Chapter 3 -- Not my usual client.
Life can change in an instant. Hanna and I had been together for six weeks, all was perfect until the call from her family. She had few relatives and her elderly aunt had taken ill and she'd gone to Florida to care for her. By now, a month had passed since I'd seen her and even the calls were getting fewer and further apart. With Hanna gone, I felt a little lonely and I'd stopped seeing lots of my old friends -- it was too complicated with my new work, plus there had been Hanna to explain too. The 'how did you two meet?' would require a complex and dishonest answer! There were certainly new challenges about this new life, and I cursed the fact that there was such a stigma attached to something that everyone needs and does that it had to be hidden.
A solid positive while I was missing Hanna was that work remained stable, I think that would be the way to describe it. So far, I'd been with men from their early twenties, right through to the seventies. I'd been fucked in every position you could imagine, and I think at some stage, most parts of my body had been splattered with semen. I'd started to feel like I had the job down, I was good at it and now, even had a few regular clients. In between work, I went to the gym almost every day and ran most days, so I was in the best shape of my life.
As always, with my new lifestyle, there was always a surprise and something new and unexpected right around the corner. Today the surprise was an email on my escort site from a woman, who called herself Jackie. Her message was simple, she wanted to know if I would accept an appointment with a female.
First off, this was unusual for more than just a woman contacting me but also the tone of the message. It was polite and formal and nothing like most of the messages which I would receive from men which would be straight to the point. I figured that I was Bi, that had never been an issue for me. I said on the site I was Bi, and it was a client and a new experience. I replied to Jackie and told her that I did take appointments from women and asked her how I could help her. I figured that it was quite unlikely that a woman would just want to pop round for an hour of pussy play, but you never know, I guess.
Jackie responded quite quickly and gave me a huge amount of information. She was 33, recently divorced, thought that she was Bi, or even lesbian and had fantasised about other women for years and years but was also shy and awkward and wanted to experience being with a woman in an easy way where there were no strings or complications and without having to go dating. She further explained that she didn't really enjoy sex with men anymore and had never orgasmed with a man, something she could only manage via masturbation. The point of her meeting was actually an experiment, she wanted to know for sure, if she would enjoy sex with a woman.
I thought about it for a while and this kind of client didn't really fit with the whole pop in for thirty minutes, or an hour and fuck me kind of arrangement that I was used to, and this was an entirely different situation which would require a little more careful handling than a horny man. I suggested to Jackie that she come for an evening, and I'd keep the entire time free, and we'd have no time limit so we could take things at her pace. In a short time, we agreed on the following evening at 9pm. To make the evening less weird, she asked to pay up front and did so using the escort site payment system. There was definitely something odd about accepting money from a woman for sex.
This all gave me some extra work to do the following day and I thought about how I could make this more feminine and less seedy. I wanted Jackie to be able to relax and so, I changed the bedding in the spare room with some I usually used on my bed which was far prettier than the basic sheets I used for the men and then added a small table and a floor lamp into the room and then, found some nice aromatherapy candles which had been lurking at the back of a closet and even moved a couple of plants into the room.
That evening, when the time came to get myself ready, I took extra effort with my hair and makeup. I went for a sexy black lace thong and bra but put on a knee length black dress, so I was cute and sexy, but less slutty than usual. I lit the candles, put the lamp on and waited for 9pm. It was actually just before nine when my buzzer rang out in my apartment, and I answered the intercom. A nervous, shaky, female voice, said. "Evening. Are you Cara?"
"Yes, are you Jackie?" I asked.
"Yes."
"Come on up, I'll see you shortly." I said and buzzed her in.
Pretty soon, I heard her footsteps clattering on the concrete stairs, and opened the door. I got my first look at Jackie who was a red head, with brown eyes, quite tall, large breasts and slim figure dressed in an ankle length, black skirt, deep red jumper and black coat with a small bag on her shoulder. She was perfectly made up but red faced as she entered my apartment.
"Hey Jackie, great to meet you." I said as she looked at me awkwardly.
"Thank you for agreeing to see me." She said. "I still can't believe I'm here!"
"I guess it's really strange for you to visit someone like me?" I said.
"The whole thing is strange, but I can't think of another way." She replied.
"I'm glad you chose me." I said
Jackie looked around and shrugged. "So, I'm not sure what the process is? Should I undress or ... how does this work?"
I smiled. "I have a nice and comfortable room ready for us to go to, or we can sit on the sofa for a bit, or, you can have a drink, or use the bathroom, we can take this entirely at your pace."
"I guess I'm really nervous. I don't think the small talk will help much." She said.
"I can understand that. Well, I think I can relax you, and I'll try my best. Why don't I show you into my room and I'll leave you to undress, maybe leave your underwear on for a while and we can see if my relaxation methods work for you."
Jackie nodded slowly. "OK." She said.
"This way." I said and led the way to the spare room.
Once inside, Jackie looked at around. "It's nice."
"I'll leave you alone for a few minutes, you can make yourself comfortable." I closed the door and waited outside.
Sitting on my sofa for a few minutes, I felt like I'd given her long enough then I knocked gently on the door and opened it slowly. Jackie was sitting on the chair, wearing just a pink lace bra and matching pink panties.
"Hey." I said as I closed the door behind me. "Are you OK?"
Jackie nodded.
"You look really pretty." I said with a smile.
