How many women have cuckolded you?

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SeaGirtCuck
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How many women have cuckolded you?

Unread post by SeaGirtCuck » 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?

In my case two women that I know of have cuckolded me both were wives.
The first wife fucked people she worked and they always cream pied her and I did not know them.

The second wife has fucked new people and so far practiced safe sex.
So I had no prior relationship with them.

Did you ever have a girlfriend that had been fucked by your friend(s) before you dated her?
Yes I had a girlfriend that later became my first wife that was fucked by my best friend about four times and he got her cherry. Another good friend fucked her once. One night they both fucked her but not together. Interestingly she was the second one they each fucked that night. They always cream pied her.

One time they both visited our house and it crossed my mind that she had fucked all three of us.
After they left I told her what I thought about and she told she thought the same thing.
As far as I know she never fucked them again.
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Re: How many women have cuckolded you?

Unread post by isinlarsa » Sun May 25, 2025 10:19 am

I have been cuckolded by four different women -- every woman I've ever been in a serious relationship with. It makes me wonder if there is something about me. Two were wives and two were long-term girlfriends. In two instances they cheated on me first, and, after confessing, we agreed she could continue. In the other two cases, we talked about it first, and I was aware from the beginning when she was going out to get fucked by other men.

Except for my current wife, the women were always fucked bareback, and they would bring creampies home to me. With my current wife, we are much more aware of SDIs, and she is careful and always practices safe sex. Also, when she started she had not gone through menopause and was still fertile. She wasn't on birth control because I had had a vasectomy. I must admit I had fantasies that, in a fit of passion, she would throw caution to the wind, and allow her stud to fuck her bareback.

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Re: How many women have cuckolded you?

Unread post by ohtobecucked » Sun May 25, 2025 10:41 am

Only my wife / and only recently.

In my younger years (I’m 39) I would fuck anyone and anything (as you do!) but married since 25 and I love my wife so only her for me x

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Re: How many women have cuckolded you?

Unread post by Dream Weaver » Sun May 25, 2025 11:05 am

1 (my wife) per my permission.

Cheated on three times.

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Re: How many women have cuckolded you?

Unread post by Thebestdays1 » Sun May 25, 2025 11:06 am

I would say Three, if I include my ex SIL.
my ex wife cuckolded me from the start of our relationship and also cheated on me, particularly towards the end of our marriage. I loved it.
I was desperate to watch my SIL's partner fuck my wife as they'd been lovers whilst I'd been working overseas on two occasions. This was before he got together with the SIL. I had quite a few threesomes with her and did everything she told me to do, so that she would eventually agree. Although I was fucking his partner, I was definitely the Beta male of the group and sucked him off many times and cleaned her up whenever necessary.
We also got involved with a German couple a couple of years earlier when we were staying at a campsite over there. When we went to the swimming pool, the couple were naked and asked if we wanted them to put their swimwear on or if my 'wife' and I wanted to get undressed. Within 5 minutes he was fucking the SIL from behind as the two women kissed and rubbed each other off. It was then my job to clean her up and as an extra treat, she peed in my mouth. Before anything else could happen, we heard people walking close by so the couple left the pool.
My last long-term girlfriend told me one evening when we were in bed, that she would probably cheat on me one day, but it would only be for sex; it wouldn't affect her feelings for me and she'd tell me. I told her about my past as a cuckold and she admitted she'd cheated on all her past boyfriends, just for the sex and had had threesomes. Sure enough, one evening I suspected she'd been with a man and she admitted it when she got home and I enjoyed the taste of her creampie that evening.

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Re: How many women have cuckolded you?

Unread post by MartasBoy » Sun May 25, 2025 12:01 pm

Two former girlfriends and my wife.

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Re: How many women have cuckolded you?

Unread post by Cdncuck » Sun May 25, 2025 12:27 pm

I've been in three cuckold relationships.

Number 1 was my ex wife. She was cheating on me. After I found out, we eventually rolled that into a hotwife relationship. She got pregnant in high school and we got married. Only lasted 4 years.

Number 2 was my ex mother inlaw. As my marriage with my ex was coming unraveled, my ex mil and I began an affair. She was a widow. There was never any question of her being faithful. She had no intention of it and I wouldn't have wanted it.

Number 3 is my current wife who became my hot girlfriend before she became my hotwife. We've been together over 30 years so she's probably going to keep me

As to the men, I only met a couple of the guys my my ex mother in law was fucking. She was in her 40s and the guys she was banging were same age range as her. I didn't have much in common with them.

My ex wife fucked mostly guys I didn't know. I got a lot of sloppy seconds and cream pie but didn't know who made the deposit. She did do a few mfm nights with me and at friend.

My wife has fucked any of my friends who wanted to play with her. She and I have done numerous mfm things with them. She's also introduced me to several of her boyfriends and they and I have become good friends.

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Re: How many women have cuckolded you?

Unread post by zorro » Sun May 25, 2025 12:38 pm

[*]How many women have cuckolded you?
Quite a few. Almost everyone of them.

What was your relationship to the women?
My first now ex-wife fucked a coworker while we were living together. While married, she asked her employer if she and I could attend a Sexual Freedom League party. Although her employer, a woman, agreed, she backed out at the last moment and told me to go by myself (so, that's an almost-ran).
My second now ex-wife fucked a colleague while I was fucking her before we married and later a professor she fell in love with. She liked to come home from fucking him and have me also fuck her immediately afterwards.
My current wife has been HWing and swinging for over 15 years. She likes MFMs the best, because she likes having 2 men and 4 hands on her at the same time.
Nearly every girlfriend I had over the years (except for 2) I learned were fucking other men while with me.

What was your relationship to the men?
Only one was a friend I had made from an MFM with one of my girlfriends between marriages.

My personal take from all this is that it is normal for women to want other men at one time or another, and it does no harm that they openly act on it. So, I just enjoy their adventurousness.
Sharing your partner is a very loving act. Double her pleasure; double your fun.
Kevin Foster, The Three Marriage Enigmas: ". . . sex with a man other than her husband is simply the most erotic sex possible for a woman."

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Re: How many women have cuckolded you?

Unread post by naivecuck2 » Sun May 25, 2025 1:30 pm

One, ex wife, and her former HS boyfriend always creampied her, however, after our 2nd daughter was born my ex wife had a Tubal Ligation and could not get pregnant. Never met her former HS boyfriend. I did give her a "Hall Pass" before the movie and was very naive in that I believed it would be one and done...as it turned out she was addicted and fucked multiple times per day, 4-5 days per week, while I was at work and daughters were in elementary school.

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Re: How many women have cuckolded you?

Unread post by Dutch cuckold » Mon May 26, 2025 11:31 am

Four women cucked me.

Two girlfriends cheated on me when I was younger.
One girlfriend I asked to play with other men.
My current wife.

The men were from kinda friends to complete strangers.
Our pictures and story: viewtopic.php?f=9&t=71040

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Re: How many women have cuckolded you?

Unread post by AZPainter » Mon May 26, 2025 11:43 am

My ex wife and two girl friends, so that makes 3 for me. Married once but had about 4 serious relationships with women. I said about because one more that I wasn't sure how serious it was, but she did not cheat or cuck me, that I know of. But this and women's growing attitudes towards men are why I no longer date or have relationships with the ladies. I still think they are beautiful and equal to men in most ways, but I got so tired of their games that seem to be more prevalent in the last 30 + years.

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Re: How many women have cuckolded you?

Unread post by Gmor » Mon May 26, 2025 12:03 pm

One for sure. An ex girlfriend who cheated on me and then decided we were going to have an 'open relationship'. I was definitely cuckolded here as I wanted to remain monogamous.

Ive also been cheated on in two other significant relationships, one being my wife. While my wife still desires other men (she is clearly sexually frustrated in our relationship) she doesnt want to consider herself a 'hotwife' and currently wont pursue this.

My other significant relationship (my first) cheated on me (right in front of me) right before university and then this continued while she was away at school for first year. This cheating wasnt as obvious to me at first, I knew our relationship was likely going to end anyway and by the time I found out for sure at Christmas I also realized it turned me on so I didnt object too vigorously. Or at least never broke up with her even after she stopped hiding the open packages of magnum condoms in her room. We would play games where she would share details (especially how much bigger her partner was and how she was able to experience orgasms during sex for the first time in her life) which would drive me wild with arousal.

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Re: How many women have cuckolded you?

Unread post by canadianwittol » Mon May 26, 2025 12:22 pm

My wife and a previous girlfriend in University.

In some ways, the University one felt the most like "real cuckolding" because it was not my choice; I just had a promiscuous young girlfriend who enjoyed sex and was mismatched to me in the sexual experience department. That and a naturally more libertine character that I think really, honestly didn't consider it to be that big a deal. She started out by cheating, but by the time all was in the open she said plainly that she wasn't going to "waste" her college years being faithful to one man and that she thought we should both be making the most of our youth. I nevertheless chose to stay faithful to her; she on the other hand began to be totally open and honest about when she had dates and with whom and thought nothing of it. She really wasn't rubbing it in my face to be cruel either, she just wanted to test all the limits of her sexuality.

In other ways, my current marriage is "real cuckolding" for the one and simple reason that we are married. My wife is the only woman in the world who publicly made vows to be faithful to me, and who quickly discarded them, and you could say even invited others to join her in making a mockery of them. The difference here is that this was pre-negotiated and I asked her to cuckold me. But it is definitely different to know that another man has fucked your WIFE than merely your girlfriend.
Wearing the cuckold's horns since 2009

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Re: How many women have cuckolded you?

Unread post by UkCuckHubby » Tue May 27, 2025 4:08 am

1) ex girlfriend was a serial cheater
2) my wife on consensual terms.
Cuck hubby to my sexy hotwife

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Re: How many women have cuckolded you?

Unread post by CTHotwifeHusband » Tue May 27, 2025 4:21 am

Two girlfriends at university, one a long-term relationship in which I was her "Little Cock Boyfriend" whom she didn't fuck since she was having regular sex with her "Big Cock Boyfriends."

A five-year relationship with a much older woman right after university. She really helped me understand my role as a sissy cuck.

My first wife, who stopped letting me fuck her after three years of marriage (we were eventually married for 12 years--no idea how many other men she fucked).

Two short relationships after that.

My wife of nine years, who now has a regular boyfriend and keeps me pussy free.

All of the above were / are entirely consensual. Clearly I am a serial cuckold!

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Re: How many women have cuckolded you?

Unread post by wulfenus » Tue May 27, 2025 7:25 am

SeaGirtCuck wrote:
Sun May 25, 2025 5:35 am
Did you ever have a girlfriend that had been fucked by your friend(s) before you dated her?
Not exactly friends but coworkers ! Mary & I met in the corporate work world, She was soft spoken southern accented, curly haired brunette, dark green eyes, small perky breasts, fantastic ass, attractive by any standard, she also clicked some atavistic idea of appealing perfection to me. we got along great and I finally won her over. A nice person overall and desired by all the guys I knew and I'm sure those I didn't.

The big confession came one night when we were having a little wine. Yes I was infatuated, but also, love w/my perfect girl, and looks, what more could one ask for? yes I was more committed but we did everything together and we usually slept at each other's place. In her eyes, she thought, I thought she was too perfect, so she felt guilty and had to tell me more about her love life.

I didn't ask about it, it didn't even occur to me. She started telling me. I'll always remember how she put it, she said she had sex "with more than a dozen, but less than two (dozen)" men in her life... then she told about 8 men we worked with ! I saw some of them every day, one sat across the aisle from me, and the rest a couple times a week here or there, it was a big building. I was floored and was pulling my hair out.

Looking back it I think it's sexy now, but then it was tough going ! I opened her side door and threw my glass in the yard.

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Re: How many women have cuckolded you?

Unread post by Colliercuck » Tue May 27, 2025 1:10 pm

3 women have made me a cuckold.

My first and my second girlfriend both cheated on me , and I still dated each of them.

The third one would be my wife, the only one I confessed that I long to be a cuckold and asked her to deny me completely and that she deserves to be satisfied sexually

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Re: How many women have cuckolded you?

Unread post by SubSnuggler » Wed May 28, 2025 6:13 am

wulfenus wrote:
Tue May 27, 2025 7:25 am
SeaGirtCuck wrote:
Sun May 25, 2025 5:35 am
Did you ever have a girlfriend that had been fucked by your friend(s) before you dated her?
Not exactly friends but coworkers ! Mary & I met in the corporate work world, She was soft spoken southern accented, curly haired brunette, dark green eyes, small perky breasts, fantastic ass, attractive by any standard, she also clicked some atavistic idea of appealing perfection to me. we got along great and I finally won her over. A nice person overall and desired by all the guys I knew and I'm sure those I didn't.

The big confession came one night when we were having a little wine. Yes I was infatuated, but also, love w/my perfect girl, and looks, what more could one ask for? yes I was more committed but we did everything together and we usually slept at each other's place. In her eyes, she thought, I thought she was too perfect, so she felt guilty and had to tell me more about her love life.

I didn't ask about it, it didn't even occur to me. She started telling me. I'll always remember how she put it, she said she had sex "with more than a dozen, but less than two (dozen)" men in her life... then she told about 8 men we worked with ! I saw some of them every day, one sat across the aisle from me, and the rest a couple times a week here or there, it was a big building. I was floored and was pulling my hair out.

Looking back it I think it's sexy now, but then it was tough going ! I opened her side door and threw my glass in the yard.
My first true love cuckolded me a lot, I just found out about it later. My helpful 'friends' told me about all this after we broke up.

She fucked my best friend and his little brother. Multiple times.
She fucked my OTHER best friend.
In addition to those guys, she fucked at least 5 other guys during the two years we dated.

I only found out about all this after the fact.

We broke up when she told me that in revenge for me fucking a girl (I didn't, I refused this girl and she was drunk as a skunk at the time) that she was going on a date. With the maintenance guy at the apartment complex she lived at. I argued at first with her and when she showed she was going to insist, I broke down in tears.

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.

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Re: How many women have cuckolded you?

Unread post by uxorious » Wed May 28, 2025 7:14 am

My first time:

I fell in love with a woman before she and I were dating. We were best friends, knew everything about each other, hung out all the time, all while she had a boyfriend who she saw minimally (and complained about him to me). It was very innocent. Our friend group (of which he was not a part, should have been a sign, lol) took a kind of Spring Break-like beach trip set up by a third-party travel company. Girls in one room, guys in another. Well, she and another girl met one of the male neighbors who was a senior and had liquor in their room. The two guys and two girls ended up in the shower. Her top came off. The other guy and girl ended up getting out. She sucked his dick in the shower while she was still dating that other guy (and I was in love with her). I remember being so mad and so jealous but so turned on. I went for a drive and jerked off in the car.

Later:
I later met an older woman on Bumble or Hinge (I was about 37, she was about 52) and we were texting. I told her over text I wanted her to fuck someone else and tell me about it. She made me call her and tell her over the phone. I think she needed confirmation that was what I was asking for. I bit the bullet and did it. It was a little humiliating. We were not official but she told me she later got fucked after a date while we were seeing each other. He ate her from the back and fucked her with her boots still on. I jerked off to that memory quite a bit. Things fizzled out when I started seeing someone exclusively.

After that:
I dated a woman exclusively for six months or so. She was a wild one and fully got into the cuckold thing. She fucked 3 different guys in our six months together. Unrelated, we fought often and ended up breaking up.

Most recently:
I have a fiancee I live with who says she is open to it. She has not done anything but says "it will probably happen". She doesn't want to meet someone on an app, she wants it to happen organically.

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Re: How many women have cuckolded you?

Unread post by 4incheslong » Wed May 28, 2025 9:41 am

I think 3. When I was in HS I took my GF's virginity. We broke up one weekend over something little. She met an ex and got fingered in his car and played with his dick. She said nothing else happened, but I was not sure since she would bring up how it was my fault and how big his dick was. We didn't last long after that and I think it was because she had found what a real dick can do.

For sure happened in college. GF met an ex at bar and he took her to his car and fucked her. I knew the guy and I had dated another girl he had cast aside, I didn't like him. She came to me and fessed up. I was mad but shoved my dick in her and came instantly. That's when the kink came in. She openly cucked me after that. My friends knew but I loved fucking her after another guy. Never watched just got a call to come over.

I knew I liked sluts and married one. When we first started dating she said a married ex wanted to fuck her on the side and she was going meet up with him. I said no since I wasn't really sure I could handle it and since we had just started dating. She hid it and once we got married continued to hid things, even though by then I wanted her to fuck other guys.

The first one was a doctor. She went to get on birth control pills, for her complexion she said, because I had been fixed. The doc asked why she was wanting the pill and she told him so she could fuck other guys. So he asked and was rewarded.

After that she has had multiple affairs, her mother and sister know because they were on a cruise and she hooked up with a guy for the week. One of the husbands of a couple we hang out with knows since he fucked her regularly. She fell in love and wanted to be with him full time and he had to break it off. I know because of notes I have found.

She was about to have another affair with a guy at a club we belong to, I knew him, he was kind of pompous and drove a luxury car. They had been flirting non stop and I think it was obvious to others. I figured it out and found emails. I confronted her but agreed to let her fuck him if I could fuck her afterwards. I got jealous over time because she was doing things she wouldn't ever do for me.

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Re: How many women have cuckolded you?

Unread post by Jonjones1529 » Wed May 28, 2025 8:00 pm

How many women have cuckolded you?
I've never been in a cuckold relationship but did have a girlfriend who cheated, a lot potentially but at least with one but I'm aware of.
What was your relationship to the women? We had been dating almost 2 years. We were living together, I was about to be gone for work for 6 months and if we had made it through that it could've turned into a marriage maybe.
What was your relationship to the men? The man I know about was a guy she worked with. She had moved from her home state to live with me and after starting work she made some friends. One day she did a beach trip with her friends, had told me who all was there but then I saw pictures and there was a guy she didn't mention. I didn't think much of it. One day I came home and she was sleeping on the couch, a phone started going off where I was sitting I picked it up and it had her as the back ground. I immediately confronted her about cheating and she was. I regret not letting her sleep and going through that phone to learn more or to see the photos she may have sent him.
Anyway we split up, because I was leaving for months I told her I was canceling my lease and she had to go. But in the time before I left she still lived with me and he would come over and fuck her mostly while I was at work but sometimes while I was home. At night I would just lay and jackoff thinking about them. She then told me she was pregnant but I'm pretty sure it was just to get money from me. If I hadn't found out about the relationship there's a good chance he would've moved in while I was gone and she would've fucked him the whole time, maybe I would've came home and thought she was pregnant with my kid and been a real cuckold.

Before she moved in one of her friends during another time I was gone for a long period that she was fucking another guy. So I think when I was away she felt she could play.


Did you ever have a girlfriend that had been fucked by your friend(s) before you dated her?
That same girl had actually had sex with 2 of my best friends before we dated. One of them set me up with her when I was visiting home. He didn't expect us to become a relationship but we did. I think my friend that set us up was still fucking her, his girlfriend at the time thought it as well but who knows.

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Re: How many women have cuckolded you?

Unread post by SeaGirtCuck » Thu May 29, 2025 7:03 am

SubSnuggler wrote:
Wed May 28, 2025 6:13 am
wulfenus wrote:
Tue May 27, 2025 7:25 am
SeaGirtCuck wrote:
Sun May 25, 2025 5:35 am
Did you ever have a girlfriend that had been fucked by your friend(s) before you dated her?
Not exactly friends but coworkers ! Mary & I met in the corporate work world, She was soft spoken southern accented, curly haired brunette, dark green eyes, small perky breasts, fantastic ass, attractive by any standard, she also clicked some atavistic idea of appealing perfection to me. we got along great and I finally won her over. A nice person overall and desired by all the guys I knew and I'm sure those I didn't.

The big confession came one night when we were having a little wine. Yes I was infatuated, but also, love w/my perfect girl, and looks, what more could one ask for? yes I was more committed but we did everything together and we usually slept at each other's place. In her eyes, she thought, I thought she was too perfect, so she felt guilty and had to tell me more about her love life.

I didn't ask about it, it didn't even occur to me. She started telling me. I'll always remember how she put it, she said she had sex "with more than a dozen, but less than two (dozen)" men in her life... then she told about 8 men we worked with ! I saw some of them every day, one sat across the aisle from me, and the rest a couple times a week here or there, it was a big building. I was floored and was pulling my hair out.

Looking back it I think it's sexy now, but then it was tough going ! I opened her side door and threw my glass in the yard.
My first true love cuckolded me a lot, I just found out about it later. My helpful 'friends' told me about all this after we broke up.

She fucked my best friend and his little brother. Multiple times.
She fucked my OTHER best friend.
In addition to those guys, she fucked at least 5 other guys during the two years we dated.

I only found out about all this after the fact.

We broke up when she told me that in revenge for me fucking a girl (I didn't, I refused this girl and she was drunk as a skunk at the time) that she was going on a date. With the maintenance guy at the apartment complex she lived at. I argued at first with her and when she showed she was going to insist, I broke down in tears.

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.
They were never your friends they were acquaintances that had no respect for you.
SeaGirtCuck

New Jersey

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Re: How many women have cuckolded you?

Unread post by ucaneffher » Thu May 29, 2025 8:27 am

SeaGirtCuck wrote:
Sun May 25, 2025 5:35 am


How many women have cuckolded you?

Officially only one ex girlfriend cucked me for 7 years and many of those years she actually openly cucked me.

However I've been cheated on twice: 1. had a GF once go on vacation "solo" but in reality I found out that she went on vacation with her ex. She would've made a great cuckoldress. 2. Had a girlfriend cheat on me in summer break between 8th grade and high school, everyone spotted her with another guy, she later came over full of hickies all over her body.

And lastly, my current gf who I've been wishing would cuck the living out of me. She has been on dating platforms, has gone on a dozen dates or so, has had some intense foreplay sessions where she is kissed and undressed to the point of getting her nipples and clit played with and sent home horny and soaking wet. She has also walked off on me with other men while we are out at bars and clubs but she hasn't officially had intercourse nor do I know if she will.

What was your relationship to the women?
All girlfriends

What was your relationship to the men?

My ex hw had many different men on rotation but a handful of them were distant friends who became closer friends after they started sleeping with my GF. All others were men that I simply met because of her, the rest I had no idea who they were nor what they looked like.

With my current gf... I never met them but the ones that she picked up in public, she just introduced me as her friend.
.

Did you ever have a girlfriend that had been fucked by your friend(s) before you dated her?

Yes my ex hot gf- several friends had seen her naked and eaten her out before I met her. A good high school friend would have her over his place where she would hangout in her bra and thong and make out with him, and after him another high school buddy was dating her and fingering her before she lost her virginity.

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Re: How many women have cuckolded you?

Unread post by wulfenus » 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?

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Re: How many women have cuckolded you?

Unread post by bewareoflizzy » 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.

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