MILF Money for College- Complete Set

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MILF Money for College- Complete Set Page 13

by Holly Ardent


  Then he got down to business. He took his hands from her thighs and pushed the hood off of her clit. His tongue got more forceful, pressing against it and flicking it. When it sounded like she was getting very turned on, he pinched her clit between his lips and tugged.

  Hannah's breaths start getting shorter and louder. When he was sure she was about to cum, he stopped and took a seat in the chair.

  “What the hell?” she said. “I was just about to cum.”

  “I know. That's why I stopped.”

  “What?”

  “I stopped because you were about to orgasm. I don't want you to do that yet. I figure I'll take you to the edge of cumming two or three more times before I let you.”

  Hannah looked disappointed and confused.

  “Trust me, when you finally get to cum it'll be a lot stronger than normal.”

  She shook her head and glared at him for a moment.

  “Naughty girl, remember who's in charge here.”

  Jim stood up and walked over to her. He gave her a single swat on the butt. It was hard enough to sting, but probably wouldn't leave a mark.

  “Behave or there'll be more of that,” he said.

  He leaned in and flicked his tongue against the sensitive spot he'd found on her ear. He stripped his shirt off and stepped in, pressing his chest against her tits. Then he leaned in and nibbled on her ear. Her mouth was right next to him so he heard it loud and clear as she started to get excited again. His hand drifted down to her pussy and started playing with her clit.

  It took significantly less time to get her to edge of orgasm again. When he thought she was almost there, he stopped and stepped back. Her eyes flashed with a hint of anger.

  “Would you stop doing that please?” she said.

  “No,” he answered.

  Hannah's jaw dropped and her mouth hung open for a few seconds before she recovered. Jim sat down on the chair and pulled his cock out. While she watched, he leisurely masturbated, imagining what he was going to do to her later on.

  He waited longer this time before he went back to her. Before he did, he stripped out of the rest of his clothes. He pressed his hard cock against her belly and his chest against her breasts. Then he started running a hand through her hair. His other hand slid down and stroked her inner thighs. When she started getting excited from the minimal stimulation her was giving her, he leaned in and nuzzled the sensitive portion of her ear.

  Once again, when he thought she was getting close, he severed all contact and stepped back.

  “Bastard!” she spat.

  Jim ignored her for the moment and drew out the package of zip ties and the snips. He turned to Hannah and her look turned to one of fear, until he stretched up and snipped one of the zip ties currently holding her hands up.

  He grabbed that arm, slipped the strap of her top off over it, and secured her wrist with a zip tie again. But this time he built a chain of them, estimating the length he needed. When he finished the chain he fastened her loose arm to the same eye bolt the other one was fastened to, using the chain to secure the eye bolt to the zip tie on her wrist. Then he snipped the other original tie and repeated the process. When he was done, she was facing the wall, totally nude.

  He smacked her bottom again, several times. Hannah was close to crying now, he could hear it in her voice as she spoke.

  “What do you want from me?” she wailed.

  “Obedience, that's all. Anything else I want from you, I'll just take.”

  * * *

  Jim stepped up behind her and slid a hand down to her pussy. It was soaking wet now, and even hotter than earlier on. He pulled her legs out from the wall so she was leaning over. Her palms were against the wall and if she slipped a couple of inches, the zip ties would catch her weight.

  He played with her pussy for a minute or two, running his finger around the edges of it and occasionally dipping them into her. When he thought she'd resigned herself to just being teased again, he guided his cock to her pussy, stopping just before he reached it.

  He thrust forward hard and slid in several inches. It took Hannah off-guard and she cried out in surprise. Then she cried out again.

  “Oh god, yes!” she cried. “Drive that thing into me. Ram it all the way in and fill me up.”

  Hannah was tight. Evidently she'd done more than just get her body back in shape after having her kids. Jim didn't care though, between teasing her directly and teasing her indirectly by masturbating in front of her, he was horny as hell. He forced his cock into her while she made little noises. The squeal she let out when he pushed extra hard to get another inch triggered something in him. He grabbed her hips and pulled her back towards him while he shoved his cock forward.

  Finally he was buried all the way inside of her. Still clutching her hips he drew back and thrust forward again. He still had to force the last inch or so in at the end of his thrust, but she was loosening up around him a little. Hannah was babbling now, or at least that's what it sounded like to him. He couldn't make out a word she was saying.

  He pulled back again and thrust forward. This time he slid all the way in, although he was pretty sure he wouldn't have if his hands weren't holding her hips in place.

  Now he could make out what she was saying.

  “So big. My god, you're too big. What are you doing to me? I feel like I'm going to split apart.”

  “Hush Hannah, I'm not all that big. But you're tight as a fourteen year old virgin. At least you were, not any more though.”

  He emphasized his words by drawing his cock all the way out of her pussy and slamming it into her again. There was still friction, even though she was wet, but between holding her hips and driving forward hard he sank all the way into her, his body striking her ass with a 'smack' at the end of his thrust.

  She whined and wailed and he wasn't sure if it was from pleasure, pain, or something else entirely. He knew how to change her tune though. He started short, slow strokes that kept him deep inside of her and his hands came off of her hips. One went to her tits where they dangled from her chest, and the other went up to toy with her earlobe. She caught her breath as he lightly stroked her nipple, but when he stroked her ear, she threw her head back trying to avoid it.

  Okay, I don't have to play there, yet... Jim thought.

  His second hand went to her other breast and he grabbed it, squeezing tight. He felt her getting wetter around his cock as he kept thrusting and playing with her tits so he made his strokes longer, taking advantage of it. Hannah squeaked as he pinched her nipples tightly and pulled down, stretching them out.

  Jim let go of her nipples and set his hands to wandering her breasts, pinching and stroking lightly all over. As he stroked the underside of her breasts, where they joined with her chest, Hannah inhaled abruptly and her cunt clamped down on his cock.

  Jim pulled his hands away immediately. He also stopped his thrusts. He didn't want her cumming yet and he was pretty sure she'd gone instantly to the edge from him stroking the underside of her breasts.

  Wow, that isn't a spot I would've considered checking for sensitivity, he thought. Guess I've still got a lot to learn.

  “God damn it!” Hannah whined. “I was so close, why did you stop?”

  “Because you were so close,” Jim replied. “I don't want you cumming yet. You see, domination on my part is all about submission on your part. As far as I can tell you've played along, but you haven't really submitted yet.”

  Hannah murmured something unintelligible. Jim didn't need to hear the words, he could hear the frustration in her tone just fine.

  With his cock still buried inside of her pussy, but not moving, he reached down and stroked her inner thighs. It took less than a minute before she started to tense up. He stopped and waited. Hannah didn't say anything but he could feel the anger radiating off of her.

  Jim took a few strokes to make sure he maintained his erection, then his hands went to her head. One of them held it in place while the other stroked her earlob
es until she started to tense up.

  When he let go of her head, she started shaking it from side to side, muttering under her breath. Jim waited a few minutes, occasionally drawing his cock out and thrusting it back into her. Then he reached forward and stroked the underside of her breasts. Within seconds she tensed up on him and he had to stop.

  He repeated that over and over, until the muttering stopped and she said clearly.

  “Please can I cum? Pretty please?”

  “I'll make you cum when you beg for it and I believe you're really begging. Correction, I'll let you cum when you beg for it.”

  He was pretty sure the answering mutter was her calling him a bastard again. So he went back to teasing her. By this time her pussy was soaking wet so he drew himself all the way out and then slammed back all the way back into her hot box. Then his hands went back to the underside of her tits.

  Hannah screamed out in frustration when he stopped and left her dangling again. After that it only took three more times of Jim taking her to the edge of orgasm and abandoning her there before she started begging.

  “Oh God, please make me cum. I'm begging you, I'll do anything you want if you make me cum.”

  “I can do anything I want to you anyhow, remember? Try again.” Jim said.

  “I need to cum, I need it bad. Please me make me cum? I'd drop to my knees and beg, but you didn't leave me that much slack.”

  “Closer.”

  Jim ran a finger around her clit and waited for her to tense up before stopping.

  “You bastard! Make me cum, I'm begging you.”

  Hannah broke into tears.

  “God, you've made me into such a slut. I'm begging you to make me cum. I'd do anything for it. But you still won't make me cum.”

  “Ah, now you've got the right words. You just need to arrange them better. Think of what a guy wants to hear from a beautiful woman, what would turn him on the most, and try that.”

  There was brief pause. Hannah stopped crying and Jim traced idle patterns on her lower back while he waited for her.

  “You've made me into a little slut and your slut begs you to make her cum, to blow her little mind with pleasure. Please make your slut cum?”

  Jim slammed his cock into her. His hands went around her chest and started stroking the bottom of her breasts again. He pounded her hard several times before she started tensing up again. This time he kept going. One of his hands dropped down and started playing with her clit. It was an uncomfortable position for him, but he didn't mind. He didn't want to cum yet, he just wanted her to cum as hard as she could.

  Hannah practically exploded beneath him and started thrashing as her orgasm took her. She let out a shriek that would've convinced the neighbors a murder was taking place if they'd heard it. Jim had a hard time continuing to fuck her, but he managed. She knocked his hand off of her clit, but the one on her breast was still going.

  Gotta keep her cumming as long as I can. Then see if she really meant what she said, if she's really my little slut for now.

  Jim kept pounding away at her. She thrashed for a while, then seemed to lose energy and squirmed for a bit. All the while he kept fucking her and stroking the underside of her breast. His other hand went here and there, moving between her ear, her inner thighs, and her clit when she was still enough that he could get to it. Eventually she sagged away from him and he pulled out. The zip ties were supporting her at this point so he quickly got the snips and cut her loose. She collapsed in a little pile on the floor.

  Jim tilted her head up and looked at her.

  “Are you okay?”

  She nodded dreamily.

  “Can you stand?”

  She slithered up the wall, using it for support.

  “Good, now if you're really my little slut I have something for you to do for me.”

  Hannah blinked several times, then nodded.

  Jim walked over to the middle of the room and laid down.

  “Come to me and sit on me. When you sit down, make sure you put my cock in your ass. You're going to fuck me with your ass until I cum. Understand?”

  Hannah's peaceful face flickered for a moment, showing a hint of fear. Evidently her current mood won out though since the fear disappeared, replaced by a hungry grin. She stepped out into the room, wobbling slightly as she went, and came to Jim.

  She faced him and started to lower herself unsteadily. He placed her hands on his legs for balance, then grabbed his cock and positioned it correctly. It was still well lubricated from being inside her drenched pussy, so he didn't worry about that. As she lowered herself onto him a hint of pain showed on her face for a moment, but was replaced by a smile.

  “This isn't nearly as bad as I thought it would be,” she said.

  Jim nodded.

  You're completely relaxed from that orgasm, you're half out of your mind with pleasure, and I picked the least painful way to fuck your ass. Of course it isn't that bad. But at least next time you'll be expecting it to be this easy and that will make it easier on you than it would have been otherwise.

  “Good, now ride me,” Jim said. “Just like you would if I were in your pussy like this.”

  Hannah set to riding him, grinding her ass down on his cock as though she were trying to make him cum as hard as she had. Jim just laid there, loving every second of it. Her ass was even tighter than her pussy and with each stroke he could feel every inch of his cock being caressed by her insides.

  After a few minutes he groaned.

  Damn it, I held off my own orgasm for so long that now I'm having problems cumming. What the hell? I didn't even know that was possible.

  “Is something wrong?” Hannah asked. “Am I doing something wrong?”

  “Oh no, I'm just not going to cum like this. It isn't your fault though, it's my own.”

  “How can we get you to cum then?”

  Jim thought for a moment.

  “I bet if we get a little rougher. You know, faster and harder, then I could cum.”

  “I don't know if I can do that like this,” she said.

  “Then let's switch positions. Get up on all fours, I'll take you that way.”

  Hannah bit her lip for a moment before lifting herself off of his cock. She dropped to all fours and turned her head to look at him.

  “Please fill my ass with your cum? Your slut wants to feel your cum inside of her.”

  Jim groaned again.

  If something like that can't do it then I may never be able to cum again.

  He got down behind her and drove his cock into her ass, hard. She let out a tiny cry of pain, whimpered for a moment, then started thrusting her ass back at him. Jim pounded away as hard as he could. Her ass was as tight as he could've wanted, maybe even tighter, and he spared the briefest of moments thinking that this must be hurting her, but she didn't seem to care.

  “Fill me with your cum?” she begged. “Your slut has never had a cock in her ass until now. She wants to know what it feels like to have cum in her ass too.”

  Jim squeezed his eyes shut as her words pushed him over the edge. He slammed his cock into her ass one final time, as deeply as he could. It felt as though his cock gushed like a fire hose. He was sure he was cumming more than he ever had before.

  As his cock twitched and spurted inside Hannah's ass, he felt her tense up again. She started cumming right along with him, something he hadn't expected, but her orgasm made her ass clench down on him over and over, milking every last drop out of his cock.

  When he finally finished cumming, he sagged to the floor, his cock sliding out of her ass. He panted for a few seconds while he caught his breath, then looked up to see Hannah facing him.

  “Do you want your slut to do anything else for you?” she asked.

  “There's only one other thing. I'd love it if you did it, but I'm not going to tell you to. Sucking my cock after it was in your ass might be a bit much for you still.”

  She pulled herself up and licked his rapidly softening cock.
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  “It's not too much. I'm your slut. I do what you want and you reward me with orgasms that leave me unable to stand.”

  She leaned her head down again and sucked his cock into her mouth. He felt her stroke and caress every inch of it with her tongue before she finally let his cock slide back out of her mouth.

  She laid down with her head in his lap.

  “If you want me again, just tell me.”

  “I think I'm done for the day,” Jim said.

  * * *

  From what Lisa told him later, it took Hannah's husband one viewing of the video and one session with Hannah before she became his devoted slut instead of Jim's. Jim smiled when she told him that.

  “I'm glad they both got what they wanted,” he said.

  “Well, he did say it was a little more than he'd bargained for. He also said he wasn't going to complain about it.”

  “I'm happy to have helped. I mean really, it was a blast,” Jim said.

  “So, you leave for college tomorrow?” Lisa said.

  “Yeah, but I've already got everything packed. I'll need to be home to spend the evening with my parents, at their request, but I've got until six o'clock if you have any ideas of how to spend that time.

  Lisa grinned evilly.

  “Oh, I've got a thought or two.”

  * * *

  Jim headed back to college, but his sex life was kind of tame at first. When he tried to date girls his own age he was bored out of his skull. The ones who'd sleep with him didn't want to do anything interesting in the sack.

  Once he gave that up and realized that there were older women that were interested in younger men close to the college, things started to pick up a bit.

  * * *

  This concludes the MILF Money for College series.

 

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