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Old 02-08-2009, 06:10 AM   #1
Sarahsissy
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Default Male/Female - Shopping center fun

I won't take credit for this, I found it on another website. I don't know if I'm allowed to link to other websites here, so I won't say which one.

This first dare is for the girls, and the next is for the guys. I've been thinking these dares could be modified a little, any ideas?

***
Girls:

This dare will require you to do some shopping at a shopping center while wearing some special clothing. You will be given some mini tasks to make points during your shopping trip.

The idea is that you will arrive to the shopping center in some "normal" boring clothing and then change clothing in the toilet at the shopping center. The boring clothing should be locked into a bag with the only key waiting at home. You will then walk trough the shopping center, do some window shopping, look closer at things and possibly buy some things while wearing the new clothing.

Your clothing should consist of the following:
One pair of high heels. (The higher the better.)
One short miniskirt. (I mean SHORT.)
A shiny latex panty.
A bra and finally a top that matches the skirt.
Dressing points:
High heels.
You are given 5 points for every inch of your heels, starting at two inches. (Please note that platform shoes counts different. Example: A 6 inch platform shoe with a 3 inch platform only counts as a 3 inches heel.)
2 inches heel = 5 points
3 inches heel = 10 points
4 inches heel = 15 points
5 inches heel = 20 points
6 inches heel = 25 points
Another 15 points are awarded if the shoes are locked on with padlocks with the keys waiting at home.
Skirt length:
The length of the skirt should be as short as absolutely possible. It should just cover your but and panties when you stand straight and the skirt is pulled down maximally.
You are fined points for every extra CM skirt length that are used.
You will have to measure the length of the skirt yourself as truthfully as possible, do not cheat.
1 CM extra skirt = -5 points
2 CM extra skirt = -10 points
3 CM extra skirt = -20 points
4 CM extra skirt = -30 points
5 CM extra skirt = -50 points
Absolutely under no circumstances may the skirt be more than 5 CM longer than the absolute minimum.

Skirt material:
You are given extra points depending on the material of the skirt.
Shiny latex skirt in bright colours = 60 points
Latex skirt without shine or in boring colours = 45 points
Shiny PVC skirt in bright colours = 40 points
PVC skirt without shine or with boring colour = 15 points
Other shiny materials in bright colours = 20 points
Leather = 15 points
All other = 0 points
(If uncertain, send me a photo of you wearing the skirt and I will answer with the correct points.)
Panty:
The points for the panty you wear is calculated according to the following:
Shiny latex panty in bright colours = 50
Dark colour shiny latex panty = 35
Latex panty without shine = 20
Shiny latex panty with built in large anal penis = 150
Shiny latex panty with built in small anal penis = 90
All other panties automatically disqualifies you for this dare.
(The penis must be integrated into the panty, no separate plugs are allowed.)
Shopping Center points:
Shop points:
You are given 1 point for every shop at the shopping center. The points are rounded down to whole 5 point units. Example 41 shops gives 40 points, 44 shops gives the same. 46 shops gives 45 points. You will have to visit the shops in order to receive the points. A maximum of 60 points can be made this way.

Time points:
You are given a half point for every minute that you spend just walking around the shopping center visiting different shops. A maximum of 100 points can be made this way.
Example: 10 minutes gives 5 points, 60 minutes gives 30 points, 200 minutes gives 100 points.

Escalator points:
Ride the escalator to a higher floor and make sure that everyone behind you can se your panty. This gives 50 you points. (There must be at least three other persons below you in the escalator.)

Shopping points:
Buy two bananas, one cucumber, one package of rubber gloves and one package of condoms with taste and use checkout line with young male clerk. This will give you 20 points.

Bend over point:
Drop something when you are paying for your groceries. Bend over to pick up the object and make sure that the skirt rides up so that your but and panties are exposed for everyone to se. This will give you 50 points.
(There must be at least three persons behind you when you bend over in order to give you the points.)
Orgasm:
Each orgasm during the dare gives you a fine of -50 points.
Leaving the supermarket:
Going by buss or tram for at least 20 minutes when leaving the shopping center gives you 20 points.

Boarding the buss:
Making sure that the skirt rides up when you board the buss/tram so that everyone behind you can se your panties gives you 10 points per person behind you. Maximum 50 points.


***
Boys:

This is a dare for sissy males, perhaps those who serve a Mistress would like to
share it with her for her approval, or those not lucky enough to have a Mistress
to serve could use it as practice, to improve themselves for the day when they
are lucky enough to serve.
It's time to get excited sissy….. You're going shopping…..
You will need a shoulder bag with a luggage lock, so that you can lock it
closed. Leave the key to the lock at home, and the pad lock ready to snap
closed. This dare is in stages, and the further through it you get, the more
points you will earn. The dare is designed to be done in a big city, so that you
will not be meeting anyone you might know. If you do the dare in your home town,
you may add 100 bonus points, but be careful sweetie!!

One last thing, if at any time you pretend that one of the things you buy is for
a girlfriend, you must deduct 100 points from your total.
First you are to go to a town with a department store, and a lingerie shop.

1) Go to the lingerie shop. Choose a pair of women's panties, the frilliest most
feminine one's that you can find. Buy them, and go to the nearest male toilet,
and put them on.
Points 0 (all good sissies should be used to buying panties, and wearing them,
so no points can be earned for this)

2) Now the rest of the dare begins, the dare gets harder as you progress, but
the points get higher:
Go to a women's clothing shop, and buy a blouse that will fit you. This should
not be too difficult to find, and a large size should just about fit most men.
Points 20

3) Go back to the same lingerie store that you bought your panties from (if you
are lucky, the staff will recognise you), this time you are to buy a bra, and
garter belt (but no panties). Make sure they do not match the panties you bought
earlier.
Points 50 (If you buy a bra which contrasts with your blouse, for example white
blouse, black bra, add 50 bonus points, as it will be more visible through your
blouse when you put it on later).

4) Now it is time to go to the department store. Go and buy some black
stockings, the style is up to you. Now go to the self-select make-up counter,
and choose some nail polish, remember you will be wearing it later, what colour
will you choose? How daring do you feel? You'd be surprise how few people will
notice, and also how many!
Points Bright Red 100, Pink 50, Clear 20

5) Now it is time to go and change. Go to the nearest toilet, and put on your
stockings, bra, and garter belt. Next put your male clothing back on, but
instead of a shirt, put on the blouse. (If the blouse does not fit at all, go
back to the shop and ask the staff to change it for a larger size, since it will
be obvious it is for you, you may claim 50 bonus points). Paint you nails with
the nail polish you bought. Finally, you may not put your socks back on, so your
stockings will be visible to anyone who notices your ankles (better walk
carefully)! Lock all your male clothing in the bag.

6) Now is the time to be brave if you want maximum points. Go to the department
store make up counter. When the sales assistant asks if she can help, tell her
you are looking for a foundation. No woman would rely on a man to buy her
foundation, as it has to be matched to the skin tone, so it will be obvious it
is for you. If you are very lucky, the staff will match it to your skin tone.
Points 250

Finally, you may make your way home, which you will have to do dressed as you
are, as your clothes are locked in the bag. Here are a few bonus point
opportunities, for the really daring:
Buy some perfume, and spray a little on while you are changing into your sissy
clothes Bonus 100
Once you are dressed, go into shoe shop, and buy the highest pair of heels you
can find Bonus 100
Points total:
Add up your points, and check how well you've done on the scale below:
0 to 100 Points - Not so good sweetie. Remember, a good sissy must enjoy her
shopping!
100 to 200 Points - Good girl, you have tried hard, and should be pleased with
yourself.
Over 200 Points - What a daring girl you are! Well done!

***

As you may see, the one for boys is not as good as the one for girls. Would anybody be up for making them more similar, and at least equally good?
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Old 02-08-2009, 06:57 AM   #2
simple
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aha I know the website

yeah your allowed to say the website.

is it boundanna.com
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Old 02-08-2009, 10:49 AM   #3
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i wish/might try this one =)
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Old 02-28-2009, 03:25 PM   #4
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i might do this. i love the way it is done. plus it is what i like in a dare
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Old 03-01-2009, 09:06 AM   #5
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My girlfriend spotted this thread last night and she has now convinced me to give it a go. I didn't take much convincing as she currently has all my underwear locked away while I complete Sandy’s "1 for the guys" dare.
I‘m off tomorrow so it looks like I’m heading for the city. I’m nervous but also very excited.
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Will do: Naked,Mature dares,panties,,teasing & denial,pain,photos (privately to the right 18+ people), Sensible blackmail,Semi-public,webcam (will consider one way only, me to you,I like mysterious doms), Mild humiliation risk (but nothing to public),Some cross-dressing,Mind games.
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Won't do: Neighbours (contact with or on their property),family,scat,furry,diapers,nothing that breaks the skin,unhealthy,degrading, permanent or that will get me arrested,Wedgies,Boring(standing in corner for hours), Outright public nudity or masturbation.

Once I accept a dare I go all out to do it and I always tell it as it happened.
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Old 03-02-2009, 05:24 AM   #6
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This is hot off the press as I’ve just come back from completing this dare this morning and it was great fun.
I couldn’t get a shoulder bag that would lock shut with a padlock so my girlfriend gave me one of her hand bag type bags, I put it like that because its not what you would call a female handbag it’s more unisex but big enough to cope with this dare. So with the key to the padlock left at home I set off on the 22 mile journey into the nearest city.
I parked and went off to the biggest department store. I should point out that I’m already wearing a ladies red thong under my normal male clothes because as I said I’m also trying to complete Sandy’s “1 for the boys” dare.
Once in the store I head for the lingerie department I spent a short while choosing a pair of panties there weren’t any that seemed frilly so I selected a lacy white thong in my size and went off to pay for it. I was a little nervous heading to the check out. There was no queue so I went straight up the female cashier and placed the panties on the counter, the cashier swiped the label and I handed over the money. She place the panties in a bag and me them along with my change and I was gone. That was easy, No funny looks or anything.
I went off to find the toilets and went into a cubicle there I took off my jeans and the thong I was already wear and placed them in the bag then I removed the label from my purchase and slipped the lacy black thong up my legs, I had a slight problem get my cock in as it was already getting hard. I squeezed everything in and put my jeans back on and left the toilets for the next stage.
I went off into another department store a smaller one this time but it had a huge ladies clothes section. I wandered around the blouse section trying to figure out the best size for me and finally picked out a plain looking white blouse in a large size and I went off to pay. Again I was straight to the counter and paid for the blouse but this time the cashier gave me a look and a smile but said nothing and I left the store with my new blouse.
I went back to the first department store and headed back into the lingerie section and selected a nice lacy black bra I was unsure of the size so I took a wild guess and selected a 36B and then I selected a suspender belt (garter belt) and off to the counter I went not expecting any trouble, Ohh! was I wrong. Lucky there was a different cashier serving, but unluckily I had to wait for the lady in front of me to be served. When my turn came I placed the bra and suspender belt on the counter and the cashier picked up the suspender belt and scanned the label then she picked up the bra and searched for the label then she stopped and asked me if I was sure it was the correct size for my needs. My face must have turned bright red at this and I simply replied that it will be OK. Then to try and save myself some embarrassment I told her it was for a Comic relief stunt, (that’s a national charity money raising event done each year here in the UK). The cashier then looked at my chest and then commented that she thought it would be about right. I have never been so humiliated in my life.
She bagged the bra and with a great big smile on her face handed me my change and said she hoped I would raise a lot of money. I thanked her and left that section of the store as quick as I could without attracting any more attention to myself.
This time I select a different store and went in to find the required stockings. I select a plain everyday pair of stockings and off I went to the cashier hoping it would not be as embarrassing as before. I got straight to the counter and purchased the stockings, The cashier asked jokingly if I was planning a hold up a bank and I joined her laughing and again stating it was for a Comic relief stunt. This was actually the first time I was really glad it was Comic relief time of the year.
I wandered of to the make-up section very nervously and there I select a plain pink colour nail polish and went up to the cashier expecting a remark or funny look but I got neither and so I bagged my purchase and went of the find the nearest toilets.
Once I was locked in the cubicle I striped off my clothes until I was left standing just wearing my new lacy white thong. I then took out the suspender belt and put it around my waist and clipped it shut it was a good fit, next I opened the stockings and while sitting on the toilet seat I slid one stocking up each leg and clipped them onto the suspender belt. While I was doing this someone entered the toilets, this made me freeze and quickly look at the lock to ensure I had properly locked the door. I didn’t move until I heard the person leave and then I got out the bra, having watched my girlfriend dozens of time put her bra on I knew what I was doing and it was soon in place. Now my situation was starting to dawn on me ,there I was standing in a toilet cubicle dress a white lacy thong, framed by a black suspender belt with black stockings and it was all topped of with a black lacy bra. The shear rush of excitement I felt was fantastic. I put on the blouse which was a reasonable fit for me and then I slipped on the jeans.
I took out the nail polish and stared to paint my nails a nice plain pink colour. It was not a colour that would stand out to much, but it was obvious close up that I was wearing nail polish. It seem to take ages to paint my nails and let them dry, I did a decent job but I could do with a bit more practise.
I placed everything except for my jacket in into my bag and threaded the lock through the zipper tag, now for the big moment could I really do it.
I closed my eyes and clicked the padlock shut a thrill of excitement passed through my body, I was now stuck dressed as I was.
I put on my jacket, it wasn’t specified in the dare but it was cold out and yes it did cover my blouse but it was only a short jacket and in the sprint of the dare I kept it fully open at the front and my black bra was visible through my blouse, in fact I didn’t realise how visible it was until I returned home.
I left the toilets and went off into another store to the make-up counter I wandered around the displays both in the make-up section and the rest of the store but I’m sorry to say that I just could not bring myself to go through with the foundation purchase. Put I did wander the streets for an hour until making my way back towards my car and I completed the final stretch of the walk to my car with my jacket removed and this included a walk up the car parks stairwell three floors to the top where I had parked. At least five people past me on my way up. When at my car I put my bag and jacket in the boot and drove down to the exit. At this type of car park you hand your ticket in at the kiosk when you leave and pay the attend, who was a young lady. From her position she would have been able to see my bra clearly through my blouse but I think she was to busy concerting on getting her job done to have noticed.
Once home I stripped off my jeans and blouse and I’m just sitting here in my wonderful new underwear enjoying reliving the thrilling experience and what a thrill it was, the front of my panties are soaked with pre-come.
This dare gave me a great sexual rush and although my cross-dressing in the past has only really been the odd pair of my girlfriends panties I think I’ll have to indulge more in the future and I love doing it as a dares.
As for points, I make it 170 points and I’m a Good girl.

Thanks for putting this dare on Sarahsissy it was great fun I loved it.
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Will do: Naked,Mature dares,panties,,teasing & denial,pain,photos (privately to the right 18+ people), Sensible blackmail,Semi-public,webcam (will consider one way only, me to you,I like mysterious doms), Mild humiliation risk (but nothing to public),Some cross-dressing,Mind games.
.
Won't do: Neighbours (contact with or on their property),family,scat,furry,diapers,nothing that breaks the skin,unhealthy,degrading, permanent or that will get me arrested,Wedgies,Boring(standing in corner for hours), Outright public nudity or masturbation.

Once I accept a dare I go all out to do it and I always tell it as it happened.
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Old 03-07-2009, 08:58 PM   #7
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Sorry I didn't get to finish my story but now I will.

o. I went back to Tory’s secret and looked around a little bit more. I saw a bra after a few minutes. It was a purple PINK brand pushup bra with the logo all over it. I got a 36C or CC not sure which. The Garter belt was hard to find. I had to go up to the counter and ask the woman working there (she was the same as before) where they were located. She chuckled and pointed to the far corner. I said thank you and she said sure thing. "Who are you buying for"?


FUCK I was screwed. I couldn't act like I didn't hear her because I was still facing her. "Umm... myself"

"O I see" and I went to the corner where she pointed. I saw a pink garter and grabbed it. Then I remembered I had to pay for it at the register with that woman.

I strode up to her and placed the bra and garter up on the table. She couldn't even make eye contact with me except to compare myself to my driver’s license. I grabbed the bag and left with an enormous boner in my panties.

Next stop was the department store where I found the stocking with ease. I found the nail polish after about 15 minutes. And grabbed a bright red. Then I went to the register and had to wait in line. The man was in a good mood and smiled and laughed while he bagged my items.

Now time to change. BUH>>> I went to the bathroom and went to the stall. Stripped down to my thong and put on the bra. I heard a few people come in and out and once there was a knock on the door. My adrenaline pumped the whole time. I proceeded to put on the garter belt, stockings, and blouse. I then applied the nail polish and waited for it to dry. I then stuffed all of my other clothes back in the bag. Including the jeans. I was freaking out. My jacket was short and didn’t even reach my waist. I started to panic either I could cover the bra (which was stuffed) or the garter belt and the thong. After I calmed down and made my decision, I tied the jacket around my waist and realized it could either cover that back or front but not both. I covered the back because I figured I could put my hands and cover the front.

I then began thinking of the stores that were close to where I was. There was apple, Victoria’s secret and a woman’s clothing store. All of the other stores were on the other side of the mall toward the exit (and where the car was). I figured I couldn’t run through the mall in a garter belt and woman’s top (not to mention the bra).

I had to go to the woman’s store which was one store down. I waited until everybody left the restroom and took my chance. I cracked the door and waited until I say only 5 people. I couldn’t run because my hands wouldn’t cover my front so I walked hunched over to hide my face and “cleavage”. I got to the store and searched for something to wear. I was in full panic so I grabbed a jean skirt that was 2 inches above the knee. I bought it and didn’t say anything and rushed to the changing room in the back. I slipped the skirt on. I decided it was better than nothing so I put on my jacket, zipped it up and put up the hood. I ran through the mall, which was hard because the skirt was too small and it pushed my legs together. I arrived at my car with my duffel bag and hopped in and drove off. I had to drive one hour like that.



Now that I look back on it my mistakes were, locking the jeans in the bag, not unstuffing the bra, doing the dare. I shouldn’t have panicked like I did. It probably would have gone smoother.
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Old 03-08-2009, 05:20 AM   #8
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Lol, that's great
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Old 03-08-2009, 08:46 AM   #9
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Flipping Heck! Coyote, If I'd done the dare like that I'd never go near that mall again. Fancy locking your jeans in your bag, Maybe you should do as I did and take a printed copy of the dare with you,No mistakes then. But you were very brave doing it your way.
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Will do: Naked,Mature dares,panties,,teasing & denial,pain,photos (privately to the right 18+ people), Sensible blackmail,Semi-public,webcam (will consider one way only, me to you,I like mysterious doms), Mild humiliation risk (but nothing to public),Some cross-dressing,Mind games.
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Won't do: Neighbours (contact with or on their property),family,scat,furry,diapers,nothing that breaks the skin,unhealthy,degrading, permanent or that will get me arrested,Wedgies,Boring(standing in corner for hours), Outright public nudity or masturbation.

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Old 05-18-2010, 12:03 PM   #10
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My girlfriend spotted this dare and dared me to do it but with a few modifications. I had to wear panties to the mall but still had to buy a frilly pair, I was to have clothing pins on my nipples at all times, the garter belt and stockings had to be bought together on their own trip into the same store as I got the bra and panties, perfume/high heels was a mandatory buy, I needed a matching skirt to go along with the top (to be bought while wearing the blouse and bra but before I got stockings and heels) and not only did I have to buy foundation but I had to let them do all my makeup and buy whatever they used.

So I started the day wearing a purple thong and pins on my nipples under my guy clothing. I found a suitable small duffle bag and went to the mall (the mall was very empty since it had just opened). I first went to Victoria’s Secret (the same one I bought 5 panties a few days ago) and the same cute sales girl (early 20s) was there. She asked if I was back to buy my girlfriend more lingerie (I had lied before and dare is part of my punishment.) I told her the truth that I was there to buy panties for myself, that the ones I had bought a couple days ago were for me and I was wearing one I had bought. She giggled a lot. Then she asked what I was looking for. I told her a frilly set of panties and she said she knew just the pair I needed. She took me over and found a bright pink mesh thong that had ruffles around the waist band. She put it up against my waist and giggled a lot and then put the matching bra up against my chest. She told me I should buy both. I knew it was to early to buy my bra and it was the wrong color so I told her I would be back for other items later and she giggled a lot. I bought the panties and went to the nearest bathroom and changed panties.

I then walked over to Macy’s and went to the women’s attire section. I walked around looking for a blouse that a black bra would be seen through. After a few minutes of looking around a sales girl, in her mid 30s, came over to ask if I was finding everything OK, I told her I was looking for a white or off-white blouse that was fairly girly and was slightly sheer. She thought she had something close and took me over to where it was. The blouse was a bit frilly and was a light pink instead of white or off-white. She asked me what size was she. I corrected her and said the blouse was for me and for the dare I was doing. She laughed pretty hard and I turned quite red because of it. She put the blouse up against me and kept giggling as she did. She kept going back and forth between large and extra large and settled on the large being the best fit. She asked if I needed anything else. I told her I would be back to buy something else but because of the way my dare was set up I had to come back. I purchased the blouse and told her I would be back. I went to the bathroom and took off my shirt and put on the blouse. It was a little hard but you could see the clothing pins that were on my nipples so I was sure that the black bra I needed to buy would be very visible.

I then went back to Victoria’s Secret and saw the same sales girl. She giggled a lot when she noticed what I was wearing and noticed the clothing pins right away. She asked what I needed now and f she could pinch and twist the pins while she helped me look. I told her I needed a push up bra preferably in a dark color and lacy or frilly and in a 36C size and I gave her permission to do what she wanted to the pins. She took me around the store putting up every push up bra to my chest and having a ball while I turned so very red. After each bra was put back she squeezed the pins and twisted them a lot. It was quite painful but I kept with it since I needed the bra. We talked about my situation quite a bit and she said she would be interested in having me over at her place if I would wear a female outfit and do her chores and all her orders. I told her I would have to ask my gf if she was fine with it and she ended up giving me her contact info. Eventually (she had put nearly 30 other bras up against me which caused lots of staring and giggling by the other people who came in and out) we got to the bra that she thought meet my requirements it was a black lace push up bra that was quite padded. It was exactly what I needed so I bought it. I went to the bathroom and changed in the stall again (though this time someone walked into the bathroom while I was changing but don’t think he noticed anything).

I then went back to Macy’s. I knew that the bra was pretty easy to see through the blouse since I had a lot of people looking at me. I first picked up some quick drying red nail polish, nail polish remover, and makeup remover for later. The sales lady there didn’t seem to interested in my cross-dressing so she didn’t even comment or laugh. Then I looked around hopping a slightly younger sales girl was around (the last one was great but I was hoping to find someone like the sales girl at VS) but in the end the same sales girl from before was the one I got help from. She couldn’t stop laughing when she saw me with the blouse and the bra on. Eventually she asked what I needed to find and I told her I needed a skirt preferably something that worked well with the top and wasn’t too long since I needed it to show the stockings I was going to buy. She wasn’t sure if they had something that would work with that blouse but we looked around. She had a lot of fun putting skirts up to me and commenting on how they looked or if they worked with the blouse. I was so embarrassed when she thought she had a match and asked a group of 20-something girls that was near to get their opinion. They giggled at me and I must have been so red by that point. Eventually a mid-thigh white skirt with pink and orange flowers on it was decided by the group of girls (they were still giggling and laughing). I bought the skirt and went off to VS though the group of girls followed so I walked around the mall a bit even though I was getting very odd looks from the older people there. The girls eventually went into another store so I headed back to VS.

I got to VS and the same sales girl came up to me and had a big smile on her face when she saw I was wearing the blouse and bra. The other sales girl came over and giggled at me as well. They asked me what I needed to buy now. I told them I needed some stockings and a garter belt. They both giggled and the sales girl I had been dealing with lead me to the back of the store. She showed me the garter belts and then asked if she could do something else to me that would cause me some pain and some extra embarrassment if I had to keep shopping. I thought about it and figured she had already done that via the pins on my nipples so I agreed. She had me face the security camera and went behind me (she was between me and the wall so what she did couldn’t be seen) and then she reached up my blouse and undid my bra. She then grabbed my panties and gave me a wedgie. Then while holding the thong so the wedgie stayed she put hooked the bra through the leg holes so the bra was pulling on my thong. She called it a bra connection wedige and it did cause a decent amount of un-comfort for me. She also giggled since you could see the bright pink thong through the blouse so everyone who was behind me would be able to see it. She dared me to keep it that way till I got done with my dare and I agreed. With that she told me I would probably need a large garter belt. We went with a black garter belt and then got a pair of dark black stockings with lace tops (since I didn’t have shaved legs they needed to be darker). I bought them and told the two sales girls I would be back after the rest of my dare so they could see me once more. They giggled and said OK. With that I headed off to the bathroom again.

I painted my toes and finger nails with the red nail polish. It wasn’t great, since I was nervous, but overall it wasn’t to bad I think. After the nail polish dried I put the garter belt on and the stockings. I used my socks to stuff my bra (I had the largest tube socks I owned on) and then put the skirt on. I put my pants into the bag and debated if I should lock it now or after I got my heels. I decided to wait till I got heels and didn’t need my shoes. I walked out of the bathroom even though there were other guys in it (I guess I was getting use to other people seeing me dressed up. I went back to Macy’s to see if I could get a pair of heels (my gf wanted me to get 3-inch or more heels) in my size.

I went to the shoe department and noticed the sales girls giggling as I approached. The two sales girls approached me as I entered the shoe area. They asked if I needed help. I told them I needed to buy high heels of at least 3 inches no platform in my size and that I didn’t have a clue what my size was. They both giggled. They got one of those measuring devices, had me sit down and to remove my shoes. I did as I was told and they said I was a women’s size 10. While they were doing that they asked me a bunch of questions on why I was dressed up and everything and commented about my red nails. I was really embarrassed but I told them the truth. They said that they didn’t have to many stilettos in that size but they would check. One of the girls went back to the computer while the other one showed me around all the shoes they had on display. After several minutes of looking at all the shoes and liking quite a few but none were in my size and had a high enough heel the other sales girl told me that they didn’t have anything that would work for me but I could go to a different store or order through them. I told them I really needed it today and then they suggested I go to Nordstrom even though it was more expensive I would probably find what I needed. I thanked them for their help and walked down to Nordstrom.

I went to the Nordstrom shoe department, which was huge, and again the sales girls were giggling at the sight of me. One of the older looking girls, probably late 30s, was heading over to help me. I had hoped for another younger girl but I guess I shouldn’t be choosy. She asked if she could help and I told her what I needed along with asking if she could measure me again. She tired to hide her laugh but I told her it wasn’t anything I didn’t get at all the other stores I had been at today. Again she verified that I was a size 10 though thought I would need a 10.5 with some of the higher heels. She went back to her computer to see what they had in that size while she sent out one of the younger girls to take me around and browse to see if I found anything I liked. The younger girl asked me lots of questions about why I was doing this and giggled a lot as I explained my situation. Several minutes passed and the older girl walked back and told me that they had several pairs of shoes that worked. I asked to see them all so that I could try them out which got a laugh from both girls. She first had me try a silver shoe that had lots of straps, and had a 3.5-inch heel. I walked around for a bit trying to keep my balance. The sales staff kept on laughing at my effort but at the end of my walk they told me that I did surprisingly good for never have walked in heels before. Next I tried an open toed black shoe that had a 4-inch heel. They fit much better and looked better in my opinion. I still wasn’t able to walk very well but I liked them better. The girls still had a great laugh at my expense. They told me that my red toes would look nice in the open toe shoe while giggling. Next up was a not so strappy gold shoe with a 3.75-inch heel. I liked the look of the shoes as they were something I would buy for my girlfriend but they weren’t what I needed for my future tasks. I tried walking in them and found them more difficult than the others and nearly fell down. The next shoes I thought were really ugly so I didn’t even try them. The next pair was a closed toe, red and had a 4.25-inch heel. The girls said the shoes matched my nails. I tried to walk in them but I stumbled around a bit. I decided at that it was enough walking in them for now and asked to just look at the rest. I ended up buying the open toed black heels. I asked them if I could wear them out of the store and they didn’t have an issue with that. So after I bought them I put them on and put my shoes into my bag. I then asked them to lock up all my guy stuff so I had to wear everything I had on till I got home. They giggled and locked them up. I thanked them and went off. I had a hard time walking in such high heels and my feet started hurting pretty quickly but I stuck with it till I got to the MAC store at Macy’s for my makeup.

The girls at the MAC store laughed a lot when I came in the way I was. They asked what I needed. I told them I needed to get my makeup done and had to buy whatever they used on me. They giggled and told me to get on a chair. I was thankful to be able to sit my feet hurt a lot already. They did my makeup for what seemed like forever but they ended up using mascara, eye liner, eye shadow (three shades: purple, black and silver), red lipstick, a neutral foundation, and some rose blush. We chatted and they asked me all kinds of questions about why I was doing that. After they were done I bought what they used on me and headed over to the VS store. The girls there had a great kick out of seeing me all dressed up. I then drove home.

As I write this I am still dressed up but need to change and remove the makeup and return to work. This whole dare was quite fun though super embarrassing. I think I am sorta liking cross-dressing now (I didn’t think I would like it earlier and really didn’t want to do anything related to it.) I am definitely going to have to ask for more cross-dressing dares in the future.

Based on the dare’s point system I got 620 points (I counted the 50 points of having to return the blouse since I told the sales girl it was for me to start with… removing that I had 570 points.) Both ways I am a Daring Girl .

Now that I totaled my score up I realize I forgot to do the perfume part of my dare and can’t go back to do that today so I will take all punishment that everyone comes up with (minus stuff in my limits in my signature). I guess you can post here or in my already started punishment thread (link in my signature). I am sure my girlfriend will want me to do spanks to my balls while I am dressed up or something like that for missing the perfume plus all the dares everyone thinks of. Well got to go hope you all liked my summary and please let me know about any dares I should do for punishment for missing the perfume.
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Likes: Crossdressing, wedgies, semi-public, mild pain, edging
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Old 05-25-2010, 09:30 PM   #11
dude5493
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she got this off of bound anna
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Old 06-18-2010, 11:33 AM   #12
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Default This is an awesome dare

Will give it a go on my next business trip to a city where no one will recognize or ever see me again!
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Old 06-18-2010, 01:34 PM   #13
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Great summary, Whitestar!
This seems like a good dare, but I'd never dare it... Props to you all. =)
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Old 03-08-2009, 08:02 PM   #14
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What do you mean if you did the dare like that.
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