Boyfriend wearing womens clothes?

[BrittanyRose]

My boyfriend has come to me with a rather unique request. He tells me that his number one fantasy is to dress up in women's clothes and he wants me to surprise him with something to wear. He says that he would prefer something along the lines of a dress or a french maid's uniform. He also says that he wants to wear a pair of panties or other women's underwear that will be extremely uncomfortable and painful to his testicles.

I have come here looking for advice. I am going to honor his request, but could members of this forum please help me out by recommending certain clothes items that I should force my boyfriend to wear? Please link to any such items on Amazon and I will look through your suggestions, and purchase from them. I really appreciate the help, thank you so much!

[CraeSC111]

I am going to need more information on your boyfriend before I suggest something personal like that, plus I will need his measurements if I am to select which clothing you should purchase.
As for the type of clothing it really depends on his tastes. A french maid outfit seems kind of clichéd but it is generally a great choice. If he decides that women's clothing isn't for him you could always wear it for his pleasure.
When asking him what he would prefer be sure to remind him to choose something he wouldn't mind seeing you in, since chances are you might be wearing it more than him.

[Trunks]

Lol, Crae, you're trying way to hard for a troll.

[W1CKEDTW1STED]

So this is a gaming forum, and this is your first post??? Are you sure you found the right forum for this topic? :p

[Mizel]

What is up with all of these random arse trolls lately? O_o

[CraeSC111]

Maybe we are just getting popular

[Mizel]

Yea, popular for spammers is about it *sad face*

[EpsilonX]

Coincidentally, my friend has been wearing his girlfriend's clothes lately.

[Mizel]

Please, please don't tell me that it's skinny jeans? -__-

[Trunks]

I would hope skinny jeans is the only thing he is wear o.0

[Mizel]

Hahaha Touche :P

[EpsilonX]

Her pants and apparently her shirts too lol. They're both like the exact same size though, so it works.

[ROFLBRYCE]

Coincidentally, my friend has been wearing his girlfriend's clothes lately.
I've done it before, only out of genuine mistake. Both our pants were near the same spot in the closet from changing, and I was in a rush to go to work and put them on. Turns out we have the same waist size.

Please, please don't tell me that it's skinny jeans? -__-
Same story as above. Most uncomfortable thing ever around the thighs/junk. My butt looked fantastic though.

[Mizel]

Lulz I bet it did! :P I can't imagine wearing skinny jeans and having balls. That has go to be the most uncomfy thing ever O_o

[CraeSC111]

I never wear skinny jeans. To uncomfortable.

[Rei00]

what about school uniforms. Like, britney circa baby one more time.

[Mizel]

Boys in school girl uniforms? Sexxxxxy xD

[egg-whites333]

lol The catholic school I go to has banned men wearing kilts :p, if I can find the handbook ill take a picture of the rule.

[Mizel]

Whaaaa? Lame :P

[egg-whites333]

Yea I know... now we are stuck with khakis... :( kilts are much more manly :P

[Trunks]

Their was a guy at my highschool that always wore girls clothes and make up, like lipstick and stuff. From what I've heard he was straight, but who knows. weird stuff is weird.

[Mizel]

Like.... totally nonchalantly? lol That is really weird O_o

[egg-whites333]

LOL that is quite weird, the best part of catholic schools is the sexually open girls (keeping it PG) with the kilts all the way up :3

[Rei00]

kilts! I forgot about kilts!
Ok, here are some ideas then.

shopping site for cross dressing japanese men (http://lagrangel.jp/)