/sissy/

Any sissies on Jow Forums?

I'm going to meet up with a man in a hotel room on wednesday. He's going to dress me like a girl wig a wig, make up, lingerie, dress and heels. Then he's going to fuck my brains out. Never did any crossdressing before, let alone anything sexual with a man.

Kind of nervous but also excited. Please share your sissy stories how you became a whore for real men.

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>Never did any crossdressing before, let alone anything sexual with a man
>He's going to dress me like a girl wig a wig, make up, lingerie, dress and heels. Then he's going to fuck my brains out
That's quite a leap you're taking there

>tfw no qt sissy bf who i can put on hrt and turn into my girlfriend
ree

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I've always had that fantasy but never had the chance to dress up because there are always people around me. Posted an ad on cl and got to know a married man who loves sissies and will provide all the stuff I need. Still can't believe I'm actually doing it.

Good for you, kind of jelly actually
I fantasize about something like that too, but clothes cost money, make up is hard and what if there's poop

>Please share your sissy stories how you became a whore for real men.

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I wish I would have been able to be a sissy. Now my only hope is to find a smol sissy to take out my anger on.

>I fantasize about something like that too, but clothes cost money

Yeah that's why I'm so happy he will provide everything I need and I don't need to pay anything or hide it afterwards.

>make up is hard

I know, kind of worried because of that one. I'm most likely going to fuck it up, there is no way you can do make up right on your first time.

>I wish I would have been able to be a sissy.

It's extremely easy to be a sissy, that's what makes it so attractive. You can use all the tricks roasties use in order to be pretty and sexy, then you just relax and let the real man take over.

Not easy to be one that's worthwhile.
I was too tall and masculine. Now I'm too old as well.

Sorry about that, friend. I was always bullied because I was the smallest and shortest boy in my class. That certainly didn't help with attracting females. Which basically led me to this situation.

>really want to date a sissy boy
>am smaller and younger looking than most sissies
I guess I'm fucked, hm?

>Any sissies on Jow Forums?
>I'm going to meet up with a man in a hotel room on wednesday. He's going to dress me like a girl wig a wig, make up, lingerie, dress and heels. Then he's going to fuck my brains out. Never did any crossdressing before, let alone anything sexual with a man.
>Kind of nervous but also excited. Please share your sissy stories how you became a whore for real men.
One time i sucked a guy off i met on grindr

Only once though

>>really want to date a sissy boy

You don't date them, you use them as your personal cum sluts. Also, why not become one yourself?

Hell no, that's the dream dude.
Like hairy big guys are cool and all, but the real dream is two sissies together

Post greentext

Originoly

>real men
>real man

yikes. kill yourself.

What's wrong with that? The reason most people have that fetish is because they feel inferior and fail to attract females so they want to morph into one.

Yes I do, I want to love one and put him on hormones and make out with him, etc. I'd turn him into my gf.
idk just don't want to be a sissy, never had any interest in it.

That actually sounds very hot. I'd try really hard to become girly and cute for you.

You know, the hormones would do a fair bit of the work for you, Anonnie.

I would only go on hormones if I had a dependable long time bf who was dedicated to making me into a girl. There is no way I'd do it alone.

It's my dream to turn a cute, awkward boy into my gf desu. I'd make sure to take good care of her (male)

I have an older guy fetish , I was curious and met up with an older guy at his home. I was 19, 5'6 & skinny AF with long dark hair. He was married 45, pepper hair , older guy muscles and total daddy. We started with him just having me suck him about twice a week when the wife and kids were out then one day he started to eat my ass, I LOVED it! He eventually progressed to fucking me and about a week after he introduced a wig. Thought it was weird at first but eventually got into it. After some time he eventually bought me a bra, garters, stocking and heels and told me from now on this is how I am to dress for him. He totally owned my ass so I did as I was told. I bought makeup and surprised him with it, he fucked me like an animal and I know I was hooked. Ever since then I was a total sissy slave for older guys.
pic is me a few years after totally turning into a slut

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Hnnng. Fucking hell, girly boys make my heart and cock go doki doki.

Thank you! I Appreciate it! kiss!!

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You're so cruel, posting pics of yourself to horny guys who can't fuck you!

No worried I get plenty of cock sweetie!

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Nice, I wouldn't mind fucking

The guy I'm going to meet is 44 and married too, I'm in my 20s. And we are skipping all extra steps and going full daddy/slut right away. What makes it extra hot is that the dress, lingerie and heels actually belong to his wife.

That is AMAZING!! You will get right to the good stuff! It is so hot to me being turned out by an older guy who you know is just using you like a cock sleeve

sluts should be banned from life desu

Might even let him make pics or even film it. I know it's risky but having a video of myself getting fucked by daddy like a cheap slut seems to be worth the risk.

I allow this because my rule is whomever has me at the time i am his to own, use me, share me, sell my pussy I have no say - thus I have been filmed many times.

Be VERY careful OP unless you want to be blackmailed !!

>he fell for the "trap" meme
I remember 8 years ago when people would post threads like this as a joke. How did it come to this?

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Jews did it. Jews made me prison gay

This is what has become the white race? Fuck i think i'm gonna get drunk again tonight.

Just want you to know I'll be fapping to this for a couple days

The Jews are responsible for the porn industry and growing degeneracy in women, but they didn't force you to go to Pornhub and look up "interracial crossdresser" (or whatever horrific degeneracy you watch), you did that on your own.

These weaklings will hang next to their jewish masters.
I know, I know, I'm going back to Jow Forums now.

I LIVE to please men - please do!

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hahahaha faggot
i hope you contract a venerial disease. fuck you

user what happened to you in the past that caused you to be like this?????

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I would totally hit that. You are cute. This definitely makes me a part time gay.

$100 bet he was raised by a single mother.

Wtf wtf wtf wtf wtf wtf wtf wtf wtf wtf wtf wtf

Degeneracy like this needs to be ERADICATED!!!

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tfw no sissy bf to love and cuddle

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yes! Fuck me to death! what a way to go!

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>letting a man to do your make up

okay, bend over.

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would be awesome to be a sissy, i got really good hip to waist ratio for a guy but i need to lose some weight and get some girl clothes and heels :D

Good for you OP. I'm also having a similar situation in about a month. Found a guy who's willing to pay for everything and will even let me control the flow of how it goes so I can choose to have him be gentle at moments and to fuck my brains out the rest of the time.
It's also my first time crossdressing and doing anything sexual with a man.

where is the dick at on this person

I'm guessing his huge dick is tucked in his ass. Which actually makes me really mad. They don't even use it. There should be a way to transfer it to dicklets such as myself.

damn why not just join the trannies then

>post thread in /lgbt/
>5 replies
>post thread in Jow Forums with same text and picture
>53 replies
>mfw Jow Forums is actually more gay than /lgbt/

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Tfw when right on the line of deciding to become a sissy or try to become a normal person.

Exactly trannies often have clit tier dicks. One of the reasons they become trans.

I would love to be normal. Have friends, gf, kids. But I haven't been able to achieve anything in 28 years and it's too late to anyway. The only thing left is to become a sissy and suck dick.

Nah, I don't like dicks. Altough I wouldn't mind fucking a passable sissy dude, but even them want a well endowed fellow. I'll just wait for the robotic waifus.

That's not a healthy mentality. The thing about being a sissy rather than being trans is that it isn't permanent and you're supposed to do it for fun not out of desperation. That's why I have all the people who say they have no manhood as a sissy. You do. You just like to take it away sometimes and/or for someone else.

>/lgbt/
Have you ever been in an /lgbt/ thread with more than 50 replies? Those people are fucking savages, animals even, they hate themselves more than they hate cis people, and they REALLY hate cis people.

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tfw tranny with erectile dysfunction and my dick is only a little bigger than my thumb

I never visit /lgbt/ as I'm not gay. And no, being sissy is not gay, it's just a fetish.

>as I'm not gay
the board is actually like 90% trannies

Id love to fuck you with a dick 4 times the size
God, cock size differences are hot

Sounds like a good deal. Where are you from?

>sissy is not gay

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Its really not. Sissies aren't attracted to guys, just dick.

In a certain way I see what you mean as this is true. But a dick is still 9/10 times is going to be attached to a guy and it's the male genital so it's gay. If you also like women it just means you're bi.

This. I only became one due to a life full of abuse, rejection and bullying which resulted in serious inferiority complexes. Literally the only way I could in any way somehow touch girly things or have sex is by pretending to be a girl myself. I won't lie, this is fucked up beyond belief but there is a reason I ended up like this and it wouldn't have happened if some things went differently. I am, however, not atttacted to men, just the masochistic abuse and humiliation.

>But a dick is still 9/10 times is going to be attached to a guy and it's the male genital so it's gay

Hardly matters, they still aren't attracted to guys, the core aspect of being gay.

Sissy is obviously gay, having sex with men is textbook homosexuality. Of course, many are bi.

>as a joke
I remember 10+ years ago and people loved traps all over Jow Forums.

get out noob.

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You are confusing a fetish with sexual orientation.

The immense majority of Jow Forumsfags are new, unsurprising.

If you want them to have sex with you, then you are attracted to them, aren't you? Or it's only the humilation that gets you off? I'm a "trap", and I know I like dicks and men, I'm bi. But it's probably different for sissies, I guess.

Only the dick. Remove the dick from the guy and he becomes nothing, remove the vagina from a girl and its an improvement.

does anyone here like trannies who don't have tiny dicks?

Interesting. The dick is important, but I like the rest too. I guess that's the difference between homosexuality/bisexuality and your kind of fetish.
Another reason why traps should never be confused with sissies, too.

What gets me off ist a weird mix of humiliation, submission to a superior male and pretending to be a girl.

Have you ever paid attention to dog behavior? The first thing weak dogs will do is turn around and expose their butts. Does that make them gay? No, they are just weak, as am I.

Well I think its fair to put sissies under the bi umbrella, but personally I've never been attracted to a guy other than just looking at big dicks in porn and traps. Dicks are very sexy but everything else about guys is totally unappealing to me.

>I'm not gay, I only like dick

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I am sissy too! I posted this 2 days ago a bunch of pictures of me. First time posting them on the internet.
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If you like them please click the extension button and leave a comment.(No account required.)

Yeah. Liking holes doesn't make gay men straight. And liking poles doesn't make straight men gay.