Ideal scenario

[Justaregularguy]

So follow wannabes… what is your ideal scenario for the ‘first time’?

[leggysman]

No longer a wannabe, but here's my opinion anyway

The ideal first time ought to be whatever gives her a really hot, fun experience, and makes her say something like: "that was amazing, I want to do it more, being a hotwife is awesome!" [ in our case, "Wow, what a fuck! Opet!!" ]

Then lots of your fantasy scenarios, suddenly become possibilities

[mfm4bnc]

I am a bit outside the norm... the ideal experience for me would be:

• Someone really pours on the charm to seduce my wife
  She is initially reluctant, and makes him work for it
  She remembers my fantasy, and with this in mind, she allows herself to be seduced
  The sex and seduction are great
  She initially is full of angst, and she does not confess to me until it has happened a few times
  She confesses and enjoys my reaction
  She opens up to the possibility of hotwifing

[Flint]

As my wife is now totally uninterested in sex with anyone, especially me, it would take a real good-looking charmer to sway her and get her going again.
In my ideal scenario she meets such a guy and ends being seduced back into the nymphomaniac condition she had when we were young.
I catch her out, then explain my cuckold fantasies and introduce her to Ourhotwives.org. In her newly sexualised state she finds inspiration and after plenty of discussion and, of course, promises that I will remain faithful to her, she decides to give it a go.
The sensation of me eating her freshly fucked pussy gives her better orgasms than even her new boyfriend, so she gets doubly satisfied and I regain my sex life, ideally as her cuckold sex-slave

[false-abroad]

No longer a wannabe, but here's my opinion anyway

The ideal first time ought to be whatever gives her a really hot, fun experience, and makes her say something like: "that was amazing, I want to do it more, being a hotwife is awesome!" [ in our case, "Wow, what a fuck! Opet!!" ]

Then lots of your fantasy scenarios, suddenly become possibilities

That's my starting point. That means I can see a set of ideal first times. Things could even change while the first time would be happening, adjusting the fantasy as we go. In the end I see it as a tree of possibilities of good outcomes at the end of each branch, as we prune bad possibilities.

More in general I see it in a few ways. We would get to something quite slow. She would agree to something more risque not directly involving other people, examples (I am sure not everything would happen): dildos, fantasy play, topless on a beach, nude on a beach or a sauna, erotic photographs taken, erotic photographs published. Those would be things to help her widen her horizons.

I think publishing erotic photography is probably the most common step before actually playing with other people. Even if only for a select few and I don't mean pornographic shoots, I mean artistic shoots for the beginning. This could help her gain confidence as I am sure she would receive a lot of praise.

Then in an ideal scenario we would go further. I think she would either get to know the man and be able to talk with him first. She would like for him to be similar to me (I'm not bad ) or maybe slightly more muscled up (I'm not bad in this department either), someone intelligent and funny. Or she would prefer not to know him at all and be blindfolded and just taken. I think at first it would be easier for her to be blindfolded regardless, probably in my arms after I warmed her up with pussy fucking. I think she wouldn't blow him, wouldn't kiss him and would prefer to be on all fours. In an ideal scenario she would be turned on by fucking and I would kiss her wildly at this stage or my big fantasy would realize and she would suck my cock wildly with her very long and active tongue moving around (she almost forces her tongue down my throat when we fuck, her blowjobs without fucking are not very enthusiastic).

A more organic approach I envision could happen on childless vacation. I think it would be easier for her to compartmentalize the experience, which could be necessary at the beginning, if it would be a man of a different race than us.

Though at the moment I am quite sure it will never happen.

[JaBe]

My ideal scenario, not actually being a "wannabee" any more but with a just single happening, is pretty much exactly what happened, as I'm relating in a thread in "The Hotties" board.

[Justaregularguy]

My ideal scenario changes depending on my mood lol

[albs19922]

I think ideally we find an older, experienced bull with whom she has mutual attraction and we all click. I would like to let them go off on their own some with dates as well as meeting with me to get to know eachother, and also to let them bond. When we do the deed I get us all a suite with a hot tub and king sized bed in a fancy hotel, and we spend the weekend with me watching and occassionally joining in as they prefer.

[typerope77]

Okay well since you asked for "ideal" then I won't be realistic here at all and share my 100% raw desires

My ideal first time would be swinging with another hot couple. She would be totally smitten by the guy, he would be older than me with a muscular body and a little gray hair with a big cock, and his wife would be totally smitten by me and a smoking hot bombshell like my wife.

We would all be so into each other that we would just naturally progress to the bedroom and have the most amazing, passionate, and mind blowing group fuck session. My wife would be begging for his cock and his wife would be begging for mine. He and I would both be alphas for them and Eifle tower each of the girls calling them sluts until they cum. Then we'd DP them, the husband always taking his own wife's ass while the other takes her pussy.

We'd finish in doggie. He would take my wife Daisy from behind while I take his wife from behind. The girls face each other while getting fucked by the other's husband and kiss between moaning and begging for their husband to empty into the other girl. After exploding into their pussies the girls would 69 and eat their husband's cum from the others' pussy, then they would get up and kiss and swap it around in their mouths.

Oh and all of it would be on camera for me to watch any time. Wouldn't that be something?!

[ucaneffher]

Former cuck but currently a wannabe with current GF.

This girlfriend has been a tad different than the previous one when it comes to their styles of meeting men and as a result I think that my style has adjusted to my current partner. The ex hunted solo, met men online/social media solo, or while out with friends, also through meeting mutual friends of friends.

My current GF is not officially a cuckoldress but is aware and has used the approach of meeting men while we are out together, especially at nightlife venues such as bars and clubs. I have thoroughly enjoyed watching her flirt back when she is approached. I have also very much enjoyed watching her leave me to go join another man at his table or to sit next to him at the bar if he's not at a table.


Briefly written, please excuse typos and missing details. Also accept my apologies for the lengthy post.
-----------------------

As a result of this, I think that my ideal scenario would be for my girlfriend to get approached by some attractive well-off man in his late 30s to early 50s who happens to have a section of the club all for him and his party in a VIP section. They make small talk and then steals my girlfriend from me by taking her to his blocked off section. I can't even get in or get close to her to watch as it's behind ropes. I see her in the distance from the outside while she is getting to know him.

Throughout the night he makes his moves on my girlfriend, they dance, drink, talk, and repeat until eventually he goes further and goes in for the kiss. At this point I can see her in the distance just connected to this man's mouth for what seems like an eternity and I can tell she is very horny because she is doing what she does when she is turned on and that is playing with her hair while kissing and constantly adjusting her posture which is a reaction she starts doing when she gets really wet.

They really hit it off well but at the end of the night she resists going home with him and instead tells him she wants to get to know him and he agreed so they exchange info.

On our way home she is playing with herself in the car and telling me about her night. She tells me in a matter of fact tone of voice, that man will be my sugar daddy and exclusive sex partner before the end of summer. Get ready for it because he is the one. Apparently she told him that she had a boyfriend and even pointed me out to him and told him I was a cuck and was completely okay with her having men on the side.

He was intrigued and told her that he wanted to take things further and put the boyfriend to the ultimate cuck test. He asked if she was interested and willing to see how much of a cuckold her boyfriend was. He told her that he was actively looking for a sugar baby to have a good time with but he required that the sugar baby was available for him at all times when he wanted her, willing to travel/stay with him for extended periods regardless if traveling or at his home, and lastly he didn't like using condoms so she would have to be on birth control and be sexually exclusive to him. If she was interested and willing to accept those demands then he wanted her to see her again.

He tells her that in a few weeks he will be throwing a 4th of July party but he's undecided if it will take place at his home or his yatch but regardless, he wants to see her again so that they can get to know each other better. He asks her to go on a formal date with him, she accepts. Things go well, they end up going on several dates before the 4th and talk and text frequently. She is liking him a lot. They kiss but he is respectful and has not done anything with her yet.

On their last date he tells her he really likes her and is certain that he would like her to be his sugar baby and asks her if she also feels the chemistry and is interested in giving it a try under the conditions he previously gave her? As she is about to answer, he tells her one last thing. He tells her that he is very dominant and there's no way around that so if she likes that, great but if she does not then it's her chance to turn down the offer.

She smiles and tells him that she is absolutely down. He was attractive, wealthy, dominant, a great kisser, and she had already gotten a hint of his huge package. They kiss and toast some champagne to a fun relationship to come. So this is the moment where he starts showing his dominance and reminds her of what he told her on the night they met.

He was interested to see her boyfriends cuckold limits and told her that he had plans to test him out. He goes into explaining that as her new boyfriend and sugar daddy, he was to officially take priority on the 4th of July at his party. He tells her that he wants her to show up in a skimpy sexy dress like the one he met her in at the club, he wants her to get a backpack and put a few outfits, and her sexiest bathing suits in there and bring that to the party as well as invite her boyfriend, me.

She is lost but intrigued by him wanting me there. He then instructs her as to how he wants her to act and what he wants her to do (with me) he wants to meet me but wants her to be the one to introduce us by her telling me "this is my boyfriend" and then he shakes my hand and tells me to make myself at home. He gives me a tour of his mansion and tells me to help myself to absolutely anything I need or want. He of course says this to establish dominance as he is already tightly holding my GF by her waist next to him. He then asks his buddies to show me around some more while keeping my girlfriend for himself.

The plan that he has that night is to have my girlfriend send me home alone and tell me that she is staying with him at the end of the night because he is heading to Europe in two days and she is leaving with him. She has the entire party to think of how to break the news to me. In the meantime I'm walking around and run into them again, this time my girlfriend is wearing my favorite thing bikini and about to jump in the pool with him. I am literally just on my own in a mansion with a bunch of hot people and my girlfriend is busy mingling with her boyfriend and playing in the pool with him and kissing like nothing.

The end of the night approaches and she pulls me to the side while he's saying goodbye to other guests. She tells me that she is not going back home with me and is going to spend the night with her boyfriend, she reminds me that I'm still a wannabe but promises that after tonight I'll have my dream of becoming a cuckold come true.

I accepted and then he approached to thank me for coming, I thanked him for having me. He suggests I should come by the next day for lunch with him and my GF and to get to know each other a little better.

The next day during lunch my girlfriend is glowing and looks amazing in a little summer dress, clearly she was officially a hot GF and me a new cuckold and I was there for her to give me the news that she didn't tell me during the party the previous day.

She starts by telling me that she finally had chance to have a moment of passion with him the previous night and it greatly impacted what she was about to tell me but they both want it that way. Now I was gulping and scared of what was to come.

She tells me that he is traveling to Europe in the morning and she is going with him. She tells me that she quit her job as he prefers her to be available whenever he wants her. At this point I'm sitting there caught off guard but turned on. As she is about to tell me the rest, he just takes over and tells me, listen ucaneffher so we have good chemistry, had mind blowing sex last night for the first time and she tells me you are okay with her seeing men so here is what her and I agreed on. She already told me she is 100% in but I am a dair guy and want to give you an option to back down with my terms, the one she agreed with.

I have agreed to be her boyfriend and sugar daddy under the conditions that I take priority when I want her, for as long as I want her, and she is available at the blink of an eye when I want her, she needs to be available to travel with me whenever I travel, sometimes I am gone for 1 week and sometimes 3 months, it doesn't matter, I want her by my side. My last condition is that I don't ever wear condoms so she needs to be in birth control and she must be sexually exclusive to me. While she is living with you, I will request that there is no form of penetrative sex between you and her. Also, depending on how things go, I may have her move in my home although she is free to visit and you are also welcome in my home whenever you want to visit us

She has already agreed to all of those but if you're in disagreement, I will let you two discuss it. Do you need time to discuss or do you accept just like she happily accepted?

I look at her, sitting next to him, she looks so beautiful and sexy in her little tight and short summer dress smiling at me as her boyfriend basically just told me his rules of taking my girlfriend for himself and asserting that she had agreed already to it. He isn't pushy but his demeanor and extreme kindness towards me has a certain effect, not to mention my girlfriend just smiling and nodding at me when he said she had already agreed.

At this point I told him that if she agreed and wanted that, then I would accept his conditions. To make sure she wasn't being manipulated I asked her directly...

Do you really see yourself being available for him in the way that he wants you? She responds with all of the questions with complete sentences. Yes I want to be available for him the way he wants me to be available.

Do you really accept to him wanting you to be exclusive to him and cut me off? Yes, after my first time with him last night, I not only accept but I want to be exclusive to him sexually.

You're okay with the travel, going away, and eventually moving in? Yes, I very much look forward to all of those. I want to be able to enjoy life and he is making me his trophy girlfriend. What girl doesn't want that , I don't think he is being unreasonable in asking what he is asking in exchange to giving me everything I want as his girlfriend. Shopping, pool parties, yatch parties, traveling the world, not having to work!

I know you wanted to be a cuckold to a girlfriend who went out with a bunch of men but this one is a keeper and he is being kind enough to let me keep you around. He is okay with you sticking around and visiting his hone to see me. He is okay also bringing you into his social circle so in reality you will still live out your fantasy by being included in my boyfriend's events where you will get to be close to me and watch me be his.

He confirms, by assuring me I'll still see her up close and spend time with her but most of the time, it will be strictly in a cuckold fashion. She laughs and reminds me that being a cuckold is all I ever wanted since we got together 5 years ago and this was my chance to finally live it. He extended his hand and without another word I extended my hand and accepted by shaking his hand. They reassure me I will be around and will get to live out my cuckold fantasy when I see what they have in mind when they come back from their trip. He assures me daily sexy pictures of my girlfriend while she is not near.

Unexpected one night while trying to become a cuckold, she made me a much bigger cuckold than I expected to be.

The next time I saw my girlfriend was was two months later and he had already gotten her a breast augmentation while traveling. Her petite body looked like it was built for sex after he got her those big tits. Whatever little innocent appeal she had in her was completely out the door and her appearance now strictly screamed hotness and sex.

[leggysman]

Okay well since you asked for "ideal" then I won't be realistic here at all and share my 100% raw desires

My ideal first time would be swinging with another hot couple. She would be totally smitten by the guy, he would be older than me with a muscular body and a little gray hair with a big cock, and his wife would be totally smitten by me and a smoking hot bombshell like my wife.

We would all be so into each other that we would just naturally progress to the bedroom and have the most amazing, passionate, and mind blowing group fuck session. My wife would be begging for his cock and his wife would be begging for mine. He and I would both be alphas for them and Eifle tower each of the girls calling them sluts until they cum. Then we'd DP them, the husband always taking his own wife's ass while the other takes her pussy.

We'd finish in doggie. He would take my wife Daisy from behind while I take his wife from behind. The girls face each other while getting fucked by the other's husband and kiss between moaning and begging for their husband to empty into the other girl. After exploding into their pussies the girls would 69 and eat their husband's cum from the others' pussy, then they would get up and kiss and swap it around in their mouths.

Oh and all of it would be on camera for me to watch any time. Wouldn't that be something?!

Sure, why not? It's a good one It should happen. Make it so. I look forward to reading all about it,

[AZguy425]

I have shared a wife and girlfriends in the past. My current wife is aware of my fantasy with her, is open to it in the right circumstance (which is primarily spontaneous so hard to manipulate), does not actively pursue it but is open if it is anonymous enough for her.

With all of that in mind, my ideal fantasy is also the most likely scenario...for her to be away at a conference or work event and meet someone at the networking event or winding down in the hotel bar. She wouldn't likely overtly go after someone, but she would flirt with someone who flirted with her. A little alcohol to loosen her inhibitions. A spontaneous kiss. A hand that starts on her leg as a brief touch and soon starts to wander. An accepted invitation to his room with an admonition from her that there won't be sex. That feeling she is cheating when she knows she isn't, and it is my fantasy. Making out in the room, reminding him no sex, thinking she'll stop it in a couple minutes. Just a few minutes more. The internal struggle of balancing her mind which only wants to play a little and her increasingly wet pussy under her panties wanting more. Little by little, inhibitions, resistance, and clothing falls to the side as she'll 'stop' it at any moment. In a swirl of good feelings and tingling body fighting against her mind's crumbling resistance, she comes to her senses to realize her panties are gone and he is positioning himself between her legs with his hard cock an inch away from her tight married pussy. It's too late to stop it. In another second, his cock is going to graze her wet lips and push into her pussy. She is going to get fucked and she knows it. She knows it's going to feel good. In 15 minutes time, she is pulling her panties on to leave. Feeling regret and exhilaration fighting in her head, feeling like she cheated and knowing that she didn't.

[wulfenus]

With all of that in mind, my ideal fantasy is also the most likely scenario...for her to be away at a conference or work event and meet someone at the networking event or winding down in the hotel bar.

A hot scenario, well described ! I think it really happens that way on many a business trip, whether the husband gets to know about it or not.

[germancuck-1]

Former cuck but currently a wannabe with current GF.

This girlfriend has been a tad different than the previous one when it comes to their styles of meeting men and as a result I think that my style has adjusted to my current partner. The ex hunted solo, met men online/social media solo, or while out with friends, also through meeting mutual friends of friends.

My current GF is not officially a cuckoldress but is aware and has used the approach of meeting men while we are out together, especially at nightlife venues such as bars and clubs. I have thoroughly enjoyed watching her flirt back when she is approached. I have also very much enjoyed watching her leave me to go join another man at his table or to sit next to him at the bar if he's not at a table.


Briefly written, please excuse typos and missing details. Also accept my apologies for the lengthy post.
-----------------------

As a result of this, I think that my ideal scenario would be for my girlfriend to get approached by some attractive well-off man in his late 30s to early 50s who happens to have a section of the club all for him and his party in a VIP section. They make small talk and then steals my girlfriend from me by taking her to his blocked off section. I can't even get in or get close to her to watch as it's behind ropes. I see her in the distance from the outside while she is getting to know him.

Throughout the night he makes his moves on my girlfriend, they dance, drink, talk, and repeat until eventually he goes further and goes in for the kiss. At this point I can see her in the distance just connected to this man's mouth for what seems like an eternity and I can tell she is very horny because she is doing what she does when she is turned on and that is playing with her hair while kissing and constantly adjusting her posture which is a reaction she starts doing when she gets really wet.

They really hit it off well but at the end of the night she resists going home with him and instead tells him she wants to get to know him and he agreed so they exchange info.

On our way home she is playing with herself in the car and telling me about her night. She tells me in a matter of fact tone of voice, that man will be my sugar daddy and exclusive sex partner before the end of summer. Get ready for it because he is the one. Apparently she told him that she had a boyfriend and even pointed me out to him and told him I was a cuck and was completely okay with her having men on the side.

He was intrigued and told her that he wanted to take things further and put the boyfriend to the ultimate cuck test. He asked if she was interested and willing to see how much of a cuckold her boyfriend was. He told her that he was actively looking for a sugar baby to have a good time with but he required that the sugar baby was available for him at all times when he wanted her, willing to travel/stay with him for extended periods regardless if traveling or at his home, and lastly he didn't like using condoms so she would have to be on birth control and be sexually exclusive to him. If she was interested and willing to accept those demands then he wanted her to see her again.

He tells her that in a few weeks he will be throwing a 4th of July party but he's undecided if it will take place at his home or his yatch but regardless, he wants to see her again so that they can get to know each other better. He asks her to go on a formal date with him, she accepts. Things go well, they end up going on several dates before the 4th and talk and text frequently. She is liking him a lot. They kiss but he is respectful and has not done anything with her yet.

On their last date he tells her he really likes her and is certain that he would like her to be his sugar baby and asks her if she also feels the chemistry and is interested in giving it a try under the conditions he previously gave her? As she is about to answer, he tells her one last thing. He tells her that he is very dominant and there's no way around that so if she likes that, great but if she does not then it's her chance to turn down the offer.

She smiles and tells him that she is absolutely down. He was attractive, wealthy, dominant, a great kisser, and she had already gotten a hint of his huge package. They kiss and toast some champagne to a fun relationship to come. So this is the moment where he starts showing his dominance and reminds her of what he told her on the night they met.

He was interested to see her boyfriends cuckold limits and told her that he had plans to test him out. He goes into explaining that as her new boyfriend and sugar daddy, he was to officially take priority on the 4th of July at his party. He tells her that he wants her to show up in a skimpy sexy dress like the one he met her in at the club, he wants her to get a backpack and put a few outfits, and her sexiest bathing suits in there and bring that to the party as well as invite her boyfriend, me.

She is lost but intrigued by him wanting me there. He then instructs her as to how he wants her to act and what he wants her to do (with me) he wants to meet me but wants her to be the one to introduce us by her telling me "this is my boyfriend" and then he shakes my hand and tells me to make myself at home. He gives me a tour of his mansion and tells me to help myself to absolutely anything I need or want. He of course says this to establish dominance as he is already tightly holding my GF by her waist next to him. He then asks his buddies to show me around some more while keeping my girlfriend for himself.

The plan that he has that night is to have my girlfriend send me home alone and tell me that she is staying with him at the end of the night because he is heading to Europe in two days and she is leaving with him. She has the entire party to think of how to break the news to me. In the meantime I'm walking around and run into them again, this time my girlfriend is wearing my favorite thing bikini and about to jump in the pool with him. I am literally just on my own in a mansion with a bunch of hot people and my girlfriend is busy mingling with her boyfriend and playing in the pool with him and kissing like nothing.

The end of the night approaches and she pulls me to the side while he's saying goodbye to other guests. She tells me that she is not going back home with me and is going to spend the night with her boyfriend, she reminds me that I'm still a wannabe but promises that after tonight I'll have my dream of becoming a cuckold come true.

I accepted and then he approached to thank me for coming, I thanked him for having me. He suggests I should come by the next day for lunch with him and my GF and to get to know each other a little better.

The next day during lunch my girlfriend is glowing and looks amazing in a little summer dress, clearly she was officially a hot GF and me a new cuckold and I was there for her to give me the news that she didn't tell me during the party the previous day.

She starts by telling me that she finally had chance to have a moment of passion with him the previous night and it greatly impacted what she was about to tell me but they both want it that way. Now I was gulping and scared of what was to come.

She tells me that he is traveling to Europe in the morning and she is going with him. She tells me that she quit her job as he prefers her to be available whenever he wants her. At this point I'm sitting there caught off guard but turned on. As she is about to tell me the rest, he just takes over and tells me, listen ucaneffher so we have good chemistry, had mind blowing sex last night for the first time and she tells me you are okay with her seeing men so here is what her and I agreed on. She already told me she is 100% in but I am a dair guy and want to give you an option to back down with my terms, the one she agreed with.

I have agreed to be her boyfriend and sugar daddy under the conditions that I take priority when I want her, for as long as I want her, and she is available at the blink of an eye when I want her, she needs to be available to travel with me whenever I travel, sometimes I am gone for 1 week and sometimes 3 months, it doesn't matter, I want her by my side. My last condition is that I don't ever wear condoms so she needs to be in birth control and she must be sexually exclusive to me. While she is living with you, I will request that there is no form of penetrative sex between you and her. Also, depending on how things go, I may have her move in my home although she is free to visit and you are also welcome in my home whenever you want to visit us

She has already agreed to all of those but if you're in disagreement, I will let you two discuss it. Do you need time to discuss or do you accept just like she happily accepted?

I look at her, sitting next to him, she looks so beautiful and sexy in her little tight and short summer dress smiling at me as her boyfriend basically just told me his rules of taking my girlfriend for himself and asserting that she had agreed already to it. He isn't pushy but his demeanor and extreme kindness towards me has a certain effect, not to mention my girlfriend just smiling and nodding at me when he said she had already agreed.

At this point I told him that if she agreed and wanted that, then I would accept his conditions. To make sure she wasn't being manipulated I asked her directly...

Do you really see yourself being available for him in the way that he wants you? She responds with all of the questions with complete sentences. Yes I want to be available for him the way he wants me to be available.

Do you really accept to him wanting you to be exclusive to him and cut me off? Yes, after my first time with him last night, I not only accept but I want to be exclusive to him sexually.

You're okay with the travel, going away, and eventually moving in? Yes, I very much look forward to all of those. I want to be able to enjoy life and he is making me his trophy girlfriend. What girl doesn't want that , I don't think he is being unreasonable in asking what he is asking in exchange to giving me everything I want as his girlfriend. Shopping, pool parties, yatch parties, traveling the world, not having to work!

I know you wanted to be a cuckold to a girlfriend who went out with a bunch of men but this one is a keeper and he is being kind enough to let me keep you around. He is okay with you sticking around and visiting his hone to see me. He is okay also bringing you into his social circle so in reality you will still live out your fantasy by being included in my boyfriend's events where you will get to be close to me and watch me be his.

He confirms, by assuring me I'll still see her up close and spend time with her but most of the time, it will be strictly in a cuckold fashion. She laughs and reminds me that being a cuckold is all I ever wanted since we got together 5 years ago and this was my chance to finally live it. He extended his hand and without another word I extended my hand and accepted by shaking his hand. They reassure me I will be around and will get to live out my cuckold fantasy when I see what they have in mind when they come back from their trip. He assures me daily sexy pictures of my girlfriend while she is not near.

Unexpected one night while trying to become a cuckold, she made me a much bigger cuckold than I expected to be.

The next time I saw my girlfriend was was two months later and he had already gotten her a breast augmentation while traveling. Her petite body looked like it was built for sex after he got her those big tits. Whatever little innocent appeal she had in her was completely out the door and her appearance now strictly screamed hotness and sex.

I´ve got to say, both your fantasy scenario and your real live experiences with your ex very much resonate with me. There´s something highly erotic (and humiliating) to the idea of the GF/wife being out of one´s league in a way, and therefore committing to the superior man while staying staying married to you. While he gets the pleasure part of the relationship, you are stuck mostly with the duty side of a marriage.

What is the current situation with your GF? While she seems generally interested, she apparently hasn´t done anything with other men yet - or has she? How do you estimate the chances of her going from general interest to actively living this lifestyle?

[BBWcuckold]

Wow great question. I go back and forth with 2 scenarios, I love ideas of both equally;

1) completely spontaneous-maybe I’m there maybe I’m not. If I’m there, maybe it’s a bar and I go to the bathroom and come back and some guy is sitting with her flirting. If I’m not there, maybe she’s at a concert or she’s out for a girls night and meets a guy and goes home with him.

2) planned-we join one of those cuckold groups, find a guy she likes, we 3 meetup at a hotel, and they go at it. Or, we travel to his place to spend a few days with him. That one is a lot more immersive in my mind.

But those are my ideals anyway.

[Zekemitchell]

My ideal scenario is something planned, where it is the perfect guy for her. I know what she would like. A tall large attractive black man with a huge dick (she has become a bit of a size queen). In a hotel room. The guy can fuck her like she needs but is also a nice guy who can be patint with her first time. Also ideally has had a vasectomy because condoms suck and my wife isn’t on birth control lol.

[nks]

With all of that in mind, my ideal fantasy is also the most likely scenario...for her to be away at a conference or work event and meet someone at the networking event or winding down in the hotel bar.

A hot scenario, well described ! I think it really happens that way on many a business trip, whether the husband gets to know about it or not.

Yes, in the past my wife said that she might want something to happen during a trip or conference. Now she is reluctant, but once she is alone on her trip with an attractive male coworker and remembers that I fantasize about her cheating, she might just give herself the permission to get in his bed, or at least enjoy a few passionate kisses on a romantic date.

By the way, my ideal scenario is she cheating with a coworker or someone else and I just catch her having sex, she still loves me, but admits wanting to continue the relationship. I tell her that she can and we have a deep talk that makes our relationship stronger. She then keeps fucking.

[mychubbyhotwife]

The best time is what comes naturally. It's usually unexpected but it was something that was talked about before.

[BBWcuckold]

The best time is what comes naturally. It's usually unexpected but it was something that was talked about before.

Love you name btw. Glad I’m not the only one.

[vrmtr]

No longer a wannabe, but here's my opinion anyway

The ideal first time ought to be whatever gives her a really hot, fun experience, and makes her say something like: "that was amazing, I want to do it more, being a hotwife is awesome!" [ in our case, "Wow, what a fuck! Opet!!" ]

Then lots of your fantasy scenarios, suddenly become possibilities

So...how did you get your first time to happen?

[leggysman]

So...how did you get your first time to happen?

It was a long, 9-year road. But finding OHW, and showing it to my wife, really accelerated things. See the first link in my sig for the back story. She started reading, learned that hotwifing is a thing (and that I'm not a total freak) and that it's a thing that many happily married women enjoy. She joined up and got verified, and within ~6 weeks of that first post, she was a hotwife.

[Marksmall5]

She is a bit frustrated with me as I don’t service her, as l find that arousing. Over time this is the ‘new normal’. In various conversations and comments over time l indicate that it’s fairly normal for married couples to have an occasional “dabble” with others. In her job she goes to a conferences a couple times a year, or work trips. Eventually she is at a conference at a hotel and sits at a bar. A man approaches her, she has had a couple of drinks, she thinks he is ok.
She decides to go for it. Back to his room. He deposits his semen in every orifice. Later on (days, weeks) I find out/ she confesses. I explain this is “OK” and “natural”. Only now she does this at every conference. I always sit at home jerking off until I can’t any longer. We no longer have sex ever. She gets a boyfriend. I hope he tries to take her from me. I’ll be paralysed unsure what to do, try to stop it or just be thrilled by it? I’d spend a lot of time thinking about it and what l should say/do, l don’t do anything in the end, and time would move on, it would become unsaid that I’ve accepted it, “new normal” has changed to this. A great deal of angst and masturbation. And I’d have “arrived”, a wife with a boyfriend. A degree of feeling I’m “special”, and she is “special”, and thoughts about people somehow finding out. I imagine her pussy is often full of his cum, friends and family unawares , we move forward and are both fulfilled by this dynamic.

[russellgrand]

Naturally.....By that i mean she would meet someone on a night out when she's wearing a mini dress and high heels.

Ideally id watch them flirt and see the chemistry for a while before following them back to a hotel

Almost "fly on a wall"

Part of me wants to be in a cupboard in the room watching through a gap, part of me wants him to know about me and i could sit in the corner watching

No real interest in joining in the first time, just want to watch

[VwatchesK92]

Something that happens organically when I’m not around, one where she knows she can go further and wants to go further. I’m still a wannabe, we talk about it in the bedroom, I just want the first time to happen when she’s totally confident in taking the next steps.

I have so many scenarios of what I’d envision what could happen, but I just want her to explore her sexuality with another man and enjoy it.

[BBCfan]

The ideal scenario has evolved quite a bit from when I first realized I was insanely aroused by the idea of her reconnecting with her long time FWB horse hung fuck machine.

Initially I wanted to be part of it, more a threesome type interaction.
Over time I've realized if they are ever going to reconnect it would be on their terms and if I truly want it to happen I would likely be no part of it.

My ideal scenario now would be him pursuing her and her desiring to see where it goes and sharing with me how it unfolds until she admits she wants to reconnect.

The ultimate would be a hotel with adjoining rooms and I would massage her and tease her and then go in other room before he arrives.

After they had finished reconnecting and he left I would then come in and be there in any way she desired at that moment. Hopefully her sharing the experience and me reclaiming but not dictating what happens.