Grace looked at her phone as the call ended, trying to figure out what the heck was going on. The caller had been Jack, her limo driver from the past weekend. She smiled thinking about how she and her girls had really done a number on that creepy kid Ian, humiliating and punishing him like they did. But Jack had called her to let her know that in double checking the room, he had found something that she had left behind. She knew how he got her number, after all she had to call him when they were done screwing around with Ian, but she just figured he'd delete it and that would be that. Now he was calling her up, wanting to meet for coffee so that he talk to her about something she had left behind.
Grace was starting to freak out a bit now, going over in her head all the shit she and the girls had brought to the "party" that had there in the motel room and she could account for all the kinky stuff - the handcuffs, the ball gag, the strap-on, the doggie shock collar, even the wrapper from the condom and those bloody little girl panties that they had made Ian wear and that he had soiled after she had butt fucked him. "Little cock deserved it", she thought to herself, remembering what he had done to warrant her using that strap-on on his virgin ass. So what could Jack have that she needed to meet with him and discuss? She tried not to think about it too much until the time they agreed to meet - just after school let out. Thank goodness he agreed to a place that was far away from school. All she would need was for someone to see her with this older guy and the rumors would start! She certainly did not need that, as all it would do is screw up her senior year.
The next day, after school, Grace arrived at the coffee shop. This place had some really deep booths and thank goodness Jack had picked on way in the back away from the door. He even left her a place so that she could be seated with her back to the door, just in case someone, anyone, from school happened by this neighborhood. Jack Saw her enter and motioned her over, pointing to the seat across from him. Grace had almost slipped into the booth when she realized that there was already someone in it, seated up against the wall, hiding from her. She just about lost it when she saw that it was that shit Ian! What the hell was he doing her and what was up with this limo guy? She tried to stand back up, but Jack looked her square in the eyes and told her, in a rather adult voice, "Sit down NOW Grace. You want to hear what Ian and I have to say before you go storming out of here."
Grace paused momentarily, looking around to see if there was anyone within earshot of them. She looked and Jack, then pointed to Ian. Her voice dripping with venom, she said "What's that piece of shit doing here? DO you think I am going to sit down next to him?"
Jack let her stand there for a minute. When she finally started to get impatient, he reached out and grabbed her hand, pulling her into the booth. "Yes" he said "I do expect you to sit hear and listen to us. I picked this place so that no one from school would bother us while we make you an offer, just in case you decide to make a scene. But I want you to promise me that you will listen to EVERYTHING we have to offer before you get up and walk out of here. If you don't, there could be some serious legal issues that you could have to deal with, including the police and maybe even jail time."
Grace stared at Jack, first with a look of derision as he had started to speak, but when she heard the words "legal", "police", and "jail", her expression changed to one of shock and concern. For once in her life, she found herself speechless, so she just nodded her head as if to indicate "OK".
Jack smiled at her, trying to get her to calm down a bit. Then he lowered his voice when he spoke, his voice had a hint of menace to it. "You and your gal pals had a real fun time with Ian. I remember how pumped up you were when you left, showing me that photo you had taken of him cross dressed like you did. If I didn't know any better, I wouldn't even have suspected that his hands were cuffed behind him." As Grace was listening to Jack's words, she realized that none of them had talked about handcuffs when they got back in the car, even after dropping Ian off. So how did Jack know?! She looked over at Ian as if accusing him of telling Jack.
Jack could see the look of puzzlement, then anger, on Grace's face and as if to explain, he pulled out an envelope and handed it to her. "You didn't know this, but you weren't the only one taking pictures that night". As he was saying these words, Grace stared down at the handful of pictures that Jack had produced of their "party". In all of them, it was clear that the girls were tormenting and threatening Ian.
"How did you get these? What are you going to do with them? You can't possibly share them?" The questions just started free flowing from Grace's mouth as she looked at Jack and Ian for an explanation. Jack put his finger to his lips to signal her to stop, then waited as her questions died down, although her mouth was still hanging open, obviously in shock.
Jack continued "Let me explain things to you. Yes, I was taping the whole session". Jack again put his finger to his lips as Grace started to talk, silencing her. He continued "But I am prepared to say, and Ian will back me up, that this was his idea, since he didn't believe that he was going to get that lucky that night and wanted something to remember it. No one will every find any tapes, equipment, or photos at my place or on my computer, so if you say it was me, there are two of us that will deny it - right Ian?" Ian spoke his first word of this entire conversation when he answered "Yes".
Jack paused to let this sink in, before he went on "Ian feels that his photos of the night will paint a very different picture of what really happened that night and how you and your girlfriends kidnapped, sexually abused, and raped him, not exactly the fantasy he had in mind. But how lucky he was that he had planned to capture what was supposed to be a wonderful event to that he could have evidence to use against you." Ian just sat there, nodding his head, agreeing with what Jack was saying.
Jack could see that all the color had drained from Grace's face, realizing just how bad things could be. Now was the time to go in for the kill: "But Ian being the kind and sweet boy that he is, he just wants what you had promised. He wants a chance to fuck you - this time with his cock, instead of the other way around."
As she listened to Jack's words, Grace realized that her situation had just gone from bad to worse, and she couldn't see any way out of it. Trying to salvage something from it, she tried to speak, but all that came out was a pitiful squeak. She swallowed and tried again, this time the words were soft and submissive. "What does Ian want from me and what do I get in return?" she asked.
Jack smiled, realizing that he (and Ian) had Grace right where they wanted her. Jack pulled out another envelope and laid it on the table, saying "You are both over 18, so here is what you get out of the deal. In this envelope is a contract that you and Ian will each sign. In it, it states that for one fuck session with you, he agrees not to press charges for any of the 'activities' the other night. It also states that you are agreeing to that session willingly, so no fair crying 'Rape' afterwards and expecting it to stick. But it also had a clause in it that prevents either of you from sharing any photos of either session - the one from the other night or your upcoming fuckfest - with anyone else - ever. Deal?"
Grace thought it over, trying to figure out a way to get out of it. The problem was that this scumbag Jack and that little shit Ian somehow had gotten the better of her and she couldn't think of anyway to get out of this, at least not without some serious shit coming down on her. All she could do was to stall, trying to think of a way out, so she asked "What do you mean by 'fuck session'?" Jack smiled and pointed to Ian saying "That's his call. Anal, oral, pussy, it's his choice. But he has agreed to only one. And if he decides to fuck that pussy, he will wear a condom." Ian just sat there and smiled, not giving Grace a clue as to how he intended to use her. Something about Ian's smile made Grace shiver.
While Grace still couldn't grasp the idea of Ian fucking her physically, it seemed like he and Jack were doing a pretty good job of it mentally. She asked softly "Anything else I should know?"
Jack replied "Oh yeah - since I am the broker for this deal, there is a certain 'fee' that I would like to get out of it. I think a good blow job from you would be a fine payment for setting this up. I mean, this contract will keep that sweet ass of your's out of jail, so what's one more blow job worth to you? You can do me while Ian watches, then I can watch while Ian does you. Seems only fair since there were three of you watching him get fucked over." As he said these last words, Jack handed over a pen and pointed to a line on the last page of his "contract" and told her to sign it.
Still in shock from the whole proposal and not knowing what else to do, Grace reluctantly took the pen and signed. Then Jack passed it over to Ian and made him sign it. Grace watched while he signed on a line that read "Witnessed by". Jack then called over the waitress, waving some money in his hand, and said to her "Hey Jenny, these kids need a witness signature for a business contract. Can you help them out and sign this?" Jenny walked over and signed her name, pocketing the tip from Jack. After she walked away, Jack took the contract and put it back in the envelope, then folded the envelope and put it in his jacket pocket along with the photos.
He looked over at Grace and Ian and said "OK - you two kids figure out a date and time and let me know - soon. The window on this deal closes in 72 hours, after which all bets are off. I'll pick you up and get the room for us." Then he looked over at Grace, his tone again menacing, and said "And you Missy - no shit from you! No one else is to know about this and you are to look nice, really nice, for Ian. And make sure you wear something fancy underneath it all, something that will get him all nice and hard. After all, this is going to be your second date together!" He smiled wickedly at Grace, leaning in as he exited from the booth, saying "Let's see who gets lucky on this date!" With that Jack walked out of the coffee shop, eager to get the call from Ian with the details of their upcoming "date" with Grace.
Grace was starting to freak out a bit now, going over in her head all the shit she and the girls had brought to the "party" that had there in the motel room and she could account for all the kinky stuff - the handcuffs, the ball gag, the strap-on, the doggie shock collar, even the wrapper from the condom and those bloody little girl panties that they had made Ian wear and that he had soiled after she had butt fucked him. "Little cock deserved it", she thought to herself, remembering what he had done to warrant her using that strap-on on his virgin ass. So what could Jack have that she needed to meet with him and discuss? She tried not to think about it too much until the time they agreed to meet - just after school let out. Thank goodness he agreed to a place that was far away from school. All she would need was for someone to see her with this older guy and the rumors would start! She certainly did not need that, as all it would do is screw up her senior year.
The next day, after school, Grace arrived at the coffee shop. This place had some really deep booths and thank goodness Jack had picked on way in the back away from the door. He even left her a place so that she could be seated with her back to the door, just in case someone, anyone, from school happened by this neighborhood. Jack Saw her enter and motioned her over, pointing to the seat across from him. Grace had almost slipped into the booth when she realized that there was already someone in it, seated up against the wall, hiding from her. She just about lost it when she saw that it was that shit Ian! What the hell was he doing her and what was up with this limo guy? She tried to stand back up, but Jack looked her square in the eyes and told her, in a rather adult voice, "Sit down NOW Grace. You want to hear what Ian and I have to say before you go storming out of here."
Grace paused momentarily, looking around to see if there was anyone within earshot of them. She looked and Jack, then pointed to Ian. Her voice dripping with venom, she said "What's that piece of shit doing here? DO you think I am going to sit down next to him?"
Jack let her stand there for a minute. When she finally started to get impatient, he reached out and grabbed her hand, pulling her into the booth. "Yes" he said "I do expect you to sit hear and listen to us. I picked this place so that no one from school would bother us while we make you an offer, just in case you decide to make a scene. But I want you to promise me that you will listen to EVERYTHING we have to offer before you get up and walk out of here. If you don't, there could be some serious legal issues that you could have to deal with, including the police and maybe even jail time."
Grace stared at Jack, first with a look of derision as he had started to speak, but when she heard the words "legal", "police", and "jail", her expression changed to one of shock and concern. For once in her life, she found herself speechless, so she just nodded her head as if to indicate "OK".
Jack smiled at her, trying to get her to calm down a bit. Then he lowered his voice when he spoke, his voice had a hint of menace to it. "You and your gal pals had a real fun time with Ian. I remember how pumped up you were when you left, showing me that photo you had taken of him cross dressed like you did. If I didn't know any better, I wouldn't even have suspected that his hands were cuffed behind him." As Grace was listening to Jack's words, she realized that none of them had talked about handcuffs when they got back in the car, even after dropping Ian off. So how did Jack know?! She looked over at Ian as if accusing him of telling Jack.
Jack could see the look of puzzlement, then anger, on Grace's face and as if to explain, he pulled out an envelope and handed it to her. "You didn't know this, but you weren't the only one taking pictures that night". As he was saying these words, Grace stared down at the handful of pictures that Jack had produced of their "party". In all of them, it was clear that the girls were tormenting and threatening Ian.
"How did you get these? What are you going to do with them? You can't possibly share them?" The questions just started free flowing from Grace's mouth as she looked at Jack and Ian for an explanation. Jack put his finger to his lips to signal her to stop, then waited as her questions died down, although her mouth was still hanging open, obviously in shock.
Jack continued "Let me explain things to you. Yes, I was taping the whole session". Jack again put his finger to his lips as Grace started to talk, silencing her. He continued "But I am prepared to say, and Ian will back me up, that this was his idea, since he didn't believe that he was going to get that lucky that night and wanted something to remember it. No one will every find any tapes, equipment, or photos at my place or on my computer, so if you say it was me, there are two of us that will deny it - right Ian?" Ian spoke his first word of this entire conversation when he answered "Yes".
Jack paused to let this sink in, before he went on "Ian feels that his photos of the night will paint a very different picture of what really happened that night and how you and your girlfriends kidnapped, sexually abused, and raped him, not exactly the fantasy he had in mind. But how lucky he was that he had planned to capture what was supposed to be a wonderful event to that he could have evidence to use against you." Ian just sat there, nodding his head, agreeing with what Jack was saying.
Jack could see that all the color had drained from Grace's face, realizing just how bad things could be. Now was the time to go in for the kill: "But Ian being the kind and sweet boy that he is, he just wants what you had promised. He wants a chance to fuck you - this time with his cock, instead of the other way around."
As she listened to Jack's words, Grace realized that her situation had just gone from bad to worse, and she couldn't see any way out of it. Trying to salvage something from it, she tried to speak, but all that came out was a pitiful squeak. She swallowed and tried again, this time the words were soft and submissive. "What does Ian want from me and what do I get in return?" she asked.
Jack smiled, realizing that he (and Ian) had Grace right where they wanted her. Jack pulled out another envelope and laid it on the table, saying "You are both over 18, so here is what you get out of the deal. In this envelope is a contract that you and Ian will each sign. In it, it states that for one fuck session with you, he agrees not to press charges for any of the 'activities' the other night. It also states that you are agreeing to that session willingly, so no fair crying 'Rape' afterwards and expecting it to stick. But it also had a clause in it that prevents either of you from sharing any photos of either session - the one from the other night or your upcoming fuckfest - with anyone else - ever. Deal?"
Grace thought it over, trying to figure out a way to get out of it. The problem was that this scumbag Jack and that little shit Ian somehow had gotten the better of her and she couldn't think of anyway to get out of this, at least not without some serious shit coming down on her. All she could do was to stall, trying to think of a way out, so she asked "What do you mean by 'fuck session'?" Jack smiled and pointed to Ian saying "That's his call. Anal, oral, pussy, it's his choice. But he has agreed to only one. And if he decides to fuck that pussy, he will wear a condom." Ian just sat there and smiled, not giving Grace a clue as to how he intended to use her. Something about Ian's smile made Grace shiver.
While Grace still couldn't grasp the idea of Ian fucking her physically, it seemed like he and Jack were doing a pretty good job of it mentally. She asked softly "Anything else I should know?"
Jack replied "Oh yeah - since I am the broker for this deal, there is a certain 'fee' that I would like to get out of it. I think a good blow job from you would be a fine payment for setting this up. I mean, this contract will keep that sweet ass of your's out of jail, so what's one more blow job worth to you? You can do me while Ian watches, then I can watch while Ian does you. Seems only fair since there were three of you watching him get fucked over." As he said these last words, Jack handed over a pen and pointed to a line on the last page of his "contract" and told her to sign it.
Still in shock from the whole proposal and not knowing what else to do, Grace reluctantly took the pen and signed. Then Jack passed it over to Ian and made him sign it. Grace watched while he signed on a line that read "Witnessed by". Jack then called over the waitress, waving some money in his hand, and said to her "Hey Jenny, these kids need a witness signature for a business contract. Can you help them out and sign this?" Jenny walked over and signed her name, pocketing the tip from Jack. After she walked away, Jack took the contract and put it back in the envelope, then folded the envelope and put it in his jacket pocket along with the photos.
He looked over at Grace and Ian and said "OK - you two kids figure out a date and time and let me know - soon. The window on this deal closes in 72 hours, after which all bets are off. I'll pick you up and get the room for us." Then he looked over at Grace, his tone again menacing, and said "And you Missy - no shit from you! No one else is to know about this and you are to look nice, really nice, for Ian. And make sure you wear something fancy underneath it all, something that will get him all nice and hard. After all, this is going to be your second date together!" He smiled wickedly at Grace, leaning in as he exited from the booth, saying "Let's see who gets lucky on this date!" With that Jack walked out of the coffee shop, eager to get the call from Ian with the details of their upcoming "date" with Grace.
