Sissy Audio-Special Requests

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.



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

The Best Sissy Training Device 2015

Voted first place by The National Sissy Association, this sissy training device will give you the confidence you need to perform like a pro when the occasion arises (and I mean that literally).

Enough said, see for yourself:

See The Sissy Training Device Here

The Sissy Training Device 2015

See The Sissy Training Device Here

How to Find a Woman to Feminize You

I think it was Nixon that said “Those who fail to plan, plan to fail.” Maybe it was my lawn guy, I don’t really remember. But if you want to find a woman to dress you up and play with you, a plan is needed. I have such a plan.

This will take some effort on your part, but it will be fun I promise. Its simple really, you are going to accidentally on purpose show a woman that you’re wearing panties. But you’re going to do it in a very classy, creative, and well orchestrated way.

The Plan: You wear a pair of panties under your jeans or shorts, then go shopping. Simple right? And to make it even easier, you’re shopping for food in a large supermarket. You’re just going to wear your panties instead of your regular underwear and talk to women who are shopping in the same isle.

The Setup: You have a shopping list in your pocket. Make it up, I suggest small things like soup, tomato sauce, and yogurt, things like that. You casually browse the store until you find a woman you’d like to meet. Then, you go over to where she’s shopping and ask a question about a product.

The Move: This is where it gets creative. As you and your new friend are talking about clam chowder, you pull out your shopping list to remind yourself of the brand you wanted, and oops-the list falls to the floor.

(You may want to practice this move at home. Make it look natural.)

Keep talking, bend over and pick up your shopping list. You’ll want to pull your panties up a bit higher before bending over. Not wedgie high, but just enough to make them visible as your shirt creeps up a little. That’s it! OK, that’s not it but if you get this far you’ve already achieved your goal. Now what?

You may be wondering if she actually saw your panties showing. Believe me she did. Women will look at a guy’s butt 9 out of 10 times just because that’s what we like to do. You’ll be able to tell from her face what to do next.

The Next Step: Do not go too excited just because a woman knows you’re wearing panties, many women will just chuckle and continue to help you find a the best soup with the lowest Sodium. Its all about her reaction.

Reaction 1: “Oh, you’re wearing women’s panties, isn’t that cute!”

Reaction 2: “Nice panties! What kind are those?”

Reaction 3: “Get away from me!”

Listen, no plan is perfect and you’ll probably get other reactions as well. Some women may ignore your panty clad butt completely much to your dismay, but it will help you with the next one.

Your goal is to find the right woman for you, just like in any relationship. You want to look into her eyes and see fire. She likes the idea of a man in panties, you can tell by her smile. There will be no need to explain that you want to be transformed into a feminine little plaything for her amusement, she already knows. You’ll buy that clam chowder and start a new life with her. After dinner you’ll look over and whisper: Feminize Me, and it will happen…

At the Supermarket

At the Supermarket

Crossdresser and Fem Dom resources including virtual makeovers, lingerie, sissy stories and assignments

I was going through the friends page on my website to check for broken links, and many of the sites listed are gone. So I’ve updated everything and I think you’ll find some unique places to visit.

For example, do you know how to make boobs? The link is right there under Blogs, Guides and Stories.

Among a wealth of information including photo galleries, transformation salons, crossdressing captions and Shibari Art Photography, are must know lingerie resources.

Do you know where to find garter belt panties? Well look carefully and you soon will.

If you do find a link that no longer works please let me know. If you have a related website or blog you would like listed contact me.

Strapped In Silk Friends Page

Crossdresser and Fem Dom resources including virtual makeovers, lingerie, sissy stories and assignments

Crossdresser and Fem Dom resources including virtual makeovers, lingerie, sissy stories and assignments

Feminization Hypnosis Gone Wrong

John woke up with a slight headache as he usually did after Nina had been trying her hypnosis on him. It never seemed to do much (she said she was building up her skills), but she seemed to enjoy doing it, and it had been a good way to diffuse the argument they’d had. He frowned at the thought of her being so pissed off with him. Usually she’d find some way to get her own back – he just hoped she wouldn’t do anything too embarrassing.

He slipped out of bed and started to run the bath, putting in some scented oils. For some reason he seemed to have woken ridiculously early for work, so it seemed a nice idea to take his time getting ready. Nina would be there when he got to the office and she’d appreciate him smelling clean. As the bath ran, he stood in front of the mirror and idly plucked his eyebrows until they were thin, high arches….


Feminization Hypnosis Gone Wrong

Feminization Hypnosis Gone Wrong

Sissy Story Contest Q & A

I’m getting a lot of questions about my sissy story contest so I thought I’d answer the most frequent.

Q: Does the story absolutely have to be in the form of a narrative? That seems hard.

A: No.

Q: Can I use a story from another site?

A: Yes, if you get written permission from the author.

Q: Can my story be extremely graphic?

A: Yes.

Q: How do I know how many words are in my story?

A: If you open it in Microsoft Word you can look under TOOLS-WORD COUNT.

Q: Can my story be more than 1000 words and a 10 minute recording?

A: Maybe. If you write a really fantastic, epic sissy story I may make an exception or we can edit it down a bit.

Q: If I write a really fantastic, epic sissy story can I be your sissy maid and wear a PVC French Maid uniform?

A: No.

Story Contest Rules

A Sissy Roadmap

A lot of you may not realize that Strapped In Silk is a very large website.

Did you know that there are almost 90 different pages? And that’s not even counting the 150 pages of stories, the huge variety of bondage, fetish and kinky sex toys, the thousands of different types of lingerie, dresses and fetishwear, and the plethora of sissy training and forced feminization videos.

How do you find these things, how do you find exactly what you’re looking for? The Sitemap.

Most websites have a Sitemap but very few people bother to go there. So if your fingers are all cramped up from waxing the dolphin I’m posting it all here.

Take a break from staring at yourself in your pretty sissy outfit and explore. Some things are not as hard as you make them. OK, that might be a bad choice of words.

The Strapped In Silk Sitemap

How to be a French Maid

You’ve decide that your true calling in life is to be a French Maid and serve your Mistress in any and every way she desires. Now what? Maybe you don’t even have a Mistress yet, maybe you don’t have a cute French Maid uniform, maybe you don’t even shave your legs. Not to worry, its all about your attitude.

Of course at some point you will need to shave, wear silky, lacy panties every single day, as well as stockings, high heels, a wig and full makeup. This can seem overwhelming to the beginning sissy maid, but fear not, I will help you.

As I mentioned earlier, its all about your attitude.

“Oh yes Miss Teresa, but how do I develop the proper attitude?” you whine.

God question, easy answer. Put on your panties and the dress.

“Yes, but then what? Isn’t a French maid uniform very expensive? Is there a way to prevent the inevitable stains from showing? I’m not very good at cooking a roast, will I have to cook a roast? And, and, and….”

You see, this is not the right attitude but I will answer the most important questions. A French Maid uniform does not have to be expensive, it just has to be very short and very cute. Cheeky if you will.

Lets say that through careful research you find a Cheeky French Maid uniform in exactly your size for less than $50. You discover that it comes in 8 different colors including Deep Purple, but unless your Mistress is a fan of Smoke on the water I suggest black, pink or white. “White?” you think to yourself, “I bet the stains would hardly even show” and you would be correct.

What about cooking a large roast? Listen, you’ll be so tied up (possibly literally) doing other chores I’m sure that won’t be a problem.

Now about your attitude. Once you get the balls to finally shave those long pretty legs of yours, slowly slip on the matching panties and look in the mirror. Next, you take your new Cheeky French maid uniform off the padded hanger and lay it on the bed. Pretty isn’t it?

Run your hands over the satin and lace, look at the adorable puff sleeves, the stretchy waist, and the sexy matching pinafore. Its yours sweetheart, its all yours.

Take a deep breath and put it on. Feel the cool satin as it glides over your panties. Play with the little front tie until you get it just right. Adjust the sleeves and your apron. Good girl. Now tiptoe over to the full length mirror and take a look at yourself.

Oh yes, yes, yes! You feel fantastic and the dress fits perfectly. Your Mistress is going to be very impressed and give you all kinds of special treats.

You’ll be entertaining all her friends. They’ll want to dress you up in different outfits and have you model for them. You’ll get frequent spankings, and other humiliating forms of punishment. The girls will pull your panties down because you’ve been a very naughty girl, you asked too many questions.

“A roast, do you believe that girls? Our little sissy wants to know if she has to cook a fucking roast! Get my strap-on, get the lube, hold her girls.”

You feel it slip inside you easily, as if its the most natural thing in the world. She pushes harder, its big, bigger than you thought. You begin moaning with pleasure, whispering the words softly at first, then louder as it goes in all the way and she starts to pump it in and out.

“Fuck me-Fuck me-Fuck me….”

OH-OH, you feel the pressure building and there’s no way to stop it. Youre going to cum and they realize that. Pulling out the strap-on Mistress slaps you hard on your ass and tells you to pull your panties all the way up, fast!

As you shudder and try to cover yourself,  you shoot hard into those panties as the girls watch and laugh.

Fortunately your dress is a creamy white thanks to proper planning. You go back to work in your wet panties with a smile, and a feeling of perfect contentment.

You did buy the white dress right?

Lingerie Shopping Tips (for your friend)

So its a beautiful Sunday in late January, and you’re wondering what to do. How about Lingerie Shopping! I know, you may be scared, and you may even be a sissy, but sometimes you have to be brave. I have a few tips to make this as simple and well planned as possible. You are not only going shopping, but you’re going to Victoria’s Secret! Yes, its the big time, and you’ll be happy with the quality as well as knowing that you did it.

Tip 1: Don’t smell like beer or cigarettes! If you’ve been nervously chain smoking in your car with the windows closed, you’re going to smell terrible, and the girls won’t want to go near you. Wear something appropriate (I’m thinking jeans and a clean shirt) and chew gum of a breath mint.

Tip 2: Have a story ready! You’ll walk in as casually as possible and probably begin to drool. Wipe it off and calm down. You’re not robbing a store you are simply buying clothes. Now, walk in and look around. If you notice that you are visibly excited try to ignore it and continue. An attractive  salesgirl will come up to you and ask if she can help.

Tip 3: DON’T PANIC! You have this all planned out so there’s nothing to worry about. You are looking for a gift for your friend, simple as that. That means that the sky’s the limit now as to what you will buy, and how much you’ll spend. You’ll have to make some of the details up as you go along.

Tip 4: Have a name ready for your imaginary friend. Use my name if you want, this way you know the last name too. The secret to successful lying to to be prepared. So now you have a name.

“Yes, I’d like to buy my friend Teresa something nice. I’m just not sure what to get her.”

Tip 5: You need to have her size in mind because you will be asked. Rather than say she’s exactly the same size as you, be a little creative. Pick a height within a couple of inches of your own. As for her weight, you have no idea but you’d have to guess about (within 10 or 20 pounds of your own).

There you are! You’re in the worlds most famous lingerie store, there are several very hot girls (they’re always hot!) ready and willing to help you, and you have money to spend. Enjoy yourself. You’ve been very brave and you deserve a treat.

The easiest thing to start with is probably a teddy or babydoll nightie. There is a large selection and you will have some flexibility with the size. And of course you’ll need to buy her matching panties! Some will come with a panty or thong, but now you have an excuse to hit the panty section. The thing is, your friend needs to be more bold with her lingerie, and you are going to be nice enough to buy her only the silkiest, sexiest things they have.

Final Tip: If you choke at the doorway or when approached by one of the girls, just say you have a phone call and excuse yourself. You can always come back later or another day.

These are just a few tips for the average lingerie lover out there.The more you do things that scare you the better you’ll feel about yourself.

Go For It girls! If not now, when?

Lingerie Shopping Tips (for your friend)

Lingerie Shopping Tips (for your friend)

Collar Me!

This is the ticket! I wish I saw this before Christmas, I would have got all my sissies one of these collars as a present. Now they have to buy their own. Next month on TSS (take a sissy shopping day), I’m going to be strutting through the mall with whoever is brave enough to wear this AND a pink leash as we shop till we drop!

Go Ask Teresa – Fear!

B: I really, really want to order your Beauty School CD Miss Teresa, but I cant risk having it sent to my house! I am so afraid of my wife finding out! I only go to your website when she’s not home, and then I clear all the history! Now she’s been asking me why I’m doing this! I have to have it-its my complete fantasy! What can I do?

Me: GET A GRIP! What are ya, a sissy? Oh yea. How old are ya kid?

B: I’ll be 47 next month.

Me: Listen kid, I have a plan. Now shut up and pay attention. First of all its a download, not an actual CD that would be sent to your house. I send it to your email, see?

B: Oh, I didn’t realize that. But my wife!


Now the first thing ya wanna do is download Firefox. You can have it clear your history every time you sign off, it even asks ya?

B: But…


Now you’re gonna get an email in another name see? They’re all free, just pick a name and remember it. If ya want, ya can write the name and password in a book that nobody reads, get it?

B: Yes Miss Teresa.

Me: You can use a credit card, or if you’re still yeller, an e-check. No traces. Then I send the file to this email that nobody knows about, see?

B: Wow you’re really good at this.

Me: Yea, I been around.

B: But what about downloading and saving the file? How can I hide it?

Me: Here’s what you’re gonna do. Ya download it when no ones around, and save it in a folder. Ya name the folder like another one, but add a letter. Then you put that folder in a different folder that never gets used, see?

B: But what if she finds it and listens?

Me: Ok, lets play it safe. Ya burn it onto a blank CD and stash it somewhere. Drive out to the dessert, get comfy and play it in your car.

B: Not bad, you’re very sneaky.

Me: Thanks kid, but I’m only helpin ya cause this stuff is harmless. So ya like to wear panties and prance around like Cinderella? Who gives a flyin rats ass?

B: My wife actually.

Me: YER A SISSY! Oh yea, that’s what this is about huh? Well, there ya go kid. Now ya can have a party in your pants. Play some pocket pool, adjust the antenna, baste the ham, badger the witness, buff the banana, cuff the carrot, flog the dolphin, milk the moose, oil the glove, rope the pony, yank the yo-yo, knock yourself out.

Just one more thing. Yer not gonna do anything illegal are ya? Anything strange or sick?

B: Oh Lord no Miss Teresa, I just want to wear pretty things and act like a beautiful girl.

Me: That’s what I figured. This conversation never took place, ya hear? Now go grow a pair.

B: Thank you Miss Teresa, but I don’t want to grow a pair because…


Go Ask Teresa: Crossdressing advice, help and insight

Go Ask Teresa: Crossdressing advice, help and insight

Disclaimer: I do not normally talk like this. I am in no way encouraging anyone to do anything illegal or immoral. Its just that in my experience many crossdressers do not want their friends and family discovering their little fetish. Right Mr. Madoff?

Lingerie Shopping

A lot of guys tell me how much they dream of walking into a lingerie store or boutique and buying all kinds of pretty things. Not only that but they want the salesgirls to know that they’re buying these things for themselves. I have a few suggestions to make the experience as memorable as possible.

Of course you could just go in and tell them, or hand them a written note saying so, but that’s been done and we want to be more creative.

I suggest having someone call the store right before you go in and explain why you are there. She will tell the manager that you have been wearing her bras, panties, and all her other clothes for too long and now its time to buy your own. You are there to purchase a complete set of lingerie in your size and you need help choosing tasteful colors and styles. She will also ask them to call you princess, because that’s what you like to be called at home.

You’ll be buying a weeks worth of panties in different colors and styles. Several sexy nighties, preferably babydolls, a few bras, (depending on your budget) and stockings or pantyhose.

Most large stores like a Victoria’s Secret in a mall probably won’t let you try anything on. But if you can find a privately owned shop or smaller boutique somewhere near you, there’s a good chance you can make sure everything fits properly and give the ladies a show at the same time.

For this reason I recommend that you wear your favorite panties and pantyhose under your clothes. When you come out of the dressing room in a cute little chemise or teddy, you want them to see how serious you are. If they notice how obviously happy you are to be there so much the better!

I’ve done this before a few times and it was fun for everyone involved. If you need someone to make the call I have  friends who will be happy to do it.

So here’s your chance, Princess! Stop dreaming and just do it!

Manager Please

Manager Please