Caught Crossdressing

🔞 ALL INFORMATION CLICK HERE 👈🏻👈🏻👈🏻

Caught Crossdressing
Fabulous Tgirl Alice share 5 of her most favorite outfits/style with us. Some words by ...
▶ Name: Tabea ▶ Location: Zurich, Switzerland ▶ How long you have been crossdressing : Since 25 ...
What causes people to crossdress? It’s a fascinating subject with many answers. In most societies, ...
▶ Name: Cheryl ▶ Location: Ireland ▶ How long you have been crossdressing : My crossdressing experience ...
My name is Geraldine and here is a story of how a friend discovered that I was a secret cross dresser. The experience I am about to tell you about happened when I was about 23. I had been dressing for years and loved how amazing wearing female clothing made me feel. I about 5ft 7 and have a very slim and toned body which I keep in shape by going to the gym and running. I was firmly in the closet at this time although I had often toyed with the idea of going to a crossdressing club dressed as a girl and my ultimate fantasy has always been to go on a date with a guy.
On the morning in question I woke and checked the time which was 8:48. I had arranged to meet a friend at the gym later that morning but had over an hour to kill. I had recently purchased a bikini online and had been dying for a chance to put it on. I got out of bed and removed the bikini which was black from its packaging and proceeded to put the top on.
The top was a little tight but I managed to put it on and then proceeded to slide the bottoms which were super cute up my legs. I put on my brunette shoulder length wig and posed in front of my full length mirror and was pleased with how sexy the bikini made my body look. I also started to feel jealous of genetic girls who have the opportunity to wear clothes like this out in public.
After a while I decided that I needed to get ready to meet my friend so I took off the bikini and put on my normal boring male clothes for the gym which consisted of a loose fitting t-shirt, knee length shorts and a pair of trainers. I had a good session in the gym concentrating on the cross trainer and squats to help reduce my waist even more and instantiate my arse in an attempt to give myself more of a more hour glass figure.
After the gym, me and my friend Greg decided to go for a coffee. We were talking when Greg suddenly asked me how long had I been wearing women’s clothes. I stuttered and asked what do you mean.



Gregg said that he noticed when we were getting changed that there were strap marks on my shoulders and back and that it looked like I had been wearing a bra. I went bright I hadn’t even crossed my mind that my dressing session earlier that morning would have left any telltale marks. I confessed that I enjoyed wearing women’s clothes and that he was right and that I had been wearing a bikini top that morning.
Gregg smiled and said that he was fine with it and that he would love to see me fully dressed some time. I laughed and said that I only did it in private. However, the thought of somebody else seeing me fully dressed was secretly starting to turn me on.
Several weeks passed and me and Gregg hung out quite a bit and went to the gym a few more times without anymore being said. However, one evening when Gregg was over at my apartment my curiosity got the better of me.
We were playing a racing game which required us both to put in a user name. I decided to be a little naughty and instead of putting in my real name I entered my female name Geraldine. Gregg asked me if that was my female name and I smiled and said yes.
I also went a little bit further and asked him if he was still interested in seeing me fully dressed. Gregg said yes so I told him that I would need to go to my room to get ready and left him playing computer games.
I felt very excited. Once in my bedroom I stripped completely nake-d and looked at myself in the mirror. I had kinda already thought that things might happen and had spent time earlier that day removing all of my body hair. I opened my underwear draw and took out a red satin bra and pantie set with black lace edging which I put on.
I then put a pair of nude seamed stockings up my legs. I checked myself in the mirror to make sure the seams were straight. I was happy with how lovely it made my legs appear so smooth and se-xy.
I then went to my wardrobe and started to look at my collection of female clothes and tried to decide what i was going to wear next. I took out a couple of outfits but decided that a silky yellow skater dress that came to just above my knees was just right for the occasion.



I put the dress on and started to apply my make up. I applied foundation and then mascara to my eye lashes and then proceeded with eye liner. I then added some blush and started to contour my face paying attention to my cheek bones and then finished my make up with some bright red lipstick.
I completed the look with my brunette shoulder length wig and started to pose in front of the mirror pleased with the look of the pretty albeit a little bit slutty girl staring back at me. I slipped on a pair of black heels which seemed to make my legs and arse look even more shapely.
I couldn’t believe that somebody was about to see me fully dressed for the first time and I could feel butterflies in my stomach as I walked back into the living room to show Gregg.
Gregg just said wow which made me blush and I gave him a bit of a twirl and felt the skater skirt rise as I did so exposing my stocking tops. I have to admit I was starting to feel extremely arous-ed. Gregg said that I looked amazing and that he would just like to see me in my under-wear.
I was nervous at first but I was feeling so arou-sed I decided to unzip the dress and let it drop to the floor and just stood there in front of him in just by bra, panties and suspenders. Gregg started to cross his legs and I could see that he was starting to find this whole encounter as se-xy as I was.
I asked Gregg if I was starting to turn him on to which he replied yes. I grinned a mischievous grin and started to crawl on all fours towards him and felt the suspender straps digging into my arse.
I felt so se-xy as I knelt in front of him and brushed my hand against his bulge which I could visibly see starting to get hard through his trousers. Gregg didn’t resist so I proceeded to unzip his flies and release his co-ck and slowly started to rub the shaft up and down.
Gregg wasn’t fully hard yet so I leaned over and took the tip in my mouth and felt a great sense of excited go through my whole body as I felt him become fully erec-t in my mouth.
There I was on all fours wearing possible the se-xiest lingerie set I had ever owned giving my first ever blow-job. I was in heaven and had never felt more womanly in my life.
I started to bob my head up and down stopping occasionally to concentrate on the head. I started to tease his fore-skin with my tongue and then proceeded to slip my tongue under his fore-skin which made him become even harder.
I continued to alternate from bobbing my head up and down to just concentrating on the head and could tell from the sounds that Gregg was making that he was enjoying himself. Gregg said that he wasn’t going to last much longer which just encouraged me to suc-k even harder.
‘Oh you se-xy girl’ I heard Gregg whimper as I started to feel his co-ck start to throb in my mouth and was soon rewarded as I felt stream after stream on sem-en erupt from his co-ck and hit the back of my mouth.



This was the first time I had ever tasted sem-en and as I had gone this far I decided that I was going to go the whole way and swallow. I swallowed it all down and started to lick his co-ck making sure it was fully clean and then winked and thanked him.
I felt so empowered being able to make a man cu-m only using my mouth and Gregg said that it was the best blowjob he had ever had.
I thanked him for the compliment and put the dress back on and poured us both a drink.
Gregg left soon after and as he left I still couldn’t believe what I had done but that but it was not the last time that he got to meet Geraldine.
Mmmm… lovely story Geraldine!! I felt really identified with you, and it was so exciting to read how you describe your love encounter with your friend… To experience that would be a dream come true for me… Thanks for sharing, and for write so well!
I dress every day I enjoy it. This is what I do to make time go faster. I like the feel of the clothes and I like warring skirts I feel it is easier to go the bathroom in a skirt then with pants. Men sometimes fight to get the zipper down but with a skirt just lift it up and go.
Oh how wonderful for you so very exciting to think about thanks so much for sharing, hugs,patty
What a lovely story, it made me so hard and jealous. Just the thought of being dressed in female clothes and being with a man is such a turn on.
Me encantó tu historia y tu relato me sentí muy identificada me pasó algo muy parecido a los 26 y desde allí no pude parar mas, trato de superarme como mujer día a día hoy tengo 50 años y trato de vivir como Martina lo máximo posible en el día y saliendo de noche también desde hace unos años. Soy de Buenos Aires. Argentina.
Beso grande.
Merci pour ce récit Géraldine. Je me suis mise à ta place un instant c’était un moment délicieux.
First co-ck. Even if just in the mouth, you’ll never be the same.
Omg that was very sexy. The part about anticipating that something might happen was my favorite. What a beautiful story!
Your email address will not be published. Required fields are marked *
Save my name, email, and website in this browser for the next time I comment.

Your browser isn’t supported anymore. Update it to get the best YouTube experience and our latest features. Learn more

Tell us about the first time you were caught cross-dressing and who caught you?
What was your reaction the first time you caught your husband crossdressing?
Did crossdressing ever lead you to any gay acts or vice versa?
Have you ever been caught crossdressing in a female dress?
Have you ever been caught crossdressed by a friend or relative?
As a cross-dressing man, have you ever been caught and punished by a woman for wearing her clothes?
I dress in ladies lingerie and female clothes · Author has 1.8K answers and 13.1M answer views · Updated 2 y ·
What was your reaction the first time you caught your husband crossdressing?
Did crossdressing ever lead you to any gay acts or vice versa?
Have you ever been caught crossdressing in a female dress?
Have you ever been caught crossdressed by a friend or relative?
As a cross-dressing man, have you ever been caught and punished by a woman for wearing her clothes?
Recently, I got caught crossdressing in pink panties revealed under my clothes and someone took a picture of it and showed it to everyone in my school. Now almost everyone acts different towards me. How should I deal with it?
How many people were caught by an aunt cross-dressing?
Has anyone ever been caught crossdressing or wearing panties by their dad?
Have you ever been caught crossdressing and/or masterbating/playing with yourself outside by a stranger? Tells all about it what happened, where were you? What were you wearing?
Have you ever been caught crossdressing by your sister? If yes how did you both react?
Have you ever caught someone else crossdressing?
Do men or boys enjoy crossdressing, and have you ever been crossdressed out in public?
When you started crossdressing were you ever caught by your brother wearing his clothes? If yes what did he say?
When you were crossdressing in the down low (privately without anybody knowing about your secret), what was the most embarrassing thing for you or somebody has said to you?
What was the worst or most embarrassing experience for you as a crossdresser?
What was your reaction the first time you caught your husband crossdressing?
Did crossdressing ever lead you to any gay acts or vice versa?
Have you ever been caught crossdressing in a female dress?
Have you ever been caught crossdressed by a friend or relative?
As a cross-dressing man, have you ever been caught and punished by a woman for wearing her clothes?
Recently, I got caught crossdressing in pink panties revealed under my clothes and someone took a picture of it and showed it to everyone in my school. Now almost everyone acts different towards me. How should I deal with it?
How many people were caught by an aunt cross-dressing?
Has anyone ever been caught crossdressing or wearing panties by their dad?
Have you ever been caught crossdressing and/or masterbating/playing with yourself outside by a stranger? Tells all about it what happened, where were you? What were you wearing?
Have you ever been caught crossdressing by your sister? If yes how did you both react?
Something went wrong. Wait a moment and try again.
Well today was my day to get caught. 23rd July 2021. And I got exposed in a BIG way.
We are in Lockdown here in Sydney Australia and just about can't leave our homes. Only for essential items. We are not permitted to have visitors of any kind in our homes and there are hefty penalties and fines for anyone breaking the lockdown rules.
I have used the alone time to dress completely feminine in my private apartment from head to toe on a daily basis for the past couple of weeks now and have even dyed my own hair. I spend every day in full make up, stockings, bra, panties, skirt and blouse or a dress
In my early teens I began to develop a fascination and curious interest in girl’s panties and silky nylon and lace slips. I would look for slips peeking through the slits in ladies dresses and skirts and when their slips were dangling a little below the hemline, and when ladies were seated with their legs crossed and the lace hem and a portion of the nylon of their slip was showing. I also became curiously interested in soft silky nylon panties.
My older sister wore very pretty silky nylon panties and when my interest in silky nylon panties was evolving, I would sit in our backyard and admire h

My story is a little different from the ones I’ve read here, they all have ...
My name is Raul, I am from India. Since an early age I had a ...
Hi, this is my story and since I was little I have always been curious ...
My name is Sam. I grew up in a small town of Avonshire. I was ...
“My name is Roger. I am a 29 years old, white, a little skinny , and a married (secret) crossdresser. I really love wearing women’s clothes and I am crazy about pantyhose (and tights. I love the total coverage and the sensation that pantyhose gives me.
One afternoon my friend, Bob called me and asked to house-sit while he went on vacation. The house was empty, save for a table and four very comfy chairs. It had been renovated and listed for sale, so it was all new, but empty. He asked if I could keep an eye on things, take calls from realtors if they called, and go make sure everything was okay.



He gave me a key, and said I could do whatever I wanted while he was gone. I could ‘hang out’ or whatever. He knew I was studying for a certification, and mentioned it would be a nice, quiet place to get away. Immediately I formed a plan, seeing this as a golden opportunity unlike any other I’ve had in a very long time. I already knew what I wanted to wear, and I couldn’t wait until late at night when I could leave home, go to this empty house, change into my female persona, and enjoy some ‘me’ time.
I love dressing completely from head to toe and always put on a wig, makeup, nails and the clothes when I dress up. It’s an exhilarating feeling. I had just bought some purple patterned pantyhose on clearance as well as a beautiful pink bustier with black lace. I would wear that under a shiny black 3/4 sleeve top, and a very tight, sexy, ribbed black tube skirt. I would of course finish off the ensemble with bright red nails to match the hooker-red lipstick I would apply, and a pair of patent black Mary Jane’s with a 4″ heel. I was already hard just thinking about it.
I got everything together, making sure I had what I needed, including a spare pair of hose (always have a spare, I hate runs), my makeup, lube, and the rest of the outfit that I couldn’t easily wear under my man clothes. With that all done, all I had to do was wait…for two more days! That’s like two MONTHS for my level of excitement and anticipation. I wasn’t simply planning on dressing up and prancing around an empty house at night…I wasn’t planning on being the only one to enjoy what I would be wearing!
With plenty of time to plan and wait, I crafted an ad online. I had always fantasized to spend some time with other crossdresser. Having a place to host, in this case the empty house, while not glamorous, gives me a much better chance than I would otherwise have had. So as you might imagine, I got quite a few more replies than usual…of course, that means nothing if they’re all flakes who just want dirty talk and pictures to get them off.
I eliminated most of the replies and narrowed it down to two that seemed promising. One of the ‘finalists’ was only available that night, which was not possible, so now I was down to one. I was hoping this would pan out. I’d hate to miss out on this opportunity. I only had a few days. So this last prospect sounded really serious. He just needed 20 minutes notice to get there, and promised he would show up. Believe it when I see it, but nonetheless, I was pumped, excited, nervous, scared… all the normal emotions I always feel when arranging a meet up with a complete stranger.
My biggest fantasy is to find a regular who lives alone and lives really close to me, like walking distance, where I could keep a closet full of clothes and shoes at his place, and a drawer full of makeup in the bathroom. I guess I’m looking for a ‘double life.’ So far, this is still just a fantasy. Back to reality…
We agreed on a time, and he wanted me waiting inside the house, where he would come fully dressed up as well. We would simply both enjoy the moment as pretty women. The next two days dragged on and on…
The day had finally arrived. I had been imagining to the scene in my head for the last 48 hours, and finally the day, or more accurately, the night, was finally here. At about 8 pm I put everything I needed.. my makeup, wig, fake tits, shoes, dresses etc. in my gym bag. I told my wife I was going to a get together with school friends. I threw the bag in my car and drove the short distance to the empty house. Letting myself in with the key my friend had given me, I locked the door behind me and went upstairs to the bathroom.
In the bathroom I removed my outer clothes, put on the bra and panty, my fake breast form and applied my makeup. I felt really sexy and hot while I was feminizing myself fully from head to toe. After my foundation, bronzer and blush, I applied my eye shadow, eye liner, and hooker red lipstick. Then I put on the red dress and black pantyhose that I just brought recently.
I then put on my wig, clipped on a pair of dangly earrings, and slipped into my Mary Jane heels, my legs looking hot as they maneuvered into the shoes. Looking at myself in the mirror, I was exploding with feminine sensation throughout my body. I would so love to go out like this any time I wanted, day, night, to a mall, Wal-Mart, around town…but obviously, that’s not a reality.
Then, I get a text from him. He asked if I was there. I told him I was, I was ready too. He said he was leaving his house now, which would put him about a half hour later than what we had set up, already being ten minutes late. I have hours, so it’s not a huge deal, but I hate waiting around for someone. Then of course I start to think he’s just playing games, it’s happened before…I’d be all ready, fully done up, guy said he was on his way, never hear from him again. Some people just like playing games.
My phone was almost dead, so I hoped it lasts long enoug
Nude Lily Collins
Shota Porn
Toni Storm Nude Leak