Know your Role, sissy

Know your Role, sissy
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Assignment - Self Control

Assignment - Self Control
Hi! Self control is a subject most sissies FAIL here at the School. It is just too much to ask that they keep from gooing after the slightest arousal. So for today......we will try anexercise in self control. It's a long one so be prepared to spend most of the day at this. First, why do I even need to say this, you should be in panties and a bra with your face made up. Wig is optional, heels are not. Tucked of course. Sit in a reclined position with a dildo in your mouth and begin to nub your little clittie. Please pay attention here.....you are going to edge three separate times then stop entirely....

The Importance of PINK

The Importance of PINK
Hi! Few of us will ever look as feminine as Ana Mancini without several visits to Dr. Troy (shameless reference to one of my FAVE shows) and a dump truck full of hormones. But....we can FEEL as feminine as she does in our everyday lives. PINK is the sissiest of colors although even Alpha Males can wear it. It is the one constant in your little girly life yet everyday Men can wear it without issue....we know better. Even the slightest hint of it secretly sends thrills through you. For this reason, you MUST incorporate some pink into each and every single day. Without fail. At the very...

Girlish Figure

Girlish Figure
Hi! This is a tricky subject. Most sissies weren't born with a girlish figure and many will never get one naturally. But there is HOPE! Some of this is obvious but bear with me: Diet. This goes without saying. You can't have a few burgers at Five Guys and expect to trim down to girlish proportions. Try these tips.....Take girly bites. Watch a girl eat and notice how much smaller her bites are. Do the same and you may find you eat less. Go for smaller portions - avoid a second helping. Eat green leafy vegetables. Add soybeans to your diet - I love them and they are full of phytoestrogens...

New & Retro & Shemale

 New & Retro & Shemale
Hi! In keeping with the 'Vintage' Theme....here is a newer vid with a vintage look.....Olivia Love in a Betty Page role....Yummmmmm! Enjoy! ...

Vintage Shemale

Vintage Shemale
Hi! I don't know if this is truly 'vintage' but I remember seeing this clip many years ago and it still thrills me. The actress' name is Leilani and she has a few vids out there.....I love the way her boobs sway to the pounding and there is a great sequence of her being properly fucked on her back with her hands on his ass pulling him in deep (now is that a runon sentence or what?). So HOT..... I will certainly wank to this one tonight....I hope you do too! Enjoy ...

Nipple Arousal

Nipple Arousal
Hi! One of my FAVE things to have done is getting my nipples pinched - HARD - as I'm cumming. Even if I am alone, I rarely masturbate without some form of nipple stimulation. A girl needs to learn to appreciate how import of an erogenous zone the nipple can be. With the proper training and exercise, the nipples can create their very own orgasms. For today's assignment..... you are to be in a bra and panties (tucked of course) with a dildo or butt plug fully inserted. Make sure to pull your panties up tight to keep it in place. The bra should be unpadded (silk or satin is best) and without...

Regular Clothing

Regular Clothing
Hi! So many vids out there show girls only in lingerie or slutty outfits or in 'club wear', etc. Don't get me wrong, I frequently wank to these vids and will continue to do so. BUT, there is somethig about the look of a girl dressed in 'everyday wear' that REALLY turns me on. This one, in tight jeans with a cute perky bubble butt, just makes my little clittie so hard I can't stand it. What an gorgeous little kitten she is! I would love a taste of both these actors....yummmmmm - Enjoy! ...

Becoming a girl

Becoming a girl
Hi! This is soooo exciting....a special treat/assignment tonight!!!! you BETTER have followed my previous instructions - you need a BIG load of goo for this assignment. If you cheated and goo'd earlier, you must wait to do this tomorrow night. Take your time and do this right. This is a step that furthers you down the path. Once complete, if done correctly, you will be a different girl forever. Setup: you will need a a dildo and time (at least 15 uninterrupted minutes). you MUST be in panties and it helps if your face is fully made up. The more 'enfemme' you are the better. you are to pick...

Wanking Material - ATM

Wanking Material - ATM
Hi! I love this subject - it's so nasty and sexy all in one. What better way to show your submissivness than to lick it clean after a good fucking? This sissy really knows her role - you should ALL be as good a sissy as she! Enjoy!! ...

Training - sissy

Training - sissy
Hi! This is a variation of a previous GIF with referemces to Anna Malice. Anna, along with Felicia and Natalienne are responsible for the creation of the blog. They inspire me to be a better girl and I couldn't thank them enough. Another blog, the(S)heplacements has also been instrumental in the shaping of jamie - thanks to Marlana for her awesome job! Last but not least, thanks to Amanda for all her faggy gayness....she inspires me to be the sissiest faggy gayboy. She is SO gay (and so am I)! ...

sissy Juice

sissy Juice
Hi! Most sissies have no idea how to cum like a proper girl -WITHOUT touching that silly little thing between their legs. The path to truly being the best girl you can be lies with the ability to be satisfied by penetration. After all, it's the purpose for which you were created, right? The girl in the video has it, she knows her purpose..... :) Tonight, I want you to take one of your dildos and penetrate your pussy. Use a LOT of lube and really FEEL it going in and out. Make it SUPER SLIPPERY. FEEL your lips gripping it. FEEL it rubbing against your prostate. you MAY NOT cum tonight - unless...

Wanking Material

Wanking Material
Hi! In another attempt to provide fresh wanking content....here is a vid of a sexy little thing satisfying her man as ALL sissies should. Enjoy! ...

Lisa Lawer

Lisa Lawer
Hi! In keeping with the 'tan line' theme today, here is Lisa Lawer...a very sexy girl. Great tan lines and very feminine. Every sissy would do well to end up like her....she's one of my faves. Enjoy! sissies ... you may NOT cum tonight. Don't even touch your little thing. I have something special planned for Sunday night and you need to make a big load of goo for it.   ...

Walking

Walking
Hi! Passing as a girl is FAR FAR AWAY for most sissies. In fact, for most every TGirl, passing isn't really on option....oh well, who cares? But .... for you prissy little sissy girls, apealing to your Dom/Domme is VERY important. you MUST develope a more feminine stride if you are going to be the best sissy you can be. There are many great sites to help with this - so find a few and get to practicing. In the mean time, here is a cute short (non sexual) video with a little 'easy to follow' instruction. From where I sit, the single biggest mistake sissies make is having too long a stride. Shorten...

Tan Lines

Tan Lines
Hi! My friend Kelli ALWAYS had tan lines as soon as the weather broke. She couldn't care less what people thought. I was jealous of her ability to be free from worrying about the opinions of people who didn't matter to her. In here memory, I plan to use the 'tan lines' M.O. all day today. Here is a little clip of a girl playing with a couple. Her tan lines are great.... And she's HOT. Finding fresh new content isn't easy....why not say thanks by leaving a comment? ...

Off Topic

Off Topic
Hi! I lost a dear friend a year ago tomorrow......this song reminds me of her so much. Plus Synyster Gates is yummy to look at. Everybody has a list of shit, crap, insignificant stuff they wish they had - you do, I do, everybody does. Most lists are of 'wants' .... Make a list of what you have. It makes for a happier existence. ...

sissy Hypno

sissy Hypno
Hi! Found this one with an unassuming title. Fairly long length and decent audio too. sissies, watch this twice in a row. If you get interrupted, start over. It is very important you watch it twice without a break. You'll understand why at a later date. Just do it. I love you sissy. ...