Are You a Sissy Boi?

Are You a Sissy? During the 1960s, the term “sissy” had a much different meaning than it does today.  now, the spectrum has many more subsets.

When I was a kid, a sissy was any boy who acted effeminate; any boy who wore clothes deemed girlish in style or color; any boy who did things considered girly; any boy who moved in any way less than “macho” – God forbid you allowed others to see your wrist hanging limp!

This left a lot of sissy quicksand for one to fall into; wear a pink, yellow or powder blue anything – shirt, socks, shorts, jacket – and you might as well just adopt a girl’s name right there on the spot. You might as well be content to watch the boys play from then on without you — because you’d never again be allowed to join in boy games.

Get caught by friends playing girl games – like house, fashion show, or tea for two — with sisters or girlfriends or girl cousins –, and you’d be exiled to girl’s land forever.  And even getting caught doing domestic things – cooking or cleaning, for example –, though you might get a pass because everyone knows that “mom made you do it! you’d still be ribbed relentlessly for quite a while.

So are you a sissy boi?

The addition ‘boi’ is a contemporary addition to the concept of ‘sissy’.

Oddly the actual closet sissies rarely, if ever, got called on anything because they were always on guard: they never did or said anything that would reveal their private sissy-ness to anyone.  So it was always the non-sissies that usually took the brunt of the sissy taunts.

While it was an unwritten obligation for any “man” (or boy) to out a sissy when he saw one, he’d often do so with his sole motivation simply to show that he himself wasn’t a sissy.

As boys growing up in the 1960’s we had macho standards to uphold.  They were set decades before our own by the screen actor rebels like James Dean or Marlon Brando, Paul Newman, or even clean-cut but dashing manly-men like Kirk Douglas, Gregory Peck, or Cary Grant. In the ’60s Steve McQueen ushered in a new standard: he was the King of Cool.  We had lots of macho roles to emulate.

There was a time when any cross-dresser would be deemed a sissy.  But things have changed quite a bit.   Gender has gotten more fluid, especially in clothing styles and colors, the acceptance of men engaging in cooking classes, and generally becoming more domesticated – remember the Metrosexuals of the 1980-90s?

In the 2000s when I actually came out and began frequenting straight venues, the term “transgender” gained momentum. People were no longer sissies, they were transgender; no longer cross-dressers, they were transgender.

There is now an entire sub-culture in the transgender community where men are sissified, which is like feminized, but with more frilly and submissive overtones, and often tied to B&D (bondage and domination) activities, a mistress or a master taking charge.

While some transgender gurlz strive to become more feminine, most envision themselves either as women [trapped in a man’s body), “Two-Spirited” – possessing both feminine and masculine components that comprise their gender identity –, or simply guys that like to be feminine and pretty occasionally – what’s wrong with that?

Nothing. Whatever your thing is, embrace it, explore it, understand it. Have fetishes griped your attention from time to time? Go with it. Life is short, live it fully!

If you need supplies, be sure to check out breast forms, wigs, dresses, estrogen, surgery, and more 

About the author

Sissy Master

SissyLife is an extension of Tglife.com, so that sissies have their own place to meet, share , and be naughty :)

31 comments

  1. What about having a tiny penis? I have one and was called sissy in gym class! that’s why I didn’t like taking a shower in the locker room !

    1. omg omg I hated taking showers in gym class too. It was so embarassing having the smallest wee wee in there. I absolutely hated it and was ashamed but I did admire the well hung guys and i got caught staring alot.

      1. I 😘 taking showers. I got to see all those cocks. I sucked cocks under the bleachers and I loved it. Yes I was the schools sissy boi. The girls loved dressing me up as a girl. I was skinny, short and looked like a girl with my long dark brown hair.

    2. Sure, I guess a small penis certainly pushes back against our outward masculinity. Though unto itself doesn’t mean anything. I had a boyfriend one time who was smaller than me, but it never seemed to impact him one way or the other — he was an alpha. But for those of us that are betas, I guess a small one makes things easier 🙂

      1. Yes i am a sissy boi. Realized about 1 year ago. And ive never been happier. Its a good thing in life to just simply be who and what u are . withvno shame or guilt its truly enlightening. Especially. After 40 years of catholic dogma im finally home

        1. I have a tiny penis also. I realized after a while that I was the smallest most women had been with. Now that I have come to accept who I am and what I can do I actually like that I am tiny. Just my thoughts.

      2. I don’t think the size of one’s penis really has anything to do with being a sissy or not. i have a average sized penis and believe that deep down I am a sissy. I am just beginning to come to terms with this realization. So though not an expert i have discussed this with many sissy’s i have met online and most are like me average sized.

    5. Its continually hard for me to live a double life, aspiring to be a 24/7 sissy, while being a machinist during my work life. And, a lot of my coworkers just wouldn’t understand. I wish I had a sissy sister in the town I live in, to be close to, as suck her cock from time to time,

      1. Being a sissy is difficult, period. Whether it is part-time or full-time. The exploration needed is to determine if being a sissy is something you are, or just something you like to do and then assess your actions from there.

  3. It took a long time for me to accept the feelings I had repressed, thankfully, with the increasing acceptance, and also sissy porn, I came to accept and be happy with my Identity. and I’m happy to not be alone in that.

  4. I see myself as a sissy boi because I am so intimidated by strong Alpha Males. When I was young this was hard for me to understand but now that I have a boyfriend, it all makes sense.

  7. I guess I am too, but I won’t ever come out., I am one of those who are straight (happily so) most of the time, but now and again I love to wear lingerie and more. I see myself as a versa, as I don’t get turned on by alpha males or daddies. I need some femme (much more pretty…).

  8. Still trying to come to terms with it, but I think I am. Although I’m married, I’ve realized recently that I am bisexual. My feminine side is becoming stronger to the point I’m addicted to butt plugs and don’t think I can cum without one inserted. My desire to suck a cock grows stronger daily. My wife doesn’t like to play but she doesn’t hold me back either.

  10. I love the “sissy lifestyle”… to me it is a dream cum true. I don’t like the “boi” part but I will restrain my inner “beast” to ignore such labels… I’ve been called worse. Sissy’s like myself need to be loved not labeled. We need to bond with others who share our unique perspective. That’s a good reason to stay connected on sites such as this. I thank Sissy Life and its patrons for giving me a comfort zone where Lara can be herself.

    1. Hi lara. Im growing more and more accepting of myself as a sissy as well. I don’t care for the boi part either as i feel like i see myself as a super feminine and submissive guy or almost a girl as it seems I like strong alphas, being intimidated or scared, and generally being bossed around like a good wife or gf.

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