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redtea
07-29-2018, 03:01 AM
Gotta milk my free night to myself as much as possible :D

This time i just wore the pink converse, heels are fun and all but i need to get more comfortable wearing what feels like the most humiliating outfit i could wear (shorts and camisole with bra partially exposed.

I did a pretty long loop this time and a few cars may have seen me.

From behind I probably look like a girl with short boyish hair, From the front it becomes obvious when you spot my facial hair.


I usually hesitate when going out wearing just that little extra that makes things interesting but tonight, since it was my second time out and i wasn't wearing heels, i felt pretty calm.

That is until i saw a group of guys down the street. Eeek if i had to choose between group of girls seeing me and group of guys, i would most certainly choose girls.
Guys make me feel so ashamed with just their presence. I feel like i have failed in my journey to manhood that every boy must go through. I feel super exposed and vulnerable to the harsh statements that my imagination comes up with.

Helen_Highwater
07-29-2018, 04:00 AM
Red,

Each to their own but I and I'm sure others will struggle with the idea of dressing to seek humiliation.

The usual message from those out and about to those stood behind tbeir front door is get out there and be proud and confident.

Pardon me for saying this but if there ever was a case were someone needs to reevaluate their mindset then this is it. That said if this is what floats your boat then who am I to criticise.

I suppose we all find our own path.

EDIT: I've just read your other posts and now I'm really confused!

Rachelakld
07-29-2018, 04:30 AM
Ya, converse will do that to you no matter what the color
- just kidding but...
don't be surprised if some male takes offence and tries to clobber you.

Teresa
07-29-2018, 05:15 AM
Redtea,
Let's not kid ourselves dressing as you did the inevitable had tro happen , I know part of you is urging you to do it but then panc sets in and thought of safety spring to mind . It's pushing the fight/ fright to the limit . iIremember my first drive I felt great until I was several miles from home and then panic set in I knew I didn't have a stitch of male clothing so what if I broke down or had an accident , I was also driving my wife's car on one occasion so people wouldn't pick me out from my car .

The important thing is you lived to tell the tale , it's pushing the boundaries to find a balance , they are stages we all go through , maybe it's going out underdressed , then a drive , going to shop for your first femme items , eventually it all come together and starts to feel very normal , well that's how it feels to me . Sometime we have to accept this does come at a price so we must consider if we are prepared to pay that price ?

redtea
07-31-2018, 03:57 AM
Red,

Each to their own but I and I'm sure others will struggle with the idea of dressing to seek humiliation.

The usual message from those out and about to those stood behind tbeir front door is get out there and be proud and confident.

Pardon me for saying this but if there ever was a case were someone needs to reevaluate their mindset then this is it. That said if this is what floats your boat then who am I to criticise.

I suppose we all find our own path.

EDIT: I've just read your other posts and now I'm really confused!


I have been alone for 27 years. I never had a Girlfriend, Never held hands, kissed, or had a first date.
Humiliation is the key to breaking my shell, for humiliation breeds courage which i'm in desperate need of.

Going out in the most horrifying over the top outfits is a way of hitting that part of my brain that freezes up when it perceives something scary.

I'm fairly certain the day i come out to my mom will be the day i gain the courage to really say whats on my mind to girls and not be such a -----.
I'm sick of the internet, sick of porn, sick of youtube, sick of searching for some answer on this site that doesn't exist - the answer will come from experience and experience alone.

Crossdressing adds experiences to my very boring and anti-social life. It throws me onto the stage and puts me into a state of Euphoria.

- - - Updated - - -

I highly doubt I will get beat up in this city, It's too wealthy,***** and leftist/liberal.
But if i lived in Charlotte, i'd be very scared.


(word is censored isn't a bad word)