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My life as a Travestite


HotTS

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Hey, I am travestite since 3 years and I am not thinking to become a shemale as I love my duality (boy - girl) and I take no medicines.

I live with my parents (I am only child) and study at University... :angry: 

I have a feminine look body but no breasts (and I am not looking for surgery)...  :P 
I am 1m74 (5.7 ft) tall and weight 61 kgs (134 pounds), blond hair and blue eyes... Oh I forget.... I am just 20...  :D.
I am full shaved (I often go to hair removal studio to get my body free of hair)...
Oh yes.... sorry.... my breast size... hihihihihi... I use breast prostheses I purchased in ebay (like everything else...) and they are 36DD.... wow!
But my best part is my back...  :P I work hard for it as I think it is what men look first before they speak to me...
I don't share any picture as I don't want to be recognized but I found a picture of a tranny who looks like me (except she has brow eyes when I have blue).
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So what's next?
Well... I love talking about me in real... Why don't I start some posts and I tell things about me? :rolleyes: 
I would start explaining how I dress as a girl (with tons of suggestions on what to do, where to find).
I can also comment how I feel when I meet men (how I do it, where, when...).
I hope you will support me with your comments, questions....  :huh: 

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We have talked in game, and I have found you to be a very lovely person... Just keep being you....

Oh thanks Terry, yes I recall you very well.

You know how I am and yes, I want to keep being the same person you met.

I just have discovered the forum and thought it could be a place where I can talk about me.

I hope people will appreciate.... Kiss.

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Here we go again!

I'd like to tell you now how I prepare myself to meet men... mmmmh.... 

You recall I told you I usually meet them every Friday and Saturday evening in Casa de Campo, that is a public huge garden at west of Madrid  :huh:

But I never go there when it rains (I know... I know... Rain is unusual in Madrid.... hihihihihi)... 

My parents... did I tell you I am lonely child?... think I meet some friends for a drink/dance... 

I normally start my preparation with a hot bath and look for my body hair prior to jump in.... Any unexpected hair is removed!!!... Everywhere... I just leave a straight arrow on my pubis... 

After the bath, I take the shower, and clean my back internally as I hate men get bad surprises on their penis... berk! :o 

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Then I massage my body with some oil and then some perfume (I love Alien!) and I check again I do not have hair on my body... hihihihihihihi... It is like an obsession!

And I dress myself.

First thing I do is to hide my penis under a pantyliner (absorbent piece women use) and then I dress a v-string (sometimes a swimming panty). I look for something practical rather than sexy at this stage...  :huh:

And then I dress my tights (I love Wolford as they make me feeling so sexy) normally natural or black, semitransparent with a glossy finish).

I don't have natural breasts but silicon prostheses I purchased in ebay (t-girlshopcom). They are huge (36DD) and heavy so I place them under an adapted thin bra... They look so real!  :o

And then I dress my lingerie.... always bra and panties of same model... always from Victoria's Secret as they are sexy and not very expensive... 

At this point, I am almost ready to leave home under a boy camouflage... hihihihihi... so nobody notice how I am really dressed...

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There is an industrial area, close to my home, empty at night and I drive there with my Toyota Aygo (my 18th birthday gift... ^_^ )... I remove boy clothes and then I put my sexy dress on... I purchase all that clothes in ebay (netpinky or fashions4fetish.com) and I have preference for wet look mini dresses that are made of nylon so perfect to fit me...  :wub: 

Finally, I put my boots on and start make up. I don't have much light in my car at night so it is hard for me to do a proper make up... so I try to simplify it to: face powder, some color, red lip liner and gloss. I rarely work my eyes or eyebrow.

Ohhh... I am almost ready... :rolleyes: I place my wig on... I do have 3 all made of human hair, my favorite has a french lace front in black-red color... wow!... that I purchased again in ebay (wigelegance).

And... finally... I am ready to offer my back and my lips to those men who love girls like me... :D 

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Thank you for being so open about it.  i also am a shemale.   But as I have found out that I prefer the female gender far more enjoyable, an are allot of fun.  I like so many of us have done the breasts implants, which are  the easy part.  I am on a hormone therapy know for a year. To make sure I really want to be one.  Man do i ever.  Wish you luck.  I an my GF wish you the the best. X

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Thanks LadyBlue for your support and feedback...  :D

I must confess I admire you... You have started the longest and most difficult journey a girl like us can do...

I thought about this when I discovered my preferences (I was 12), I thought I wish I was a girl. In fact, I really wish I'd born as a girl...

But I am unsure what my behavior would be, probably more virtuous... hihihihihi.... :rolleyes:

Today, I am scared about the point of no return, I mean, hormone therapy started and you have small breasts then they become bigger with surgery. In that moment you're not a boy nor a girl and have small opportunities to find a "normal" job (except prostitution and porn)...  :(

And then, personally (and I will later write a detailed post) I like sex with men but I never kiss them and never cum. Not only, I like they touch me or suck me.... but I can't take the male role... I feel impossible to "fuck" a man... despite my erection and how horny I can be...  -_-

And I had two girl-friends! I even had a short relation with a delicious Brazilian shemale.,,  :wub:

I think I love what I do today... that dual part of sex. Probably I am playing with my fantasies, perhaps I am having sex with myself... who knows?

With all my Love!

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Here we go!

I left my story when I was girl dressed ready to meet men... so?  What's next.... Yes!... Sex... :P

It takes me half an hour to drive to the place where I meet men... It is a large park on the west side of Madrid.

Families go there for a good rest, enjoy nature at day... Prostitutes and transsexuals go there at night...

In the specific area where transsexuals work (they wait for drivers to stop and engage), there are some green areas, trees, picnic furniture and so on... all so romantic!

I normally park very close and seat or stand waiting or I do a short walk in the gardens where the light is good... I like to see my partners face first... ;)

Men walk there as well, some look to watch what transsexuals do (specially when they do sex), others are just there to look for some free sex, a few are just curious or bored.

I do have usual partners that I meet there (or somewhere else as they ring me when need me).

But sometimes I go there and I am alone...  :mellow: so I need to socialize first!

I normally don't start the approach (except a smile). Men come to me very quickly (trust me... I don't wait more than 20 minutes)... and engage a chat (hey, how are you? what do you do here?)...

It comes to sex very quickly and they usually warn me they don't have money (thinking I can be a prostitute)... No worries! I answer... I don't want money! :lol:

I must confess I am easy, very easy... I take anyone who comes to me... I can't pretend to be the best transvestite and have tons of fans!

Once engaged, we walk to a very close picnic area as I find the furniture perfect for the poses I love... :wub:

I am attaching below my favorite pose (picture I took from Internet):

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It is true! People can watch us... but I don't mind!.... hihihihihi... I even love it!!!

I never take my clothes off, just my dress up, panties and stocking down... and then I help the guy with the pants and boxer... the penis appears in full erection... WOW!

Not all penis are full clean... berk!... but no problem... I clean them with soft baby tissues... and then I start the sucking part that... oh yes... I really love!...

I'll post a specific topic on how I do blow job... I can anticipate I never use condom and that sometimes my partner cums in my mouth that stops sex but makes me so happy... :)

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Then we do sex... always with condom as I want to be safe and... sincerely... I feel a very small difference when I do it without (I can feel the cum inside me).... but no extra pleasure, nothing that really makes me happier...  :huh:

Since I do this (3 years now), I developed a special sensibility inside my ass... I know how to fist me to give me pleasure so I know how to make my partner's penis to get me in and move... It is just question of angle... and then... oh yes!... I normally come to orgasm... and I feel relax and happy when my partner cums...  :rolleyes:

I never cum my self! Sometimes, my partner rubs my penis or touch me... he rarely sucks me... but it is always under control as I don't want to cum!

Once finished, I clean him and clean myself, dress again and then we walk back with a short chat (often based on the pleasure we felt... mmmmh).

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I told you in my previous post the place I use to go to have sex when I meet men for the first time...

Because it is outdoors.... and at night.... poses we use are just a few....  :unsure:

A part the dog pose, there is another one I sometimes do: stand-up with my partner beside me.

Oh? This is a pose I haven't seen in the game and I'd love to propose...

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It is not a hard pose for me because, heels included, I can reach 1m85 (6.2 ft) which is perfect for a man to work my back without difficulties... Sometimes, he touches my penis, caress me, kiss or bits my neck...

Better if he places me against a wall so I can't move... no escape... making me feeling her submissive lover...

I always feel extremely naughty in that pose.... hihihi!

 

Another pose I rarely do again because of conditions is the one below!

I specially like it when my partner is young, athletic, a wonderful guy to watch...  :wub:

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I always have an orgasm with this pose, I suppose because of the angle of the penis inside me...

I know it is the best pose for a girl like me to masturbate herself and cum... But... recall it... I never cum with boys... :rolleyes: 

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Here I am again... I mentioned in my previous posts what I do when I meet men...

It is all around oral and anal pleasure...  :rolleyes:

Poses are not as many because we do it outdoors.... sometimes in the car (perfect for oral, but very uncomfortable for anal sincerely)...

 

In three years I meet many men... but I can't say how many... youngest is 16... a handsome boy from Morocco who didn't speak Spanish... his friend, from Romania and same age, translating... I recall his cock was small and thin (he was a boy!) so I sucked him until cum... he was very happy...  :wub:

Oldest is, probably, over 60 but can't say really... I met men from different origins, East Europe, South America, Africa and even a couple of Chinese... not only the typical Spanish matador... hihihihihi...

I don't know what they do, if they do have family because I never ask as I don't care and, normally, men don't want to talk about... Some told me they have girl-friends, others they are alone... I suspect many are married but hide it...

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I have a partner who I meet regularly... He is, trust me, a policeman!...  :D ... I know, I know, it looks like a fantasy... He rings when he is alone (typically one Saturday per month) so I meet him in a small town north of Madrid... at night... in the town hall!... He just asks me to come girl dressed but not as sexy because scared of people who can see me (he can be fired!)... so I am sexy dressed under a large coat...  :lol:... And we do sex in one of the meeting rooms... and, yes, he is always dressed as policeman... just gun left away... we always do oral and anal in two or three poses...

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By the way, that make me thinking about safety... I don't think I mentioned anything about it?

I know many transsexuals use condom in oral sex.... beeeeeeeeeerk!... It simply tastes horrible specially when the condom is lubricated or has some retardant oils... It is absolutely disgusting!

I always suck on a natural way... I mentioned I clean the cock sometimes before starting... but then I lick and suck and love the sperm taste... that makes me so horny!...  :P

I must confess I had anal without condom... when I started... because it made me feeling very naughty so I loved it... but then I noticed I don't feel a special difference... fucking me with or without condom does not make difference to my pleasure... 

Not only, a lubricated one helps his cock to navigate inside me so he can even push it deeper... to my highest pleasure... ;)

So I always do anal with condom... rarely without (just two or three guys who I often meet and I trust prefer we do without)...

And when he cums, inside me, the condom makes cleaning quicker... I just need to clean around my anus... and I am ready for another one... hihihihi

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Some guys don't want to cum inside me... they prefer to cum on my face (I suppose they watched to many porn!!!)... I always refuse... Do you know how long it would take me to clean me and make up me again?... And... sincerely... it is not a pleasure for me... just for you guys...

I know I am clean because do AIDS test every three months as part of my blood donation...

Well... I am thinking to talk about my fantasies in a next post... you know... what I don't do in real... but I do in the game... SMACK!

 

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Hey! Here we go again…

Before I continue with my life telling, I’d like to thanks people who supported the posted by replying, by writing to me or by contacting me in the game… Thank you so much!!!...  :rolleyes: 

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I have been telling you things I do in real and I’d love to tell you what I don’t do but I wish I could…. Hihihihihi.

First of all my fantasies… the threesome with two guys… I dream about it almost every night, trust me… I know it… I wake up every day wet and with my penis in erection…  :wub: 

Men I meet in real are all alone (except two teens I meet a year ago) so it is hard to have a threesome in that conditions… snif!

I recall a guy I met and I sucked for an hour (yes…. True… I was so tired and bored at the end…), then he proposed me to call for any other guy walking closer and ask him to come for a threesome… But I was bored about sucking and scared about what he would chose (he said the first who comes!)… So I refused… snif...  :huh: 

I imagine myself like the girl pornstar I have seen in movies… with a guy working my back while I suck his friend…

God!... I feel I am turned on now that I am writing this… hihihihihi...  :lol: 

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Another naughty fantasy I have is the guy sucking me while is friend’s cock pushes hard and deep inside my thin hole… I am sure it would give me intense and long orgasm!

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I warn people I can’t fuck men and I can’t cum. It is against my nature… snif...  :( 

But I wish I could… like trannies I met or those I watch in porn… I wish I could fuck a guy until cuming… Oh God…

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Another similar fantasy is a threesome with a tranny and a guy… mmmmmh?

A tranny (one of my friends who works as prostitute) wanted me to come on help as she had a customer who wanted two trannies… but he rejected me… Again, I was close to have one but… snif! :P 

I know I said I’d post my experiences about meeting trannies… trust me… it is in my ‘to-do list’… SMACK ALL!!!

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I mentioned in my previous post I’d now talk about something different, that is my experiences with real trannies...

I guess you recall I explained I am a cross-dresser (some say Sissy, hihihihi, funny!) and I don’t have intention to become a girl as I love to swap between boy and girl... :lol: 

You know, I mentioned it, I am student and I don’t have a lot of money so I didn’t encountered as many trannies as I’d love to...

I met the majority in the prostitution area where I go now girl dressed, and had sex inside the car!

I met a few in the brothels (prostitution in Spain is tolerated) I found by internet, more expensive but more comfortable... :P 

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They all have started a hormone therapy and many have breasts and/or their butt rebuilt.

I’d consider I could classify them in two groups: those who seem men with tits, those who seem women with cock… ;) 

I only wanted to meet people of the 2nd group with a preference for brown long hair.

Many of them come from Brazil, others from other countries of South-America (Venezuela, Uruguay, mainly), none from Europe.

Not all trannies come from Brazil…. Hihihihihi!

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I suppose men feel embarrassed when they meet one for the first time (it happened to me), but I must say they are all very friendly (except blonds) and they were even friendlier when I met them girl dressed... :rolleyes: 

Except for one, I didn’t notice drugs or anything similar, many of them don’t smoke!

Regarding safety, I also must confess they easily tolerate sex without condom, specially if they find you handsome!

 

I recall a tranny from Venezuela, a very sexy one, lovely face, small with nice curves. I met her more than once!

She is one of the most intelligent persons I’ve ever met. She is the one who told me I am not gay, I just live a fantasy, she is my fantasy...  :o 

One night, we were in my car (small Avensis…. Ouf!) and she was sat me on top of her.

She penetrated me and took my penis between her breasts so she was masturbating me while she was fucking… Try it if you can… it is like heaven!

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I met others, perfect tonic body, long legs, round butt...  ^_^ 

They were taller than me and we had sex outside of the car, specially with the pose stand from behind...

Oh yes, I forgot to mention than only a few are passive (can’t have an erection because of therapy), rest is A/P and are always ready to fuck a sexy male butt like mine. They rarely cum.

Some explained me them that they can’t cum more than once a week to avoid effects on the therapy (cum generates male hormons) and I accept!!!

 

In my next post, I’ll talk about the most special tranny I ever met, the only one I felt in love with…

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My best experience was a brown hair, Brazilian 20 years tranny I met in a brothel.

Brown skin, super tonic body, long and skinny legs, D cup breasts and the sexiest butt a girl can have...  :wub: 

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We started with caresses and kisses (yes she kissed me!)...

We had oral, no condom, in 69 pose and I must say it was delicious...

Then she fucked me while I was laid down on the bed... :rolleyes: 

I felt like touching the sky with my fingers with her 20 cm cock push/pulling my ass. But she didn't cum…

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Then I took her in two poses (the same she took me, and the dogie one) and I didn't cum because I was concentrated on pleasure...  :P 

I was enjoying her body in perfect community with her!

Both relaxed, we had caresses and kisses again and she invited me to take her again the missionary pose, no condom that time... :D 

I understood I was special for her and I trust her. I made that moment a very special one.

She just asked me to cum outside her ass, so I did it over her tits!!!

And I took all my courage and asked her phone number.... YES!!!

And she gave me her phone number!

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We met again a week after (she made me waiting an hour because she was at work) and went to have a drink in the bar...

Guys there noticed her because she is very cute and was dressing a mini skirt... ;) 

Nobody would have noticed she is a tranny!

I spent the time kissing her and caressing her legs!!!

There was not a lot of conversation because her Spanish was poor and I don’t talk Portuguese.

We left and I followed her to the building where she lives and works... :( 

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A month later, she came to my home (I know, I know… I was crazy!)...

My parents were in travel for a week and I was convinced I would manage she doesn't meet any neighbor...

I prepared dinner for her and then we made love three times...

She cum, on the third one, inside me...  :lol: 

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I think I broke with her because I was scared to fall in love with a tranny.

I knew she would live Madrid because those trannies travel around Europe and never stay more than one month in a single city.

That was a year ago and I remember all her unanswered sms.

Today I continue to think about her, I miss her, and think I should have kept our relation on despite the communication difficulties.

NOTE: I have been searching her pictures in internet as I recall there were placed in a contacts web in Spain and in a couple of sex sites. But found nothing! Perhaps she didn't return to Spain?

So I took a shemale porn-star model who looks like her.

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Hey!!!!

I am afraid I have finished to tell you my story.... snif... :o I don't know what else I can tell you?

 

I feel very happy I find the courage to put my life on this post...  :lol: 

I think I am a normal girl, with a special interest for sex with strangers...

I can't pretend everybody enjoyed with my story but it helped me to meet new friends and find support...  :rolleyes: 

 

People I met in the game, after they read my post, asked me questions about my life... :D

Curiosity, interest, fantasy... All were polite and educated... And I did answer all questions... 

 

So I thought why don't I take some of these questions and I add them into my post?

Not only, who is interested, can reply the post with a question, write me or meet me in the game...  :P

No worries, I won't mention your name if you don't want me to do so!!!

 

So, here my first question and answer:

Q: I understand you're transvestite, do you have plans to become a girl?

 

A: A recurrent question people ask me. I don't follow any hormone therapy and I don't plan to.

I love to be girl dressed... I feel extremely sexy... I love to look at me in the mirror...

I find myself cute, exciting... And I caress me (specially the legs and the breasts) when I am with a men...

As I told before, I have a special sensibility that helps me to have orgasms when men take me...

A few rub my penis... but I never cum with men.... simply never...

And I like to come back to be a boy again... I love that duality I have inside me...

 

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Q: Did you say you never cum with men? How is that possible?

 

A: I simply can't. I always come back to my boy nature once I cum... :unsure: 

I need to take my girl skin off and put my boy's on... And I recover my boy behavior...

And I sometimes feel ashamed of what I did... :( 

So I hold my cum to avoid this happening when I am with men...

It is not as difficult because I don't rub my penis while the men is inside me... but I caress me and enjoy... ;) 

Sometimes the men rubs my penis and I hold my cum by taking control of his pace...

Don't think I don't enjoy (or full enjoy) because I don't cum!

I can't compare my anal pleasure to a cum... but I feel pleasure, sometimes small orgasms... :P 

You know, it all depends on the penis movement inside me... and size is also important!

A large and wide penis with long movements... can produce me small orgasms... but not only one.. I can have many... :wub: ...!!!

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Q: You mentioned you go where prostitutes work. Have you ever been paid for sex? 

 

A: Never. But I tried once... At the beginning... :P 

I was waiting since 20 minutes and nobody approached me...

So I decided to go where prostitutes are, I mean, to take my place close to the road where customers drive... But I stand 5 minutes walking from the closest tranny because I didn't want to be accused of taking their job!  :angry: 

But, not being a real transsexual, I was to ask less than others and agreed to be paid after the job and not before... 

In half an hour, some cars passed and just one stopped with a young guy inside... He told me "what's the matter? come on smile!... "  :unsure: 

I was terrified! And then I realized I was not smiling or feeling good as usual... I was simply sad or depressed so I argued "Well, you see... it is a desert!" meaning there was no customers... Of course! That was on Sunday!!!!  :o 

He went away and I did the same... It was late, I walked to my car to go home when he guy, almost 60 years old and walking outside of his Mercedes, asked me if I could meet him...

I knew he was looking for a prostitute and was to pay for!

Do you know what I answered?

I simply said "I am sorry... I am going back home"!!!!!  :ph34r: 

Was I stupid, fool?

I couldn't stop thinking about in the 30 minutes driving home!

I missed an opportunity!!!

Oh yes, you're right, he may have declined after talking.... but he was looking for a tranny since an hour... I am sure he would have taken me!  :( 

 

And I never tried it again...  :unsure: 

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I have a close-friend who also happens to be a shy crossdresser and I'm his/her full supporter. I can't get along with shemales at all, althought i find them amusing, but crossdressers are top-notch, especially the ones that care for themselves to look as feminine as they can get. When they get hard by dressing as female it is just lovely! When we get to have sex, I'm usually the active. I can't describe how fantastic is to see a boy to cum while penetrated. I have a few toys for occasion. I'm sure he would love to do that with men, but he isn't prepared yet, or so he says.

 

You probably need a female friend to grow confidence. For instance, I never allow him to penetrate me. Although I like to play the role of a slave, I'm prefer to be dominant when my partner is a sissy. Kind of hard where I live, but I wish someday to get a man to fuck my sissyboy while I watch him and support. You, HotTS says you are afraid of being recognized, perhaps you could try uploading your pictures in pages that you are sure none of the people you know, visit. Check the amount of watchers. You will eventually feel a sense of freedom, you won't believe. I did it, but sadly I'm just a woman in the midst of many.

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Hi Sailorpaladina,

Thank you so much for your contribution!

Your relation with your Sissy friend is very interesting and I love it!  B) 

 

Q: You probably need a female friend to grow confidence

Personally I have never had sex or any soft relation with a girl in my girl moment...  <_< 

It is too hard for me to explain to a girl that I love to feel like a girl (anal sex included) except if I find someone like you.

But all girls I met, me as boy, aren't open minded in front of the third sex. They see it with curiosity, rejection, pity...  :o 

They don't see it with complicity, fantasy...  :P 

And I'd love a lover/friend girl so I can finally understand how to make up myself !!!  :wacko: 

But I can't imagine myself passive with a girl, I should be active in that kind of lesbian love/sex... And I sincerely dream about! :wub: 

My parents told me a year ago they met a married couple where he dresses as a girl. In fact, they meet him girl dressed. That was a kind of child trauma (his parents wanted a girl) but he feels a man (he can't go with men but women) and followed his a psychiatric suggestion (dress like a girl). He spends a lot of money on clothes and lingerie and feels lesbian with his wife!  ;) 

That was an opportunity for me to explain to my parents I am like that man!!!

Did I take that opportunity? NO!!!  :o 

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One thing you must know. It is more unlikely for you to find a girl who likes active sissies than passives. From own experience and knowing the tastes of female friends, a guy who like to dress as a girl and is passive into man is funny and adorable. Of course it comes with some sort of humiliation feeling, but that's something you would need to stand. If you can stand, then you are ready. To be a sissy, you need to accept what you are and what you want.

 

Now, I wouldn't like an active sissy. A full shemale would be fine. The best part of the sissies (for me and my friends) is the air of superiority we feel when we see them or fuck them. It is the same enjoyment an active woman have when doing a passive woman, but with anal. A lesbian who likes anal sex is most likely willing to do a sissy.

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