A week later, Danielle came into the office as usual, around 9 am. As usual, when she sat down at her desk, she was greeted by her secretary's tongue going down on her twat. As usual, Terri was under the desk, clad only in her black pumps, matching black lace crotchless panties (Danielle now allowed the blonde to wear panties on Fridays), and the "2nd place" ribbon pinned thru her nipple--the way Danielle liked her. Terri's tongue danced around the brunette's clit for awhile, before moving in for "the kill". The secretary was a very good pussy eater, Danielle had to give her credit. "Fingers," Danielle whispered huskily. As the blonde obliged her by easing two fingers into her cunt, Danielle opened her desk drawer where Terri's toys were kept. On a usual day, Danielle would give Terri one of the smaller dildos, and the blonde would diligently work it into her tight ass while slurping on her boss' cunt. They had started with the smallest of the set, slightly larger than Danielle's finger, which had gone in with relative ease. After two days, the blonde had "graduated" to the next size. There had been slight discomfort--and more pleasure than Terri had cared to admit. Suffice to say that when Terri's tongue had brought Danielle to orgasm, the brunette had not cum alone. On a usual day, when Danielle had cum as many times as she could handle for one morning, she'd move her chair away and let Terri out. The blonde would then usually take a seat on the other side of the desk, and would further work her ass with the dildo while Danielle had a cup of coffee and pored over the day ahead. Having never had anything in her ass before, Terri was experiencing brand new sensations. The humiliation of being made to shove things up her ass had given way to curiosity and pleasure. In some cases, the blonde beauty was experiencing sensory overload. During Thursday's session, while reaming her ass with the #2 dildo, she surprised both her boss and herself by begging to be allowed to play with her cunt with her free hand. Danielle had denied this request, but had made a counter offer. "If you beg, I might be willing to get on my knees and take care of you myself," she had offered. Terri, who had always found the very thought of having sex with another woman disgusting, had begged for it. Danielle had made the blonde elaborate, in graphic detail, precisely what she wanted, and only then did she take her position in front of her secretary. The combination of the dildo in her ass and the bisexual Danielle's skilled tongue on her cunt proved to be too much for Terri's body to handle, and she had felt as if the powerful orgasms wracking her sexy body were going to tear her apart. All in all, Danielle was grateful that she had set up the video camera to record the day's events. Today was not a usual day. Instead of handing her cuntlicker the #2 ass dildo, which her asshole was now well accustomed to, Danielle handed Terri the biggest dildo of all, the one which Terri had mailed to her to taunt her, long ago. Terri stopped in mid-lick as she realized what she had been handed. The dildo was more than twice the size of the #2. Her ass would be ripped apart! She voiced her concern to her boss. Danielle chided the blonde, "I didn't tell you to stop licking. If you've got something to say to me, you can say it between licks or thru a mouthful of pussy." Terri resumed licking. "Now. Yes, that's bigger than what your little ass is used to. No, I don't care how much it hurts. It's going up your ass." "Please...." Terri started. "Remember the protein rule? You're supposed to swallow at least two loads of cum a day?" Terri DID remember. She had followed the rule diligently every day, choosing the well-hung mailroom studs as her cum-donors...except for yesterday. She had not had the opportunity to go to the mailroom yesterday, and rather than humiliate herself with the men in this office on 33 (who already thought she was a cheap slut anyway), she instead hoped that her boss wouldn't find out. It seemed now that she had. "You broke the rule. Now I'm going to take it out of your ass." Moving her chair, Danielle ordered Terri to get on the desk, on all fours. As Danielle picked up the dildo, Terri began begging. "Please, ma'am! It won't happen again! Please!" The giant dildo was at the entrance to Terri's anal canal. "Please....I'll do anything! I'm sorry! Please...." The tip of the dildo was in Terri's ass, already stretching her. "Oh god....PLEASE....." The blonde desperately tried a different tack. "Ma'am....please....may your whore secretary make a request? Please?" "What's your 'request'?" Danielle stopped and asked. "Please....can I at least lubricate the dildo? Please?" Danielle resumed her attempts at pushing the dildo further into the blonde's tight ass. "OH GOD....PLEASE....IT'LL TEAR ME APART PLEASE FOR GOD'S SAKE LET ME LUBRICATE IT...." Danielle popped the dildo out of Terri's ass. The girl sighed with relief. "Lubrication," Danielle mused. "Yes, it DOES seem like some is needed. Go get some KY jelly." Terri put her dress on, and reached for her purse. "No purse." Not comprehending, Terri protested, "But I have to buy--" "We don't have time for you to run out to a store," Danielle said with exasperation. "I'm sure someone in this company has a tube of KY jelly. Just walk around and ask everyone." Terri began to protest, but Danielle silenced her. "Either that, or we could just try it again without any." So, humiliated beyond belief, Terri, clad in an unthinkably revealing dress, walked from desk to desk asking if anyone had any KY jelly. She was met with a variety of reactions, ranging from utter disgust from most of the women, to open leering by some of the men. Surprisingly, one of the women, a tall blonde named Angela, did have a tube of the jelly. However, she informed Terri that she would have to earn it. "Whatever," Terri sighed. "Come with me," Angela instructed, leading the way to a supply room. Great, another lezzie, the secretary thought to herself. In the supply room, Angela told Terri to strip, then left the room. She returned a moment later with Scott, her husband who was also an employee at the company. "I thought I'd give you your birthday present early," Angela whispered to Scott, chewing on his ear while indicating the slut secretary. "Let me get you ready for her....." Angela stripped her husband naked, kissing his body all over as she undressed him. "Slut, come over here and suck my husband's dick," Angela ordered. Nervously Terri looked at the door, afraid that someone would catch them in here. "Don't worry, everyone in the company's going to lunch right now. Now come over here and get your lunch." Scott's cock did look pretty inviting, Terri thought. Again, the blonde secretary found herself trying to rationalize something which she really had no choice about anyway. So she dropped to her knees and engulfed Scott's prick in her mouth. Angela, meanwhile, busied herself with french kissing her husband. The three of them did get interrupted by the door opening. It was only Danielle, however. "Terri, I see you've met Angela and Scott! Oh, no need to stop sucking that nice juicy cock on my account! They've worked with me for a long time. In fact, remember the Jackson-Morgan contract that you stole out from under me? Scott worked with me on that one for weeks! It was a shame....these two were REALLY counting on that big commission that would have brought. Well anyway, I'm sure you all can find a lot to talk about!" Going over to where Terri's clothes were piled on the floor, Danielle picked up the black crotchless panties, and hung them from the doorknob. "There.....now anyone else who wants to come in will know that the company whore is busy in here!" And Danielle was gone. "Look at what a little suck-monster she is," Angela whispered to her husband as Terri relentlessly deep-throated him. "I know how badly you must want to cum in her mouth. But I want to watch you fuck her instead...." Next, Angela found a table covered with supplies, which she knocked off onto the floor. "Slut," she ordered Terri, "you'll clean that mess up when we're through with you." Terri muttered a muffled "mmmm hmmmm". Angela led her husband to the table, and had him lay on his back atop it. Then she instructed Terri to straddle him. The secretary obeyed, lowering her cunt onto Scott's rigid cock. "Look how wet she is for you, baby! Too bad she's not a natural blonde," Angela told her husband. Then leaning close to Terri, she whispered, "You have better give my husband the fucking of a lifetime, or you will be sorry." Terri did just that, riding Scott for all he was worth, sending his prick deep into her cunt with every downward stroke. The young slut was quickly learning that the best way to combat these people who were seeking to humiliate her and to ruin her life, was to enjoy what she was doing. In the case of Scott's well-sized prick, this was not difficult, and Terri figured she would show Angela a thing or two about how to fuck. "Do you enjoy fucking my husband?" Angela asked her as she watched. "I love it," Terri sighed truthfully. "I'll bet you do. I've heard the stories about how immoral you are. You cheat on your husband with whole gangs of men at a time....I'll bet you'd love for my husband to shoot his cum up in that slutty cunt of yours." "Yes.....please...." Terri moaned. "I'll bet if my husband asked you to, you'd fuck him every day." "Yes....." The gorgeous blonde confirmed. What she didn't add was the fact that she would HAVE to do so, according to the "rules" her boss had laid out for her. "YOU FUCKING WHORE!!! You'd fuck my husband behind my back! You little fucking homewrecker...." Angela sounded mad. Stooping down, she undid the leather strap from her purse as Terri continued her joy-ride of Scott's hard cock. Angela stood back up, now brandishing a make-shift leather whip. She raised it threateningly. "So, you'd fuck my husband every day, without me knowing." "No...." Terri pleaded. "NO? You just told me you would!" Angela brought the whip down on Terri's back. "Now are you saying that you wouldn't obey my husband if he ordered you to fuck him?" "No....please...." But Angela brought the whip down again--and again--on the blonde's back. Not hard enough to leave marks, but hard enough to make Terri scream in pain, as Scott laid below her and moaned with pleasure. "Now, I'm going to ask you this once. Give me the wrong answer and I whip those beautiful tits. HARD." Angela moved around to Terri's front to emphasize. "If my husband asked you to fuck him, without me knowing, WOULD YOU DO IT?" Terri, never breaking stride on Scott's cock, desperately fumbled for an answer, any answer, which would protect her sensitive tits (and hardening nipples) from the whip. "Please.....I would have to....I'm just....a cock-craving slut....I just need cock all the time....PLEASE NO!!!!" Angela raised the whip, but then dropped it, apparently satisfied with the blonde's answer. Terri, relieved, got back to concentrating on her fucking of Scott. She needed to cum, and needed it bad. Angela denied her this, however, instead pulling the girl off of Scott. "Now, baby, your fantasy is going to come true," she announced to her husband. She had Terri stand on the floor and bend over the table. Then rummaging in a supply cabinet, she found a wooden ruler and placed it in her husband's hand. Angela told Terri, "My husband's fantasy is that he's an old schoolmaster, and he's taking a young schoolgirl to task for something that she's done wrong." With that, she dropped to her knees and took Scott's cock into her mouth. Terri cringed, and then yelped with surprise and pain as the ruler hit her ass with a resounding WHACK. It stung! Yet it made Terri's cunt tingle with excitement at the same time. And it was better than the prospect of having her breasts whipped. Before long the blonde's magnificent ass was covered with red welts. And a few inches from there, Terri's cunt was dripping wet with juices, she was so turned on. Fortunately for Terri's asscheeks, Angela's mouth made quick work of her husband's cock. As he was cumming, Scott pulled out of her mouth and shot the majority of his jism all over Terri's back and her reddened asscheeks. Terri just laid there, bent over the table, as Scott got dressed. The married couple assumed that the slut secretary was crying in pain and humiliation; actually she was gasping for air, having cum twice from the experience of being spanked. Before following her husband out of the storeroom, Angela produced a small tube of KY jelly from her pocked, setting it on the table next to Terri. "Here you go, slut. Have fun," Angela taunted. "I expect you to bring us a full tube of it....to our house, tomorrow night at 8. We'll be expecting you." Picking up the ruler, Angela gave the blonde secretary a few closing swats on the ass, splattering her husband's cum. "Get this place cleaned up," she finished, then turned and left Terri alone. Terri did clean the supply room up. But not before she reached down and frigged her cunt to two more orgasms. ***************************** Having put off the inevitable for as long as she could, Terri returned to Danielle's office. The brunette was in the middle of a phone call. Wordlessly Terri removed her clothes and waited. "Did you find what you were sent for?" Danielle asked as she got off the phone. Terri nodded, producing the tube of jelly. Handing her secretary the dildo, Danielle instructed her to get it ready. Terri coated the entire dildo with the KY jelly, taking her time about it. She was in no hurry to have her ass raped by the monster dildo. Finally Danielle took the toy from her secretary, and instructed her to get on the desk, on her hands and knees. "I've looked forward to this for a long time. Remember when you sent this little toy to me?" "Yes," Terri whimpered fearfully. Her knees were visibly shaking. "I'm so sorry...." "Of course you're sorry, hon!" Danielle commiserated with the trembling blonde, rubbing the dildo along the crack of Terri's ass. "You're sorry that you got yourself into this situation, and you're sorry that you're about to get your ass reamed. I doubt though that you're sorry about all the times you stepped on me to achieve a goal, and then came back and tapdanced on my face to celebrate." "Yes, I am! PLEASE!!!!" "You have a very beautiful ass," Danielle told her secretary soothingly, gently rubbing the welts from the ruler. "It looks like Angela and Scott had to spank it for you. What did they have to spank you for?" The married couple had had no real reason to spank Terri, but somehow she didn't think that was the answer her boss/mistress/owner wanted to hear. "F-for b-being a slutty....whore....." "Good girl. You know what? We're going to have a slight change of plans." Terri perked up hopefully. A reprieve? "Lie down on your back." Hopefully, Terri did so. "You do have very nice tits. I've always been jealous of them!" Danielle moved the KY covered dildo up to Terri's 36D boobs, and began rubbing the toy all over the blonde's hard nipples and her generous tits. "But I'm over that jealousy now," the tormenter confided. "Because I can have these anytime I want to!" Terri liked having her breasts played with and stimulated. She moaned softly as the dildo was guided over every square inch of tit. "I'll bet Bobby liked you pushing those gorgeous tits together and sticking his cock between them," Danielle breathed. "This 'Bobby'" she indicated the toy "will, too! Push those huge, firm, SUPERIOR breasts together!" Terri complied as her boss slipped the dildo between her cleavage. "You like being tittyfucked, don't you?" In truth, Terri loved it. But the aim of Danielle's exercise with the blonde's huge breasts was becoming clear. She was getting as much of the precious KY jelly off of the dildo as possible, so that when she did eventually ream her secretary's virgin ass, it would be that much more painful. Reading her hapless bimbo's mind, Danielle confirmed, "I had to do that. You put WAY too much KY on there. We don't want this monster to slide into your ass too easy....that would spoil all the fun!" That said, Terri was told to get back on her hands and knees. "Now, I'm not going to lie to you. When I put this dildo in your tight little ass, it's going to hurt like hell. And I'm going to enjoy it. But I'll give you something to do while I ream you with this. Something to keep your mind off some of the pain." Reaching in the drawer, she pulled out a faded letter. The letter Terri had sent with the dildo, taunting Danielle about her lost love. Danielle put the letter on the desk, right under Terri's head. Then she retook her position with the tip of the dildo at the opening to the blonde's asshole. "Read it to me," she ordered. This was too much for Terri. "Please....Danielle! I'M SORRY PLEASE BELIEVE ME! OH GOD, WHAT CAN I DO TO SHOW YOU HOW SORRY I AM?" "You can start reading," Danielle answered quietly, pushing the tip of the dildo into Terri's ass. "Oh god.....I....got....B-Bobby, but....but....this is r-roughly the....same size....enjoy.....s-s-sweetums....." "Again," Danielle ordered, pushing the dildo a little further in Terri's ass. "I got...Bobby....but this is roughly....the same size.....AAAAAAAAAGGGGGHHHHHH! Enjoy... sweetums....OH GOD IT HURTS!!!" "Again. Keep reading it." "I got....Bobby......AAAAAAAHHHHHHHGGGHHHH PLEASE MA'AM.....I g-got.....B-Bobby.....OHHHHHHHHHHH...." "Hmmmm, I wonder how Bobby's doing nowadays? Keep reading," Danielle added as the toy continued its inexorable slide into the depths of Terri's ass. "...B-but....this....AGGGGGHHHHHH....is roughly....AAAAAAGGGGHH!! the same.....size....." "Is it, now? I'll bet Bobby never did this with HIS cock!" The letter was becoming blurred by tears. Terri didn't really need to read off the letter anymore anyway. These dozen words would be burned into her memory forever. "I....got.....Bobby!!! But.....this is.....roughly....same....size!!!" Through clenched teeth, doing her best not to scream as the plastic invader was halfway in. "Did you ever imagine, when you were sending this to me, where it would end up?" Danielle conversed lightly as the other woman writhed in agony. "AAAAAAAAAAAGHHHHHHHHHHHHHHHHHHH!!! IGOTBOBBY!!!!!BUTTHISISROUGHLYTHESAMESIZE!!! OH YOU CRUEL HEARTLESS BITCH!!! OH GOD PLEASE!!!!!AAAAAAAHHHHHHH IT HURTS!!!!!!" "You forgot the last two words," Danielle reminded her secretary. "OHHHHHHHHH.....ENJOY.....SWEETUMS......PLEASE......" "I am enjoying. Immensely," Danielle assured her. "And I love being called sweetums. Bobby used to call me that....before you stole him from me. But I'm sure you knew that. That's why you signed the letter that way. Isn't it?" The dildo was now all the way in. Danielle stepped back to admire the handiwork, the "bobby" dildo obscenely stretching the blonde slut's tight asshole. Terri actually breathed a sigh of relief. To further demoralize her secretary and wipe out all hope, Danielle leaned close to Terri and whispered, "Maybe I should fist fuck your ass...." That brought a whole new round of screaming and begging. Grasping the hilt of the dildo, Danielle pulled it all the way out of the blonde's ass, then plunged it back in. Terri screamed as more pain shot through her torn sphincter. "Beg me for it, slut," her mistress ordered her. "Danielle....ma'am....OOOHHHHHHHHHH.....please....fuck me...." "No. Call me 'Bobby'. After all, in a way, it is Bobby that's fucking your ass." "Bobby....fuck....me....fuck my ass....AAAGGGGGHHHHHHHHH!!!!" Danielle was delighted to oblige, now having a steady rhythm with the dildo pistoning in and out of Terri's torn ass. "Bobby....fuck my ass!!!" It still hurt like hell, but Terri was beginning to feel other sensations. Like a definite tingling from her cunt. Maybe if she got herself off, it would take her mind off the blinding pain her ass was in, she thought, while her right hand moved down to her clit. "What are you doing? Are you getting turned on, slut?" Danielle hadn't expected this. "Get your hand away from there. I didn't give you permission to give yourself pleasure." "Please....OHHHHHHHHHHH PLEASE......" Terri begged. Her clit was now literally itching for attention. Danielle couldn't believe it. The slut was really getting aroused by this anal rape! "I'll make you a deal, " Danielle offered as she reamed her secretary's ass with the huge dildo. "You may touch yourself, but you have to promise to clean 'Bobby' off with your mouth when he's done..." Terri, amazed at how low she was sinking, didn't hesitate. "YES.....I promise....I'll lick and suck it clean....PLEASE may I touch my cunt?" She was now noticeably thrusting her ass back against the anal invader. "You may touch yourself," Danielle told the blonde. Terri didn't need to be told twice. It didn't take long for her to achieve the first of five intensive orgasms. All in all, part of Terri was sorry when the dildo was taken out of her ass and handed to her for cleaning. The toy was covered in disgusting slime, and a little bit of blood. Oh well, a deal is a deal, the blonde slut reminded herself as she dutifully took it into her mouth. Danielle supervised her secretary, making sure the toy was very well cleaned. After all, it would be going in Danielle's cunt next. Finally the brunette couldn't stand to watch Terri's tongue and mouth blowing the fake cock any longer, so she told her secretary she was excused for the day. "Oh, there is one thing I want you to do before you leave," Danielle added, the toy already deep in her snatch. Terri, who was getting dressed, paused. "I know that two of the men I loaned you out to wanted to fuck your ass, but you were able to keep them from it. Good job, by the way. But now, I want you to go tell them the good news!" "What good.....?" Terri began. "Why....the good news, that your cute ass is no longer off limits for their hard cocks!" Terri was horrified. "But....it hurts...." "It won't hurt after awhile. I hear you're going over to Scott and Angela's tomorrow night. I know he'll be eager to try out your newly broken in asshole. Just like I KNOW that you'll beg him to ream it for you. Won't you?" Terri, beaten, nodded silently. "Angela doesn't get into other women. I know; I've tried. But I KNOW you'll beg her to let you do her, won't you?" Terri's tears were flowing freely again. She nodded again. "Sometime this weekend, I'll be calling you. I'll give you the name of a hotel, and a room number. You'll go there, and there will be some men waiting for you there. You'll beg them all to put their cocks in EVERY ONE of your orifices. That'll be all." Terri wept openly as she was excused from her boss' office. "Oh, and Terri?" Danielle called as Terri was walking out the door. The blonde looked back. Danielle gave her sweetest angelic smile. "Have a nice weekend." Terri walked out and shut the door. As the blonde's sobs of humiliation and hopelessness faded in the hallway outside, Danielle got down to serious business with her dildo, all the while planning what would be in store for the hapless Terri next week.