A cuckold checkmate question, please help

[rascalnvixen]

First, I have no experience with this situation at all. But a couple of thoughts for you. If it is the bbc guy from the mechanics shop, you can be sure he will be talking about the white guy he fucked in front of his wife. That story may make it's way around the shop and you may see a different reception when you go there again. As far as the names, I think that might be a natural progression in the play, but as long as the name is kept between you three, it shouldn't be a problem, IF it is kept a closed secret. Another thought, did you initiate her hotwife lifestyle?? Is she doing it for you as a couple? If so, you might consider accepting her request so that she doesn't feel like she is the only one who is doing this for the marriage. If it is a fantasy of hers, as I suspect you have watching her fucking another guy, you might want to consider doing it for your marriage. After all it is all about the fun, in one way or another.
Good Luck!!!

Rascal

[tempus_fugit36]

You're getting a lot of what you want when your wife has sex with other men and allows you to watch. This has been great for you. Now, she has a request. Like all things, you have to decide what you want. Would she be willing to just continue the way things are if you deny her request? Or maybe you'll want to see... if she locks your dick in a cage, you'll be very horny before long. If the condition for release is to allow her man to fuck you, maybe you'll give it a try?

The downside to refusing everything is the possible end of your lifestyle, or worse, damage to your relationship. What's the downside to allowing her man to have you, too? You'll have to answer that one yourself.

You are very right on everything you said, refusing everything can damage my marriage and I start on cuckolding thinking of saving our marriage only. I know that her bull is not in the plans to fuck me, he is a macho man and only do girls and he doesn’t need anything else.
I don’t know what man she is thinking about or her plans, but I would guess she is planning something with the mechanic that have sex with her, that guy I know that possible would do that, he is a black strong guy and my wife told me he is huge. If I would have to do this guy, then I wouldn’t know how to start….

All you need to do is discuss this with your wife. She can guide you and help you by using dildos to train you to accept a larger one. It takes time, and if this is what she wants, it can be erotic between the two of you. By the time you're ready for her lover to take you, you may find it pleasurable. But do discuss this now -- nobody could enjoyably accommodate a huge dick on the first attempt.

Thank you for your answer. Yesterday we had a serious talk and she explained to me that a marriage to last must have a relation between husband and wife, which as it is now, it doesn’t exist. She said she appreciates that I allowed her to have sex with other men, but there is no ties between the two of us and she apologizes to be frank, but said I am not capable of having sex with any women. I confess I felt offended and we started to argue, I said to had how good it was before I got ED, but we ended up by her saying that she have a challenge for me and said she is willing to give me a chance for me to prove I am a man capable of satisfying a girl in the bed! She proposed is to use an escort girl company, I can pick up the girl I feel most attracted to and the escort would come home….my wife said she will pay for her in case I will make sex to her and use the whole hour satisfying the girl and keeping my cock hard. I confess I got surprised by this offer because she had an absolute no approach for me to look for sex with other girls! She added to the challenge that she will be present and watch quietly the two of us…and said if I will cum in seconds as I do, then the shame is mine and we will dismiss the girl with me paying her fees. If this happens, she said, then she proved how incompetent I am and that in this case I have to allow her to start milking sessions with me, by putting me in doggy position and she will start training my anus by fingering, using dildos and making me to cum with light strokes.
Honestly speaking there is no other way and I absolutely just feel the need to have a pussy….if I fail at least I had a girl and I need it.
Starting from yesterday we started to look for some escort girls together, and I must say it is a good fun..we are watching, commenting and getting excited together, perhaps by different reasons….

[tempus_fugit36]

Agree with NSEW1, it basically boils down to what YOU want. Are you curious to feel a man inside you? Are you curious to feel a man pumping his semen inside of you? Are you comfortable being vulnerable with your ass in the air for a man to take you from behind?

If you answered yes to any of these then perhaps you can actually be okay with what your wife is trying manipulate you to do. Since she is restricting you from sexual activity with her if you don't give in to her request.

You have the choice to pick-and-choose how much of a cuckold you are willing to be and how much you are willing to surrender. A lot of cuckolds here seem to have bi-curiosity and/or really want to be submissive at all cost, including being fucked like a woman in front of their woman. Just know that if you don't like any of that and don't necessarily get turned on by men. You can can be a straight cuck who simply surrenders his wife.

Cuckolding doesn't necessarily translate directly into the man being a wimp, a pussy, a bisexual/homosexual. It.can simply mean that he enjoys surrendering control and letting his woman go off with other men at her discretion and her rules and Nothing more.

Dig deep and ask yourself what you are and what you want to be. If you are ready, open minded, and willing to let a man use you and your body as his fuck toy.

I agree and I am in no way a fuck boy…I am a man who happens to be unfortunately a Pussyfree man and this sexual incompetence of mine is driving me crazy.
Yesterday we had a serious talk and she explained to me that a marriage to last must have a relation between husband and wife, which as it is now, it doesn’t exist. She said she appreciates that I allowed her to have sex with other men, but there is no ties between the two of us and she apologizes to be frank, but said I am not capable of having sex with any women. I confess I felt offended and we started to argue, I said to had how good it was before I got ED, but we ended up by her saying that she have a challenge for me and said she is willing to give me a chance for me to prove I am a man capable of satisfying a girl in the bed! She proposed is to use an escort girl company, I can pick up the girl I feel most attracted to and the escort would come home….my wife said she will pay for her in case I will make sex to her and use the whole hour satisfying the girl and keeping my cock hard. I confess I got surprised by this offer because she had an absolute no approach for me to look for sex with other girls! She added to the challenge that she will be present and watch quietly the two of us…and said if I will cum in seconds as I do, then the shame is mine and we will dismiss the girl with me paying her fees. If this happens, she said, then she proved how incompetent I am and that in this case I have to allow her to start milking sessions with me, by putting me in doggy position and she will start training my anus by fingering, using dildos and making me to cum with light strokes.
Honestly speaking there is no other way and I absolutely just feel the need to have a pussy….if I fail at least I had a girl and I need it.
Starting from yesterday we started to look for some escort girls together, and I must say it is a good fun..we are watching, commenting and getting excited together, perhaps by different reasons….but the fact is that I will have a chance to have an escort girl that I choose for me to fuck and under the eyes of my wife. This is something I can’t refuse in no way. If I fail, then at least it is going to me my wife playing with me and touching my cock, things that she doesn’t do for a long time, rather she trained me to cum in seconds by slightly touching my heads cock. I am optimist and I think my days are coming for better.

[Bsod83]

Its a trap!

But you might enjoy it anyway. Rightly done stimulation in the ass is great...

[tempus_fugit36]

Its a trap!

But you might enjoy it anyway. Rightly done stimulation in the ass is great...

I thought so too that this is a trap, but what are the options I have? From these offered conditions, I think this one is the best. I also have a strategy and am planning to talk to my physician about the use of double dose of viagra; viagra is great and helps me a lot, if I can take a stronger dose as per medical prescription, then certainly I will able to please the escort girl and myself for much longer than one hour. In this case I will win the bet and my wife will pay the escort. I am also planning to include in this game, for my wife have sex with the escort girl so I can see them. I know she will probably decline, but a bet is a bet…..
Have you been submitted to stimulation in the ass by your wife or girlfriend? I haven’t tried yet, but it looks great to think of a girl estimating from behind while with the other hand stimulate the cock as well.

[Bsod83]

Have you been submitted to stimulation in the ass by your wife or girlfriend? I haven’t tried yet, but it looks great to think of a girl estimating from behind while with the other hand stimulate the cock as well.

Regarding the dose of viagra, follow the instructions from your doctor. I think it could be dangerous to use to much.

Yes, i very much enjoy anal play, both on me and on my wife. It gives me the strongest orgasms. I really understand why many gay guys prefer to bottom.

But it can be very painful too, if too large objects, too little lube, or just too much force is involved. Relaxation is key. I need some warm up, starting with a smaller dildo (of a few fingers), before beeing able to handle a large dildo.

It seems like you both enjoy the game.

[Triceratops]

She is in charge of you. Youknow you must submit

[tempus_fugit36]

Have you been submitted to stimulation in the ass by your wife or girlfriend? I haven’t tried yet, but it looks great to think of a girl estimating from behind while with the other hand stimulate the cock as well.

Regarding the dose of viagra, follow the instructions from your doctor. I think it could be dangerous to use to much.

Yes, i very much enjoy anal play, both on me and on my wife. It gives me the strongest orgasms. I really understand why many gay guys prefer to bottom.

But it can be very painful too, if too large objects, too little lube, or just too much force is involved. Relaxation is key. I need some warm up, starting with a smaller dildo (of a few fingers), before beeing able to handle a large dildo.

It seems like you both enjoy the game.

But it can be very painful too, if too large objects, too little lube, or just too much force is involved. Relaxation is key. I need some warm up, starting with a smaller dildo (of a few fingers), before beeing able to handle a

My wife brought to me yesterday a kit with 3 different dildos in different sizes but none of them are small as I though and few different lubes and gel. Today I did a warm up and inserted one dildo (pacifier shape) and am wearing it at home. It was not difficult to insert and it feels comfortable, a bit strange but comfortable.

[elina]

Dearest Tempus_Fugit

I am very pleased to hear that you are now comfortably wearing a dildo, larger than you expected, brought to you by Your Winderful Wife, inside your ass. This is what your Wife and Cuckoldress wants and I hope that She will be very pleased when She learns about your progress.

While I understand your desire to prove to your Wife that you are up to Her challenge, I strongly suggest that you disclose to Her you plans to use a double dose of Viagra. To me, this sounds like cheating. I would be surprised if your Wife will tell you that this was part of Her challenge for you. To the contrary, I think She set up this challenge to make you realize that your best option is to submit to Her and allow Her to start controlling your sex life more fully. But only by asking Her can you be sure.

Your Wife sounds like an absolutely Wonderful Lady. I think your Wife is correct that She should have the right to have a meaningful relationship with you which should encorporate both of your sex-lives. Since you are no longer able to satisfy Her sexually, and She has learned to seek the satisfaction She is entitled to by cuckolding you with your consent and approval, I think Her suggestions are correct. I think you should be grateful to Her for actively seeking alternative life-styles for the two of you where you will gradually learn to love and serve your Cuckoldress in a new setting that She finds meaningfull.

Maybe now is the time to accept this and realize how lucky you are to have such a wonderful Wife. Hence please consider if you should not confess to Her that you planned to take Viagra, if She is OK with this then fine. If not, maybe suggest that in stead of spending the money on an Escort, maybe you should spend the money on a secure custom fit Chastity cage for you to wear to demonstrate your commitment to your Wife and your acceptance of what you need to become to please Her.

Sincerely
elina

[tempus_fugit36]

Dearest Tempus_Fugit

I am very pleased to hear that you are now comfortably wearing a dildo, larger than you expected, brought to you by Your Winderful Wife, inside your ass. This is what your Wife and Cuckoldress wants and I hope that She will be very pleased when She learns about your progress.

While I understand your desire to prove to your Wife that you are up to Her challenge, I strongly suggest that you disclose to Her you plans to use a double dose of Viagra. To me, this sounds like cheating. I would be surprised if your Wife will tell you that this was part of Her challenge for you. To the contrary, I think She set up this challenge to make you realize that your best option is to submit to Her and allow Her to start controlling your sex life more fully. But only by asking Her can you be sure.

Your Wife sounds like an absolutely Wonderful Lady. I think your Wife is correct that She should have the right to have a meaningful relationship with you which should encorporate both of your sex-lives. Since you are no longer able to satisfy Her sexually, and She has learned to seek the satisfaction She is entitled to by cuckolding you with your consent and approval, I think Her suggestions are correct. I think you should be grateful to Her for actively seeking alternative life-styles for the two of you where you will gradually learn to love and serve your Cuckoldress in a new setting that She finds meaningfull.

Maybe now is the time to accept this and realize how lucky you are to have such a wonderful Wife. Hence please consider if you should not confess to Her that you planned to take Viagra, if She is OK with this then fine. If not, maybe suggest that in stead of spending the money on an Escort, maybe you should spend the money on a secure custom fit Chastity cage for you to wear to demonstrate your commitment to your Wife and your acceptance of what you need to become to please Her.

Sincerely
elina

Hello Elina, thank you for your message and for sharing your thoughts. I didn’t plan to cheat my wife by using Viagra; she is well awe that I was prescribed to use Viagra whenever I want to have a sexual relation, but the idea of using the double amount is already discharged by my physician, who recommended me to not take more than 1 pill. My wife is okay with that dosage, but she still thinks I will be the fastest shoot in the west, as usual I am since a year. The escort services is a nice gift from her to me, because she knows I feel like a man and I need a woman for sex, but amazes me that fact that she is allowing and covering for these costs because she always was jealous and had a definitive NO NO approach when I suggested to have another girl in the bed because she is forbidden by her bull to intercourse me. I believe she is being flexible and looking for my flexibility so we can have a mutual sexual life in some way. I am still waiting for this weekend to book and have sex with a beautiful escort girl, my wife promised me to wear a very sexy lingerie to watch us (believe me, my wife is a beautiful lady…I always was and am in love for to her body and envy the other men that currently uses and abuses of her sexual body).
I am looking forward to see her reaction while I fuck the girl, possibly I will cum in seconds, but still viagra will make my cock hard enough to play for one hour I hope. If not, I wished my wife and the escort would have sex together…that would be a dream for me to watch. I didn’t propose it, perhaps she is planning to make a surprise after she proves I am not a man to make sex to a woman? So many questions I have to be answered, time will tell.

The dildo is there still and I feel comfortable. My wife informed me that she will depilate my bum and anus very soon and added that I have a beautiful bum… I can add that she is happy to see the dildo in me and she started to be much more friendly and talk active to me, as she was in the good old times when I was still her man. These things makes me feel happy.

[ucaneffher]

So it seems you are remaining open minded to surrendering your last bit of manhood if you are not able to perform well with the escort.

Does this mean that in the event that you don't do well with the escort, in the near future you and your wife will both be receiving anal from men?

[Bones]

Would it satisfy your wife's conditions/concerns about the two of you having a sexual relationship for her to peg you? I see that as an alternative to having her bull assfuck you, which you seem to be hesitant about.

[tempus_fugit36]

So it seems you are remaining open minded to surrendering your last bit of manhood if you are not able to perform well with the escort.

Does this mean that in the event that you don't do well with the escort, in the near future you and your wife will both be receiving anal from men?

I am a man and I will always be a man…today is the day and I will meet a beautiful girl at our house and will have sex with her; I have been waiting for this moment for so long….the weather is even too warm and sunny, prone for opening the windows…so I will let the bedrooms windows wide open, just as usually my wife does when she have male visitors. It is not uncommon that neighbors watches what is happening in our room because our house is located in a lower position than the most houses. I wouldn’t say this event is the last chance, but a new start and a good recovery for myself and for our marriage. If I fail I don’t know, but I feel good and very confident that I will satisfy both the girl and myself.

[tempus_fugit36]

Would it satisfy your wife's conditions/concerns about the two of you having a sexual relationship for her to peg you? I see that as an alternative to having her bull assfuck you, which you seem to be hesitant about.

I had erectile disfunction for at least 2 years, than the recovery process took me another 3,4 and my wife indeed was pegging me for sex. She did the possible and impossible to make me to get an erection, but nothing happened down there…she is beautiful, used lingeries every day for me, nice makeups and you name it, nothing happened down there so bad I was, so she did peg and a LOT. It was on the edge of a separation that I suggested her to have another men and at first she didn’t accept it, replying she was not a whore. It took time and a lot of communication. I am glad she eventually accepted and started to have sex with other men, honestly speaking I am thankful to them to do MY job. I had to be VERY supportive to her when I came home and she was crying because had sex with one or another guy..transparency helped us and gave me time without pressure for my sexual recovery. I don’t feel less man neither that I lost my manly hood for what I am nor for what I did or do. Sex is important but it is not all in our lives.
So who is the one who normally had to peg!? I don’t Jini it is her, she did a lot for me and she still does.
I am a man and I will always be a man…today is the day and I will meet a beautiful girl at our house and will have sex with her; I have been waiting for this moment for so long….the weather is even too warm and sunny, prone for opening the windows…so I will let the bedrooms windows wide open, so the neighbors can see as I know some does see my wife with other men in our bed. It is not common the neighbors keep an eye on others business but the geography of our neighborhood is prone for that and house is located in a lower position than the most houses. I have nothing against it honestly speaking, should these encounters be secret, then my wife would keep the windows closed. I am just saying that to give an example how much she changed compared from the past, and a change for better. I wouldn’t say this event of today is the last chance I have, rather a new start and a good recovery for myself, my ego and for our marriage. If I fail I don’t know, but I feel good and very confident that I will be a nice afternoon both the girl, myself and for my wife that will be observing us wearing lingerie.

[elina]

................ I am just saying that to give an example how much she changed compared from the past, and a change for better. I wouldn’t say this event of today is the last chance I have, rather a new start and a good recovery for myself, my ego and for our marriage. If I fail I don’t know, but I feel good and very confident that I will be a nice afternoon both the girl, myself and for my wife that will be observing us wearing lingerie.

Dear Tempus-fugit

Cannot wait for you to update us on how you did with the Girl....

Sincerely
elina

[tempus_fugit36]

................ I am just saying that to give an example how much she changed compared from the past, and a change for better. I wouldn’t say this event of today is the last chance I have, rather a new start and a good recovery for myself, my ego and for our marriage. If I fail I don’t know, but I feel good and very confident that I will be a nice afternoon both the girl, myself and for my wife that will be observing us wearing lingerie.

Dear Tempus-fugit

Cannot wait for you to update us on how you did with the Girl....

Sincerely
elina

Hello Elina… I am glad you asked and I am even more glad to share that the encounter was far beyond my expectations….it was superb! I will not enter into details unless you want to know in separate…(there are some here that may not be interested) but I felt like a MAN again and despite to have come quickly as I was expecting, my cock stayed hard for most of the time for me to enjoy the whole hour in pleasure…(I came twice inside the girl and of course with condom).and the girl came nicely in a undeniable and unfakeable wet orgasm…….delicious….Most certain the whole scenario made me to get the excitement I needed and it was obvious the surprise reaction of my wife dressing lingerie only and watching to every movement the girl made.
I choosed a young beautiful young brunette, which happens to do these encounters casually for fun only, according to her, her default occupation is to work as receptionist in an international company, despite of be a student.
The girl wasn’t informed anything about my issues and nothing bad really happened. I was so happy that after we finished I cordially asked her that I was interested to buy her panties if she would wipe her wet pussy out with her panties. She was reluctant to sell me her panties because she didn’t have another one to go home, but at the end she accepted and I paid for it.
Before she left she confessed to be surprised for my own wife to have allowed this encounter to happen and even paid for it,
What amazes me is the fact that my wife wasn’t a bit jealous as I thought she would be as in the past. This may well indicate a bad sign, like she doesn’t love me anymore, but at some point I noticed she was watching us ans masturbating too…that was unexpected.
As you can imagine, I am feeling wonderful today and after a long time Pussyfree I got my cock happy. I don’t know how do you se sit, but I had to share my feelings too…

[ninto]

Congratulations! I'm glad to hear that things went well for you, and that you were able to perform...

Did you have a discussion with your wife about things afterwards? How does she feel about what she saw?