I think i love you and your skirt  

rm_rd2ruin 46M
11 posts
12/26/2005 8:48 pm

Last Read:
3/5/2006 9:27 pm

I think i love you and your skirt


Of the girlfriends i've had, a couple let me crossdress openly and didn't have a problem with it. My only advice for springing this news (as with any news of a sexual nature) is try to do it fairly early in a relationship. No, the first date over coffee might be a little early, but you'd also not want to wait two years down the road because a relationship that far in should be built on honesty and her finding out so late is going to cause far more trust issues than the fact that you like to wear camisoles.

Most women will find it odd if you just go put on thier panties one day. And I couldn't argue with them, I'd find it a little odd if someone put on my boxers. There are some right ways and some very, very wrong ways to begin the process of introducing this topic to your significant other.

The way I approach it is find a way to lose a bet. Yep, swallow your pride and for once try to lose a bet. It doesn't even matter what it is, but bet that if you lose you'll wear her panties and sing something ridiculous enough (like "Hopelessly Devoted to You") to make the entire thing over the top. If you're gonna feel awkward (and you probably will), you're better off making it under your terms than having her wonder why her clothes are all stretched or worse yet walk in on you wearing her Hello Kitty thong. Plus you have a reason to go buy panties!

Once you've lost your bet, mention that being in girls panties feels kinda good, play it up, and then have sex. Work it from there based upon her reactions. If you did it right, there should be no grey area. As with any other part of the relationship, she holds the cards anyway, dont fight the system lol.

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