I'm interested in finding a provider (in the Chicago area) who also provides makeover sessions so that I can dress when we meet.  Is that sort of thing done?  Any suggestions?

Ooooh, I'm working on that one!

It's interesting (and disappointing), but I recently had e-mail contact with a provider that stopped dead in its tracks when she found out I was a crossdresser.

I am grateful, though, because it had never occurred to me that it would matter.  I feel certain there are girls in the Chicago area that will either be into it or, at the least, tolerate it.  But, it seems to me, that most girls are into guys, hair included.

Now, as far as using the time for feminization, I hope you realize that it takes more than a few minutes.  Also, are you going to keep the hair on your legs and chest?  Or, are you just into the dressing aspect?

There are also other ways to proceed with your desire for dressing up.  Believe it or not, the BDSM scene absolutely LOVES what they call forced feminization.  It doesn't have to include any pain, but mostly it doesn't include sex.

There are bunches and bunches of dungeons in the Chicago area--I tell ya, they know and love their kink!  I should know--wink, wink.

My advice: check out the BDSM reviews on TER, see the BDSM ads on EROS, start making e-mails.  Explain what you're looking for.  Also, you did the right thing by asking about it here.

So, let's hear from the others!

I don't have an issue with feminizing a lover as long as he is reasonable about session time and realistic expectations, it depends as some fem lovers might want on a few sexy garments and others might want the total makeover and that takes time(and don't forget sexual play as well)...also many don't have their own clothing(also hate when some pull out soiled/smelly items they keep hidden in a plastic grocery bag in the tire well of the car's trunk and have never washed)...many are just happy with a pair of silky thigh highs, a sexy thong and my total supportive acceptance as they are on their knees worshiping my TS "sword"...LOL...so simply the details need to be worked out before the rendezvous...dfk, Rachel

Oh, la la!!! Sweet, Sexy, Dynamite--Rachel is a goddess!

Now, if that isn't an awesome invite! Kisses to you, Rachel!

When I was active we used to offer what I called "girls night out" where guys who liked to dress up could come over, and get made up and have a good time.  We had some wigs, and large size clothes, and sometimes guys would bring their own.

It provided a safe and accepting place for people to explore their interests in private.

Sometimes we'd take the more adventurous gents down to our local trans friendly watering hole for a drink.    We didn't do it a whole lot, but it was always fun, and provided an opportunity for guys who may have never gone out in public dressed before to explore in safety with someone who knew the scene.

This kind of fantasy date is different from the experience one would get from a "Mistress" experience, or a "forced femme" sort of BDSM thing.  In my experience most guys who like to dress up aren't really into BDSM, they just want to have some femme fun.

At any rate, there is usually someone in most cities who will provide such services.  The trick for you gents is to find those providers who are true professionals in their field and are willing to provide this type of fantasy.

This isn't the kind of date you are going to get from most CL girls.  It takes time to set up and wind down such a fantasy date, so I think oftentimes it becomes expensive for gents on a budget.

Hugs,
TS Jamie

I agree totally, Jamie.  We just had the Be All in Chicago, which is a week of total freedom for everybody.  It's extraordinary and liberating.

There are other places in the Chicago area that support this as well, but they're not about sex.  For example, Transformations in Arlington Heights has a monthly social: http://www.transformationsbyrori.com/

Rori, Olivia, and the whole staff are dear sweethearts.

"... happy with a pair of silky thigh highs, a sexy thong and my total supportive acceptance as they are on their knees worshiping my TS "sword""

That sounds lovely