Diary of a Cuckold Queen - book #1

Author’s note:

The following narrative is a compilation from a small bundle of notebooks, and handwritten diaries, purchased at a weekend street market in a small Austrian town when I was on a European tour some years ago. The books were purchased for no other reason than the beauty of the handwriting, the calligraphy of which I have a great interest and admiration. It was only when I returned home and translated the content that I discovered it to be a treasure trove of erotic writing, an honest account of an anonymous female’s upbringing and her life to the time recorded in the last notebook of the bundle. I wonder if she is still ‘active’ and conducting herself in the lifestyle that the books reveal.


Dear Diary:

As I begin to tell my story, I will attempt to write a little each day.

Donnerstag:

My mother was 17, my father was 24 when I was born with the guidance of my maternal grandmother I had a very strict upbringing. The slightest misdemeanor would result in my bottom being spanked until my ass glowed. Grandma would always say, “The better the ass glows, the happier is the girl,” and so it became normal for me.

Our ****** was very close, we were often in each other’s company. Apart from my parents, there was my ever-present grandmother and Elfi, my mother's 9-year-younger sister. One thing that would cause them to be cross was when I would wet my knickers because I had been too busy to get to the toilet. Grandma’s solution was that after I had been spanked I was made to be naked under my dress or skirt so I could see when my pussy started to leak but it didn’t make much difference.

My father was a veterinarian who owned a small animal clinic that I would one day inherit.

Mother didn’t work because she was still attending university to get her degree so Aunt Elfi looked after me while my mother attended her courses. Often, I couldn't hold my bladder so of course I was spanked by her too and she always spanked me hard and it was made even more embarrassing when she did it when her friends were present, watching and sometimes ‘helping’.

From the age of eight onwards, they began to use a hairbrush to spank me and a couple of years later I recall that the bath brush as a tool for punishment this was about the time I started playing with my pussy and Aunt Elfi (she is nine years older than me) taught me to masturbate properly. I quickly learned that masturbating with a freshly glowing ass (which means when I was freshly spanked) was much nicer and the orgasms were much more intense. I was never punished for masturbating, on the contrary, my mother encouraged it saying it was a natural thing for girls to do when growing up. However, she often spanked me for doing other ‘naughty’ things but never objected to me covering my pussy with my hands and masturbating when she did. I think it was from that time forward that I associated pain and pleasure which was also the time that I discovered that some of my friends had similar emotions. So between the ages of twelve and fourteen, we often masturbated together and learned how nice it was to lick and finger each other.


Freitag:

I wasn't yet twelve when I began noticing that my mother often had welts on her bottom and the backs of her thighs. When I asked her about it, she explained to me that she was raised by my grandmother as strictly as I was being raised, that from the age of fourteen, she was caned if she misbehaved. I think that because of my interest and her answers, it was from then on that the cane began to be used on me for punishment.


Samstag:

My parents died in a traffic accident two months before my 14th birthday. Aunt Elfi took over my upbringing shortly after the death of my parents. I got to know and love the bite of the cane used by Aunt Elfi who called it the ‘Girls Comforter’. During the previous years when I was punished, I always became very, very wet. I suppose it was a reaction to the pain and pleasure. When the cane was used that first time my juices bubbled out! Andrea, Heidi and Karla, my aunt's three friends, were there to watch my first caning and they saw how I reacted to the bite, after the last stroke Aunt Elfi brought me to two very strong orgasms with her fingers.

On my 14th birthday, I learned all about the bite of the cane when I was placed on my back on a table in the diaper position it was indescribable. I received 18 lashes (I don’t remember what I had done wrong to ‘deserve’ it) Aunt Elfi repeatedly told me to let myself go, completely and then on the 12th stroke she hit my labia fully and I emptied my bladder. One of her friends who was holding my legs open from above my head pulled my legs up a little so that I peed on my face and breasts. I was much closer to an orgasm after the last stroke than I had ever been with the hair or bath brush. When my aunt saw my reaction by looking at my protruding clit and my stiff nipples she dropped the cane and penetrated my cunt (that’s what I was encouraged to call my vagina) first with two fingers and then three, I came in less than a minute, I had the most powerful orgasm of my life up to that point and squirted. While I was savoring this powerful climax, I didn't realize that I had my aunt's whole hand inside me and that I was experiencing my first fisting. I came a few times, and I heard my aunt's friend who was holding my legs saying that I would soon far surpass my mother; that I reacted to the cane as well as my mother did and will soon be squirting more and more often than my mother did during a caning. This was also when I learned that my mother, at the request of my father, received the cane from Aunt Elfi her much younger sister for the last four years before her death and that it seemed that all of my ****** indulged and enjoyed meting out punishments for pleasure. From then on I got the cane on the first Friday of every month and the bath brush once or twice a week and I was fisted every time after I received the cane and the number of strokes received also increased.


Sonntag:

When was fourteen my Aunt Elfi (who was 22) married Karl who worked as a tax advisor in the clinic during my parent’s lifetime. Karl had been appointed by the courts to be my asset manager and run the clinic until I finished my studies. He was also raised and treated by my aunt just like me from the age of 18, I often watched with my aunt's friends when he was given the cane by her. I saw how he squirted his cum from the cane and how he was fisted to empty his testicles. Sometimes I was allowed to watch when my uncle and his two younger brothers received the cane from their sister-in-law at the request of their wives. The women knew that Uncle Karl, Jürgen, and Stefan were regularly given the cane by their mother until they were 21.


Montag:

I became a veterinarian and took over the management of my clinic when I was 24. Uncle Karl, who ran the clinic until I finished my studies, continued to work at the clinic. Shortly after I took over the management my aunt and uncle separated. My Aunt Elfi had been living in Bavaria with her friend, Karla, the one with whom she had spent most nights for years and who also fisted me often.

I met my partner Jörg while I was still at university. I was delighted when I saw that his cock was bigger than those of Uncle Karl and his brothers and the cocks of the husbands of Aunt Elfi’s friends, Bernd, Erich, and Rudi. (Andrea, Heidi, and Karla, my aunt's friends didn't want to be inferior to her so my aunt's sisters-in-law insisted that their husbands also get the cane.)

It was always a celebration for my aunt's friends when I was caned and then fisted and fucked with a strap-on. But it was an even hotter party for all of us when their men got the cane. Bernd, Erich, and Rudi always got it every third Friday of the month. I was allowed to blow everyone and swallow their load before they had to lie with their upper body on the table and hold on to the opposite end while Aunt Elfi made them cum with the cane and then fisted them to get the last drops of sperm out.

Uncle Karl and Jürgen got the cane every first Friday of the month. Each had to jerk off before he could get the cane to cum again, then both were fisted and strap-on fucked by Aunt Elfi. Lili, Stefan's wife insisted that he get the cane every other Saturday. Stefan had the most stretched asshole of the men. According to Lili, she would fist him most mornings and fucks him with her strap-on in the evening. As you can see my aunt was a busy woman. Besides me, she had many other asses available for her cane, her fist, and her strap-on!



Dienstag:

I think I'm a bit perverted, I'm horny for pain and when my ass is on fire I'll do everything that's asked of me in bed except Poo. Pee is OK; Not Poo! I love cum straight from the source, something that Aunt Elfi and her friends got me used to. My aunt also taught me to swallow liquids without the usual movements so that nothing would spill out of my mouth when a cock was in my mouth and emptied itself. I love to service a butt my rosette was my tongue; I love to give blowjobs; I enjoyed swallowing sperm and I love sucking balls.

Have I missed anything?


Mittwoch:

My clinic is in the city of Innsbruck, where I studied, and I live in a small town very close by. The property opposite mine was empty for 3 years until it was sold to a wonderful couple, Roberto, ten years older than me, a dark-skinned Cuban who played basketball here for many years and now coach, and Sandra, his wife, an Austrian the same age as me. The weekend after Roberto and Sandra moved in Jörg and I were invited to dinner. We had a nice evening talking about various things as we got to know each other, it was clear we had a lot in common.

The following Saturday I invited them both to lunch and we spent a wonderful day in my garden and swimming pool. I can't remember exactly how the language of upbringing came about but Sandra and I confessed that we had both been raised strictly and that we both know the bite of the cane as well as the hair and bath brush. I told them in our ****** the cane was known as the ‘Girl Comforter,’ and they thought that was funny.

On Friday, we were invited back to Roberto and Sandra's house. We sat on a corner bench, Roberto next to me and Sandra next to Jörg. Sandra dropped a plate while clearing the table which upset Roberto. After Sandra and I had cleaned the floor Roberto very politely asked his wife to go and find the ‘girl comforter.' She left the room as Roberto moved the table away from the corner bench and placed a chair alongside. My mouth and eyes remained wide open when Sandra came back into the living room carrying a large towel in one hand and a bamboo cane in the other. She put the towel on the table and laid the cane on it. As soon as the cane was on the towel Roberto sat on the chair with his back to Jörg. Sandra stood in front of him and submissively allowed him to remove her dress allowing us to see she was naked underneath. He tossed the dress aside and she immediately laid herself over his thighs positioning herself so I had her bum in front of my eyes. When Roberto parted her legs I saw that her slit was very wet. Roberto straightaway warmed her ass, spanking her with his hand. She whimpered with each slap and then she got off his lap and laid her upper body on the table, opening her legs and waiting for Roberto and the cane.

I was hornier than I had been in a long time watching Sandra receive 24 strokes and hearing her come twice. After the last blow, Roberto sat down on the chair and told Sandra to get up from the table and kneel in front of him and take out his cock. I was seated to his right and for the first time in my life saw a really big cock. (I later found out from Sandra that they had measured it at 24 cm long and 5.4 cm in diameter). While Sandra took his cock in her mouth, Roberto, looked me in the eyes and asked me if I always had to thank my aunt for the punishment I received, I truthfully said, “Yes,” as I turned my attention to Sandra and couldn't believe that as big as Roberto was, she had taken the cock into her mouth and was caressing his balls with her tongue. It took only a few moments for him to come into her mouth and I watched as she swallowed all of it, it was a wonder to witness.

After Sandra put her dress back on, Roberto suggested to Jörg that a few strokes would not do me any harm, to which Jörg agreed and said that he was sure that I was longing for the cane. Roberto smiled sat back down on the chair and asked me to stand in front of him so that he could take off my dress and see my soaking-wet panties. When I stood naked in front of him, his eyes opened wide when he saw my clitoris standing in all its glory, it was sticking out of its fleshy hood, like a little cock. Sandra had taken a seat next to Jörg as I had a fantasy of mine come true when Roberto made me lie across his lap and he did what he had done to his wife making my ass glow with his hand and like Sandra, I came twice, something Roberto didn't miss as my juices dampened his thighs. I couldn't wait for the bite of the cane so without being asked I laid myself across the table. Roberto couldn't believe that I squirted after the 6th stroke and had a huge orgasm. I must have gotten 30 strokes, 6 more than Sandra rolling from one orgasm to another. After the last stroke, Roberto said that it was clear how much I missed the cane and as he sat down on the chair he asked if would like him to take care of me in the future.

I gave him my answer when I threw my arms around his neck, kissed him, and knelt in front of him to thank him for taking the first real cock of my life in my mouth and realizing that until that evening I had only had boys cock (Bernd, Fredi, Rudi, and Jörg) in my mouth and that I had only ever been fucked in all holes by a boy cock, (Jörg) so began my love affair with big cocks!


Donnerstag:

To continue with my ‘love affair.’ Roberto must have noted from seeing Jörg that I wasn't used to such a big cock but as I didn't want to appear to be inferior to Sandra I slowly but steadily pushed my head further down to take him deeper into his mouth. I was grateful for my aunt's teachings which enabled me to let Roberto's cock enter my throat without the urge to vomit. I experienced my first deepthroat which was a mix of pee moments before I swallowed a huge load of sperm from Roberto causing me to have a tremendous orgasm and squirt my cum mixed with pee. Roberto didn't take his cock out of my mouth allowing it to go limp and then emptied his bladder in my mouth. While he did I sucked and swallowed his cock as our eyes locked and that was when both of us knew that he would fuck me the next time we met.

Before we said goodnight Roberto said that in our future meetings, I should be naked under my dress like Sandra.


Freitag:

As soon as we got home Jörg bombarded me with rhetorical questions. He wanted to know if Roberto's cock was really bigger than his and if so how much bigger, also whether it was thicker and when he came did he squirt a lot of sperm? Although he had been present and knew the answers I went along with his game and explained that Roberto had a ‘proper ‘cock twice as long and at least twice as thick as his. Jörg sheepishly confessed to me that he knew and that Sandra had told him how big it was and that he squirted large loads of sperm. I was horny beyond words and his questioning made me even hornier, I asked him to fuck me.

Whenever Jörg fucks me, he always cums after a minute at the most, always before making me cum so I have taught him to bring me to orgasm with his tongue and to swallow everything he injected into me. Tonight was no different, he orgasmed and quickly withdrew, and as he was about to pamper me with his tongue I startled him with words like, "Oh, yes my love, lick everything out of me that Roberto fucked into me. Look how full my pussy is, how open it is now, lick my asshole too, make it ready for Roberto’s cock," Jörg’s reaction at hearing me say such things was simply unbelievable, and with much passion and dedication, he licked my cunt and fucked the rosette of my anus with his tongue!


Samstag:

On Saturday morning Sandra came to me and said that Jörg had made a quick visit and after some small talk confessed that he wanted Roberto to fuck me and that he was happy to be made a cuckold. I smiled and told her what happened after we left them Friday night, “This is more than wonderful,” said Sandra, “Next time he will have a lot of sperm to swallow!”


Sonntag:

I like to think that I am a very organized person. In my profession as a veterinarian, it's important to keep detailed records and it is this discipline that I carried over to my personal life. Aunt Elfi did the same, she had pictures of every little cock of everyone she had punished on her computer, Uncle Karl, his brothers Jürgen and Stefan, and her friends’ husbands, Bernd, Frank, and Rudi. Some ten years ago when the opportunity presented itself I copied the pictures onto my notebook. Since then I have added pictures of Jörg's little cock and now I needed to get some pictures of Roberto to add to the collection.


Montag:

Since becoming friends with Sandra, we have talked openly, nothing was taboo about our sexual experiences. I learned from her that they have been married for 4 years and that she is often fucked by Roberto and his two friends at the same time; that she has a cock in her mouth, one in her pussy, and one in her ass and that each of them would cum at least once in each hole.

I confessed to her that I was 14 when Aunt Elfi fisted my pussy and ass for the first time; that her friends did the same to me; that they got me used to ‘Nature’s Sekt’ (aka, Pee); that from 18 onwards I watched Uncle Karl and his 2 brothers, as well as Andrea, Heidi and Karla's husbands, get the cane from my aunt and that I gave Bernd, Erick and Rudi blowjobs and swallowed their loads before they got punished. I also confessed to her that when I was still being fisted by Heidi, Elfi’s friend, and fucked by her with a strap-on she had found a gay man from whom Bernd, her husband would get the cane and that I was allowed to watch and blow him beforehand. I also told her that she constantly fucks her husband with the strap-on and that she often fucks Jörg, my boyfriend, and that Jörg constantly squirts when she fucks him, we had so much to talk about and share.


Dienstag:

A few weeks after I got the cane from Roberto for the first time, we were at their place again on a late Friday afternoon where we were welcomed by a naked Sandra who had just been freshly punished. A few minutes after greeting us, Roberto took my dress off and played with my clit, which was already protruding out of its hood in front of Jörg. He jerked me off with his thumb and middle finger like a boy's cock and had my pussy dripping before telling me to lie over his thighs and proceeded to make my ass glow wonderfully with his hand. Then when he stood up I knelt in front of him and pulled down his pants and underwear freeing his cock.

Jörg watched as I sucked him and gave Roberto a deepthroat fuck. Afterward, I laid my back on the table. Sandra held my legs wide from above my head and I got her wet cunt in my mouth. Roberto knew that I always received the cane from my aunt in the diaper position before delivering the first blow he showed Jörg how my juices were gushing out, saying that I couldn't wait to feel the girl's comforter (Cane).

This time Roberto did it to me with the cane. I emptied my bladder, squirted cum, and went from one orgasm to the other. After God knows how many blows Roberto immediately penetrated my cunt with his cock it was the first time in my life that I had a real COCK in my love cave, it was amazing and I had the biggest orgasm of my life. Roberto injected a huge load into me and then immediately slipped out of my cunt and penetrated my ass he gave me a wonderful ass-fuck and amazingly came for the second time filling it with sperm.

Sandra, who was still holding my legs above my head was not surprised at her husband’s stamina and asked Jörg to lick me clean, Jörg complied with the request without saying a word.

As soon as we got home Jörg carried on licking me for a long time commenting again and again how wonderfully open my pussy and ass were between licks. During the evening, I managed to take a picture of Roberto’s wonderful cock and have since downloaded it, adding the picture to my notebook. I also made an entry in red that Roberto gave me the cane in the diaper position for the first time and fucked me for the first time and that this was the day of my sexual awakening.


Mittwoch:

The following week it was Sandra’s 26th birthday and on Friday, she celebrated with a party inviting a few selected friends. She confided in me that apart from Jörg and me, Roberto's two friends, Arnold and Ralf, were invited. She said she would love it if I wore my ‘tiny black dress’ and nothing else. I looked at her puzzled because that dress barely covers my breasts and the hem barely reached below my pussy when I stand up. She laughed at my reaction but said that Roberto has seen me naked more than once and that his friends will be seeing me naked during the evening, she added by a by-the-way, that Arnold has an extremely thick cock that I will like.

I was never shy about being naked because nudity had always been an integral part of our ****** summers. In my youth, my aunt and her friends, Uncle Karl and his brothers, as well as other acquaintances of theirs who spent weekends with us would see me naked and very often with the same welts from canings that I saw the men’s asses streaked with. So, I had no problem wearing the dress for the birthday party.

Jörg's cock was dripping when he saw me in the outfit before going over to Roberto and Sandra. He commented, “Roberto is going to like seeing you wearing that.”

I didn’t like to tell him that there would be other admirers; the poor guy had no idea that two other men would be there.

Sandra introduced us to two very good-looking men the same age as Roberto. Arnold responded to my outstretched hand by saying that Sandra had told him that I had great breasts and that they far exceeded his expectations. He ignored my hand and pulled my dress apart ******** my tits so he could kiss my nipples and suck on them making my pussy drip. Smiling, he shook Jörg’s hand and said that he would take much better care of my wonderful tits later, what a welcome!

Roberto and Sandra had rearranged their large living room for the birthday party, removing the furniture in the dining room and converting it into a dance floor. The seating area in front of the open fireplace and the tea tables remained in their place delicious snacks and drinks were heaped on the tables. I sat between Roberto and Jörg; Sandra, Arnold, and Ralf sat opposite us. The three of them constantly saw my naked butt and we had no trouble seeing Sandra's. Roberto, Arnold, and Ralf danced with Sandra and me while Jörg watched. It was great fun as I felt everyone's bulges while dancing as each guy held me close and freely felt me up with their hands. After a while, we forgot about the music and arranged things so that two of the men and Sandra surrounded me while I was kneeling and had the third man's cock in my mouth, Sandra’s prediction about Arnold’s fat cock was correct, I could only just take the head into my mouth. They each took their turn and I got to swallow a load of sperm from each, afterward, we sat together and talked about trivial things while Sandra served us a birthday cake. Roberto then asked Jörg to help her get drinks from the kitchen and as soon as they were both out of the room Roberto took off my dress in seconds the men followed my lead and soon all of us were naked. Straightaway, I was on the couch on all fours with Roberto's cock in my butt, Ralf's in my mouth and I was masturbating Arnold when Sandra came back into the living room with Jörg. Seeing us she laughed and said to Jörg, "Look how wonderfully the men take care of your girlfriend." I looked over and saw her jerking his little cock as Roberto filled my ass with sperm and while he was cumming, I swallowed Ralf's second load. Sandra then asked Jörg to lick me clean, to prepare me for Arnold's cock, which Jörg was all too happy to do.

While Arnold was penetrating my cunt with his extremely thick cock, I heard Sandra asking Jörg to lick Roberto's cock clean and make it stand for her. She promised him that if he did so, he could lick her clean too. When I saw Jörg enthusiastically taking care of Roberto's cock I squirted like a crazy woman. I've always had the desire to watch a man give another a blowjob but never thought that Jörg would be the one to fulfill my wish.

Arnold gave me the best fuck to date; I came several times and with each orgasm, I squirted a mix of piss. Arnold penetrated my ass straight from fucking my cunt and I experienced the best ass fuck of my life. I always preferred Heidi's thick strap-on, which is much thicker than my aunt's when being fucking in the ass because it's great to be wonderfully stretched during a fuck. Since my first anal fisting by my aunt 16 years ago, I have particularly loved anal sex the thicker the strap-on or cock the more wonderful the ass-fuck is for me. The rest of the evening, Sandra and I were fucked in the best way, in every way, by the three men. Jörg wasn’t allowed to fuck but he had a wonderful time not only constantly licking Sandra and me clean but also licking cocks clean and keeping them stiff. It was on this night that Jörg finally officially became a cuckold.

Back home, Jörg confessed to me that he enjoyed licking the cocks clean and blowing them to get them hard again for Sandra and me.


Donnerstag:

I find that writing this ‘diary’ is cathartic and liberating. If I didn’t know better I would think that what I had written was a fantasy but it’s not.

Talking of stories, I have read a lot of ‘cuckold’ and ‘wife lover’ stories online and have concluded that although many of them are fantasies, some do provide good advice such as when one mentioned the services that could be provided by a sexologist’, someone who is qualified in the study of men and their sexual dreams and desires. Through my work, a young woman whose dog I treat introduced me to a sexologist (I’ll not explain how we came to talk of such matters whilst I was worming her dog!)

Silvia, the sexologist is two years older than me and it was from her that I have learned a lot about how to get Jörg in shape to be a first-class cuckold. From her, I learned that a lot of men want to be dominated by their partner in the bedroom and that these men (most between the age of 20 to 50) dream of seeing their partner being fucked by a very potent man especially one with a very big cock. Almost all of these men are 100% pure cuckolds since they continue to be faithful to their partner while their partner fucks other men; they help their partner prepare for her lovers and many also take care of their partner's lovers; they lick the partner's sperm-filled body clean and also lick the lover's cock clean making his cock stiff for the next round.

Silvia told me that some couples she ‘treats’ have taken cuckoldry to the next level and gain a very big advantage if the cuckold wears a cage so that he is unable to jerk off and can concentrate more and care about licking clean his partner and the cock of her lovers. She said that the cage must be very small to exclude even the slightest possibility of an erection. She provided me with one when she next visited and that evening Jörg's little cock went into a cage.


Freitag:

If sex with Roberto was planned on a Friday evening, Jörg would have the cage put on him early in the morning. Silvia was right, when Jörg wore the cage for the first time while Sandra and I were fucked by Roberto we noticed the big difference. Jörg licked us clean with much more dedication and he took much better care of Roberto's cock making it ready again and again. If Jörg had done an excellent job he was then released from the cage and allowed to jerk off while we watched.

I started going to bed more and more with Roberto's friends, Arnold and Ralf, who began coming to my house as I enjoyed being fucked by their big cocks. Jörg not only licked me clean after they had cum, but he also licked Arnold clean and then gave Ralf a blowjob every time, this always made me very horny to see it.

It was inevitable what happened next. One evening when Jörg was licking Arnold's extremely thick cock clean, Ralf penetrated Jörg's ass from behind and gave him a hot ass fuck. Jörg was surprised but didn’t object and then he was also taken anally by Arnold. For me, this went too far. I thought it was great that Jörg licked me clean and that he took care of my lovers' cocks but not that he was fucked by them. My lovers were there to fuck me, not him but it was clear that Jörg's tight asshole gave them both great pleasure and they now wanted to fuck him more and more rather than me, I was not pleased with this development.

Sandra couldn't believe it when I told her about it and she predicted that things would not work out well. She was right as I began to suspect that Jörg was meeting with the two of them behind my back and my suspicions were confirmed when one day I came home much earlier than planned and found Jörg in bed with Arnold and Ralf. I kicked all three of them out and forbade them ever again to enter my house.