Share a time when you were (or nearly) fetish or closet outed/caught.

When I was a teenager my Dad had remarried and bought a new house and on one of our weekend visitation visits I was left alone while they went shopping. I was snooping around in their bedroom and looking for the playboy magazines that my dad always keep beside his side of the bed. I found the latest copy and opened the fold out I was so turned on I drop my pants and and put the centerfold picture on the bed and started jerking off. I was just about ready to come when my new stepmother stepped into the bedroom said "what the hell are you doing". I didn't have a chance to pull up my pants before she came over and took me by the hand and pulled me over to the sink in their bathroom. She lay open the center fold and said if your going to jack off then do it over the sink and wash up after you have come. She then left but to this day I think she watched me jerk off. Years later a couple of months before my dad died I visited him in the hospital
That is so hot. I bet she secretly was so turned on. She probably watched you but she couldnt admit to it. Im imagining the age difference kept that from happening. In my fantasy i picture saying”here let me help you stroke it. And perhaps ill take the place of this model and you can experience the feel of a real woman”. At least thats my fantasy.
 
My wife found my porn stash. I had a lot of tranny/CD and bisex porn. She made me get rid of it and damn near lost my marriage. I explained to her that im turned on by cock but she wasnt understanding.
I do have a fantasy if getting caught by a guys wife or GF as im sucking him off. Calling him and I gay and getting upset. But then tells us to keep at it and dominates us/joins in on the fun as she realizes how hot it is.
 
when i was a young teen i was looking many times at my neece her legs&rits,she loved it to tease men&boys,at a afternoon she forced me to put schooluniform and nylons from her on to punish me for starring,i looked fantastic and than her dad came info her bedroom...
 
Ok I will relate my teen crossdressing story. Both my parents worked which meant that when I got home from school, I was alone for 2-3 hours. I had an older sister who was away in college. She left a ton of her clothes in her room, including dresses, shoes and underwear. I often wondered what it was like to wear them, so having time I tried them on. After several of these sessions, I decided to go full make up. I took my time. I got fully dressed; underwear, bra, nylons, a nice dress and full make up. Go figure, that was the day my Dad came home early from work. I was in the bathroom admiring myself when I heard him walk into the house. I quickly locked the bathroom door (we only had on bathroom). When he asked what I was doing I told him I was feeling sick (I think he needed to pee). I stuffed the clothes in the towel cabinet, but was now totally naked. I had no idea how to get makeup off my face. Lucky mom kept make up remover in the bathroom. After 10 minutes of hard scrubbing, I was mostly clean. I immediately bolted for my room, found my clothes, got dressed and jumped into bed. I later went back and grabbed sisters clothes. When my mom got home, Dad said I was sick. Mom checked on me. I think she suspected something as she said my cheeks were quite flush - rosy - probably from the blush and near panic.
 
Wife found pics of me in thong/garter/stockings and a top. She wasn’t crazy about it but she didn’t think much about it.
 
When I was in my early twenties in the late 70's or early 80's? I was staying at my parent's house during a summer break from college. They had gone out of town so, just as I'd done so many times when younger, I hosted a wee bit of a party while they were gone. Nope, not a drinking party, not our scene though there was some alcohol as well, but mostly smoking top shelf weed from the era and, in this case, also a few of us dropping some acid (windowpane as I recall).

Scene set, it's getting late, past midnight, the party was small to begin with and most have gone home. A few closest friends remain with some crashing in various bedrooms and just a few others still watching something on the TV in the family room. Our friend Rick, who had partied real hard, stoned, trippin' and drunk was in a recliner in the corner snoring loudly. I'm on the downward slope, or "coast phase" as I used to call it of the acid trip, though still incredibly high and so horny for dick that my ass is twitching. (...and....without a regular male companion at this time.) I stand up, barely, announce that I'm going to go to bed and head off to my room.

In my room, I drag (ha ha, that's funny, "drag") a locked suitcase from the dark corner on the top shelf in the closet, and open it to reveal the part of my stash of sex toys and lingerie that I did not take to college with me. I gasp, and my cock twitches and starts to fill, as I see smooth silk and satin, sheer lace as well as toys and lube. I waste no time stripping out of my "straight" clothes and first pull on pair of white sheer nylon and lace crotchless panties, with ruffles on the back all the while watching myself in the full length mirror on the back of the door. I then sit on the edge of my bed to pull on pair of white suspender style pantyhose and a knee length kind of dusty pink ruched bust cami ....all the while stoking my dick which, with the acid and the sensations, is almost painfully engorged.

Finally, I put on the "pièce de résistance", a PINK lace full length flounce sleeve chiffon robe. I look at myself in the mirror, caress my lean body, shaved smooth for competition swimming season, and watch as my hard cock makes an obscene tent sticking out of the chiffon robe. I take a few hits off a bong, expelling the smoke out my open bedroom window, before retrieving a realistic cock dildo and some lube (usually KY and Albolene back then). I dim the lights pull back the spread and top sheet from my bed, and spread out a towel in case of any "mess". I then proceeded to...lets face it....make love to myself.

I took a few puffs of some poppers, (real amyl nitrite ampules), thoroughly lubed my ass, playing in it with my lubed fingers, and while I could feel the warm flush and dilation from the poppers, laid on my back and effortlessly slid a 10" and rather girthy dildo up my ass gasping and moaning at the sensations. Mind you, I'm still tripping on psychedics and the sensations are just overwhelming. I plunge the dildo in and out of my ass, hole opening and closing, opening and closing around it, and stroking my taught cock for sometime before deciding to ride it "cowboy style".

I get up on knees in the bed, back facing the mirror on the door, and pull up the pink chiffon robe so I can see my gaping ass in the mirror and begin to ride up and down the full length of the dildo while periodically snorting the poppers. My head is swimming in sensations, my ass is swimming in sensations, my dick is overwhelmed and I'm just lost. Nothing exists but me, my cock and mostly my ASS. I've turned my head around and am watching the whole scene in the mirror on the door (what we did before webcams....LOL) I am just on the verge of cumming, the precipice, the point of no return....when, SUDDENLY, I hear a "rattle" and realize it's my door knob (there is no lock).

All simultaneously....and seemingly in slow motion....the door is opening slowly, I am sliding down so I'm now laying on my side my back to the door while watching it, the dildo gets buried deeper in my ass as I slide down onto it while lying down, I'm pulling the top sheet up in an attempt to cover my lingerie clad body but there are still parts of pink chiffon robe sticking out all over, I AM CUMMING, squirting, spraying with my cock spewing a copious load of semen onto my lingerie and bed sheets. The orgasm is no intense my vision is almost whiting out.

When I can focus, I realize it's the "snoring" stoner Rick coming through the door. He looks at me, laying on my side, back to him, I don't know what he's seen, and he utters in drunken slurred, stoned, speech, "Oh man. I'm sorry. I didn't know you had company."...and he backs out the door closing it behind him.

I am laying there, head spinning from poly substance abuse and a mind blowing orgasm, dildo still up my ass and going, "Shit!!" Trying to process it. Did he say what I thought he said? Did he think I had a pink lingerie clad girl in bed with me? Did I just dodge the bullet of being found out as a dildo riding cross dresser? Whoa !!

I had to find out so I started trying to put myself together and clean up. OK. "Dildo out of your ass....sigh...do I have to? Holy fuck....look at all the CUM." I made a quick clean up as best as I could....knowing I was gonna have to wash the sheets anyhow. Chiffon robe off....other lingerie, cami, hose, panties left on (I wanted to play some more). I checked myself in the mirror. With my big plush "boy's bathrobe" and slippers on, all you could see was a few inches of white hose sticking out beneath the robe so I was "safe"

It had been hours since I'd gone into my room so I didn't even know who was still in the house. Most of the lights were out and it was largely quiet. Rick was the only person left in the family room and he was again nodding off in a recliner. He woke up, saw me, and again apologized for "interrupting" me. He wanted to know if he could crash in on of the beds and I directed him to a room upstairs.

....and you all thought he was gonna fuck me...right? Sorry. On a funny note, my then girlfriend came over early in the morning before he and a few other closest friends and partiers had gotten up. When he awoke she and I were making pancakes so it all made sense. He thought it was she who had been in bed with me the night before.
 
Ok I will relate my teen crossdressing story. Both my parents worked which meant that when I got home from school, I was alone for 2-3 hours. I had an older sister who was away in college. She left a ton of her clothes in her room, including dresses, shoes and underwear. I often wondered what it was like to wear them, so having time I tried them on. After several of these sessions, I decided to go full make up. I took my time. I got fully dressed; underwear, bra, nylons, a nice dress and full make up. Go figure, that was the day my Dad came home early from work. I was in the bathroom admiring myself when I heard him walk into the house. I quickly locked the bathroom door (we only had on bathroom). When he asked what I was doing I told him I was feeling sick (I think he needed to pee). I stuffed the clothes in the towel cabinet, but was now totally naked. I had no idea how to get makeup off my face. Lucky mom kept make up remover in the bathroom. After 10 minutes of hard scrubbing, I was mostly clean. I immediately bolted for my room, found my clothes, got dressed and jumped into bed. I later went back and grabbed sisters clothes. When my mom got home, Dad said I was sick. Mom checked on me. I think she suspected something as she said my cheeks were quite flush - rosy - probably from the blush and near panic.
Jeez that sounds familiar. Way, too familiar. My sister is 8 years older and when she eloped with a guy my parents did not like, she left behind nearly all of her clothes. It would be a year before she returned but in that time I'd tried on everything. One pair of floral pattern satin panties I decided to wear as my own and pretty soon those needed washing. I tossed the pair into the washer with the load my mom had started. My distracted mind forgot about it and she was the one who moved the load to the dryer. Rachel's panties did not go unnoticed. My mom asked me point blank if I had been the one to add to her laundry. I said yes as I turned white. I made up some story about finding the panties behind the bathroom hamper. My story didn't add up since Rachel had her own bathroom on the 3rd floor.. I was full of shit and my mom said, "Uh-huh. Stay out of her stuff." Felt tremendous guilt. Both parents knew I had some sort of interest in girls' clothing
 
My best friend and I were lovers all through high school and for several months after we graduated. During the summer after our junior year, his family went out of town for a week and he and I had his house to ourselves. It was an amazing week of what seemed like non-stop sex. A couple of days before his family was due to come home, we were in the basement and I was bent over the pool table while he pounded my asshole from behind. Just as he started to cum his female cousin walked in. It was a rather intense scene with lots of shouting and threats from her about outing us. She and I had been together a few times with lots of groping but the farthest we had progressed was her giving me a couple of handjobs and me fingering her. We got her settled down and I ended up fucking her for the first time later that day, and the next day we had a threesome. Over the next year, we had several threesomes and she and I fucked on a regular basis.
That sounds like a perfect little relationship
 
I wouldn’t call it caught or outed but the neighbor lady knows. She say us, I’d say it was voyeurism on her part.
 
Pretty tame to most of these but got caught in a 69 with my high school girlfriend. Sister suddenly showed up and caught us in her parents bed

Also got caught jerking off on the roof of the student union building in college. Watched my ex being fucked by another guy..campus police caught me
 
When I was 19 I hooked up with a married couple who happened to be renting the private back house with a yard on my parents’ property. One weekend the married couple and I decided to do ecstasy together. We had just taken it and were waiting for the effects to come on when I decided to go get some stuff from my Mom’s house. I was mostly living at a different place with some friends but I still had lots of stuff in my old bedroom.

My mother was very aware that I was a cross dresser, she’d even laundered and put away some of my girly clothes over the years. My stepfather’s car was gone so thinking my parents weren’t around, I went up to my room and changed into one of my sister’s old hand-me-down bikinis and pulled some grey sweats on over. I was stashing some girls stuff in a backpack when my mom came in the room.

“Where are you off you to this weekend ?” My mom asked while looking over some of the skirts and body suits and things laid out across my bed. Her expression was terse but resolved. She knew I was hanging out with their renters and she did not approve.

I tried to be casual about it but there was no way to deny I’d been at the back house and was getting things together to go back there. I was cornered for a heart to heart with my mom as the MDMA was beginning to come on.

Ecstasy can have a profound effect on heightening emotions and empathy. I was opening up to my mom’s perspective, entirely open to hearing her concerns while packing my bag. She mentioned how a lot of my stuff used to be my sisters. I showed her some of the other things I had collected.

In that moment I became her daughter. I’d seen her and my sister talking years before as my sister was preparing for a date and here I was, packing outfits and things I was intending to go get fucked in.

My mom was anxious but I was completely calm and comfortable until I started feeling rushes of euphoria. I could see my mom suspected something was up so I hugged her and told her not to worry. She put an arm around me and I felt her take notice of the feel of the bikini top under my sweatshirt.

I kissed her on the cheek then went to the back house and told my lovers what had happened. I was a girl that whole weekend. 🥰
 
When I was 19 I hooked up with a married couple who happened to be renting the private back house with a yard on my parents’ property. One weekend the married couple and I decided to do ecstasy together. We had just taken it and were waiting for the effects to come on when I decided to go get some stuff from my Mom’s house. I was mostly living at a different place with some friends but I still had lots of stuff in my old bedroom.

My mother was very aware that I was a cross dresser, she’d even laundered and put away some of my girly clothes over the years. My stepfather’s car was gone so thinking my parents weren’t around, I went up to my room and changed into one of my sister’s old hand-me-down bikinis and pulled some grey sweats on over. I was stashing some girls stuff in a backpack when my mom came in the room.

“Where are you off you to this weekend ?” My mom asked while looking over some of the skirts and body suits and things laid out across my bed. Her expression was terse but resolved. She knew I was hanging out with their renters and she did not approve.

I tried to be casual about it but there was no way to deny I’d been at the back house and was getting things together to go back there. I was cornered for a heart to heart with my mom as the MDMA was beginning to come on.

Ecstasy can have a profound effect on heightening emotions and empathy. I was opening up to my mom’s perspective, entirely open to hearing her concerns while packing my bag. She mentioned how a lot of my stuff used to be my sisters. I showed her some of the other things I had collected.

In that moment I became her daughter. I’d seen her and my sister talking years before as my sister was preparing for a date and here I was, packing outfits and things I was intending to go get fucked in.

My mom was anxious but I was completely calm and comfortable until I started feeling rushes of euphoria. I could see my mom suspected something was up so I hugged her and told her not to worry. She put an arm around me and I felt her take notice of the feel of the bikini top under my sweatshirt.

I kissed her on the cheek then went to the back house and told my lovers what had happened. I was a girl that whole weekend. 🥰
i love this story, and the connection you had with your mom that day. Would LOVE to hear what happened to you as "a girl" that weekend too.... :)
 
i love this story, and the connection you had with your mom that day. Would LOVE to hear what happened to you as "a girl" that weekend too.... :)

As I mentioned before, I’d hooked up with the married couple. The husband and wife had been interested in having a three way, originally looking for a female. The wife decided she wanted me and apparently it took a little while to convince her partner to be open to being with me.

I was mostly still in the closet at the time but the husband decided I was not threatening to his masculinity or some such thing…🤔😅

The three of us had already been together as Mfm, fulfilling her spit roast fantasy and the husband and I had already sucked each other off before it came up that I was a CD and liked wearing girls stuff. Next thing you know they were dressing me up in the wife’s swimsuits and panties while we would play. The husband liked it better and started calling us “his girls” even though I still mostly felt like a guy in drag.

We all decided to have a special weekend where we did ecstasy and I would basically transition for a three day weekend. That’s when it all happened. We were an fMf threesome. I kept tucked in tight bikini bottoms and took my first fucking when he pulled my thong aside. She kissed me and tugged my nipples while he fucked me until he couldn’t go anymore. It can be hard to cum on MDMA but somehow he kept getting hard.

We hung out and lounged around, ate, sucked, petted, fucked… I even got tied up and fingered and tooled for a while. 🥰 The wife made me up and did my hair several different ways. Then we took turns getting fucked at the kitchen counter or over the back of the couch. One of my favorites was getting fucked from behind while I was eating her.

I kept tucked all night but another favorite was the next morning when I woke with morning wood, he fucked me while I was inside her. That was incredible - being caught in the middle. Every time he would slam into me it made me slam into her. We were all so sore and chaffed. The only thing missing is that I never got to feel him cum inside of me. 😢

We took it easy the next night and just cuddled and petted and shared fantasies and stories, drank wine… I wore a miniskirt and a lace and satin teddy (one that my mom had liked) and had lots of three way oral…

🥰🥰🥰🥰🥰
 
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As I mentioned before, I’d hooked up with the married couple. The husband and wife had been interested in having a three way, originally looking for a female. The wife decided she wanted me and apparently it took a little while to convince her partner to be open to being with me.

I was mostly still in the closet at the time but the husband decided I was not threatening to his masculinity or some such thing…🤔😅

The three of us had already been together as Mfm, fulfilling her spit roast fantasy and the husband and I had already sucked each other off before it came up that I was a CD and liked wearing girls stuff. Next thing you know they were dressing me up in the wife’s swimsuits and panties while we would play. The husband liked it better and started calling us “his girls” even though I was still mostly just felt like a guy in drag.

We all decided to have a special weekend where we did ecstasy and I would basically transition for a three day weekend. That’s when it all happened. We were an fMf threesome. I kept tucked in tight bikini bottoms and took my first fucking when he pulled my thong aside. She kissed me and tugged my nipples while he fucked me until he couldn’t go anymore. It can be hard to cum on MDMA but somehow he kept getting hard.

We hung out and lounged around, ate, sucked, petted, fucked… I even got tied up and fingered and tooled for a while. 🥰 The wife made me up and did my hair several different ways. Then we took turns getting fucked at the kitchen counter or over the back of the couch. One of my favorites was getting fucked from behind while I was eating her.

I kept tucked all night but another favorite was the next morning when I woke with morning wood, he fucked me while I was inside her. That was incredible - being caught in the middle. Every time he would slam into me it made me slam into her. We were all so sore and chaffed. The only thing missing is that I never got to feel him cum inside of me. 😢

We took it easy the next night and just cuddled and petted and shared fantasies and stories, drank wine… I wore a miniskirt and a lace and satin teddy and had lots of three way oral…

🥰🥰🥰🥰🥰
This is an incredibly hot, sensual story....and got me hard inside my panties.... :)
 
I was required to wear pink net stockings and a butt plug inside me when we went to the downtown stores. I had no socks. One woman saw my pink nets between my shoes and pants. She literally laughed out loud.
 
When I was a teenager my Dad had remarried and bought a new house and on one of our weekend visitation visits I was left alone while they went shopping. I was snooping around in their bedroom and looking for the playboy magazines that my dad always keep beside his side of the bed. I found the latest copy and opened the fold out I was so turned on I drop my pants and and put the centerfold picture on the bed and started jerking off. I was just about ready to come when my new stepmother stepped into the bedroom said "what the hell are you doing". I didn't have a chance to pull up my pants before she came over and took me by the hand and pulled me over to the sink in their bathroom. She lay open the center fold and said if your going to jack off then do it over the sink and wash up after you have come. She then left but to this day I think she watched me jerk off. Years later a couple of months before my dad died I visited him in the hospital
I was in an all boys boarding school, and the entire student body seemed to be obsessed with sex, with much porn being circulated and dorm bathroom doors shut tight to provide private space. In warmer weather, some of the dorm common rooms smelled faintly of bleach - the evidence of recent ejaculations was in the air. One Sunday afternoon I went into the communal shower, which was empty as most of the boys were leaving for evening chapel. I turned on the hot water and lathered up, enjoying the temporary privacy and intimacy of being able to take a leisurely shower. Of course I paid extra attention to my cock and balls, pulling and gently stroking as much as washing, growing more excited with increasing activity. In just a few minutes I was sporting a full erection, and it fleetingly occurred to me that if anyone opened the door to the shower I would be busted - no way to conceal my engorged tool. I was soon beyond caring, and with legs shaking with desire lay down in the shower, letting the stream of water add to the action of my fist as I masturbated furiously in the steamy shower. Did I feel a slight brush of fresh air at one point? Did the steam swirl slightly? I dismissed the thoughts, and concentrated on the business “at hand!” Inevitably, and all too soon, my muscles tensed and my young body arched as I stroked to climax, shooting spurt after spurt into the air and onto my chest, slick and pooling in my navel.i slowly got up, washed off the spunk, and left in a towel. As I walked into chapel an hour later, I heard some of my classmates sniggering and giggling as they looked at me meaningfully. I’d been BUSTED! Worse, the boy who had opened the door and caught me was my arch nemesis. That’s another story. At that moment, all I could feel was deep shame, with blood rushing into my head and cheeks.
 
Yesterday, on Naked Sunday, my Domme Wife had a powerful urge to whip my cock and balls, but being 600 miles away meant that it would have to be done by "proxy" by me, then send pics.
It was a bit noisy to do in my stateroom, so I went to my engine room to complete the task, as nobody ever comes down there, they ring me instead.
I was whipping myself intensely and thought I saw movement out of the corner of my eye, but never saw anymore and convinced myself it was a reflection in my glasses.
Upon having enough "markage" for some good pics, I started to leave the engine room and was met by another guy, coming in to ask about a tripped circuit breaker.
He said he'd been in there once already, looking for me, but didn't find me. Lol
I still don't really know if he saw me whipping the fuck out of my cock and balls and hauled ass the first time.
 
My transsexual/cross-dresser hook-up days are over, but I have three stomach-dropping, nerve racking stories of my love for cock getting (or nearly getting) outed.

The first one was in 2005, about 7 or 8 years into my transsexual hook-up days. My go-to was CL’s Casual Encounters and I must have emailed every Asian girl on the site for about five years (and hooked up with many). I of course had an alias and ghost email account. Well one time I responded to an add and the response came back shortly. The angry response included my real name as well as my long-term girlfriend’s name - capitalized, which was a very unique Asian name (even today I won’t identify her exact nationality!) The message was something to the effect of maybe she should forward her the email.

My stomach dropped. It was on my mind for days and in my thoughts for weeks. Who could it have been? I considered if my girlfriend possibly had a trans friend? Unlikely. Did a friend of mine post the add to catch me? Also unlikely (I know it wasn’t my girlfriend, she would have confronted me directly.) it was probably a girl I hooked up with who somehow found our names when we were at my place (or maybe did some fancy web searching?) I blew/got blown and fucked/got fucked by quite a few girls at my apartment. I wasn’t going to respond, I didn’t want to poke the hornets nest. To this day I have no idea who it was or if they shared it with anyone!
Your first example got my attention... Beside being bisexual and enjoying limited crossdressing, I was banging a married lady who knew all my secrets. Yes I was a slut. No she didn't partake, but she was aware of ALL my "activities."
About six months into our relationship I get an email at my 'personal' email, not my burner email that we always used, telling me that HE knows I have been banging his wife and he mentioned my two children's first names and that he's going to divorce her and leave her broke. He asked if I think my children are "proud" of me, and he says maybe I should take a ride to "their hometown" and ask them for himself...

I would also mention that although he was not LE, he did have a carry permit.
I break it off with her immediately after telling her about the email, and I printed out the conversation and gave it to my best friend "in case something unexpected" happened to me.
Thankfully nothing happened, but due to unforeseen circumstances I had to see her at her place of employment several times over the next 2-3 years.
 
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