This is as true as it gets. The action has not started yet but the initial conversation was yesterday.

I have been crossdressing on and off for decades. In the last three years I have been taking my dressing much more seriously and am fleshing out my female persona. I have had CD and Trans lovers in the past and cis-male lover also but never while dressed... at least not beyond wearing a pair of panties. These days, I have multiple full outfits, shoes, wigs, breast forms, female masks, etc... W@hat was missing was other gurls to hang with and dress with. I had been trying to find my "tribe" so to speak... my gaggle of giggling gurls to hang with. I tried Grindr, Fetlife, Squirt and other places. Nothing seems to be kicking loose and I started to think that I might be "forever alone" as Brianna.

Yesterday while sitting at my desk, I decided to take a quick loom at Doublelist. There was an add for a local gurl who said she was at a local "hotel" and looking for company. I was in total boi mode but she looked sexy as hell so I sent a message over kik and included some boi pics. Then I decided to send some pics of me dressed at Brianna. She replied and we chatted a bit. Then she suggested we exchange numbers and talk on the phone. I don't normally do this right away but I had a feeling that this was a good move this time.

We talked for a bit and found that we liked each other so we decided to meet then and there for a quick drink. My assumption was that she was as she stated, wanting to get to know someone first but that didn't jive up with some of the things she said and explanations she gave. For example... her ad was for that day and immediate. It said that she was at a local hotel but when we spoke, she was at home on Alameda. That didn't make sense but I ran with it anyway.

We met at a local Mexican Food restaurant for a quick afternoon margarita and chips. She was pretty, dressed nicely and very sweet. We talked about all sorts of things. She was very interested in Brianna and all the "why's and wherefore's" about her. We had a long and intimate conversation about each of our personal experiences with dressing, comporting ourselves and cis-males in general. She told me how she gets together with a group of CD friends and how they spend afternoons in a hotel together a couple of times a month. It sounded delightful. She told me that she had curated a select group of guys who she would call and have over for the group and how she knew them well and could vouch for their politeness and their behavior. They are PO's, business men, etc... BUT... she also talked about guys that (it sounded like) she clearly did not know well. She told me about how she handled certain situations with relative strangers. It didn't make sense. On one hand, they are all known quantities but on the other, they are people with whom she didn't even know if they were "cut or uncut". In the course of one of the stories about guys she knows, she told me how he gives her a few hundred when they meet (she is a top/domme also) so that they can have sex and he can call her mistress. She told me that she thought is was "only right to be compensated for her time" but that she gave him back 1/2 of it every time because he was a "regular".

Well... now I am thinking long and hard here. She is so not acting like a gurl who is working. This is a "meet and greet" kind of date. She is fascinated with Brianna's story and she is clearly vetting her and I. However, she has not asked me for money nor has she asked for us to go back to her place or a local hotel... or whatever. I am wondering "Is she working or is she just socializing and I have missed something here"?

Well, we talked further and the gurls that she gets together with are almost all like me, CD's who dress when they can. She is 24/7 though. When she talks about the hotel "parties" she is causally mentioning how the guys come and go and how they have a "11:00, then a 12:00, etc...". Now, those sound like appointments to me. Still I didn't question. Mostly because I didn't want to insult her or anything. She invited me to attend the next party and we talked all about it. She told me how "all the guys were going to love me and treat me like a princess" and how she wanted to "fuck me" the next time we got together. She explained all about how I would arrive and get changed/made-up, how we would all be, how I would stay till 5:00 when I had to head home, how we would handle guys that we were not certain of and guys that we definitely wanted. She told me the "code" that her and one of her gurlfriends use to either approve a guy or move him along fast... it sounds like a lot of fun but there also sounds like a steady stream of pre-approved "guys" rolling in and out. She really wants me to be there at the next gathering and she talked about how the other gurls were going to adore me...

But she mentioned several times about one particular guy who was going to rave over me.

I split shortly after and we chatted by text a bit... She reiterated most of the same points...

That is when it hit me...

I think that she IS working. I think that she is working but it is an informal thing. I think that this is not her source of income but rather "extras". I think that it also serves to allow her to gather a stable of regular guys who like Trans/CD folk and who are submissive to her Domme nature...

AND... I think that I have been invited over to help fill the roster and to bottom for this particular guy as she does not bottom. Oh, I also strongly believe that she is true to her word and likes to help other gurls become more feminine and to feel less alone. She is a sincere human... but she is also going to turn me out. I don't know (and I don't care) if she takes the money. I don't need that. I have a very, very healthy income from my normal life. What I DO care about is that she is going to turn me into a part-time "CD hooker" with a group of carefully vetted and polite guys the she and the other gurls will make sure that the guys behave. I think that she is into gurl2gurl sex and that she wants to top the hell out of Brianna also...

and you know what? I find the whole thing thrilling, exciting and arousing. I will be in some random "no-tell motel" with my legs spread to serve the pleasure of a clean, polite and rather lusty man. I can't wait to take my first steps in being a (pardon the crudity of the word as I respect sex workers)... WHORE.