Need advice on how to start

Lisa7812

Female
Hello, I'm 23M and she is 22F. We're together for 2 years now and I really want my fantasy became true, but I just don't know how to start it or how to tell her about my fantasy. Some info that might help to understand our situation, firstly list of things that I consider as a "green" flags:
  • 2 years ago: when we were not dating and just had sex she told me that she wants MMF
  • 1.5 year ago: once we started dating she asked me if I want FFM with her F friend. I consider it was a joke, isn't is ahah?
  • 1.5 year ago: we have lived in different country for 6 months and have found that there was something like swing club/bar, she asked me a few times if I want to go there and fuck with her while other couples are having sex around us. She underlined that she wants sex only with me there.
  • 7-8 month ago: she asked me how I feel about threesome sex, I answered "it's okay" and then she asked "and if that's threesome with man" and again I answered "it's okay". After that she just changed topic lol
  • 7-8 month ago: she frequently jokes about her lover with name "Peter", something like "Peter is under the bed, don't bother him sleeping" and etc. I think that's just jokes without any hints.
  • For last 3-4 months: she frequently jokes about size of my penis, something like "smallest I've ever had" and etc. But that's just jokes and when talking without jokes she tells that my dick is ok because her pussy is quite tight.
  • Last 30 days: I installed spy app on her browser, I know I'm fucking idiot doing it but now I see what porn she watches. Each time she watches porn it's amateur anal/amateur threesome or both together. Sometimes she watches videos titled as "record for husband - wife with lover". She watched porn where man was jerking off while his wife have sex with lover and then he joins. But I again think that it was just random video under threesome category and not a measured pick.
  • She likes when I fuck her and using another toy on anal. At the same time she is not permitting to fuck her in anal.
  • She is quite open in sex, she don't mind to use toy or anal plug on me. She walked with vibro toy inside on streets/cinema/shops, I even remember how she jerked off my dick in cinema.
  • She likes when I'm slapping her butt, bondage things and overall when I'm dominating her in sex.
  • She told me that she wants to tie me and dominate with toys, slap bolls and things like that.

Here goes "red" flags:
  • Jokes about dick size and lover are just jokes, she loves black humor and similar things.
  • She has complexes about her appearance, tomorrow we will start visiting gym. I guess it's a big game changer, I can wakeup her sexuality. She have sent only 3 nude pic for all 2 years of relationship and 1 year of friendship.
  • One night we started talking about penises and sizes, I told that I have a giant (it was a joke lol), she laughed and told that it's the smallest she ever had but she loves it. Then she decided to change topic with words "Okay enough otherwise I can rise a cuckold fantasies in your mind".
  • When we were not dating I told her that I like to dress in woman clothes and jerk off, she just told me she is not into it. And in past it was a thing that was stopping us from starting dating, I'm afraid that cuckold fantasy might be similar problem. I don't have sissy fantasies anymore. almost.
  • For last 1-2 month: amount of sex decreased dramatically, it was 2-3/week and now it's 1/week. I guess it might be due health issues she is fixing right now.

Just facts that might be helpful:
  • She never had orgasm with man before me. Even with me it happened while she was using vibrating toy on clit.
  • She thinks I'm very girly. Everything about me - my body, skin, manners, fetishes in past lol.
  • She is my first girlfriend and sex partner (except ******* girls). I'm her 4-5th boyfriend + she had around 7-10 girls.
  • She is crazy as fuck, when she was 17 she escaped into the window from parents' house and just jump on the train to absolutely different city 100km+ away without any connections and stayed there for 2 months working in cafe.
  • She is crazy as fuck #2, when she was 18 she decided to work a few months in different country. Without knowledge of local language or english. Sure no friends or connections there.
  • Her ex boyfriends were usually rich and weight 70-80kg+ (while I'm 55kg, but at least I have a good job).
  • She had no friends :(

My current plans:
  • I bought a realistic dildo and it should be delivered tomorrow, it's bigger than my dick. Will use and post here her opinion lol.
  • Thinking about installing spy app on her phone to check browser history and preferences in porn. Such a strange thing to use such apps to "help" gf to cheat lol
  • We're going on vacation once lockdown will go. It will be that country with swing clubs [it's permitted in my own country :( ], and I don't know how to propose her to visit club? What are your thoughts? My idea is to print a fake advertise on paper and drop it somewhere in hotel room so she could find it.
What are your thoughts? Do you think she can be into cuckold fetish? What steps should I do?
And whatever your opinion is - please share it, thanks!

I'll be editing this post or adding new posts in tread in future to track results.
 
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That’s the issue, I’m not sure how she feels about it, I guess she wants MMF inside her dreams but not sure if she will admit it

Update: I’m not home and that’s what she is searching right now
 

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Hello, I'm 23M and she is 22F. We're together for 2 years now and I really want my fantasy became true, but I just don't know how to start it or how to tell her about my fantasy. Some info that might help to understand our situation, firstly list of things that I consider as a "green" flags:
  • 2 years ago: when we were not dating and just had sex she told me that she wants MMF
  • 1.5 year ago: once we started dating she asked me if I want FFM with her F friend. I consider it was a joke, isn't is ahah?
  • 1.5 year ago: we have lived in different country for 6 months and have found that there was something like swing club/bar, she asked me a few times if I want to go there and fuck with her while other couples are having sex around us. She underlined that she wants sex only with me there.
  • 7-8 month ago: she asked me how I feel about threesome sex, I answered "it's okay" and then she asked "and if that's threesome with man" and again I answered "it's okay". After that she just changed topic lol
  • 7-8 month ago: she frequently jokes about her lover with name "Peter", something like "Peter is under the bed, don't bother him sleeping" and etc. I think that's just jokes without any hints.
  • For last 3-4 months: she frequently jokes about size of my penis, something like "smallest I've ever had" and etc. But that's just jokes and when talking without jokes she tells that my dick is ok because her pussy is quite tight.
  • Last 30 days: I installed spy app on her browser, I know I'm fucking idiot doing it but now I see what porn she watches. Each time she watches porn it's amateur anal/amateur threesome or both together. Sometimes she watches videos titled as "record for husband - wife with lover". She watched porn where man was jerking off while his wife have sex with lover and then he joins. But I again think that it was just random video under threesome category and not a measured pick.
  • She likes when I fuck her and using another toy on anal. At the same time she is not permitting to fuck her in anal.
  • She is quite open in sex, she don't mind to use toy or anal plug on me. She walked with vibro toy inside on streets/cinema/shops, I even remember how she jerked off my dick in cinema.
  • She likes when I'm slapping her butt, bondage things and overall when I'm dominating her in sex.
  • She told me that she wants to tie me and dominate with toys, slap bolls and things like that.

Here goes "red" flags:
  • Jokes about dick size and lover are just jokes, she loves black humor and similar things.
  • She has complexes about her appearance, tomorrow we will start visiting gym. I guess it's a big game changer, I can wakeup her sexuality. She have sent only 3 nude pic for all 2 years of relationship and 1 year of friendship.
  • One night we started talking about penises and sizes, I told that I have a giant (it was a joke lol), she laughed and told that it's the smallest she ever had but she loves it. Then she decided to change topic with words "Okay enough otherwise I can rise a cuckold fantasies in your mind".
  • When we were not dating I told her that I like to dress in woman clothes and jerk off, she just told me she is not into it. And in past it was a thing that was stopping us from starting dating, I'm afraid that cuckold fantasy might be similar problem. I don't have sissy fantasies anymore. almost.
  • For last 1-2 month: amount of sex decreased dramatically, it was 2-3/week and now it's 1/week. I guess it might be due health issues she is fixing right now.

Just facts that might be helpful:
  • She never had orgasm with man before me. Even with me it happened while she was using vibrating toy on clit.
  • She thinks I'm very girly. Everything about me - my body, skin, manners, fetishes in past lol.
  • She is my first girlfriend and sex partner (except ******* girls). I'm her 4-5th boyfriend + she had around 7-10 girls.
  • She is crazy as fuck, when she was 17 she escaped into the window from parents' house and just jump on the train to absolutely different city 100km+ away without any connections and stayed there for 2 months working in cafe.
  • She is crazy as fuck #2, when she was 18 she decided to work a few months in different country. Without knowledge of local language or english. Sure no friends or connections there.
  • Her ex boyfriends were usually rich and weight 70-80kg+ (while I'm 55kg, but at least I have a good job).
  • She had no friends :(

My current plans:
  • I bought a realistic dildo and it should be delivered tomorrow, it's bigger than my dick. Will use and post here her opinion lol.
  • Thinking about installing spy app on her phone to check browser history and preferences in porn. Such a strange thing to use such apps to "help" gf to cheat lol
  • We're going on vacation once lockdown will go. It will be that country with swing clubs [it's permitted in my own country :( ], and I don't know how to propose her to visit club? What are your thoughts? My idea is to print a fake advertise on paper and drop it somewhere in hotel room so she could find it.
What are your thoughts? Do you think she can be into cuckold fetish? What steps should I do?
And whatever your opinion is - please share it, thanks!

I'll be editing this post or adding new posts in tread in future to track results.
What you are posting is but a weird fantasy of yours with a lot of info on the side. But you seem to have put so much effort in it that it has become very detailed. i would have laughed it off without an attempt to answer but that would not be respectful toward your seemingly honest asking for advice.

A few things came to my mind while reading your initial post... On the one hand there are still many question marks concerning your relationship. You say she's been in another country and you were discussing visiting a swinger's club? How does that even fit together? Were you on a visit there or was it plain fantasy talk?

On the other hand... Installing spyware on your significent other's devices is not only a very bad thing to do (if not illegal) but also shows that your communication as a couple is not that open as required for even starting a sexual lifestyle that would include another person. Take a step back and don't further that behavior! It does not only put your Woman's privacy at risk but also your relationship. Not a good move at all! :(

So please stop your fraudulent behavior of installing some spyware on another person's phone or posting as a man on a forum while having a female profile. If you manage to build your relationship on trust she will come to you and show you the porn that she likes without being asked. It's as simple as that. ;)

Another few things come to my mind... As you say, she is bisexual, right? Suggesting a FFM threesome is not a joke for a bisexual woman. Much rather it is an idea of having all her needs fulfilled even in a relationship with a person that naturally has only one sex. ;) Ask her honestly what her desires are and see if you can be part of those. It's far easier to move forward including your own desires if yours and hers at least overlap some. But it is essential that you know about each other's. So open communication is the basis.

You are saying things about her "craziness". i don't consider it crazy for a young person to try to escape every-day life. Much rather it is something many young people do which i consider in line with a young person's state of development. Especially for a person who finds out their own attitude or sexuality is perhaps not socially accepted broadly. It is sad she does not have friends to share her state of mind with. ;( The more she will be reliant on your relationship, trust, loyalty and support, as you seem to be the only person she can turn to. Perhaps think about that. 🤔

What i am going to say now is pure fantasy. i am not a psychologist let alone believe i can have a good judgement or give advice to persons i don't even know. So please, take everything of that with a grain of salt!

i've gotten to know Women who are 90% heterosexual and yet have had relationships with Women 90% of the time. Some do not accept male gender roles as that's not their idea of what their male partner is expected to be all about. Others have had incidents of sexual abuse by men in the past and find it hard to work that out in a relationship with a man. :( It's not a rational but an emotional issue and emotions need no real reasons. :|
i don't know about your Woman's past but maybe you could query her about that while providing a comfort zone in your relationship? But who knows. At least i find it interesting that she turned to you knowing about your "not so male" look or appearance and your kink of "sissification" while seemingly expecting you to be "the man". 🤔 Reminds me of a pattern, just sayin'
Also a Woman with an anal kink may be reluctant to her pussy "being used". - Can also be a hint. But as i said... these are pure assumptions or "fantasies", if you like to put it that way.

Anyway good luck with your relationship of three years! Seems you like her or perhaps even love her, right? - Don't put that at risk for a sexual kink. just sayin'
 
You say she's been in another country and you were discussing visiting a swinger's club? How does that even fit together? Were you on a visit there or was it plain fantasy talk?
We were both living in that country for ~6 months. Moreover we lived in the same room, that's how our relationship started

On the other hand... Installing spyware on your significent other's devices is not only a very bad thing to do (if not illegal) but also shows that your communication as a couple is not that open as required for even starting a sexual lifestyle that would include another person. Take a step back and don't further that behavior! It does not only put your Woman's privacy at risk but also your relationship. Not a good move at all! :(
I know, I'll uninstall it later today, anyway now I know her preferences in porn so it might help me

Thanks for your thoughts!
 
I think you need to stop spying on your girlfriend IMMEDIATELY.

COMMUNICATION is the key to getting what you want. Not being a sneaky weirdo with the spying mess.
 
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