You may be dating a woman who tends to wear rather plain underwear and you want to spice things up, or maybe you have a particular fantasy in mind and you want your girlfriend or hookup to dress up in a costume. Whatever your goal is and be it lingerie or a costume, you’ve probably wanted to get a woman to dress sexily for you. It can be difficult to know how to ask her to dress up for you without it seeming like an insult, even though that’s likely the farthest thing from your mind. If you are careful and considerate about how you do it, you might wind up getting your wishes fulfilled and then some.
Buy It For Her as a Gift
This is one of the most common methods men use when trying to get women to dress up for them. The best part is that it usually works! If you have something you want to see your woman dress up in, all you really have to do is go out and buy it. Of course, this requires knowing her measurements, so make sure you have them before you go out shopping. The easiest way for this to fail is accidentally buying the wrong size for her, or even worse, a size too big. If you give the lingerie or costume to her as a gift, chances are that she’s going to wear it for you. You should try to come up with an explanation that makes it seem like you just couldn’t stop thinking of her wearing it. Maybe you passed it in the department store and knew it would look amazing on her. The more you sweeten it up, the more likely she is going to want to wear it for you, especially if she knows you’re going to like it.
Ask Her if She Wants to Try Something New
If you have something in mind that’s a little kinkier in mind than lingerie and stockings, you should probably discuss it with her before you go out and buy something. You might want to broach the subject of trying out something a little kinky and bring role-playing into it. If you want her to dress up as a maid, you should tell her that it’s one of your biggest fantasies. The idea of trying something new might entice her into agreeing, especially if you make sure she knows you’ll make it worth her while.
Sweeten the Pot and Reciprocate
Though it doesn’t seem as common or obvious, some women have outfit kinks too. Maybe she’s always wanted to see you in a military uniform, or maybe she just wants you to wear something other than white briefs. Whatever the deal is, you should make it clear that if she’s willing to dress up for you, you are willing to dress up for her. If you play your cards right, you can both experiment and try new things and get to have fun while doing it.