The Tale of Two Hookers

The other day I started telling a story about Cindy, and then I turned it all about me. I can be such a selfish bitch. So today I owe you one.

The last story I told about Cindy blowing a customer during a double was the last time anything like that happened. We've done a couple more doubles since then, but they were just standard happy endings with 1 girl doing the HJ and the other one teasing. But I am reminded of the time Cindy and I entertained a couple of Sugar Daddy's back in the good old days. I've mentioned this story before, but today I'll tell the whole thing.

Actually, it was my SD and one of his buddies. The buddy was in town and my SD wanted to entertain him properly, so he asked if I could hook him up for the evening. Cindy was game (hell - she's always game), so we made plans to meet them at their hotel for an evening of dinner, drinks and "whatever."

Cindy and I really got slutted up for the occasion. My SD (we'll call him "Tim" and his friend "Mike") enjoyed being seen in public with a girl on his arm. So our thing was to get dressed up and paint the town red. He wanted to turn heads, so I'd get all decked out in something tight with "fuck-me" heels, then he'd take me to busy restaurants, bars, etc. At the end of the evening, he'd usually just drop me off at my car or home, and that was it. He never asked for HJ's when we were out - he figured that's what The Business was for.

This night was pretty much the same routine, except now we were doing it as a double date. However, Mike had different expectations on how the evening would end - and that's where Cindy came in. I think Tim's exact words were "Do you have any friends that could like... do him?"

So there we were - Cindy and I all dressed to kill. I told her how Tim likes to see me dressed, so she was similarly done up in a short dress and heels. Biggest difference was that she had taller heels and showed way more cleavage. In other words - sluttier (I still love you Cindy!).

We drove over to the hotel in my car with the radio cranked up - just having a good time. We got there early and decided to have one last smoke before we headed up to the room. So out in the parking lot, we lit up and stood outside the car listening to the radio.

A couple minutes go by and an older gentleman wearing a tie with a short sleeve shirt walks out of the hotel and towards us. He's staring straight at us the entire time, so we know something's up. As he gets closer we can see that he's wearing a name tag like he's the manager or something. Cindy and I stamp out our cigarettes.

"Excuse me, but I'm going to have to ask you two to leave." He looks dead serious as if he's done this drill before and we obviously know what the hell he's talking about.

I said "Uhhhh... why? We weren't doing anything." Cindy and I both looked at each other confused. "I'll turn the radio off," I said as I stuck my head in the car window.

"Don't play around." His look didn't change any. "I don't care what you do, I just can't have you two working here."

Did he just say "working?"

Cindy and I looked at each other. Then we started laughing. And the more she laughed the more I laughed. This was obviously not the reaction the guy was expecting. He starts to stammer "uhhhh... I... uhhhh..."

Between belly laughs, Cindy points at me and squeaks "He thinks you're a hooker!" before doubling back over in laughter.

Now I can't breath because I'm laughing so hard. But I catch my breath and yelled "YOU look like the hooker!" Then I loose it again.

Come to think of it, we probably both looked like hookers - although technically I was acting as a pimp that evening. And also an escort. I was a sort of pimp-scort.

The manager guy finally let out a relieved laugh and explained that we both looked like hookers - especially on the parking lot security cameras. When I finally calmed down, I told him we were meeting our "Johns" inside, then going out to dinner. He got another laugh out of that, but I guess it wasn't too far from the truth either.

Tim and Mike were waiting for us in the lobby since we had been delayed. Cindy and I told the story on the way to dinner. Luckily they found it funny too.

Dinner and drinks were fun. I checked in with Tim in the middle of the evening and we agreed that Mike and Cindy were hitting it off. I made it a point to act flirty with her in public so Tim would have more to brag about later.

We were all pretty toasted by the time we got back to the hotel room. Tim's an older guy who tires out easily, so I knew he would just want to chill out. We planted ourselves on the pull out sofa and started watching late night TV. Unfortunately for Mike and Cindy, there was no other room to go hide in. So they started making out on the bed by the light of the TV screen.

For the most part we ignored them. I got up a couple of times to get a fresh beer for Tim and myself. Each time I glanced over, they had switched positions and another article of clothing was missing. They thought they were being subtle by sliding underneath the sheets, but when a head disappears and you see a lump in the sheet rising up and down, you can figure it out.

Tim and I turned the volume of the TV up as they got louder and louder. Thankfully, there was a final grunt from Mike and the sheets stopped moving. A few minutes later, Cindy gripped a king-sized pillow and made a dash for the bathroom with her tiny, crumpled dress in her hand. Mike lit a cigarette.

Good timing - I was getting sleepy. After Cindy had freshened up, Mike said his goodbyes to Cindy and then Tim walked us down to my car. I kissed him goodnight before he handed me an envelope.
"Thanks girls!" he said with a smile and yawn. "I don't think Mike will ever forget this night any time soon."

And I haven't either. Cindy and I split the cash in the envelope and she ended up seeing Mike a few more times whenever he was in town. As for me, I love the fact that I finally have a place where I can tell this story in it's entirety.

CJ