Dear Tits and Sass

Home Dear Tits and Sass

Dear Tits and Sass: Breaking Up With a Regular Client Edition

Image via Sassyology
Image via Sassyology

Dear Tits and Sass,

I need help breaking up with a long time client. He is a very sweet guy and if I were to describe our dates (lots of time out in public: dinners, shows, etc.) it would sound like a pretty cushy gig. The problem is that I find being physical with him deeply, deeply repulsive. Not like I’m so hot for my other clients, but it’s a real challenge with this guy. I regularly find myself closing my eyes and trying to breathe without letting *any* expression cross my face—forget about me faking pleasure, I’m merely hoping to not betray my urge to run. Let me stress that he is not abusive or demanding, and he doesn’t hurt me.

I feel like he’s usually aware that I’m hating every second we’re naked together, but he’s so taken with me he lets it slide. The last time we did an overnight together, I dreamed about screaming at him that he was horrible and I never wanted to see him again. He’s not horrible, but I can’t talk my body out of feeling completely miserable during sex with him. We’ve known each other for over a year now, seen each other for long dates at least 15 times, and I have no idea how to break it off. I can’t pretend I’m retiring, and I don’t want to take down the overnight option from my website. (Seeing him for a short period of time won’t really help anyway; I’ve tried, and it still sucks.) But I’ve got to do something because in the days in advance of seeing him, I start feeling really sad and panicked. I don’t think it’s healthy for me to see him anymore, no matter how much money is at stake. Please help!

Sincerely,
SMS (Save My Sanity) 

Dear Tits & Sass: Overly Attached Client Edition

Dear Tits and Sass,

Last February, I met Phil off a sugar dating site. He was extremely effusive in quasi-personal affection towards me during our first meeting, to the point that I realized he was an attachment risk and considered not seeing him again. (He’d had a recent and extremely nasty divorce.) But I agreed to a monthly arrangement of x dollars/month for indefinite weekly meetings and saw him three times total. In addition to sex, he wanted an intellectual relationship.

Between our meetings, Phil frequently wrote me vaguely romantic emails, with very familiar addresses and conclusions (things like “dear love,” etc.). I am married and he knew that. Eventually he was sending me such intense emails that I concluded he actually thought he had fallen for me. The last piece of evidence for me that things had gone too far was when I went over to his house and found a picture of myself on his mantel: He had learned my real name from a careless mistake I made, found my Facebook, and got the picture from there.

I didn’t return his calls or emails for awhile. He sent me several distraught emails and I finally emailed him, apologized for being uncommunicative, and told him that I couldn’t see him anymore because I was concerned he was getting too attached. I was pretty blunt, but toed the line between being a person breaking up with a lover (as was appropriate to the stupid sugar game we were playing) and an escort cutting off a client (I, for example, referred to myself explicitly as an escort/sex worker in the email). I told him my role in his life should be therapeutic and motivational, not romantic, and that I did not think that was possible, basically.

He sent me a recent email proposing we keep seeing each other, just less frequently, and I did tell him I’d respond to it (oops—maybe shoulda held my cards), and I am hoping there is something I can do to let him go. I also am nervous because I (a) don’t want to acquire a stalker or something, and (b) he has my real name, which means that he could conceivable out me if he felt sufficiently jilted. Don’t know if he’d do that or not. (My husband knows about all of this.) What should I do?

Sincerely,

Unhappily Loved One 

Dear Tits and Sass: Hooker Incall Edition

one of the notes

It’s that time again! One of our faithful readers has a pressing question and we sexy geniuses are here to answer. If you too are struggling with a sex work related dilemma, you can email info [at] titsandsass.com and we’ll try to shed some light on the situation. 

Dear Tits and Sass,

My hubby and I have found ourselves living next door to someone who I am assuming is, uh, working out of their home. We see strange men coming and going, hear lots of sexytime noises at all hours of the day or night, and recently other neighbors have taken to leaving threatening notes on this person’s door. We aren’t as disturbed by the noise as others since we have a loud air conditioner (although sometimes it can be obnoxious) but the downstairs (I’m assuming) neighbor has been leaving notes threatening to “press charges.” I feel bad for the lady next door, but I also am pretty terrified of the strange people coming in and out right next to my apartment.

Dear Tits And Sass: Agency Edition

Time again for us to share our thoughts on the many dilemmas that arise around sex work. And this question is a doozy. The issue of whether or not to work for an agency is surely one to stir up debate, so feel free to leave your own insights and experiences in the comment. And if you’ve got a problem, email info [at] titsandsass.com and we’ll do our best to help or call in a guest who can. Please note this offer is only good for current sex workers with work-related inquiries. 

Dear Tits and Sass,

Now that Craigslist is no longer such a useful arena for scouring out clients, and I am not sure where to turn. I am considering working for an escort agency. The splits I have found out about from a few of them seem quite a lot less compared to how much I charged on my own, and I am a bit nervous about not having total control over how I want to do sex work, yet it also seems like a relatively easy way to make stable money. What are some things to expect from working for an agency? Is it safe and the diminished splits worthwhile? Is sex or a photography session expected at the initial “interview”? Are there questions I should ask or things to establish before I decide to start?

Sincerely,
Seeking Business

Dear Tits and Sass

by Sim Dawdler on flickr

Please welcome our very first Dear Tits and Sass entry, wherein one of our readers needs to know what to do about her stalker of two years’ fiancé of six years.

While we aren’t planning on routinely answering questions for newbies or outsiders (we don’t want pandering charges, among other reasons), every now and then there comes a question that begs to be answered… and shared. If you are an current sex worker with an unusual predicament, you can email info [at] titsandsass.com and we’ll do our best to help or call in a guest who can.

Dear Tits and Sass,
I’m hoping you can help me with a serious problem: a stalker and his fiancé. One Friday almost two years ago, a man approached me at the club and asked for dances. When we reached the private dance room, he paid me to sit and chat for four songs. He also made me a money ring (that I later realized was made with a $100), which he put on my finger. After getting dances he left the club immediately and I never saw him there again.