getDare Truth or Dare

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-   -   Miss Kate's Secret Sissy Challenge. (https://www.getdare.com/bbs/showthread.php?t=203029)

XproAthlete 06-19-2017 02:56 AM

Wow this sounds fun, think I might start wednesday, getting the first panties tomorrow. I better not mess up though cause people would definitely see a bra through my tight gym clothes, that would be so humiliating.

ChrissyDebra 07-27-2020 02:48 PM

https://www.faproulette.co/31090/sec...ssy-challenge/

rhl 07-31-2020 09:40 AM

Panties are not a problem for me, can not tell you when I last wore mans underpants, never had a problem buying any type of female product panty,bra,skirt, stocking, etc.

I have only been caught a few times so the risk of being caught is very slim, this week should be a peice of cake I thought.
I choose that I will go to the same store, about the same time each day and try to purchase a style different than yesterday. Some sexy, some plain.

This will be my first update
  • Bought flowered bikini pantie to start of with tomorrow
  • Day 1: Bought a cute lace booty.
  • Day 2: Bought a thong, since I dont have any
  • Day 3: Bought hipsters
  • Day 3 continue: I'm grocery shopping and bend down. As I stand I notice a lady looking at my butt and smiling. I'm caught with a whale tail and head back to the store to by a bra for tomorrow.
  • Day 4: I'm heading out to by bra and pantie. While wearing Bra and Pantie
So on day 3 and I have been caught. With a day added. 5 more days

the_diaper_darer 07-31-2020 11:41 AM

This sounds fun. I’ll start this dare when classes start back up.

rhl 08-01-2020 10:28 AM

Day 4 update
Went to my store, dressed in Bra(t-shirt Bra) and Pantie(Hi Cut), picked out a Bra and Pantie, it felt weird to not have them matching. Cashier simply rang up everything
4 more days to go.
PS since I'm wearing panties this week all of my toilet/loo use has been sitting down.

I almost feel like I have been cheating and should have started off with a bra right away. As mentioned above, I cant remember the last time I wore mens underwear and also enjoy wearing pantyhose and skirts.

rhl 08-01-2020 10:40 AM

OK I see many saying that they will fo this.
Time to step up and post updates or have you chickened out.
@Lizwani if it is so easy, let's do it. But remember that if the panty peeks out, a bra strap shows, you have been cought and failed

LimitExplorer 08-01-2020 10:42 AM

Quote:

Originally Posted by rhl (Post 4086451)
OK I see many saying that they will fo this.
Time to step up and post updates or have you chickened out.
@Lizwani if it is so easy, let's do it. But remember that if the panty peeks out, a bra strap shows, you have been cought and failed

They all said this back in 2017 though :p

I might do this sometime, but right now I'm locked in diapers so I'll let it wait until then.

rhl 08-01-2020 10:47 AM

Quote:

Originally Posted by LimitExplorer (Post 4086453)
They all said this back in 2017 though :p

I might do this sometime, but right now I'm locked in diapers so I'll let it wait until then.

I know it has been a while, simply trying to ruffle some feathers.
I managed to get a release from diapers to do this dare, I'm sure I'll be paying later.

rhl 08-02-2020 10:05 AM

Yesterday, day 5 was also uneventful, picking up Bralete and cheeky panties. In it until the 4th
Today on my walk, panty, bra, maxi skirt, I'm walking with a couple of ladies, talking, without thinking I reached up to adjust the bra strap. Dang, I've been cought certainly every girl will know what I did, and at least one has noticed Add a day and pick up an additional item today.
I went to the store and choose a bra, boy cut panty, and stocking, I'm very self conscious at the register, this is the same lady as yesterday. No words, no reaction, I'm good to leave.

rhl 08-04-2020 03:46 AM

Yesterday I went for a hike, and then to work, panty, pantyhose, stockings, running shorts for hike, normal outfit for work.
Unfortunately I did not go shopping yesterday so another day added and I'm in this until the 5th for not shopping yesterday.
Today I'll pick up a bra, low waist pantie, stockings, and cami. Im wearing the same, but since not bought yesterday, another day added. With the cami I have 2 sets of straps to peak out. However I dont have a new outfit to wear today, as a punishment I'll stuff the bra while shopping and pick up pink nail polish. I'm now in it until the 6th.
Today's walk is uneventful, hopefully tonight at work is also.

rhl 08-05-2020 06:02 AM

Yesterday was uneventful but without power, I had to go to a different store to buy outfit for today.
On my walk today, wearing bra, panty, cami, stockings, garter belt, pink nail polish, shorts and top. I ran into a few friends, boy am I nervous. One lady reaches out, putting her hand on my breast, another day is added and I have some explaining to do. My one friend likes the idea and I convince her to let me h add be her panties to wear tomorrow.
Out shopping today, I pick up cami, pantyhose, a bra, and a shapewear bodysuit. Cashier simply rings everything up, but I wonder what she is thinking then she says, no panties today? Does this add another day? I'll let you decide.
I dont think Ive mentioned, but as a proper sissy I've also been wearing female pantyliners.
It has been hot and the outfit a little uncomfortable. 2 more days.

Sisforch 08-05-2020 10:37 AM

Quote:

Originally Posted by rhl (Post 4090327)
Yesterday was uneventful but without power, I had to go to a different store to buy outfit for today.
On my walk today, wearing bra, panty, cami, stockings, garter belt, pink nail polish, shorts and top. I ran into a few friends, boy am I nervous. One lady reaches out, putting her hand on my breast, another day is added and I have some explaining to do. My one friend likes the idea and I convince her to let me h add be her panties to wear tomorrow.
Out shopping today, I pick up cami, pantyhose, a bra, and a shapewear bodysuit. Cashier simply rings everything up, but I wonder what she is thinking then she says, no panties today? Does this add another day? I'll let you decide.
I dont think Ive mentioned, but as a proper sissy I've also been wearing female pantyliners.
It has been hot and the outfit a little uncomfortable. 2 more days.

I think thats obvious +1 day.

You write very good reports. I think after the end it is worth starting it over again, but more definite. That help u: https://www.faproulette.co/31090/sec...ssy-challenge/

rhl 08-05-2020 10:50 PM

I see doubles in your link, and some things that do not interest me.
The original task says simply to go another level towards sissyfying .
Yes I'm sure I will be doing it again. Kind of like the stuck in diapers. I get released and 2-3 weekends I see the diaper and put on for comfort. Then have to confess and I'm stuck.

Anyway.
IYesterday bought a thin bra, got caught again adjusting strap. One more day added Her panties were a little small, the shapewear did help my figure.

I'll continue to wear the shapewear but not buying a new one everyday, too expensive.
Tomorrow in addition I'll pick up some girly sneakers size 10 or 10,5 depending on style.
Make it the 7th for last day.

rhl 08-07-2020 03:01 PM

I did it again, between taking my neighbor to the hospital and getting ready for work. 2 hour drive to get there, left 3:15pm, 7 hour job, I never got shopping.
One day for not shopping, second day for not wearing an outfit bought yesterday. I'm exhausted but it shopping, was going to pick up shoes for the fun now I have to. Tge second day requires another addition.
Workout sports top or bathing suit? The coin says bra. This will be interesting in that I will have to wear the bra top properly* on my walk tomorrow.
As for shopping, the counter looked pretty full with ladies garments.

rhl 08-10-2020 12:19 PM

Getting dressed has been interesting with all the layers.
Saturday's walk, sports bra top leggings, and very female shape sneakers no comments received. Shopping went fine, almost used to it.
Sunday I have a padded butt, bicycle style short leggings, obvious bra and ladies top. Things are going fine until some pre teens walk by me and slap my cheeks.
Dang, this was my last day. Will this end, I have to go shopping again.


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