Archive for the ‘Sissy’ Category

Sissy Audio-Special Requests

Friday, November 25th, 2016

I am recording again and will be adding to my Podcast very soon. If you have suggestions or special requests leave a comment below.

Sissy stories will be considered but must be less than 1000 words. A good example is Saragirl’s Sissy Confession (see my story page or Podcast). Do not send me anything without discussing it first, there are only 24 little hours in a day.

Topics can include forced feminization, sissy humiliation, transvestite bondage, sissy maids, or all of the above. But absolutely no more cheerleader fantasies, too many torn ligaments.

Cheers

Cheers

Back To Basics-Crossdressing Photography

Wednesday, September 14th, 2016

The internet is full of photos of crossdressers, transvestites and sissies, most blurry and badly lit. Don’t be that guy.

Think composition, color, light, and probably most important, use a tripod and self timer. Or ask someone to take your picture while you concentrate on your pose. Consider asking the girls next door, and if you really can’t find anyone else, order a pizza and ask the delivery boy. Tip well.

Note: the tip does not necessarily have to be money. Use your imagination.

Back To Basics-Crossdressing Photography

Back To Basics-Crossdressing Photography

The Halloween Sissy

Thursday, September 8th, 2016

Its never too early to plan for Halloween. Make sure you have the right lingerie, stockings, garter belt, corset or bra, heels and dress. You’ll also need to do something with your hair, and for many of you that means a wig.

Makeup help is always available and is as close as your local beauty salon. Ideally you’ll stop in ahead of time and make an appointment, then come in that afternoon or evening fully dressed.

Make sure everything fits, practice walking in your high heels, and decide on the right jewelry and perfume. You’ll also need a cute purse or bag for lipstick, extra panties and of course condoms.

Just don’t bite off more than you can chew.

Head to toe

Head to toe

A Woman’s Work is Never Done

Saturday, April 9th, 2016

Man may work from sun to sun, but a woman’s work is never done.

Woman’s Work

Woman’s Work

The Problem With Sissies

Wednesday, April 6th, 2016

The problem with sissies is that they rarely take good photos of themselves. Maybe its a lack of technical knowledge, but I think its probably more of being in a hurry to get their panties off and change back into non sissy mode.

Yes, I know there are some sissies that dress up and prance around all the livelong day, but I think they are the exception.

So here is a very interesting Tumblr blog I found featuring a little bit of everything. Its called Menelwena for some reason, possibly because that’s her name. Some images are NSFW but are very tasteful. Enjoy.

Menelwena.Tumblr

Menelwena.Tumblr

Menelwena.Tumblr

Man’s Preference for Panties Gives Girlfriend Pause

Wednesday, March 16th, 2016

DEAR ABBY: My boyfriend has worn panties since he was 12. We are both 20 and have been together for a year. I know it’s odd, but I’ve always thought it was cute and, admittedly, sexy. We will graduate from college next year and are thinking about our futures.

I’ve been doing some reading and am concerned that he may have some repressed tendencies. He says he does not, and gets quiet and stubborn and won’t discuss it. He always dresses as a female character for Halloween, wearing my undies. This year he went as Lady Gaga.

Are these good-enough reasons to be worried? And if so, what should I do? – TESTED IN TAMPA

DEAR TESTED: Whether or not you should worry depends upon what you are worried about. I am more concerned that your boyfriend is unwilling to discuss this than what he’s wearing under his Levis.

If you’re afraid he may not be 100 percent heterosexual, you should know that some straight men wear ladies’ panties because they like the way they feel. Also, some men who enjoy cross-dressing have successful marriages to women who aren’t threatened by it and who help them do it.

Repressed Tendencies?

Repressed Tendencies?

Crossdressing Spring Fashion 2016

Sunday, February 21st, 2016

It’s not spring yet officially, but with the snow melting and warmer weather it’s not far off. So you’re probably thinking about new styles to fill your lingerie drawers and closet. Butt wait…what about your hair?

Before you even go shopping, you’ll have to do your hair and makeup, so I’ve put together a new Pinterest board to give you some ideas and inspiration. While you’re there check out my other new board called Corsets and Waist Training.

Corsets you say? But aren’t corsets uncomfortable and sometimes even painful? Well girls, and I use the term loosely, it is always by way of pain one arrives at pleasure. Write that down.

Curls For Girls on Pinterest

Curls For Girls on Pinterest

Curls For Girls on Pinterest

Feminized by Mom and Her Friend

Thursday, February 11th, 2016

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

Seasonal Sissy Maid Jobs

Friday, January 29th, 2016

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

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

Saturday, January 9th, 2016

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