperatesissy Prije 3 mjeseca/i 3

Hole On ICE!

Keven, a small and slightly built young Caucasian has become the slave of a big black inmate named Rey. Keven was rai pped soon after arriving at the prison, and shortly thereafter was sold by his rai ppists to Rey. Rey did to Keven what is figuratively known in prison jargon: Put him up in high heels - which means literally making the young white a prison "woman." Rey used the little blonde as a female substitute, and because Keven was so white, so smooth, so soft, with a pretty little heart shaped chin and full lips - he could easily pass as a biological female. Rey enjoyed having sex with h… Pročitajte više

Objavio/la desperatesissy Prije 3 mjeseca/i 3

EMASCULATED: The "Perfect" Woman!

I've been a porn addict since puberty, but I don't think I've ever seen a sexier video than this! So HOT! So DARK! So fucking EVIL! I'm sure you can find sexier stuff like this on the dark web, but this is beautiful! In my case I had it all, a beautiful wife, a good job, respect in my community and church, and I traded it all to enter a life of degradation and servitude to another man! He got to my wife first - they had an affair. She insisted upon my meeting him, and gradually he and I became very close. SO close that my wife began to become jealous of our friend… Pročitajte više

Objavio/la desperatesissy Prije 4 mjeseca/i 1

Punk Ass BITCH!

I began crossdressing at home during puberty. Once I began masturbating, I couldn't stop! I was jerking off all the time! When my mom was out, I'd walk around the apartment naked and one afternoon I caught a glimpse of myself in the full-length mirror in the hallway and I was shocked at how sexy I looked! So young! So soft! Almost like a girl! I went to my mom's room and applied some of her hot red lipstick to my full pouty lips, then to her closet and stepped into a pair of her high heels! Oh, so fuckin' SEXY! I looked like a WHORE! With my long blonde hair, my pale silky body,… Pročitajte više

Objavio/la desperatesissy Prije 4 mjeseca/i 1

Caucasian American PUTA!

My boyfriend, Jose, is from Guatemala. He brings me to the adult arcade every afternoon around 3 pm. The arcade is located in a large complex that houses a strip club, 2 adult arcades, a gay bathhouse, and a gay nightclub. Usually, I’m wearing butt baring short shorts, a bikini top or halter top, and high heels. Once we pay the fee to get into the back, where the video booths are, he walks me straight to booth # 11. He opens the door, and I go inside. There I take off all of my clothes except for my high heels and my black 2-piece string bikini. I hand everything to Jose. He stuffs it into a p… Pročitajte više

Objavio/la desperatesissy Prije 5 mjeseca/i 1

Sweet Fairy Legs WHORE

Well! I had a wonderful night on Friday! I went to Corey’s adult arcade on Telegraph in Oakland, CA Because it was a cooler night I wore white tights, and a really cute little raspberry sweater that I bought. It’s a button up but it only has one button lol! It buttons at the chest line, so that it’s a low-cut V, then it spreads out below to expose my soft feminine tummy! Also, I wore my sexy black 4-inch heels. It had been raining but now it had stopped. I had my little gold clutch purse that contains my, lipstick, condoms, etc. I went to the window and gave the fee, just enough to get me int… Pročitajte više

Objavio/la desperatesissy Prije 5 mjeseca/i 1

Forced Femininity

Bitchboi, cunt, fa ggot cocksucker, fairy ass BITCH! I was a black guy’s bitch in prison. When I went in I was shaking with fear. And when you’re small and Caucasian, your life will be a living hell. I was approached by a white guy, he had tattoos all over his face and he looked like a demon. He told me that the other inmates were planning on ra ipping me and cutting off my genitals. He told me that the only way to stop it was if he protected me, and that the only way he’d consider protecting me was if I became his sissy - his woman. He told me he was going into the shower and was going to giv… Pročitajte više

Objavio/la desperatesissy Prije 5 mjeseca/i 6

Filipina Wife Lingerie Audition

I met Jocelyn at an online Asian dating site, and I knew I could never pull a girl like her in the US. I'm a small, slightly built little white guy with cornsilk hair, a heart shaped face, full pouty lips, and a soft smooth almost hairless body, while she was a gorgeous sexy beautiful woman! I jumped at the chance to marry her, for the reasons stated above, and she married me to get the Green Card. I'll never forget the look of disappointment that crossed over her face when she met me at the airport and saw me for the first time. But she sucked it up and went through with the marriage anyway.… Pročitajte više

Objavio/la desperatesissy Prije 5 mjeseca/i 2

Prison "WOMAN!"

A very large, very black MAN is walking toward the prison shower, followed by a much smaller woman. But on closer look, the "woman" is not a female at all, but is a feminized white man. The black Man's Caucasian "woman" carries the man's soap and shampoo. They both have towels wrapped around them - his around his waist, and "her's" wrapped high - like a woman. Once in the shower the "woman" soaps his black man's body all over, like a geisha girl!. You see these young white guys all the time in prison. Most of them were NOT meant for a life in prison. Most of them - like me - are weak, timid,… Pročitajte više

Objavio/la desperatesissy Prije 6 mjeseca/i 2

Hawt Naked Young F aggot

My mom hooked me up with a guy she met at work right after I went through puberty. She knew I was crossdressing and that I was a total f ag. She asked me if I had ever had sex, and I told her I hadn't. She told me that there were a LOT of men out there who were always on the lookout for my type. She was working as a nude dancer then, and a few of the "girls" she worked with were post op trans women. She told me that if I had the operation, she could get me hired at her club. She invited me to come to work with her to give me a tour. She fixed it up with the bouncers, who could care less… Pročitajte više

Objavio/la desperatesissy Prije 6 mjeseca/i 1

WORSHIP THE DEVIL!!

Carry a statue representing Satan and party at Carnaval! Dance naked men and women - eat pussy, suck cock, men with women, men with other men, women with other women! Boys wearing lipstick and high heels having hot naked sex with muscular men! Married women fucked in public by any man who wants them! SO beautiful! Cute young blondie eating out his black boyfriend's anus, then offering his buttocks to be fucked! I was still married to my Filipina wife when I began going to adult bookstores. She was fucking another guy, so I figured that gave me the right to do what I wanted also. Still, I didn… Pročitajte više

Objavio/la desperatesissy Prije 6 mjeseca/i 3

Jocelyn

My Filipina wife went to work at a Fil-Am club as a waitress. Because of her beauty and overt sexuality, she caught the eye of the manager, who promoted her to hostess. In the Philippines, almost all clubs employed hostesses - women who were available to keep male customers company - sit with them, dance with them, sort of like a geisha girl in Japan. Jocelyn was excited when she came home to tell me about the promotion. But it was only the first step. Not long after, the Rey, the big boss came by, and he immediately promoted her to executive assistant. Jocelyn was not educated, nor did she po… Pročitajte više

Objavio/la desperatesissy Prije 6 mjeseca/i 2

Lingerie modeling

I married a gorgeous Filipina I met online. I know I had no business marrying her - or ANY woman for that matter, because I was a closeted homosexual and cross dresser. All I knew was that Jocelyn was the kind of woman a slightly built, plain little white boy could like me could ever have pulled in the US - and we BOTH knew it! She admitted later that she was not attracted to me, and the only reason she agreed to marry me was to get a US Green Card. I realize now that I married her to live through her vicariously. I really didn't want to fuck her, so much as to BE her! I had been crossdressi… Pročitajte više

Objavio/la desperatesissy Prije 6 mjeseca/i 1

I sent my wife to a strip club

I married a beautiful sexy Filipina I met online, even though I was a homosexual and had never had sex with a woman in my life. I don't know why I did it, I guess it was because I knew I could never pull a girl like her in the US. couldn't hide the disappointment on her face when she saw me in person - a little (5 foot, 4 inches), slightly built, pathetic excuse for a "man." But she wanted to come to the US badly, so she went through with the marriage. Right from the beginning she was letting me know that I wasn't her type. When we were in bed together, she would run her hands over my smooth,… Pročitajte više

Objavio/la desperatesissy Prije 6 mjeseca/i

Big Man's Cock Jockey!!

My Filipina wife cucked me with and older guy named Larry. He was the manager of the apartment complex we were living at, and Gisela had been fucking him for a couple of months before she told me about it. Larry was a big solid fat older guy with gray hair and a very aggressive personality. He was a biker and had lots of jailhouse tattoos. His apartment was up at the end and there were always people going in and out at all hours. It was pretty much well known that Larry sold everything from drugs - marijuana, fentanyl, whatever, and he also sold lingerie. That's how Gisela connected with him.… Pročitajte više

Objavio/la desperatesissy Prije 6 mjeseca/i