Pussyfree from day 1: pushing the limits in my new relationship

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dek
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Pussyfree from day 1: pushing the limits in my new relationship

Unread post by dek » Thu Nov 07, 2024 11:06 am

I've lurked on this board over the years, first as a wannabe and then eventually as a proud cuckold. Once I started I knew there was no way I could ever fully be satisfied without cuckolding and now when I'm single I specifically date with the goal of finding a cuckold relationship.

My strategy is not to be upfront about this on my Tinder profile other than to state I'm kink friendly, but instead I go on a few dates and only after we have sex do I typically reveal my fetish and basically just see if she is into it. If she's not at least curious and open minded then I don't pursue a relationship and keep meeting new matches off Tinder.

I've had several serious relationships where I successfully encouraged my girlfriend to cuckold me. Some of the earlier experiences were rocky as I wasn't always in control of my emotions and jealousy, but after my first cuckold relationship the rest were very positive and healthy. Cuckolding added to the relationships and they eventually ended for other reasons.

Although I've always found humiliation, sph, caging, and denial extremely hot, in my previous cuckold relationships we tried some of these things but never went very far.

I noticed in my previous cuckold relationships that the only regrets I had were not going further with more extreme aspects of this when the opportunity was there. One of my ex's had a bull that had experience dominating other couples for example. And even though one part of me wished she would humiliate me and call me a bitch or something while I sucked his cock, I was always afraid to really emphasize that I liked the humiliation and so mostly they just had vanillish sex while I watched.

Anyway, after having been single for months now I've recently started seeing a girl I'm super excited about. And this time if I have any regrets I will make sure they are the opposite regrets! :D

Basically she is very kink curious and quite promiscuous but with no previous experience cuckolding or with most fetish stuff. From our first date we were talking deeply, openly, and honestly about all kinds of different fantasies we've both had and how we could potentially structure a real and long-term relationship around our kinky fun.

Most importantly, I really like her for a lot of other reasons. I would be excited about meeting her anyway but then the potential sexual fireworks have me really excited. We've gone to bed together several times so far and every time I licked and fingered her and made her cum while she did not reciprocate at all. This really surprised me the first time I got her in bed because even after all we discussed it still seemed naturally like we were going to have sex that night. And then when we were already naked in bed she told me no! It was so hot, we had talked about denial at dinner and I told her it was a huge turn-on. And she was actually doing it and enjoying it too, right away!!

The second time I got her in bed she had me lick her while she swiped on Tinder and commented on some of the guys and how she'd probably just fuck them right away on a first date. I didn't even specifically ask her to do this but she knew from all we talked about that it would drive me crazy and it absolutely did!

I am falling so hard for this girl and just last week I asked her to be my girlfriend. She agreed and I deleted my tinder and am happy to now be exclusive to her BUT we haven't even had actual PIV sex yet and after the talks we've had recently we are commiting to maintaining that indefinitely.

Our "sex" and intimacy will come from me licking her, cuddling and making out, and maybe other things that will evolve over time. But we both agree that sex and blowjobs will be off limits to me in this relationship while very much available to other men she meets.

So that's where we are at now. She's been swiping on apps and chatting with guys. So far most are duds as they usually are, but there is one she just matched with who has a lot of sexual experience, is black which is an extra turn on for me, and definitely bigger than me. He says he is quite dominant also which is something we are both looking for but so far he's been very respectful in their chats which she likes.

I'm super excited but trying to be realistic too. This is still very new and could easily go sideways. I honestly have no idea if even going this "extreme" with the fetish right away in a new relationship is wise or sustainable. But right now I'm almost trembling with excitement at the possibilities.

realcucklife
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Re: Pussyfree from day 1: pushing the limits in my new relationship

Unread post by realcucklife » Thu Nov 07, 2024 11:20 am

Great that you have found someone that likes the denial dynamic as much as you.

MartasBoy
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Re: Pussyfree from day 1: pushing the limits in my new relationship

Unread post by MartasBoy » Thu Nov 07, 2024 11:48 am

dek wrote:
Thu Nov 07, 2024 11:06 am

.....Our "sex" and intimacy will come from me licking her, cuddling and making out, and maybe other things that will evolve over time. But we both agree that sex and blowjobs will be off limits to me in this relationship while very much available to other men she meets.
I can't even imagine what it must feel like to begin an intimate and affectionate relationship with a woman, knowing that you will never be able to have intercourse with her. I guess it's a little similar to times I have been put in the friend zone by women, back in my younger single days.

dek
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Re: Pussyfree from day 1: pushing the limits in my new relationship

Unread post by dek » Thu Nov 07, 2024 12:05 pm

MartasBoy wrote:
Thu Nov 07, 2024 11:48 am
dek wrote:
Thu Nov 07, 2024 11:06 am

.....Our "sex" and intimacy will come from me licking her, cuddling and making out, and maybe other things that will evolve over time. But we both agree that sex and blowjobs will be off limits to me in this relationship while very much available to other men she meets.
I can't even imagine what it must feel like to begin an intimate and affectionate relationship with a woman, knowing that you will never be able to have intercourse with her. I guess it's a little similar to times I have been put in the friend zone by women, back in my younger single days.
Yeah, we both feel pretty uncertain about that too but so far it feels unbelievably normal lol. I think the key is that we still have "sex" and intimacy as a couple, it just has to consist of things other than PIV sex and blowjobs. I'm not sure if it will always be completely non-reciprocal, probably that will change over time. And also if/when she actually starts having sex with other men I don't know exactly how that's going to feel as far as the intimacy between her and I.

FNQLivin
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Re: Pussyfree from day 1: pushing the limits in my new relationship

Unread post by FNQLivin » Thu Nov 07, 2024 12:36 pm

The good thing is that you are clearly able to form new relationships. The always present risk is finding a compatible third who is willing to share her mind, if not her body. Being upfront with a potential match, that she has a partner will be the key, so he understands that she is not his to take.

Ready2StartAgain
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Re: Pussyfree from day 1: pushing the limits in my new relationship

Unread post by Ready2StartAgain » Thu Nov 07, 2024 1:10 pm

dek wrote:
Thu Nov 07, 2024 11:06 am
I've lurked on this board over the years, first as a wannabe and then eventually as a proud cuckold. Once I started I knew there was no way I could ever fully be satisfied without cuckolding and now when I'm single I specifically date with the goal of finding a cuckold relationship.

My strategy is not to be upfront about this on my Tinder profile other than to state I'm kink friendly, but instead I go on a few dates and only after we have sex do I typically reveal my fetish and basically just see if she is into it. If she's not at least curious and open minded then I don't pursue a relationship and keep meeting new matches off Tinder.

I've had several serious relationships where I successfully encouraged my girlfriend to cuckold me. Some of the earlier experiences were rocky as I wasn't always in control of my emotions and jealousy, but after my first cuckold relationship the rest were very positive and healthy. Cuckolding added to the relationships and they eventually ended for other reasons.

Although I've always found humiliation, sph, caging, and denial extremely hot, in my previous cuckold relationships we tried some of these things but never went very far.

I noticed in my previous cuckold relationships that the only regrets I had were not going further with more extreme aspects of this when the opportunity was there. One of my ex's had a bull that had experience dominating other couples for example. And even though one part of me wished she would humiliate me and call me a bitch or something while I sucked his cock, I was always afraid to really emphasize that I liked the humiliation and so mostly they just had vanillish sex while I watched.

Anyway, after having been single for months now I've recently started seeing a girl I'm super excited about. And this time if I have any regrets I will make sure they are the opposite regrets! :D

Basically she is very kink curious and quite promiscuous but with no previous experience cuckolding or with most fetish stuff. From our first date we were talking deeply, openly, and honestly about all kinds of different fantasies we've both had and how we could potentially structure a real and long-term relationship around our kinky fun.

Most importantly, I really like her for a lot of other reasons. I would be excited about meeting her anyway but then the potential sexual fireworks have me really excited. We've gone to bed together several times so far and every time I licked and fingered her and made her cum while she did not reciprocate at all. This really surprised me the first time I got her in bed because even after all we discussed it still seemed naturally like we were going to have sex that night. And then when we were already naked in bed she told me no! It was so hot, we had talked about denial at dinner and I told her it was a huge turn-on. And she was actually doing it and enjoying it too, right away!!

The second time I got her in bed she had me lick her while she swiped on Tinder and commented on some of the guys and how she'd probably just fuck them right away on a first date. I didn't even specifically ask her to do this but she knew from all we talked about that it would drive me crazy and it absolutely did!

I am falling so hard for this girl and just last week I asked her to be my girlfriend. She agreed and I deleted my tinder and am happy to now be exclusive to her BUT we haven't even had actual PIV sex yet and after the talks we've had recently we are commiting to maintaining that indefinitely.

Our "sex" and intimacy will come from me licking her, cuddling and making out, and maybe other things that will evolve over time. But we both agree that sex and blowjobs will be off limits to me in this relationship while very much available to other men she meets.

So that's where we are at now. She's been swiping on apps and chatting with guys. So far most are duds as they usually are, but there is one she just matched with who has a lot of sexual experience, is black which is an extra turn on for me, and definitely bigger than me. He says he is quite dominant also which is something we are both looking for but so far he's been very respectful in their chats which she likes.

I'm super excited but trying to be realistic too. This is still very new and could easily go sideways. I honestly have no idea if even going this "extreme" with the fetish right away in a new relationship is wise or sustainable. But right now I'm almost trembling with excitement at the possibilities.
I think if it feels right/good, then you should go with it and enjoy! What possibilities are you excited about?

toreaddave
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Re: Pussyfree from day 1: pushing the limits in my new relationship

Unread post by toreaddave » Thu Nov 07, 2024 3:56 pm

You're living an absolute dream scenario!
How much of your cuckolding kink did you reveal on your first date chat?
How did you phrase it?
How did she react?

dek
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Re: Pussyfree from day 1: pushing the limits in my new relationship

Unread post by dek » Thu Nov 07, 2024 4:35 pm

Thank you for the nice comments everyone. I'm happy to say that in addition to a couple of more matches we're curious about, her texting with the guy I mentioned has been getting more sexual. So far they've sent sexy pics back and forth and some flirty compliments and lots of talk about sex and kink and what they like. It is very exciting but their texting is still quite restrained really. I read their texts and it's mostly talk about what kind of sex they like rather than what kind of sex they want to have with each other. The guy emphasizes that he is very dominant but it doesn't really come across at all in the texting.

Anyway most importantly they set up a date this weekend! The three of us are going to meet and have coffee. Not sex the first time, just chat and see if there's chemistry there. We're open to all kinds of things happening, we've been talking about it constantly and want to be open to all kinds of scenarios depending on what he is into too.

dek
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Re: Pussyfree from day 1: pushing the limits in my new relationship

Unread post by dek » Thu Nov 07, 2024 4:41 pm

Ready2StartAgain wrote:
Thu Nov 07, 2024 1:10 pm

I think if it feels right/good, then you should go with it and enjoy! What possibilities are you excited about?
Thank you, I am feeling ridiculously good about it so far! :D I'm very excited about all of the possibilities but I have been a cuck before and had cuckold relationships before, so the part that excites me most now is just letting go and and embracing the more humiliating aspects that I never did with previous partners, such as forced bi or being submissive to her bull. I've experimented a little with denial but this relationship is going to take that to a whole different level if it goes well.

dek
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Re: Pussyfree from day 1: pushing the limits in my new relationship

Unread post by dek » Thu Nov 07, 2024 4:54 pm

toreaddave wrote:
Thu Nov 07, 2024 3:56 pm
You're living an absolute dream scenario!
How much of your cuckolding kink did you reveal on your first date chat?
How did you phrase it?
How did she react?
I don't usually do it this way, but on our first date we went very deep into talking about kink. I told her about all my previous cuckold relationships and how I regretted not experimenting more with all of kinds of things that I know would freak out most girls on a first date, even adventurous ones who might be into it later.

For example I told her I was curious about being submissive to my partner and another man, caging, sph, wearing panties, being a sissy etc.

She was curious about all of it and we talked without any hint of judgment or disapproval from her. The conversation just naturally went from talking about stuff we liked to talking about how it would actually work for us in a relationship.

Like how she loves rougher sex with dominant guys, or how she thinks it could be hot to see men physically compete for her and only the strongest gets her, or how although she's too honest to cheat she loves the idea of sneaking around and getting caught.

She's never cuckolded anyone before but I think the stuff she likes overlaps in some very interesting ways with my cuckolding fetish.

toreaddave
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Re: Pussyfree from day 1: pushing the limits in my new relationship

Unread post by toreaddave » Thu Nov 07, 2024 5:08 pm

dek wrote:
Thu Nov 07, 2024 4:54 pm
I don't usually do it this way, but on our first date we went very deep into talking about kink. I told her about all my previous cuckold relationships and how I regretted not experimenting more with all of kinds of things that I know would freak out most girls on a first date, even adventurous ones who might be into it later.

For example I told her I was curious about being submissive to my partner and another man, caging, sph, wearing panties, being a sissy etc.

She was curious about all of it and we talked without any hint of judgment or disapproval from her. The conversation just naturally went from talking about stuff we liked to talking about how it would actually work for us in a relationship.

Like how she loves rougher sex with dominant guys, or how she thinks it could be hot to see men physically compete for her and only the strongest gets her, or how although she's too honest to cheat she loves the idea of sneaking around and getting caught.

She's never cuckolded anyone before but I think the stuff she likes overlaps in some very interesting ways with my cuckolding fetish.
Wow, I admire your confidence to put it all out there like that! High risk, high reward. She was receptive to it and now you have something that could be INCREDIBLE. Happy for you but also kinda jealous :lol: Looking forward to updates!

ucaneffher
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Re: Pussyfree from day 1: pushing the limits in my new relationship

Unread post by ucaneffher » Thu Nov 07, 2024 6:18 pm

dek wrote:
Thu Nov 07, 2024 4:54 pm
toreaddave wrote:
Thu Nov 07, 2024 3:56 pm
You're living an absolute dream scenario!
How much of your cuckolding kink did you reveal on your first date chat?
How did you phrase it?
How did she react?
I don't usually do it this way, but on our first date we went very deep into talking about kink. I told her about all my previous cuckold relationships and how I regretted not experimenting more with all of kinds of things that I know would freak out most girls on a first date, even adventurous ones who might be into it later.

For example I told her I was curious about being submissive to my partner and another man, caging, sph, wearing panties, being a sissy etc.

She was curious about all of it and we talked without any hint of judgment or disapproval from her. The conversation just naturally went from talking about stuff we liked to talking about how it would actually work for us in a relationship.

Like how she loves rougher sex with dominant guys, or how she thinks it could be hot to see men physically compete for her and only the strongest gets her, or how although she's too honest to cheat she loves the idea of sneaking around and getting caught.

She's never cuckolded anyone before but I think the stuff she likes overlaps in some very interesting ways with my cuckolding fetish.
Honesty is the best policy and time saver in the long run! I actually went on a date once just to get out of the house and seeing that our conversation was getting a bit boring (to me at least) I decided to tell her my entire cuckold portfolio from start to stop, especially because I didn't think I would see her again so I didn't care about opening up.

This girl was FASCINATED. After dinner we just sat at in a public bench and she listened to me intently until early morning when she had to go shower and head to work. She received 6+ hours of my cuckold story and told me that her and her ex were trying to open their relationship for her to date but they split before getting to try it. Long story short, this led to me actually dating her because she was open to it. But just like with her ex, we split before we ever did anything, there was something boring about her, perhaps just the chemistry wasn't all there other than cuckolding.

I think your situation is actually really hot. I'm trying to picture myself in your situation and the first thing that comes to mind is being in a room with the girlfriend and her soon to be lover. Him not knowing that you've never had Piv sex with your new girlfriend but here he is about to sink himself into her, in front of you.

Not only have you never had her, there are no plans for her to let you have her, and you are getting to see her give herself to s man who may very well become one of the regular men who penetrate her while you're denied.

Another thought is looking at the relationship in the long term if it makes it far and sustains the same cuckold scheme semi permanently. Can you imagine 1 year or 2 years together, this guy is still penetrating her on a weekly basis since the very beginning of the relationship but yet you still don't know what your own girlfriend feels like because you have never been allowed to penetrate her...

Or imagine a few years down the road, girlfriend becomes highly promiscuous and has already accumulated a bunch of new men (body count as they call it) imagine just sitting in that hotel room chair in the corner, seeing your girlfriend receiving her 30th guy since you started dating and having that abrupt thought reminding you that she is your girlfriend of years, 30 men have been in her since the beginning of your relationship yet here you are sitting in a corner and still have not even touched her clit or pussy lips with the tip of your dick and accepting that you probably never will.. that's intense!

dek
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Re: Pussyfree from day 1: pushing the limits in my new relationship

Unread post by dek » Thu Nov 07, 2024 6:34 pm

ucaneffher wrote:
Thu Nov 07, 2024 6:18 pm
Or imagine a few years down the road, girlfriend becomes highly promiscuous and has already accumulated a bunch of new men (body count as they call it) imagine just sitting in that hotel room chair in the corner, seeing your girlfriend receiving her 30th guy since you started dating and having that abrupt thought reminding you that she is your girlfriend of years, 30 men have been in her since the beginning of your relationship yet here you are sitting in a corner and still have not even touched her clit or pussy lips with the tip of your dick and accepting that you probably never will.. that's intense!
Exactly haha great summary, it is funny how cucks think alike. The intensity of doing this long term would be like nothing I've tried before and it's extremely appealing to me. In the past I was too ashamed and too worried about damaging my relationships by going too far. But overall cuckolding has been very positive in my relationships so I'm really committed to pushing everything to the limit this time. Thinking about falling in love with her and having her as a life partner, sharing so many intimate moments of our lives together, but never knowing what her pussy or mouth feels like on my dick even as she readily gives that to men she literally just met is wildly intense! No idea if it is sustainable but I'm very committed to trying!

dek
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Re: Pussyfree from day 1: pushing the limits in my new relationship

Unread post by dek » Thu Nov 07, 2024 6:38 pm

So after a lot of talking and more intimacy together in bed we have decided on a fun dynamic we are going to try. She likes the idea of cheating and sneaking around and the thrill of maybe getting caught, but obviously doesn't actually want to lie and wreck a real relationship. I also think cheating is a very hot fantasy but not something that's actually healthy in reality.

So we decided on this. In addition to whatever else we have going on with other bulls, she will also meet one who she does not tell me about at all. In fact, when it comes to him and only him she is going to lie to me and try to hide her "cheating" on me with him. When they meet she'll tell me she's working late or with female friends or whatever. But she'll also leave subtle little clues because she loves the thrill of getting caught, but will deny it up and down if I ever ask about something I notice.

Then after a certain amount of time of the "affair", maybe a month or two we're not sure, she "confesses" to her cheating, lets me read all their texts, see pics an videos of them together, and I can ask her whatever I want and she'll finally tell the truth.

We also thought that if the guy is open to participating in the kinky part of this, she would introduce me to him at some point as a friend or coworker or something and then he and I would stay in contact and he would tell me some of what was going on while my girlfriend would keep lying to me about it. Like maybe she would tell me she's going out with some girlfriends and then when she comes home with her hair and makeup all messy and says nothing happened I can text the guy and ask if he was with her and he could choose to confirm or deny.

I think we won't try this with the guy we're meeting this weekend but with someone else when the time is right.

usuallylost
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Re: Pussyfree from day 1: pushing the limits in my new relationship

Unread post by usuallylost » Fri Nov 08, 2024 1:35 pm

dek, this is extremely exciting and I hope this works out for you long-term. I am just a wannabe and have wanted my wife to cuckold me for years. She is aware of the fantasy, but has not made that leap to reality so I envy. I am curious, you mention you have sex with your girlfriend and I just wonder what that entails. Does she jerk you off? Does she watch you jerk off? Are you even allowed an orgasm? Have he two discussed putting you in a cage? Thank you for any details you can provide, and for sharing. Best of luck to you both.

dek
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Re: Pussyfree from day 1: pushing the limits in my new relationship

Unread post by dek » Fri Nov 08, 2024 3:28 pm

usuallylost wrote:
Fri Nov 08, 2024 1:35 pm
dek, this is extremely exciting and I hope this works out for you long-term. I am just a wannabe and have wanted my wife to cuckold me for years. She is aware of the fantasy, but has not made that leap to reality so I envy. I am curious, you mention you have sex with your girlfriend and I just wonder what that entails. Does she jerk you off? Does she watch you jerk off? Are you even allowed an orgasm? Have he two discussed putting you in a cage? Thank you for any details you can provide, and for sharing. Best of luck to you both.
Our "sex" and intimacy together so far still only consists of me licking her, using her vibrator on her, and fingering her while my perpetually rock hard erection goes completely ignored. We've talked about caging and and orgasm control as things we might try later.

When we're not together I masturbate often (extremely often lol) thinking about all this but so far never when we are together. The only actual sexual pleasure I've gotten from my girlfriend so far other than the intense mental pleasure of what we're talking about is when I can't resist and just naturally start grinding into her while we are cuddling, basically just trying to fuck her leg like a dog while we talk about kinky stuff we like.

A few times she has reacted with a comment like "aww you're so horny" and then she'll pull her leg away just enough that I can't touch it with my dick anymore.

She really loves to tease me and deny me, but I know she also loves sex so honestly I'm not too sure how long being totally pussyfree can last when she doesn't actually have a bull. Even though our intimacy and the general development of the relationship so far otherwise feels surprisingly normal, my greatest worry at this point is that she will get tired of it sooner than me, and sooner than it takes to find a bull we like.

dek
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Re: Pussyfree from day 1: pushing the limits in my new relationship

Unread post by dek » Fri Nov 08, 2024 4:14 pm

Ok meeting up with our first guy for coffee and chat, wish us luck.

usuallylost
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Re: Pussyfree from day 1: pushing the limits in my new relationship

Unread post by usuallylost » Fri Nov 08, 2024 4:17 pm

Thanks for the details. I am happy to see you get to masturbate to satisfy your blue balls. I hope she continues to enjoy this as much as you. I admit that I completely enjoy jerking off for my wife when she teases me relentlessly and tells me how much I want her pussy that I can't have. I hope she lets you have the pleasure of humiliating you while she makes you jerk off in front of her as she shows you her pussy. I only say this as it is one of my favorite ways to be teased and tormented. Best of luck to both of you as you have found a perfect mate.

usuallylost
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Re: Pussyfree from day 1: pushing the limits in my new relationship

Unread post by usuallylost » Fri Nov 08, 2024 4:35 pm

dek wrote:
Fri Nov 08, 2024 4:14 pm
Ok meeting up with our first guy for coffee and chat, wish us luck.
Best of luck to you both. How exciting to watch her with no ability for relief.

Ready2StartAgain
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Re: Pussyfree from day 1: pushing the limits in my new relationship

Unread post by Ready2StartAgain » Sat Nov 09, 2024 12:31 am

dek wrote:
Thu Nov 07, 2024 4:41 pm
Ready2StartAgain wrote:
Thu Nov 07, 2024 1:10 pm

I think if it feels right/good, then you should go with it and enjoy! What possibilities are you excited about?
Thank you, I am feeling ridiculously good about it so far! :D I'm very excited about all of the possibilities but I have been a cuck before and had cuckold relationships before, so the part that excites me most now is just letting go and and embracing the more humiliating aspects that I never did with previous partners, such as forced bi or being submissive to her bull. I've experimented a little with denial but this relationship is going to take that to a whole different level if it goes well.
Dek that is so exciting! Im happy for you! As a prior cuck, i totally get "letting go" and enjoying the humiliating parts! I can't imagine being submissive to the bull too...who knows where that might take you! I have a feeling youll get that denial from the bull this time as he's going to want her sweet pussy all to himself!! Im looking forward to your journey unfolding and living vicariously through you, for now!!

Twikenhamfan
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Re: Pussyfree from day 1: pushing the limits in my new relationship

Unread post by Twikenhamfan » Sat Nov 09, 2024 2:04 am

You are both amazing!
I love to be caged and denied so that is my suggestion.
You didn't mention being caged long term, it does take a while to get the fit perfect. The sooner that you start, the sooner you will be 100 percent denied.

Twikenhamfan
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Re: Pussyfree from day 1: pushing the limits in my new relationship

Unread post by Twikenhamfan » Sat Nov 09, 2024 2:06 am

Hope everything goes well!

dek
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Re: Pussyfree from day 1: pushing the limits in my new relationship

Unread post by dek » Sat Nov 09, 2024 8:42 am

Well "that escalated quickly" as they say.

So we arrived first at the coffee shop and sat kind of nervously wondering if we should have chosen a bar lol. We didn't though because we felt like we could better keep the conversation on track without alcohol. Besides, if he needs it for the inhibition then he's probably not right for us anyway.

My girlfriend (who I'll call Emma) said she was a little more nervous than she would be for a normal date. I was super nervous though, more than I have been since my first cuckolding experiences. Even though this was just a meet for coffee in public the dynamic was very different than anything I've tried before. We were meeting this guy because we want him to sexually dominate both of us and that is a dynamic I've not had with a man despite being a cuck.

He arrives and looks likes his pictures. Some of the pics he was sending were recent so I guess no real chance of surprise there. He is quite fit, more than me, and also taller. His family is from Nigeria but he never lived there.

The first hour or so we spent just chatting about random stuff, alternating between making small talk and taking about what we want from a bull and what kind of things he likes. He seems very nice and says he's been with many couples and that he's dominated some of their boyfriend or husband's by feminization, denial, bondage, etc. Some of it was quite extreme and most of it he had already texted about with Emma. But he was just kind of telling us in a matter of fact way. The vibe with him wasn't dominant at all and I was kind of getting worried that nothing would happen. He was interesting to talk to but my nervousness had fully worn off and we were just all chatting as friends.

That went on for another hour and I was feeling disappointed at how vanilla the guy was acting despite all the experience he said he had. Then when my girlfriend excused herself to go to the restroom everything changed. By this point her and I already confirmed to him that we were open to experimenting with lots of the stuff he talked about, even some pretty extreme sissy stuff that's new for both of us. She also told him about the pussyfree dynamic in our relationship already when they were texting.

I'm not sure if he sensed it was time to make his move or what but he says "I want to ask you this one question man to man, do you want me to dominate you and your girlfriend?"

Finally! All that nervousness flooded back and I took a few seconds to answer.

"Yes, we both want that"

"You don't speak for her cuck, but don't worry I'll give her exactly what she wants and needs. And because of what you just told me, you aren't a man anymore either and I will never treat you that way again. Is that what you want?"

I couldn't believe it! He was being so chill in getting to know us and turned out he told us later that he was a little hesitant about our lack of experience so he took it slow, but suddenly he was in dom mode with me! I have never really gone very far with submitting to a bull before even though I've had these kinds of fantasies for years and honestly it did not feel hot in the moment. It made me nervous and I felt embarrassed and I guess worried what my girlfriend will think even though I know she wants to see me submit to a man also.

But I know these moments of hesitation come and go and when I give in I'm only left with regret. So I take a deep breath and confirm that is what I want.

Maybe sensing how committed to being submissive I was, he asked me "so you just want me to make fun of you a little when I'm with your girlfriend? Or are we talking about completely taking away your manhood?"

Again I nervously confirmed the second is what I want.

And then finally the phrase that would define the date, he asked me in kind of a mocking tone "you want me to turn you into a dickless eunuch while I just take your girl from you and own her sexually. Is that right cucky?"

I don't know why I did this, I never have before. Maybe because he called me "cucky" or because I've watched too much of this kind of porn or I was just in such a deeply submissive mental space but without intending too I replied "yes, sir"

Oh god I immediately blushed and the full weight of what was happening hit me. I felt like an embarrassed little boy sitting there just the two of us and saying that to him. I don't know if I've ever felt less of a man.

"Ok" he smiled, apparently enjoying the dynamic that was shaping up. "Now you can tell her!"

I looked up to see my girlfriend sliding back into her seat beside me.

"Tell me what?" She asked knowing something big had just happened.

I repeated everything we had talked about (leaving out the part where I called him sir) and it felt about 10 times more embarrassing to tell her in front of him, even though her and I had already talked about this stuff before. It was so intense my voice was shaking. It wasn't hot it was really just terrifying until she broke the ice with her sudden loud laugh at the phrase "dickless unuch".

"Yessss thats you baby," she teased.

I don't know if anyone noticed but the coffeeshop was busy the whole time with people coming and going. I think it's very likely some people heard parts of the conversation and probably that part especially because of her sudden loud laugh.

We chatted a bit more with a fresh sexual tension in the air and then her date and apparently new bull who I will call Jerome suggested we go for a walk before he had to go. The whole walk he was holding her hand, and flirting with her and trying to charm and seduce her right in front of me while ignoring me completely. The dynamic was different from how it was at the beginning, we weren't friends or even equals anymore. A couple of times he looked around and asked ,"oh where's that dickless eunuch?" The first time he did that my girlfriend just laughed but the second time she joined in and called me a dickless eunuch too.

I could tell she liked him and they had a natural kind of chemistry, he's a charming guy with a dominant side which she likes.

He was leading the walk with my girlfriend while I followed behind and he had a plan. We got to a part of the park that was quiet and had some trees shielding it from view of the walking path. He told me wait here and don't look, this is just something she does with men, not cucks, ok?

I said "yeah ok" but he didn't move, he just held my girlfriend's hand and kept looking at me. "Yes what?" he asked. My girlfriend was looking at me too, confused about what had happened.

But I knew what he meant because of what happened when she was in the restroom. "Yes sir" I replied, deliberately this time but still with intense embarrassment. As soon as I said it my eyes darted to my girlfriend with horror. I watched her and just felt like a dear frozen in the headlights waiting for her reaction. A smile spread across her face and she laughed. Then with that he took her by the hand and walked her into the bush.

I couldn't hear anything and didn't dare look but after what felt like an eternity but was probably just a few minutes I heard footsteps coming towards me and I turn and it's Emma. She gives me a huge kiss and starts making out with me and I realize she has cum in her mouth! I am stunned and suddenly the hotness of the whole thing is back and I can't believe what is happening. We make out hard with such passion like never before right there in the park and when we eventually stop I realize Jerome is gone. He said goodbye to her after he came and just sent her back to me with cum in her mouth. My girlfriend sucked this guy's cock in a park a few hours after meeting him and she has never sucked mine and probably never will.

We got home and had amazing "sex" and cuddled and talked about everything. We both loved it and were insanely horny. I licked her to so many orgasms and for the first time I came in front of her once by masturbating while she lay naked beside me still teasing me about how Jerome is going to make me a dickless eunuch, he's so much bigger and stronger, she can't wait until he fucks her with his big dick etc.

Emma slept over and just left for yoga and my head is spinning as I type everything that happened. I can hardly believe it. It seems like some of my most extreme fantasies that until now I've been too scared to indulge are going to happen soon.

And yet as much as I am excited that this is all happening it was a very mentally and emotionally stressful experience at times with Jerome. I felt extremely hesitant and uncomfortable with some of the stuff we did like calling him "sir", even though I somehow just spontaneously did that on my own.

And now of course when I look back with my hard dick in my hand, all the hottest memories are the stuff that made me the most uncomfortable in the moment. I think that's a sign I'm right to push through the discomfort when I feel it and just see how it feels later. I know this stuff is super hot to me, it's just a new and different rollercoaster than the cuckolding I've done before.

While I was typing all this and feeling horny enough to do it without worrying that I'd regret it right after, I texted him "thank you sir"

But just to him, not to the group with the three of us. That still seems too embarrassing for now.

uk cuck wannabe
Virgin
Posts: 19
Joined: Mon Jun 01, 2020 1:39 pm

Re: Pussyfree from day 1: pushing the limits in my new relationship

Unread post by uk cuck wannabe » Sat Nov 09, 2024 3:32 pm

Wow!!! This is amazing. It’s literally exactly what I fantasise about most days for my wife.
My favourite thread already.!

thepen
Experienced
Posts: 144
Joined: Tue Nov 16, 2010 10:07 am

Re: Pussyfree from day 1: pushing the limits in my new relationship

Unread post by thepen » Sat Nov 09, 2024 6:01 pm

Love this so far! Please do keep us posted.

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