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...

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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!! ...

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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)! ...

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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! ...

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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...

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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.   ...

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Amateur Video

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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. ...

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Tucking

Hi! There are a lot of tucking methods and I have expected you little issies to tuck and stay tucked for a while now. Some of you, bless your hearts, just don't get it. So....here is a terrific video of a simple way to do it. This vid is NOT glamourous and it shouldn't cause your tiny little clitties to get hard. Watch the video, then get yourself some tape - I recommend 1" clear plastic from the First Aid section of the pharmacy (DO NOT EXPECT ORDINARY SCOTCH TAPE TO WOK)....... Like everything else in your sissy development, don't 'run down the hill', take your time and do it right. Give...

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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? ...

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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...

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Assignment - Milking

Hi! Sorry I missed out on nearly an entire day yesterday. Had to go out and earn my paycheck - a girl's gotta pay the mortgage and all....... anyway..... this weekend will be fun and I will check back often for emails and comments...... :) Here's what I want....sissies must masturbate as often as they can this weekend. I expect no less than 6 times between now and Sunday night - but I prefer in excess of 8 times. I don't even care by what method you wank, just do it! Of course, you need to eat ALL the goo and, if you are an especially good girl, you will be full of cock during each orgasm....

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Sissy Trainer

Hi! I'm back FINALLY!!! This 'work thing' just isn't for me....I so prefer sitting around being a sissy trainer for all you little girly-boys...... OK, back to work......this vid has been around a little but the audio is fantastic and it's well laid out. I expect ALL sissies to watch it in its entirety...if interrupted, start over.NO touching, nubbing, edging - NOTHING. Do NOT touch that silly little thing between your legs until I say otherwise. I love you sissy. ...

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Final Chapter

Hi! OK....wherever you are with the wanking exercise....let's do it one last time then tuck that silly thing away for the evening. I want you sissies to uderstand, it is VERY important to follow the instructions if you are to EVER become a girl. This is NOT a part-time thing. Every effort must be made to get better each day. Enjoy this one, be her, feel how she submits to her man...this can be you. I love you sissy. ...

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Vintage Wank

Hi! I love this vintage clip...very hot little sissy wanking. Enjoy! sissies...no touching that silly little thiung today. It should be exhausted anyway! you are to be tucked up tight, wearing something pink...don't forget to do your peepee sitting down and think extra girly thoughts today. I will have further instructions later. ...

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No. 38 ***Assignment - sissy FAP Roulette***

I found this wonderful training at Natalienne's blog...I LOVE it....fapping is another term for masturbating....so just follow along and do EXACTLY what it directs. You can can find her Blog and the original FAP Roulette HERE Such fun and exciting the first time...good luck - don't cheat yourself. You desrve to be the girl you are. ...

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No. 36 ***Assignment - Sissy Cocksuckr GIF***

OK sissies......bear with me here........ you may already be aware I am a constant user of presets. But I want to be able to share them with you without the nuisance of downloading zipped files (really why would you?) AND because I love you. So.....I decided to try to convert one to a GIF to see how it looks. I'm not so happy...but I am a perfectionist and cursed with a need to be flawless...Here is your assignment.... Watch this GIF for 15 minutes continuously then comment on it. you will not hurt my feelings (I hope) and the next ones will be far superior as I get better at creating them...

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Know your Role, sissy

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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....

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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! ...

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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 ...

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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...

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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! ...

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Sissy Bride

My Mistress made me dress up like a bride. Not as a sweet bride in a beautiful white gown but as a slutty one in white lingerie. I was made to walk down the aisle in front of all the guests who were laughing. I had to show everyone my tiny little bald peepee and explain why I was the bride instead of the groom - ‘Thanks everyone for coming to my sissy wedding. As you can see, I am not a real man. I am just a sissy with a tiny dicklet. No girl would marry me and so, my kind Mistress has arranged for me to have a sissy wedding instead’. I then had to kneel down in front...

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Sissy Cheerleader

"You have never played any sports, have you?" asked Princess Jewel. "No Princess, I have never been man enough to make it to any team." "Aww, you poor gurl. Guess what? You can be a cheerleader if you want to." "I would love to Princess. But, aren't cheerleaders athletes as well? You need to be fit, strong and flexible to be a cheerleader." "No silly slut. You are too weak and wimpy to be a sassy cheerleader. But, I can train you to be a private back room sissy cheer gurl...

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