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Do we cross that line?

Hi, I'm a wannabe cuckold from watching so much porn, only interracial cuckolding gets me off. I have got my GF into the interracial thing and she has confided in me that she has fucked a black guy in her past which gets me so hot thinking a BBC has been where I eat her and stick my little dick into. I have purchased some big black dildos for her, one 8" and one WIDE 12". She didn't think she could take all of the 8" when she 1st saw it and now takes it like a champ! I can take the whole thing out of her and stick it back in balls deep with no trouble at all for her, she loves it and cums multiple times always! The 12" she can only get a few inches inside her being it's so wide. But she's trying! ;)

Now I've told her about the small penis humiliation that I enjoy and she has seam to taken a liking to that also, that being said, we are both incredibly enjoying our sex life that we have together. I have told her how much I want her to be ravaged by a black man with his big black cock in her as I watch and she tells me how much she loves me. The fantasy of this gets us both off so much!

When we 1st discussed the idea of actually doing this she said it would have to be with someone she/we knows. After I explained to her how feelings occur with sex, it would have to be a stranger while we are away somewhere so, there would be no contact after, just hot sex, and she was understanding of this. Now we are getting to talking about this more and more and when I say something like "I never watched you get fucked" her responce is "Yet!".

Now as much as the fantasy of this is sooooo hot. I don't know how I would feel after it and that is concerning to me? Do we really cross that line? What are the real feelings? How do you cope with them? What if she likes it too much to stop if it's not think it would be? So many feelings and questions. I would love to watch her (I think?!?) but do not want to lose the relationship we have. By the way, she's a tiny petite 54 year old, I'm a slightly overweight 53 year old if it matters.

And and all input and questions welcome!! Thanks!
 
Check out some podcasts by Cuckoldress Anna, the Venus podcast, and the blog the confident cuckold. You are experiencing cuck angst and it is part of the experience. Since the person will be known to you, work out the details of whether you are t be respected by the bull or humiliated by him. Make it clear at the beginning that is role play, you can progress deeper from there. If you go full bottom at the start, you can't put the genie back into the bottle.
 
The first time I watched another man fuck the woman I loved, there was a moment. I had moved back from the threesome and was sitting at the foot of the bed and was watching him fuck her with her legs held back. It was slow and sensual and they were kissing each other. I panicked. All the thoughts, doubts, fears…

Then I took a breath, reminded myself that this was something that I wanted. Connected with the moment for what it was. It was hot. I put my mouth to work moving from her asshole, across his cock fucking her, his balls, and then his asshole. Down. Up.

Moving from fantasy to reality is a huge step. There’s nothing wrong with just playing with the fantasy. Take your time until you’re both sure. Ready.
 
I envy you being there, as I at the same time doesn't because it's so nice knowing how it worked out. I'd say it comes down to the foundations of what your relationship is like. But at the same time it's impossible to know how it will withstand before you have tried it. Crossing the line I mean.

We, me and my wife, have a strong relationship and very good sex. What do I mean by that? We are open with what we like and are genuinly honest about everything and we get along basically always and havent had a fight in seven years, which means never during our relationship. We get along and are best friends, for real. We have common interest generally. But, in sex we have differences. I tend to lean towards the light cuck role and she rather see us date women. I just like the thrill (more) of knowing she has been with another man, filled with cum and all that dirty stupid stuff that comes along that route.

So, that's our base and we have crossed the line. It was an awful feeling the first time we invited our first black guy over. I couldn't eat for the whole day and almost felt sick. And he cancelled last minute and I was so relieved! But, we took another shot at it and suddenly it felt much better. And my god, it was way better than the fantasy for sure. And, my thinking to get more comfortable was that I had to realise that I must trust our relationship and the risk of her preferring another guy in a relationship just isn't very likely. It just doesn't all come down to sex. There are so many other dynamics in a working life and relationship. And, truth be told, if she now would prefer the other guy for sex, it would be a bit of my fantasy becoming real and I would be fine with that. Our relationship and sex life wouldn't just crumble over night. It's more complex than that. The fact that proves that for you is that you are actually talking with each other about what you like and that is a good foundation in my opinion.

Not sure this helps but maybe a little? What I'm saying is that you should try to assess what might happend and discuss that with your partner. If that guy is so good, what will she do? And if she wants that guy for the sex, how will that be? Will that happend? Do you want it to happend? Does she? You should trust her and go with your fantasy if she is comforting enough. We are all different, but for me, it was even hotter than the fantasy.
 
I envy you being there, as I at the same time doesn't because it's so nice knowing how it worked out. I'd say it comes down to the foundations of what your relationship is like. But at the same time it's impossible to know how it will withstand before you have tried it. Crossing the line I mean.

We, me and my wife, have a strong relationship and very good sex. What do I mean by that? We are open with what we like and are genuinly honest about everything and we get along basically always and havent had a fight in seven years, which means never during our relationship. We get along and are best friends, for real. We have common interest generally. But, in sex we have differences. I tend to lean towards the light cuck role and she rather see us date women. I just like the thrill (more) of knowing she has been with another man, filled with cum and all that dirty stupid stuff that comes along that route.

So, that's our base and we have crossed the line. It was an awful feeling the first time we invited our first black guy over. I couldn't eat for the whole day and almost felt sick. And he cancelled last minute and I was so relieved! But, we took another shot at it and suddenly it felt much better. And my god, it was way better than the fantasy for sure. And, my thinking to get more comfortable was that I had to realise that I must trust our relationship and the risk of her preferring another guy in a relationship just isn't very likely. It just doesn't all come down to sex. There are so many other dynamics in a working life and relationship. And, truth be told, if she now would prefer the other guy for sex, it would be a bit of my fantasy becoming real and I would be fine with that. Our relationship and sex life wouldn't just crumble over night. It's more complex than that. The fact that proves that for you is that you are actually talking with each other about what you like and that is a good foundation in my opinion.

Not sure this helps but maybe a little? What I'm saying is that you should try to assess what might happend and discuss that with your partner. If that guy is so good, what will she do? And if she wants that guy for the sex, how will that be? Will that happend? Do you want it to happend? Does she? You should trust her and go with your fantasy if she is comforting enough. We are all different, but for me, it was even hotter than the fantasy.
Wow! Thank you! That was a great explanation and input of your relationship. I do feel pretty much the same way as you sound. The first time will be overwhelming yet completely hotI don’t know where we go from there. But we do talk about a lot and she said she’s worried that it might ruin our relationship. I’m kind of a jealous guy at heart, so I don’t know what my feelings would be afterwards. But I do love the fact that she has taken a BBC before in her life and she’s been kind of a slut. I love to hear about her past experiences and conquests I know all the sex that she has had in her past. It turns me on so much, and the thought of watching her with a big black cock is incredibly hot!!!
 
That was an incredible story! Thank you for sharing! I know she loves me, and I love her! And I would be complete amazement to be able to see the ecstasy on her face being taken by some BBC’s. The more we discuss it the more I think she would like it. That kind of concerns me also. But it also turns me on thinking that she would love it! Crossing that line is something that you can’t go back to and not knowing the feelings or outome is scary. The thought excites the hell out of me and I can be a very jealous man and I can see it in her eyes when we have sex and talk about it during that she is excited of the thoughts too. I’ve been looking and chatting with some guys to try and find a match, I think we are hoping for a young bbc stud for her. I guess time will tell. Thanks again!
 
Having talked to people who are dying, I've never heard a complaint of I wish I hadn't done something; it's always, I wish I'd tried that...
 
I envy you being there, as I at the same time doesn't because it's so nice knowing how it worked out. I'd say it comes down to the foundations of what your relationship is like. But at the same time it's impossible to know how it will withstand before you have tried it. Crossing the line I mean.

We, me and my wife, have a strong relationship and very good sex. What do I mean by that? We are open with what we like and are genuinly honest about everything and we get along basically always and havent had a fight in seven years, which means never during our relationship. We get along and are best friends, for real. We have common interest generally. But, in sex we have differences. I tend to lean towards the light cuck role and she rather see us date women. I just like the thrill (more) of knowing she has been with another man, filled with cum and all that dirty stupid stuff that comes along that route.

So, that's our base and we have crossed the line. It was an awful feeling the first time we invited our first black guy over. I couldn't eat for the whole day and almost felt sick. And he cancelled last minute and I was so relieved! But, we took another shot at it and suddenly it felt much better. And my god, it was way better than the fantasy for sure. And, my thinking to get more comfortable was that I had to realise that I must trust our relationship and the risk of her preferring another guy in a relationship just isn't very likely. It just doesn't all come down to sex. There are so many other dynamics in a working life and relationship. And, truth be told, if she now would prefer the other guy for sex, it would be a bit of my fantasy becoming real and I would be fine with that. Our relationship and sex life wouldn't just crumble over night. It's more complex than that. The fact that proves that for you is that you are actually talking with each other about what you like and that is a good foundation in my opinion.

Not sure this helps but maybe a little? What I'm saying is that you should try to assess what might happend and discuss that with your partner. If that guy is so good, what will she do? And if she wants that guy for the sex, how will that be? Will that happend? Do you want it to happend? Does she? You should trust her and go with your fantasy if she is comforting enough. We are all different, but for me, it was even hotter than the fantasy.
I read your reply to this question with keen interest because I thought the same way of my wife, my 3year relationship with her, and my desire for her to experience something bigger/better than my 5" lasting 4mins tops dick. It happened one weekend very recently! Result-=coming home saying Divorce! Sometimes the fantasy is far better, sadly!
 
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