A Great Experience As A Crossdresser free porn video

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I was born and grew up for the first 27 years in England. Ever since I was 16 years

old I have always had an infatuation with sexy ladies lingerie.

I used to dress up in my mothers and older sisters lingerie and get very turned on

and wank myself off while dressed up. I am now 53 years old and still

tremendously enjoy the thrills of dressing up and wearing sexy lingerie.

One of my early experiences was when I was 18 going on 19. I had been to a thrift

store and purchased several items of ladies lingerie and outer clothing including a

few pairs of high heels.

I was due to travel to a city Peterborough which was about 90 miles from the city

of Norwich where I lived. I knew I would be able to have some fun and decided to

take my collection of ladies lingerie and clothes with me.

My first stop was about 25 miles into the trip at a public picnic area in the forest. It

had both men’s and women’s public bathrooms (rest rooms) and I took my bag of

lingerie and clothes into the rest room with me. As I entered the building I noticed

there were 3 cubicles, so I entered the one on the right end which was larger in

size and would allow me more room to get changed into my sexy attire.

I proceeded to undress my normal clothes and started to put on my lingerie. First I

snapped on a black 6 strap suspender belt (garter belt) and then put on a pair of

black silky smooth sheer seamed nylon stockings. Then a pair of black lace satin

panties, a black lace satin bra and some padding for tits. Then a black satin nylon

slip, a pair of black patent leather stiletto high heels, a skirt, and blouse and a red

head wig.

I put my regular clothes into my bag, checked that no one was in the rest room

and then moved into the center cubicle and locked the door. By this time is was

around 4:30 p.m. and was already getting dusk. In the past I had observed that a

lot of guys frequent this picnic area and the rest rooms around this time of the

day/evening. This is on of the main reasons I decided on this location to stop, get

dressed up and possibly have a bit of fun.

I waited for a few minutes and sure enough I heard a guy enter the rest rooms, he

checked which cubicles were occupied and chose to go into the larger one which

I had used to get changed in. One thing I forgot to mention is that the walls of the

cubicles all have very large holes in them about waist height.

The guy who entered the cubicle next door locked his door and sat down. I had

some paper hanging over the hole in the wall so he could not see into my cubicle

at this time. I saw the paper move a bit to the side and he was peeping through

and very soon saw me and what I was wearing. I heard him unzip his trousers get

his cock out and begin to play with it. He pushed the paper a bit more to the side

so he could see more of me and my black stocking clad legs and continued to

wank himself off. I peeped back though the hole to look at his cock, it was about

8" long and very very thick. It had thick veins protruding up and around the shaft

and an enormous big cockhead which I estimated to be at least 1 1/2' in

diameter.

He saw me looking and asked me to remove the paper entirely so he could get a

better view. I did as he asked and the hole in the wall was about 12" round. As he

looked through the hole, I stood up and turned around and showed him how sexy I

looked dressed up like this. He put his hand through the hole and stroked up and

down my black stocking clad legs and I started to get really hot and turned on. He

asked me to stand closer to the wall so he could feel me up and wank himself at

the same time. Then he put his cock through the hole and pushed it between my

nylon stockinged legs as if he were fucking my black nylon stockinged legs.

Right at that moment I heard another person enter the rest rooms and go into the

cubicle on m y other side and lock the door. It was getting darker and the lights

were not that bright so I was kind of intriguing and somewhat mysterious. I heard

the newly arrived guy unzip and drop his trousers and sit down. He likewise

pushed the paper covering the hole on his side away from the hole and peeped

through and saw me in my black stocking clad legs and high heels with a cock

sliding back and forth between them. I was facing him and saw him immediately

remove the paper from the hole and put his hand through and began to feel up my

stockinged legs. He also touched the head of the cock which was simulating a

fucking motion between my legs and spread some of the pre-cum from it over my

black stockings.

We were all getting very hot and horny by this time and I was shaking with

excitement at what was maybe yet to come. I moved away from the wall and sat

down on the toilet seat and the 2 guys looked through the holes at me and said I

looked very sexy and they wanted to play with me some more. I agreed to let them

continue. The second guy who came in asked me what I like to do when I am

dressed up so sexy but soooo slutty. I replied that I am relatively new to this and

did not have much experience, but that I liked to play with a nice cock or two and

wank them off etc.

Then he asked me if I had ever sucked a cock before. I said no I have not and he

asked me if I would like to maybe suck his. I was a little afraid but on the other

hand so excited that I wanted to at least try it. So I said yes I would like to try to

suck his cock. Little did I know what I was getting myself into. The first guys cock

was pretty big by my standards, but when I saw the size of the second guys cock I

almost fainted. It was a good 11" to 12" long and more then 2" in diameter. He

was circumcised so it was clean looking and his massive cock head looked all

enraged. He told me to squat down in front of the wall facing the hole as he put it

through. I was scared at first because it was so long and thick. The guy in the

other cubicle saw this and put his hands through the hole and slowly pushed my

head forward towards the massive cock now inches from my face. He said open

your mouth wide and take it slowly. I was trembling and shaking from fear and

excitement as I opened my lips and kissed the cock head, it was oozing some

pre-cum at the hole which the guy made come out by squeezing his cock and

pushing it upward until quite a large amount came out and stuck to my tongue and

lips. The pre-cum was clear and very slippery feeling and tasted nice. His cock

was super clean and smelled very nice. I opened my mouth as wide as I could and

let his cock head slide into my mouth, it was difficult to accommodate the size and

my mouth felt as if it was going to split at the sides. The guy behind me was now

applying more pressure to the back of my head and pushing and pulling it back

and forth going further with each push until I had at least half of this monster cock

in my mouth hitting the back of my mouth and right at the entrance of my throat.

Then the guy behind me asked me if I would also suck his cock for a while. The

guy who I was sucking said OK please go ahead and pulled his cock out of my

mouth. I turned around and took hold of the already waiting rock hard cock and

started to kiss and lick it before taking it deep in my hot wet mouth. It was a little

easier to accommodate than the other monster cock and before I knew it he had

his hands through the hole holding my head firmly and was tilting my head at an

angle at the same time as he was pushing his cock forward. I felt his big fat cock

head at the back of my mouth and lined up with the entrance of my throat, then he

pulled my head forward as he thrust his cock forward and his cock head popped

my throat open and it slid down into my throat.

I gagged at first so he pulled it out and then did the same thing again this time he

kept it there even though I was gagging and gasping for air. I was frightened he

was going to choke me to death or make me vomit, but he said breathe through

your nose and relax which I did and then I overcame the gagging etc. He then

proceeded to face fuck me pulling his gorgeous cock almost all the way out and

then thrusting it all the way back so his cock head was at least 2 inches down my

throat.

The guy behind me was feeling me up and I was getting very hot and extremely

turned on with what was taking place. I pulled my mouth off the cock I was getting

face fucked by and said I need to catch my breath. The other guy then told me to

face him and he held a small bottle under my nose and told me to sniff in deeply

on the potion. I did as he said and the next thing I know I was getting very light

headed and buzzed with such strange sexy feelings I felt that I no longer had any

inhibitions or apprehensions and was almost bubbling with desire to pleasure

these two big cocked guys. He held the small bottle once again under my nose

and ordered me to take in a double deep sniff. I had no choice because he held

my mouth shut so I had to breathe and it was straight up my nose good and deep.

He told me to go back to sucking the first guys cock while he would be pushing

my head from behind to make sure the other guys cock went as deep as possible

into my mouth and deep down my throat. Well that is how it continued my mouth

was impaled onto this nice 8" thick hard cock, I was totally buzzed from the potion

and really getting into it. I was stroking and tickling his balls and cock base as he

was sliding in and out of my mouth, the guy behind me suddenly grabbed the back

of my neck, tilted it at a strange angle and thrust it forward so the cock I was

sucking popped right down my throat. I put my other hand up to my neck and felt

that I had at least 3" of this beautiful cock head rammed deep in my throat. He

kept it there as I continued to tickle his balls and around his crotch. They both

repeated this move about 20 or 30 times and then I felt the cock in my mouth

begin to throb and grow even bigger. I knew he was close to cumming but I was

helpless and so buzzed with sexual desires to even want to do anything but let him

unload his thick load of hot creamy sticky spermy cummmm right in my mouth and

down my throat.

He pulled it out and asked if he could cum and shoot his load in my mouth. I was

so hot I shouted yes please I want you to cummmmm right in my throat and make

me swallow it all. He put his cock in again and the other guy proceeded to push

as he thrust back and forth very fast and hard. This continued for about a couple of

minutes and he shouted he was ready to cum, the guy forced my head forward at

an angle as he rammed his cock right down my throat and started to spasm and

blast a massive load of hot thick cum straight down my throat. No chance to

consider if I was going to swallow or not, it was already shooting down so hard it

traveled straight into my tummy. He shot so much sperm down my throat, that I

thought he was never going to stop cumming.

When he was done he pulled his cock out of my mouth and thanked me for a

wonderful mouth fuck. He said he had not had sex or cum in about 6 weeks and

had a massive load to get rid of, and hoped I had enjoyed receiving it. I said yes it

was indeed a great experience and it was my first time sucking, never mind also

swallowing such a big load of cum.

The other guy was eager to receive the same treatment and ordered me to squat

him facing the wall. He said the load I just took from the other guy was relatively

small compared to what he was going to shoot. He informed me that he is always

a very big cummer, but due the fact that he had not had sex or jacked off for

approx. 6 months, I should be prepared for a massive huge gushing load from his

cock and heavy cum laden balls. I can believe him as his balls were extremely

large and very heavy.

He once again held the small bottle of potion under my nose and order me to take

several deep sniffs to get me so buzzed that I would be able to take the face and

throat fucking he was about to give me. I did as he said and took about 5 deep

inhalings up my nose and then he stood up and presented his gorgeous monster

cock through the hole ready to **** my my mouth and invade my throat.

The guy behind me was in on this and assisted by holding me so he could push

his ever growing cock into my mouth. Between his pushes and the cock thrusts I

was soon getting a cock head banging at my throat entrance. He did this for a few

minutes to let me get used to his cock size and sufficient saliva for lubrication.

Then they both worked together to get his cock to go inside my throat.

All of a sudden I felt the guy behind me grasp my head and tilt it at an angle and

force it forward at the same time. Just then the cock was slammed deep against

the back of my mouth and was rammed right down my throat. I was so buzzed and

hot by now I was delirious with excitement and fear as he held his cock deep in

my mouth and throat. After about 20 seconds they proceeded to do the same as

before and I had this 12" cock sliding in and out of my mouth and the cockhead

almost 5" inside my throat as he lunged forward. I was so hot and horny I was also

stroking my own cock as he brutally ****d my face, mouth and throat. Then I felt

those all to familiar throbs and spasms and twitching of his cock, I knew what was

coming and was so far gone I shot my own load of cumm all over the wall and

floor. He slammed his cock one last time and as his cock head was as far and

deep as it could go inside my throat, he began to shoot and splatter his massive

load of hot spermy cummm right down inside me. He shot at least 6 really big

wads in my throat and then pulled his cock out a bit so he could shoot more in my

mouth, he was shooting so much cum I could not swallow it fast enough and it was

spilling out of the corners of my mouth and dripping down. Then he pulled his cock

out of my mouth and jacked it and shot 3 big wads in my face and hair. At the

same time the guy behind me pulled me so I was leaning back against the wall

and the guy kept shooting at least 4 or 5 more massive shots of cum all over my

black stocking clad legs and my panties and garter belt etc. I was totally covered

as he continue to jack his still rock hard cock and splatter more gobs of cumm all

over my legs.

They both thanked my and asked me to meet them outside when I was done

cleaning up composing myself.

It was now totally dark outside and I decided I would go out still dressed in my

sexy gear. I met the 2 guys and they were very impressed how sexy I looked in my

hot slutty attire. I asked the guy what was in the small bottle he made me inhale up

my nose. He said it is Poppers and it is intended to make you relax, feel buzzed

and sexy and lose any inhibitions.

They asked me if I would be coming back here any time in the near future. I said

yes I would be back the next Sunday evening, with my sexy attire etc. We agreed

to meet at 6:00 p.m. and play in the forest at a place they knew was very secluded

and safe. I said OK and we were about to leave when 2 friends of the first 2 guys

arrived......

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12.07.2022
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I am having a tsunami of mixed feeling about this friend of mine who’s name shall remain anonymous but for now lets call him Anshul. He’s a good guy and a hot one. He got flawlessly creamy skin with awesome bubbly butts.This started a few years ago when we met for the first time in India. We worked in same company and he was a friend of a friend. At that time I was crazy about my physique and was well built up and he got motivated and asked about my workout routine and slowly he started joining...

How I became Jayne The Crossdresser

It started in 1976,around August,I had just met John a guy my around my age,who lived alone near me. He wasn't shy to admit he was gay,and I was curious,and I told him one Friday after we got back from the pub about my interest. Before I knew it John & I had undressed & I had Johns cock in my mouth,sucking him off,& he soon quaked into an orgasm,cumming in my mouth so fast I gagged slightly before I managed to swallow most of it.John was keen to make it a pleasure for me &...

Natural Ingredients for a crossdresser

It was still snowing outside and I wasn't going to be recieving any visitors today so I decided to treat myself and while the day dressed how I wanted.... I had set the heating up high at my place, so I could wear one of my sexy side tie bikinis which show off my sweet little ass so well. Having enjoyed the view in a full length mirror and got some self shot snaps, I found myself sitting at my dressing table wondering how to amuse myself next.... Looking at my face in the mirror I noted a...

Patni Patni A Crossdresser

“Oh Ramesh! I am so happy that you came today.”, I pressed my boobs against his chest and wrapped my arms around him, as soon as Ramesh entered in my flat. And he grabbed be in his arms too like a real man. He began to touch my body and moved his hands all over my back and lower waist. I was titillated by his sensual touch. “Where else I could be, my darling.”, he said and slowly slipped one of his fingers from the back of my saree blouse. He was feeling my bra strap with his finger. We two...

transforming into ashley crossdresser

durring the day,i'm working i'm dressed in my work clothes,but when I come home I take a hot bath washing all over my body,then shave my legs,arms chest,and face.I even add babyoil in the water so that my skin becomes soft.then I will clean myself ass inside/out.then as i'm drying off i'll start ptting on my makeup,this takes me about an hour,I like taking my time so that my makeup looks perfect,so that when I put my wig on I'll have that female look.then go in the bedroom pick out something to...

Party Surprise First sex as a Crossdresser

This is a work of Fantasy. I hope you enjoy.Stephanie and I had been married a few years and enjoyed a reasonable sex life. She knew of my dressing and although she didn’t approve she indulged me now and then and we had sex when I was dressed or with me wearing lingerie. I think secretly she was jealous of my legs. She was a petite sexy woman and we were almost the same size but I still had my own stuff that I’d secretly obtained from eBay and op shops.I didn’t consider myself bisexual,...

Made My Friend A Crossdresser

I am having a tsunami of mixed feeling about this friend of mine who’s name shall remain anonymous but for now lets call him Anshul. He’s a good guy and a hot one. He got flawlessly creamy skin with awesome bubbly butts. This started a few years ago when we met for the first time in India. We worked in same company and he was a friend of a friend. At that time I was crazy about my physique and was well built up and he got motivated and asked about my workout routine and slowly he started...

Gay Male

Beauty And A Crossdresser

Hi this is hotslutaddy back with my friend ishika’s story. Hi this is ishika. Those who have read my first story “lost virginity from behind” in virgin archive should know that I am a cross-dressing bottom gay.It had been 8 months till that incident and I had completed my schooling. Kartik had become my boyfriend and I love him more than my life. Now I was in a college in a nearby town and I lived at a house on rent. I lived alone there so I had an almira full of female clothes and make up.Most...

Lesbian

The 2nd Halloween for a Boy Dressed as a GirlPart 1 A Blissful Young Crossdresser

5th Grade. 11 years old. Dressed as a girl again on Halloween. As a cheerleader. My next old sister's cheer uniform. Her idea. Her bra and panty too. My special "Boob" socks to give the appearance of breast. A discussion I had with my next 2 older sisters. How ample were my false breast to be? Normal size for girls my age? Bigger for my ego as a girl, for all the times I have dressed up with them through the years? Dolly Parton size? Because my 2nd oldest sis Joan, made...

SALLYS RELUCTANT CROSSDRESSER

CHAPTER ONE Sally and Dave had been dating since high school, it was a turbulent relationship, and at this moment in time they were having a few arguments, Sally called them dicusions. They were both nineteen and in love with each other, and both were jealous and possessive of each other. Sally was the one with the ideas, and Dave let things fall into place as he could never emulate her suggestions. They were sitting in the lounge of the flat they rented, they were not married...

The hottest crossdresser

I was drinking with my friend Curtis one night as his girlfriend Jane was out with her friends having some drinks. The topic turned to cross dressers, as I had had let it slip, that one time I mentioned to him, I had dressed as a girl a few times when I younger in my moms clothes, and it felt great. He asked if I had any girl’s clothes at home that I wear from time to time, which I reluctantly said yes. With that Curtis asked if I would wear some of Jane’s clothes to see how I looked. “Sure,...

Bisexual

Sexperience with Hot Neighbour Aunty by Maid

Sexperience with Hot Neighbour Aunty by Maid's help (1)________________________________________I got up early in the morning. It was a new area. I had just shifted 2days back. I just climbed the terrace and thought let me just have a small walk. I was just walking and was watching the whole area from terrace. Love to see the morning view. All desi ladies will be out early morning for sweeping, cleaning in front of house, putting Rangoli. The nighty they wear and bend to show their awesome ass...

My hottie night with two crossdressers

When I was 27 years old and single, I really liked going to shows at night, to nightclubs, especially when it came to beautiful women. One day I went to a transvestite show and was fascinated.These men dressed as women groomed themselves more than any of the women he knew; her wardrobe, her makeup, even her movements, were more feminine than any woman's.I started visiting an exclusive nightclub, where every night there were transvestite performances imitating well-known artists and singers.I...

SHOE STORE SEXPERIENCEs

==================================SHOE STORE SEXPERIENCE(s)The Rack It was a hot muggy cloudy Tuesday afternoon at the end of July. My Uncle was off golfing and the store was dead. Maybe 10 customers all day and here it was 3:00 O'clock and there had been no shoppers since lunch. Then "The Rack" walked in! She was a real cutie, about 10 years older than me but what stood out about her the most were her incredible boobs. They were firm and huge, but not so huge as to be droopy and ridiculous....

My sexperience with a guy in bus8211II

Hai my dear issreaders, this is ur madan, the continue of my sexperience with a guy in a bus is now i tell u ””””On that night after getting sucked my 8″ dick by a gentleman in the bus, we went to his house and I was on lungee without drawer and banian, after dinner a while I along with that man slept on the bed on floor, after 15 mints his wife also came and sat on floor bed, she aws in a white saree and blouse without bra, petty coat, so that her beatiful baloon boobs with their erotic...

Lesbian

UnForgetable Sexperience With Black Cat

Hi all, I am raj from bengaluru,im self empolyed and im a normal looking guy who dress decently in mid forty and naughty ;) .Though I am bit reserved from childhood as I grew up I developed good rapo with girl/women I met in my life.To be frank I am lucky as far as romancing is concerned coz I happened to have fun with pretty few nos of partners from past 25 years.I love ,like and respect women that is y I am blessed with a beautiful wife and 2 lovely daughters . Well coming to this...

Sexperience with sweety

Hi dear readers, here your madan, after a little gap….i want to share with you my recent sexperience with a mail- friend, which you can enjoy an send your feelings and views…..ok?………on that day i was usually checking my mails and i found a mail from a girl sweety, that she read one of my story and she was impressed. I sent reply as usual with thanx and asking her how she felt. Sweety has replied that while she read she was so hot that her panty was wet and sweet enjoyment she had. ….later in...

Sexperience in train

Hi my name is jaiprakash 25 yrs from hyderabad.This is my first story in iss,im regular reader of iss,my school friend told me to write my 1st sexperience bcoz privacy is maintained here.when i was in 10 th class after my exams i wanted to go pune to my aunt’s place,bcoz my mom was busy she could not accompany me so my dad asked my cousin brother and his wife to accompany me,as they were going to bombay for some work i dint knew that one of my cousin sister(my uncle’s daughter) is also coming...

Incest

My sexperience with a guy in bus

Hai my dear ISS readers here ur madan with another episode of my sexperience with a stranger in a bus leads to fuck his wife on that night. One day I was on a journey to Karimnagar on duty. I was sitting on window side of deluxe bus, after a while a person ,a gntlman came and sat besides me. In the bus TV was playing, in a sex scene of the running film the exposure of the dancer made me hot and my dick in my pant arousen and its shape was clearly visible I pressed my shaft , this was seen by my...

Experience with experienced woman

Like most of you I like married woman. Although it is difficult to seduce married wives coming from good homes, but once you did, they indeed make your efforts and waiting worthwhile. They fuck tirelessly, without the fuss of shown by young, inexperienced girls. I especially like the women, who even after fucking several times, show a lot of hesitation and feel shy before taking off their clothes before me and getting fuck another time. Kusuma was such an example and I would to share her,...

my first cock experience true story crossdressing

I will never forget my first experience with another cock , it was the only time I have ever been with another man, now saying that I do date ts women, I love them as much if not more then I do genetic women. I was 12 years old and like any young boy , very horny . At that time my best friend liam and I would have sleep overs and do normal k** stuff , sports , video games , camping , never did I think that one day I would have his warm milky cum in my mouth or his warm hard throbbing Dick...

An Experience Reexperienced

Hello all. It has been a while since I have posted my experience here. Yeah, lovers and haters are always there, but many thanks to ISS for helping me to connect to some broadminded and genuine people. For those who think, this is a fantasy/fake/true, you are most welcome to think the way you want to, cannot help or force anybody to think positive always. A little about me, I am Nishant, aged 30, from Bengaluru, offering massages to females and couples for nearly four years now. I have posted...

The Mixed Sexperience

Hi Indian sex stories dot net readers. Myself Manoj 37 yrs old from bangalore. I am back with another story to make you all get wet. My previous story “Sharada Eternal Lust” got a good response and as well as appreciations. I would like to thank ISS readers welcoming new member with such a massive response. I never expected that. Coming to the new story. This story is a mix of the real incident and my fantasy towards the heroine of this story. I started working immediately after my degree in...

Sexperience With My Cousin

My name is Sid and I live at E-City Bangalore. I had a splendid sexperience a few years back with my Cousin Divya – 32 yrs old Married with a 5yr Old Kid. She is a housewife and her husband is more interested in making money than spending time with my sister.She has a perfect figure, lovely lips, sexy structure and long hairs and overall round boobs which still makes me more passionate about making love with her. So once her husband had to go to Calcutta regarding his office work. And I was...

Incest

Passionate Sexperience With Office Colleague

Hi Friends n all the sexy girls n loving bhabhis. This is Gary from Kolkata and this is my fourth story (all real experiences) on ISS. I am 34 years old 5 ft. 6 inches in height. I have an athletic body as I do gymming, cycling, running, badminton & swimming regularly. As I have mentioned in my earlier story (Seduced by sexy neighbor), I have shifted from Delhi to Kolkata and am having quite a good time with sexy bong beauties here. Needless to say, I am quite fond of hot n horny bong neighbor...

Unexpected Sexperience With Unexpected Woman

Hello dear readers… Hope you are ready to be aroused by my new unexpected yet wonderful experience. Not delaying any more… here I start my experience :) I am a male bdw ;) and I am staying with my friends in a house. As many guys have that anxiety about woman and their hidden treasures, I was also curious about them and always wanted to have some fun with woman but never got a chance. So… why am I writing this post? It’s because every one is given a fair chance, I also got mine and that too in...

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