feminize me
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thanks for the submission! nice boots… :) Unsuspectable Crossdresser - Submit your hot pics I need some help running the blog, if you are interested let me know :)
Unsuspectable Crossdresser - Submit your hot pics I need some help running the blog, if you are interested let me know :)
thanks for the submission! Unsuspectable Crossdresser - Submit your hot pics I need some help running the blog, if you are interested let me know :)
thanks for the submission my dear and sorry for the delay Unsuspectable Crossdresser - Submit your hot pics I need some help running the blog, if you are interested let me know :)
thanks for the submission, I’ve added a pic :) Great Tumblr! Unsuspectable Crossdresser - Submit your hot pics I need some help running the blog, if you are interested let me know :)
a submission from a follower who wants to stay anon! thanks Unsuspectable Crossdresser - Submit your hot pics I need some help running the blog, if you are interested let me know :)
this is me dressed up thanks for the submission, nice outfit!, perfect match with the wig! Unsuspectable Crossdresser - Submit your hot pics
sissyforcock: My brother accidentally caught me dressed up. I figured now was a good time to tell him I’d always wanted his cock, especially ever since I found those magnum condoms. I told him I’d be practicing on a big dildo pretending it was
kaylaisasissyslut: teach me
this reminds me of my sissy bitches ♥
I love this sissy shop! Get the pinkest, most ridiculously ruffly dresses you can fathom right here.Sissy bonnets! Sissy bloomers! Omfg take pics and send them to me!
“My girlfriend learned about male chastity about 2 years ago - not from me. Due to her excitement about it, I decided to give it a try. The first month or so we played for only hours at a time but she began to push for more time in small quantities.
“What i’m doing? I’m preparing an invitation for tonight, poor Sissy. You will be dressed up like a real slut and we will have a lot of with you… trust me.”
“Damn… i’m really bored. Daniel, once again: you agree with me for a total makeover and then you’ll get a release.”
“Hi James, welcome to the ladies salon. Your wife called me and you should get a tight perm, right? Take a seat, we will start in a few minutes.”
“So, next step in the guide ‘How to create a Sissy’ is a perm for your hair. I know your stylists. Trust me.”
Truth or Dare: Dares definitely lead to more girlifications than truths. Go ahead and dare me.
Deal of a Lifetime: Or maybe it’s a deal for a lifetime. Sounds perfect to me.
Giant Dildo Insertions: In this economy, sometimes you just have to take one for the team. Hell, take two or three for the team. You’ll enjoy it. Trust me.
A Little Pick-Me-Up: If only more wives were as understanding and proactive as Logan’s.
The Catch: Is that you’ll be fucking a t-girl, Curtis. Trust me, you’ll love it. You may never want to give her up.
Your Personal Maid: Help out a sissy boi today! believe me, you won’t regret it.
Nod and Agree: Just say yes, Fifi. You’ll thank me for this advice a little later.
Imagine: Being in this sissy’s position. Do it now and let me know the first thing that pops into your head, okay?
Important Jobs. I can’t think of a more fulfilling one than this. Well, maybe if there were four guys and one girl. That way there’s no chance of me going without a cock or two if she gets really horny.
Mess Up Just Once! I’d have to mess up a few times just to make sure she doesn’t take pity me or anything.
Fresh Implants: Trust me… they shine.
Mysterious stranger that fucks your brains out and leaves heels behind in his wake… Sounds like Prince Charming to me.
A sleep over with only one sissy who happens to be me? YAY!
I’d definitely keep practicing… maybe day and night. Or maybe i could talk her into helping me practice… yeah!
A thorough ass fucking should do the trick. I know that always makes me feel decidedly feminine.
Oh, you’re getting fucked by both of them; just not in the way that you think. Trust me, this way is much better.
Just flirt with him! Tell him you are your own cousin. It’ll work; trust me.
I love it when they offer themselves up to me voluntarily. They’re so much more eager to do anything I tell them.
Trust me, you won’t regret it.
Maybe to keep me away.
Cayman Islands – once you visit, you’ll never be the same again. It’s a good thing; trust me.
I’ve thought about it, and yes, I’m sure I could deal with all the issues surrounding owning a pair just like those. Boob me up!
Trapped at sea with a boat load of horny men? Sign me up!
Don’t make me call Bimbo Protective Services on you.
Sure you can tie me up, baby. I trust you.
Date me! lol
Kirkus Reviews: Why did you - and so many other women - settle for less than what you were worth? Mika Brezinksi: I don’t blame my company for getting the best price they could get for me. I don’t blame MSNBC for what I did, which was sign a contract
doctornsara: No Man, No Right by Sonic Boom Six No man no rightTo tell me what I should wearWhat I put inside my body while pretending to careThey’ve no rightAnd we can live our lives the way we like.No man, no rightTo put himself in my headJudge
castration-clinic: Good magazine. Wish it was real. One of my last posts as castration-clinic before those assholes at tumblr H!Q nuked me :-(
sissyjustine2750: My Wonderful wife does this for me since I’m not allowed to touch my clittie re-post
prettysissydani: art from Centurian Publications, dialogue by me
amypee01: Would love to be made up just like this Wish this could happen to me. (not crazy about the Prince Albert, though)
lacysissy: Jessica Rabbit FBB A commission done for me by KinkyRocket.
Caught ‘red-handed’, strokin’ his dainty little peeny/clitty. Makes me want to stroke mine, too.
prettysissydani:artist unknown, animation and dialogue by me
prettysissydani: art by Gene Bilbrew, dialogue by me being a castrated house husband is the best some guys can hope for
Cross dressing sissy that loves being humiliated… lock me up and throw away the key.
Up having some wine and figured why not have some sissy lingerie training sessions! So grab up your bras, panties and sexiest outfits! It’s time to learn how to act even more sissified by a Princess like me. If you have a webcam even better because
Expose me please. I want everyone to see how much of a sissy I am! Mission accomplished!
I’d love for the girls who helped me release my inner girl to hold the key to my chastity device! Besides, not only am I much happier now and would never wanna go back to being a guy anyway, but my sissy clit seems to have shrunk since I started getting
My name is Sybil James you can follow me @sybiljames
