Author Topic: Cross Dresser contacted me (Read 7532 times)

Shewolf · « **on:** 28 November 2015, 03:53:09 pm »

Hi all

A guy has contacted me saying he has recently started to cross dress. I know every client is unique but...I am curious as to if there is a way to approach this type of client or if any of you have clients who cross dress and what your experiences have been/are...

Emma_C · « **Reply #1 on:** 28 November 2015, 04:09:24 pm »

I know someone who sees a lot of cross dressers & they expect all the wigs, clothing etc to be provided. Every single one who has contacted me has been a timewaster so far, it's weird. (not the fetish I mean the fact they waste my time)

Shewolf · « **Reply #2 on:** 28 November 2015, 04:12:12 pm »

Hi

Do you think the time wasting has been due to them bottling out of the apt? That maybe they were just at the experimental stage? x

Emma_C · « **Reply #3 on:** 28 November 2015, 04:19:19 pm »

probably, most said they hadn't done it before. I told a couple to them to stop off at the charity shop to pick up clothes because they expected to squeeze into my size 8 things when they are 16 stone

I work from hotels so not practical for me unless they arrive with the stuff already on or bring it.

My friend says they don't want full sex so sounds like easy money & a giggle to me. Maybe just want acceptance from another human to gain confidence in the fetish.

Shewolf · « **Reply #4 on:** 28 November 2015, 04:22:39 pm »

Hi again Emma

Do you think some like the escort to use strap ons? I guess it all depends on the client?

Kendra Glasgow · « **Reply #5 on:** 28 November 2015, 04:25:06 pm »

I've had cross dressing ticked and unticked from my profile than I care to share.

Reasons why.......

They want to use MY makeup which is unhygienic and I spend a fortune on products as I only use Dior, MAC, YSL, Chanel, Too Faced and Urban Decay. So no I'm not willing to let them use my makeup.

I had one cancel on me cause at the last minute cause he asked me if I could provide him with a dress and I said I'm sorry but my dresses aren't made for men and I spend a lot of money on my clothes and don't want them misshaped. I had met him twice before for vanilla non cross dressing meets and he was much, much bigger up the way and out the way than I am (or was at the time).

And then my other reason is that I'm basically as vanilla as they come and the last client I had who was a cross dresser sent me text after text once we got off the phone about where he should go to but his "panties" etc. Fuckin hate the word panties, I find it creepy and I don't know why....just do. So I cancelled the booking realising that I'm actually not cut out for cross dressers or anything kinky really.

Had one client turn up, took aaaaaaaages in the bathroom and at one point I chapped on the door as I thought he was rummaging about my stuff (this was in my old flat where I had a bathroom cabinet) but as it turns out......he came out the bathroom with a big plastic blonde (yellow) looking wig that was squinty, makeup on his face in the only way that can be described is like Courtney Love when she was really out of it with the red lip stick all out of the lip line, an orange tide mark from the orange face and white neck/body and eyeliner that looked a bit like Alice Cooper.....frightening. I think this was maybe his first time doing his makeup and also his first time as a cross dresser with an escort as he gave me no warning what so ever.

Had I of been prepared for what I was about to see, I would have been much more professional (or not taken the booking at all) instead of standing there with my eyeballs like this......... 😳

So in my experience with cross dressing.......not good so I don't have it ticked on my profile and I never will again.

Shewolf · « **Reply #6 on:** 28 November 2015, 04:28:40 pm »

Quote from: Kendra Glasgow on 28 November 2015, 04:25:06 pm

I've had cross dressing ticked and unticked from my profile than I care to share.

Reasons why.......

They want to use MY makeup which is unhygienic and I spend a fortune on products as I only use Dior, MAC, YSL, Chanel, Too Faced and Urban Decay. So no I'm not willing to let them use my makeup.

I had one cancel on me cause at the last minute cause he asked me if I could provide him with a dress and I said I'm sorry but my dresses aren't made for men and I spend a lot of money on my clothes and don't want them misshaped. I had met him twice before for vanilla non cross dressing meets and he was much, much bigger up the way and out the way than I am (or was at the time).

And then my other reason is that I'm basically as vanilla as they come and the last client I had who was a cross dresser sent me text after text once we got off the phone about where he should go to but his "panties" etc. Fuckin hate the word panties, I find it creepy and I don't know why....just do. So I cancelled the booking realising that I'm actually not cut out for cross dressers or anything kinky really.

Had one client turn up, took aaaaaaaages in the bathroom and at one point I chapped on the door as I thought he was rummaging about my stuff (this was in my old flat where I had a bathroom cabinet) but as it turns out......he came out the bathroom with a big plastic blonde (yellow) looking wig that was squinty, makeup on his face in the only way that can be described is like Courtney Love when she was really out of it with the red lip stick all out of the lip line, an orange tide mark from the orange face and white neck/body and eyeliner that looked a bit like Alice Cooper.....frightening. I think this was maybe his first time doing his makeup and also his first time as a cross dresser with an escort as he gave me no warning what so ever.

Had I of been prepared for what I was about to see, I would have been much more professional (or not taken the booking at all) instead of standing there with my eyeballs like this......... 😳

So in my experience with cross dressing.......not good so I don't have it ticked on my profile and I never will again.

Your experience has made me laugh a lot I'm sorry Kendra. I know it must have been traumatic but I guess you always have that tale to tell! I think I would leg it to be honest if I wasn't prepared for it or screamed or something hahaha

amy · « **Reply #7 on:** 28 November 2015, 04:30:03 pm »

Quote from: Emma_C on 28 November 2015, 04:09:24 pm

I know someone who sees a lot of cross dressers & they expect all the wigs, clothing etc to be provided. Every single one who has contacted me has been a timewaster so far, it's weird. (not the fetish I mean the fact they waste my time)

I've seen cross dressers and never been expected to provide clothing - sometimes they like to wear my stockings or knickers so I just give them an old pair, but most men are too big to fit into my stuff anyway. I think it depends on how you advertise, but virtually all the ones I've met have brought their own stuff

.

There's no correlation between punters who want a strap on service and clothing either, in my experience. Both are reasonably popular and whilst some will like both, plenty will just want one or the other. I quite like them in stockings and high heels, but then I think stockings feel much nicer than hairy legs

.

katrina · « **Reply #8 on:** 28 November 2015, 04:40:56 pm »

Quote from: Shewolf on 28 November 2015, 03:53:09 pm

Hi all

A guy has contacted me saying he has recently started to cross dress. I know every client is unique but...I am curious as to if there is a way to approach this type of client or if any of you have clients who cross dress and what your experiences have been/are...

I see lots of guys who like to cross dress, most of them are really lovely and its fun dressing them up and I enjoy 'transforming' them, I think they just want a safe discreet place to act out their fantasies, all of the ones I see want to be a 'sub slut' and most want fucking up the arse with strap on and to be dominated.

I have had a few contact me who try and tell me exactly how they want things to go, demanding this that and the other out of the session, and if they sound obnoxious or arrogant or dominant in any way I decline. I only want to see guys who do this for fun, and on my terms so I can fully understand Kendra's experience, like all types of guys most are lovely but you do get the odd self entitled prick.

Emma_C · « **Reply #9 on:** 28 November 2015, 04:47:12 pm »

Quote from: Kendra Glasgow on 28 November 2015, 04:25:06 pm

I've had cross dressing ticked and unticked from my profile than I care to share.

Reasons why.......

They want to use MY makeup which is unhygienic and I spend a fortune on products as I only use Dior, MAC, YSL, Chanel, Too Faced and Urban Decay. So no I'm not willing to let them use my makeup.

I had one cancel on me cause at the last minute cause he asked me if I could provide him with a dress and I said I'm sorry but my dresses aren't made for men and I spend a lot of money on my clothes and don't want them misshaped. I had met him twice before for vanilla non cross dressing meets and he was much, much bigger up the way and out the way than I am (or was at the time).

And then my other reason is that I'm basically as vanilla as they come and the last client I had who was a cross dresser sent me text after text once we got off the phone about where he should go to but his "panties" etc. Fuckin hate the word panties, I find it creepy and I don't know why....just do. So I cancelled the booking realising that I'm actually not cut out for cross dressers or anything kinky really.

Had one client turn up, took aaaaaaaages in the bathroom and at one point I chapped on the door as I thought he was rummaging about my stuff (this was in my old flat where I had a bathroom cabinet) but as it turns out......he came out the bathroom with a big plastic blonde (yellow) looking wig that was squinty, makeup on his face in the only way that can be described is like Courtney Love when she was really out of it with the red lip stick all out of the lip line, an orange tide mark from the orange face and white neck/body and eyeliner that looked a bit like Alice Cooper.....frightening. I think this was maybe his first time doing his makeup and also his first time as a cross dresser with an escort as he gave me no warning what so ever.

Had I of been prepared for what I was about to see, I would have been much more professional (or not taken the booking at all) instead of standing there with my eyeballs like this......... 😳

So in my experience with cross dressing.......not good so I don't have it ticked on my profile and I never will again.

lol I love the Courtney love analogy. You must see the funny side of that but I can see how it's kind of sinister. A few have asked me to apply their make up. I think that's part of the fetish. Maybe some disposable wedges would be good in that situation & wipe the mascara wand after & use alcohol gel. I met a makeup artist once who cleaned her brushes with surgical spirits.

Oh good Amy has given us some hope. I'm not sure if it's about enacting being a woman as much as it is the feel of the clothing that they enjoy more...It's certainly interesting & breaks up the norm.

Fabulassie · « **Reply #10 on:** 28 November 2015, 04:59:01 pm »

How timely - I was thinking of posting about this, myself.

I did a bit of dressing up with a client who brought his own tights, was small enough to fit into my very stretchy bodycon dress and happened to wear my shoe size (

. He didn't tell me that he'd like to do this - I figured it out after he put on the tights and the rest was my idea. I thought it was fun.

The dresses I wear are these extremely cheap Primark vest dresses. It would be very easy to buy a couple of larger ones. I already own a stupid blonde wig that I don't wear. I also have plenty of makeup to spare as I love buying it and old stuff gets pushed aside for new stuff. Some cheapo applicators set aside for clients and it's all good. The only thing that I would worry about it shoes. Should I buy a pair of size 10 shoes or try and get every size or what? I was thinking having 8, 10 and 12 should work. However, there's no way I would take all of that on tour!

I know there would be a lot of timewasters with unrealistic specific expectations of what sorts of clothes... red wig, pink ball gown, etc.

ilovecats · « **Reply #11 on:** 28 November 2015, 05:18:48 pm »

I had a cross dresser before, it wasn't a problem though, he brought his own outfits with him , and was just like any other client .

Lunar Moon · « **Reply #12 on:** 28 November 2015, 05:43:42 pm »

Actually I have a few (handful) regulars that come with their own new panties, bras, holdups etc - I find them very easy nice clients to entertain they just need the release of being able to do it and once they know you are comfortable with it they will be back.

One recently had a tampon up his bottom which I found rather odd .... but hey ho, nearest you can get to being a woman I guess. He didn't know I realised.

Kendra Glasgow · « **Reply #13 on:** 28 November 2015, 06:28:32 pm »

Quote from: Lunar Moon on 28 November 2015, 05:43:42 pm

Actually I have a few (handful) regulars that come with their own new panties, bras, holdups etc - I find them very easy nice clients to entertain they just need the release of being able to do it and once they know you are comfortable with it they will be back.

One recently had a tampon up his bottom which I found rather odd .... but hey ho, nearest you can get to being a woman I guess. He didn't know I realised.

Only we don't wear tampons in our arses 😂

I wonder how some of you ladies manage to act professional in these circumstances. I don't know how I would handle a wee bog rat hanging out of a mans arse.

Shewolf · « **Reply #14 on:** 28 November 2015, 07:24:01 pm »

Quote from: Kendra Glasgow on 28 November 2015, 06:28:32 pm

Quote from: Lunar Moon on 28 November 2015, 05:43:42 pm
Actually I have a few (handful) regulars that come with their own new panties, bras, holdups etc - I find them very easy nice clients to entertain they just need the release of being able to do it and once they know you are comfortable with it they will be back.

One recently had a tampon up his bottom which I found rather odd .... but hey ho, nearest you can get to being a woman I guess. He didn't know I realised.

Only we don't wear tampons in our arses 😂

I wonder how some of you ladies manage to act professional in these circumstances. I don't know how I would handle a wee bog rat hanging out of a mans arse.

God the mind boggles. Well. I have spoken to the guy and I will be meeting him hopefully. It shall be an interesting experience.

See also the main SAAFE.info site for more Support And Advice For Escorts

Author Topic: Cross Dresser contacted me (Read 7532 times)

Shewolf

Cross Dresser contacted me

Emma_C

Re: Cross Dresser contacted me

Shewolf

Re: Cross Dresser contacted me

Emma_C

Re: Cross Dresser contacted me

Shewolf

Re: Cross Dresser contacted me

Kendra Glasgow

Re: Cross Dresser contacted me

Shewolf

Re: Cross Dresser contacted me

amy

Re: Cross Dresser contacted me

katrina

Re: Cross Dresser contacted me

Emma_C

Re: Cross Dresser contacted me

Fabulassie

Re: Cross Dresser contacted me

ilovecats

Re: Cross Dresser contacted me

Lunar Moon

Re: Cross Dresser contacted me

Kendra Glasgow

Re: Cross Dresser contacted me

Shewolf

Re: Cross Dresser contacted me