Thursday, 29 March 2018

Porn Starlet

Me doing what I do best :)

Saturday, 24 March 2018

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.

Friday, 23 March 2018

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.

Saturday, 17 March 2018

Boy Clit Silky 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.

Friday, 1 December 2017

Cuckold

As a beta-male, all my romantic relationships with women have always ended with me being sexually humiliated. If strapons are not introduced early on in the relationship then cuckolding dynamics are quickly integrated.

For whatever reason, I seem to attract very dominating and kinky woman that are attracted to weak bi-sexual males like me. The forms of humiliation my girlfriends would bestow on me ranged from the psychological to the physical. An example, one of my ex-girlfriends loved to point out other men and tell me how they were more manly than me and could beat me up.


But my most humiliating cuckolding experience was when one of my exes invited her ex-boyfriend over to fuck me. I had recently admitted to her that I was bi-sexual which seem to have triggered in her the desire to see me get fuck by another man. Her ex was actually an alpha male and very big, he could easily beat me up. After he brutally fucked my ass on the couch in front of my girlfriend, he took her to her bedroom and they proceeded to have hot sex while I watched them kneeling in the corner of the room.

She broke up with me several weeks later, saying that she needed a real man in her life.

I admit that all those cuckolding experiences were very confusing for me at that time. On one hand, I was angry and humiliated and on the other, I was very turned on. The confusion only subsided when I accepted my position in the "sexual food chain" as a beta-male and sissy boy.

Now I appreciate and cherish all those cuckolding experiences. But the first woman to cuckold me was actually my own Mother. I believe that sex education starts at home and I have no taboos so I'm comfortable in admitting I always found my Mom to be a very sexy woman. But when she divorced my Dad, she did blossom sexually and was not afraid to express it.

I remember the first time I spied on her having sex with a man that wasn't my father. I recall watching her getting dressed for her date but what really stood out for me, it was the first time I saw her put on stockings and a garter belt. My Mom had beautiful legs and would always wear pantyhose but to see her in very classical lingerie was quite impressive and shocking to me.


But what floored me that night, is that my Mom brought her date home and I recall moments later hearing moaning, slapping and screaming for my Mother's bedroom. Out of curiosity I went to check it out and found her bedroom door was half-open and when I peeked in I saw my Mom on all fours on the bed with a big latin-looking guy taking her from behind.


For a young impressionable boy, it was quite a shock and demasculinizing, knowing I wasn't the men of the house anymore in a way. Seeing my own Mother being so slutty with men other than my father left a mark on my psyche and was one of the early sexual experiences that transformed me into a kinky sissy boy I am now.

Thursday, 30 November 2017

Family Guy

That scene from Family Guy is quite kinky, is that a potential Mother/daughter BBC gangbang that they eluding too?

Wednesday, 29 November 2017

Bullying

I think I was always a sissy and beta boy that's maybe I got bullied so much at school. But there's something maybe strange that I remember is that I would get somewhat turned on by some of the bullyings. I would seem to be arouse being called a fag and sexually humiliated in front of others.


I don't think I had a good understanding of BDSM dynamics at that time but it did arouse certain interests that would become kinks of mine later on.

But there is one incident that really sexualized my experiences of being bullied. The first happened when one of my bullies invited me to his place after school. He was your typical jock but he did have something different about him. I accepted thinking that he might have had a change of heart about me. But once we arrived at his place, he brought me directly to his room, pulled down his shorts and without a hint of hesitation in his voice, told me to get on my knees and suck his dick.

I don't know if it was out of fear, curiosity or arousal but I did as told. I think he might have discovered that I was a good cocksucker because he eventually invited over his place to suck his cock several times a week. His bullying of me did subside but he would sometimes call me a fag in front of his friends, more out of maintaining his reputation than actual malice.

But it makes me wonder that the bullying that us sissies experience while growing up is not sometimes sexual in nature? I just know that if I was in a prison setting, which is very similar to a school playground, I would end being the prison's bitch and probably enjoy it ;)


Saying that bullying is not a good thing, it can be damaging to someone's self-worth but maybe for us sisses there's some way to make it more livable?