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CDsuzie69

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So in my teens I was wearing knickers (when I was first getting hooked on lingerie) laying on my bed lost in a glorious wank when in walked my mum. I am not sure who was most surprised.

When married my wife caught me wearing her knickers which I had taken out of the laundry, having a lovely leisurely wank. This lead to a difficult conversation but later lots of sexy fun.

Have you ever been caught? Where, when and by whom?
 
CDsuzie69 said:
So in my teens I was wearing knickers (when I was first getting hooked on lingerie) laying on my bed lost in a glorious wank when in walked my mum. I am not sure who was most surprised.

When married my wife caught me wearing her knickers which I had taken out of the laundry, having a lovely leisurely wank. This lead to a difficult conversation but later lots of sexy fun.

Have you ever been caught? Where, when and by whom?
Click to expand...
Thats the ultimate humiliation being caught twice, once by your mum and then by your wife.
My ex husband used to wear my stuff and so did his workmate
 
When I was 13 I had a friend staying over and woke up in the middle of the night by a throbbing piss hard on. It was nearly impossible but after trying for what seemed like forever I was able to piss then started stroking myself while everyone else in the house slept sitting on the edge of the tub. I was getting pretty close to coming when the door swung open my friend standing there wide eyed with a sizable morning wood of his own bulging through his pajamas!! He sped off me frozen in mid stroke and I ended up waiting a while hoping he was asleep when I went back to the room.it was really awkward when we got up later. We ended up getting over it later when we had more sleepovers and talked and stroked it out together lol
 
Was camming in a hotel once with my my wife (then GF) watching me fuck an impressively sized suction cup dildo while in chastity as she masturbated. I was completely naked, in the floor with the dildo stuck to the leg on the desk. My camera angle was facing the door to the room and suddenly she started laughing hysterically.

I had headphones in so I never heard or saw it, but apparently a maintenance guy walked in and saw everything for several seconds before walking out. She said, "...he was frozen in shock, hun. He probably saw a good 7 or 8 strokes before he left...!"

I lived in that hotel for probably 3 months straight after that and never knew who it was. But I'm certain every maintenance guy I saw at least heard about the guy in room 404 😂.
 
LOL. Which time, and at which stage of my life? I've mentioned some of these "incidents" in other threads on the topic but I guess so long ago they've been archived and I can't find them anymore so I'll try to recall the details again....maybe I'll put them in a few posts.
By the way, and in maybe explaining my descriptions of my play clothes, my first job after getting my Associates degree, and before going off to college for more advanced education, was as the Inventory Control Manager and loss control specialist at a large women's clothing store. Not a bad, but somewhat "hazardous" job for an almost lifelong closeted cross dresser. No, I never stole lingerie from my employer, but as far as they knew every woman in my extended family was well dressed...LOL

How about we start with one 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 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 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 now 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 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.
 
CDsuzie69 said:
So in my teens I was wearing knickers (when I was first getting hooked on lingerie) laying on my bed lost in a glorious wank when in walked my mum. I am not sure who was most surprised.

When married my wife caught me wearing her knickers which I had taken out of the laundry, having a lovely leisurely wank. This lead to a difficult conversation but later lots of sexy fun.

Have you ever been caught? Where, when and by whom?
Click to expand...
When I was 13 my sister
 
FeelingLikeMyself said:
In my 20s by my sister. We were still both living at home and I THOUGHT I had the house to myself with the cable porn when my sister walked past the room, looking right at me, and smiled and walked away.

Nothing was ever said about it.
Click to expand...
did you ever catch her ?
 
I loved jerking off every chance I got, I still do! I was exposed by my parents early on and when I would jerk off I would leave my door slightly open with the lights dimmed. Always slept this way too. I would often see mom standing by the door watching.
 
MrAngel said:
I loved jerking off every chance I got, I still do! I was exposed by my parents early on and when I would jerk off I would leave my door slightly open with the lights dimmed. Always slept this way too. I would often see mom standing by the door watching.
Click to expand...
Very very erotic
 
I have just remembered catching the sight of my mum masturbating in her bedroom mirror. She had a bush like a Forrest. Don't know why I hadn't remembered before. Erotic? Not sure.
 
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