My life as a cuckold

[gazdenied]

I was asked recently, on this forum, to write my story so, finally, I have decided to give it a go. First, a little about me.

I am 67 years old and have been cuckolded by three different women over the last 48 years. In that whole time, I have experienced penetrative sex only a handful of times, something I shall explain as I go along. I have named the women Ann, Beth and Cath, for simplicity and clarity. Those are not their real names. Likewise, any men mentioned will have made up names as well. This makes it easy because I can’t remember a lot them! I may also have embellished a few details but, essentially this is all true.

Before I begin with the story of Ann, I need to explain some things. My penis is small. I accepted that a long time ago when I saw my cousin’s penis when we were both teenagers. He told me mine was very small and his was average. I then found out for sure when I went camping with a girlfriend when we 17. We were in our tent and she stripped off, ready for some sex. I did likewise and when she caught sight of my cock she laughed and said something derogatory about my lack of size.

As well as having a small penis, I also have a bit of a hair trigger when it comes to having an orgasm. This led to me experiencing my first cream pie, albeit my own. I came far too quickly one night and the girl I was with pushed my head between her legs and insisted I finish her off properly. This became a regular thing.

Girlfriends never lasted too long after those initial attempts at sex so I spent a lot of time relieving myself. Then I met Ann.
I was 19, she was 29. I thought she was beautiful and extremely sexy. We were both at the same party when I first saw her. She was wearing a mini-dress, which did not leave a lot to the imagination. We chatted and hit it off straight away. We swapped phone numbers and left the party separately.
I couldn’t wait to ring her and did a few days later. We met up for a drink then, gradually, things developed to the point where she came over to my flat to ‘stay over’.

Of course, the sex was a flop. I was way too excited and came in record time. She laughed it off and said it didn’t matter. I offered to go down on her to make up for it. She thought this was odd given I’d cum in her but she was happy for me to finish her off. Which I did more than once that night.

Moving ahead a month and my lease was about to expire and Ann suggested I move in with her. Obviously I said yes and, as soon as my lease was up, I moved into her one bed flat on the lower north shore of Sydney.

Our sex, up to this point, had mostly been me giving her oral orgasms. She occasionally gave me a hand job but, basically, I had to relieve myself. I didn’t mind. I was in love with this beautiful older woman. I was her devoted slave. Almost literally.

I was out of work at the time and she decided it was silly me looking for work when I could just look after the flat. And so I did. All the housework, the cooking, the laundry, everything. I didn’t mind. She was worth it.

Then one day, Tony knocked at the door.

Tony was Ann’s ex. He was in his early 30’s and was a ‘big shot’ in banking or law of finance or something. I can’t remember. He was also a bully which was why he was Ann’s ex. He was one of those annoying men who think they are superior to everyone else in the room. He would often smirk.
The day he knocked at the door and I let him in, changed things dramatically for me. Ann called for him to come into the lounge and told me to get them a glass of wine each. Note that I said ‘told’. She’d stopped asking me for stuff a while ago.

When I returned to the lounge room, they were sitting together on the lounge, facing me. I gave them their drinks. Ann gestured for me to sit in the armchair.

Obviously I can’t remember the exact words but this is basically the conversation:

Ann: I have decided that, while I appreciate everything you do here, our sex life is a bit lame. Which is why Tony is here.
Tony: Yes. I am here to fill in where you can’t.
Ann: As you know, I couldn’t live with Tony but I really miss the sex. It makes sense.

And so, no sooner had they pronounced this fact than Tony took Ann’s face on his hands and passionately kissed her as a prelude to an afternoon of noisy, vigorous sex in the bedroom.

I was not allowed to watch. In fact, I never saw them have sex apart from some heavy petting when Ann would take Tony’s cock out while watching a movie or just chatting or Tony would slide his hand up Ann’s skirt and start to finger her pussy.

Of course, I was always on clean up duty.

That first time, Ann called me into the bedroom eventually and pointed down at her wet crotch. I knew what I had to do and sunk down to lick her. At the time, Tony was lying on the bed next to her, his cock soft and just laying across his thigh as he watched me. He was very amused with it, wondering how on earth I could do it.

He was intrigued and, unless he had to rush off, would always watch me clean Ann up after he’d finished with her.

At wasn’t long before Tony banned me from penetrating Ann with my cock. Not that I had seen much action for a while. He told me that Ann’s cunt was his and I only allowed to use my mouth on her. Then he hit on, what he thought, was an excellent idea. He asked me if I knew what chastity was. Obviously I knew what the word meant but he explained that it was a way of controlling wankers like me. He told me we would be going shopping on the weekend.

The next Saturday saw us heading up to Oxford Street with visits to various sex shops until Tony found what he was after. Obviously, it was a male chastity belt. One that went around the waist with a tube suspended in the front for my cock and a strap that went between my legs and attached to the back of the belt.

Back at the flat, Tony had me strip and handed me the belt. I managed to work out how it was worn and he snapped the padlock shut. I remember the belt being remarkably uncomfortable though, with liberal doses of lube, it was bearable.

Tony said that he now controlled my orgasms. He would decide when and where. I was not to ask for release because that would merely serve to extend the time I was locked up.

Remember I was 19 years old and, like most 19 year old males, I was horny all the time. It was going to prove difficult. Still, I wanted to please Ann and was happy to whatever Tony said.

That first period of chastity lasted two weeks.

My belt was generally ignored. Ann let me out to wash every few days but that was it. She never touched me and I was straight back in after cleaning. I grew used to it though the constant erection strain was getting to me.

Then, one day, Tony came to the flat and announced I’d be allowed to cum as long as I did it there and then, in front of him, using only two fingers and within five minutes. I knew the timing was not going to problem, I felt I could explode in about two seconds. The idea of masturbating in front of another man was a bit weird though.

Still, Ann unlocked the belt and my erection bounced free. Using two fingers, I started on myself, conscious of Tony’s eyes on my action. I couldn’t look him in the face. He told me to look at him, pulling my chin up. I kept my eyes on him as he looked back down at what I was doing. As I expected, I took less than a minute.

Tony laughed as I came, spurting all over the floor. He grabbed my arm as I started squeezing myself, hoping to enjoy that final feeling of release. He shook his head and, instead, told me to clean the mess off the floor. With my mouth. If having him watch me masturbate was humiliating, it was nothing compared to how I felt licking up my mess from the floor.

Ann then took me to the bathroom where I was instructed to clean myself up before putting the belt back on.

I lived with Ann for eight years. In that time I probably had fewer than 100 orgasms. Tony would make me wait for ages then, suddenly, for no reason at all, have me cum three days in a row. And each time, I would have to clean it up. He also taught me about ruined orgasms, something he believed was all I deserved. He taught me know when to stop so my cum, just dribbled out.

Of course, during those eight years, Ann and Tony had some amazing sex. She was right, he was excellent in bed and, while it sounds a bit odd, I feel it brought us closer together.

We split up because Ann was offered a job in Western Australia. I was working by this time and couldn’t leave Sydney so we decided to go our separate ways. There followed six months living with a gay guy who believed I was gay as well. We lived for a couple in his flat until I met Beth.

Coming next – me and Beth

[entropia]

finally! thanks for sharing

[eater]

great story. can't wait to read about Beth

[Chrislydi]

Thanks for sharing, love the way her ex controlled things

[gazdenied]

Part 2

Before moving onto Beth, I feel I should mention a few things from my six months with Adam, the gay guy I lived with. He was very much a top and wholeheartedly agreed with my remaining in chastity and my orgasms being under his control. By this time, I was wearing a metal cage rather than the old fashion belt I’d endured for the first few years. It was a lot more comfortable.

While I remember quite a few things I did with Adam, I don’t recall ever having an orgasm. There may have been some but I definitely don’t remember, which leads me to think I went without for six months.

Adam continued my ‘training’ into being a better sub, something which has stood me in good stead as my life has gone forward.

So, Beth.

Beth was very different to Ann. She was nine years younger than me for a start. She also didn’t like underwear. No bras and panties for Beth! She was also a lot more dominant. When I was with Ann, it was Tony who took the Dom role; with Beth it was all her.

We met on a train. I was sitting in a window seat and she had the aisle. Not long into the journey she said she wanted to look out of the window. Obviously, I swapped with her. After a while we got to talking. She had recently left her husband who’d been having an affair and was happy being free. She told me he was not the nicest person in the world and was well rid of him.

I told her I was living with a gay guy and she was intrigued. She asked lots of questions about our living arrangements and who did what to whom. I found it difficult to hold anything back and told her all about my being a submissive to Adam. I also told her about my years with Ann and Tony.

When I told her about the chastity device she wanted to see it. In fact, she told me to show her. Beth never asked; she insisted. Sheepishly, I undid my trousers and showed her. She thought it was hilarious.

And that was it. I agreed to meet up for a drink and then spent 18 months together.

She told me to move into her flat with her in order to defray the cost. I was working in IT at a law firm at the time and was making decent money. She worked for a publishing house.

The flat had two bedrooms. One was for Beth and her lovers; the other was mine. This was made clear as soon as I arrived. Another thing that was made clear was that all of my male underwear had to go. Beth said we’d be going shopping for some bras and panties for me. Until then, I was to wear nothing underneath my clothes.

I haven’t worn men’s underwear since then. I sometimes wear a bra but panties I always wear. And skirts. Beth introduced me to wearing knee length skirts. She said it made me more accessible and was far more sub than jeans.

At the time I moved in, Beth was having an affair with her boss. I can’t remember his name so let’s call him John.

John thought I was very weird. Imagine coming over to your lover’s flat for a quickie only to find a man wearing a bra and a skirt, serving drinks and generally doing whatever he was told to by anyone there. He also found the chastity device hilarious.

I’ve found this a lot. Many people find the wearing of a chastity cage hilarious. They don’t always laugh out loud but you can tell they really, really want to.

My main role, apart from paying half he rent, was, as it had been with Ann, being on clean up duty. This was something John loved to watch. He would call me into the bedroom when he’d finished and insist on watching as I slurped up his cum mixed with Beth’s juices. He would quite often have me play with his cock while I was doing it. I remember his cock with fondness. It was long and thick and hot. Probably one of my favourites over the years.

Beth didn’t just have the one lover. John was married so the time he could devote to Beth was minimal. Being a bit sex mad, Beth needed more cock. She wasn’t going to use mine. She found plenty of cock.

She had a foolproof way of getting men. She loved flashing. Particularly in bars. She could walk into a bar, spot a likely candidate and have his cock in her mouth or pussy within half an hour. I often saw her in action. Without directly saying she wanted a good fucking, she made it very clear that she did.

I remember one night when we were at a restaurant. I was in a chair while Beth was on a bench seat against the wall. At the next table were a couple of guys. Beth started talking to them and we all chatted away through dinner. At one point, the guy sitting next to Beth pushed the tables together and scooted closer to her on the bench seat.

It was obvious he was touching her under the table. I was talking to the other guy about sport, probably cricket, which kept us occupied while Beth was busy with her new friend. We all left the restaurant together. Beth had her arm around her new ‘friend’ while I walked behind them with the other guy.

There was an alley not far away and Beth headed for it. I was told to stand guard while the two of them went in. The other guy and I watched as Beth took his cock out and started playing with it. When it was nice and hard, he turned her around and entered her doggy style.

The other guy was stunned. I don’t think he could believe what he was seeing. He kept looking at me to make sure I was okay with it all.

It didn’t take long before the first guy was finished and he signaled for his friend to have a turn. The other guy actually asked me if it was okay before taking over. While he was pumping into Beth, his friend was playing with her tits, something she loves.

After a while they finished and we all went our separate ways.

There were many times like that. Beth loved the unexpected fuck, as she called it.

However, the thing that I most remember Beth for, and something I’ve mentioned on the forum before, is her PE training.

She was always curious about how she could make me cum quicker. She knew I needed release sometimes but wasn’t keen on me spending too much time pleasuring myself. So she drew up a plan to make my hair trigger faster.

I was always pretty quick when entering a woman, as I’ve mentioned above, but when it came to masturbation, obviously I could make it last. This wasn’t good enough for Beth. She wanted me to cum in under ten seconds. That was her target. And this is her training regime.

Every Sunday, at 6pm, I would prepare a chair, a condom, a length of rope, two dishwashing gloves and a timer. I would sit in the chair and wait for Beth. She would unlock my cage and tell me to put the condom on. She made sure I didn’t spend too much time doing it. She would then tie my hands behind my back.

She would set the timer, put on the rubber gloves and give me a two fingered hand job.

The timer was important because it determined how long I had to achieve an orgasm. Her rules were simple. The first time we did this, I had 60 seconds to cum. If I didn’t cum in 60 seconds, I would be locked up again until the next Sunday. This happened the first time.

If I did manage to cum (she always ruined it) within the time limit, the next week saw the time adjusted to whatever I’d managed. For instance, if I came in 50 seconds, the next Sunday I would have 50 seconds to cum and so on.

Over a period of about six months, she had me coming in 14 seconds. I never managed to get to ten, something she was always disappointed about. Once we’d achieved 14 seconds, I was not given release every week. She then moved to monthly. Ever since, I have been the 14 second kid.

There were so many fun times with Beth, far too many to include here but, eventually the relationship came to an end. She wanted to travel, to fuck her way around the world, as she put it. In order to maintain my sub status, she handed me over to a friend, Cath.

Cath knew our situation and agreed I should continue in the sub space but with a new mistress: her.

That was around 33 years ago, and we’re still together. More about Cath, next time.

[Chrislydi]

33 years, that's some achievement, must be the perfect arrangement.

Chris

[gazdenied]

33 years, that's some achievement, must be the perfect arrangement.

Chris

Yes, it is. It may not be what everyone would consider perfect but it certainly works for us. Details to come.

G

[gazdenied]

Part 3

Cath is perfect for me. A naturally dominant woman with firm ideas about how our relationship needs to work. When we first got together, she laid down the rules and we still live by them today, 33 years later. There was even a trial period of 12 months before we married. The trial period was to see if we were prepared to live by the rules.

Beth had already filled Cath in on our relationship so she basically used this as her template. There were a few tweaks but, essentially, I just moved from one great relationship to a perfect one.

Cath liked the idea that I only wore female underwear and the whole chastity thing. She loved having sex with great lovers and, over the years, has had quite a few steady boyfriends. She has never been as promiscuous as Beth; just the one, strong, long term lover has been enough for her. Not that it has stopped her having the odd one night stand if the opportunity presented itself.

When it came time for us to get married, she sat me down and explained a few things. She wanted to mark the occasion as special for us both. To that end, she told me that I would be permitted to fuck her one time, the night before the wedding, and that would be it for the entirety of our marriage. Given I hadn’t had penetrative sex for years anyway, this sounded very good to me.

And so we did. The night before our wedding, Cath visited me in the hotel I was staying in. She undressed us both then unlocked my cage. I was very hard, instantly. I think it was the thought of what was about to happen.

She laid me down on my back on the bed and very slowly lowered herself onto my erection. The feeling was exquisite. Fortunately she went slowly because otherwise I think I’d have exploded instantly, breaking the 14 second barrier!

Even so, I didn’t take very long before I was coming. It felt fantastic. She stayed on top of me until I grew soft enough to fall out. She then buried my face in her crotch. And that was it. The last time, for me.

The best man at our wedding did the deed on our wedding night. Then an old boyfriend of hers happily joined us on our honeymoon in order to provide her with an unlimited supply of sex.

Since about 2008, we have owned a flat in London which Cath would use during the week, in order not to commute. We decided to get a two bedroom flat and advertise for a boarder to defray the cost of the mortgage. Cath interviewed a few people and settled on a young, banker called Alan. Firstly because he could afford the rent and secondly because she fancied him.

Every Monday morning, Cath would leave our house in the suburbs with my chastity cage firmly locked, and spend the next four or five days at the flat, having sex with Alan most nights. It was perfect.

The pandemic put a bit of a halt to things as far as Alan was concerned but, late in 2018, we took on a boarder at our house as well. This wasn’t a cost thing, it was so Cath could have sex on the weekend if she wanted.

His name is Paul and he still lives with us. During the week, I do what he tells me to then, when Cath is back on the weekends, I obey her. It works for us. He even likes me to give him the occasional blowjob which I very much enjoy.

In terms of my chastity, Cath decides when I can cum. She sometimes makes it a challenge, for instance, my record is a three year period when I didn’t orgasm at all. On the day I completed the three years, Cath threw a ‘Cuming Out’ party for me.

She invited quite a few people, some of whom had no idea about our lifestyle. Even one of my cousins was there. Her idea was to announce to everyone what we were celebrating then give them the option of staying or going when it came to the big moment. Strangely, they all decided to stay.

At midnight, she brought me forward, told me to undress and, in front of everyone, unlocked my cage. I didn’t get hard, which everyone thought was odd. One woman claimed it had been broken. My best friend said it had forgotten through lack of use. My cousin was noticeably amused, laughing behind her hands. Cath insisted I try to get hard by wanking.

It’s not easy masturbating, naked in a room full of people, but I tried. I managed a sort of half erection but it was taking too long to achieve anything and people became restless and uninterested. Eventually it was just me and my cousin, standing together in a corner, me trying to wank and her trying not to laugh too much. She did offer to help but I said she wasn’t allowed to.

I did, eventually cum. My cousin clapped and everyone turned back and cheered before returning to whatever they’d been doing before my orgasm. Cath came over and locked me back up. The party continued for some hours.

By the way, as a result of this party, my best friend approached my wife about having an affair. They fucked for about a year and only parted because of circumstances beyond their control. I cleaned up a lot of his cum in that time.

A lot of those sort of things seem cruel but, seriously, I love the humiliation and the service.

Obviously, these are just snippets of my life as a cuckold but, I hope, they are informative and maybe even helpful.

[Chrislydi]

Thanks gazdenied for sharing your history

The main thing is it works for Cath and you with both loving the arrangement. 33 years is a long time to carry on something that isn't working and makes you unhappy so it's obvious it's exactly what you like and want. A very successful marriage i'd say.

Chris

[gazdenied]

Thanks gazdenied for sharing your history

The main thing is it works for Cath and you with both loving the arrangement. 33 years is a long time to carry on something that isn't working and makes you unhappy so it's obvious it's exactly what you like and want. A very successful marriage i'd say.

Chris

Thank you, Chris. Yes, it works for us. And I don't see things changing at all.

G

[defer2her]

Wow, gazdenied, you've lived the life of my fantasies. Thank you for sharing.

[Tuxcargo]

Sounds perfect. Loved hearing from you.

[armyguyot1]

Welcome to the forum Tuxcargo.