First words of the sex work Bible: get the money first. That includes before eating / drinking with them.

You also need to establish boundaries around what you will do and for how long.

Have you actually spoken to her on the phone?

If your marketing doesn't pretend that your breasts are the same size, the vast majority of clients won't care they are different sizes. Ditto stretch marks etc etc etc.

Have you spoken to the woman? On the phone? Because 99% of so called couples bookings are just the bloke fantasising.

I would send them a message/text now just saying something like "Just want to firm up details of our meet on X day. You haven't stated how long you want to meet for but I'm assuming if we're having dinner first you'll want 4 hours. My price for that is 500 quid. I'll be requiring payment on arrival at the restaurant, please have the money in an envelope."

Don't be disappointed if you never hear from "them" again.

About the breast asymmetry, it's easy for me to say but I would try not to feel self conscious about it. Most men will be delighted that they get to see your boobs full stop. You could even make reference to it in your profile by saying "One of my boobs is bigger than the other so this is good news for guys who love big boobs AND guys who like smaller ones!" Use accurate photos so guys know what they're getting.

I have great big stretch marks and horrible flabby bingo wings - in all my years escorting nobody has ever mentioned it.

We haven't spoken on the phone but we have been texting for days now. I have even been talking with the wife and she has sent me pictures. They want to meet first and have dinner and drinks to make sure we vibe and he said that would be about 2 hours so I am not sure how much time is a lot for an escort. In my opinion I feel like 5 is a lot of time especially with dinner included. I was thinking 2 hours for the hotel is fine. They want to bring toys and vibrators etc which does seem a little intimidating. I just feel like I am going to need 3 or 4 drinks in order to not be shaking from anxiety. I did tell him about the breast asymmetry and he kind of ignored it and just told me that I should feel confident because they chose me. If the first time goes well for me and I decide to continue doing this I just wouldn't want it to be an issue. I am doing this in order to save my money to get a reduction and to fix this problem that I have. New York is kind of expensive so I would have to work a lot.

Texting isn't speaking.

No, it is not - the reason everybody has been so specific about it is because you need to hear her voice to make sure she exists, since there's about a 99% chance that she doesn't.

Plus everything else Ian said.

if there are any other tips or advice that you feel like is important for me to know then please let me know. I want to be prepared and I want to do this as correct as I can.

I can't think of any 'other' tips that are anywhere near as important as the ones already posted.

Get the money first. You wouldn't expect a cinema to let you watch half the film to so you can decide whether you like it enough to pay for a ticket. What if you don't?

Don't drink alcohol. You're working and you need to be professional and on the ball. You wouldn't expect your dentist or manicurist to be 'tipsy', would you?

Get the money first.

Know which services you're going to provide and just as important (if not more), which you will not. If you're trying to sell something, people will expect you to know what it is and if you don't they will try to tell you.- in a service industry this means taking advantage of you being unprepared to push your boundaries.

Get the money first. If you don't have it within five or ten minutes max, leave.

Talk, (NOT text, NOT, email) to everyone involved. I suspect you may well have already done this, even if you've been told otherwise.


The only other thing I can think of is make sure somebody knows where you are and is expecting to hear from you. Online dating is a good cover if you don't want to be too candid .

Given that this has been set up through Seeking Arrangement (SA) rather than through a 'proper' escort site, have you categorically told them you are an escort and that this is a booking?
In Sugar sites the protocol is a bit different, and it's more normal to do a 'meet and greet' before discussing an 'allowance' or 'pay per meet' amount, but you still want to have that agreed and paid before there's any kind of intimacy.
Also, with SA, there will have been nothing as clear as would normally be the case in escort marketing so no detailed physical descriptions, limited photo exposure and - most importantly - no clarity around services. T
The fact that you have been discussing 'boundaries' is good but the fact that this is the terminology being used makes me think you might be at cross-purposes at bit. If they're treating this like a Sugar Arrangement and you're treating this like an escort booking there could be some substantial mismatches in expectations so you need to address that right away. If, having done so, it's the former and you want to go ahead you want to check out the SA forum for how to approach it. If the latter, then the relevant tips have already been covered.

I have never done a couple booking hun too much drama and these sound like time wasters to me prob some guy getting off on your texting . Money always up front darling whether they want dinner or not money must be upfront . I always find loads of texting equals time wasting not in all situations but in most xx

You met this “couple / person behind a screen” over a Seeking Arrangement site. Not an escorting site. This usually involves a lot of crossed wires. The person seeking on these sites (them/he/she) think that you are actually genuinely into it. Not so much in it for the money. They usually have low ideas of what you are hoping for in return. If anything.
I find these sites a lot of waste of time, lots of wires crossed between people, and not so much money for the time you put in.
I would leave it and open an escorting profile and see a couple that way.


Like a previous poster said, escorting and presenting yourself honestly whilst doing so is the best way. And many make it lucrative.
A larger lady advertises as BBW
An older lady advertises as MILF or GILF
Everything is a selling point.

Being different also makes you special, so many girls and women looking the same. Can and is boring to men.

Don’t be worried about being judged in the escorting arena. Just have an honest profile and no one can say you mis represented yourself. You could maybe even make it a selling point!