Fragance

One my errors when I first started my journey into feminization is that I use to buy my beauty products without taking into consideration the consistency of my fragrance profile.

I would just buy anything that was feminine and cheap but I started to notice after showering or bathing that I didn’t smell like anything “special”. Basically, all those various feminine smelling soaps and creams would cancel each other out.

So I decided to limit myself to one flavor in all my main beauty products which were cocoa and coconut. The main reason for those two is that they are related to some of my interests like surfing, exotic locations, chocolate and even the 80’s, which always reminds me of the beach and Miami.

Having a consistent general fragrance is an important part of developing a feminine persona. Also having a very girly body odor is a great way to attract Alpha males and females. It’s also a signal to the world around you that you are beta male.

Nudism

One of the best advice I got from a fetish model and adult performer is that if you want to control your weight and develop confidence when naked in front of others, you should practice nudism and exhibitionism every day.

She said I should learn to walk around naked my apartment on a daily basis and I should also keep my window drapes slightly open so there’s always a chance that my neighbors will catch a glimpse.

She also said that if I want to be porn star, I should learn to be comfortable with people seeing me naked all the time, even my neighbors.

It’s advice that I follow religiously, the second I arrive home, I strip all my clothes. I have a strict rule, while at home I only dress in lingerie or strip naked.

Worshiping Aunt’s Heels

Even at a young age I started developing fetishistic sexual tendencies, one of my earliest memories of this is during a summer vacation in which my Mom sent me to my Aunt’s house for two weeks.

My Mother’s sister was and is still is a very sexy and feminine woman, I rarely seen her dressed casually. Heels, pantyhose and tight skirts seemed to be her default day-to-day wardrobe.

For a young impressionable sissy boy, it was always very intimidating to be around her. After my Mother, she was main my dominating matriarchal figure in my life, never hesitating to spank me or emasculate me in public, the woman in my family are very severe.

Of course, like any good sissy boy, when she would leave for work, I would immediately get naked, run to her bedroom and spend my summer days trying her lingerie while prancing around her house.

Like my Mother, she had a stash of sex toys that I could play with. But what I really enjoyed was her impressive collection of shiny heels, pumps and “fuck me” boots. I remember spending hours on the floor, dressed only in panties, licking and shining her gorgeous black pumps with my tongue, breathing in the sweet smell of leather.

I didn’t have access to the internet yet at that age but I knew that I was “queer”. While other boys would be playing outside, I was dressing up like a girl and worshiping my aunt’s high heels.

I was luckily enough that my “queerness” was so intense that I would give out a vibe and attract kinky older man and woman that took me under their tutelage and introduced me to the wonderful world of fetish.

Licking a Mistress’s heels or Master’s boots is still one of my favorite activities!

Boy Clit Sleeve

One embarrassing thing I tend to do during anal sex is drip from by little boy-clit, sometimes it’s pee pee and other time is pre-cummies. I sometimes even lose total control of bladder during very intense anal training sessions.

One way I prevent staining my black silk bed sheets while destroying my ass with one of my black dildos is by wearing a silky boy-clit sleeve. You make one yourself very cheaply by buying Silkies socks and pulling one over your pathetic little boy-clit.

Going Shopping with Mommy

I don’t know if any other sissy boys here have had the experience of going shopping with their Mommy for girly things but it happened to me on several occasions.

I remember once after convincing my Mommy that I need leg warmers for the approaching winter season, I subtlety hinted the idea that tights might be a better choice because they would keep my feet warm also.

To my surprise, she immediately agreed with me and brought me shopping. But what I didn’t expect is that she had me come with her to the woman’s department and choose several pairs of tights from a large collection.

Already feeling embarrassed from being the only boy in the hosiery section, my Mother asked a saleswoman to help us. I remember she was an older woman, dressed in high heels with long nylon clad leg. She seemed not even surprised by the fact that a Mother and her son were shopping for girl tights together, like it was something she’s seen before.

They both proceeded for what felt over an hour helping select various pairs of tights. The saleswoman even suggested that I might also enjoy wearing pantyhose for warmer seasons.

They even game me instructions on how to properly slip on tights and how I will have to be delicate with them. I was totally humiliated, I was being feminized and emasculated in public by my own Mother and a stranger.

My Mom ended up buying me 5 pairs of tights of various brands that night. Some of them, very sheer and silky. On the drive home, I remember she had a wicked smile on her face and I always wondering if she got a kick from feminizing me in public that night.

My Aunt’s Best Advice

We all have a family member that’s likes to talk openly about sex, for me, it’s my Aunt Katherine. We are very close especially because we are very open with each other about our kinky sex lives.

That’s another blog post in itself but we even recently went together at a fetish party.

But I remember when I was young, I had spent a weekend at her house while my parent’s where on vacation in Florida. I was still just beginning discovering my sexuality and still very shy talking about it but for whatever reason, while laying on the couch in our undies, after watching some horror films, my Aunt and I started talking about sex.

I don’t know how the subject came about but I remember I was completely intrigued what my Aunt was saying especially taking into account, I was  having constant sexual fantasies about her. (Yes, I believe incest is natural and it’s ok to have fantasies about family members.)

She gave me one piece of advice that night that stayed with me over the years, she told me that the number one skill to get a head in life is knowing how to give a great blowjob. She said that sucking cock can get you in and out of any type of situation.

It’s advice I’ve taken to heart, my cock sucking skills have saved me out of paying late rent, got me a dream job and even avoided getting me arrested.

I was too shy back then to ask her detailed questions about sex or admit to her that I’ve been exploring my feminine side by cross-dressing with my Mother’s lingerie but it was still a very erotic moment between an Aunt and nephew that I will never forget.

After the talk she went upstairs to bed, after watching some re-runs, I decided to do the same. While walking pass her bedroom door, I could hear the sound of her vibrator and her moans.

That inspired me also to play with myself, I went to the laundry room and took a pair of her recently worn panties and went to my bedroom. I spent the rest of the night enjoying the sweet smell of her sex while exploring with my fingers my still virgin ass hole.

 

Chun Li

One of my favorite video-game characters of all time is Chun Li. I remember choosing her every time I would load up a version of Street Fighter. I just loved her nylon covered muscular legs.

I want to cosplay as her one day!

William Tung from USA

Zelda

As a sissy boy and game developer, I don’t have a lot of characters that I relate to in mainstream games but I always suspected that Link from Zelda was a sissy, it makes sense, cute little boy prancing around in tights with faeries.

Call Me Daddy

Everybody loves a little of incest in their fantasies and also the Daddy/boy dynamics are very important in the gay community.  Having a strong and dominant male fatherly figure teaching you about cock and how to properly worship is important.

Also, losing your anal virginity as a sexually curious boy can be very traumatic, you need a mature experienced men that can properly prepare and train your ass to receive cock.

Ballerina

I’m writing a book about one of my favorite subjects, sissies. In one section I will explore my own journey into sissy lifestyle. Like many sissies, I wish that my Mommy and Aunties would have actively feminized me while growing up.

I think we all had this archetypal fantasy of getting caught by our Mommy while wearing her panties and after good spanking over her knee, she decides that maybe being a boy is not meant for us and proceeds to feminize us into submission.

My Mommy never explicitly feminized me like the fantasy above but after reviewing my early experiences, my Mom actually emasculated me on several occasions while growing up, sometimes in very delicious ways

I recall that she made me take ballet for two years straight, while other boys could play sports after school, my Mom would make me slip on tights and bring me to dance class three times a week. Of course, I was the only boy in the group. I remember that my teacher was this very strict Russian older woman that seemed to hate boys. She would humiliate me constantly in front of the girls in the class.

At first, at least my Mom would buy me standard boy dance tights for class but after a while, she started to buy me girl tights as an alternative when my regular pairs were dirty. But eventually, my teacher and Mom agreed that because I was the only boy in the class, there was no use that I dress differently from the girls and she had me come to class in the classic black leotard and pink tights.

I tried to protest at first but arguing with my Mommy always landed me over her knee with my butt cheeks as red as autumn apples. After a while, I was treated totally like any other girl in the class to the point that even the other parents didn’t even notice I was a boy.

But my ultimate emasculation was during our seasonal exhibits, in which the entire class had organize a show in front the school district. Because my teacher believed that boys who take ballet should be trained like ballerinas until they arrive at a certain age, our class was a all-girl group and that meant that I need to be dressed and dance like the other girls.

My Mom and teacher would dress me up in a tutu and put my makeup on before every show. I would even have to share the same dressing up as the girls. I remember feeling so humiliated dancing like a girl on the stage in front of hundreds of people while wearing pink tights.

When thinking about my youth, no wonder I grew up into a total sissy.