The progress so far, and where to go from there

Dread69

Male
Hello everyone, this is my story so far on where I am at with this fantasy becoming reality. Currently I'm a 28 year old and she is 28 as well (we can call her B), we've been together 9 years now. She is 135 lbs. 5ft 6 blonde with a good rack and a tight ass. She has had only one other sexual partner before me, and which she described him as a boring fuck when they did fuck. My realization of my kink for fantasizing her with another man started early in our relationship, when we used go out drinking at bars. Fueled by alcohol, weed and courage I always let her do her magic to get "free drinks" from men by flirting with them. Which sometimes would lead the man to go for a quick ass grab or typically wanting to take her home after. She never went any further than that however, as well as I didn't feel jealous about it just..aroused...like crazy.

Today we don't do the bar scene so much as we became parents as life moved on. However the sex got dull for a solid year, and I think it was due to us both not being open about our desires on each end as well as being busy parents. I watched a lot of cuck porn that dull year and realized this kink needed to possibly be incorporated as it was one of my desires/fantasies that crossed my mind often. I asked B if she wanted to try anything new in the bedroom. B took it offensively thinking she was the problem in the bedroom to which I reassured her it wasn't and that I wanted to fulfil any sexual desires and that we can still have fun while we're young. B then said she's always wanted to try a Dildo before. (at that point I've read online dildos have opened up a lot of cuck play before so I was ecstatic). So we shopped online for a dildo and she picked it out, which I can attach a photo of it. B said she wanted one the same size as mine but when the dildo arrived it was for sure bigger than my dick and thicker as well by a good 2 inches. The first couple of times using it she just gave it a BJ while I fucked her doggystyle, but I still came very hard and I knew she noticed. B asked me if that turned me on and I said oh god yes!

Cut forward a few months we finally had a date night planned, B wanted to go out and have fun and I helped her pick out her outfit. I dressed her as sexy as possible to try and recreate old times(I'll attach photo from that night). As usual she was being hit on left and right that night and I was sexually pent up and ready to go. We go home, she pulls out the BWC dildo and asks me do I wanna watch? I said sure. She started fucking her pussy with it saying " Oh that's such a big dick", she then wanted me to hold the dildo while she rides it and I jerk off. She then ask " Do you like watching?" I told her it was the hottest thing ever! B said " good cause I want you watch this dick fuck me" She then wanted me to fuck her with the dildo in doggystyle ( I have a video ) and she had a whole body tremble orgasm and creamed all over the BWC dildo. After that night I believe my kink was apparent to her without me even telling her my cuck fantasy she almost seemed to know. ( she might of went through my porn history ).

It soon turned into dressing her in lingerie and dressing her sexy when we go out to do errands see which men gawk at her. To telling me which men she found attractive at any given time, even her teasing one of neighbors in my other post. However I still am not officially cucked, and do not no where to go from here without pushing limits. Sorry for the long post any advice appreciated!
 

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Seems like she is taking things in the right direction and you may not need to do much. There is a possibility if you push for something and it becomes more your fantasy, she may push back... although there's also the chance if you're direct, she might just say she's into it.

If you want to play it safe though, I'd maybe just schedule another date night, go to some place maybe with dancing and tell her you'd like to watch her flirt like the old days and maybe dance with another man. Then just gradually take it a bit further each time until you think she might be ready to do something. Next time she asks you if you like to watch, you could admit you'd like to watch her get fucked for real.

Really, it seems like you're off to quite a good start.
 
Seems like she is taking things in the right direction and you may not need to do much. There is a possibility if you push for something and it becomes more your fantasy, she may push back... although there's also the chance if you're direct, she might just say she's into it.

If you want to play it safe though, I'd maybe just schedule another date night, go to some place maybe with dancing and tell her you'd like to watch her flirt like the old days and maybe dance with another man. Then just gradually take it a bit further each time until you think she might be ready to do something. Next time she asks you if you like to watch, you could admit you'd like to watch her get fucked for real.

Really, it seems like you're off to quite a good start.
Thanks for the advice!
 
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Hello everyone, this is my story so far on where I am at with this fantasy becoming reality. Currently I'm a 28 year old and she is 28 as well (we can call her B), we've been together 9 years now. She is 135 lbs. 5ft 6 blonde with a good rack and a tight ass. She has had only one other sexual partner before me, and which she described him as a boring fuck when they did fuck. My realization of my kink for fantasizing her with another man started early in our relationship, when we used go out drinking at bars. Fueled by alcohol, weed and courage I always let her do her magic to get "free drinks" from men by flirting with them. Which sometimes would lead the man to go for a quick ass grab or typically wanting to take her home after. She never went any further than that however, as well as I didn't feel jealous about it just..aroused...like crazy.

Today we don't do the bar scene so much as we became parents as life moved on. However the sex got dull for a solid year, and I think it was due to us both not being open about our desires on each end as well as being busy parents. I watched a lot of cuck porn that dull year and realized this kink needed to possibly be incorporated as it was one of my desires/fantasies that crossed my mind often. I asked B if she wanted to try anything new in the bedroom. B took it offensively thinking she was the problem in the bedroom to which I reassured her it wasn't and that I wanted to fulfil any sexual desires and that we can still have fun while we're young. B then said she's always wanted to try a Dildo before. (at that point I've read online dildos have opened up a lot of cuck play before so I was ecstatic). So we shopped online for a dildo and she picked it out, which I can attach a photo of it. B said she wanted one the same size as mine but when the dildo arrived it was for sure bigger than my dick and thicker as well by a good 2 inches. The first couple of times using it she just gave it a BJ while I fucked her doggystyle, but I still came very hard and I knew she noticed. B asked me if that turned me on and I said oh god yes!

Cut forward a few months we finally had a date night planned, B wanted to go out and have fun and I helped her pick out her outfit. I dressed her as sexy as possible to try and recreate old times(I'll attach photo from that night). As usual she was being hit on left and right that night and I was sexually pent up and ready to go. We go home, she pulls out the BWC dildo and asks me do I wanna watch? I said sure. She started fucking her pussy with it saying " Oh that's such a big dick", she then wanted me to hold the dildo while she rides it and I jerk off. She then ask " Do you like watching?" I told her it was the hottest thing ever! B said " good cause I want you watch this dick fuck me" She then wanted me to fuck her with the dildo in doggystyle ( I have a video ) and she had a whole body tremble orgasm and creamed all over the BWC dildo. After that night I believe my kink was apparent to her without me even telling her my cuck fantasy she almost seemed to know. ( she might of went through my porn history ).

It soon turned into dressing her in lingerie and dressing her sexy when we go out to do errands see which men gawk at her. To telling me which men she found attractive at any given time, even her teasing one of neighbors in my other post. However I still am not officially cucked, and do not no where to go from here without pushing limits. Sorry for the long post any advice appreciated!
Very hot story and very sexy lady you have there! It definitely sounds like you are on the right track. I pushed a little too hard and my wife backed off a bit but recently she has picked it back up on her own. The other night I asked her what her "big friend", what I call her 9 inch dildo, was doing to her and she said on her own "he's about to make me cum" and "he's filling me up" completely on her own. She's always said "it" but now she said "he" and continued to refer to the dildo as he after that. I have the audio of it if you want to hear just PM me. That being said I think you are at the perfect pace and I wouldn't rush her she's already putting it in her mind on her own. Best of luck to you!!
 
Very hot story and very sexy lady you have there! It definitely sounds like you are on the right track. I pushed a little too hard and my wife backed off a bit but recently she has picked it back up on her own. The other night I asked her what her "big friend", what I call her 9 inch dildo, was doing to her and she said on her own "he's about to make me cum" and "he's filling me up" completely on her own. She's always said "it" but now she said "he" and continued to refer to the dildo as he after that. I have the audio of it if you want to hear just PM me. That being said I think you are at the perfect pace and I wouldn't rush her she's already putting it in her mind on her own. Best of luck to you!!
Thank you for your feedback much appreciated! I would love to hear it as well!
 
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Any update on where you believe this is going? Do you have a sort of timeline?
Well an ideal way of this going would be to let her start choosing men she finds attractive and potentially do risky things such as kissing them or even better blowing them. Maybe do some online play with strangers while I’ll sit back and watch. Then eventually push the full mile and have a hung man fuck her good
 
I sure did and she had that stretched feel to her, loved it
With my wife, we started with the dildo and then I would double fuck her with it both of us in her Cunt at the same time we dirty talk about good about how good it felt at once obviously overtime and a lot of drinking. I was able to convince her that she should try to, unfortunately it wasn’t my cock and another one. It was two other guys in a hot tub, but I was there and could watch. She even suck me off while they were both fucking her. It was so hot but I think something like that would work for you too just take it slow and ease into it , I think she’ll really enjoy being able to have multiple men. Let me know how it goes.
 
With my wife, we started with the dildo and then I would double fuck her with it both of us in her Cunt at the same time we dirty talk about good about how good it felt at once obviously overtime and a lot of drinking. I was able to convince her that she should try to, unfortunately it wasn’t my cock and another one. It was two other guys in a hot tub, but I was there and could watch. She even suck me off while they were both fucking her. It was so hot but I think something like that would work for you too just take it slow and ease into it , I think she’ll really enjoy being able to have multiple men. Let me know how it goes.
Sounds like you hit the jackpot with that hot tub time! That would be awesome, but yes in due time I believe we will get there
 
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With my wife, we started with the dildo and then I would double fuck her with it both of us in her Cunt at the same time we dirty talk about good about how good it felt at once obviously overtime and a lot of drinking. I was able to convince her that she should try to, unfortunately it wasn’t my cock and another one. It was two other guys in a hot tub, but I was there and could watch. She even suck me off while they were both fucking her. It was so hot but I think something like that would work for you too just take it slow and ease into it , I think she’ll really enjoy being able to have multiple men. Let me know how it goes.
Hah, holy crap - had you shared her before that or did it go straight to 2 guys in a hottub haha?

Hmm, wait, I have a hottub... haha, would never happen though, at least as long as I have kids living at home.
 
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Hah, holy crap - had you shared her before that or did it go straight to 2 guys in a hottub haha?
No, I hadn’t shared her before. There was four of us in a hot tub and obviously we were naked. I was sitting across from her and she was sitting in between the two other guys all of a sudden I could tell by the look on her face that something was going on under the water that I couldn’t see, both of the men had spread her legs and rubbing her cunt I could tell she was getting horny from them, rubbing her Cunt, but I just went with it. They looked at me and I gave them the nod of acknowledgment. next thing I know their hands were all over her tits. The other guy stood up and she started sucking his cock right in front of me. It was so hot. I got up out of the water and just started jacking off in front of all of them, she slid up on the other guys lap, and I could tell he was fucking her water doesn’t make for good lube though so he got up out of the hot tub and sat on the edge and sat her right in front reverse cowgirl so I could watch his huge cock stretching out her pussy the whole time she was sucking the other guy off after about 15 or 20 minutes of this, they change positions this one on for a while in the end, they double fucked her with both guys in her Cunt at the same time she said she loved it feeling all stretched out and full of hot throbbing cock. It was wonderful when they both came inside her at the same time we went home, not too long after that and she gave me the privilege of licking her clean and sucking all of their cum out of her Cunt. It was great again.
 
Well an ideal way of this going would be to let her start choosing men she finds attractive and potentially do risky things such as kissing them or even better blowing them. Maybe do some online play with strangers while I’ll sit back and watch. Then eventually push the full mile and have a hung man fuck her good
That or try to get her to go out with any single or wilder friends that she has and tell her you want her to flirt and get herself all wet, then come home and fuck you. I do this with my wife and we often have the best, dirtiest sex when she's been out and I know she's been flirting with other dudes.

A few months back she went out with a divorced friend and they ended up going to a strip club (for men) and met 3 guys there. She came home and told me about how one of the guys was talking her friend up and the other two were competing to try and make something happen with my wife. Apparently the friend went home with 2 of the guys (and said nothing happened, which sounds BS) and my wife came up soaking wet and wanted my cock. I made her tell me how she was horny from other men wanting to fuck her as we had sex and it definitely made her cum thinking about it.
 
No, I hadn’t shared her before. There was four of us in a hot tub and obviously we were naked. I was sitting across from her and she was sitting in between the two other guys all of a sudden I could tell by the look on her face that something was going on under the water that I couldn’t see, both of the men had spread her legs and rubbing her cunt I could tell she was getting horny from them, rubbing her Cunt, but I just went with it. They looked at me and I gave them the nod of acknowledgment. next thing I know their hands were all over her tits. The other guy stood up and she started sucking his cock right in front of me. It was so hot. I got up out of the water and just started jacking off in front of all of them, she slid up on the other guys lap, and I could tell he was fucking her water doesn’t make for good lube though so he got up out of the hot tub and sat on the edge and sat her right in front reverse cowgirl so I could watch his huge cock stretching out her pussy the whole time she was sucking the other guy off after about 15 or 20 minutes of this, they change positions this one on for a while in the end, they double fucked her with both guys in her Cunt at the same time she said she loved it feeling all stretched out and full of hot throbbing cock. It was wonderful when they both came inside her at the same time we went home, not too long after that and she gave me the privilege of licking her clean and sucking all of their cum out of her Cunt. It was great again.
That's hot - I've done the dildo with my cock a number of times and my wife quite likes the fantasy of getting fucked by two cocks but she hasn't been shared yet and it was quite a long road to just get to the point where she could admit this all turned her on and start to become part of our sexual roleplay. She's the kind of girl who can sometimes take things from 0 to 11 though, so I feel like if we could ever get away from the kids, in the right environment, things might jump forward.
 
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