First assignment as a sissy cuckold from my loving Mistress. Shopping

My Mistress and I have been discussing the sissy/cuckold lifestyle for some time now. In short we've decided that we have to start somewhere. My biggest fetish is high heeled shoes and boots. I've always told her how much I've liked them, and how sexy I thought they were, and how much they arouse me. She's been getting tired of me always asking her to wear them, even though they're uncomfortable. Therefore, she's decided that my first step toward becoming a sissy/cuckold should be in my own high heels.

First Assignment: Go shopping for shoes and boots, compile a list with why I choose what I did, post it here for feedback, and report to her before placing the order.

Here is the criteria she gave for my selection:
- 7 pairs (4pr shoes, 3pr boots) One for each day of the week.
- Budget $500 for all, shipped. (I can buy more or accessories if I can fit it in the budget) Not much, but 'Slut's dress cheap' she said.
- They can have any sole (thin, platform, wedge, etc.) but variety is a plus, and nothing with less than a 5" heel.
- Must have variety in color, and must have one pink pair.
- Must have some sort of ankle strap, cuff, or wrap. Nothing that can be easily slipped or kicked off.
- My size (mens 12, womens 14)
- Must have one "locking" pair.

So... I'm off to go shopping. I will report here later with my list. I'm open to suggestions if you have them as well.

Thanks,
Sissy Dovie

I ordered my first pair last week and they arrived today. I can't open them until my hotwife gets home, but here is a link to them.

The hyperlink is visible to registered members only!

I can't wait to try them on and start getting used to wearing heels. BTW, Intimatewholesalers.com has a MILLION hot and sexy shoes. I have not ordered any yet as I want to see how my first pair fits before I start ordering more but I can let you know my experience with them if I do order.

Okay, here's the list...

1. I chose this because it's the "classic stripper" shoe. It's simple and I think should belong in any sissy's collection. I think White. On Sale! = $34.95
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2. I chose these because I think they'd be excellent for training and they meet the locking criteria with a selection of ankle cuffs. Only available in Black. $54.95
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3. I picked these because Mistress often refers to herself as a sexy kitten when getting dressed up. I hoped by choosing these in Cheetah Fur she might think I'm trying to follow in her footsteps. On Sale! $38.95
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4. I like these because they come in pink, simply the satin, frills, and bow make them that much more "sissy". $48.95
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Now, on to Boots!

5. Huge fetish for thigh high boots, let's get these out of the way. I think red is so sexy for these. I'm torn between these at $69.95... simple, less is more?
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or these at $84.95 tight, lace up the back... hot!
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6. Knee high boots. I feel I need to think practical, or as practical as I can with my criteria. Something that goes with everything? Nah... I like freaky. Like these is Pink! $64.95
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7. Finally, these are not practical... Unless maybe you're training a sissy? Black = $64.95. I was thinking fetish Ballet Boots, but not ready for that yet.
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The best prices I could find were on The hyperlink is visible to registered members only! These 7 pairs, using the more expensive choice in thigh high boots came to a sub-total of $392.65. Shipping on all 7 pair is estimated at $25... She said spend it so...

I want to add these because they look like pinup girl shoes. $42.95
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Panties...
$10.45
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$11.95
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Stockings...
Fishnets - $2.95
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Ruffle Socks - $3.00
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Garter...
Vinyl <wink> $12.95 on sale!
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...and Gloves. I like gloves.
$13.95
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and $8.95
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I found all this stuff at The hyperlink is visible to registered members only! and I found a "coupon code" online for free shipping over $100 orders (SHIP100 entered in your shopping cart). All together everything shipped is $499.80!

I think I did pretty good! What do you think?

Thank you.
Sissy Dovie

This sounds like an ad.

It's not an add. I didn't mean for it to be. I have no association with that place all, other than this is what I found. Sorry if it sounds that way. If it's a problem, I'll remove the post.

Sounds wonderful, if I may suggest to your Mistress, she should have you shop for something in permister ... in a store.

Fantasy Mstr

I agree. As someone who was first powerd to surrender to my sissydom before the Internet was omnipresent I can tell you there is nothing so humiliating as shopping for such things in a retail store. And I don't mean an open minded fetish shop (though they are fun too) but a standard-issue mall or downtown retailer.
Pantalone, Wittol, oblate, abnegator, fellator, pathic, irrumatiophile,fop, epicene, cotquean, skivvy, thrall, and pilgarlic.