This is one of four illustrations that Rocket Dave made me for my caught in panties story a while back. I like this one the best because I think he really captured the sissy walk of shame into the beauty salon. Note: not every sissy has such great legs.
I had been aware of his daily visits to my panty drawer for quite a while, and decided that it was time to teach him a lesson he would never forget. He had a room on the floor below me at college, and last term had somehow found a reason to have my key. When I started to notice that my panties were being moved around, it took a while to work out what was happening.
Who expects someone to go through their lingerie when they’re out? I certainly didn’t, but after a while it became clear that not only were my panties being disturbed, they were being worn. Worn by someone who was stretching the pretty lace and satin before putting them back, thinking I’d never notice.
Of course I noticed, I take care of my lingerie. And once I figured out my panties were turning someone else on, it didn’t take long to figure out when, and then who was responsible. Each day when I set out for classes, he would sneak into my room and spend a little time there. Each day he was last to his classes, and each day another pair of panties would show signs of being worn.
So I set a trap…
From now on you’re going to be just like the other girls. You’ll dress like them, walk like them, talk, and act like them. I need you to be quite sure about this since it will be my job to help you learn your new role.
Are you willing to do everything I say? Are you sure?
OK then, Welcome to Miss Teresa’s beauty school and from now on you will be known as Princess. You will answer to that name from now on, and when I ask you a question you will say: “Yes Miss Teresa,” Is that clear?
Alright then. I want to take some before pictures so everyone can see the dramatic transformation you’ll be going through. Who do I mean by everyone? Well, your boss, and your coworkers, and anyone else we care to show them to. If you want to change your mind this is your last chance, otherwise don’t ask me any more stupid questions like that.
From now on Princess, you are mine…
Yes, honey, I’m happy to have finally found out your “little secret.” But it’s not so little to you, is it? How long have you been sneaking into my underwear drawer? From the day we moved in together? And before that? How long have you been dressing up pretty?
All these years. It makes you feel good, doesn’t it? Yes, guilty, but good. You don’t have to feel that way anymore baby. You’re safe here with me. And I’m going to help you. I’m going to make you the prettiest girl you can be.
Yes, I’m going to enjoy dressing you up, darling. I’ll help turn you into my sweet sissy. Oh, too soon? You’re not a sissy? Surely you jest? I saw you mincing around in my slip, feeling your chest, primping your hair. And I saw just how hot it made you. If you don’t remember I can show you the tape. It’s quite enlightening…
What the…Oh my god!
What are you doing in my bedroom? And what are you doing in my bra and panties?
I can’t believe this-you’re a pervert!
Wait until my husband finds out that I caught the boy next door prancing around in his wife’s panties and bra!
And when I tell my daughter why her mother is throwing out her clothes, I think that she’ll want to share this story with all our neighbors.
Won’t that be fun? And you know what-I think I’m going to call the cops. You can explain it to them. You’ll look so pretty in court I’m sure someone will bail you out.
You don’t want me to do that? You’d like to keep this OUR little secret? Well it’s a little late for that now. I’m never going to be able to forget this.
There…see how the clear polish gives a nice glossy finish?
That looks so pretty…and see, now your fingers match your pretty toes! Isn’t this fun? Not what you expected when you came over here is it?
But you lost the game and you’re going to be a good boy and do whatever I say, right? Actually, seeing you in your new bra and panties maybe I should call you a girl now? Now hold still, it’s time for your makeup.
You are being such a good sport about this; I really do think you will make an excellent girl.
Close your eyes, that’s good, this blue eye shadow will look so nice on you. You don’t get beat at pool very often do you? You were sooo confidant that you would win and I would be the one doing whatever you said for the whole weekend.
Now hold still while I put on your mascara…there…see how pretty your eyes are now? The eyeliner really gives them a nice shape…and that little wax job we did on your eyebrows makes all the difference.
Now smile while I put on some blush.
You do have lovely cheekbones; open your jaw wide…hee hee…there now. You are really looking pretty! Let me see you pout…hmm, ok, I’m going to put on some lip liner, I think a dark pink will look nice, with a light pink lipstick. Oh, that is wonderful! Now smile for the camera!
What camera? Oh, didn’t I tell you? I have three different camcorders turned on right now…see the one over there on the bookshelf? And the one under that scarf above the vanity mirror? They’ve been recording our whole time together!
Why would I tape this? You silly girl…so I could make sure you kept your word of course! You wouldn’t want all your friends to see what you are wearing right now would you? How about the guys back at the bar?
Well, you just keep on being a good girl and you won’t have a thing to worry about.
Ok, your makeup is all set, now here put on this garter belt…good; see how it matches your panties and bra? And this is how we roll up the stockings and slide them up your leg.
See how nice they look on your smooth legs? You looked so funny when we put the Nair all over you earlier! But it was worth it, see how smooth and pretty your skin is now? Excellent, that’s right; we hook the garters to the stockings like this. Doesn’t that feel nice?
Now, this is important, look right at that camera and say ‘I love being a sissy girlie girl’.
Oh, wonderful, maybe I’ll post that somewhere on the internet!
Now, while it is a shame to cover up such lovely lingerie I really want to see you in the dress I have for you. It’s blue so it will match your eye shadow. Here, step in and we’ll pull it up and I’ll zip you up.
Oh, wait…here let me put these silicone breast forms in your bra…there. Oh that looks beautiful! You have a lovely figure sissy girl!
Oh, this will be so much fun once things get going. Oh, didn’t I mention? We have guests coming over! You didn’t think a pretty girl who just happens to be able to kick your butt at pool would just happen to show up at your favorite bar and offer to do anything you wanted for a weekend if you could beat her at pool did you?
You remember those five guys in the booth near the table? Yes, the gay guys, you silly. Well, you see, they thought you looked pretty hot in those jeans and your Harley t-shirt. And they thought you would look even better in this little crepe dress. And I have to agree…you look absolutely yummy!
Oh, wait…we need to put on your wig! Here, blondes do have more fun you know! Feel those curls bouncing off your shoulders? Now sit down while I put on your heels.
Now, where was I? Oh, yeah, those adorable guys at the bar. They found me a couple of years ago at a pool tournament. Yes, that’s right, I’m kind of a ringer..hee hee. They had me feminize a boy for them back then and we all had so much fun that we do it a couple of times a year now. Now hold still while I put some perfume on you.
Ok now sweetie, unless you want the video we’re making to be seen by everyone you know you had best be a good girl.
Let me see you curtsey…careful now with those heels on…oh, so cute! When the boys get here you need to greet them with that same curtsey. And remember, you have to do whatever I say, and I say that you have to do whatever they say.
Oh, this is going to be such a fun weekend!
A lot of you have a blackmail fantasy where you are threatened with exposure unless you submit completely. Just how real of a threat is this?
Lets say you come home from work, take a shower and put on a pair of silky lace panties and a matching peignoir. You feel fantastic and soon forget about the crazy day you just had. You forget the lecture from your boss about missing the deadline for your project, again. Was it your fault that you just had to spend 2 hours looking at all the upcoming dress sales for Easter? Of course not.
You feel great and look great and you want to sing. You take out the CD (how appropriate) of your favorite song and put it on.
I feel pretty,
Oh, so pretty,
I feel pretty and witty and bright!
And I pity
Any girl who isn’t me tonight.
La-la, la-la, la-la, la, la…
Concentrating hard on the lyrics you fail to notice that your neighbor Amber, is standing in the doorway watching you. Is this bad? Lets see.
She smiles and says: “I’ve got a secret, I’ve got a secret” with a wicked smile.
“This is hysterical! I can’t wait to tell my husband and Tricia. Can you believe she did 20,000 text messages last month! Well, you know kids and their cellphones. Its been so long since I’ve had such a juicy piece of gossip. I have to go make some calls, oh and can I borrow some black pepper? That’s why I came over in the first place.”
Is this bad? Its starting to sound like it isn’t it?
“You know Amber, everyone has a secret” you say as calmly as possible.
“That’s true honey, and telling secrets is what women love to do, its like a rush. I can ask Tom not to tell the guys at work if you like, but you know how he is. Hey-you know what I just remembered? Tomorrow night we have our monthly lingerie party at Rebecca’s house. Isn’t you wife going to be there? Oh this is getting better by the second!”
Is this going to be trouble for you? Um…
“You don’t mind if all the neighbors know that that you dress up in lingerie and sing like a girl do you? And everyone at work, and all Tricia’s friends at school, and probably all the teachers at school, you know how fast this kind of news travels.
I’ll bet your popularity at the bar will increase tremendously once your friends find out that you want to be a girl. They don’t even have to try to pick up women anymore, they’ll have you to satisfy them. You can give them BJ’s out in the parking lot and then go right back in and finish your drinks, how cool is that? And I’m sure they’ll understand completely that every now and then you need one of their big, hard, cocks up your pretty little ass, right?”
Should you be worried at this point? YES!
“I have to run cupcake, you go back to your song and stuff.
He feels pretty,
Oh, so pretty,
He feel pretty and witty and bright!
And he pity’s,
Any girl who isn’t him tonight.
La-la, la-la, la-la, la, la…”
“OK-OK-OK-PLEASE DON’T TELL EVERYONE I’M A CROSSDRESSER! I’LL DO ANYTHING YOU WANT-PLEASE!”
“Well that took a while didn’t it? Tomorrow night you’ll be our lingerie model. And on Sunday you’ll be my sissy maid. And you just have to let my husband fuck you in your ass, he’s been so curious about that. Oh the places we’ll go…”
Trouble in paradise?