How many women have cuckolded you?

For cuckoldresses and the men who serve them.
weluvtoodoit
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Re: How many women have cuckolded you?

Post by weluvtoodoit » Sat May 31, 2025 3:40 am

bewareoflizzy wrote:
Fri May 30, 2025 5:51 pm
Only my wife. She carried on an affair (with and without my knowledge and approval) with a younger guy for 13 years. She's told me more as we've gotten older.
I like the statement of getting older! We have been married for 52 years now, and my wife has opened up more in the last few years than ever before. I was first cuckolded very early in our marriage when she cheated on me with our lifelong friend. It took years after that for the guilt to fade away for her and the anger/jealousy to leave my mind. The second man was also a best friend who she hooked up with, but this time she was upfront about it and I loved it right from the start. Two other men that got to fuck her were "one night stands" that were years later in our marriage. As she get older we talk more about her times with other men. She has opened up so much more and it has given us a renewed energy in the bedroom!

SubSnuggler
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Re: How many women have cuckolded you?

Post by SubSnuggler » Wed Jun 04, 2025 12:31 pm

wulfenus wrote:
Fri May 30, 2025 10:17 am
SubSnuggler wrote:
Wed May 28, 2025 6:13 am

I was heartbroken for almost a decade after this girl took a wrecking ball to my life. I haven't had anything to do with those friends in decades and they were friends during my most formative years. I hate them.
that's a bummer. since you're here on OHW though, you must get some pleasure out of it looking back?
No, I look back upon that with only pain. It may explain my life now though. My current Wife actively cuckolds me and I do enjoy it. We've been living a D/s Wife Led marriage for several years now. While it was on her initiative to become a cuckoldress, she did and does give me a choice.

ucaneffher
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Re: How many women have cuckolded you?

Post by ucaneffher » Thu Jun 05, 2025 9:53 am

SubSnuggler wrote:
Wed Jun 04, 2025 12:31 pm
wulfenus wrote:
Fri May 30, 2025 10:17 am
SubSnuggler wrote:
Wed May 28, 2025 6:13 am

I was heartbroken for almost a decade after this girl took a wrecking ball to my life. I haven't had anything to do with those friends in decades and they were friends during my most formative years. I hate them.
that's a bummer. since you're here on OHW though, you must get some pleasure out of it looking back?
While it was on her initiative to become a cuckoldress, she did and does give me a choice.
I think this is the ideal situation and would venture to say that this is every cuckolds dream.

As a man with an inner cuckold in me, I would very much rather have my partner bring it up and persuade me as to why it would be beneficial for her to date other men while I remain completely monogamous and loyal to her.

I would love that to be my situation ideally, although if I'm being honest, I think that I'm past the convincing stage and would almost prefer more of a brute force type of interaction where she sits me down and gives me an ultimatum. I want a choice but deep down I want to be forced to accept her infidelity and having to accept it if I want to remain together.

Unhealthy I know... But it sounds so much more intense to have her completely take charge and corner you into her becoming promiscuous.

SubSnuggler
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Re: How many women have cuckolded you?

Post by SubSnuggler » Thu Jun 05, 2025 12:09 pm

ucaneffher wrote:
Thu Jun 05, 2025 9:53 am
SubSnuggler wrote:
Wed Jun 04, 2025 12:31 pm
wulfenus wrote:
Fri May 30, 2025 10:17 am
SubSnuggler wrote:
Wed May 28, 2025 6:13 am

I was heartbroken for almost a decade after this girl took a wrecking ball to my life. I haven't had anything to do with those friends in decades and they were friends during my most formative years. I hate them.
that's a bummer. since you're here on OHW though, you must get some pleasure out of it looking back?
While it was on her initiative to become a cuckoldress, she did and does give me a choice.
I think this is the ideal situation and would venture to say that this is every cuckolds dream.

As a man with an inner cuckold in me, I would very much rather have my partner bring it up and persuade me as to why it would be beneficial for her to date other men while I remain completely monogamous and loyal to her.

I would love that to be my situation ideally, although if I'm being honest, I think that I'm past the convincing stage and would almost prefer more of a brute force type of interaction where she sits me down and gives me an ultimatum. I want a choice but deep down I want to be forced to accept her infidelity and having to accept it if I want to remain together.

Unhealthy I know... But it sounds so much more intense to have her completely take charge and corner you into her becoming promiscuous.
It's kinda wild, I know. But I married a girl who evolved into a lifestyle dominatrix. She looks after every need I have, and I have zero complaints, but I'm very much controlled and dominated every minute of every day. As we went deeper and deeper into BDSM she put cuckoldry in her toolbox. She is sexually aroused by dominating me and cucking a man right in front of him while he's locked in chastity is about as dominating as it gets. She could kinda care less about the sex but she will admit she has had amazing sex with many men (and women) while her submissive cuck looks on.

dejvidn
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Re: How many women have cuckolded you?

Post by dejvidn » Thu Jun 05, 2025 12:43 pm

Some ex-girlfriend was cheating behind my back with few guys. Cannot remember on which occasion we were on-off back then but I always took her back when I found out. I mostly did not know the guys. But I remember the thrill when I actually knew she was with someone. However, I got to break it off since due to lack of loyalty. She wanted me back a few years later when her relationship or whatever she had failed, but I did not fall for that tricks.

Now, however, being married for over 10 years, I developed some fetishes/desires which we are processing with my wife. We'll see where it takes us.

BCiym
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Re: How many women have cuckolded you?

Post by BCiym » Mon Jun 30, 2025 6:56 am

Two cheated. Four with my okay (including my wife).

BCiym
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Re: How many women have cuckolded you?

Post by BCiym » Mon Jun 30, 2025 6:57 am

Two cheated. Four with my okay (including my wife).

BCiym
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Re: How many women have cuckolded you?

Post by BCiym » Mon Jun 30, 2025 6:57 am

Two cheated. Four with my okay (including my wife).

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aandmp
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Re: How many women have cuckolded you?

Post by aandmp » Wed Jul 02, 2025 2:05 am

When I was 15, I got a girlfriend who was 2 years older, a cheerleader, loved to fuck, and was a true "3-hole woman" even then. I was in heaven! Then came the reality slap - she was going to fuck others. We ended up getting married (her pussy was so good...). Only lasted a couple - three years. During that time, we swung some, she fucked with and with out my knowledge. I was young, and dumb, couldn't handle it, called it quits. Many many times I've wondered how it would have worked out if we'd stayed married because I've enjoyed others fucking my women since then.
2nd wife cucked me some, didn't find until later, divorced her as she was a drunk.
Current wife, flat out told me she would never swing, have sex with others. Worked for me, or so I thought. After 8 years of marriage we ended up in bed with the husband of a couple. Surprised me how well she took to another cock, lol. His wife joined in, and we had a good time. My wife sat up afterwards, said "that was fun, I want to do it again". Our next 'fun' was mfm fun with a man that "checked all her boxes". He knew how to push her buttons and did. Very well too. She surprised me after he filled her by climbing on my face and feeding me his cum. I guess that was putting me in my role. That was 11 years ago. She's had 18 different men since then. Quite the change from her "I'll never have sex with another man" stance.

PhilSwe Couple
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Re: How many women have cuckolded you?

Post by PhilSwe Couple » Mon Aug 18, 2025 12:34 pm

Seems that most people in this interesting discussion got into hotwifing-cuckolding rather young after their girlfriends were cheating in secret and they accepted it (or even got excited about it). Perhaps hotwifing is a good way to cope with risk for cheating? Perhaps hotwifing is a way to "erotisize" the risk for cheating, to change a trauma to something exciting or pleasurable? Seems most people here ended up in a hotwifing relation with all long term relations and are very happy about it?

Its also interesting that many girls and women are so much into hotwifing and love sexual freedom so much. Same with my wife. I wish I know this earlier in life.

I love to hear more what other people think!!

MartasBoy
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Re: How many women have cuckolded you?

Post by MartasBoy » Mon Aug 18, 2025 2:05 pm

SeaGirtCuck wrote:
Sun May 25, 2025 5:35 am
How many women have cuckolded you?
What was your relationship to the women?
What was your relationship to the men?
I'm not sure how many I would say qualified that way exactly, but several. When I went to college, a lot of the young women enjoyed playing the field, and not tying themselves down to one guy. I had a lot of girls who said we could be friends. They would let me spend the night with them sometimes. Some of them set boundaries saying that it was just to snuggle. They dated other guys.

I dated one girl who also dated a guy who played on our college baseball team. The team traveled a good bit, and when he was out of town at a game, she would let me stay over at her house for snuggles. She let me do her laundry for her on Sunday afternoons, when I did mine. This freed her up to go to the library and study while I did her laundry.

It made me feel pretty special too be seen by other girls, while I was in the laundromat hanging up my lady friends blouses and skirts folding her underwear. Other people would look at me with respect, knowing that I got to do my girls laundry.

On Sundays when her regular boyfriend was away at games, she would let me make dinner for us, after I delivered her cleaned and folded laundry to her.
She would let me spend the night with her and snuggle with her, and she would give me a handjob, saying that I deserved it for being her good boy and taking such good care of her.

I dated a couple of different girls with whom I had that kind of relationship with.

JebalitaBB
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Re: How many women have cuckolded you?

Post by JebalitaBB » Wed Aug 20, 2025 9:34 am

6, though the first 5 just fucked a lot of guys in private as we’d agree they could if we dated. My current gf is the one who takes credit for training me to be a cuck, she’s who has caged me for over a year, pegs me, emasculates me, has me lick up other men’s cum, and has given me an interracial kink as she exclusively fucks BBC, which she has me watch use her

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armyguyot1
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Re: How many women have cuckolded you?

Post by armyguyot1 » Wed Aug 20, 2025 8:43 pm

Welcome to the forum JebalitaBB.

CP55
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Re: How many women have cuckolded you?

Post by CP55 » Thu Aug 21, 2025 3:59 am

Only one, my wife

monraccoon
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Re: How many women have cuckolded you?

Post by monraccoon » Thu Aug 21, 2025 5:26 am

my first wife fucked around on me without my knowing and once fed me a creampie. later, i encouraged a girlfriend to fuck a man whom she knew professionally who i suspected she was attracted to. she did and told me all about it. we didn’t share this again, a little later, with another man. later still, i had another girlfriend who had sexual relationships with a few men and shared with me all of the details. my second and present wife cheated on me a couple of times, but she hasn’t played with my knowledge since.

cantbelieve
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Re: How many women have cuckolded you?

Post by cantbelieve » Fri Aug 22, 2025 4:40 pm

I was born to be a cuck. From early on in my puberty years, I knew I was smaller, both in stature and in penis size, than the rest of the guys my age. I was very shy and reserved around girls and couldn't get into a comfort feeling around any girl. I was very awkward around girls and never really dated at all in my highschool years.
I did not get laid until I was 21. It was by a girl I knew since we were young teens that I always had a crush on but couldn't make the move to make her my girlfriend. She was already married and with child by this time. She asked me afterward if she was my first and I told her yes. We never hooked up again.
I always fell for the sluts and I finally caught one when I was about 24. She was recently separated and had 2 kids at only 22 years of age. She was the hottest little slut I had ever met. She was very cute. Small with a plump ass. I fell hard for her. I was in love and couldn't be without her.
Just like a light switch being flipped, she dumped me. Completely cut me off from her like chopping a piece of meat with a clever.
I was devastated. Right afterward, my best friend told me that she came to him and told him to tell me, "I fucked .....so and so... and to tell "me" that she did it. He couldn't tell me because he knew it would crush me. I to this day can't make sense of it and why she did this and dumped me in this fashion and wanted to hurt me while doing it.

cantbelieve
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Re: How many women have cuckolded you?

Post by cantbelieve » Fri Aug 22, 2025 4:55 pm

After that knife in the heart breakup, it took a little while but I eventually moved on. I really desired to have the conventional family life.
I met a girl from my work who was only 20 years old. I was 26. I actually stole her from her long time high school sweetheart that was a real loser and they were an on again, off again type couple. She was attractive. Thin build with a tight little ass and smallish tits. She had no reserves for sex and we hit it off well. I married her rather quickly. But, right away, I knew she was cheating with her ex Bf and it was confirmed several times by friends that knew what was going on. She would be out late occasionally with no explanation where she was or what she was doing and would lie right to me that nothing was going on and everything was alright.
When these times of disappearance would happen, and I would be searching for her all night long, I would start out being upset and sad but it would turn to excitement knowing she was fucking someone else. I'd get hard and end up masturbating thinking about it.

cantbelieve
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Re: How many women have cuckolded you?

Post by cantbelieve » Fri Aug 22, 2025 5:23 pm

She ended up moving out and moved in with a divorcee (female) co worker that was a bit older and they were clubbing and dating other guys. Finally my wife filed for divorce. She liked the single life as an adult with her own money and i was a drag on her and that lifestyle. I signed the papers the moment they were in front of me. Of course I questioned my decision to give up without a fight and sometimes regretted not trying to suck up to her and keep her but, I was kind of a proud guy at the time. Looking back, I sometimes wish I would have kissed her ass and acknowledged myself as a cuck and submitted to her need or desire for other men, while we would stay married. Maybe she would have accepted that condition.

cantbelieve
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Re: How many women have cuckolded you?

Post by cantbelieve » Fri Aug 22, 2025 5:32 pm

I was in a real dry spell with meeting women after my divorce. Again, not all that attractive and certainly not confident around the ladies. Particularly ones that I didnt know already well.
I finally met another very attractive blonde, that I will not go into detail about but, I broke it off with her for a really stupid reason that had nothing to do with cheating or anything like that. I never would even think that this girl would cheat on me. I can't even explain my actions for breaking it off with her. Almost like I was willed to not be with her.
This comes to where I am now, 19 years later with my current wife.

cantbelieve
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Re: How many women have cuckolded you?

Post by cantbelieve » Sat Aug 23, 2025 7:11 am

Sorry for the hi jacked thread. I could have just answered the question with a number but that doesn't sound interesting by anyone to read and if my story is too wordy, one can just scroll over it.

hando
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Re: How many women have cuckolded you?

Post by hando » Sun Aug 24, 2025 10:25 am

Every girlfriend I've ever had cucked me sooner or later. The one who took my virginity was fucking other men every day, and was the one who turned me on to being a cuc⁷k. Within a few weeks, my ex gf had announced she was pregnant by another guy she only knew for 2 days, which cemented my role as a ultimate cuck.

Since then, every woman I had a relationship with slept with other men. I don't know the exact number, but it's around 150, probably more. If my girl wasn't going to bed with other men, I made sure she was fucking as many as possible as soon as I could. Some of the girls were well into the thousands while others were around a hundred or so.

Since the first girl, I made sure any girl I was fucking was as promiscuous as possibly find, including my current wife.

hando
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Re: How many women have cuckolded you?

Post by hando » Sun Aug 24, 2025 10:27 am

Every girlfriend I've ever had cucked me sooner or later. The one who took my virginity was fucking other men every day, and was the one who turned me on to being a cuc⁷k. Within a few weeks, my ex gf had announced she was pregnant by another guy she only knew for 2 days, which cemented my role as a ultimate cuck.

Since then, every woman I had a relationship with slept with other men. I don't know the exact number, but it's around 150, probably more. If my girl wasn't going to bed with other men, I made sure she was fucking as many as possible as soon as I could. Some of the girls were well into the thousands while most others were around a hundred or so.

Since the first girl, I made sure any girl I was fucking was as promiscuous as possibly find, including my current wife.

hando
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Re: How many women have cuckolded you?

Post by hando » Sun Aug 24, 2025 10:34 am

Every girlfriend I've ever had cucked me sooner or later. The one who took my virginity was fucking other men every day,and was the one who turned me on to being a cuck. Within a few weeks, another ex-gf had announced she was 3
months pregnant by another guy she only knew for 2 days, which cemented my role as a ultimate cuck.

Since then, every woman I had a relationship with slept with other men. I don't know the exact number, but it's around 150, probably more. If my girl wasn't going to bed with other men, I made sure she was fucking as many as possible as soon as I could. Some of the girls were well into the thousands while most others were around a hundred or so.

Since the first girl, I made sure any girl I was fucking was as promiscuous as possibly find, including my current wife.

hando
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Re: How many women have cuckolded you?

Post by hando » Sun Aug 24, 2025 10:47 am

Every girlfriend I've ever had cucked me sooner or later. The one who took my virginity was fucking other men every day and was the one who turned me on to being a cuck. Within a few weeks, another ex-gf had announced she was 3
months pregnant by another guy she only knew for 2 days, which cemented my role as a ultimate cuck.

Since then, every woman I had a relationship with slept with other men. I don't know the exact number, but it's around 150, probably more. If my girl wasn't going to bed with other men, I made sure she was fucking as many as possible as soon as I could. Some of the girls were well into the thousands while most others were around a hundred or so.

Since the first girl, I made sure any girl I was fucking was as promiscuous as possibly find, including my current wife.

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