Apr
13
2024
First Time Alone Escorting
After that first time I was able to do a few more duo sessions with Samantha, all of this led me to realize that I wanted to take things further. That would mean seeing clients alone and starting to build up my own business. I was excited and prepared. Clients were very nice and they loved seeing me. Ultimately my plan was to be able to quit nursing so I could focus more on my new outlet, which was being a companion, and offer a girlfriend experience to my new friends. The first thing that I needed to do was set up my own website. It took about a week for me to work out what to say, I looked at other escort websites and took a lot of advice from Saantha before I finally got it all sorted.
As well as getting my website worked out I also listed myself on BP. This was a little different than just creating a website. Here I was basically advertising myself and going out to bring friends in. Although it wasn't as big as some of the steps I had already taken, listing myself was another step into this new life. The idea was for my website to go live on the first of the month, coinciding with my advert linking back to it going live on a major escort listing. That would be the Friday morning, so the Thursday evening I took Samantha out for a meal to thank her for her friendship. We went to a quiet restaurant. As we were talking I told Samantha of my fears that I wouldn't get any bookings. To my surprise she laughed. "Sweetie, I'm sure you'll have more bookings than you'll know what to do with." She said. "I hope so." I said. "I know so." She said with a smile.
I went to work at the hospital and in my lunch hour I switched on the mobile phone I had bought for escorting and had three voicemail messages. One of them was from a withheld number; I erased this with out listening to it. I stated clearly on my website that calls from withheld numbers would be ignored. I DO NOT accept calls from PRIVATE callers. The other two were more promising. One was from a man called Steve who left a short message saying that he would email me. He sounded a little nervous but genuine. The second was what sounded like an older man saying he would call back. He never did.
Once I got home I checked my emails. On the web site I had a booking form and along with some general enquiries I had two booking requests. The first was from Steve, the man who had phoned and left a message. He wanted to book me for an hour on Monday from 11 in the morning. I sent him a brief reply confirming the time and amount and instructing him to make a confirmation call on Monday morning, the second booking request was for later in the month, someone who would be traveling to the city on business.
I also answered some emails that were questions about services that I offered. By the end of the evening I had booked in two clients for Monday. A one-hour session with Steve at 11, two hours with a man named Peter at 2. I wanted to ease into it so I kept it at just three hours. I also had three bookings for Thursday.
It actually all seemed to be going very simply and smoothly. Although I was more than a little nervous about flying solo, the thing was although I was fine with the intimate moments, I wasn't so sure about the rest. When I had done duos with Samantha I let her take the lead, without her there it was up to me to make the clients time as enjoyable as possible. Both in and out of the bedroom, and I knew that Monday would be a demanding day both physically and mentally.
As soon as I started to think about Monday I started to have those little nagging doubts in the back of my mind that I wouldn't be able to cope on my own and that physically I wasn't up to it.
I decided Sunday morning that I wasn't going to fret about things outside of my control. I just concentrated on relaxing so as to give myself the best chance of getting through unscathed. I also spent some time answering emails and checking bookings. So far the definite bookings had tailed off a little although I still had plenty of enquiries. Samatha had warned me that only around 10% of enquiries would become bookings; most people either chicken out after mailing an escort or merely just want someone to write them explicit emails so they can jack off. Still things were going well and I was starting to think I can quit the nursing and be an escort 24/7, of course getting beauty sleep in between.
The last few days had been nice and sunny It was just as I was about to leave that the phone rang. It was my escorting phone and I picked up. The voice on the other end was a little quiet, it was Steve my first client of the day calling to confirm his appointment for 11. Again I was struck by the fact that he sounded nervous. I hoped that I would be up to the task of calming his nerves and making his time with me enjoyable. I also knew for certain that at least one of my clients would be arriving.
The other client Peter phoned to confirm while I was traveling. As arranged he left voice messages as I wasn't able to pick up. I sent him a text message acknowledging the call. I was now sure that both men would arrive I just had to hope that I lived up to their expectations.
Now my special friends will be coming to my private residence. I put on a light green nightie, which was pretty see through, over the top of this I put on my black silk robe and light colored stockings with gold glittered heels. My first appointment was only for the one hour so I wouldn't have to time to strip out of anything too complicated. I had also bought a few boxes of condoms, in various sizes, and placed these where I might need to get to them.
I went into the bathroom and put on some makeup and did my hair. I dimmed the lights and made my place more seductive. I always have to have a clean home, clean sheets per friend I have over, and my place has to be enticing. I have XXX movies playing, romantic music playing in case we want to slow dance, drinks available, as well as a king size bedroom suite. I love to bring my special friends to my beautiful home.
As well as getting my website worked out I also listed myself on BP. This was a little different than just creating a website. Here I was basically advertising myself and going out to bring friends in. Although it wasn't as big as some of the steps I had already taken, listing myself was another step into this new life. The idea was for my website to go live on the first of the month, coinciding with my advert linking back to it going live on a major escort listing. That would be the Friday morning, so the Thursday evening I took Samantha out for a meal to thank her for her friendship. We went to a quiet restaurant. As we were talking I told Samantha of my fears that I wouldn't get any bookings. To my surprise she laughed. "Sweetie, I'm sure you'll have more bookings than you'll know what to do with." She said. "I hope so." I said. "I know so." She said with a smile.
I went to work at the hospital and in my lunch hour I switched on the mobile phone I had bought for escorting and had three voicemail messages. One of them was from a withheld number; I erased this with out listening to it. I stated clearly on my website that calls from withheld numbers would be ignored. I DO NOT accept calls from PRIVATE callers. The other two were more promising. One was from a man called Steve who left a short message saying that he would email me. He sounded a little nervous but genuine. The second was what sounded like an older man saying he would call back. He never did.
Once I got home I checked my emails. On the web site I had a booking form and along with some general enquiries I had two booking requests. The first was from Steve, the man who had phoned and left a message. He wanted to book me for an hour on Monday from 11 in the morning. I sent him a brief reply confirming the time and amount and instructing him to make a confirmation call on Monday morning, the second booking request was for later in the month, someone who would be traveling to the city on business.
I also answered some emails that were questions about services that I offered. By the end of the evening I had booked in two clients for Monday. A one-hour session with Steve at 11, two hours with a man named Peter at 2. I wanted to ease into it so I kept it at just three hours. I also had three bookings for Thursday.
It actually all seemed to be going very simply and smoothly. Although I was more than a little nervous about flying solo, the thing was although I was fine with the intimate moments, I wasn't so sure about the rest. When I had done duos with Samantha I let her take the lead, without her there it was up to me to make the clients time as enjoyable as possible. Both in and out of the bedroom, and I knew that Monday would be a demanding day both physically and mentally.
As soon as I started to think about Monday I started to have those little nagging doubts in the back of my mind that I wouldn't be able to cope on my own and that physically I wasn't up to it.
I decided Sunday morning that I wasn't going to fret about things outside of my control. I just concentrated on relaxing so as to give myself the best chance of getting through unscathed. I also spent some time answering emails and checking bookings. So far the definite bookings had tailed off a little although I still had plenty of enquiries. Samatha had warned me that only around 10% of enquiries would become bookings; most people either chicken out after mailing an escort or merely just want someone to write them explicit emails so they can jack off. Still things were going well and I was starting to think I can quit the nursing and be an escort 24/7, of course getting beauty sleep in between.
The last few days had been nice and sunny It was just as I was about to leave that the phone rang. It was my escorting phone and I picked up. The voice on the other end was a little quiet, it was Steve my first client of the day calling to confirm his appointment for 11. Again I was struck by the fact that he sounded nervous. I hoped that I would be up to the task of calming his nerves and making his time with me enjoyable. I also knew for certain that at least one of my clients would be arriving.
The other client Peter phoned to confirm while I was traveling. As arranged he left voice messages as I wasn't able to pick up. I sent him a text message acknowledging the call. I was now sure that both men would arrive I just had to hope that I lived up to their expectations.
Now my special friends will be coming to my private residence. I put on a light green nightie, which was pretty see through, over the top of this I put on my black silk robe and light colored stockings with gold glittered heels. My first appointment was only for the one hour so I wouldn't have to time to strip out of anything too complicated. I had also bought a few boxes of condoms, in various sizes, and placed these where I might need to get to them.
I went into the bathroom and put on some makeup and did my hair. I dimmed the lights and made my place more seductive. I always have to have a clean home, clean sheets per friend I have over, and my place has to be enticing. I have XXX movies playing, romantic music playing in case we want to slow dance, drinks available, as well as a king size bedroom suite. I love to bring my special friends to my beautiful home.
Right on time there was a knock on the door. Steve has arrived.
He was a younger man perhaps in his mid-twenties; he had short dark hair and wore glasses. He was dressed in jeans and a jersey. "Hello I'm Carissa." I said. I could see that he was looking at me trying to imagine what was under the loose fitting robe.
"Steve." He said. I sat him down and sat opposite him in the chair and checked the money in the envelope."Would you like something to drink?" I asked. "Wine would be good." Steve said. I could hear a slight tremble in his voice he was very nervous. As I made him a glass of wine, I thought through what would be my best course of action. I took the glass over to him and sat next to him on the couch he nearly jumped out of his skin."Honey, you really don't have to be scared of me. I won't bite." I said. "I'm sorry, I'm a little nervous about seeing you. I haven't been with a woman for a couple years and..." He trailed off. "It's okay, there is nothing to worry about." I reassured him.
As Steve drank his wine we chatted. He told me that he had been in a long-term relationship from when he was still at school, around 16 years of age, they had lived together and planned to marry but then it all fell apart. I think he saw booking me as way to start a new chapter. I certainly didn't want to disappoint. Once he had finished his wine I gently laid my hand on his knee he almost jumped again. This time I leaned in and gently kissed him. It took a few moments for him to respond but soon he was kissing me back. I pulled away briefly and untied the belt of my robe letting it fall open so that he could see my body only in the skimpy green lingerie underneath. "Wow, your beautiful" He said. "You'll get to see a whole lot more." I replied with a wink.
Gently I took his glasses from him and placed them carefully on the coffee table as I leaned over him and tugged at his jersey. He got the message and pulled it over his head. I laid my hand on his bare smooth chest and I could feel his heart pounding. I was slightly worried that if he carried on like this he would be not my first solo client, but my first fatality. I stood up and held out my hand, he took this and also stood. I led him into the play room.
Sitting him on the bed I knelt in front of him and pulled his belt open before slowly undoing his jeans. I was a little surprised to find that he had a button fly, not the easiest of things to open with 5cm long manicured nails, but I soon was able to open his jeans and run my nails up and down the bulge in his underwear. I told him to stand and pulled down the jeans and underpants letting his hard cock spring up. I wrapped my hand around his shaft and gently started to stroke making sure he was fully hard before I teased him with my lips. When I took his length in my mouth for the first time he groaned a little. I gave him a teasing blow job taking him to the edge of orgasm then stood up and hugged him. I felt that his heart was beating more normally and he was calmer. Mentally I breathed a sigh of relief that I had managed to calm his nerves a little. "I think we both need to lose some clothes." I whispered into his ear.
Steve nodded and got out the jeans and underwear that were bunched around his ankle. As he did this I moved round and got on the bed. Once he had finished taking off his socks I tapped the space next to me and he joined me lying there. I put my arms around him and kissed him deeply on the lips. I could feel that he was now relaxed and that he was returning the kiss with ease.
While we were kissing I was able to strip out of my lingerie. Letting him get a good look at my breasts. "May I touch them?" he asked. I smiled and took his left hand placing it on my left breast. I let him fondle my nipple for a short time I was surprised at how good he was at stimulating me.
Soon we again fell into an embrace, this time I pushed Steve onto his back. I could see that he was still very hard. I picked up a condom from the nightstand and opened the packaging. I carefully rolled the bright red condom down his shaft and checked that it was secure. I then stood up on the bed and took off my panties. I stood astride Steve for a moment looking down on him before lowering myself to my knees. Because he had been so nervous I had decided that I needed to be in control. I gently eased his cock into me and felt him filling me. I sat upright and took both his hands in mine gently pulling him into a sitting position as well. I wrapped my arms around him and kissed him deeply. As I did so I was able to feel him gently throbbing inside me.
We kissed deeply for a few minutes then I gently laid him back down and started to ride him. Slowly at first, with long strokes that almost took him out of me before I pushed down and took his entire length back inside of me. Then I quickened the pace breathing deeper, matching my breathing with his. Soon I felt him start to throb inside of me and his body arched under me. He made no sound but I knew than he had climaxed. I slowed my pace till I came to a stop then gently laid on him for a few moments before taking myself off him. I took some baby wipes and removed the condom from him, throwing it in the wastebasket by the bed.
We snuggled for a few minutes before I suggested that it was time to get dressed. I put my robe on. I told Steve that he could have a shower if he wished and pointed to the bathroom. He said he was fine. I went out into the main room and picked up his jersey and glasses taking them back into the room before leaving Steve to get dressed. "Have you got everything?" I asked as he patted his pockets. I walked up to him and gave him a warm hug. As we hugged he said:"Thank you so much, I feel great." "You're welcome, and now you know where I am don't be a stranger." I replied. as I saw him out of the door.