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

[Steve5511]

"You haven't asked me about my daughter." she said to me.

Honestly I was affraid to ask. It was my experience in situations like this that single mom's tended to be very protective of their children and could snap if you pried too much. I could see that she was still holding back a bit too. I know I was. We were both still feeling this whole thing out. But deep inside I wanted us to be more comfortable with this.

"I figured you would tell me about her when you were ready. I didn't want to pry." I told her. Then something from within started to come to the surface. I guess all those years of holding things in finally had enough and needed to come out. I stood right in front of her and just let it out.

"Why didn't you ever call me? Even though you used to beat me up as kids, I was always looking out for you. I was the first one there when that big storm blew down your tree fort trying to fix it. I was the one who carried you into my mom when you crashed your bike into out mailbox." I could feel the emotions coming out but it was too late to hold them in now. And frankly I didn't care if she saw me crying, wasn't the first time.

"Yes I know that your situation was a bit bigger than all of that kids stuff. But the point is that I was always there for you. Always have and always will. When I played football in college, sometimes we played in front of 100,000 people and were on national TV. But I can only imagine that the eyes of a small town focused on you was even more intense than that. I'm not saying anything would have changed or would be different, but at least you would of had someone there for you. I'd have been there for you."

I turned and walked away a bit to collect myself. I had been holding things in about her ever since she left. I was just a big bag of emotions right now. Like they say, the biggest guys are always the biggest babies with stuff like this.

 

[Steve5511]

I wasn't too far away but at that moment I felt like I was a million miles away. She named her daughter after me? How was I supposed to react to that? Again my eyes welled up and tears fell. I slowly turned back to Alice and walked towards her. Now standing about 2 feet away from her, I didn't know what to do. So I just did what I felt deep down. I stepped closer and hugged her.

 

[Steve5511]

"Will you build us a tree house again so we can be in it together? You, me and Jamie? Will you?"

Wow, this was all happening fast. Yesterday she was Anna an escort I hired for sex. And now she's Alice, the girl I've loved since I was 7. She's laughing and smiling just like she used to. Quite a difference compared to the bitter and angry woman I saw last night. But she did say one thing right last night. We are different from the kids we were. She doesn't know me and I surely don't know her. But there is a base there. There is a forever love that will never fade, and thats a good starting point.

I lean close to her, holding her face in my hands and deliver the loving kiss I've wanted to give her for all of my life.

 

[Steve5511]

I pulled up to the address that Alice had given me in my BMW. It was a gift to myself after my last big case. Sure was different than the gift I gave myself this time around! As I pulled up Alice was already comeing tomeet my car. I quickly got out and opened the door for her. She looked amazing! It might have been the same dress from the other night but now she looked truely beautiful. And yes I'll admit, very sexy! "Wow, you look great!"I gave her a quick peck on the cheek as she got into the car. I chuckled and said "I think the last time I gave you a ride was on my bike!"

I had made reservations at a nice quiet little place I knew of for us. It was strange but I was as nervouse as I had ever been before but also calm. As we drove there, there was a little chit chat back and forth. Nothing too heavy like our earlier conversation.

 

[Steve5511]

Her hand on top of mine felt natural. Like that was where it was always supposed to be. A memory came to my head and before I could stop it, it came out. "You know, I almost kissed you once. Remember when we were like 9 and we slept in the tree house that night and it started to thunder and lightning? You were scared and I put my arm around you and told you it was going to be OK. I almost leaned in and kissed you then because that's what I thought I was supposed to do." Blushing as I finished the story, I was glad we pulled up to the resturaunt.

Again I got out so I could open the door for her. This time when she got out of the car, her dress ran up high on her thigh. I couldn't help but notice how sexy her legs were, but quickly I snapped back into "gentleman" mode.

I extended my arm to her and said "we since this is our first real date, we should do this right". I waited to see if she'd take my arm or just laugh like the 10 year old Alice would have done.

 

[Steve5511]

We walked into the restaraunt arm in arm. She was easily the best looking woman in there. I was kind of used to walking into a room with a beautiful woman on my arm. The whole "football player, Harvard Law graduate laywer" title does make a good pick up line. But tonight felt different. Most of those other dates were almost using me to up their own status. That wasn't the case now with Alice...... or was it?

The way my brain works, I always look at all of the options available. And even though I tossd this theory away, there is stll the possibility that Alice is just using me. She did change her mind about me very quickly from last night to today. That's something that will stay in the files of my mind. Hopefully I'll never open that file again.

We get a table in a quiet section of the restaraunt. The waiter takes our order and we have a drink while we wait. As we talk, I kant help but let my eyes drifet down to the clevage she is showing. I know she is my old best friend, but she is also a sexy woman with very firm and full breasts. I sip from my drink to hide my eyes but I still sneek a peek every now and then.

 

[Steve5511]

"you have to be comfortable enough with that to tell me I've got great tits and that you want to fuck me."

Well there are two things that were never truer. Alice had an amazing body. And I don't care how old she is, her body is the envy of many 23 year old girls. And thats just it. She isn't a girl, she's a woman. Which makes her even sexier.

I sip at my drink to pause to get some courage up. I take her hands, leaning in to her. I kiss each hand and then say "You have an amazing body and I want to fuck you." There it is, I put it out there. I didn't want little Jim and Alice to go away. I wanted to just add adult Jim and Alice. Could we be both? She did make me play house as kids. Now we're just adding the sex part, I chuckle to myself. I kiss her hands again. This time I add a lick between her middle finger and her index finger. Kind of a hint at where i'd like my tongue to really be.

 

[Steve5511]

I can almost see an instant change in Alice after I licked her fingers. It's almost as if "my" Alice went away and "Anna" from the other night is here now. But as she takes my finger into her mouth, all thoughts of who's doing it are gone. She is now very brazen and forward doing something like that in a restaraunt. Then I feel her foot on my hardening cock. Good thing I didn't wear light pants because she's sure to make a wet spot if she keeps doing that.

I hate to think it but who am I having dinner with? Again the thought of her using me pops into my head. Why does this all have to be so flippin confusing. Part of me thinks that if she had never left that we could be out to dinner now on one of our "Date Nights" as the kids are home with the sitter. Just a normal married couple being happy.

We have a great meal with pleanty of hot flirting going on. At times it's as if we were eating mac & cheese again in her parents kitchen. At other times, I just wanted to jump across the table and fuck her slly. In my career I've dined with murderers and gang members and the real dregs of society. But i'm more nervous and confused now than any of those other nights.

When the check comes I slip a few bills to the waitress and give her a big tip. I take Alices hand and look her in the eyes with what I was told were my "Melting bedroom eyes" and say "shall we continue this evening at my place?".

 

[Steve5511]

On the ride to my place, I'm filled with testosterone. I'm driving an expensive car that is a thrill to drive and I'm taking the hottest woman I have seen home to fuck. What could be better. As we drive I slide my hand so that its on her thigh. I slide up her dress a bit to get a better view of her toned legs. My cock is going into full hardness mode.

We pull into my driveway and head inside. As soon as we get in the door, I pull her close to me and kiss her. My tongue diving into her mouth to find hers. My hands going down her back till I find her fine ass, my hands cupping her cheeks. We break the kiss and I say to her as I try to catch my breath, "So do you want something to drink, a tour or do you just want to go and fuck in the bedrooom?'.

 

[Steve5511]

Her mouth is so warm and talented. I tilt my head back as my eyes almost roll all the way back in my head. Slowly I slide my rod into her mouth till I touch the back of her throat. I let out a little sigh of pleasure. I had been working so hard for so long that I hadn't had time for women in a long time. So her touches were almost magnified 10 fold.

I got my hips rocking back and forth as I started to fuck her mouth. Her sexy lips tightly wrapped around me. I slid my fingers into her hair and guide her speed. I can feel my cum starting to build in my balls and I know that it won't be long now. Looking down at her, she looks so sexy as my cock slides in and out of her mouth . I tilt my head up to the right as I feel a wave of pleasure run through me. Thats when it hit me. For a brief second I was all alone in the world as my eyes focused on something. It all clicked at the same time for me.

Pulling her head back and slipping my cock out of her mouth I suddenly say "Alice, stop.... I...I can't do this." I quickly pull up my pants and walk into the livingroom. My eyes still focused when they are open. I can't help it but a small tear streaks down my face.

 

[Steve5511]

I hear Alice come into the living room where I'm standing. At least she hasn't walked out, not yet anyways. I gather my thoughts and say "I'm sorry about that..... " my words pause. I walk to a shelf and grab a small picture. It's a picture of us as kids making goofy faces for the camera. We couldn't be more than 9 years old.
Walking to where Alice is at, I hand her the picture and tell her "I think you are the most beautiful and sexy woman I have ever seen. Obviously you get me very excited. But I can't ... just have sex with you. God knows I want to, but I need more." I point to the picture "I need that too. I don't want to just be "fuck buddies" or "friends with benifits". I want it to mean something." I reach out and hold her arms and look into her eyes. "I want to love you".

 

[Steve5511]

Sitting next to her now feels like old times. No longer is she the woman of my wet dreams. She is Alice. My BFF. By now my cock has "died down" but I can still feel and picture myself in her mouth. I need to clear that picture out... at least for now.

We hold hands as we talk, which is nice. I hold up our hands to her and say "Well I like this" and give her hand a squeeze. "I don't have a time table or anything like that. Every relationship works differently. But I think we have an interesting situation here with us." I now hold her hand in both of mine. Her small hand dissapears in my big ones.

"I need you to be Alice and not Anna. I need you to be someone who's excited about trying a relationship. We can't sit here in just tonight and totally catch up on the past few decades. Thats an on going process." I shift on the couch and face her a bit more. "You keep wanting me to ask about your past but you haven't asked a single question about me. Sure my past is a bit vanilla compared to yours, but it's still mine."


I lean in and give her a peck on the cheek. "I want to know Alice again. I know she's in there and I want her to come out. As far as sex and whatnot, well you know how I feel that way about you. I just want to be doing it to Alice and have her doing it to me."

 

[Steve5511]

She asks for a drink. Thank god because I sure could use one. I get up and grab a bottle of wine and 2 glasses and sit next to her again. Filling the glasses and I hand her a glass. Holding my glass up for a toast I say " here's to the old us, and the new us".

We start chatting together and I start to tell her about my life "after Alice.". I told her about how I had hoped that she would have come back so I could take her to the prom. I ended up going with Becky Robinson from down the street. I showed off about my football days and law school, big cases that I won and being on TV. At one point I lean in to her. I brush her hair from her eyes and I kiss her. It wasn't a long drawn out hot and passionate kiss. It was like a real first kiss, soft yet meaningful. I think I might have actually blushed a bit afterwards.

 

[Steve5511]

Both the wine and the stories are flowing by now. After our kiss I was more relaxed. By now my jacket and tie had come off and another glass of wine was served to both of us.

"So tell me all about your prom, did you do it with Becky or did you save your virginity for someone else? And I want to know everything, every last detail."

I chuckled inside that this is what Alice wanted to know more about. But then I thought about it a second and it made sense. There had always been an edge between Alice and Becky wen we were kids. But I was the big star football player and she was the head cheerleader so it was almost our duty to storybooks that we went out.

"Well Becky and I went out for a while my senior year. So when the prom came around it was just natural for us to go together. After all the pictures and stuff we drove off to the prom. On the way, well being that we were 18 and pretty much horny all the time, Becky had showed me that under her dress she was just wearing stockings and nothing else. By the time we got there, I was ready for action." I took another sip of wine as I tried to remember all the details.

"The prom was held at the Empire Ball Room at the Madison Hotel downtown. I had saved up and got a room there like a lot of kids did. We went and did the whole prom thing but we couldn't keep our hands off of each other. So pretty soon we went up to the room. When we got up there she told me to meet her in bed as she went into the bathroom. When she came out she was just wearing her stockings and heels and a string of pearls. She had "developed" early so she was some sight to see."

I stopped going down memory lane and asked Alice "Are you sure you want to hear all about this?"

 

[Steve5511]

I grabbed another bottle of wine and got some snacks too. This was turning into an all nighter. I refill our glasses and continue my story.

"So there she was finally ready to give it to me. By now my cock is as hard as a rock and standing straight up. At that time I had like 4% body fat so I was looking pretty good myself. She slowly walked to the bed and let me look at her perfect 18 year old body. She then got into bed and started kissing me. Soon she was moving down my body with her lips till she got to my dick. She looked me in the eyes as she stroked my cock and started to lick me.".

I could see Alice was listening intently. I know I was getting hot so I was guessing she was too. "My dick was soon in her mouth sliding in and out. It felt like my cock wanted to burst I was so hard. She then got up and mounted me slowly as we started to fuck.".

 

[Steve5511]

Alice was so cute being all excited like this. I couldn't help but think if the thousands of hours we would have probably spent on the phone with each other chatting like this if... well it just didn't turn out that way. After all her questions and comments I didn't even realize that I was giving her my old "will you let me talk" look that I always used to give her.

"So yes she was on top and yes this was my first time. I think Becky lost hers like a year before.". I looked at Alice then and I could almost read her mind in her eyes, "slut!".

"So she's riding my cock and feeling her tits. She's moaning like crazy saying Im so big and she wants to cum. Well being that I was 18, I wasn't going to last too long. She squeezed her pussy on my dick and we both started to cum. But also because we were 18 we did it like 3 or 4 more times that night.".

I held Alice's hand then and said "The only bad thing about that night was that it wasn't with you.". I leaned in and softly kissed her again. I then got up and took a quick trip to the bathroom. When I came back I was holding a pair if sweats and a t-shirt in one hand and a big old sweatshirt in the other.

"It's pretty late now. So you can either stay here " I said as I held up the sweats and T. "Or if you need to go home, and I completely understand, then I can bring you home." holding up the sweatshirt.

 

[Steve5511]

N I pick her up in my arms and kiss her gently. "I can't wait to be more in love with you.". Walking to my bedroom, I lay her on the bed and kiss her again "You take my bed, I'll be on the couch if you should need me. ". As I walk out I start to unbutton my shirt and give her a little wink.

All of these memories of getting laid that first time sure had gotten me fired up. Normally I probably would had jacked myself off before going to sleep. But I had company so I guess I needed to be good. I do know that it will take a little while for this hard on to go away. Especially with such a hot woman who right now is probably just wearing my t-shirt and laying in my bed. My hand now rests next to my hard cock.

 

[Steve5511]

My mind can't shake the image of Alice in my bed. I think of her toned and sexy body. Her firm and large breasts. Soon my hand is on my dick shaft and I lightly start to stroke myself. Even though technically we have already fucked, I still wonder what it would be like to be in her. What sounds she makes when she cums.

I toss and turn all night on the couch. My dick remains hard as I keep picturing Alice in all sorts of sexy scenes and outfits. Everything from school girl to Mistress. And she's all alone in my bed just a few rooms away. I stand up from the couch and stand at the door to the bedroom. I want nothing more than to go in there.

 

[Steve5511]

I hear her voice on the other side of the door. I can't make out what she said but now I know that she's awake. I turn the knob and slowly open the door. I feel like I'm going into another chapter in my life. The light from the open door lets me see Alice on the bed. Her eyes are open but im not sure she see's me.

I've slept next to her and even in the same bed numerous times, but never as adults. Maybe im being too forward here but that's what you need to do in life sometimes. I crawl into the bed behind her and drape my arm over her.

 

[Steve5511]

This time I hear what she's saying and it makes me sit straight up. Did I just hear her right? I didn't even think about the "daddy issues " she would have. I put my hand on her shoulder and shake awake. "Alice.. baby it's me. It's Jim. You're safe with me here... Alice".

 

[Steve5511]

I hold her tight and close to me slowly rocking to comfort her. I kiss the top of her head saying Im "it's all ok baby... im here. I won't let anything or anyone hurt you. Just close your eyes and feel safe.".

I couldn't even start to put myself into what she had been through. Both my parents were still alive and loved me very much. Plus she was a single mom who went to prostitution. Sure she was a high priced escort, but a rose by any other name. My heart breaks for her. I squeeze her tighter not ever wanting to let her go.

 

[Steve5511]

I wake up before Alice does. Quietly I leave the bed and go to the kitchen. I put the coffee in and make some muffins, my mothers secret recipe and a killer move for "sleep over" guests.

As I wait for the coffee to brew, I think about how much was done last night. From dinner to the start of a BJ. Talking about the prom to.... well Alice's issues. I wonder if she would be agreeable to professional help. Or maybe she just needs an ear.

 

[Steve5511]

I pop the muffins out of the oven and set the pot of coffee on the table. From past experiences I know that those smells of wonderful yumminess will get anyone out of bed. I pour my coffee and start on a muffin. Knowing that Alice had a rough night I figured i'd let her sleep. I don't know what she has to do today but since i'm still on my little siesta, my book is open.

She hadn't mentioned if she has a job other than being an escort. God I sure hope so. I don't think I could move any farther with her if she kept doing that. Plus being that I am a fairly highly placed lawyer, I don't think that would help me in any way in my career if that was found out.

She does have me worried about her "daddy issues". I cant imagine what it must have been like for her. She was probably scared out of her mind but also worried about her father. But like a lot of both of our pasts, She'll tell me when she's ready. Just like when I'll tell her the rest of the Becky story.

 

[Steve5511]

I watch as Alice comes into the kitchen in my t-shirt. It's big on her but I can still see the curves of her body under it. I see where her nipples are rubbing against the fabric of the shirt and pressing it out a bit. Her large perky breasts moving freely without a bra. Her round firm ass just being covered by the shirt. Damn, this woman even makes a plain t-shirt look hot!

Normally when I have a house guest stay the night, if there is any "Morning Wood" it usualy gets taken care of. But my poor fella hasn't been taken care of for a while now and he's been up and ready for action a few times now.Hopefully the sight of her in this shirt won't get his attention again.


"So what are we doing today? Do you have work or anything?"

I sip my coffee and answer "Well I don't have to be in the office for a few weeks now so I've go nothing.". I nervously ask her now about her work. "Do you have to work yourself...you know like a "work date" thing? Do you have another job as well?"

Chopping down on a muffin, and a fine one at the I must say, I tell her that I don't have any "left overs" from other women but she's free to go through my stuff and try to pick something out. We could also eith go shopping or stop at her place.

 

[Steve5511]

Oh god, I don't know if i'm going to make it. She keeps teasing my cock just enough to get me hard but.... When she rests my head on her breasts, I want nothing more than to start sucking and biting at her nipples. I want to slide my cock between her two large mellons and have her lick the top of my cock. I'm sure by now my poor balls are as blue as a smurf! But I hear her words and want her to know that I do love her.

"Not bad for a working girl huh?"

Now she's just fucking with me! hahah are you kidding?? I want to devour her this second and not stop until... well, just not stop!

I let her finish getting dressed as I get dressed myself. I throw on a pair of jeans and an old sweatshirt because there's a little chill in the air. It feels great to not have to wear a suit for a while. I know it's part of the "Lawyer costume" but I just hate it. I find something in the back of my closet that makes me chuckle. I pull it out and decide that I want to do something.

"Hey small fry"... I call out. I didn't even realize I had called her that name. I used to call her that all the time but kind of forgot about it, until now. Wow, the memory is a crazy thing. "You want to go out for a drive? Maybe down to the beach?"