Feminized by Mom and Her Friend

Getting caught in the panty drawer and feminized as punishment is a favorite fantasy for all crossdressers, transvestites and sissies. Getting caught and feminized by your Mother, and getting caught and feminized by your Mother’s friend are two very different things though.

These are actually two separate stories about the same boy. In the first one, Mom calls her friend to see if she can help. Her friend has a lot of experience with boys that dress like girls, and tries a crossdressing intervention to see if he is really the sissy he seems to be. She has limited success but he has a ball. What now?

Mom decides to take the matter into her own hands. She encourages her son to dress like a girl until the thrill is gone. But that doesn’t happen right away. It takes him a tremendous amount of practice and hundreds of pairs of panties to come to his own conclusion about the whole thing.

Both are audio stories as well as written stories, listen to the previews or read the whole thing. These two recordings and 14 others are free with a one time video signup, you’ll see the link. Enjoy!

Feminized by Mom’s Friend

Feminized by Mom

Feminized by Mom and Her Friend

Feminized by Mom and Her Friend

Love Letters

You may be getting a tax refund in the near future and you should try to spend it sensibly, not on something frivolous like another babydoll nightie. Unless that babydoll is the Love Letters Babydoll from Dottie’s Delights.

Description: “This little darling is as sheer as it comes, available in either powder pink or black, made of the same authentic wispy nylon as the vintage nightgowns of the 1960’s. Very short, flirty length gathered from the neckline with a tiny satin ribbon and bow stitched at center.

Little cloud tuffs at the shoulder that can be made to stick upright or down depending on the look you desire. My favorite feature is the ruched circle pouch pocket at the hip, also adorned with the satin ribbon. The perfect size to store all of your naughty and nice items – from lipstick to cell phones to condoms.”

OK, lets recap: a beautiful sheer nightie, available in powder pink or black, made of wispy nylon like the ones you may have worn in the 60’s, and a pocket for your lipstick and cell phone. Well if that isn’t sensible I don’t know what is. Go for it!

Note: panties, manicure, pedicure, heels, false eyelashes, wig, lipstick, cell phone and condoms not included.

Dottie’s Delights

Love Letters Babydoll

Love Letters Babydoll

Sally’s Erotic Images and Other Thoughts

Are you tired of blurry, grainy, badly composed photos of crossdressers, sissies and transvestites? Do you feel that great erotica is more than just nudity? Would you like to look at something other than men in panties and lingerie once in a while?

Well if so you’re in luck and I have just the thing for you. Its classy, its tasteful, and its also very erotic. Its called Sally’s Erotic Images and its one of the best blogs I’ve ever seen.

I chose this image rather than one of her more graphic ones because I love black and white photography, especially in a portrait of a beautiful woman.

“Even the handsomest men do not have the same momentary effect on the world as a truly beautiful woman does.” Write that down.

Sally’s Erotic Images

Sally's Erotic Images

Sally’s Erotic Images

Seasonal Sissy Maid Jobs

So you wanna be a sissy maid but are having trouble finding work? Well next month there will be a huge demand for sissy maids, and all you have to do is take advantage of it.

Super Bowl 50 is coming up very, very soon, and this is a golden opportunity. Men that watch football need one important thing besides a large screen TV, beer and food. They need to be served more beer and more food every few minutes.

This year, instead of sitting there watching the game with your friends, make yourself useful and help everyone enjoy the event. Bring them beer and serve them the usual junk food, but serve it with a smile.

Tip 1: If you can make your own delicious snacks you will probably be invited back for other occasions, there is always a need for someone to cook, serve and clean.

Tip 2: Studies show that men prefer their sissy maids to wear bright colors, so don’t limit yourself to the usual black maids outfit. Same with stocking or tights and heels.

Tip 3: Bright red lipstick is traditional but feel free to wear other related colors, especially pink.

Tip 4: Don’t forget halftime. Most halftime shows are relatively boring, so with a little creative thinking you can make this Super Bowl one that the guys will never forget (consider knee pads).

Super Bowl Sissy Maid

Super Bowl Sissy Maid

He dresses up as a girl and has sex with men

Teresa asked me to confess my hottest fantasy, the hottest fantasy of my dirty, sissy mind. I have several, of course, I have quite the active mind, some are kind of vanilla (relatively so, I mean, S/M is kind of vanilla, right?)

Strap on sex…that’s a hot fantasy…but the hottest? Bride, French Maid. Hot, yes, but hottest?

Because I’m thinking not just “hottest” but naughty, even taboo. And I’m not just thinking fantasy, but something that I’d toe the line about turning into reality…almost.

What is my hottest fantasy, then? I want to submit to a man. Wait, that’s not so hot, is it?

Maybe not, but there’s a twist, a small, subtle twist that, if it happened, would drive me wild day after day after day. The twist? I want to submit to a man I know.

Again, not that hot…but wait, there’s more…


Sissy Confessions

Sissy Confessions

What is the difference between a Crossdresser, a Transvestite and a Sissy?

Good question, complicated answer. Now pay attention because this gets involved. All transvestites and sissies are crossdressers by definition because they dress up in clothes of the opposite sex, but not all crossdressers are transvestites or sissies.

A crossdresser may be a transvestite or sissy, or even both depending on the day, weather conditions and heels available.

Remember though, that these are just labels. If a boy wants to dress up as a girl he can call himself anything he wants. He can simply dress up and prance around the house for a while, or dress up and go out to a bar to look for a boyfriend.

There is one little known way to tell the difference with 85% accuracy, if for some reason you feel the need to know. A crossdresser tends to take better photos.

This has yet to be scientifically proven, although not for lack of volunteers. The scientists tend to be crossdressers as well as transvestites with sissy tendencies, and most of the photos end up all wet and sticky.

For more psychological theories of crossdressing and fetish you can listen to The Psychology of Crossdressing here.

Pretty as a picture

Pretty as a picture

He’s a rich girl, and he’s gone too far

So you’re playing poker at your house with the guys, and everyone has a story about the great sales they discovered right after the holidays.

The first guy says: “I got four pairs of the prettiest panties you’ve ever seen at Target for 40% off!” You all look at each other and say oooo, ahhhh, oooo, ahhhh.

The second guy says: “Well I went to Walmart and bought a killer maxi dress for only 15 bucks!” Once again, oooo, ahhhh, oooo, ahhhh.

The third guy says: “I went to Kmart and bought a pink babydoll nightie with padded cups for just 5 bucks!” And again, oooo, ahhhh, oooo, ahhhh.

Now its your turn. You politely excuse yourself and go into the bedroom to show them what you recently bought. Slipping it on, you wonder if you should even tell them how little you paid for it.

“Check this out boys” you say with a smile, “I got this mesh tropical print romper at The House of Rockefeller, but it wasn’t on sale.”

The three of them stare at you, their jaws drop, and they’re all thinking the same thing: “He’s a rich girl, and he’s gone too far, cause we know it don’t matter anyway. He can rely on the old man’s money, he can rely on the old man’s money.”

You don’t have to tell them you only paid $35.

The House of Rockefeller

Mesh Tropical Print Romper

Mesh Tropical Print Romper

Be Inspired

Today being the last day of the year, I thought I’d give you some inspiration for the year ahead. Inspiration to try new things, new fabrics, new looks.

This is the Cocktail Cashmere Fleur L’Orange from Shell Belle Couture, part of their Be Inspired collection. I’m betting you don’t already have one.

Have a great new year, drive safe, and above all, drive sober.

Shell Belle Be Inspired Collection

Cocktail Cashmere Fleur L’Orange

Cocktail Cashmere Fleur L’Orange

Vintage Fetish & Erotica

I’ve put together a new board on Pinterest called Vintage Fetish & Erotica that I think you will enjoy. Among these images is a beautiful photo of the legendary Kim Christy and a friend.

This photo is part of an absolutely amazing collection of vintage photographs featuring crossdressers, drag queens, transvestites, transgender performers and female impersonators that you will probably not find anywhere else. Check it out.

For those of you not familiar with Pinterest, clicking on an image takes you to the place it was found. The collection with Kim Christy is a Flickr page by the mysterious Trannilicious.

Vintage Fetish & Erotica

Kim Christy and friend

Kim Christy and friend

The Holiday Sissy

When you wish upon a star, makes no difference who you are. Anything your heart desires will come to you. If your heart is in your dream, no request is too extreme. When you wish upon a star, as dreamers do.

Happy holidays and may all your dreams come true.

Dream a little dream

Dream a little dream

Is There A Panty Heaven?

Yes Virginia, there is a Panty Heaven, and its on Etsy. A woman named Anna Protsenko has a shop there and this is her mission statement:

“There is something timeless about classy slips and high waist girdles. As a former design student, who was told on too many occasions to count that my designs were outlandish, I feel I have found the ultimate outlet for my wild creations. Its about transformation, and a personal statement. Sometimes to flaunt, and sometimes to hold as your own little secret.”

She also has slips, peignoirs, and all kinds of silky, satin things for those of you that like wild creations and having your own little secret. Remember, every time a bell rings, a sissy gets new panties.

Pantie Heaven on Etsy

Pantie Heaven on Etsy

Pantie Heaven on Etsy

Crossdressing Humiliation Art

I saw this cartoon today on Pinterest in a board simply called Art, and he named this illustration Crossdressing Humiliation. I’m not sure if its crossdressing or humiliation or both, but it is definitely art.

Check out my newest pins below or go to the home page and search for whatever fetish floats your boat.

Teresa Bowers on Pinterest

Crossdressing Humiliation?

Crossdressing Humiliation?