Most awkward questions I'm asked as an escort - part 1

[JennyT]

What do you do with your money?

Oh yes, this one. It's famous.

 

[JennyT]

7. What if your parents find out?

No need to comment on this one right?

8. Do you have a normal job?

Makes my hobby look totally abnormal.

9. Is this the only thing you are doing?

When I'm asked that I imagine I just do nothing with my life, just wait till someone gets to book me. I do 1000 things "besides this" and always feel a bit strange with this question. But maybe it's just me and there are people who do nothing else and they won'r be feeling awkward.

10. When are you going to retire?

Makes it look like I'm suffering and doing this only temporary and I can't wait to stop, which is not true.

11. What are you going to do when you can't do this anymore?

Makes a pic of a poor escorts, who just can't do that anymore because she squeezed everything out of her escorting life and it's time to face the sad reality and finally "do something" . It reminds me of a question to a kid: who are you going to become when you grow up? I always thought "that means right now I'm nothing for you, I can only become someone when I grow up".

 

[JennyT]

Did you come?
I've never asked, been curious a few times but did not want to put the lady in the position of having to lie or feel awkward.
My last session the lady asked "did you come for me?" I did, I guess I need to be more vocal, I told her I would work on my cum scream.

I did. But better than asking that probably better ask her what exactly she likes, so she doesn't have to lie. I find that if the things I done the way I enjoy them (and the other way around obviously), regardless of the overall situation or my physical preferences chances are high.

 

[Beached]

Making conversation with your provider can be a bit of a minefield with so many questions that no matter how curious you are, are just not apropriate. Being mindful not to ask questions that can reveal their identity or infringe on their personal life can be challenging.
Also, a lot of things I just don't want to know to preserve the fantasy.

 

[JennyT]

I agree with you. And sometimes I also don't know whether my questions are uncomfortable or not. But still most of the times things work out wonderfully themselves so I'd rather say the awkward thing happens rarely.
I also realize every person is different and a thing that can make me completely comfortable would be uncomfortable for someone else. Or even the same thing told to me in a happy day or a vulnerable day?
And agreeing on the fantasy thing - I believe it's much easier to imagine a horny student than someone who is getting bored between bookings...

Did you come?

 

[JJ Mitchell]

Ever get asked where you see yourself in 5 years?.

 

[JennyT]

Ever get asked where you see yourself in 5 years?.

I love this one! Yes I was
When the “gravity takes it’s hit on me” haha.

 

[Oldbutgoing]

I love this one! Yes I was
When the “gravity takes it’s hit on me” haha.

Pictures or it never happened.

 

[Signingin]

I love this one! Yes I was
When the “gravity takes it’s hit on me” haha.

Hitting.

 

[Jessica Rain]

Maybe a bit later. I always liked the idea of talking at a place like this without giving out my identity, to be saying things freer. Like, a blog or forum. But never had a surge to go to one of the existing boards.
Hope you don't mind!
Would you share your list of awkward moments with a girl?

This is a very real issue for a lot of women in this business. I learned that the hard way.

I thought women were like me. Would just say exactly what is on their mind. Then I learned that many ladies are silenced out of fear of losing business, so they just never comment and sadly some don't even stick up for themselves when they should.

If you really want to be able to speak your mind, either keep your working name a secret, no matter how much business you think you will take it with guys dying to know who you are and promising bookings. If you are like me, doing this more as a hobby because my bills are paid elsewhere, then give up your name and have a blast. While I do get bookings based on my postings. I know I don't get bookings because of my postings. I'm cool with that as well. It is like worry-free screening without doing any work. So there is always that bonus.

Welcome to HUBGFE, great thread that I totally took off topic, so back to the topic

I get asked what my mainstream job is. Sorry but I own said business and we work largely in the community. I can't be going around handing out business cards. LOL So always a little awkward when they have just told me everything about their work and I'm like "Sorry, can't talk about that." Sharing is not caring in this instance. LOL

 

[Anto]

Great reply, Jessica.

 

[cristy]

Ever get asked where you see yourself in 5 years?.

This question is asked often, as is, "so how long you been doing this" and both questions, often, are also answered by hobbyists. Many hobbyists put a "she should only work for this long" date on many of us. It is sad and hypocritical that in this industry some patrons, judge those they patronize. This "shelf life" attitude, which btw, is also perpetuated by other escorts, shouldn't exist, and it is no one's business, but the escorts, too how long she or he decides to work in the industry.There is nothing wrong with being a career escort, nor is there in being an escort for a weekend, that is a choice and we all make choices to suit our personal needs, desires and lifestyles.

 

[JennyT]

Like for example telling us that we have gorgeous ass. Or that we have gorgeous tits! Or maybe even telling us about gorgeous face!
What else... How smart we are? Although if you do all that you gonna have to be paid, too. ))
I’m kidding, you’re right, makes sense to share some comfortable stories as well.

 

[JennyT]

I know you're joking around but you got to remember, we're often told that just complementing looks is bad too because it shows we're not interested in the real person.

We can't win.

Oh.
That wouldn't be my point for sure.
Interested in real person?
I might sound strange but I think you don't have to be. It's amazing when the interest comes, but let's be realistic, you can't be interested in every person you see. And there can be a very decent sex with no interest to the real person. Sometimes fantasy works even better than "real"
Yes I was joking, but seeing a couple of nice things about the other and expressing them always feels great. If they are sincere.

I get what you mean. Kind of getting stuck in between "having to show the real interest" and "trying to be discrete and not ask too many questions".

And the last question: did you come?

 

[DILLIGAF]

Oh.
That wouldn't be my point for sure.
Interested in real person?
I might sound strange but I think you don't have to be. It's amazing when the interest comes, but let's be realistic, you can't be interested in every person you see. And there can be a very decent sex with no interest to the real person. Sometimes fantasy works even better than "real"
Yes I was joking, but seeing a couple of nice things about the other and expressing them always feels great. If they are sincere.

I get what you mean. Kind of getting stuck in between "having to show the real interest" and "trying to be discrete and not ask too many questions".

And the last question: did you come?

I am glad to read your points that you just made.
I was not sure if you were joking or serious in your earlier points.
I was beginning to think that you just wanted a guy to arrive do the nasty and leave. No speaking at all.
And for your last question "did you come?"
Thankfully I never have to ask that question. When I finish DATY and my face looks like a glazed donut so we both just need to catch our breath and relax.

DILLIGAF

 

[JennyT]

I was beginning to think that you just wanted a guy to arrive do the nasty and leave. No speaking at all.

DILLIGAF

​​​​​​​It's the opposite. Making connection is amazing but we can't expect that to happen every single time. And if it doesn't, we just enjoy what we can enjoy.

 

[DILLIGAF]

​​​​​​​It's the opposite. Making connection is amazing but we can't expect that to happen every single time. And if it doesn't, we just enjoy what we can enjoy.

I agree with you on the connection part!!
I always book multi hour appointments usually overnighters
its all about the encounter not just a wham bam thank you mam for me!
when you have a long visit and a really great connection the evening is most memorable!

DILLIGAF

 

[Huste]

Did I miss part 2?.

 

[DILLIGAF]

Did I miss part 2?.

I thought we were still on Part 1

DILLIGAF

 

[JennyT]

Cmon... part 2 was in the responses to this post I’m going to prepare part 3 for ya.