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Introduction:

This is a slow story with a long introduction. The sex starts a bit more than 1/2 way down. this is the first part of the story. An ex-girlfriend and her husband create the "perfect" girlfriend for a gullible guy

Tailored – the story of Tommy and Hanna by Dr. Olivia Udell

usual warning – do not try this at home.

Tommy starts the story

About 3 months after my surprise divorce from Janice, I received a letter, yeah, an actual letter from the first girl who broke my heart, ripped it out of my chest, stomped on it and laughed, Jessica Goodall.

Jessica was my College girlfriend. We met Freshman year and I thought we were inseparable throughout. But, as it turned out, I was inseparable, she was fucking every other guy she met. Her girlfriends covered for her until Senior year when one of them slipped up. I went over to her dorm and her friend Laura said, oh she’s upstairs with Gary. Gary? I said. “Oh shit, I wasn’t supposed to say” said Laura as I bounded up the stairs to Jessica’s room. She hadn’t even locked to door and it wasn’t only Gary. Enough said. I just slammed the door and walked out.

Jessica called later and tried to explain -”Its just sex” was her excuse. But that was that, and we were done. It was only afterwards that people told me the rest. It wasn’t pretty. The deception really hurt.

So, I sort of stared at the envelope. Good quality paper. You don’t see that much these days. And the return address Miss Jessica Goodall Grayson. “Grayson” who the hell was Greyson and since when did Jessica – the uber feminist – use Miss?



Eventually I opened the envelope and took out the actual letter. It was handwritten and scented. Yeah scented. And scented with the perfume I once loved and now loathed. The scent of Jessica.

But for some reason. I found my heart pounding and well you know

I opened the letter

Dear Tommy

I know that I might be the last person you want to hear from, especially now after Janice’s betrayal. I realize now, how horrible that is and how unfair and how disrespectful, and what a bitch I was to you. Which is why I am writing. I want to make it up to you. I couldn’t before, I didn’t even know that I should. I mean I thought I was the wronged one. You dumped me. Just because I was fucking some random dude. But now I know better. A lot better. Now that I have been tailored, I really understand what I did was wrong, and really bad.

But, the good thing is my, ummm my husband told me that he would do this for me, well, you really. He said he wants to give you a tailored girl. I have to pay for it, but I don’t mind because Terence, that’s my ummm husband, well, you’ll see.

Please call me 1 987 654 3210 Terence, ummm Mr. Greyson wants to explain it all to you and well, so do I. I know that a tailored girl will be everything you wanted me to be, which I wasn’t, but should have been.

Please call soon. I am so sorry about, well being a shit to you and about Janice. I knew she was no good. I should have told you. Sorry.

Love

Jessica

I sat there staring at the letter for a long time. Could I forgive her? Could I ever speak to her again? What about this Greyson dude? And what the heck is a tailored girl? I must have read the letter 16 times before I found myself suddenly picking up my phone and dialing. I hadn’t even looked at the time, but it was 12:42 am, luckily Jessica was awake or the timing of my call would have been really bad.

Jessica answered on the first ring. Tommy? Is that really you? You got my letter? Can you ever forgive me? Will you come and see Mr. Greyson, ummm, I mean Terence and me?

I broke into the stream of questions saying, I thought Terence was Mr. Greyson.

And Jessica said, He is and well so is his father, but his father is really Dr. Greyson and I guess Terence is too, but he doesn’t like to use Dr.

O.K. but what is this all about? I asked

Its about making amends, I mean making up for being such a bitch to you, and my becoming a better girl. Said Jessica

I thought “better girl” in the 4 years I knew her, Jessica had never referred to herself as a “girl”. She was too much of a feminist for that. I mean she was rabid about it.

“Please come” she said, please.

It turned out that She and the Greyson's were about an hour and a half away from me so I said sure, I would come out that weekend and we made plans for me to come on Saturday for lunch. So I arranged to arrive at 12:30 on Saturday.

LUNCH and BEYOND

The drive to the Greysons was uneventful, arriving at their home? mansion? estate? Was a bit different. Their drive was marked off by a gate which opened as I approached and closed after me. It was then another 3 minute drive through parks and gardens until I reached the house. It wasn’t huge, but no one would ever say it was modest. Unlike most similar houses I had seen, including the one owned by my boss, ok. My boss’ boss’ boss, the owner of Rebourne Realty Holdings, Gerald Gleeson Dillwell, it was actually not ugly and pretentious, just large and imposing. It was brick and stone in the Georgian style and had 3 stories and 4 chimneys as well as smaller additions on either side and had a circular drive. I pulled to the side and got out of my little, none too recent, Honda Accord and ascended the stairs to the double front doors.

As I approached the doors opened and Jessica came out accompanied by a tall, slim man. Jessica was completely naked except for a gold choker collar around her neck, a thin gold chain around her waist and when I got closer, I could see a gold clit clip. The man was dressed in tan chinos and a white golf shirt. When I saw them I stood there in complete shock and well awe.

Jessica was even more beautiful than I had remembered. There was not a single ounce of fat on her taut body and no sag to her B cup breasts. There was also not a single hair visible below her neck. This was a change from her fierce hirsute in college, when she denounced men’s requirements for women to shave their pits, legs and pubes.

Jessica said “Hi Tommy” and ran to give me a big hug, which was rather unexpected. Being hugged by my naked ex girlfriend had the expected result and I kept thinking “down boy, down boy.” The problem was that Jessica was even more beautiful than I remembered. She was stunning. I didn’t remember stunning.

After she let go, I started up the steps with Jessica and I heard the man say “Welcome Mr. Greene” and then turn to Jessica and say, “present” at which point Jessica placed her hands behind her head, stuck out her chest and spread her legs.

The man said, “Mr. Greene” and I said, please call me “Tommy” so the man continued

“Tommy, as you can see, Jessica has changed, she has reformed, since you last saw her. My name is Terrence Grayson, welcome to our home.” and he gestured me in.

“Ummmmm, is Jessica, ummm always naked?” I asked

“Not always, but often, and I thought it was necessary today, so that you could see how well our tailoring program works. I wanted a willing, slave, fuck toy, and Jessica showed real promise when I first met her at my practice.”

“Your practice?” I asked

“Yes, my father and I are practicing Psychologists here in XXXtown and in our Psychology practice, we have developed a specialty in providing perfect companions to *********** gentlemen by tailoring girls to their specific requirements, desires, what have you.

What?

Simply put when we come across a female patient or prospective female patient who is amenable to our special treatment, not that they are told that they are going to be tailored to the specifications of our gentlemen clients we identify one of our gentlemen clients to whom the female patient can be tailored.

It seems rather unorthodox but how did you *********** me for the privilege of meeting a tailored girl?

Oh that, that is due to Jessica, as part of her tailoring program, the truth of how poorly she treated you came out and she realized that she needed to make up for it. It was actually her guilt over how poorly she treated you which was behind the problems she initially saw us for. She was so wracked with guilt, maybe assisted along a bit by her treatment, that she insisted on making it up to you. Together we decided that the best way for her to make amends was to find the perfect girl for you, when the occasion arose. It has now arisen.

You mean you have found the perfect girl for me?

Yes, and no. Said Terence We have identified a prime candidate. However, while we have a fair idea about what you require, we do not have a complete picture. We do not know if you are willing to accept her and we have only begun her tailoring. We are likely 2 to 3 months away from delivery.

Ummmm I started to say

Oh yes, there is no cost. Jessica has paid for the girl’s treatment and the necessary testing and surveys for you. Said Terrence

What is this testing and surveys? I asked

Basically it is a series of questionnaires you will complete on line, it is a secure private web so no worry there and two or three in person interviews. We can start today after lunch.

Jessica interrupted with Please say yes Tommy

this was followed by Terence correcting her, Jessica quiet. Which was followed by a yes sir.

I can’t tell you why but I said yes.

- - - - - - - - - -

2 months to later:

I returned to Jessica and Terrence’s home 2 months after my first visit. Jessica had sent a second letter to inform me that they wanted me to meet a girl, a fully tailored girl. So I went

I arrived as instructed at 3:00 p.m. and was greeted once again by a completely naked Jessica who today was wearing a heavy gold choker collar, two nipple clips, and nothing else.

She greeted me and led me into the house where I was met by Terrence. The meeting was brief. He welcomed me and told me that he had a girl he wanted me to meet in order to determine if she was acceptable and what additional tweaking she might need.

With that he led me upstairs to what I assumed was one of the house’s bedrooms. He left me there and told me to strip down and that when I was ready to enter the room. He did not tell me the girl’s name or anything else.

It seemed odd but I figured, “ What the hell?” and took off my clothes. Then, I took a deep breath and opened the door.

Standing in the middle of the room, next to a hard backed wooden chair, stark naked was someone I knew very well, and didn’t know at all. I just stood there in shock

She said Hi

and I said, You, you, you, are you Hanna Raider? My god you look just like her. Do you know her?

And she said. Yes, I’m Hanna Raider but that’s a stage name, my real name is Annabelle Grace Dillwell.

Stunned I said Dillwell?

Yes, she replied with a smile

But, but, but, I ummm I work for the Dillwells, well one of their companies.

Yes, I know. Please come sit and I will tell you everything you want to know, anything, no secrets.

So I walked in the room and sat on the chair as directed by Annabelle/Hanna. As soon as I was settled Annabelle/Hanna sat on my lap facing me. Sitting on my lap we were more or less face to face. I was face to face with my dream girl, my favorite porn star, the perfect girl, blond straight hair, bluest blue eyes, slender with very small firm breasts which rode high on her chest and capped with pretty pink nipples, little round rump, firm flat stomach, enticing thigh gap, pure pink puffy wet pussy, and slender athletic legs. She also had the voice of a very sexy angel and while performing the cutest gasps, whimpers, moans and screams of pleasure. She always seemed to love whatever she was doing. I was soon to discover that she really did, but the story behind that joy was complicated.

HER STORY – SEX STUFF STARTS HERE -

Anna begins

He recognized me!

He recognized me and wasn’t threatened or repulsed, or

Is that the look of love? Admiration.

They said he would be the guy for me, but I never thought.

I mean, I’m a slut, no a whore, a professional cum bucket, splooge drinker, piss whore.

They said he would like me

They said I would like him.

More than like, adore, worship, live for.

I think I can do that. I really want to.

Those were all the thoughts which went through my head as Tommy walked into the room, and all I could say was” “ Yes, I’m Hanna Raider but that’s a stage name, my real name is Annabelle Grace Dillwell”

What a dork I am, I don’t deserve him, am I good enough for him, will I ever be?

And then he asked me to tell him about myself.

Myself?

Um O.K.

Well, as I said I’m Annabelle Grace Dillwell, but other than that, I really have no contact with my parents or the rest of the family. They disowned me.

No, no, not because of the porn films. I don’t even know if they have ever seen them.

Why?

Why? Because I wouldn’t marry the scum bag rapist they wanted me to marry.

Who is he? You probably know him, Jason Furst-Simmons

Uh huh, that Jason Furst-Simmons, Yeah the one who just got convicted of being a serial rapist. Yeah the one who preyed on preteen girls. Yeah, me 2. I think I was his first. If not his first sort of the beginning of his career.

Why did they want me to marry him?

Because his Dad and my Dad are golfing buddies and are business partners in like a dozen different businesses.

Yeah he is older than me, but only like X years and they didn’t think that was a problem. So I was an ** year old girl given to this scummmy ** year old College guy by my parents. Yeah, he took me down the shore with his parents the summer before ***th grade, before his senior year at Wharton, where else? Except his parents were never there. But I was. So like the first night we were there by ourselves he just came into my room while I was sleeping, pulled my nightshirt off of me, slapped me and said, suck my cock bitch.

I started crying and tried to say no but he kept hitting me and telling me to suck his cock and if I didn’t he would just keep hitting me until I did.

Yeah, I was even smaller than I am now and now I’m what 4’11” on a tall day and maybe 90 pounds on a fat day? And he is 6’5” and back then he had muscles, he was a body builder and star at the boathouse, doing that rowing thing.

So like, even though I never did it before, I was sucking his dick and getting face fucked hard. It seemed to go on forever and then he squirted in my mouth and held my head to his groin so I was forced to swallow it.

Then he pulled out and hit me again really hard and said, from now on, you are going to suck my cock whenever I want, No, every time you see me, you are going to ask to suck my cock, BEG!!!! and then he hit me again so hard I was thrown a few feet to the side and then he walked out of my room.

I just cried.

Eventually I fell asleep but I was woken up the next morning by Jason pulling me out of the bed, onto the floor and peeing in my face, then he slapped me and said, next time open your fucking mouth slut, then he slapped me again, pulled me back up on the bed, threw me on my back and with no prep and not a word spread my legs and forced his cock into me.

I screamed like hell but no one was there, and they would not have cared anyway.

Yeah his parents knew, how could they not know? they didn't care that their precious son was a sexual predator. I found out later that his parents had quietly paid for three girls abortions and paid off the girls too, yeas they were college girls but knocking up at least 3 girls in the first year of college and fucking who knows how many others is sort of hard not to notice.

Yeah, so yeah by the end of the week Jason had made me fuck two of his buddies and some random dude we met on the beach.

Condoms? No, Jason said no condoms he didn't like them and didn't give a shit if I got pregnant. After all I was a noting but a worthless slut since I fucked 4 guys in a week and that was just the beginning.

Yeah it was bad, really bad. Jason treated me like I was his little sex slave and no one seemed to notice. Hell, my folks even insisted that I go to U of P so that I would be close to Jason who used me all 4 years of college, but by then to him I was getting too old and was just sort of a spare cunt to use, which he did a lot even after he had picked some kid up from middle school and ruined her life.

Yeah so like as soon as I could, the day after graduation, with my parents still planning my wedding to the creep, I took off and headed west. I got on the greyhound cause I could pay cash and they wouldn't be able to track me. Oh yeah, I left my phone in my bedroom at the house and packed into my duffle because it didn't have one of those Apple Airtags.

It took me a week to wind up in Pismo Beach.

By then I was running low on money. I could have tapped my checking account or savings account or even the trust fund. Yeah, I have a trust fund. Imagine that. Trust fund baby turns porn star. Well porn actress anyway.

and you know what? I loved it! I really loved it and I still do.

Do you love seeing me getting fucked?

You do!. Mmmm I can tell, you are all nice and hard in me.

Yeah I love having your dick in me, Jessica said I would and wow, she was so right. Having you in me just feels right, and safe, and fun, and sexy, and hot, and like , I don't know, everything good

Yeah I really do, I love having cock in me, yeah big cocks, but I love little cocks too and regular cocks, you know like yours, yours is the best!!!!

OMG! I love it, I really love getting filmed fucking! I really want everyone to see me with a cock in my mouth, a cock in my cunt, a cock in my ass, like just being used by cocks.

No, like lots of times, I don't know the guys before hand. Its sort of exciting to like say hi to some guy and then like a minute later his cock in in my mouth or something and like everyone can see.

Yeah, Sometimes, I don't even get to say hi to them before they stick their cocks in me. OMG yes! I love that so much. Its one of the best thing about those huge gangbangs, you know like the German ones. Yeah I've done 3 of those. I can't believe you haven't seen them. Its like endless guys.

Can you tell like when I don't know the guys when you see the videos? Damn, I wish you could, I mean then everyone would know like I am a total sex toy, at least in the movies.

No, I am like super shy otherwise. I like, you aren't going to believe this, but like I never really had a boyfriend. Like you know before you and like you're like so much more than a boyfriend. you know?

Yeah, you know because like I'm like made for you and like you for me. Isn't it amazing. Like I just know its right.

You do? Wow, isn't that amazing?

My favorite? You are going to think I am such a whore. Yeah, I guess I really am, but its gang bangs. I love those. And, yeah I know after what that scum did to me you'd think I'd hate them but like the videos are so different. I mean I am in control. Yeah, there are lots of people telling me what to do, where to be, who to suck, who to fuck, when to get dp's or double vaginaled or whatever, but like I get to say when I need a break, or want to stop, or have to finish the next day, or whatever. With the jerk, I never had any say, So like when I get filmed its fun, I just get to fuck and suck and cum like as much as I can. And I get all those guys cumming, like in my cunt! What is better than that? I love getting cummed in. It's like the best thing in the world!

Yeah, of course, silly. I'd be up shits creek without birth control.

Do you like the gang bang videos best too? Yeah I can tell you do.

Yeah I love that there are usually a bunch of people filming, like that's the best, the single camera p.o.v. is like ok, I mean I'm getting fucked and like cumming for everyone who wants to see me but its not nearly as much fun as having a half dozen or more people telling me what to do and watching as I get pumped full of cock and cum, in my mouth, my ass and my cunt!!!

Yeah, I guess I am sort of a show off. But why not? People like to watch and I love to have them watching. Its like the super win win, right?

Oh yeah, I love creampies!! Haven't you noticed that like every guy who fucks me in my videos creampies me. Yeah, it sort of started out as a hook and like now, well everyone wants to see it, and you know I really love it, yeah even more when its from some random dude who just showed up to fuck me. OMG it is so fun to be totally used and taken advantage of by some random dude I don't even know.

I bet you love seeing me getting creampied! Yeah, I know you do, cause you are like me, I mean like my other half, me if I was male, and like wow, man, thanks for cumming in my cunt AGAIN!!!! Yeah wow, I like WOW, I love it!

What else do you like in my movies? Yeah I know me, thanks, but I mean what other sex acts. OH MY GOD, me too I love it when a new cock enters me. I love when they show that hard throbbing cock sliding into my cunt for that very first time. Yeah, I really like it. I told you having some new cock ram into my cunt, knowing that the guy, no matter who he is, is going to cum and fill me with his sperm, its like wow totally awesome.

Yeah, I love it when they pound me hard, when they make slow love to me, whatever, knowing that they are enjoying the ride, and enjoying using my body, feeling their pleasure in me, and well its like totally a turn on. Its like totally empowering. Its like confirmation that I am a strong woman.

Yeah its even better knowing that there are people watching me getting done and well super turned on knowing that people are going to be watching me, total strangers, and getting off seeing me used.

OH my favorite they are all my favorite every type of movie, I told you the hard driving ones are amazing, the romantic ones are super sexy, and yea, I love the bondage ones, and the simulated rape ones, yeah you would think I wouldn't I mean because well like you know but in the videos I know I'm safe and really I'm in charge, if I say no, I mean actually say no, not like the perform no no no, but a real no, they stop. And yeah, sometimes I gotta stop because I need a rest. I am pretty strong and I got super amounts of stamina - fucking all the time can really help build that, but still I need a rest every now and again.

Oh shit, you saw my ones for KINK, yeah those were super intense and being paraded around in the streets like totally on display. I just couldn't stop cumming. I bet you could tell. I was so turned on.

OMG! Of course, I want to keep making videos. I mean I have had an amazing run,. much longer than most girls, but yeah, as long as they keep asking I want to say yes,

Is it ok with you if I keep making them. Yeah I know we just met but like after we get married, can I still make the movies, I mean I would never cheat on you, like not with guys, you know that I know as friends or you do, but I really would love to keep fucking in videos.

You would!

Seriously, OMG Jessica was right, we are like matched, OMG I'm cumming.

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