some they do it!
yes, take confidence and start to ask more!
i cut off them if it is too much!

Yeah I had something recently too in that a regular offered to take me on holiday all expenses paid but not pay me. I created a post about it.
If I have regulars who I like and enjoy spending time with I don't mind if the time goes over or if i really like them may give discount or do special deals for them.
The ones that annoy me are the boundary pushers who say seeing as now I'm a trusted regular can we do this or that which I don't do. Or try to get personal info about me.

Mentally they are soooo tiring!
 

Personally I've always been happier not having regulars as sometimes they get too comfortable or confess their undying love for you. Which is somewhat awkward. I had a guy who I hadn't even seen yet and kept saying he was going to be a regular and he proceeded to ask me 'so what's the damage?' I laughed a little and told him my rates and he said 'ah ok fair enough, it's my first time. next time it will be lower because I'll be regular'

Goodbye mate -click- 

Sometimes I feel like saying "why would I want to go to the pub with you or go out for lunch or whatever, we would never meet or mix in civvie life!". So many guys forget we have our own personal lives and commitments that don't revolve around them. I understand when they are not juggling as many people as we do but some are plain deluded.

As for going on holiday with a client, I can't think of one reg(even the ones I really get on with) that I could go away with for a few days without us both hating each other by the end of it! They only see me for an hour or two at any time! Some find it hard to understand that despite being regular, they really don't know ME.

I have had to distance myself from regulars in the past due to their persistent requests to get me out for unpaid lunch/drinks or even trying to over stay time repeatedly. It's a real shame but they do it to themselves!

I think its a common  had so many think they deserve the special treatment,  had to block a few and have given several warnings about their expectations. One recently cant access the cash so freely as got married and desperate to see me and offered 20 quid until he gets it. Have told him not my problem.  Regulars turning bad..

Anyone else has negative experiences with regular clients?

Most of my neg experiences have been with regs 

One physically assaulted me, another kept trying to push boundaries (telling me he loves me, would do anything for me, wanting all of my attention outside of a meet, expecting free overtime "because I give you so much money"), another one made multiple bookings for an hour, would cum twice in 30 mins then wanted to leave 1/2way demanding a partial refund.... I could go on but Im sure you get the gist.

Its a tricky one because on one hand they are bringing in regular money & are reliable but on the other hand, the more they see you the more they start to feel entitled and deserve special privileges. Generally speaking, I favour fresh D over reg D. I cant stop rebookings but Ive noticed that Im having to be much tougher with regs and more often then not I end up blocking them, or we end up arguing and I put them off from contacting me again.

My advise would be just to be a bit more firm with him. You might even want to block him temporality to make him realise that you are boss, not him. I did this with one of my regs (the one who kept trying to push boundaries) - he wasnt heeding my instructions and on one occasion he called my phone over 10 times in the space of 30 mins so I laid conditions down by restricting the duration of time we met and how often we would meet. I then ended up blocking him temporarily for 2 weeks. It was a brave move on my part but thats the choice that I made and I guess deep down, I didnt care if he stopped seeing me because the stress wasnt worth it. I also forced him to start seeing other girls because I was the only girl he was seeing & he started developing EAS. Surprisingly, we are at a much better place now but you need to think about all your options and what actions are needed to help your situation.