A HORRIBLE story of initiation into whoredom  

closetfrizneak 40F
38 posts
7/8/2006 9:21 pm

Last Read:
12/7/2006 10:19 pm

A HORRIBLE story of initiation into whoredom

I arrived at the bail bondsman's office a frantic, emotional wreck. My boyfriend had just woken me up with a phone call announcing that he had been picked up on an old warrant, and needed to be bailed out of the county jail. The thought of never seeing my boyfriend again terrifies me, and I know that I just *have to* find some way to get him back home with me where he belongs. I try to compose myself, but being dramatic by nature, I half throw myself across the bondsman's desk, grabbing his hand and saying, "Please sir, I just HAVE to get my man out of jail! I don't know what I'm going to do; please, you have to help me!!"

The bondsman, a big man in an italian suit with a reformed-ruffneck edge to him, looks amused by my antics. "Ma'am, I need you to settle down and control yourself, please. Everything is going to be alright now. We're going to get your man back home to you before you know it. Now, in order for me to help you, I need to know what kind of assets you have to put up toward your boyfriend's bail. Do you own your own home and have good credit?" Tears welling up in my eyes, I nod my head and look down, "No sir, I don't have anything!! I just lost my job a few months ago and I burnt up what little credit and assets I have! Please don't tell me this means I can't get my man out, because I just HAVE to bring him home!"

Shaking his head, the bondsman says in a very serious tone, "Well, ma'am, I'm going to have to be honest with you, it doesn't look good for you and your boyfriend. Believe me, I'd like to help you out, an attractive lady like yourself, obviously in a desperate situation, trying to do the right thing. But if you don't have any assets, sweetheart, my hands are tied here; there's not much I can do. I'm sure you can understand that I'm a businessman, and I'm therefore in the business of making, rather than losing money." I drop to the floor and desperately latch myself onto the bondsman's legs, tears streaming out of my eyes. "Please, sir, there has to be SOMETHING you can do! I'll do anything! I know I don't have any money, but I just have to get my man out!" I feel my coat open to reveal my flimsy negligee. "Ma'am," he says, "I need you to get ahold of yourself. Everythings going to be ok. I see you were in a real hurry to get down here to see me; you didn't even have time to put your clothes on. Look here, I recognize the desperation of your circumstances, and you seem like a real nice lady, so I'm going to see what I can work out for you." "Really?" I smile and look up at him. "Thank you SO much, sir. You don't know how much this means to me!"

The bondsman takes me by my hands and helps me to my feet. "Now," he says, removing my coat, " Let me have a good look at you." As my coat drops down around my feet, his eyes drink me in from head to toe. Nodding to himself in approval, a smile comes over his face as he slides the straps of my negligee off my shoulders, and it falls right off my naked body. "Yes, I can definitely work with this," he says, cupping my left breast with one hand, and my right ass cheek firmly with the other. Running his fingers through my hair, he grabs a handful of my mane and draws my mouth into his for a strong, passionate kiss. His other hand reaches between my legs to feel the wet and silky slit hiding underneath my velvety pussy lips.

"That's right, girl, I'm gonna take care of you real nice, and everythings going to be just fine." Bending me over across his desk, he says, "Now, you don't mind if I just check real quick to make sure you've been keeping your pussy nice and tight like a good girl, do you?" Before I even have a chance to answer, I feel his cock thrusting inside of me. As I let out a moan of pleasure, the bondsman says, "Yes, just as I thought, a nice tight pussy; very good." After giving me a few more good thrusts, he takes his dick out of me and turns me around to face him, pushing me down to my knees. "Now," he says, "I just have one more test I need to put you through before we get started," as he puts his wet dick in my mouth. "I just want to see how well you give head, so I can best assess where your strengths and weaknesses lie. I need to know exactly what your talents are and what areas I might need to work with you on."

As I move my head up and down on his cock, he says, "yes, well I think I've found all of your many lovely talents, sweetheart. Let's talk business for a minute, because I am, as I told you, a businessman. Nothing personal, baby, but I'm sure you can understand that I have expenses, and if you want me to put up my own money for your man's bail out of my own pocket, I'm going to have to have some way to recoup my losses. So, I'll be happy to help you out, but you are going to have to help me out too. Now," he continues, " I have this lawyer friend -who's services you are probably going to be in need of as well- he works in the next building over, so I'm just going to call him up and let him know you're over here in case he'd like to meet you. Do me a favor and sit tight and keep that pussy wet for me, baby." As I listen to the bondsman explain my predicament to the lawyer, I try to soothe my nerves by reminding myself that this is the only way I am going to be be able to ever get my man out.

In minutes, the lawyer is walking into the bondsman's office, paying him a "professional referral fee," and next thing you know, I am on my knees, sucking his cock, while the bondsman watches, occasionally offering up some instruction or positive reinforcement for my oral handiwork. When the lawyer bends me over across the desk to fuck my pussy, the bondsman walks over and sticks his dick back in my mouth, telling me that he wants to be sure I'm the best I can possibly be at giving head, and I should learn to give good head while I'm getting fucked, and practice not being too distracted by the fat dick inside of me, because that's no excuse to give poor head.

Next, the lawyer sits down on a couch, grabbing me by my hips to pull me back onto his cock. As I start riding his dick up and down, the bondsman tells me I am doing a really good job, he's proud of me, and my man is going to be very happy when he sees me too. Then he informs me that if I'm going to work off my debt to him, I'm going to have to put all three of my fuck holes to good use. With that, he stuffs his hard greasy dick into my asshole, fucking my ass from behind, while I'm still riding the lawyer's dick up and down. I'm so full of cock my head is spinning, and all I keep thinking is, this is what I HAVE to do in order to get my man out. After the bondsman shoots a fat load all over my ass, I kneel before the lawyer for him to shoot his load in my mouth.

Then, the bondsman tells me to get myself cleaned up so we can get down to the jailhouse to get my man. Seeing the relief wash over my face, the bondsman says, "Now, don't get too excited, baby. You've only just begun to work off this debt. It's going to take a long time for you to work it all off. But right now, I'm just going to take you down to the jailhouse, see if any of my buddies down there at the jailhouse want to kick me down something to run up in that sweet little slutty pussy of yours, and then after that, I'm going to see about getting your man out. But don't you forget for a minute, no matter what happens now, your pussy belongs to me and you are my slut. If you are a good girl and do as you are told, then your man doesn't have to know. But the second you try to withhold that pussy from me, and start to fuck with my money, I'm going to let your man see every slutty thing you been up to and fuck your world up."

After I freshen myself up, and thoroughly clean out all of my orifices, I go with the bondsman downtown to the jailhouse, where he puts me into a holding cell, and returns with a parade of cops, guards, and a few thuggish looking inmates who all take turns fucking me in all my holes and cumming all over me in exchange for everything from $20 to a pack of cigarettes and top ramen. ("At this rate," the bondsman informs me, "it's going to be quite some time before you get your debt worked off.")

After all this, I am numb yet resigned to my obligation, and I feel like a total and complete whore, which in fact, I have now become. Although I feel cheap and dirty, I also am just as ashamed to admit that I enjoyed every minute of my over-indulgence in dick, never having been blessed and overwhelmed with so much cock before in my life. I have all these conflicting thoughts running through my head, but I know I have to get it together for my man, because I can't ever let him know what I've done and become for him, or else he would never want me again. As it is, I'm paranoid that he will be able to tell that I've just had my pussy banged out by half the town. I pray he'll be tired enough to go to sleep after I suck him off real good tonight, and maybe I can get through a few days on bullshit and luck without having to fuck him.

Extramist 60M
14136 posts
7/8/2006 9:56 pm

Pretty good story! Very hot and well written! Keep up the good work.

AKA The Clit Whisperer.

rm_art_persists 53M
1789 posts
7/9/2006 11:31 am


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