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File: fec40794c4df01a⋯.jpg (30.19 KB,720x720,1:1,29792785_450168448773886_7….jpg)

 No.377269 [View All]

Have you guys ever been caught (or nearly caught) crossdressing (while masturbating or not) ?

57 posts and 13 image replies omitted. Click [Open thread] to view. ____________________________
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 No.393530

>>393475

If I'm reading this right you're letting someone else take the fall for your degeneracy? What the hell, dude!

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 No.393538

>>377269

In the act? No, but when I used to live with my parents I stashed most of my clothes in my trunk below random junk and one day my parents decided to "surprise me" by cleaning out my car as a present. That was a fun one to explain.

>>377498

Do it at a con, you don't have to try too hard to have fun since alot of people are used to seeing crossplayers anyways.

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 No.393823

File: 49b7f3f440fa40d⋯.jpg (38.24 KB,455x372,455:372,49b7f3f440fa40d75e166da8b5….jpg)

>>393530

Deserves it for snooping, privacy is important

Never really crossdressed but I've had my mom's husband catch me jacking off, twice even

You really REALLY should never just randomly look through the window to a 13-14 year old boy what the hell, needless to say it was pretty awkward looking him in the face after that, but never really brought it up again

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 No.393843

>>377661

Picture is weird because faggots don’t breed

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 No.393852

Never been caught crossdressing but I am 100% sure someone found some panties, thigh high socks, and dildos I keep in my closet in my room. No one said anything but I noticed a mess they made as if they looked through my things.

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 No.394244

>>393041

did you two fuck more afterwards?

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 No.396869

I do some kind of CD costume for Halloween every year when I go to parties if that counts.

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 No.396879

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 No.399929

File: caa594c7058e8f7⋯.jpg (186.78 KB,960x960,1:1,15624115_320571338336465_6….jpg)

>>377661

>gay

>child

nigger what

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 No.399930

>>377269

>dildo all the way in

>beating meat to hung fembois

>wearing lacey shit

>hear footsteps coming up stairs (3rd floor apartment, each floor is an apartment and combined with work times can tell if it's my mom or not)

>fuckfuckfuck.png

>throw bathrobe over self

>dildostillinass.jpg

>close porn

>manage to act casual enough despite being on the brink of cumming

>go in my room, change, take dildo out etc.

never got that nut and it upsets me to this day

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 No.399932

>>399930

(for context parents are divorced&seperate)

my dad did this thing where

>knock on door

>before i can even say anything he busts that shit open

>had half caught me before

>still fucking did it

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 No.399935

>>399932

my dad was the same

swear he did it on purpose

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 No.401414

I almost got caught but for something different, but because I acted stupidly basically. But later I had pretty good reasons to think that my parents spied on my laptop through the local area network of the house a few times and even that my mother told someone else about something very private about me, when I was almost 18. I can't tell for sure if it's only a fairly probable fantasy or if it really occured, but that period was kind of the crucible for the increase of the distrust feeling I always had with my parents and especially my father. It ended badly but now I'm away and the primary reason for it isn't even relevant anymore, so after a few years it got better somehow.

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 No.401415

Otherwise, once I almost got caught while masturbating because my father pretty much banged in the room, and I just had enough time to close the porn and store my BBBenis but ended up cumming in my underwear. That was horrible.

At least I wasn't into female underwear at that time, I only stole a pair of fishnet mittens to my mom that I hided in a drawer and wore every once in a while, without even really conciously thinking I was doing something weird curiously.

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 No.401626

Once I fell asleep and left my Skype open on my computer, on which I had been flirting with some guy (I was 16) my dad told me he found it and gave me some lecture about being safe on the internet and that was that.

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 No.401639

>>377269

first time I ever wore panties I wore them to school, the back kept riding up my butt and like an idiot I kept adjusting it, a girl noticed and asked "are you wearing panties anon?" in a somewhat public place, embarrased I dnied it obv (I was out but only kinda, stll didnt trust alot of people and for good reason which I wont get into)

I forgot that I had PE that day and had to put my shorts on under my trousers in the toilets before PE

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 No.401640

>>399935

dads are weird

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 No.403134

My dad never caught me thank god, but my mom did once i was seeing how I looked through my webcam and then she came in out of nowhere it was like 3am she looked and smiled then said "Oh you." Then shut the door and went too bed.

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 No.403183

>>393823

Would you have let him fuck you?

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 No.403185

>>401626

Sounds like a stand-up dad, didn't care that you're gay.

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 No.403187

>>403134

lmao what the fuck

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 No.403685

I used to put on my sister's panties in the bathroom and hump the floor when I was really young. One night it was REALLY late (for a kid) like 1am. I was so tired but so horny. I did it for a while but I wasn't cumming, I think it was because I was extremely tired, and I was starting to doze off even. I still to this day don't know if I woke up on my own accord, or if a loud noise had woken me up, but suddenly I was awake and confused. If it was the latter, it was definitely my brother in law making sure I wasn't dead in the shower, because I soon realized that I'd left the door unlocked. If what I think is true, then yes, my brother in law walked in on 10y/o me in the bathroom humping the floor in my sister's underwear.

This is my first post on this website.

Glad I could get that off my chest.

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 No.403710

I got caught by my roommate he was a obvious closeted super fag so i doubt is scared him to much. He still told everyone in the dorms, which forced me to be open about it. I was pissed he told especially cuz he was gay and I didn’t out him, but not pissed i got caught. He should of knocked.

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 No.403721

>>403710

I'd have outed him eye for an eye style and called him a cunt

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 No.403733

I have long hair and I like to wear girly headbands to keep it out of my face at home. I have one with a flower on it. One time I went to work and forgot I was wearing it, and walked right by the smoke shack before I realized. A couple guys were in there, no clue if they saw it but I ripped it off and stuffed it in my coat. I work in a factory with the type of guys who would never let me hear the end of it if they found out I'm bi or into girly shit.

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 No.409763

File: a9fb6800106a982⋯.jpg (72.69 KB,640x369,640:369,a9f.jpg)

>maid loves putting shit in the wrong place

>im looking for a card i made, check my brother's part of the wardrobe, inside a small box out in the open

>find mascara and lipstick

>i already knew he was into this shit cause he used to have app-fueled fem pics on social networks

though his shit cooled off recently, i think

it actually feels really bad to think of it, feels like he might have found my femboy porn folders and turned gay because of it, and i just accidentally catalyzed this difficulty into his life

mom is ok with it probably, but dad wouldnt be, and stuff is already hard as is

in the past:

>nofap, really horny

>draw a figure that looks like myself with tailplug, cat ears, ballgag, ribbons, chastity cage, tied up, with cum on the floor

>lose that because im disorganized

>one day i wake up, its laying in my table

>this happens twice

>probably maid or my mom saw it, no words on the topic

>i get tired of it showing up and put it in my notebook

>show the notebook to classmates

>almost get caught

its cursed. i dont know where it is right now but it will turn up again in a bad moment

>maid is hell, snoops into every crevice for god knows what reason

>finds panties and places them on mom's bed

>luckily i find it there before mom arrives and throw them out

>mom herself finds the skirt my ex gave me

>mistakes it for an attachment to the person rather than a love of skirts, angrily tells me to throw them out

>i just accept that i will never have a hiding place

>have frilly bows and hairclips out in the open decorating my boxes and junk, no fucks given

>never wear them publicly

>have forgotten i am wearing it many times, but every single one of these times i accidentally found out by touching the thing somehow, saving my ass

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 No.409808

>>409763

>its cursed. i dont know where it is right now but it will turn up again in a bad moment

"yes sir this is my cover letter and… woops"

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 No.412052

>>377318

ur supposed to eat the banana :o

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 No.412492

I haven't been caught in the act, but last year I was moving out for my freshman year of college, and the day before I was panicking trying to get all my kinky/gay shit into hiding spots with the stuff I was bringing to school, so I found my maid dress, my dildo, my vibrator, and my chastity cage that I bought when I was in late middle school/high school. I had them all gathered in my suitcase while I went to the bathroom to burn some receipts in the sink since my shredder doesn't cross-cut. So my mom smelled the smoke and freaked out and I think she probably at least looked in my room, where all of that stuff was out in the open because the suitcase was wide open. I'm not sure if she saw, but I heard her say "Oh my god." very clearly while I was in the bathroom.

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 No.412499

I swear to god reading this thread causes physical pain

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 No.412504

File: 6a7b15215dca7ab⋯.png (1.02 MB,1200x768,25:16,DieJNz0UwAEzHcM.png)

I got caught a few years ago by my grandmother. I live with my grandparents and they literally don't understand the concept of privacy. Like, they just barge in without knocking or anything if they need anything from me, never fucking knock. one summer night (around 2am) I was wearing nothing but fishnet bodystockings, a chastity cage, and fucking myself with a dildo while watching sissy hypno porn. It was super hot that night and my grandfather always turns off the AC at night to save money and opens all the windows. That night when he was opening all the windows she complained that it was super hot and it would be too hot not to have the AC on that night and they argued about it. But anyway, here I was pounding my prostate away, fixated on my computer screen and headphones on, when I see the door suddenly opening out of the corner of my eyes . She literally entered my room like a drunk person enters a room, with an arrogant forcefulness, and starts to say something. She then literally stops mid-sentence as she realizes what she's seeing. I closed my laptop as fast as I could, took off my headphones (the dildo was still in my ass) and covered myself in my blanket. It was dark and my night vision was still adjusting, but I saw her outline by the doorway in the dark just standing there looking at me. She then mutters something along the lines of "I'll come back another time" and closed the door. I don't think she told anyone else about that night, but a few weeks later she approached me and told me she will always knock on my door from now on. Funny thing is, she forgets and still barges in my room sometimes, and I have to remind her not to do it from time to time.

All in all, it wasn't as bad/awkward as when my mom caught me

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 No.412524

File: 0e5b1395cf2c646⋯.jpg (35.37 KB,521x413,521:413,1440418291798.jpg)

>>412504

What happened when your mom caught you?

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 No.412532

File: 09bbeb1da354f53⋯.mp4 (2.83 MB,1920x1080,16:9,mfw.mp4)

>>412504

TELL US ANON ABOUT YOUR MOTHER

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 No.412534

File: dbd7527899bbc85⋯.jpg (26.42 KB,600x407,600:407,1510898667756.jpg)

>>412524

>>412532

Well I didn't particularly get caught CDing by my mom, but it was super awkward and strange. I was in middle school going through puberty, and one school night around 12am I shaved my entire body cause I hate body hair. I was super tired and didn't fully dry myself off in the shower, so when I got to my room I decided to just lay down in bed on top of my blanket and just dry out naturally. I wasn't particularly worried about getting caught because it was so late, and so I fell asleep completely naked and shaved on my bed. I was already asleep, when for some fucking reason, she entered my room to check in on me I guess, and saw me with my legs and pubes shaved. She then proceeded to fucking turn on the lights, wake me up by shaking me and ask me why I'm naked, why I shaved my legs, and why I wasn't under my blanket. It was so awkward, I just jumped under my bedsheets and told her I'm tired. Before she left she said that we would have a talk in the morning. The next day at breakfast before school she brought it up and started asking me the same intimate questions right in front of my little brother. She asked me if I was watching porn, if I was gay, and if i was having sex with older men. I literally wanted to die it was so embarrassing. I didn't know how to respond so I just sat there face down asking her to just drop it. The way she shamelessly outed me out like that in front of my family was so sadistic, as if she had no care for me or my privacy, she just laid all my shame out for everyone to see. Or maybe it was a total shock for her and so much was going through her mind that she forgot about my well being. The drive to school was dead quiet, she forgot turn on the radio (I guess the whole event was as traumatic for her as it was for me). The day at school went terrible, I couldn't focus and was in a gloomy haze all day, one of my teachers even asked me to stay after class and asked me if everything was alright with me. I just played it off as being tired (was I really going to tell her what had happened?). When I came back home from school my room looked like it had been searched. She obviously didn't find anything because I didn't have any toys or girly clothes back then. But our relationship has never been the same after that night. My father didn't mention it at all and never even acknowledged that it happened, same with my brother. My parents later stopped buying me razor blades and instead bought me an electric shaver. But yeah that's about it, what really made this particular even traumatic was their overreaction and complete disregard for my privacy. My parents later took me to a psychiatrist and I was put on antidepressants which basically made me asexual until I stopped taking them after I graduated high school.

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 No.412535

File: db515f3c1f9aec1⋯.gif (1.02 MB,480x270,16:9,oh.gif)

>>412534

I thought it'd be something funny but that's actually kinda fucked up of her to do.

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 No.412537

>>412535

just thinking about it and remembering the whole ordeal physically makes me cringe. I was literally clenching my fists and wincing while typing this out

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 No.412539

File: 681e3efaef88c3c⋯.png (203.11 KB,520x520,1:1,hug.png)

>>412537

O-oh sorry for asking anon.

free hug

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 No.412552

File: 1bab0dddd1dc2c0⋯.jpg (294.28 KB,1696x1592,212:199,IMG_20190805_062149.jpg)

Nothing like that but once when I was out buying CD stuff at 4am at the supermarket (ya, really) the self checkout machine wugged out snd security member walked over and dumped out my entire bag of tights and panties to help me and I could've died of embarrassment

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 No.412590

>>412537

Women are sadistic by their very nature, anon.

Always avoid women. Don't even hang out with women as"friends". They will be just using you for social validation, but will discard you at the first sight of hardship. All the while, they will use every opportunity to be sadistic against you, in order to make you look like you are down on the social ladder.

Women are cancer.

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 No.412620

>>412590

It's parents. A lot of them are narcissistic and have no sense of boundaries. They don't see their kids as individuals, rather they view them as accessories to their lives. Many people have stories of this kind of shit. My parents were both the same fucking way, they just demean and criticize everything you give a shit about and monitor your every waking moment from waking up to taking a shit to how much toilet paper you used, until you have no self confidence and keep everything to yourself like some anti social prisoner. Then they come out and bitch about your lack of hobbies and how closed off you are

>Why don't you tell us about your life

>why don't you wanna spend time with us

>why do you keep everything a secret

>why didn't you tell us about X,Y or Z

I've been living on my own and financially independent since I was 19 and I STILL have these fuckers trying to invade my privacy and pulling absolutely ridiculous shit. They actually unironically had my neighbors spying on me and letting them know who was coming by my house and how often I was coming/going. It sounds like some schizophrenic paranoid delusion and I wouldn't have even believed it if they hadn't directly told me one day.

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 No.412622

Well, my dad found all my CD (and fetish) clothes once when he was cleaning. Really awkward conversation when I came home. He even asked me if I did it to post to people online and threatened to remove our router (which I lied and replied no to). Following this event I also came out bi to him later that day.

It resulted in him being a bit more respectful of my privacy so he never opens my drawer or cleans my room anymore, which is nice I guess. I'm just glad that he didn't find my toys.

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 No.412625

>>412620

Call the cops upon them then. That is criminal behavior.

But don't think that it is just some parents only thing.

All women behave exactly that way you described. Even to someone who they aren't related to.

Avoid them like the plague.

>>412622

Why don't you try to be more sexually intimate with him? He might want it, but feel embarrassed to admit. Try it slowly. It might work. And it will make you form a strong bond between you two.

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 No.412633

>>377318

Dont you browse /vrg/?

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 No.412649

>>412620

>It's parents. A lot of them are narcissistic and have no sense of boundaries. They don't see their kids as individuals, rather they view them as accessories to their lives

I always wondered why this is. My parents were the same way as you described. Pumped me full of antidepressants and told me to only study or I'd be kicked out if I ever dated and my grades slipped, then complaining in my 20s that I never dated and won't give them grandkids. Hell I'm in my late 20s now, successful, and they STILL COMPLAIN. I still find them opening my mail and looking through my stuff sometimes. And I can't get rid of them because I'm the one supporting them now.

To be on topic, no they never caught me. But I spent years of my life in constant panic because of their spying on me.

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 No.412652

>>412649

Srop supporting them, anon. It is not worth it.

Those control freaks become parasites as they get old, and it is up to you to get rid of them. Put them on some nursery home for old people, and move on with your life.

If you get too attached to them, they will leech you through all their lives.

Wouldn't you be better living without them, so you could crossdress all the time, and even enhancing the chances of finding someone who likes you for that? ;*

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 No.412653

>>412652

I'm practically an old man myself anyway anon, i have like a year left to do anything. And I can't bring myself to do that, plus the cost isn't worth it. But thanks. I hope you make all the best decisions in your life, i know I didn't.

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 No.412692

>>377269

These posts make glad to not be the only who lost entire years repressing themselves for not having privacy, and sad because no one deserves that kind of shit.

I lost my prime years thanks to never having a room of my own or doors or anything because I slept on the fucking living room during 8 years. Now, at 23, I'm still living with my narcissistic mother and older brother, everyday a bit more hopeless as my youth slowly fades away.It's literally impossible to get a place of your own in this banana republic.

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 No.412758

My mom found out I cross dress/post it online but she's cool with it. Even bought me a hooters costume once. Dad would probably kill me.

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 No.412778

>>377269

An older female (and fat) friend of mine caught me cross-dressing in a very awkward situation.

Nowadays, she kind of blackmails me into having sex with her because of it. Although i appreciate free and effortless sex, her demanding nature is what put me off from women almost entirely. Currently, i can only truly enjoy sex with other guys, even though i (seldom) have the occasional sex with some girl or another, aside from my fat "friend".

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 No.413164

I never got caught but my parents (mostly my mother) saw girly clothes in the closet a couple of times and they never asked

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