Author Topic: ever been caught crossdressing? how did it make you feel ?  (Read 329009 times)

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Offline KathyLauren

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Re: ever been caught crossdressing? how did it make you feel ?
« Reply #260 on: November 03, 2017, 03:25:41 pm »
Hi,Suzie and tk1245!

Welcome to Susan's.  Please feel free to stop by the Introductions forum to tell the members about yourself.

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2015-07-04 Awakening; 2015-11-15 Out to self; 2016-06-22 Out to wife; 2016-10-27 First time presenting in public; 2017-01-20 Started HRT!!; 2017-04-20 Out publicly, beginning full-time; 2017-07-10 Legal name change; 2019-02-15 Approval for GRS; 2019-08-02 Official gender change; 2020-03-11 GRS!; 2020-09-30 New birth certificate; 2021-03-10 consultation for ongoing pain




Offline Mira June

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Re: ever been caught crossdressing? how did it make you feel ?
« Reply #261 on: November 07, 2017, 06:29:12 am »
I think i may have been suspected a few times (I would 'borrow' some of my mom's clothes); sometimes i know they didn't make it back to the right spot exactly or make it back before they were maybe noticed.

Oh, I feel you here. I'm just 16 now and tried cross-dressing for the first time with a full face of makeup, a maxi dress, leggings, and heels just 4 years ago. It felt so good to wear the clothes that felt right now being transsexual. It was after this when I had the horrifying thought that what If my mom noticed that her clothes were in the wrong place. :P What really killed me is when I tried putting on some spandex leggings and they tore. :embarrassed: I was horrified about that even until the day I came out this year. as an aside, my mom still has no idea I wore her clothes ever. It is really relieving, to be honest.  ;D

Offline Embarrassed

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Re: ever been caught crossdressing? how did it make you feel ?
« Reply #262 on: July 24, 2019, 01:43:20 pm »
Have been caught multiple times, and I felt sick to my stomach and very embarrassed most times. Here are a few times. Not in order, and many are years apart.

Caught by my friend's sister trying on her pantyhose in their bathroom with the door closed and locked, but she opened it up the door quickly lke it was unlocked.

Caught by my older sister in her bra(stuffed), panties, dress, pantyhose, and high heels, practicing walking in her high heels when no one was supposed to be home.

Caught by my mom when she came into my room unexpectedly and wanted me to strip off what I was wearing and try some pants and shirts on immediately. I hoped that she didn't notice that I had on my sister's jeans and shirt that looked similar to some I had, but also was wearing her bra and panties. I protested doing it right then and in front of her and even told her I had to use the restroom first, but she insisted trying those clothes on right that moment. so I pulled down my jeans in front of her revealing not only my sister's stretchy pink nylon panties I was wearing that day, but also revealing to her that my legs were smooth and hairless, because I had shaved them as well as my armpits and also wearing my sister's bra. She told me to get my sister's clothes off and try on those clothes and left me standing in my sister's bra and panties.

Caught by my aunt wearing my sister's bra(stuffed) and panties and a girl's nightgown. Was staying the night with her and had worn my normal pajamas thay she saw, but had later changed into that for bed after sneaking into her makeup and putting on some lipstick, blush, and mascara. Got up to use bathroom and thought she was still asleep, still dressed in the nightgown and walked right in on her as she began washing her hands. I was going to run back to take off the nightgown and put on my pajamas over the bra and panties when a wet hand grabbed my wrist. She told me the bathroom was free and led me to it. I had to go badly and was going to lift the lid, but told me that I could set down to pee like a good girl. I washed and was going to change when I was finished, she said don't change out of my mightgown, but I should remove my makeup before breakfast. When I went to to wipe off the makeup, it wasn't wiping off like my sister's makeup did. I walked into her kitchen still in the nightgown and still wearing her makeup, which I found out was waterproof. After breakfast, she helped me remove the makeup.

Was wearing my underwear over my sister's panties to hide them. Her panties were very comfortable and after wearing them for a long time, they would feel like I wasn't wearing anything, so I forgot I had her panties on after a while. My other sister said something mean to me, so being immature I would often give her the full moon (show her my bare butt) when she did and would sometimes also slap and say kiss my a**. Instead of showing her the full moon as I quickly yanked down my shorts and underwear and tell her to kiss my a**, I revealed to her that I was wearing our sister's panties, which I when I slapped and felt panties instead of bare butt. She roared with laughter at my expense. She wanted me to play dress up alot after that.

Home alone and was wearing my sister's swimsuit. We had a wooden privacy fence and it was cloudy, so played in that for a long time. Didn't realize till dividing up to play where one team of boys got to keep shirts on and other boys had to remove shirts that I had girl's tan lines that could have only been from a girl's swimsuit. There was a comment and I lied and said it was from my top, not a girl's top.

Thought everyone was gone, but was caught by a female teacher when I was trying on one of the girl's band uniforms which was a skirt and sweater. Tried to play it off as a gag, but don't think I nor my shaved legs fooled her.

Had an afterschool job that required uniform pants, even very hot weather, but girl's were allowed pants or skirts. I asked if I could wear shorts during a very hot period of weather, but was told no shorts, only pants or skirts. I already was wearing panties and the skirt was appealing to me with the heat, so I joked with my boss that I might wear a skirt or maybe skort then, but she said no, because skorts weren't allowed and no on the skirt because it would be too distracting to see a boy wearing a skirt. She was a "skirts are only for girls" type of person. We wore a smock-like garment over our tops, so I sometimes a girl's top that looked unisex and girl's pants I had picked up used which looked like boy's pants, but they didn't have back pockets and fit tighter like girl's pants, which I liked because I could pull up the top and see a pantyline on my reflection. I even went so far as sewing in a tag from ine of my other pairs of pants, so I could say I thought they were boy's pants if asked or anyone saw them and questioned the tag would be in a boy's size. The day it happened, I was wearing girl's pants and panties, which luckily were yellow panties that were faded enough, because I went to do something and the seat of my used pants ripped open showing the panties to everyone behind me No one said anything, so hopefully everyone thought I was just wearing stained white boy's underwear and not girl's faded yellow panties.

Caught by my sister with some breastforms I had acquired and attached wearing her prom dress with a wig makeup and heels.

Caught by my sister wearing blouse, skirt, heels dancing around twirling the skirt.

Caught by my sister wearing her cheerleading uniform with makeup and wig shaking the pompoms and trying to mimic the cheers.

Caught by my sister dressed in her clothes in the middle of using one of her tampons on myself.

Caught by my sister in the middle of using something on myself that vibrated that I had found along with some lube in her drawer.

Caught by my mom wearing my sister's school uniform along with one of my guy friends that liked me wearing my sister's school uniform (in the middle of an adult situation).

Caught outside locked out of the house wearing bra(stuffed), panties, wig, makeup, dress, and heels and having to wai for them to get home to unlock.

Caught by my sister when I was wearing bra (stuffed), panties, pantyhose, heels, hair fixed like a girl's, and her dress, which I was able to zip up the back and fasten, but couldn't get the zipper back down. She unlocked my door and even though I tried to hold it closed, I couldn't get traction with the pantyhose on and she was able to push open the door. I had to get her help to unzip the dress.

Got pants pulled down by a couple girls when I was wearing my sister's panties.

Was given a wedgie while wearing panties.

Online Northern Star Girl

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Re: ever been caught crossdressing? how did it make you feel ?
« Reply #263 on: July 24, 2019, 01:48:10 pm »

@Embarrassed
Dear Embarrassed:
    Please know that I am not ignoring or trying to sidetrack your post... , but FIRST THINGS FIRST, you need to be Officially Welcomed and given important rules and information about the Susan's Place Forums.
    I am happy to see that you have you signed up as a member of Susan's Place and have submitted your first posting. 

    As you post here on the forums you will be able to exchange thoughts and comments with others that are experiencing many of the same things that you wrote about.
 
    This is the right place for you to be to find out what others may have to say that may have been in your circumstances and with your questions and concerns.
    There are a lot of members here that will be able to identify with your situation as you continue to feel free to share it.
 
    I also want to warmly WELCOME you to Susan's Place
You will find this a safe and friendly place to share with others and to read about others similar trials, tribulations, and successes.

    As you are certainly aware you can share with others and involve yourself with some give and take with other like-minded members.  When frustrated or if you have successes you can share it here if you wish and receive support from others and offer support to others. ....
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    Please come in and continue to be involved at your own pace.   Other members will be along shortly to give you their thoughts about your questions and concerns that you mentioned in your very first posting.
   
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Online Northern Star Girl

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Re: ever been caught crossdressing? how did it make you feel ?
« Reply #264 on: July 24, 2019, 01:48:36 pm »
@Embarrassed
OH, and another thing Embarrassed:
Please plan to write a post and briefly introduce yourself in the Introductions Forum so that other members will be aware of your arrival... therefore you will be able to share your thoughts with more members here.
     
Thank you again for joining Susan's Place and being involved in the Forums here.
Best wishes to you,
Danielle

NOTE: Now after all of this Greeting Stuff I will you let everyone have this thread back so that the exchange of conversation can continue.
Other members here will certainly be along to give you their comments and replies
***SEE MY LINKS BELOW
The Ramblings of a Northern*Star Girl
A New Chapter: ALASKAN DANIELLE's Chronicles
I am the HUNTED PREY: Danielle’s Chronicles
Things change re: ALASKAN DANIELLE
Positive Mindset... put away negativity

Started HRT:   March 2015
Went Full-Time    December 2016
Quit my male-mode job and relocated to a very small town in Alaska in January 2017
I'm a blonde, blue eyed woman, Age 43

Offline MICHELLE B

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Re: ever been caught crossdressing? how did it make you feel ?
« Reply #265 on: July 28, 2019, 09:45:56 am »
Caught? not at an early age, my parents fem dressed me that way.
I was finally caught by my wife, she came home earlier than expected one day, after about six months of marriage.
There I was in heels and a baby doll and makeup, I was mortified!
She looked me over, then said, let me redo your makeup!!!
Later in conversation she asked how long have I been doing this? Forever was the answer.
from then on she was totally supportive, buying me cloths, underwear
and other things she thought would look good on me.
Our two daughters are with it and treat me like one of the girls.
One of them who still lives at home (age 30) curls my bust long hair, does my nails and makeup.

bittydrew

Re: ever been caught crossdressing? how did it make you feel ?
« Reply #266 on: July 28, 2019, 10:38:56 am »
Me and my sisters use to play dressing me up in their clothes use to love it got jealous when they were developing I thought I was cause had these hard bumps behing my nipples and was hurting me all my mom said was maybe your growing breast was disappointed when it didn't happen kind of sad....but always tried my sisters clothes on when I could my sister would help if they were home .....

Offline SheShe

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Re: ever been caught crossdressing? how did it make you feel ?
« Reply #267 on: August 06, 2019, 11:18:32 pm »
Caught? not at an early age, my parents fem dressed me that way.
I was finally caught by my wife, she came home earlier than expected one day, after about six months of marriage.
There I was in heels and a baby doll and makeup, I was mortified!
She looked me over, then said, let me redo your makeup!!!
Later in conversation she asked how long have I been doing this? Forever was the answer.
from then on she was totally supportive, buying me cloths, underwear
and other things she thought would look good on me.
Our two daughters are with it and treat me like one of the girls.
One of them who still lives at home (age 30) curls my bust long hair, does my nails and makeup.
You are a lucky one to have a wife like that and so accepting.

Offline ChrissyRyan

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Re: ever been caught crossdressing? how did it make you feel ?
« Reply #268 on: February 12, 2023, 09:53:40 pm »
Yes, I was caught by being clocked but that was when I cross dressed.

As a woman, I do not cross dress when I wear women’s clothes.  I still get clocked at times though.

It is obviously not a desired highlight of my week when this clocking happens but it does happen!

All well!  I get over it.  I try to be as natural as possible and not stand out. 


Chrissy

Be a good example of good behavior.  Always be kinder than needed.  Be tender to others.  You are as beautiful as the thoughts you think and the words that you speak.   Always stay cheerful, be polite, kind, and understanding.  Knowledge and action shown without love is not impressive.  If you look for the good in people you will find it. Healthy relationships are so important to good living.  Serve others.

Good living, joy, unity, love, and happiness can come from following these practices: Never let selfishness or conceit motivate you.  Regard others as more important than yourself.  Do not limit attention to only your interests, but include the interests of others

It is not usually about how fast you transition, it is about how well you transition.  
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Offline Heather N

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Re: ever been caught crossdressing? how did it make you feel ?
« Reply #269 on: February 13, 2023, 07:34:22 am »
I just saw this topic started in 2008! It goes to show how timeless these discussions are.
I was caught by my parents and it scarred me. They called me some unfortunate names and said there must be something wrong with me.  They wanted to take me to a doctor to see if I had a mental illness or something. It was in the early 70s. Nothing would have gone smoothly. I am certain of that. Since my parents told me there was something wrong with me, I thought there must be.
I retreated into my shell for years. It became repressed but was always there. My first wife thought that I was gay as I let little pieces of my inner self come to the surface. It ultimately led to a divorce.
I am with someone now that accepts me to some extent. She mentioned how feminine I was even without me bringing anything to the surface.
Today, she tolerates it but doesn't prefer it.
I often wonder what my future would have been if I were to be born today
Everyday is a second chance

Beginning the slow journey, In search of a destination

Offline DawnOday

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Re: ever been caught crossdressing? how did it make you feel ?
« Reply #270 on: March 05, 2023, 12:11:24 am »
Actually I was not caught. I dressed for Halloween when married to my first wife. She assumed I had done it before and started dating doctors she worked with. We divorced a year later. My second wife whom I met a couple years later and when I had to move out of the apartment I shared with my brother because it had been damaged by fire. Jo said she would look for a new apartment for me. I did not know she planned to move in. When we packed up my apartment the day I moved she found my makeup in my hamper. I told her I crossdressed. She said nothing for thirty three years. So I did it almost every day. Seven years ago I started visiting Susans and met Chris.deee. Two weeks later I started going to therapy. After two visits the therapist asked if I wanted to start HRT because she thought I was transgender. Which was news to me as transgender was not a term until the early 90's. And I had three open heart surgeries shortly thereafter. But the moderators here at Susans gave me thumbs up and so I started HRT. Almost seven years later, I feel so blessed. One to be alive, Two to still be with my wife who I married three years into us living together, Three, to have two beautiful children and Four to have three amazing grandkids. Five to find all these beautiful people that have made my life special. You all have a huge part in making me whole. I love you for being you.
Dawn Oday

It just feels right   :icon_hug: :icon_hug: :icon_kiss: :icon_kiss: :icon_kiss:



What a trip it's been. I have been blessed in so many ways. I love my sisters, and happier than ever.



Offline SheShe

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Re: ever been caught crossdressing? how did it make you feel ?
« Reply #271 on: March 06, 2023, 12:14:30 am »
Have been caught multiple times, and I felt sick to my stomach and very embarrassed most times. Here are a few times. Not in order, and many are years apart.

Caught by my friend's sister trying on her pantyhose in their bathroom with the door closed and locked, but she opened it up the door quickly lke it was unlocked.

Caught by my older sister in her bra(stuffed), panties, dress, pantyhose, and high heels, practicing walking in her high heels when no one was supposed to be home.

Caught by my mom when she came into my room unexpectedly and wanted me to strip off what I was wearing and try some pants and shirts on immediately. I hoped that she didn't notice that I had on my sister's jeans and shirt that looked similar to some I had, but also was wearing her bra and panties. I protested doing it right then and in front of her and even told her I had to use the restroom first, but she insisted trying those clothes on right that moment. so I pulled down my jeans in front of her revealing not only my sister's stretchy pink nylon panties I was wearing that day, but also revealing to her that my legs were smooth and hairless, because I had shaved them as well as my armpits and also wearing my sister's bra. She told me to get my sister's clothes off and try on those clothes and left me standing in my sister's bra and panties.

Caught by my aunt wearing my sister's bra(stuffed) and panties and a girl's nightgown. Was staying the night with her and had worn my normal pajamas thay she saw, but had later changed into that for bed after sneaking into her makeup and putting on some lipstick, blush, and mascara. Got up to use bathroom and thought she was still asleep, still dressed in the nightgown and walked right in on her as she began washing her hands. I was going to run back to take off the nightgown and put on my pajamas over the bra and panties when a wet hand grabbed my wrist. She told me the bathroom was free and led me to it. I had to go badly and was going to lift the lid, but told me that I could set down to pee like a good girl. I washed and was going to change when I was finished, she said don't change out of my mightgown, but I should remove my makeup before breakfast. When I went to to wipe off the makeup, it wasn't wiping off like my sister's makeup did. I walked into her kitchen still in the nightgown and still wearing her makeup, which I found out was waterproof. After breakfast, she helped me remove the makeup.

Was wearing my underwear over my sister's panties to hide them. Her panties were very comfortable and after wearing them for a long time, they would feel like I wasn't wearing anything, so I forgot I had her panties on after a while. My other sister said something mean to me, so being immature I would often give her the full moon (show her my bare butt) when she did and would sometimes also slap and say kiss my a**. Instead of showing her the full moon as I quickly yanked down my shorts and underwear and tell her to kiss my a**, I revealed to her that I was wearing our sister's panties, which I when I slapped and felt panties instead of bare butt. She roared with laughter at my expense. She wanted me to play dress up alot after that.

Home alone and was wearing my sister's swimsuit. We had a wooden privacy fence and it was cloudy, so played in that for a long time. Didn't realize till dividing up to play where one team of boys got to keep shirts on and other boys had to remove shirts that I had girl's tan lines that could have only been from a girl's swimsuit. There was a comment and I lied and said it was from my top, not a girl's top.

Thought everyone was gone, but was caught by a female teacher when I was trying on one of the girl's band uniforms which was a skirt and sweater. Tried to play it off as a gag, but don't think I nor my shaved legs fooled her.

Had an afterschool job that required uniform pants, even very hot weather, but girl's were allowed pants or skirts. I asked if I could wear shorts during a very hot period of weather, but was told no shorts, only pants or skirts. I already was wearing panties and the skirt was appealing to me with the heat, so I joked with my boss that I might wear a skirt or maybe skort then, but she said no, because skorts weren't allowed and no on the skirt because it would be too distracting to see a boy wearing a skirt. She was a "skirts are only for girls" type of person. We wore a smock-like garment over our tops, so I sometimes a girl's top that looked unisex and girl's pants I had picked up used which looked like boy's pants, but they didn't have back pockets and fit tighter like girl's pants, which I liked because I could pull up the top and see a pantyline on my reflection. I even went so far as sewing in a tag from ine of my other pairs of pants, so I could say I thought they were boy's pants if asked or anyone saw them and questioned the tag would be in a boy's size. The day it happened, I was wearing girl's pants and panties, which luckily were yellow panties that were faded enough, because I went to do something and the seat of my used pants ripped open showing the panties to everyone behind me No one said anything, so hopefully everyone thought I was just wearing stained white boy's underwear and not girl's faded yellow panties.

Caught by my sister with some breastforms I had acquired and attached wearing her prom dress with a wig makeup and heels.

Caught by my sister wearing blouse, skirt, heels dancing around twirling the skirt.

Caught by my sister wearing her cheerleading uniform with makeup and wig shaking the pompoms and trying to mimic the cheers.

Caught by my sister dressed in her clothes in the middle of using one of her tampons on myself.

Caught by my sister in the middle of using something on myself that vibrated that I had found along with some lube in her drawer.

Caught by my mom wearing my sister's school uniform along with one of my guy friends that liked me wearing my sister's school uniform (in the middle of an adult situation).

Caught outside locked out of the house wearing bra(stuffed), panties, wig, makeup, dress, and heels and having to wai for them to get home to unlock.

Caught by my sister when I was wearing bra (stuffed), panties, pantyhose, heels, hair fixed like a girl's, and her dress, which I was able to zip up the back and fasten, but couldn't get the zipper back down. She unlocked my door and even though I tried to hold it closed, I couldn't get traction with the pantyhose on and she was able to push open the door. I had to get her help to unzip the dress.

Got pants pulled down by a couple girls when I was wearing my sister's panties.

Was given a wedgie while wearing panties.

After messing up all these various times in these configurations and getting caught,,,tell us how did your sister and mother react to your adventures.       This is like a cliff hanger we must know.