Confessions tagged with 'crossdresser'.

#5333

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My wife's father was diagnosed with kidney failure and along with other medical conditions was been given 6 to 8 months prognosis, this led to a conversation with the family about getting some of his bucket list done before he passes.

My wife stayed until everyone else had gone and asked if there was anything at all that he hadn't already asked about that he wanted, the reason for this is before we were married my wife would regularly suck her fathers cock while he played with her pussy. they never had full sex as that would be cheating?

He told her the only thing he regretted not doing was that he had always wanted to watch somebody have sex with a dog before sucking his cock.

My wife has always known that I cross-dress and have always watched animal porn so asked me how I would feel about actually having sex with her fathers dog in front of him while she sucks his cock.

The day it was planned for arrived and the morning began with me getting dressed in lingerie and heels with a short summer dress before doing my makeup and wearing a mid length blonde wig, we went to her parents house and after a short conversation I was soon on my hands and knees sucking a very large dog cock before turning to allow the dog to mount me.

I was soon being stuffed full off cock in what can only be described as a brutal assault on my ass and was knotted with a grapefruit sized bulge, I looked over my shoulder to see my father in law balls deep in my wife's throat groaning as he was about to cum into her throat.

I asked him to pull out and cum onto my face which he did, and I loved it as he sprayed a huge load onto my face, as I licked the last drops of cum from the tip of his cock his wife entered the room called us all disgusting perverts and slapping him he argued with her for a minute before she broke down in tears,

When the dogs knot pulled free I again sucked its cock to the disgust and amazement of my mother in law, I soon felt my ass being entered as well as my father in law entered me and soon emptied another load into my ass.

It has been six months since he passed and despite her original reaction my mother in law has asked if I would like to have sex with the dog again I'm up for it I just have to talk to my wife who is still grieving.

#5163

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I have been a closet crossdresser my entire life, I have never had any cause to think anyone knew and only ever had sexual activity with my collection of dildos and to my eternal shame my dog and a family owned horse.

Recently though the family dynamic changed because of a divorce and we no longer have the horse and my dog has developed cancer and his treatment means I get no sex of him.

This is where my embarrassment come's from as I was celebrating my birthday with my wife and her family I was opening my gifts of which I had never received so many before, I opened my gift from my wife and it was a lovely blonde wig with a dress and some high heeled shoes,

My in-laws had got me a fuck machine and a horse cock dildo and her aunts and uncles had clubbed together and bought me a makeover day at a top crossdressing studio.

It turns out they had all known for some time and even though they thought it was perverted and gross they liked the fact that I had kept it to myself and had never gone and had affairs with other men.

So to keep me happy they have provided me with a substitute for the horse cock until we can afford another and have told me that if my dog loses his fight with cancer they will get me a puppy of any breed I want as long as I keep it to myself and don't go fucking other men.

#5143

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Right here goes, I am a married male and father of five but I am also a crossdresser who loves being used by men.

The Confession I am telling is about a revelation in my life, I have been going to a couple of local gloryhole spots for the last few years and about nine months ago I was servicing a wonderful cock with my mouth when I was asked If I would be interested in being gangbanged.

I took the chance and later that day I was being used by three guys, one of which turned out to be my Mothers Brother Richard who I have been seeing since, on Friday last week I was receiving a huge facial after an hour of sucking and being fucked balls deep in my ass by Richard when my Wife, Daughter and Mother walked in.

The shit truly hit the fan as my daughter turned and walked out but my Mother flew into an abusive rant where she let slip that Richard was actually my FATHER!!!and could not believe he would do this to me as he KNEW I was his son, my wife however just sat down and began laughing so hard she had an asthma attack.

My entire family now knows and have disowned both myself and Richard who has asked if I want to live with him as his girlfriend! I am tempted to say yes depending on what happens with my marriage.

#5082

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About me I am a 52 year old male who is both married and a farther/grandfather, I am also a crossdressing slut who loves cock of any type!

Well the story I tried to tell was off the time I took my first black cocks as well as my first relative-incest fuck.

My wife said ok when I told her I was going to go and get some cock on the day in question,

it was Tuesday 01/03/94 to be accurate and I went upstairs to get ready, I put on black lacy lingerie with seamed stocking I did my makeup and as I had long hair I left it down, I put some heels into a bag and put male clothes on for the walk to a well known local washroom.

I got to the washrooms which were by a coach station and a carpark where I went into some bushes and stripped off my male clothes put on my heels and put my male stuff into the bag then I hid the bag and walked around the building so anyone interested would see a slut enter the building.

As I entered I asked the attendant to open the holes which he would only do when asked (paid) to do so, while he took the cover's off the gloryholes I went into the middle stall and sat down.

There were two holes in each wall and a larger one in the door for people to watch or take pic's and video's through, before the last cover was even off a nice large cock was being fed through a hole to my right, I took it into my mouth as quickly as I could and began the first of many noisy sloppy blowjobs.

I saw the attendant take up his usual spot by the door but ignored him as I was used to him watching, before long another cock appeared in the other wall so I went to town and sucked it into my mouth and pushed my ass against the first cock hoping he would slide his spit covered shaft into me, but he pulled back I was a little disappointed but carried on sucking until I felt the first cock being forced into my ass DRY! he had pulled back and dried it off!

It eventually entered me and bit by bit was forced into me, I wont say it didn't hurt but I enjoyed it. Now I was the filling in a cock sandwich and was being watched I was loving it when the cock in my ass began to twitch and was pushed fully into me where it emptied its load,

As I am a classy slut I turned and licked and sucked this lovely cock clean to finish it off and as i did so cock no two was pushed into my ass, As i was being fucked a wonderful surprise greeted my eyes and it was a huge Black cock and then a second appeared in the second hole in the wall, I went to work sucking and licking both these lovely cocks then as i was finally able to get the longest to enter my throat I felt the guy in my ass squirt his cum into my gaping hole and onto my ass cheeks, now I had two cocks to suck but none in my ass so I asked for someone to switch ends I was disappointed when the larger one left but also excited to feel it enter my ass, It didn't disappoint as it entered me as It still had to stretch me a little and as it slid ever deeper I could feel it in my stomach and when I looked I could see a bulge in my lower tummy area which kept reappearing every time he re entered me fully.

I was greeted by the sight of another cock back in the first wall alongside the second black cock, my jaw was already starting to ache when I heard a conversation taking place about who was next in line!.

I recognised one of the voices and got really excited, almost on que the two cocks i was sucking began to pump their cum and I was showered in spunk from both, they were quickly replaced by another black and a brown on I presumed either an Indian or a Pakistani from the voice and figured these guys were coach drivers who had got here on the right day (for me)

I continued to be fucked by the biggest cock I had ever taken (at the time) and when he finally came there was so much cum it flooded out around his shaft, I again turned and provided a cleaning service which allowed the two different coloured cocks to take turns and by the time I had cleaned of the monster they were both about to cum, this is when the cock belonging to the voice I recognised appeared through the wall "Hi Uncle Richard" I said outload and simply heard "hi get sucking SLUT" in return, I quickly and happily obliged and sank my face down his shaft until i felt his balls on my chin, now Uncle Richard usually brought some friends with him and today was no exception after a short while sucking Richard I turned and started on the replacement cocks while Richard used my ass, It was now that I heard complaining about how long was it going to take and why didn't I just leave the stall to get more cock.

I stopped and stood up much to the disappointment of the people who were using me and I said "Follow me" I went outside and around to the area where I stripped off My uncle lay on the floor and I straddled him as he slid into my ass I felt another cock being pushed into my ass along side him as I tried to look who had put a second cock in my ass I had one of three cocks pushed into my mouth I spent the next hour or so pleasuring five cocks at the same time as they kept swapping places then to finish I knelt and was showered as one by one they all started cumming onto my face. now I had arrived at 09:15 and it was around 12:30 now i had to get home so I could tell my wife what a good morning I'd had before she went for the ids from school. Luckily my uncle offered me a lift home as my legs were in no fit state to walk home then as I started to tell my wife about my morning my Uncle pulled out his cock and said "here slut I'll finish the telling" I looked at my wife smiled and sank to my knee's and took his cock into my mouth I sucked licked and slobbered away until he was done telling her all then he said to her "here watch this" then he proceeded to switch end and shoved his cock into my ass and as he humped spunk was being pushed out of me until he was covered then he again switched ends and pushed his cum covered cock into my mouth again I had just enough time to clean him off and get one last load of his spunk on my face before he offered my wife a lift to the school.

While they were gone I cleaned ,myself up and got changed ready to help the kids with their homework.

I took so much cock that day I never had an evening meal as I was too full off cum!

#5077

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Birthday treat,

Sunday 17,02,1985, I was working in a hotel kitchen in Rugeley at the time and was doing a morning shift,

At 13:00 when my shift ended I went up into a room in the hotel where I had arranged to meet a waitress I was seeing, on the bed was some sexy lingerie and a note saying that she was sorry but had to go home early.

There was a black basque with stockings attached and some skimpy knickers that matched.

I had worn lingerie in the past for my own pleasure and thought fuck it why not! I quickly got changed into the lingerie but there were no shoes! I remembered seeing some large looking woman’s shoes in the lost property box in the cleaner’s cupboard just down the hallway,

I left the room and went to the cupboard and yes! There was a pair of black high heeled shoes that fit me,

So I put them on and walked back to the room, as I had no more plans I put the heels into my bag put my clothes on over the lingerie and went to get a bus home to Lichfield.

While I waited at the bus stop I noticed it was pretty isolated so I took the opportunity and stripped off to my lingerie and put the heels on then I took a small walk about to enjoy the fresh air on my skin.

I could see the bus in the distance so I quickly got ready and caught the bus just in time.

As the bus drove along its route I felt really horny I looked around and believed I couldn’t be seen so I carefully stripped to the lingerie and put the heels on, the feeling of the seats material instead of my trousers was a real turn on so I began stroking my cock through the knickers.

I lost track of where we were in the journey and the bus stopped in a small village where it turned around and went back on itself, but also where the driver would often do a bus check if he was ahead of schedule.

Damn he was leaving his cab area and I was now the only passenger! He headed straight toward me as I was sitting at the back, there wasn’t a thing I could do but watch as this 30+ year old man walked toward me a 16years old TODAY boy in lingerie and heels!

I was so red in the face when he got close to me and looked at the floor first on the empty side of the back seat then straight at my legs and feet! He kept staring at my legs and his eyes worked their way upwards to my crotch.

He then looked me straight in the face and smiled as he moved into the empty seat and dropped his trousers and pants to his ankles revealing his semi hard cock “you know what to do queer boy”.

As I had sucked cock for money in 1984 I did indeed know what to do I stood up revealing the rest of the basque and walked halfway down the bus then turned and walked back to his now rock hard cock, I slowly dropped to my knees and slid my mouth over his shaft and went straight to work fucking my own face in his lap, He responded by holding my head and humping.

Luckily he wasn’t too big and I could handle it without choking a few minutes later I was given my first birthday present!

He looked at his watch and stood up and pulled up his trousers, I moved out of his way and he went back to drive the rest of the way to Lichfield without saying a word.

Once we were moving I put my clothes back on over the lingerie and went to the front of the bus, the driver was on his radio but went quiet when I got near to him.

When we got to Lichfield bus station I got up to leave and heard “go to the toilets” intrigued I said ok and went straight to the open public toilets in the station building.

The toilets was placed so the front door was outside facing straight down the station, as I approached I saw 2 more drivers standing by the door and heard the driver from my bus getting out of his cab.

As I went into the open door I heard the driver off my bus shout “hurry up and get changed in the middle cubicle” I looked back before going in and getting stripped down and putting on the heels.

I put my bag and jacket onto the hook on the back of the door and made sure it locked, I looked about wondering why he wanted me in this cubicle and why I had just done as I was told!, I soon got one answer when I heard the drivers ask who was going first as I saw the holes in the cubicle walls.

I then heard a door close and there was a tap on the right wall I turned towards it and saw a cock pointing at me through the hole, bending at the waist I took the tip into my mouth and ran my tongue around the helmet before taking the whole thing into my mouth,

This time I choked a little as it hit my throat but was ready for it on the next drop, I slid my mouth up and down this shaft for a while when I heard a knock on the other wall! I turned to look and saw a long dark brown cock looking at me, My lucky day I thought as I took it straight down swallowing at the moment I felt it hit my throat and sank right to the balls on my chin.

I was going back and forth between these two cocks until I heard the first guy saying he was going to cum!

Sinking the cock balls deep into my mouth as I felt wads of warm sticky spunk hitting the roof of my mouth,

My back end was now facing directly toward the other hole I moved back a little and felt the tip of a large black cock pressed into my arse hole! I was stuck if I moved forwards I choked on cock and if I moved back I would be impaled on the biggest cock I had ever seen!

Right at that moment the cock in my mouth twitched another jet of cum and bang! It hit just the wrong spot for me and I gagged and moved rapidly backwards POP! That monster cock was now stuck in my ass!

“God damn” I heard from the owner of the black cock as I slid onto his shaft, Fucking OUCH! Was all I was thinking the only thing I had ever had in my ass until now was my friend’s mother’s dildo! I went to move forward and got poked in the eye by another hard cock so I pulled back and this time my cheeks hit the wall I had a 9inch cock buried balls deep in my ass.

Having had to brace myself on the cubicle wall I wasn’t able to move as my knees had gone week, the owner of the black cock took the opportunity and began fucking me as hard as he could without pulling all the way out he pummelled my hole as he did I took the cock poking through the other wall in my hand and wanked it until I heard “turn round I’m gonna cum on ya face” I pulled forward and turned to take a load of cum from a big black cock! As the warm sticky cum splashed onto my face I felt the other cock enter my now loose hole and pushed back taking it all in and it instantly twitched and pumped cum into my arse.

At this point there was a lull in activity and the voices disappeared I decided to see if there was anyone else there before I got dressed and left and as I did the toilet attendant walked in, “ so you’re the slut of the day are you” now I was standing in a public toilet at 14:20 in the afternoon with spunk running out of my loose ass hole and splashed across my face I just smiled and said “ it is my birthday” he told me to bend over the sink and pull my cheeks apart! I did as I was told and waited for the inevitable and bam! There it was a thick veiny shaft stuffed into me it wasn’t as long as the black cock but it was thicker a lot thicker!

He began humping and grunting but couldn’t get into a rhythm so he pulled out, I stood up and turned to see what was wrong when he grabbed my cock and began pulling me telling me to go with him.

He headed toward the door to go outside I panicked and tried to pull back so he grabbed my balls instead, the pain was unbearable as he pulled so I had to follow and he led me by the balls outside and then around to the back of the building that backed onto a multi-story car park.

That’s better he said as he turned me around leant me against the wall and rammed himself back into my arse, I couldn’t believe what was happening I was wearing lingerie and heels outdoors in a public place with spunk on my face and a cock in my arse! I loved it as he pounded into me relentlessly.

My knees were beginning to buckle again when a bus driver came around to where we were, “hurry up Ron I want to use it some more” I looked up it was the first driver again he had come back to Lichfield again hoping I would still be there for him to use, Ron pulled out and span me around and squirted his cum onto my face and chest, Ron did up his pants and walked away the driver said “ follow me” and walked toward the car park.

We went up to the third floor and in full view of anyone who looked up at the stairway landing window he stuffed his cock into my face and fucked it like his life depended on it for what seemed like ages until he pumped his load into my mouth again, I swallowed his cum greedily and watched as he walked away and got into his car.

I was now in a carpark stairwell in front of a window covered in cum wearing a black basque stockings and high heels with a walk to get back to the toilets to get my bag!

I managed to get back to my stuff eventually dodging people and hiding from view along the way,

I Heard the bus driver talking to Ron again, I went to the sink to clean the spunk off my face when Ron appeared and said “out” and pushed me out of the door.

Now I was standing in Lichfield bus station with cum covering my face and the lingerie in full view I put my jacket & trousers on and left for home with Ron’s voice ringing in my ears as he shouted “Happy Birthday you fucking slut” and at that moment it actually was the happiest birthday I could remember.

I walked home taking the longest route through the town I could smiling at people as I went with cum dribbling from my arse and covering most of my face with a couple of strings hanging from my chin, I got home and went upstairs as I cleaned my face my mother shouted “come on were going out” with my face clean I put a t-shirt on and went to my uncles house with the lingerie still on and the spunk still running down my legs every time I stood up.

I never got to repeat this event in my life but I would love to do several bits again, like deep throating and taking a big black cock balls deep in my ass, walking around with several loads of cum on my face, being used as a cum dump by several men and being spit roasted.

I have got to wear lingerie several times and been fucked in the face and arse while wearing it since but nowhere near as much YET!

BEST BIRTHDAY EVER!

#5076

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To start yes this is a true and actual account of what i did five years ago today 20/08/20.

I had seen a video on Luxuretv called "The Record" and decided to beat it, The woman known as Stray X set a record for having sex with eight dogs in one session one after the other.

I knew someone who works at a kennels for grayhounds and after a few drinks hit him up with the idea! a few drinks more he he agreed to let me do it.

two days later I went to the kennels and found out there were twelve dogs who were not neutered and who were used for breeding, I thought great enough to break the record and more.

This is when my "friend" told me he had approached the owners of each of the dogs and they had all replied "as long as we can watch and video it"

The next day was sunday 20/09/15 and I again made the journey to the kennels where i was greeted by eight men two women my friend and the owner of the kennels, Now I am a male who loves to cross-dress so i was wearing black lingerie and heels and was nicely made up wearing a long blonde wig.

for the next few hours i was in heaven as i sucked and then fucked each dog in turn twice, as well as sucking the eight male owners while their dogs were knotted into my ass, The owner of the kennels was both sucked off and fucked me as well as filming the entire thing and i found out later that my friend had fucked me and cum into my ass twice.

i was so full of both dog and human cum as well as covered in it that i couldn't put my clothes back on over it to go home, my "friend" suggested walking through the fields between the kennels and my home, now as i live in the countryside this was an option.

on the way home i could feel more cum dribbling from my gaping asshole as well as feeling it tighten which is when i got to the feild next to my house, in this field there were four pony's two male two female one of which was in heat so the males were showing their cocks, i needed no second thoughts and immediately started sucking on a pony cock as soon as it began to twitch i hurriedly pushed myself onto it and felt his warm sticky spunk gush into me.

I ended my day of depravity in my garden repeatedly sucking and being fucked by my two male Rottweilers which included being spit roasted by them

so my own personal "Record" is fourteen dogs at least twice each ten men and a pony.

And yes I am planning on beating that as soon as Covid is gone I had planned it for this year and had arranged twenty dogs with male owners and my new neighbour has two male pony's and a full breed horse if I can I will follow that lot with avisit to a local dogging spot as i plan to spend from eight am until midnight possibly longer either being fucked or travelling between locations... wish me luck

#5070

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This morning (22-05-23) I was doing my usual Monday morning routine when my phone rang, it was my mother calling to see how I was.

I was enjoying myself and told her I was dealing with a huge cock up at the moment so she said "explains why your out of breath then" I laughed at that and said "yes it is"

She said she'd call back later and left me to finish what I was doing, Well what I was dealing with was literally a huge cock up, My wife goes out on Monday mornings and I get to be a slut.

I get changed into Lingerie and heels and do my makeup and put on a wig before my neighbour comes around with his dog ( Irish wolf hound) so they can both give me a good fucking, I was already knotted and taking a huge load of cum into my ass from the dog while licking and sucking my neighbours cock when the phone rang, My neighbour answered the call and passed me the phone with a huge grin on his face.

He struggled to hold it together when I said I was dealing with a huge cock up and before The call ended he sprayed his cum onto my face just before the dogs knot pulled out, I turned and was busy licking and sucking the dogs cock clean and my neighbour took a turn using my well stretched ass by inserting his fist and then his cock and actually wanked himself inside my ass.

That was what drove me over the edge and I emptied my balls onto the floor, the dog moved and began licking up my cum so I got my neighbour to re-insert his dogs cock back into my ass before sliding his cock in alongside it, I was soon given another load of spunk into my ass and to finish I licked and sucked them both clean.

They left and I got changed and cleaned up before my wife came home but we have made plans to do a video call with someone next time.