Its Daddy Sissy

I'm a 29 year old dominate male from Canada who loves fucking little slut sissies. This blog is nsfw and 18+. Mostly reblogs as I'm a busy man but if you want to see just my own captions put #original in the search.

[sashacoki]

Getting perfect legs is easy! 😉😉

[itsdaddysissy]

Feminization ain't "easy" but it is all worth it.

[sissy4cockworship]

sissy transformation captions, sissy feminization caps

[itsdaddysissy]

I know where I stand.

[coverthypnotism]

Learn not to overthink things at http://www.coverthypnotismirc.com/

[itsdaddysissy]

Just do what feels right. Be your true selves.

[kinkerbud]

[sissywifecassie]

Everyone deserves to live out their fantasy!!

[itsdaddysissy]

So cuute! Must be the glasses and that winning smile.

[addicted2shemale]

[sissybitch7]

💖Sissy Bitch: http://sissybitch7.tumblr.com/ 💖    

[itsdaddysissy]

Always love this position. So dominating without a word even having to be said.

[itsdaddysissy]

now that craigslist is no longer doing personals, how would you suggest a sissy set up hook ups?

If you live in Canada then craigslist is still the way to go. I haven't heard of where the community has migrated to in the US yet, but make no mistake there will be a way to find casual hookups on the Internet. The Web is way too wide and open for legislation to keep up with an entire nation of horny motherfuckers. Just keep looking. Grindr and tumblr are places to start.

[ibanjenni]

[itsdaddysissy]

Have someone in your life you desperately want to fuck you? Do you fuck your pussy hoping that one day you find he's into girls with "a little bit extra"? You may be dreaming but at least it's a pleasant dream.

[sissyjoyc]

[itsdaddysissy]

Shows you just how far a dimple wig and some makeup can take you. Don't underestimate their power of feminization. You don't even really need a good quality wig, just grab a cheap one to start off with and start practicing applying makeup.

It will be all worth it in the end, trust me.

[lovefeminization]

[itsdaddysissy]

Easily done!

[nikkiprincessssi]

[itsdaddysissy]

Oh I've been "into" more than a few sissies, and if you want to chat just hit me up, especially if you are from Western Canada.

[alexandracontreras-trans]

[itsdaddysissy]

Sometimes it's the simple things that are attractive. This outfit isn't really a big deal but something about this pic I find sexy as hell.

[itsdaddysissy]

Another submission from a sexy sissy follower. I've always said I love anything easy access, I'd love to bend that bitch over and give her a proper reward for being so hot.

[amyglitters-blog]

[itsdaddysissy]

That's a cute gag. I have a ring gag myself but I have a problem.

My cock is too thick for anything but the tip to go through.

Alpha problems I suppose.

[itsdaddysissy]

Hey love the blog btw it's get my boipussy aching. Anyways do you have a kik and are you looking to own a sissy? Cause I'd love for you to be my daddy, thanks.

Unfortunately I don't have a kik, just the blog, and while I'm always up for some casual fun I'm not looking for a full time sissy at the moment.

[itsdaddysissy]

Another submission from a sexy follower.

[aleamateurcd]

By day I’m just a normal Boy, but by night I’m a sissy gurl cock addicted whore, who loves nothing more than being locked up for hours and abused by real men

[itsdaddysissy]

Which would you prefer to meet in a dark alley? I know my answer.😈

[itsdaddysissy]

Very cute selfie from a sissy follower. Keep up the feminization sluts!