Part 4 -- The Stars Align
Life had been great for a while, I got used to Hanna being away and I'd settled into my new life, working on three or four days each week. A steady stream of men came to my place and enjoyed my services, and with each one, I learned more and more how to really give a man what he needed. A few more weeks passed and, just when everything seemed to be working out for the best, Hanna's aunt became terminally ill, and she would be staying in Florida for the foreseeable future. This really upset me. Selfishly, I wanted her back with me and now, I had no idea how long it would before I saw her again and I started to think it was probably over for good. Letting my misery take over, I took a whole week off work and spent it feeling sorry for myself as is my tradition when things upset me.
In the end, bills had to be paid and I made my escort profile live on Friday morning. That day was pretty regular. Four clients visited, one came in my hand rather earlier in the proceedings than he would have wished, and the others all filled their condoms after enjoying my pussy for a while. That Friday marked another milestone though, one which would have been unthinkable a few months ago. I opened my second pack of two hundred condoms, in the few months I'd been doing this, over two hundred different penises had entered my body. It was both sobering and impressive, looking at the new box, and the empty old one next to each other, I wasn't sure whether I should be crying or buying myself a beer.
Saturday was unusually quiet and there were no clients by the evening. Eventually, I received an email from a guy called Danny, who explained that he was staying at a hotel and had been let down by his regular escort and would I be interested in visiting him at eleven that night. He was offering me five hundred dollars, which was way more than my usual fee and was tempting. Guys offered me extra money all the time, from an extra ten bucks for anal or, various amounts of cash to forget the condom. I always declined these offers.
I had decided at the start of this new job only to entertain men in my apartment where I felt safe and in control but what was the harm in visiting a hotel? Deciding that agreeing to new things had so far, worked out pretty well, I replied and said that I would. We made the arrangements, and I booked a cab for later. I had no idea how significant this night would turn out to be and what a huge impact it would have.
There would need to be different preparations this time and once I was showered and had my lingerie on, I chose a smart black cocktail dress, a white coat and my shoulder bag, in which I discreetly packed condoms, wipes, a small bottle of lube and a spare pair of panties. I was already on the street in the dark when the cab arrived and I took the twenty-minute journey to the hotel, arriving ten minutes early. I messaged the guy, as arranged to let him know I was at the hotel and he quickly replied inviting me up to his room, number 1104.
I felt super self-conscious waking past the concierge who held the door open and then across the lobby to the elevator, the clacking of my high heels, I was sure was attracting attention. I felt like everyone was looking at me and knew why I was there. The hotel was five star and way out of my league. The inside of the elevator was better decorated that most places I'd been in my life. I'd gotten used to my work but as the elevator reached the eleventh floor, I felt nervous, which was unusual. Maybe it was because I wasn't in the safety of my own home. Stepping out into the marble and brass adorned corridor on the eleventh floor, I made my way to room 1104 and knocked on the cream-coloured door.
Footsteps soon approached and the door was opened by a tall and fit looking man in his forties, dressed in a black robe, perfectly groomed and clean shaven with jet black hair and brown eyes. My first impression of him in those seconds was that he was a professional man and very confident. Most of my clients were what I would describe as regular guys, who came in varying degrees of ages and sizes, with a variety of personal hygiene standards. I'm non-judgemental and respected my clients in my own way but this man struck me as being of a different league.
"Come on in, Cara." He said warmly and stood back from door.
Smiling, I entered, and he closed the door. The room was like a Hollywood movie set to me, it was like a palace, a giant white, four poster bed, huge windows looking out on the cityscape and plush green carpet. Paintings adorned the walls and a door led to a bathroom that, from the outside, looked like it was solid marble.
"May I take your coat?" Danny said.
"Oh, Yes, thank you." I replied as I put my bag on the floor and he took the coat from my shoulders, then hung it on the hook near the door. I picked up my bag.
"It's good to meet you." I said. "Wow, this is such a lovely hotel."
"I like to stay here when I'm in Chicago on business." He explained, then he turned and picked up an envelope which he handed to me. "Speaking of business, shall we get this out of the way?"
"Thank you." I said and slipped the envelope into my bag.
The guy seemed OK to me, and I was starting to feel more comfortable.
"Shall we sit?" Danny asked.
"Sure." I replied and followed him over to one of two armchairs and sat, crossing my legs and enjoyed the unusual comfort of the expensive leather chair.
Danny pulled a bottle from a chiller next to his chair and poured two glasses, handing me one of them. "Champagne?" He said.
I thanked him, took the glass and resisted telling him that I was more of a bar and beer girl, but I did like the occasional glass of champagne and given that I was in such a cool hotel and earning a whole days pay from just one client, I was in no rush. Also, there was no doubt that this would be an expensive bottle, so, why not enjoy it? This was already very different to my usual clients.
"So where are you from? Where's home?" I asked him.
"I'm based in New York, but I travel a lot." He explained. "I visit Chicago often."
"What do you do?" I enquired.
He smiled and his answer was a little vague and cagey. "Oh, I work in security for a large organisation."
I was thinking that he really didn't do that job and that Danny probably wasn't his name but hell, who cares, I mean, Cara wasn't my name!