I cannot really say that I have had a 'bad' hobbying experience....knock on wood. But I can tell you a story about a weird experience that I had.  
I was actually in the middle of my date with a friend....literally, in the middle of the date. We were all hot and heavy. One BJ had already happened. He had already been DATY for quite some time. I was ready for the next step in the action. He gets a phone call, which he stops to answer. I didn't mind that. But what happened next, I was stunned.  
He told me that he had to leave, right away, as he is pulling his clothes on. He said nothing else. I got concerned, thinking that he had a family emergency, and asked that he let me know that everything is ok, which he said he would.
Well, the next day I sent him a text asking if everything is ok. He responded. He told me that there was no emergency. He said that he had gotten freaked out at the idea of actually penetrating another woman. I was like really....you didn't think of that before you were in my mouth, and your face was buried in my jay-jay?!!? I was so upset because I was genuinely concerned about him. It sucked! I never heard from him again. But I would guess that he eventually got over that fear.
Nothing like getting left hangin!

With a gal I knew well. Around midnight she said she was heading out to visit a friend she knew in town, and would be back in a couple of hours.  
At dawn she was still gone and there was no answer to her phone.  
I started to panic that she got murdered and I'd end up getting in big trouble.  
Long about 9 she showed up with nothing to say for herself.  
I was pissed, but we still are tight.  

I Don't Mean To Be Picky

But I no longer offer overnight dates, because the only one I had...the guy snored and farted all night.

So far we are seeing a common theme here and you guessed it my worst experience was on an overnight stay. In my very short experience I was south of the border and went with an overnighter stay. The girl was drop dead beautiful had a good time for 30 minutes and she proceeded to sleep for the rest of the overnighter. Major bummer to have a beautiful girl next to you who is asleep. I did wake her up once for some more play, but felt like a total jerk for doing it.

I was doing an incall, the client showed up and we sat on the couch and started to chat.  He then proceeded to tell me he only had half my donation.  I told him I was sorry but he would have to leave.  He begged me to allow him to stay but I insisted he had to go.  He actually dropped to his knees on the floor and begged, I was very uncomfortable.  He then grabbed me and started to kiss me, at which point I opened the door and pushed him out.  He said he was going to wait outside until I changed my mind.  He texted me every 15 minutes for the next hour saying he was waiting outside.  I called a friend and he came to pick me up, to make sure I was safe.  Thankfully I didn't hear from the creeper again.

downstairs.  A person would think that would cure you of hookers for life but it only lite the fire.  There is something about the thrill of a BP girl or teasing LE.  Don't get me wrong, I'm in no way suggesting you disregard what most people on TER suggest....be safe.  However, some people like to hunt bears knowing full well their gun might jamb at the last moment.  

-- Modified on 11/25/2016 11:17:56 PM

I've had my share of no shows, doubles where one lady just sat there, string alongs, and an assortment of distractions. But there were two that take the cake. The worst is where the ex boyfriend of the provider started pounding on her door during the session saying he was going to kill her. She finally talked him down, and got him to leave, but I'd lost the mood. The second worst was where LE raided an AMP while I was there. Luckily, they had to take an emergency call, and they let everybody go. Better to be LE lucky than lucky in cards

...Years ago I contacted a provider that advertised in one of the entertainment mags. for an outcall session, when I opened the door to let her in she pulled a gun & robbed me, scared the hell out of me.

Luckily I haven't had any bad experiences but I have had a couple cringeworthy moments!! Here is my favorite!

I had seen this gentleman a few times and it was always very fun and pleasant so I was happy to be seeing him again.  We had a 9pm meeting. He walked in the door and we instantly embraced and started kissing except he tasted completely foul! His breath could have peeled the wall paper, it was so bad!! I gently pulled away but he was really into a welcome kiss so came back in for the kill and ended up licking my mouth and part of my cheek.  I pushed him back (gently of course) and asked if he would mind brushing his teeth, I joked that I could taste his dinner and that I had an extra toothbrush as well as gum and mints in the restroom.  
He then had this "ah-ha" moment and said, "oh ya! I should probably freshen up, I haven't brushed my teeth since 8am before I went to work!" ... 😳  

I'll never forget that and how I involuntarily started retching when he turned his back.  It's a gentle reminder to all of us that minty fresh breath is important. And just because you brushed your teeth 12 hours ago or 2 hours ago, it's ok to pop a mint or brush again!

One Friday afternoon I was looking through the local escort page, when I saw a lady that caught my eye.  I reached out and she responded shortly and a date/time was set.  Got to the room, she texted me the room and I headed up.  I went to the room, knocked on the door and no answer.  I headed back down to my car and sent here a text, she responded back apologizing.  Little head won and I headed back up.  As I got off the elevator I passed a guy who seemed to be giving me the stank eye.  Paid it no mind, just assumed it was a customer.  Got to the room and she answered, all smiles, we hugged and kissed and we were off to the races.  She was an image of perfection, country twang accent, nice MM DDs, 5'2", librarian glasses, cute bubble butt, the whole 9.    

All of a sudden a knock at the door, the guy I saw in passing was apparently her hubby and objected to the color of my skin.  Got dressed, she gave back the donation, apologized and I was off as she had words with her hubby.  Halfway down the road I get a phone call and she is apologizing, I'm cool about it and she invites me back.  Like an ass I go back, BBBJ ensued, DATY, then on went the hat and we went at it. This time we make it to balls deep fucking and I'm having a great time.  Knock, knock, knock - again it's her annoying ass husband.  She gets up and answers the door, I'm butt ass naked with nothing but a condom on and her husband is telling me I need to leave, this time a female friend of theirs is joining him and they're lecturing her on the NBA policy that she was supposed to uphold.  

Apparently they are in an open relationship but he doesn't like her to see men of color.  Wild night.

Stewart Avenue.  Atlanta.  Seedy motel just north of the Gold Rush "Gentlema's Club".  I was young and naive.  LOL (Need I go on?)

I was cruising around.  Young lady steps from a room and waives me down.  Asked if I'd like a date.  We agreed on terms...a quick randevous at a bargain rate.

We start enjoying ourselves.  She offers more than our original bargain for no extra.  I say "sure" and we continue the fun.

Suddenly, a very large man abruptly enters the room asking questions between streams of cursing.  My date is obviously scared/terrified.  I am talking fast to clarify the situation and throwing my clothes on.  

The large, angry, man says I've stated too long and demands "more".  I only have a $20 (I know, it doesn't sound like much but it was like 50% of the original bargain).  The  man steps toward me, fists clenched.  I keep talking and plotting my survival strategy.  I ask the guy if this is really worth going to jail over?  He stops. I give him the $20. He orders me out of the room.  I never look back.  Lesson paid for.  Lesson learned.  LOL

I've evolved considerably since then and I have survived quite well

there was this one gal who visited me ato my doorman protected condo. Let's just say she was a biker chick. It was the gal in the pics but ... not the cleanest garment in the laundry bag.

She was into it. I WASN'T... but she actually scared me and I'm 6'4 and not exactly a wimp. Uhhhhhh .... can you go now? I'm cool. Eventually she left and I was glad I was in a secure building.  

Then there was the day I was banging one of Boston's Finest when just as I'm about to cum, she jumps from beneath me and says "I think the rubber broke" and I lost my boner right there. I'd built up to what was going to be a massive orgasm and pooof, it was gone. Just like that. Not the worst but very, very disappointined at that moment.

After two years of trying to see a certain woman in Phoenix, I was finally able to set a date about a month in advance.  She primed me even more by telling me that she was on an extended break and she'd make me her first date back...told me to bring my "big boy" game because she'd make my 2-year anticipation worth the wait.

Anyway, the evening starts off pretty well, and by the time we are BCD, we're both pretty worked up.  She was a GREAT kisser, and with her clothes still on she gave me a BBBJ that had my eyes rolling back in my head.  I started to disrobe her and started a little groping...lo and behold, her "extended break" had been for breast surgery and she was still heavily bandaged --- nothing available boob-wise but two tiny breaks for her nipples in a pound of surgical tape -- she was strapped up like a mummy.  Luckily, my erection held, so when she immediately said "do me doggy", I suited up, finished doggy and got out of there.

So much for a two-year fantasy.

Nothing like some of the other experiences here, but thankfully, my worst.

Several years ago, I booked four hours for dinner and playtime with an indie.  Playtime was first, and after dinner, we went back to her place and enjoyed a bottle of wine together.  It was clear to her that I shouldn't be driving, so she invited me to stay the night and sleep it off.  I was appreciative and went right to sleep.  In the morning I asked if I could shower before leaving and she let me.  As I was showering, she got into the shower with me and asked if I would share.  I said sure.  Things got playful, and before I knew it, we were back in the bed for another round.  Afterward, I dressed and started to leave, and she said, "Aren't you forgetting something?"  I said what.  She said the donation for today.  I thought she was joking, but she was dead serious.  I had not brought enough money with me to pay for another two hours of fun we had in the morning.  She seemed very annoyed and pointed out that she didn't charge me anything for sleeping over, but only for the sex we had in the morning.  I left, feeling I had been hustled, since I would have not gone for it had she gotten joined me in the shower and gotten aggessive with me.  In retrospect, I don't blame her for wanting to be paid, but I thought she should have said something like, "Do I want to go for another hour or two this morning." which would have clearly told me she was expecting to be paid.  Since I had paid for four hours, I just thought she was considering it as going overtime, which often happens on multi-hour dates of the provider doesn't have another customer booked in right after.  I ended up sending her the donation for the extra two hours, but it changed the dynamic between us so after a couple of more sessions, I just stopped seeing her.  I was pretty new to the hobby then.  Now I would probably ask to clarify what the status of continuing is going to be were I in that situation again.

1. The time at a K-girl agency in northern VA when my car got towed because I parked in the wrong spot. There was no sign posted saying anything like "If towed, call XYZ". And then spouse calls and says "Are you on the way home yet?" For anyone in a similar situation, here's the quick thinking that saved me: googled "apartment complex name towing" and got the towing company name. Yep, they have my car. Called the agency booker "I was towed", "Oh, no honey, stay right there" and she sends her "friend" to pick me up. That turns out to be a Korean "taxi", something like Korean community Uber, before Uber existed. He knows the towing company, whisked me right there, I'm saved and he wouldn't take a tip! After my wallet is $150 lighter for towing fee, I'm home safe, but the $300 at the agency got a bit more expensive that day.

2. Condom broke on a second round with sweet young thing from a local DC agency that had a name like (not the real name, but you'll get it) redfiremodels. I realized it broke just as I was about to come, pulled out, came on her stomach, and was feeling quite freaked out. She laughed, "Don't worry, when I was doing porn in LA I got tested all the time." Well, fine time to tell me Lucille. Waited, got tested, all fine. Memo on this one: If an old boyfriend's name is tattooed just above her pussy, maybe you should pass....

3. Another broken condom during anal. This time, neither of us felt it and everything went to completion. And....I got a UTI. Ouch.Nothing worse, but I sweated that one. I've had Greek a few times since then, but my ardor for that act has cooled a lot, and I'm generally fine with BBBJ and pussy!

These are out of 200-ish encounters and all these took place in the first year, so call it a learning curve, I guess.