Becoming a girl

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 some very femmy music....I like Lady Gaga and/or Katy Perry - both are so girly and may only look at pix of cock - a few are provided but fell free to also use your own.

The act: you are to suck on the dildo for at least 5 minutes (you are encouraged to do more). Get it soaking wet. you may play with your pussy but NOT your clit. Talk to the cock, tell it you love it, tell it how big and strong it is..... After 5 minutes elapse, you are to insert it into your pussy. If it needs more lube, you have an unlimited supply in your mouth. For 5 addidional minutes, you are to fuck yourself with the dildo. Continuously add lube with your mouth - you are a dirty little thing so get used to the taste of it as it emerges from your pussy. you will develope a taste for this as you becme the girl you are.....your own 'ass-juice' is tasty....yummmmmm. Make sure you tell it to fuck you harder, deeper, tell it you are it's cunt, it OWNS you.......

The Finale: Once 5 minutes of fucking elapse (you are encouraged to do more), you may jerk your clittie to a climax. -BUT - you must pull out the cock and cum all over it. Hear this....the cum MUST end up on the cock. Then, after the goo is all over the cock, you are to put it between your lips, rub it all over them, get it on your face and finally, suck it all off. Make sure as much as possible gets down your throat where it belongs. Tell the cock you love, it tastes delicious, thank it for the huge load, love it, savor go look at yourself BEFORE you get cleaned up....what do you see?

The conclusion: you have just sucked the cum off a dildo while wearing panties and (hopefully) makeup. you told it you loved it and to fuck you hard and can NEVR look in the mirror and call yourself a man again. you are now, oficially, a sissy girl. Congratulations! I love you sissy!

Wanking Material - ATM

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

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)!

Wanking Material

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

sissy Juice

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 is is a result of penetration, no other circumstance is permitted. I want you to ONLY penetrate yourself for at least 30 minutes. In and out, rhythm, tempo, deeply....make love to the dildo. you may also suck on the other dildo while doing this as well as pinch your nipples and massage your breasts. Feel like a girl, be a girl. In and out. Suck the cock. Make love to the cock. Squeeze your tits. Pinch your nipples. BE the girl. you ARE a girl. Do it! I love you sissy.

Lisa Lawer

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.


Amateur Video

Like most of you little girly sissies, I love seeing original amateur content. A great place to see this is on - of course you need to be a paying member but it's not too expensive. There are literally HUNDREDS of new original videos posted by other members. I think you should check it out.... my name there is  " jamie_anne " you should look me up. I have a lot of personal pix on that site.

Here is an amateur vid that has been on the internet for a little while. I like this one because of its organic lust, the position changes, etc. These two are here to fuck, the video almost seems incidental. Enjoy!

sissy Hypno

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.


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. 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 some thought to this assignment and do it right INSTEAD of rushing and doing it poorly. Also be careful to avoid getting tape on the head of your little clittie, removing it can be very painful.

Once tucked, practice walking, in heels, remember to lock your knees, toes on the imaginary line, short steps. Feel girly, be the girl you are, embrace it.  Be very careful removing the tape. Doing it in the shower with the help of soap as a lubricant is a GOOD idea. Now get to it! I love you sissy.

Tan Lines

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?


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 it to 30" (max) from toe to toe and you will instantly get better at following this vid. I love you sissy.

Let's not forget one with tan-lines!!

Assignment - Milking

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. Once you fall asleep Sunday night, you clitty needs to be SPENT, useless, empty.....abuse it, work hard at this. It's important.

Additionally, I expect you to be in at least one peice of girly attire for the entire weekend. Please don't mess this up. It's critical to your development. A pair of panties, bra, skirt, a girl's tee shirt, panty hose, jewelry, something - 100% of the time. When you shower, I expect you to shave some part of your body..... I realize some of you are still closet sissies but you MUST make an effort. I AM letting you goo, right? So give something back to me, back to yourself and do this properly. How about you shave an armpit for the first time, your legs, or trim your bush to a thin whispy line..... do it. Then think about this all weekend, think about your girly self, what you are and what you are becoming. It's delicious to be a girl.

Here is a nice little sissy video to get you started. I know some of you dream to be owned by a girl with a strap-on but I will cure you of that eventually. If you continue to follow me, you could end up like the two sissies I've pictured, you'd like that right? For now, enjoy. I love you sissy. 

Sissy Trainer

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.

Final Chapter

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.

Vintage Wank

I love this vintage clip...very hot little sissy wanking. Enjoy! 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.

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

I found this wonderful training at Natalienne's blog...I LOVE it....fapping is another term for 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.

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 - this one took 2 hours, not all slides are mine but a few are. In the future, they will all be original content because you deserve it..... I love you sissy!

Know your Role, sissy

Notice to all sissies......
This vid is how  a good and proper sissy should act with her man. you are there for HIS pleasure....never confuse yourself over is HIS pleasure from which you will derive yours. Accept your place in life, embrace your role as a server of Man. I love you sissy.

Assignment - Self Control

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 are going to edge three separate times then stop entirely. Now....go about doing some girly tasks such as laundry, doing dishes, vacuuming, reading Cosmo or Shape, etc. After 30 minutes of 'busy work', repeat the original exercise. Don't forget, dildos like to be spoken to, treat it the way a cock deserves to be treated. After edging 3 times, proceed with another 30 minutes of 'busy work'. Now the preceeding should be considered 2 'cycles'. I want you to do 3 more cycles. For those of you with emerging mathmatical skills....that's a total of 15 edges a shitload of busy work.

Now, you should be sufficiently horny and your poor little peepee should be in need of some attention. Here's the fun part...... Take your dildo and get it soaking wet with saliva...don't forget to thank it for being such a yummy beautiful cock.... while tucked and reclined, pick your knees up a little and slide your panties off your clit.... now use the wet cock to slide all over your clit, rub it, let it 'hump' have no power over a real cock, it should be a little rough rubbing itself all over your crotch trying to cum.... continue to wet it with your mouth...if you tuck your clit between your thighs and keep your legs tight together, you can have it effectively penetrate you from the front as it stimulates your clit. This is how you will goo today...legs pressed together, little sissy-clit tucked back.....and the REAL cock pushing in and out of your crotch from the front. Of course, once you goo, I expect you to eat all of it. Why not catch some of it on the cock and suck it off? A good little girl would thank the cock for pleasing her.

The clip has a boring start and finish but some HOT fucking in the middle. Enjoy the movie while you do this!



Absolutely gorgeous blonde tranny fucked

New & Retro & Shemale

In keeping with the 'Vintage' is a newer vid with a vintage look.....Olivia Love in a Betty Page role....Yummmmmm! Enjoy!

Vintage Shemale

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

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 forms so your nipples are right against the luscious fabric. I want you on your back, feet flat on the floor or bed, knees up. The dildo should almost be in contact with the surface you are lying on....

Now I want you to rock back and forth on the dildo. Feel the pressure of it trying to push further up your pussy. Work it girl, make it a happy dildo, make it WANT to be buried in your warm wet pussy. Now with both hands, you are to pinch and twist both nipples. Keep rocking while you pinch. Squeeze your little breasts - DO NOT TOUCH YOUR CLIT - imagine they are growing into little buds. Don't worry, you'll be on hormones soon enough. Just squeeze, harder, make it hurt....FEEL them respond to your touch....mmmmmm. Don't stop rocking....feeling full down there is important to the exercise. Rock and pinch and rock and squeeze and rock and twist.....

After 8-10 minutes of this you may nub your clit and goo in your panties while rocking and pinching with the other hand. You must leave the goo for 2 hours so it will get a little old but not dry. You may then suck the goo out of the croch like a good obedient little sissy girl. Enjoy yourself and, in advance, you're welcome. I love you sissy.

Regular Clothing

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!

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 of the three men that Mistress had arranged to be my grooms for the day. Mistress asked each of the three men, ‘Do you accept this sissy as your bride for the day and fuck her face?’. After all three accepted with a ‘I do’, she announced, ‘sissy, you may now suck the cocks’.

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."