Stuck on converting my Conservative HW

Love to hear suggestions and how to inch it forward more without totally freaking her out. I want her to know I want to be a stag not a cuck and I get pleasure by watching her be a slut.
Hello,

it's always interesting for me to read the reasons why a man wants to share his wife with other men. Thanks for the nice explanation and some examples of your progress.

You must know: Fantasy and reality are 2 different worlds! So I can certainly understand when she says: "cool it down".
You wrote that you want to be a stag, not a cuck. Have you already talked with her about a threesome or even a partner swap? Have you already talked to her about a threesome or even swapping partners? Maybe that would be a good starting point to move on. Communication is the key! Talk to her about it to discover something new together.
I actually think she’d do better with strangers. Because then she could separate it. pretend it is fantasy land.
I completely agree with you. Strangers are good, above all it avoids a lot of trouble afterwards. Especially it can be a one time thing. Of course, it shouldn't be the first best, so take your time to choose the right person/couple.
 
Some good advice in here, and some other advice as well.
I always liked the suggestion of exposing her to some chattiness and flirting in bars or other spaces. The point here is that not only does she have to deal with any self inflicted guilt if she is with another man, she also has to wonder how you will react to seeing your fantasy come to fruition.
A little bit of extreme attention from you after seemingly meaningless interactions with a stranger will go a long way in reassuring her that youre not going to turn into a jealous monster and ruin the relationship.
Dildos are fun,but you have to both be ok with seeing a face attached to it, because there would be.
Good luck, dont pressure her or yourself, these times youre in now are actually pretty fun!
 
I have spent past 6 years making progress.

My wife and I grew up in the church. She is a stay at home mom and we have a fairly conservative home.

However, her and I years ago started having a bit more fun in bedroom when she admitted she was curious about toys. Started with a vibrator, then one of those pink dildos. It was fun but we kept pushing it. Soon it was realistic dildos and larger. Eventually, I got her up to 12” huge cocks. I began obsessed with seeing her take it and stretched. she’d cum all over it and I love seeing that cum. So I told her it would be extra hot to get a black one so I could see the white cum better. That got me really into the idea of her taking big black cocks.

This led also to me fucking her with it while she sucked me. I started saying, “you like taking two cocks? is that your fantasy? Multiple” I’d get moans and excitement.

Later this led to DP fun. She started enjoying having her holes filled at same time.

At the same time, I started sharing how I love when she dresses sexy. Especially bikinis. I even got her to wear a thong bikini twice but then she said she was uncomfortable and wont do it again.

Recently she bought a VERY short dress for date night. At the bar I got her to take her panties off and put it in my pocket.

On the drive home while it was raining I massaged her tits while she spread her legs and fucked herself in the car. When we got home the alcohol really was hitting. She full out was saying, “you’d like to watch your wife fucked” and “I wish I could be covered in cum” and so I role played beach fucking with others watching, a trip to vegas inviting a football team up.

At this point it is as far as I can get her. afterwards she says “sorry for that” and we need to “cool it down”.

Love to hear suggestions and how to inch it forward more without totally freaking her out. I want her to know I want to be a stag not a cuck and I get pleasure by watching her be a slut.

ps… I welcome tributes of you jerking to my wife. add to my collection to show her one of these days. especially if you are a BBC. I will reward you with more pictures.
Dang Dude! lol You been reading my mail? Haha! I can’t imagine how our stories could be so much alike. Right there with you (including our current point) except that my wife has plainly stated that whatever she allows or eventually agrees to do for me, she won’t be sorry or ashamed of doing so no apology will be expected. But she cautioned me that she can’t honestly say with 💯 certainty that she won’t like it too much when it’s the real thing and she doesn’t know what ramifications that could possibly have for my ego and ability to trust her to do only what we agree on and together as a threesome or maybe me watching and pitch hitting between their play.
Haven’t found the right guy yet but we will. I’m supposedly the only one actively looking for him but I have a feeling she’s gonna find her way to attract and introduce the one she wants.
Best wishes Bro, please keep me posted. 👍🏽
 
You are doing a great job and stretching g her helps I think, when she gets into the big dildo and is really wet, tell her how she deserves to try a real cock that big. You said she bought a dress that shows her great body off, do the bar thing, tell her you want her to go into a bar alone, like she is waiting for a friend, tell her you will come in later and pretend you don’t know her but sit by her. Tell her you want to see how long it take a guy to hit on her and buy her. A drink.
Solid advice
 
Let's temper expectations here. Just because she has a few drinks and says things like that doesn't mean she is close to anything. It means she has deep seated inhibitions that the alcohol can penetrate. It also means that at some level she is excited by it.
The best path forward is the next time she says sorry I was like that, you say something like "I'm not it really turned me on". Don't hammer or badger her. Let her stew on that. She was off the chain wanton and you liked it. See if she will use the dildo and let you just watch. Then tell her how hot it was. Swoop in and eat that kitty like you are starving. They key is to create a dynamic where she doesn't feel like she is being judged by being sexual. Society puts all the pressure on women to maintain sexual purity. Boys just get to be boys. Once she feels like she can be sexual you can shepherd her along into more risque things. See if you can take pics. Then let her know you were jerking to those. Videos too. Make sure she knows you would never share those and betray her trust. Most importantly don't betray her trust. When she feels like she can trust you with her most personal and vulnerable self she will feel like she can trust you with more. DO NOT be one of these horn balls you will encounter here. Your wife will just shut down. Take your time and let it grow. If she is open to it, she will get there unless you get in her way. This forum is littered with posts by guys who got in there own way and destroyed not just any chance at being a cuck, but their sex life too
. . . Smart man! 👍
 
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Let me know how it works. Taking my wife to a hotel in Syracuse ny next weekend hoping they have a wedding or something there. Earlier in the year she even let me leave her alone in the bar while I checked in and brought luggage to room etc. she didn’t get to flirt but a few guys tried but their wife’s shut it down ASAP lol there was a family karate tournament nearby so it was all families. She was disappointed she didn’t get to flirt. Lol

So hoping now it’s summer they do weddings and receptions there. Assuming guys alone drinking at the bar should open opportunities to flirt and if a connection who knows…. Hoping. lol I told her before if she ever meets anyone she likes invite them to the room for a drink cause it’s free, nothing has to happen just a drink. She was open to the concept as I framed it that nothing has to happen. And I’d be there so I he needs to be forced to leave np. lol I’m more a stag than a cuck. I will not be shamed nor embarrassed I’m ok’ing my wife to fuck if she wants, not cause I feel inadequate.
How did it go taking her to hotel in Syracuse?
 
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Let's temper expectations here. Just because she has a few drinks and says things like that doesn't mean she is close to anything. It means she has deep seated inhibitions that the alcohol can penetrate. It also means that at some level she is excited by it.
The best path forward is the next time she says sorry I was like that, you say something like "I'm not it really turned me on". Don't hammer or badger her. Let her stew on that. She was off the chain wanton and you liked it. See if she will use the dildo and let you just watch. Then tell her how hot it was. Swoop in and eat that kitty like you are starving. They key is to create a dynamic where she doesn't feel like she is being judged by being sexual. Society puts all the pressure on women to maintain sexual purity. Boys just get to be boys. Once she feels like she can be sexual you can shepherd her along into more risque things. See if you can take pics. Then let her know you were jerking to those. Videos too. Make sure she knows you would never share those and betray her trust. Most importantly don't betray her trust. When she feels like she can trust you with her most personal and vulnerable self she will feel like she can trust you with more. DO NOT be one of these horn balls you will encounter here. Your wife will just shut down. Take your time and let it grow. If she is open to it, she will get there unless you get in her way. This forum is littered with posts by guys who got in there own way and destroyed not just any chance at being a cuck, but their sex life too
. . . Smart man!
Thanks. I try to be the counterweight to the many people who provide bad "advice" based on their fantasies not the reality of what the OP actually experiences
Isn't that the truth! I'm all for people having a great time, but YIKES -- some stuff is just SO off the money. Good to know that someone else here is thinking with their head! ... No, I mean the one on top 🤦‍♂️ . Take care and keep safe, YNB.
 
2025, Hello wantabe cuckold(s). I am Robbie in Norman, Oklahoma, a bimale with a nice c*ck and nice tits.

If you want her to fuck other cocks then after you fuck her - start licking her pussy clean - do this every time you fuck her then after the 10th time - while you are licking her pussy - I am fantasizing that you fucked a cock earlier in the day and I am licking his cum from your pussy. It is all about pleasing you not my cock. I am OK being a sissy cuckold.

I want you to try this on your wife or GF - do this every time when you suck her tit. Suck her tit like a cock. Bounce or bobb your head on her tit just like you would if you were sucking a cock. Do this at least once a week. Third week, start sucking her tit then tell her that you are fantasizing. Hoping she says what are you fantasizing about. If not, suck her tit like a cock then just say -- I am fantasizing that I am sucking your tit like a cock. Don't wait - you say - tell me to suck your tit like a cock. When she tells you to suck her tit like a cock -- sucked harder and deeper.

Three more weeks -- start sucking her tit then you say - ask --- May I please suck your tit like a cock cause I am a sub sissy faggot cocksucker. Repeat it often to yourself and to her while you are sucking her tit. Yes I am a sub sissy faggot cocksucker - yes I am sucking your tit like a cock. Dry hump her while you are sucking her tit like a cock and you might just cum on her leg or in your panties.

Email me back (robbiewillsucku at gm ail) and tell me how she responded and what you are doing now to please her.
 
Some great advice on here. I certainly appreciate that you are willing to ask advice on the matter to strangers, but experienced folks on here. Things just happen in this arena. I don't think it is like trying a new restaurant or things with no real emotional attachment. There is human interaction at a very intimate, yet raw sexual energy involved. I agree to take things slowly and let them unfold as they may. Your fantasy may not be hers. Ask her about her deepest fantasies, and then you tell her. Try to open up new avenues on other topics that trying new things will broaden our lives and help live life to the fullest. Try it, and if we like it, let's explore more. If we find it is not for us, well, we tried new things with each other. Just me opinion and trying to help here. Good luck.
 
I have watched vids like this with my wife, but she claims to have no interest. Unfortunately.
Yes same here - I think if the woman is not a sexual person in her thinking / attitude / open minded she will respond negatively . I have had around 3 or 4 ex partners who were sexual / liked sex / sex stuff etc and who would have been responsive to trying anything really I suppose - one in particular WANTED me to watch her being fucked - that’s the difference the woman WANTS to try stuff , WANTS to make her partner happy / fulfilled - tick off there sex / fantasy list etc .