Pillow Talk w/ Hannah: First Dates & Kinks – Do They Mix?

Pillow Talk w/ Hannah: First Dates & Kinks – Do They Mix?

My dilemma, or question to you, do you have advice on how to have that conversation with a woman I’m interested in. I have not been in a serious committed relationship in sometime. I have accepted my kink, but how do I ask a woman to accept my kink? Do I mention this on date 1? How do I approach it? Do you have any advice? 

Since you referred to wearing panties as a kink, let's talk about kinks.

First off, you cannot expect anyone to accept your kink.  Not everyone you are in a relationship with, or intimate with, will accept your kink.  They are under no obligation to.  But I feel if someone has a kink, they should probably disclose this to their partner.

So, let's talk about the word "probably".  

Many of us have kinks, fetishes, turn-ons, whatever, that we enjoy in the bedroom (or the living room or the garage, I am not one to judge).  Some of these interests are enjoyed either alone or with someone else.  A kink can be a powerful thing.  Meaning that we may not always be able to, well, control it (but we are all adults and we are all responsible for our actions and decisions).  For some people, they can suppress their fantasy and live their entire life without indulging it.  Some people cannot be intimate unless their kink is incorporated (that sounds so formal lol) into sexy time.


If you honestly feel you can live the rest of your life without wearing panties, either in intimate moments or otherwise, then you PROBABLY don't HAVE to disclose this side of you.  But I don't feel that it's realistic to suppress this side of yourself for very long.  

Here's the thing.  During our impressionable years, crossdressing (or anytime a boy wears girl clothes) is portrayed as comedic or embarrassing.  A male cartoon character wearing a dress is supposed to be hilarious.  As we grow and our entertainment matures, a man wearing panties is supposed to be kinky.  Therefore, we probably assume that this side of us is ONLY a kink.  And to be fair, it might be.

But I feel that many of us assume that wearing panties is only a kink.  Yes, you may be aroused, but I also think that wearing panties (or whatever else we wear) makes us, well, happy.  I wear panties all the time.  Picking out my panties for the day is not an erotic experience (even if the panties are very sexy lol).  If wearing panties makes you happy, either during intimate moments or otherwise, and you can't imagine living the rest of your life without them, then I feel you should disclose this.

I don't think any of this is a phase.  This is who we are.

So ask yourself.  IS this ONLY a kink?  OR do panties make you happy?  Think about this.  Be honest with yourself.  If you wear panties ONLY during intimate moments, it MIGHT be ONLY a kink.  BUT if you wear panties almost every day, it MIGHT be because panties make you happy.  



I do not feel that the first date is the ideal time to disclose the kind of underwear you have on.  I mean, it might be, if the conversation drifts that way.  You may want to... um, feel things out over the first couple of dates.  If the two of you move to the physical stage of dating, it's normal to talk about what you both enjoy during sexy time.  If panties are indeed ONLY a kink, this is probably the right time to discuss this.  

If you do not want to stop wearing panties (whether or not wearing panties is a kink or something else) then I feel that having this conversation before any commitment is made is the right and respectful thing to do.  Crossdressing is sometimes a deal breaking for some people.  And that's okay.  People are allowed to decide who they want to be in a relationship with, and there can be a lot of factors in that decision.  

But consider this for yourself as well.  Do you want to be with someone who will not tolerate your crossdressing?  Do you want to be with someone who would be angry if they found out you had panties hidden from them?   If this is a kink, do you honestly feel you could live the rest of your life not indulging in your kink?  If this is more than a kink, and panties make you happy, do you realistically think you can spend every day and every night for the rest of your life only wearing boring boy underwear?


Love, Hannah



The views and opinions expressed are those of the authors and do not necessarily reflect the official policy or position of XDress

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6 comments

I think that honesty is by far the best policy here. Hannah you are so right in that if either you don’t reveal that you like to wear panties ( skirts, dresses or whatever) as normal or try to hide it your partner may not accept it when it comes out ( and it will) and they will either become resentful of your need or won’t tolerate it end of. You will then be leading a life that isn’t true to who you are and you will be forced into snatching momentary snippets of happiness secretly, this is surely not healthy?
I appreciate that I am lucky in that I ‘came out’ to my wife as someone who enjoys cross dressing some time ago, and although she doesn’t understand it permits me to enjoy my kink with her blessing.
I don’t look on wearing Sexy panties or camis or nighties as anything other than normal, and wear them daily. Me wearing sexy underwear is not something that we normally include in our more intimate moments.
On occasion we do however and I love being able to get fully dressed up in my panties, bra, suspenders belt, stockings and heels and putting on full make up. It makes me feel so pretty and sexy. My wife loves how turned on this makes me and we both really enjoy these times together.
My advice would be brave and true to who you are by having this conversation if not on the first date do it before the relationship progresses too far. Who knows you might be pleasantly surprised by the reaction you get?

Debbie

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