Boyfriend turned into girlfriend crossdresser

So I always take advantage of any opertunity to crossdress. When my girlfriend asked me, do I want to do a makeover? I was like, Hek Yes! She already knows I crossdress. We have been together for awhile and I told her about my little hobby early in our relationship. As soon as I told her she wanted to see me dressed. So I dressed for her and I think she was surprised. There were some critiques about my amateur makeup, and trying to hide my large shoulders. She didn't hate the idea of me dressed. She touched up my makeup and it helped a lot. We sat and talked about it for awhile as she was tryi… Ler mais

Publicado por Sarahaspencd há 6 anos 38

CONFESSION OF A SUBMISSIVE SISSI

TEN OUT OF TEN I have the opportunity to meet and live with Cullotenoir. Your conversations and comments are always welcome. I have learned many things from him and it has helped me to feel feminine and open to improve my role as a submissive Sissi. I am sure it will help me to prepare for a future relationship with another man, a woman or perhaps another Sissi, something that he willingly accepts. It will then be a good opportunity to demonstrate my femininity, mixed with the vocation of submissive: 1- He has taught me the five basic positions I should take when I am naked in front of him or… Ler mais

Publicado por Cullotenoir há 1 ano 8

Erniedrigt aber geil

Ich lief letzten Freitag den ganzen Tag in engen kurzen Klamotten auf meinem Balkon herum, weil draussen so geil gebaute Bauarbeiter arbeiteten. Abends klingelt es dann an der Tür: Ich mache, immer noch in den geilen Klamotten, verwundert auf und die Tür wird mir so heftig entgegen gestossen, dass ich nach hinten stolpere. Und schon ist er drin, dieser riesige Muskeltyp. Er fasst mich gleich mit festem Griff in meine Nackenhaare und zieht meinen Kopf streng nach hinten, dass mein Mund durch die Spannung von alleine offensteht. Er ist so einschüchternd kraftvoll, dass ich vor Angst und Erregung… Ler mais

Publicado por Abaddon1982 há 1 ano 10

Endlich entjungfert

Nach meiner letzten längerfristigen Beziehung mit einer Frau war ich schon geraumer Zeit wieder solo und wollte endlich nun das ausleben, wovon ich schon so lange geträumt hatte. Wovon ich geträumt habe? Ich wollte schon immer wissen, wie es ist eine Frau zu sein. Ich wollte wissen wie es sich anfühlt Frauenwäsche zu tragen und in High-Heels zu laufen. Zum Glück gibt es heutzutage etliche Versandhäuser bei denen man auch online und vollkommen anonym bestellen kann und so kam es, dass ich schon nach kurzer Zeit ein paar Sachen mein eigen nennen konnte die mir helfen sollten meinen Traum zu ver… Ler mais

Publicado por Abaddon1982 há 1 ano 4

Turned into a girl

During dinner, Donna was wedged between Beth and his sister. The girls were excited about the fact that Donna would be receiving the type of punishment that Ellen had administered. "So, Donna, how does it feel to be a girl?" asked Beth."You are kinda cute and I would like to be your girlfriend, even though you have embarrassed me in the past." Donna was dumfounded that a girl would want to befriend him for all of the juvenile acts he had performed in the past. Beth's mom then chimed in with the suggestion that perhaps Beth could help him with his budding femininity. Ellen thought that would b… Ler mais

Publicado por lisa_monteir há 1 ano 1

Forced Feminine

Are you a sissy who ever considered being forced through feminization training even though it’s forced, for many sissy girls during their crossdressing antics feminization can be very much a natural way of life would you like a copy of the 20 steps to feminization, you can reach out to me right here be warned that sweetie these exercises will strip you of every last ounce of masculinity Are you looking to get on estrogen medication like cream or tablets all of which are offered here within the sissy community when it comes to sissification one needs to get on hrt as a means to obtain hormones… Ler mais

Publicado por lisa_monteir há 1 ano

feminization process

for those of you who may be curious to find out what actually happens during the feminization process this email will indeed inform you of everything that takes place, from start to finish, at first not a great deal happens, the reason being, is that the medications being both estradiol and the chemical castration d**g known as Androcur are both working in sink with one another, basically, they are playing chess with the chemistry in your system, as a means to pin the male hormone testosterone in check, to ensure that the female hormone being the estradiol element can flood the body with… Ler mais

Publicado por lisa_monteir há 1 ano 1

MY SISSYFICATION EVOLUTION ( V )

MY SISSYFICATION EVOLUTION ( V ) Spring weather coaxed skimpy Summer attire. Melissa was 2" taller than me, so when we ventured out, I easily passed as female. I had learned all the subtleties and intricacies of face make-up, and my nails were always polished. I was "checked-out" by men everywhere. My legs and ass were muscular, shapely, and sexy; few women could compete from the waist down. The hormones kept working, and my breasts were now perky "B" cups. I learned to accentuate my assets. Mel found me a "tennis" outfit, which showed off my legs and ass, and the little skirt hid my little… Ler mais

Publicado por MrStir há 1 ano 7

wie ich zur Ficknutte erzogen wurde

Heute war ein schöner, warmer Sommertag von ca.30 C ,gefühlt war es allerdings viel wärmer. Deshalb beschloss ich, direkt nach der Arbeit zum Bade-See zu fahren, welcher nur 14 Km von meinem zuhause entfernt war. Als ich von der Arbeit nach Hause kam, stellte ich mich zuerst nochmal unter die Dusche um mich abzukühlen und um mir meine Körperhaare am Gehege und Popospalte zu entfernen. Für mich gab es damals kein schöneres Gefühl unten komplett blank zu sein. Nachdem ich blank war, zog ich meine rote , enge Fahrradhose an, setzte meine Sonnenbrille auf und schwang mich auf mein Fahrrad. Obwohl… Ler mais

Publicado por Abaddon1982 há 1 ano 16

MY SISSYFICATION EVOLUTION ( IV )

We sat still, I eased my hands away, and she laid against me in afterglow. After a while, I asked if I could come. "Sure, she said. Come on my feet." I removed my soaked panties and kneeled on the floor. She crossed her feet and slid them under my crotch where she could graze my balls, then took one foot and stroked up and down on my cock. "Go get a dildo for your little pussy." I was happy to oblige. Now I kneeled with a pillow between my legs. The dildo was against the pillow and easing into my welcoming sissy pussy. I was a sight; long hair, make-up, a bra containing realistic breasts,… Ler mais

Publicado por MrStir há 1 ano 8

Older Crossdresser, Part One

I was on and off again with my GF. It was a strange night at home where jerking off and using a vacuum pump was not enough for me to cum. I am at the adult bookstore cruising for some hot gay bitch boi pussy, it had been awhile since I had some hot manpussy stretched around my big dick. Then something completely surprising happen, this sexy tall blonde bitch came into the store. Now I knew this was a man dressed as a woman but damn the make-up, short tight skirt, fish net stockings, blonde wig and the pumps made me look at her real hard. I am looking at the drag queen, CD and shemale vids and… Ler mais

Publicado por BootsyCook há 2 anos 2

Sucking my straight friends dick

It was a typical Friday evening; I had just got done hanging out with a group of friends, and one of my friends decided to come over to my house and hangout for a while. My friends name is Dave, I met him in highschool when I was on the football team my sophomore year, he was a big time jock and became a co-captain on varsity as a middle linebacker. I quit all sports basically, but we remained to be kind of good friends over the years, and through our main group of friends we developed a nice relationship. Dave is about 6’2 and like 220 pounds, so he’s way bigger than myself, he’s basically yo… Ler mais

Publicado por pantycum666 há 11 anos 77

I thought it would remain a fantasy...

I had thought about it before, sucking cock. The thought of it did turn me on. Pictures of cock did excite me, but it was only a fantasy... We had too much to drink. We stumbled in and tried to be quiet, we didn't want to wake anyone. Collapsing on the bed, both nearly passed out, I layed awake with my urges. Oh, how badly I wanted to try it. Thoughts of it occupied way too much of my time and fantasies. Laying there, just thinking about it made my cock stir and my pulse race. Almost subconciously, I moved against him there on the bed. I felt such a strong, curious desire. My heart thumped in… Ler mais

Publicado por PaulMayer00 há 1 ano 10

MY SISSYFICATION EVOLUTION ( II )

MY SISSYFICATION EVOLUTION ( II ) Isabella sent the video and all the photos to me. I cherished these photos. For the rest of my life, I'd find myself masturbating, engrossed and cherishing the photos of a newly minted, willing, femmy slave. The next day found me sitting at her vanity in only the pantie and bra, while Isabella put make-up on me, but very light, barely perceptible. Next were girls shorts that fit nicely, with a colorful belt. Since we'd "bikini-tanned" at the pool, my legs were tanned all the way to my "bikini" line, and in these shorts, looked long and sexy. Next, (over a da… Ler mais

Publicado por MrStir há 1 ano 14

MY SISSYFICATION EVOLUTION ( I )

MY SISSYFICATION EVOLUTION ( I ) Summer after High school I was a sexual submissive with my very first girlfriend, Annette, she was one of my older sister's friends who when we played princess dress up would rush to undress me, to touch and kiss my cock and balls, and then dress me in panties and princess clothes. Annette had an aura of sexuality; sensual and seductive. All her summer clothes were tight and revealing, and I was drawn to her like a moth to flame. We hung out a lot, and sex was all I wanted to talk about. She implied that she wouldn't fuck me, but seemed to enjoy teasing and… Ler mais

Publicado por MrStir há 1 ano 18

MY SISSYFICATION EVOLUTION ( III )

My way bigger fear was that I was still sporting a bikini tan, which kept me conflicted; fearful of being discovered, constantly on a sexual edge, and woefully missing Isabella. The bikini bra outline was her "brand" upon my body, and it was fading much slower than I'd thought. We were 1000 miles apart, but I still was her "owned" sissy property. Isabella's "brand" was burned into my mind as well as my bra tan. Whenever I took off my shirt, the bikini bra outline accentuated my budding sissy-boy breasts, with their unusually large areolas, and way too sensitive nipples. I wanted to masturbate… Ler mais

Publicado por MrStir há 1 ano 13

Adventures of Alessia Travestita - Part 2

Alessia Travestita Hung Mature Blonde British Porn Star If you like Transexuals, big cocks, bondage, domination, deep throat, fisting, spit roast, 69, ass fucking, cum swallowing and big loads this story is for you. If not don't bother reading. If you favorite my story please leave comments and a star rating. Alessia is a real Transexual video star. She is also a Literotica member. For further background read "The Fabulous Alessia Travestita." Alessia is a natural blonde haired, brown eyed, mature fifty-five years old Transsexual woman from England. She is tall, very fit, stands 5'11," 36… Ler mais

Publicado por Alessia-Travestita há 2 anos 8

CD Photo Shoot. Part 2

Mara laid back on the bed. The studio lights, shining bright, showed off her beautiful body. Her cock, soft yet still thick, bounced against her upper thigh as she slid down towards the camera. She slightly brought her knees up, opening herself... exposing herself. She reached down and pulled her tiny, sexy pantys to the side. The string from the thong ran along the side of her full, firm and tight balls. Hairless, smooth, just above her perfect little, delicate asshole... her boipussy. Seeing her like that, I had never felt such lust before. "So impossibly beautiful," I thought. Such an urge,… Ler mais

Publicado por PaulMayer00 há 1 ano 3

A straight guys first time.

One of my first jobs as a teenager was in a restuarant. That is where I met "J." J was about my age and sharing some of the same interests, we became friends. Pretty quickly though, I started to realize that J might be gay. Pretty quickly, I realized that J might be into me. Subtle things, a look, a touch, but they didn't bother me. Maybe they were even flattering. Although J never outright said anything, I suspected. Back then, it wasn't something a guy would readily admit, especially to a straight guy. At that age, I was always so horny. I can only assume J was too. Maybe that was what forc… Ler mais

Publicado por PaulMayer00 há 1 ano 14

His older sister's panties.

We were about the same age, yet he was so nieve. He was petite, thinly built and almost feminine. I couldn't exactly say how or why I thought he might be willing to experiment. I also could not say why I felt drawn to him, why I wanted to be near him. Now, I could say I wanted him. I wanted that tight, little butt. However, then, at that age, the feelings and thoughts and desires were not so clear. I didn't think I, exactly, started out to seduce him, to corrupt him. Yet, that's what I wanted. We didn't know "Gay" I just knew horny. Over at his house, after school, I found my way into his ol… Ler mais

Publicado por PaulMayer00 há 2 anos 14

True story tv first dogging

I am a mature TV living in the north of the UK as you may well know . I have been dressing since I was 7 and having nylon led sexual fun since my early teens. The result today I have a very large wardrobe of clothes and shoes, am 100% smooth apart from a landing strip and have manicured nails and shaped eyebrows and with killer legs in high heels. I am divorced and able to play a lot, but, I had this one desire to go dogging. The problem was safety for me. I did not want to go to a hugely popular place or one that was miles away from me. So after looking at different swinging sites I decided o… Ler mais

Publicado por miss-behavin há 4 anos 62

Daddy's Strange Demand

Normally, Daddy sometimes has reservations about me wearing anything too fem when He fucks me. That has always been sort of a bummer in our relationship because I've always desired so much to be my Daddy's bitch, and here it is, He just didn't realize how much better of a faggot I could be if He would only just let me loose. Anyway, one night close to the date of our monthly hookup, I get a text from Him. The text reads, "Be pregnant my bitch". His English is very broken so is His writing of the language. So, I simply texted Him asking Him what He wanted of me. He then called me. He NE… Ler mais

Publicado por royalewithchees há 1 ano 31

Pleasing my man

I'm dripping his cum all over the place, making a mess on the bed. He just fucked me for close to an hour! I stand and it starts to run down my leg. He always cums huge. He is like a fire hose, love that about my boyfriend! He gets up off of me, sits on the edge of the bed, reaches up and takes my tiny soft penis in his hand. He reaches up from up under me, up between my legs in the back. He pulls my butt up and then pulls me up and to the front of him. He reaches down and works my panties, dangling at my ankles, pulls them up over my legs and butt. He adjusts the lace on the legs of them. "… Ler mais

Publicado por lisa_monteir há 1 ano 5

Bottom Bunk Bitch

I had just finished making Rocco's bed when he walked into the cell. My feet were on my bed, on the bottom bunk, my rear sticking out, whilst I laid out his covers. "Morning bitch," he told me, slapping my ass cheeks. The slap stung. But I was becoming used to them. He took a seat on a chair and took his top off. "Brenda," he ordered, "it's time you gave me my morning massage." Brenda was my prison bitch name, a simple deviation of Brendan. I wasn't a massive fan of it but it was better than being called a bitch all the time. I climbed off the bunk and turned to face Rocco. He was sat do… Ler mais

Publicado por lisa_monteir há 1 ano 5

wish I knew this years ago.

First, I should say, other than some experimenting when I was young, I have lived a 'straight' life. Married with c***dren, hetero, macho, all of it. The wife and to some degree myself, slowly got bored with our sex life, I wanted to explore, get more experimental, and she just wanted a lot less sex, period. As she lost interest in my horniness I just got more frustrated. It was during the same time frame that the internet and of course, internet porn, became so available. Needless to say I spent serious time watching and jacking and exploring. I soon discovered tranny porn and shortly after… Ler mais

Publicado por itsme2853 há 4 anos 176

Tender Moments

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Publicado por PrissyGurl24 há 1 ano

Best Fuck of My Life

Best Fuck of My Life This is a 100% true story of the best fuck of my life. It happened almost in 2016. I had gotten back into dressing after a very long time. I work very hard at being as passable as possible and it really seemed to work on this particular night. Here's the story. I got all dolled up in one of my new dresses and headed up to VIP Nightclub north of here. It had been a great night for me getting a lot of attention from both men and girls. One super cute Asian girl even came up to me and said I reminded her of Jennifer Aniston. I smiled and said, "well, maybe her mother". Time… Ler mais

Publicado por dicklover4two há 1 ano 10

First Time

This is another in a long of line of true stories about my crossdressing experiences. This encounter happened back in the 90s. It was Saturday night and I was on the road to the Queen Mary in Studio City. For those of you who were into the scene back then, you know what a happening place the Mary was. I was completely made up and was dressed in my favorite black, form-fitting dress. Underneath I had black panties and pantyhose. I had on great pair of 4 inch black hi heels. It was a long drive and just about 25 miles from my exit off the freeway, one of my tires had a blowout. So here I was on… Ler mais

Publicado por dicklover4two há 1 ano 8

Picked Up In A Parking Lot

Like all my stories, this 100% true as far as I can recollect. This was back in the 90s and I had gotten back into dressing after so many collect and purge cycles. A couple of months prior to this night, I had met a married couple at a get together at the home of a swinger couple. The husband was a crossdresser and his wife was a very cute little thing. At the time my son was still living with me so dressing was always a challenge. They told me that if I ever needed a place to dress, I could always come over to their home which was only 10 minutes from where I lived. So, I made arrangements t… Ler mais

Publicado por dicklover4two há 1 ano 9

BECUMMING THE FISHING CAMP PRINCESS.

BECOMING THE SISSIFIED FISHING CAMP PRINCESS!!!!!!!! Between being raised by a strict single parent mother, and living far out the boondocks of a small remote New Hampshire country town, my life was different than that of the other town boys.. Yes homework and then houseword were all I ever seemed to be doing. By fully LEGAL age 18,I was a good three to four years younger in mental developement as my mom was super protective of me, I was also still the physical size of most jr.high school boys but I could cook just about anything and even sew and do every single bit of household chores ther… Ler mais

Publicado por cddixie há 3 anos 3