Ugh good regular but pain in the tush!

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What do you do when you have a good steady regular who is nice & easy for the most part but is a major pain in the tush!?

I have one who is a easy show for the most part aside from the fact he is really old & talks/types terribly but also is slowly becoming the biggest pain in the tush. He seems be becoming slightly emotional sometimes making poor me somments about himself & how he really needs wants a 'friend' & hates having to pay for the friendship. Other times the comments even borderline jealous or protective to point its caused issue once cause he didnt like what someone else had said to me. Other times we have had issues & hes pitched fits to point threatening to go elsewhere saying I take it too seriously & like an is what it is/business instead of personal & emotional which eh only was trying to be like that because felt like he was getting too emotional & blurred if that makes sense.

He is increasingly trying to chat me up constantly between schedules shows & will pitch lil fits or make poor me type comments if I dont respond good enough or quick enough at times.

Sometimes he tries to guilt me into bigger discounts, cheaper prices, or free extra crap I usually charge lil extra for & will pitch fit or guilt me if he doesnt get it his way. Not always but few times here & there seems he tries.

We had an issue with him sending gifts & not being happy with the favors in return so finally laid it out saying look gifts are gifts from him & that if he wanted specific pics whatever in return he should discuss it with me ahead of time & we will treat it as an actual transaction which was ok for month or two but now he is starting to send notes specifically asking for pics & such with gifts agian & last ones I sent as a thank you was told oh wasnt exactly what he wanted & could send something else. Told him Idk would try if get chance but doubtful & dont know if or when I can cause he wanted something outside which isnt really an easy thing to do where I am & its been less than a month & hes already mentioned & asked twice more about it. Sucks cause he sent more gifts as a surprise recently but am kinda more dreading them than happy cause I have no idea what kinda unwanted expectations may come with em. Oi vey.

Idk if im asking for help or just needed to vent really bad lol idk on one hand he is a higher paying steady regular so hate to loose the money yano but too he is becoming such a pain in the ass but if try say anything get guilt trips, poor me emotional games, pitches a fit, & even threatens to go elsewhere. bleh.

Is it just me or does anyone else have regulars like this? you like the $ & hate run them off but on the other hand that are just pain in the tush to try keep & keep happy?
 
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