Wife suggests Ladyboy, Mind blown !

[Darkgemini]

My wife and I are quiet adventureous and are interested in exploring many different forms of pleasure and pushing boundaries. We recently spoke about sexual fantasies and as ever top of my list was a threesome FFM while she explained she only be open to a foursome with another couple so it was more balanced and no one would be left out, or mFM as at least everyone can get what they need.we went back and forth with neither of us backing down when out of no where my wife suggested that a beautiful ladyboy who was well endowed would be the best solution ....I was shocked and laughed it off saying that it would be pretty obvious to tell if a female was transgender given the retaining masculine features etc. She laughed and said she would prove me wrong..

We commonly send eachother sex messages with photos or gifs when we are horny and away from eachother to spice things up so when I was getting a few messages during the week it wasn't anything new. However she would send messages of very hot women , I mean really hot and add comments like "I may consider FFM with her, she is very hot, would you **** her?" . Of course I would be like hell yes and shortly after she would send another picture of same girl revealing , you guessed it a cock.

I was blown away and shocked at how convincing some ladyboys are and you really wouldn't know if the genitials were covered. I know now she used two pornstars Jane Marie and Carolina rameriez, for example and so yes I was caught out big time. My wife is of course saying now that having a threesome with a ladyboy is the best option and that genitials have nothing to do with sexual preference, but I am still on the fence. I will admit it's not as black and white as I first imagined however it's still an unclear sexual line to cross.

My wife has pushed things further by recently opening my mind to the prostrate also which caused a question raising powerful orgasm but I am 100% heterosexual. Her argument is that being penetrated and receiving pleasure from that has nothing to do with sexual orientation, if you are attracted to the female form then your straight but that a threesome where everyone can be penetrated is the only option....

My mind has been opened I'll admit that but I'm not so sure I would go this far...keen to get other people's views on the topic so please share..... May have opened pandora box here ha! Be careful of those kinky wife's out there...

 

[trion20001]

Lady I used to go out with introduced me to transgender girls. She was really into scenes where they were swollowing jizz from their partners or their own semen.

Some of them were absolutely stunning! Haven't yet gotten to be with one in person but gets you thinking.....

 

[Darkgemini]

Thanks for response Trion, Hopefully will get lots of good opinions here. Who was swallowing whos cum ? If you had opportunity with hot feminine transgender, with big cock , would you cross the line? It's a conundrum

 

[trion20001]

She was swallowing her own as well as her partner's cum. There are many vids of them swallowing their own after jerking off solo too.

Don't know if I would cross that line in reality though but gets you thinking.....

 

[geronimo_appleby]

nana plaza, bangkok is the place to be.

 

[blowit]

My wife and I are quiet adventureous and are interested in exploring many different forms of pleasure and pushing boundaries. We recently spoke about sexual fantasies and as ever top of my list was a threesome FFM while she explained she only be open to a foursome with another couple so it was more balanced and no one would be left out, or mFM as at least everyone can get what they need.we went back and forth with neither of us backing down when out of no where my wife suggested that a beautiful ladyboy who was well endowed would be the best solution ....I was shocked and laughed it off saying that it would be pretty obvious to tell if a female was transgender given the retaining masculine features etc. She laughed and said she would prove me wrong..

We commonly send eachother sex messages with photos or gifs when we are horny and away from eachother to spice things up so when I was getting a few messages during the week it wasn't anything new. However she would send messages of very hot women , I mean really hot and add comments like "I may consider FFM with her, she is very hot, would you **** her?" . Of course I would be like hell yes and shortly after she would send another picture of same girl revealing , you guessed it a cock.

I was blown away and shocked at how convincing some ladyboys are and you really wouldn't know if the genitials were covered. I know now she used two pornstars Jane Marie and Carolina rameriez, for example and so yes I was caught out big time. My wife is of course saying now that having a threesome with a ladyboy is the best option and that genitials have nothing to do with sexual preference, but I am still on the fence. I will admit it's not as black and white as I first imagined however it's still an unclear sexual line to cross.

My wife has pushed things further by recently opening my mind to the prostrate also which caused a question raising powerful orgasm but I am 100% heterosexual. Her argument is that being penetrated and receiving pleasure from that has nothing to do with sexual orientation, if you are attracted to the female form then your straight but that a threesome where everyone can be penetrated is the only option....

My mind has been opened I'll admit that but I'm not so sure I would go this far...keen to get other people's views on the topic so please share..... May have opened pandora box here ha! Be careful of those kinky wife's out there...

It sounds to me like you are, if you agree to it, about to be taken on a journey of a lifetime which I can assure you MANY of us on here including myself are jealous of. Would I 'submit' myself to this if I were in your place and my wife was suggesting this? Too 'kin right I would!! Go and share sexy shemale cock with your wife. Enjoy!

 

[naughtoldperv]

nana plaza, bangkok is the place to be.

My wife and I crossed that line while vacationing in Thailand once. This was in repayment for her letting me play with a couple of girls, which was not to her taste.......jealousy?
So she suggested the MFT adventure and I had to play along to be fair.
After we cruised the bars and I saw a lot of hot possibilities, but she wanted to choose...........small dick/big mistake, as the guy/gal she choose was not my choice and taste. We did the thing, but the only thing that was a turn on was watching my wife get a little turned on.
Been there/done that.......do it again/I dunno??

 

[FL30]

I would jump at the chance. It is better to have experienced it than to always wonder, what if?

If you're not attracted to guys, then you're NOT gay if that is what is bothering you.

Sounds like you've got a hell of a wife that is extremely open minded. Lots of people on here and in the real world outside of Lit, would LOVE to have a wife that is so open minded.

 

[Darkgemini]

is it really a turn on for other women?? How far to go?

Everyone here really gives honest feedback , thank you! I think it is that internal dilemma , looks like a lady but biologically still a dude. I'm very open-minded myself this is just an area I haven't been exposed to before. My wife is awesome for sure, she pushes my boundaries for sure in terms of sexual pleasure!

Certainly not attracted in anyway to the male physical form I'm just surprised that a gorgeous female with big cock can be attractive! Maybe if I was really horny and she was very hot I might go try it but even the thought of it is a mind fuck and how far would people go?

Wife said she knows I'm hesitant but wants to peg me first (also never tried) and she said she knows I'll like it! And if I like that then why not take the real thing. She keeps pushing buttons though and also wants to encourage me to suck her cock, she said that would be a massive turn on for her!!!! Teaching me to deepthroat and swallow a big cock transgender load!!!!

I also don't this think the ladies she sends me to try and convince me in real life would actually exist regular life. How far would you guys go and do women really find this a turn on????? I thought I knew kink but obviously had no idea!

 

[nexttome]

I met up with a tgirl in vegas last month. Honestly, I wasn't 100% sure for a little while,(late at night and a few drinks.) However, up in my room there was no doubt. Small tits, long cock - nice ass. You should try it.

 

[Darkgemini]

Great insights here, more opinions and advice and experiences

How did it go nexttome? What did ye try? And how did you feel during and afterward ? Blowit and fl30 you seem pretty open minded and enthusiastic on the concept can you advise why this is an attraction and what you would if you had the opportunity. Any female opinions really welcome! Also , Maybe kinky but would you view your man the same way if you saw them being this open ....

 

[Darkgemini]

Pegging? First step

Also if anyone has tried it, is pegging a good step to take before even considering this? My wife also expressed interest in doing this, making me suck the strap on first and making me swallow my own cum after! She is kinky but I just want to know if other women find this normal or a turn on?

 

[policywank]

I am very open to my man participating with a ladyboy or a guy. And it is completely natural to enjoy prostate stimulation - logically a guy would enjoy the stimulation of anal sex even more than I do - be that with a finger or pegging or whatever.

However, I would make two cautionary comments based upon what you have said.

Firstly, if you really do want to try something whether or not it is "gay" is of no consequence whatsoever. I find it difficult to imagine truly opening yourself to the experience if the "am I or am I not" question is still rattling around in your head. As a woman, I don't find the adventurousness unmanly or unattractive at all but the second guessing and seeking of validation, meh not so attractive.

Secondly, you wife is trying to tell you what you know deep down inside about a threesome. Any woman can easily satisfy two men. Very few men can satisfy two women and even then either of those women could have sated his desires on her own. She has greater sexual capacity than you because she is a woman. It is her physiology. If either of you is to get an extra member of the opposite sex, you may have the greater desire but she has the greater need and capacity. Your wife wants MMF or another couple because she wants there to be something in it for her. She is doing her best to accommodate your desire for a woman and her desire for a cock. Accept that or skip it but don't ask her to delude you that FFM is what she wants.

 

[geronimo_appleby]

My wife and I crossed that line while vacationing in Thailand once. This was in repayment for her letting me play with a couple of girls, which was not to her taste.......jealousy?
So she suggested the MFT adventure and I had to play along to be fair.
After we cruised the bars and I saw a lot of hot possibilities, but she wanted to choose...........small dick/big mistake, as the guy/gal she choose was not my choice and taste. We did the thing, but the only thing that was a turn on was watching my wife get a little turned on.
Been there/done that.......do it again/I dunno??

i wouldn't partake, myself. had an entertaining night at the angel witch a couple of years ago, but that's not a lady-boy joint. was there for a reunion with an old friend from high school when we were both in the same timezone. some hot girls in there for sure, but the sex tourism thing isn't for me. the girls look so bored, too. no romance.

 

[Darkgemini]

So much to learn

Policywank great insight, you laid some knowledge down right there. You laid out some harsh reality too, MFF such a hot fantasy but in reality it would be difficult to satisfy two women like you see in porn but still a challenge I would love to try. Agreed very easy for any women to satisfy two men or more whether it be with oral or double penetration.

I know I'm not attracted to men in any shape or form like I said, I love women it's just a women with a cock still causes questions. It's a hot transgender with a big cock and I know they were originally a man yet I'm sitting here looking at these images my wife's sends me with a hard on....sexuality is very diverse I guess.

Guess if we do it, i gotta have conviction and dive in completely, whether that me fucking the transgender, the transgender fucking me and wife and me and wife taking that leap and sucking her cock...

Think better give into her strap on desires first just to see how it goes as a first step

 

[bigdave1961]

Also if anyone has tried it, is pegging a good step to take before even considering this? My wife also expressed interest in doing this, making me suck the strap on first and making me swallow my own cum after! She is kinky but I just want to know if other women find this normal or a turn on?

As couple my wife and I enjoy pegging. We do it at lease 3-4 times a month. I do really enjoy it. I have to admit that the thought of a having a shemale really turns me on. I have no interest in being with a guy at all but a chick with a dock yes. I do know that a shemale was at one time a guy, and I guess still is but it turns me on a lot. I don't think my wife would go for it though I once sucked her dildo before she pegged me she didn't like me doing it she doesn't like me touching it either. You should try pegging at least once and see where it goes from there. Great thread by the way

 

[policywank]

Policywank great insight, you laid some knowledge down right there. You laid out some harsh reality too, MFF such a hot fantasy but in reality it would be difficult to satisfy two women like you see in porn but still a challenge I would love to try. Agreed very easy for any women to satisfy two men or more whether it be with oral or double penetration.

I know I'm not attracted to men in any shape or form like I said, I love women it's just a women with a cock still causes questions. It's a hot transgender with a big cock and I know they were originally a man yet I'm sitting here looking at these images my wife's sends me with a hard on....sexuality is very diverse I guess.

Guess if we do it, i gotta have conviction and dive in completely, whether that me fucking the transgender, the transgender fucking me and wife and me and wife taking that leap and sucking her cock...

Think better give into her strap on desires first just to see how it goes as a first step

Sorry if the reality was harsh. I didn't mean to be mean.

Personally I think that any time you want to bring a 3rd party into the sexual relationship it is important to be open minded and honest with yourself. I didn't take a lot of reading between the lines to infer that your wife is saying that if you are going to bring other people into the mix she wants one of them to have a cock.

It sounds like the Ladyboy possibility is her approach to compromise not an end unto itself. I think maybe the first thing you need to come to grips with is your wife wanting to have another cock in her.

As for the diversity of sexuality I think we all have it. I don't think that we are all 100% heterosexual, 100% homosexual or precisely 50/50. I think we are more complex than that and there is a continuum. The fact that you find a hot looking "woman" who has a cock to be sexually arousing doesn't need to fit into a neat little box.

 

[Darkgemini]

Shout out to big Dave !

Not sure if it's a good thread bigdave just have a lot of questions to ask haha! Seems like pegging is pretty common and not that big of a deal, purely basing that on porn though but good to here a real person actually does do it and enjoys it...

How does that feel for you and for her? Does she like the dominance role and have you ever cum from just pegging? Think her argument is that if a dildo feels great why would I not try the real thing.

 

[Darkgemini]

Policywank with the knowledge

Found your comments very informative so thank you more insights like yours the better. Just interested to know why women enjoy being dominant sexually and why convincing men into situations way outside their comfort zone is so appealing.

Agreed I know finding a cock on an otherwise hot female body attractive does not define me as being homosexual , you are still attracted to the female it's just with something extra that can poetentially result in great pleasure.

I think you are correct as well this is just her idea as a compromise between an MFM and mff experience. She says it turns her on to see me in pleasure , which I understand but I wonder why it would be a turn on for her to see me fuck a ladyboy third or her pushing me into give a hung TS a blowjob?

 

[policywank]

Found your comments very informative so thank you more insights like yours the better. Just interested to know why women enjoy being dominant sexually and why convincing men into situations way outside their comfort zone is so appealing.

Agreed I know finding a cock on an otherwise hot female body attractive does not define me as being homosexual , you are still attracted to the female it's just with something extra that can poetentially result in great pleasure.

I think you are correct as well this is just her idea as a compromise between an MFM and mff experience. She says it turns her on to see me in pleasure , which I understand but I wonder why it would be a turn on for her to see me fuck a ladyboy third or her pushing me into give a hung TS a blowjob?

For me being dominant sexually has many facets. I take pleasure from taking control. But I mostly enjoy using that control to deliver pleasure to another. Even when I direct him to serve me it is often to do things that I know he enjoys doing for me or to lead him to something that I think he will enjoy.

For instance, I enjoy anal sex and I know that men have even more potential to enjoy it because they have a prostate. Meanwhile it is something that most are loath to even consider let alone admit. By leading him there on the premise of doing it for me I can help him explore a new pleasure.

Likewise sucking a cock is a unique experience - submissive and controlling and tasty all at the same time. I can't say whether my man will enjoy it the same as I do. But by helping him explore in an open and non-judgmental way I give license for him to open his mind to the possibility.

We make assumptions about we will or won't enjoy based upon what we are told we are supposed to want. Stripping that away to explore is difficult. I regard it as an act of benevolent leadership to lead my man to new horizons. I take pleasure in my control and in his obedience. But the point is to use his obedience to lead him to pleasure not just to entertain me.

 

[Darkgemini]

Very knowledgeable policywank and thank you for explaining and providing detail in all your responses.
May I ask have you done all these things yourself in reality or are these scenarios just fantasy.

If you could briefly describe a situation where you have achieved this level of sexual influence over someone in each of those topics and describe how this excited you that would be very interesting.

Also have you seen a situation where these things have happen where specifically a TS was involved as opposed to a male? I want to stress the point because you mentioned it above its the fact of wife potentially wanting me to these things that is the turn. Sharing new experiences and all that. My mind has been opened after reviving a prostrate massage that men can have extremely intense orgasms through penetration but I'm even more on the fence about her wanting me to suck a TS and swallow cum, that was the bigger shock to the mind.

Keep the feedback rolling !!!! Everyone , this forum is excellent

 

[Darkgemini]

Just sent another one

she just sent me more , had too attach them now! I mean this is what I'm talking about. Would any guy hesitate? Some pornstar called Terah and a model.
Mariane Crisologo. If these trans do exist, I think I actually might be convinced. If this experience was too be had and line was to be crossed though you would hope they were this hot and be well endowed.

 

[bigdave1961]

Not sure if it's a good thread bigdave just have a lot of questions to ask haha! Seems like pegging is pretty common and not that big of a deal, purely basing that on porn though but good to here a real person actually does do it and enjoys it...

How does that feel for you and for her? Does she like the dominance role and have you ever cum from just pegging? Think her argument is that if a dildo feels great why would I not try the real thing.

The feeling for me I can't really explain. When I Cum it is different than have sex or a blow job. It's for of an inside stimulation. As for her I have asked her many times if she thought I was a freak or thought bad of me. She has told no she doesn't think that. She was the one that first introduced anal play in our sex life. she has said that it does mak her feel powerful but care more about the pleasure she giving me. There has been one time she got off pegging me. I surprised her with a new strap on harness and dildo. I have had one hands free orgasism while she fucked me in the shower standing up it was awesome.

 

[kat4daddy]

.......

 

[Dribble]

Who would ever know? You....her....and the third.