Now that my Mom’s living with us it’s a LOT easier for me to get out of the house by myself, so I decided some time ago that when school started I was going to begin doing live crossdressing sessions.  With that in mind, a few weeks back I rebuilt my other website: www.Dress-Me-Up.com.  I also began advertising on craigslist.  And this past weekend I had my first (as a “professional” anyway) session.  I booked a room for two nights, thinking that Sgt and I could take some pictures as well.  We got settled in late Friday evening, and did one very nice set (with accompanying video) that night.

Saturday morning was my session with my new panty-boy.  He was a bit nervous at first and told me he’d never done anything like this before, but he seemed to be delighted by the silky pink microfiber briefs I chose for him.  I won’t go into too much detail, but I will say that I think I’m really going to enjoy this more “hands-on” side of the business.  ;-D

I am pretty darned excited about this new direction.  I love playing to the camera, but it’s only exciting because I can picture the viewer on the other end, getting hard and horny from watching me.  That thrill is hugely increased when the viewer is in the same room, and when I can play (so to speak *grin*) with the results it’s even greater.  And I love, love, love that I’m finally getting to enact some of my fetish fantasies. 

I’ve never been comfortable (not even online) with playing the ”cruel bitch goddess”, and I’m not obsessed enough to make crossdressing play (or fetish/bdsm play in general) the main course in my sex life, so it’s unlikely that I’ll ever gain “Dominatrix” status.  But it has been frustrating having to perpetually ignore my desires in that direction for lack of time & a partner.  Sgt. is willing to try anything, but he’s a natural Top in the bedroom and it just spoils it for me if my partner isn’t truly excited by wearing my panties.  (Or kissing my feet…or worshipping my ass…or whatever…)  I’m hoping that there’s enough guys in my area (Tampa Bay, in case you were wondering) who really are turned on by my gentler style of female domination - and who have the discretionary income - to make this branch of Chateu Cherie Enterprises rewarding both personally and financially.

 And hey, that first session almost paid for the new starter in my car.  :-p

*I’m sorry to say that, thanks to the dramatic automotive meltdown and subsequent stranding of the kids in the hotel room with mom & dad, we only did the one set of pics.  I’ve had a request for some foot fetish pics though so I think we’ll try again soon…I’m thinking this time with a stunt cock!  Anyhow, here’s a peek at the set we did last Friday, which will be published in my member’s area in a few weeks: