Knowing His Escort....... (closed)

[Steve5511]

OOC
Jim Morgan, 37
6 ft 1, 215lbs Very Fit
Single, Lawyer


IC
Jim had gotten to the hotel a few hours before his appointment. The hotel was about an hours drive from where he lived so he was pretty sure nobody he knew saw him come in. It would be easy enough to make up an excuse but he didn't want the hassle. Beside, he had something else on his mind being here.

He had just won another big case and wanted to celebrate, but he wanted something a bit different. Something exciting. Dinner with friends was always fun, but now he was doing something more. In the back of his mind he had always wanted to do this but always chickened out. But tonight he was going through with it. Tonight he was going to be with an escort.

Searching the web, he had found a site that "serviced the city". It was like shopping for a car on this site. All sizes and shapes, makes and models. Dark hair, light hair, green eyes, blue eyes, girl next door, Dominatrix. Anything your heart desired. Her legs had caught his attention. Long and lean going all the way up to her tight ass. He couldn't see her face, that was cleverly hidden in all the photos, but what a body she had! She was a little older than most of the other girls on the site, but he figured he'd be a little bit more comfortable with that. Plus he figured that she would really know what she was doing. And at $400 an hour, she had better know.

Wearing a button down shirt and khakis, he made himself comfortable in the room. He had room service bring up a bottle of scotch so he could take the edge off. Looking at his watch every 2 minutes didn't make the time move any faster. It seemed to slow in fact. It was now almost 11pm, the agreed time for her to be there. It was too late to back out now.

 

[Steve5511]

He sat flipping through the TV channels. For a minute he almost forgot why he was there.SportsCenter would soon be on and he wanted to get the score to the ...

RING RING RING

Brought back to reality Jim stood up as the phone rang. This was it! He took a few clearing breaths and answered the phone.

"ummm Hello...... Yes this is Jim Morgan"...

 

[Steve5511]

KNOCK KNOCK

This was it! One quick check to make sure his fly was closed, no need for embarassment here. A deep breath and...

He opened the door to find ... a beautiful woman. She wasn't dressed like a "street walker" or anything like that. A simple black dress and high heels, not stripper heels either. She had a bright smile on her face that was almost comforting. Like he had seen her face before.

Extending his hand out to her he said "Hi there.. I'm Jim.. come on in." He stepped aside to let her in, looking down the hallway to see if anyone saw her come in. He had left a plain envelope on the dresser with her $ as he was told to by the agency. They also said that he could give her an extra tip is he wanted to. Well he wasn't sue as to what he was getting into so he kept some "extra" money in his over night bag. Just in case.

 

[Steve5511]

As she played with the buttons on my shirt, opening one or two, my hands instinctivlly went down to her ass. She wasn't one of those stick figure girls. She had real sexy curves in all the right spots. She was no girl, she was all woman. My hands ran over the shape of her ass. Very nice. She didn't protest at all, something I need to get used to with her I guess.

"So what do you do Jim? What brings you to town."

I wanted to make something up, kind of deflect who I really am. But my brain froze so out it came. "I'm a lawyer and I actually just won a big case so I figured I was going to .... ummm treat myself." I pulled her in a bit closer, I could smell her perfume and her hair now. Nothing like the cheap scent I was expecting. Now her large tits were against my chest. She wasn't overly big but eneough to get noticed. Still I had this strange feeling when I looked at her face.

 

[Steve5511]

The old saying goes "I was born at night but it wasn't last night". I knew that she was just trying to get more money out of me. I'm sure she has a "special all night" rate to go with her $400 per hour. Being that I'm a lawyer I know all about billing clients by the hour and how to "make up" time worked.

On the other hand, she was quite good looking and probably a great fuck. I could see going all night with her, but not tonight. If anything I'd get a second hour after seeing what the first is like. What I still can't figure is why I think I know her. Just can't put my finger on it.

Her hand found my cock and it was electric. I'm not "porn star" big but I've gotten quite a few compliments from other women. I could tell that she was "good with her hands" by the way she softly yet firmly held me. And she was quite good at getting me turned on. Her words and actions were designed solely for that.

"I think we might need all night, don't you?" she whispered to me.


"Well I don't know about all night" I replied. "but I do know that right now I'd like to see more of your body".

 

[Steve5511]

You move your hair so I can get to the zipper of your dress. As I slowly pull it down, you slowly press your ass against my crotch to feel my shaft. I breath out heavily as I can now see the black bra you are wearing under your dress. You ever so slightly rub your ass on my cock as you turn your head and give me a sexy smile over your shoulder.

I turn you around again and place your face in my hands. reaching down I kiss you again. Our tongues finding each others as they swirl together. My cock now standing straight up for you. We break the kiss and I say "Take off the dress".

 

[Steve5511]

I run my hands through her hair as my cock slowly enters her mouth. Just my head is being played with which makes me want to drive my entire length into her warm mouth. I close my eyes and feel the warmth of her tongue and the softness of her lips.

"Oh Anna, that feels so good. Take more of me." i plead. My hips start to move forward and back as I look to fuck her face with my hard rod. All thoughts of where or why I know her are gone now. All I know is that so far, she is very good at what she does.

My fingers tangled in her hair pull her closer onto my cock. Sure I could just force it into her mouth. But she totally knows what she is doing so I'm probably best served by letting her work her magic.

 

[Steve5511]

She let her breasts out for me to see. Damn! For someone about my age, her body is smoking! They are firm and full and don't sag at all. I am going to love sucking on those!

"Come and sit next to me Jim and tell me all about how naughty you're being.'

I move to the bed and sit next to her. My eyes are almost glued to her amazing breasts. All the thoughts of what I want to do to her are running through my mind. "Oh naughty naughty. I want to be very naughty with you" I say. My cock standing straight at attention for her now. I reach out and cup her sexy breast in my hand. So soft yet firm.

 

[Steve5511]

Her nipples are hard against my hand. Guiding my fingers with her's, I pinch her nipples between my thumb and index fingers. Rubbing to make them harder. I cant wait to put my tongue and mouth on them.

"So tell me Jim, is there a mrs Jim somewhere, a mrs Jim that you're not going to tell about tonight?"

"No, no woman in my life right now. None but you." I lean in and kiss her again. He lips are so soft against mine.

With my pants now off I just lay there in my boxer briefs. It is obvious that my cock is hard. The head popping out from the top.
"If you let me undress you, I'll let you undress me." she suggests.

I reply back "Well if you don't mind, I'd rather watch you undress for me. And could you put on those heels again? I love a woman in high heels." I prop myself up on my elbows to watch you.

 

[Steve5511]

I can't help but to reach out and grab her fabulous ass. So round and firm with the heels helping to push it up a bit. Sitting up a bit and reaching over, I run my tongue up her thigh and over her butt. Mmmm her skin is so soft to my tongue.

I then sit on the edge of the bed, my feet now on the floor with Anna between my legs. I turn her around to face me so I can see her tits and pussy. I lean in to take one of her tits into my mouth. Licking and sucking on her already hard nipple. My mouth moves from the left one to the right one as my hands massage her firm ass.

As I lick and suck her ample tits, my one hand moves around her hip as I drop my hand between her thighs. Running it up her inner thigh, I get up to her snatch and cup it with my hand. I can feel her heat already.

 

[Steve5511]

Her hand on my cock makes me feel like I want to explode. I keep licking and sucking on her great breasts. The fingers on my hand now playing with her clit. "Mmmmm" I moan as she strokes the length of my shaft.

I quickly turn my head and reach out to the night stand. Not knowing what I was getting into I came prepared with my own condoms. I grab one and get back to licking her tits. I hold it up to her and say "Will you do the honors because I need to have you now."

I slip my finger from her clit to her fuck hole and slide it in. Her pussy is wet and warm and I need to get my cock into her.

 

[Steve5511]

My cock throbs as she put the condom on it. I had always heard about woman that can put condoms on with their mouths but have never personally experienced it... until now. DAMN that was hot. I look up to her as she lowers herself onto my dick. I can tell she really knows what she's doing. Her pussy feels so warm and much to my delight, tight.

Slowly I start to slide in and out of her. I can't believe that I'm actually fucking an escort. But I haven't had a girlfriend for almost 2 years now and work keeps me tied up at the office. Plus she's really hot and there are no complications. I reach my hands up to play with her tits as our hips move together. Pinching her hard nipples and squeezing her soft breasts.

I can look past her at the mirror on the far wall. There I have a perfect view of her ass and long legs. My eyes watch her fuck me slowly as I look at her legs down to her heels. Looks like she had a birthmark or something on her left leg.

"Feels good huh?"

My eyes go back up to her pretty face. Her eyes filled with confidence.
"Oh God yes!" I reply back to her.

 

[Steve5511]

Well I paid for the whole show and that's what I got. A show. Yes she was hot and said the right things, but she didn't cum. Her pussy didn't grip my cock. I'm not sure if she just wants to get out of here or what but not yet she isn't.

My still hard cock slips from her pussy. I kiss the top of her head. My hand reaches to her chin and I tilt her head so she's looking right into my eyes. I then say "well that was a nice warm up, but now lets really fuck". I roll her to her back and drive my hard rod back into her pussy. I almost pin her to the bed as I look directly into her eyes. My lust must be quite visable as I drive deep into her.

 

[Steve5511]

I slam my cock in and out of her wet pussy hard. I watch as her tits bounce with each thrust. I reach down and kiss her neck. Sliding my tongue up to her ear I say "come on baby, lets both have fun. Fuck me good.".

I lift her sexy legs up over my shoulders and slide freely into her snatch. Taking her left leg in my hands I lick it as I place her high heel onto my chest. Feeling the sharp edge of her heel against my skin sends a chill through my body. I quickly get a glimpse of that birthmark on her leg again. Why is this ringing a bell in my mind? It's just a birthmark. It's no big deal. My best friend as a child had one in the same place and........

 

[Steve5511]

GOD this is the hottest fuck i've ever had I scream in my head! A hot woman in heels, digging her nails into my back as I fuck her for all she's worth! What could be better? But then it comes to me.

I stop my thrusting but stay inside of her. I push her legs to the side and place my hands on either side of her. I lean into her face real close. "Holy fuck!" I say softly but loud enough to be heard. "You've got to be fucking kidding!". I open my eyes real wide and say in a shocked voice "Alice?.... Alice Willows?.... From Ashville?.... Is that you?"

My best friend when I was growing up was my neighbor Alice Willows. We were peas in a pod. BFF's before anyone knew what that was. Until she moved away when we were both 12. Our mothers used to kid us that someday we would be married, at which we laughed and screamed in disgust like kids do. Until the day she left and broke my heart. Sure I moved on, but I never forgot my best friend and probably first love.

 

[Steve5511]

"No, I'm Anna from the agency you called."

No she wasn't. I was sure it was Alice! All of those remembered scenes from my childhood ran through my mind. This was her, this was my first love!

"You lived at 15 Woodstock Road in a blue house next to mine. We used to run a strin between our bedrooms and use cans to talk to each other! You had a dog named Pickles!" I grab hold of her right arm and point to the small scar just above her elbow. "You got this scar when you crashed your bike into my mailbox!".

My still hard cock stayed in her hot pussy as I ran off all of these memories. What was my main priority in life just a few seconds ago has drifted into the past. If this was Alice, and I was sure that she was, she has become the hottest woman I had ever seen in person.

 

[Steve5511]

I get to the door just as she does. Reaching over her I place my hand on the door so she can't open it. Just running on adrenaline now and not sure what to do, I pull her to me and kiss her. This is not the kiss between escort and client, but the kiss of a love. With the kiss still intact, I lift her up and slide back into her now pinning her to the wall. Its as if I have waited my whole life to do this, and down deep inside I have.

I don't even think of why she is denying who she is anymore. I am positive that I am right. Now I just want to make love to her. She has got to know its me by now.

 

[Steve5511]

I slip out of her and put her down. I see she is obviously upset but I don't know what to do. Turning away from her I go and sit in one of the big lounge chairs. I can't even count the things that are running through my mind. One thing I do know is that I don't want to hurt her. My head ends up in my hands as I am totally lost now.

 

[Steve5511]

My whole life has been flipped upside down in the past hour. I went from partying with a sexy escort, to being yelled at by a lost friend. Sitting in the same chair, I stay in the hotel room for a few hours just running through my thoughts. I can't help but to go between my childhood memories and what just happened in this room. Never in a million year would I have thought that we would meet again like this. Honestly I never thought that I would ever see her again.

The pool parties, the sleepovers, playing in the yard together. All of that stuff was being rolled together with hot and steamy sexy with a sexy woman. And it's all the same person. At least in my eyes it is. She did say something that stuck with me though.

"since you're a friend ...". That one line tells me that I'm right. It was Alice. We both know it now. But the big question I still have to answer is... what now?

 

[Steve5511]

I woke up with the sun saying good morning right in my eyes. A little confusion was in my head as I wan't really awake yet to know where I was. My sore neck and back told me that indeed I did fall asleep in the chair I had plopped in last night. It all came running back to me now. The hotel room, the sexy.... her. I know it's not "manly" but I think I might have actually cried myself to sleep last night. My dream of what was right in the world was shattered now.

Being that I had just come off a big case, I had a bit of free time. I always took a bit of a "breather" between cases to clear the brain and straighten those "life" things out a bit. I was the only one to know it but in my head, I had already taken on the case of Alice/Anna. I needed to see what I could do to help. I gathered my stuff from the room and checked out using the TV. As I did there was a flashing light there saying "Message At Front Desk".

It was pretty early yet so there wasn't too much activity in the lobby. Some elderly couple getting ready for a tour telling others some crazy story. All I caught was the old man saying "some nice ass". I went to the desk and said "Hi, Im Jim Morgan, you have a message for me I believe?".

 

[Steve5511]

I call the cell # and listen to the message. Hearing her voice again is both painful and exciting. At least she didn't go away for ever again. That was a positive. There was a silly grin on my face when she called herself Alice.I leave the hotel after what was a most interesting night and head back to my place. The world is up now and doing it's thing. I need to crash for a while NOT in a chair.

I get up early afternoon and see that I have a few messages on my phone. My first thoughts are hoping there is one from her. But there isn't. I keep hearing the same part of her message over and over in my head though, "it's probably best you don't get involved". That line just motivates me to go full bore into this. I've got the time and the resources and most importantly, the right connections.

All the while i'm holding my phone in my hand ready to call her cell. I'm not sure what to say but since i've just dialed her #, I better come up with something. I hear her message again and get nervous. "BEEP" the phone says to me.

"Hi Alice... Jim here. I'm sorry too about last night. You said it best when you called it shocking. Theres an understatement. Anyways I'd like to see you again. I don't care if it's in public or private. It can be for coffee or at my office or.... at a hotel. Whatever you want. You have my # now so please call me.Bye.".

 

[Steve5511]

My phone buzzes but im in a quick meeting with the head of my firm so I'll have to get the message later. He was telling me what a good job I did on the last case. It brought in a ton of money for the firm and also good publicity. He also said that there will be a big bonus check waiting for me with my secretary. I thanked him and told him I'd be taking my usual post case time off. He knew this was when I would always do some pro bono work so he was ok with it.

I went back to my office to check messages and tie up loose ends. My secretary had my check waiting. I took it and gave her a check for her bonus. Share the wealth was what I was taught. I then listened to my messages and smiled when I heard Alice's voice. She agreed to meet me so I was happy about that. But meeting tomorrow didn't give me much time to dig. I called my secretary into the office and said "Mindy, I need your help. I need to help an old friend. ". I didn't need to say anymore. She was in and got right to work.

It was a beautiful day to be in the park. I got there early after staying late at the office to work on my current case. There were kids and parents all around playing and laughing. It was a day where you just might need an ice cream.

 

[Steve5511]

Jim sat on the bench and waited for her. He knew she wouldn't chicken out but there was always the chance. Then she popped out from behind a tree. She was dressed a bit more casually than last night. Now she definitely looked like the Alice he remembered.

He had to fight every urge he had to run up and hug her. After last night he wouldn't be too surprised of she slapped him. He stood and waved until she saw him. Yesterday he did some digging into her past. He found somethings out but ran into some road blocks too. They would be taken care of with time and the right connections. Both of which he had.

 

[Steve5511]

We walked together and I listened to her story. There really wasn't anything for me to say so I just let her tell it. It seemed like she got more comfortable as she went on. Maybe just getting it out there was something she needed to do.

I was sad to hear that her mother had passed. She was like a second mother to me as mine was to Alice. She was always nice to me but had my parents permission to give my little butt a swat if I was out of line. It takes a village as they say.

Her dad was the same way. But now I was seeing him in a different light. I knew that he had loved Alices mom and that Alice and him were close. But what had happened to them was something different. Being a trial lawyer, I knew how to keep a straight face when shocking things were said. It could mean the difference of freedom and a needle in the arm sometimes. So as Alice spoke, my "poker face" was on as I listened.

We had walked to the other side of the park by now. Stopping at a small snack stand I bought us 2 waters and we continued down a path. I know that this was some very heavy stuff to be talking about but I couldn't help but think of how natural it felt walking with her.

 

[Steve5511]

As she told him more and more, he couldn't help but compare how their lives ended up. While she was a struggling young single mother, he was up at Michigan hitting the books on a full ride for football. He knew his chances at turning pro were very slim so he took advantage of a free education and got himself into Harvard Law. After Alice moved away, instead of acting out like a 12 year old boy was likely to do, Jim turned inwards and kept to himself. That started his love for reading and his schoolwork. His other outlet was football, but his brain still ruled.

He could just imagine how hard it was for her, still growing up herself as she was raising a child. Jim was almost sheltered at that time in his life, spending all of those endless hours in the Law Library and away from the real world. Finishing near the top of his class helped him land a great first job at a big law firm. Soon his education was paid off and his life was turning out grand. He almost felt bad knowing now what Alice/Anna was going through then.

"What do you think of Alice now? The woman who slept with her father, willingly comitting incest. Your BFF that's bringing up her sister as if she were her daughter?" she asked him.

Jim stopped walking to answer her. He thought for a second then said " I think you are still the bright, loving and beautiful girl that I once knew who did what she need to do. I thought that going through law school was tough, but it was nothing compared to what you must have went through, and I admire you for that.". He paused for a second then continued. "The only real 2 questions I have right now is... Will you be my friend again? And what can I do to help you?".