Road to Cuckold

Sep 25, 2022
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On the way to make my very hot girlfriend Nicole (31) a Hotwife. This is our journey.

We met 2 years ago. The relationship is awesome every day. We are both in love. She is beautiful and kind.

Our sex life is fantastic. She wants to be fucked always, everywhere and all day long. She is addicted to it. She usually has several screaming orgasms. She says she can't believe it and has never had a man who knows what he is doing so much. Yet she hasn't had much experience other than vanilla relationships. No dildos, no threesomes, no bondage, nothing special so far. Nevertheless, she is totally horny and open-minded. She loves to swallow every drop. She is more of a submissive girl. So I initiated a lot: slow sex, bondage, dirty talk, erotic massages, outdoor sex, first time anal, hot lingerie, slow sex, ... Since she is also into these things and very focused on sex, she likes to buy hot stockings, which I love. One of my kinks is to be a 100% cuckold.

She loves me so badly that she always wants to fulfill me every desire. So she asks me to open up to her and I do ask her. Every time she tells me about her desires, like sex in risky places, I fulfill them. I give her erotic massages with great music and pure pleasure. During sex, I opened up to her that I could also fantasize about threesomes. She liked the idea. When I ask her to describe this fantasy, she describes it as FFM. When she suggested to watch an erotic movie, she said she liked the scene where a guy fucks a girl while his girlfriend watches. Sounds like she's into the cuckoldress kink :p

Knowing that I have had these experiences in the past, I asked her if she would like to go to some great lifestyle swing party events. She agreed. I registered on an erotic dating/swinger/event website. We entered preferences together. She said "yes" to FFM, MMF, blowjobs, lingerie, cuckold ("Explained that it's about watching your partner). Possible group sex. Still, she wanted to enter that she was looking for "women" and "couples" and not "men". At one point, she urged watching porn together. Everyone should enter their real kinks, she said. She opened a porn with an aesthetic MFMF. They swapped partners. She liked the cuckoldress FFM scene best, but also the MMF. She liked everything in the movie, she said. Then I started a great MMF porn. A beautiful girl in stockings getting fucked by two guys. When she asked me for details, I told her (inside her) that I would love watching her get taken by other guys. She already guessed that after a few hints. However, she didn't comment on what she thought about it, but asked me more questions a few days later: What I think about the partner having sex in absence? At the beginning it was out of the question. She then explicitly agreed. Would I be jealous? At one point she mentioned that she enjoyed seeing a man in women's briefs. But that was probably just because she saw something on my computer and she just wants to make me happy. Sometimes she has dirty talks with me, "Do you want me to allow you to cum tonight". She already asks me if I wanted to try out a dildo as well. She has a clue...

So it continued on the swinger website I wrote with some couples. We agreed to meet a couple for a few drinks and have no expectations, just a good vibe. That was key as she didn't know what could happen, was unsure and she wasn't sure if she would like or be jealous at that moment etc. So far we have not met anyone. Most of the time the couples were not her type or we could not match on a day. She has never done anything on this swinger platform herself - she said she would prefer if I did. But the fact is, she never visited that site. That's a bit of resistance. Probably because she is insecure and doesn't know how I will be.

Also, we visited our first club on vacation on a couples night. Pretty empty. Few attractive people, not much conversation. She mentioned that she generally doesn't like people touching her without being asked. We agreed that it was not the best place. We ended up fucking like crazy.

She is curious about the next 2 big lifestyle parties we have arranged for the next few months, of course with no expectations and no vibes. But I wonder what happens if we are at the party and find another couple attractive? After all, we haven't agreed on anything. But I don't want to ask her because I don't want to push her and she is insecure. Maybe if we have 2-3 parties being part of the lifestyle she will just open up.

So in summary, we are on a very good path. We will certainly meet a couple for drinks and attend two swinger lifestyle parties to see what is going on. Still, there is some resistance and mixed signals. She never said MMF turned her on, but maybe we should give it a try. She said she wouldn't look for men on the swinger website, but once said she could imagine trying MMF. She is unsure about other couples, but it is also her fantasy, she said.

What are your thoughts on this?
 
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Update: We'll join an erotic event and a couple swingers party. She is looking for sexy dresses. She is curious about the vibe and the people. During sex talk she said she could imagine to try out threesomes with men or women - but doesn't know if she will like it or not.

Question: When hitting a good swingers party for the first time: How do you prepare your girl? How to agree on anything that the situation will not be strange there?

She knows I like threesomes etc. But its important to her no to be pushed in anything. She doesn't like strangers touching here out o nowhere. I always said "its all about the party". I want to make her get used to the lifestyle but want to avoid strange situations.
 
Update:

She buys sexy dresses. She wants to fuck all day long. She is addicted. But when it comes to our next party, now she said: don't expect too much. I have a bad gut feeling. I am not pushing anyway.

Its a bit confusing because when we watch her favorite MFMF porn, she said she liked every little thing that happened in the clip.
 
I'll keep you posted, I know it's a monologue, but I'll use it to write down my thoughts. As I said, I don't know where we are going next. She is open but unsure about new things, both at once.

Bildschirmfoto 2022-10-22 um 15.18.04.png
Just picked up the idea from other threads: I'm going to buy a large penis sheath with nipples. Never mentioned a desire for other dicks. There were even small signs of rejection. She is so focused on other women. With a penis sheath, I can probably even improve sex life, give her more screaming orgasms, and most importantly: hopefully awaken her desire for other big dicks.
 
A nice coincidence happened !!

A friend of mine approached her, as it turned out afterwards. Another friend told him afterwards that it is my girlfriend.
Well he asked her for the number, but failed. It would go too fast for her. But she likes to get to know many people and it's possible. She would be there again tomorrow

Afterwards she told me her untrue completely different version: She supposedly told him directly that she was taken and not interested. Besides, he was not her type.

Something is very fishy there. Sounds like she's ready to cheat which is hot on the one side. But dating another man is out of the question. But why would she do it secretly alone behind my back? At least there is a desire for other men here. Hopefully only sexually.

What does that mean for our development? Very strange!
 
Today she was out with "a guy she knows". Obviously lying "We go for dinner and maybe take a walk". She never mentioned who that guy is in the past.

Me: "What did you eat for dinner?"
She: "aaaaahhhh (3 seconds, stressed) ahhhh some arabic stuff. ah It was not good."
Me: Oh what a pity. Where was it?"
She: "aaaaahhhh (3 seconds, stressed again) ahhh somewhere in district number X of our city."
Me: "Ok. I probably don't know it"
She: "Of course you can't know every restaurant in town"
Me: "And you have probably been for a walk then afterwards."
She: "Yes, yes, the whether was so fine. It still so warm end of October".

The struggling for words showed me she was definetly lying. For 99.99 % certainty she is cheating.

What would you do in the situation? Confront here with it will just make her deny everything. She didnt open up so far, even though I am totally fine to share her.
 
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Today she was out with "a guy she knows". Obviously lying "We go for dinner and maybe take a walk". She never mentioned who that guy is in the past.

Me: "What did you eat for dinner?"
She: "aaaaahhhh (3 seconds, stressed) ahhhh some arabic stuff. ah It was not good."
Me: Oh what a pity. Where was it?"
She: "aaaaahhhh (3 seconds, stressed again) ahhh somewhere in district number X of our city."
Me: "Ok. I probably don't know it"
She: "Of course you can't know every restaurant in town"
Me: "And you have probably been for a walk then afterwards."
She: "Yes, yes, the whether was so fine. It still so warm end of October".

The struggling for words showed me she was definetly lying. For 99.99 % certainty she is cheating.

What would you do in the situation? Confront here with it will just make her deny everything. She didnt open up so far, even though I am totally fine to share her.
Probably need to undertake some surveillance or something haha. You need undeniable proof otherwise, if you confront her, she will totally deny it, then potentially stop her activities, so you will never know and it won't lead anywhere. If you can get undeniable proof, you can get her to admit it and then say you want it to continue (assuming you do). My wife knows I want an MFM and get turned on by her past exploits but for years she kept secret that she fucked guys and then, how many, when we broke up before getting married.

Something is very fishy there. Sounds like she's ready to cheat which is hot on the one side. But dating another man is out of the question. But why would she do it secretly alone behind my back?

I think women can be excited by the idea of hotwifing but still feel very uneasy / guilty about actually admitting they're ready to do it / sharing what they're going to do or have done. We haven't gotten to that stage yet but I have a strong feeling that if I push my wife more to do something, it will end up starting out as cheating behind my back.

It's kind of weird but knowing my wife, she would never let me find a guy online and set up a meeting - she would be weirded out and totally uncomfortable with that. If it happens, I think it will either be that she goes out and randomly fucks a guy without telling me (which I'm fairly sure I could get her to do, except that isn't something I'm down with) or it happens spontaneously together where we're on out drinking vacation or whatever, with a hotel room, and we meet someone.
 
You need undeniable proof otherwise, if you confront her, she will totally deny it, then potentially stop her activities, so you will never know and it won't lead anywhere. If you can get undeniable proof, you can get her to admit it and then say you want it to continue (assuming you do).
1) Surveillance idea: Hard to get that proof. Well should be only when reading her chats "by mistake". But confronting her with evidence will require me to admit I took her under surveillance ;) Thats a problem.

I think women can be excited by the idea of hotwifing but still feel very uneasy / guilty about actually admitting they're ready to do it / sharing what they're going to do or have done.
So true. Instead of proofing she is cheating (and I now am pretty sure) I could do

2) Talk openly idea: I could bring it up with 100% honesty ad put all cards on the table. She should know I would love her to fuck around and let me know. But you are so right:
a) Its hard to her to admit she wants to be a real slut. And it complicated and uncomfortable having those discussions with me. And risky. She could lose me. Or when we split I might tell everything to my or her friends...
b) It would be again pushing her. There was some rejection regarding men, MFM and our next visits in the club as I told before. There was a lot effort to open her up.

She is rejecting being open and pulls back. But fucks around behind my back. It makes me mad. Not sure which strategy can bring me anywhere. I should probably apply both.
 
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From the progression you've described, it sounds like you've emphasized the group sex route. Taking her to swinger functions and getting into swapping is a legit step in the right direction but, it doesn't sound like she can get to the place where she's a slut in front of you or anyone else. You just may have to let her know, without telling her of your suspicions, that she has the green light to fuck around on you. Here's the imprtant part, you need to be supportive and reassuring each and every step along the way. Get her to acknowledge that she's going out on a date with someone and do everything you can from start to finish letting her know that your OK with it and you support her. Every step must be met with positiive reinforcement so that she's sure of your love and commitment.
Your number one priority is to get her to the point where she realizes that being a slut, loving different cocks and playing around can be great for her and great for your relationship. Anything that deviates from that will just push her away from you. Be loving, supportive and above all, proud of her and any steps she takes.
 
From the progression you've described, it sounds like you've emphasized the group sex route. Taking her to swinger functions and getting into swapping is a legit step in the right direction but, it doesn't sound like she can get to the place where she's a slut in front of you or anyone else.
Your number one priority is to get her to the point where she realizes that being a slut, loving different cocks and playing around can be great for her and great for your relationship. Anything that deviates from that will just push her away from you.
True. But she builds webs of lies and is fucking behind my back. I am fine with her being a slut fucking guys. But I am not fine with dishonesty. That is a situation I won't tolerate in a relationship for the long run. And my guess is she will not open up about her desires soon and push back. If thats the situation we will be for a log time this needs to be discussed. But I should do it in a supportive way. I would tell her I know about her specific sexdate but I am totally fine, I really love it, I will support it and she can do it with me just knowing it. I can only emphasize that dishonesty is not a longterm option to me.
 
True. But she builds webs of lies and is fucking behind my back. I am fine with her being a slut fucking guys. But I am not fine with dishonesty. That is a situation I won't tolerate in a relationship for the long run. And my guess is she will not open up about her desires soon and push back. If thats the situation we will be for a log time this needs to be discussed. But I should do it in a supportive way. I would tell her I know about her specific sexdate but I am totally fine, I really love it, I will support it and she can do it with me just knowing it. I can only emphasize that dishonesty is not a longterm option to me.
Been there! Lying sucks. Most people 'die with the lie". AND if they do own up they generally recant later.
 
True. But she builds webs of lies and is fucking behind my back. I am fine with her being a slut fucking guys. But I am not fine with dishonesty. That is a situation I won't tolerate in a relationship for the long run. And my guess is she will not open up about her desires soon and push back. If thats the situation we will be for a log time this needs to be discussed. But I should do it in a supportive way. I would tell her I know about her specific sexdate but I am totally fine, I really love it, I will support it and she can do it with me just knowing it. I can only emphasize that dishonesty is not a longterm option to me.
Yeah, I agree - that's the problem... If you just say you support it without enough evidence to call her on it, she may still just deny it forever, no matter how supportive and encouraging you are about it. My wife would probably do that because, even if she accepted that I genuinely did want her to fuck other men, she'd still feel guilty about what she'd done and not want to acknowledge having hid it and lied about it. She might finally come clean with some booze like 5 years later.... but who wants to wait that long?
 
Udate:
Yesterday she celebrated Halloween - girls night out. In a short dress and stockings only. Visibly! I told her it turned me on. She said they were approached very often.

Lets see what the club event brings and where we will get about cheating and evidences.
 
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I asked her. She said she was wearing panties. She sent a photo. I saw her stockings fully visible! Before she said, I'm going to dress sexy and you won't be able to see it. I told her that it turns me on when she goes out like that. She also bought a sexy outfit for us to go to the club. She is opening up a little bit.

Very soon I will open up more too. I will tell her that it turns me on when she is approached and when she dresses sexy without me. I've already told her to really enjoy the evening with her "friend" and that she can come home late, where she obviously cheated that night. I'm giving her more and more clues. She definitely understands.

Especially where there was some resistance to MFM and swinging, I think it's possible that she's admitting that she likes to date other men. She's cheating anyway.

If I tell her that it turns me on when she dates other men, and it would make me crazy happy. There is a chance that she will admit that she likes the idea. I will probably open up myself in one of the next few days.
 
Great updates! Got the evidence! Will get to it.

First of all I finally confessed to her that I'm not only into threesomes with men and like to watch, but also when she has sex without me. I proved it by showing her my hard dick. She somehow couldn't understand that, and on that she said "I'm confused". When asked, she said they "kind of have a hard time imagining it". But she did not give a clear answer to that or didn't comment it. A few days later when we happened to talk about cheating: She: "Yes, I can look at girlfriend X how to do that haha". Me: "But then of course let me know. Secretly is boring"

Anyway, she went with the pace. She wanted to watch porn and wanted to watch FMFs. A threesome with another woman would turn her on a lot. When it was my turn, I of course did a MFM purely, with a really hot blonde who was fucked hard by 2 guys. In the dirty talk afterwards she said "Imagine that I'm fucked here like her hard by the two and you're watching".

The little game to check if he gets hard when she calls me a fantasy to see if I'm into it, she gladly picked up. When we talked about toys she said, "Oh no, I don't want a 20 cm penis sleeve. ... The 20 cm plug, maybe we should take that for your ass ...."

Yet her "heavy" fantasies were not very dared: It was about others watch us during sex. It shows me to go slowly. She hasn't even used a dildo or a vibrator before.

And now the subject of cheating: I finally have clear proof: I once grabbed her unlocked cell phone for a few minutes. I know this is a breach of trust. But I want to do it, that she can live it out freely and the doubts were justified. Anyway, she wrote to her ex to meet for sex often. They meet about every 2 weeks for sex when I am traveling for my job: for at least 2-3 hours.

Lets put it all together:

1. I can't bring up the cheating to her, even if it's totally positive and supportive. I just can't tell her that I read her chat. If then I need some "innocent" proof. And that is almost impossible to get.

2. I will be pushing efforts through my buddy to approach her again the next few days.

3. I find it very positive that she has only commented on meeting men with "I find it hard to imagine" and most of the time she didn't comment on it. Since she is so shy and cautious, she would never have admitted this before or that we should go for a MFM but probably by not rejecting it, is fantasizing about it. Well, she is secretly fucking around anyways... I think it is up to me now again and again to emphasize how horny I would find it if she has her fun, so that she can follow at least times expresses that it sounds exciting.

4. The road to meeting or MFM or MFMF in club is still very far. I will make 0 pressure at all. She always says I should have no expectations! But she wants to be at least the innocent semblance and let it go very quietly as far as that is concerned. It will be hard, because she is rather decelerating.

Conclusion: It's difficult: She continues to have sex with her ex at the same time, does not tell me and does not open up "for now" that she would love to go for other men. Lets see if she can open up more when visiting a club and when I communicate totally open about it.
 
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True. But she builds webs of lies and is fucking behind my back. I am fine with her being a slut fucking guys. But I am not fine with dishonesty. That is a situation I won't tolerate in a relationship for the long run. And my guess is she will not open up about her desires soon and push back. If thats the situation we will be for a log time this needs to be discussed. But I should do it in a supportive way. I would tell her I know about her specific sexdate but I am totally fine, I really love it, I will support it and she can do it with me just knowing it. I can only emphasize that dishonesty is not a longterm option to me.
True that she builds "webs of lies", but it only tells me that she's not comfortable letting you know that she wants sex with different men. If you can get her to the point where she realizes that you REALLY REALLY REALLY are OK with her dating other men, her ex included, then you might finally unleash the genie. Once she realizes that you're OK with this, then she will figure out that she doesn't have to conceal anything from you and she may even tell you about past lies she's told you to spare your feelings. She may then want to take the steps towards more public displays of her sluttiness, accompanying you to lifesstyle events and enjoying others with you.
Women are very sensitive to trickery and deceit. Don't pursue this by snooping around her devices and spying on her even if she is cheating. She's doing the deed now, you just have to figure out how to get her to sharing that with you
 
Where do you live (country)? Are you concerned that that she is regularly seeing her ex and still acting shy to you about opening things up for you and her sexually? It makes it seem like she likes the sex but not so much with you if she is reluctant to talk to you about it but ready to cheat. Who is your “buddy“ and what is his role in your plan? Now that you know they get together every 2 weeks when you are out of town, how does she act/treat you when you get home? Could you tell from the texts where they meet? At some point she has to admit she’s been seeing her ex. Can you think of any way for that to happen without a confrontation?
 
If you can get her to the point where she realizes that you REALLY REALLY REALLY are OK with her dating other men, her ex included, then you might finally unleash the genie. Once she realizes that you're OK with this, then she will figure out that she doesn't have to conceal anything from you and she may even tell you about past lies she's told you to spare your feelings. She may then want to take the steps towards more public displays of her sluttiness, accompanying you to lifesstyle events and enjoying others with you.
Thats exactly my idea. As I opened up she already started dirty talk about being fucked by others. Opening myself up works.
Women are very sensitive to trickery and deceit. Don't pursue this by snooping around her devices and spying on her even if she is cheating. She's doing the deed now, you just have to figure out how to get her to sharing that with you
Well, I cant agree here. I want to emphasize this again. If she continues cheating but does lie to me for the long run - this is a total dealbreaker for me, unacceptable. She can play the game with me, can can stop playing games or she can play it alone. Sure I am willing to support her and encourage her to fuck around. But not for years and based on lies.
It makes it seem like she likes the sex but not so much with you if she is reluctant to talk to you about it but ready to cheat
And still feels like we are in the first days, even after two years. She is fully in love so am I. I am pretty sure. Sex is really crazy and amazing. Recently she had 6 orgasms in a row. She is going mad. She is sex addicted. If I didn't know she was cheating and lying everything would be perfect. I think she is just sex addicted. Really she is.
Could you tell from the texts where they meet? At some point she has to admit she’s been seeing her ex. Can you think of any way for that to happen without a confrontation?
I saw that they arranged to meet in his place. Thats the 1 million dollar question. I could confront her with innocent evidences being 100% supportive and encouraging or just continue playing the game getting dirtier and dirtier and make it clear I would love it. This can work as long as she will reject that idea for any reason. I can at least try.
 
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Next time she has 6 orgasms with you slip in the comment, "Seems like you just can't get enough! I'm going to need help keeping up with you!" Does it bother you that it is the ex? Do you think she's just more comfortable with him because of their history together?
 
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