MILF Money for College- Complete Set

by Holly Ardent

  The morning of his rendezvous with Hannah, he stopped at the local hardware store. Less than twenty bucks got him five heavy duty screw-in eye bolts and a package of zip ties that would hold two hundred pounds each. He grinned as he checked out with the pretty young cashier.

  Gotta wonder what she'd think, or say, if she knew what I intended these for, Jim thought.

  When he got back to his truck, he tossed his purchases into a toolbox that contained a screwdriver and a pair of metal snips.

  The screwdriver should do for seating the eye bolts quickly and the snips should go right through the zip ties.

  He started up his truck, stopped to treat himself to a fancy coffee, then headed for Hannah's address.

  * * *

  When he knocked at the door it was answered by a thin blonde who looked much younger than he'd anticipated.

  “Hannah?” he asked.

  She looked at his face for a moment, then her gaze traveled down to his feet and back up. She was blushing when she got back to his face.

  “Yes. Are you Jim?”

  He nodded.

  She swung the door open and gestured for him to enter the house. After he was in, she quickly shut the door. Hannah turned and pointed at the toolbox he carried.

  “What's that for?”

  “Well, Lisa told me to claim I was working on finishing your basement if anyone asked. I figured the toolbox would help back up that claim if anyone was curious. Plus, I've got a few things we might want.”

  “Oh, uh, I guess that's a good idea. I didn't realize... Oh, never mind,” Hannah said.

  “Are you okay?” Jim asked.

  “A little flustered. I didn't actually expect Lisa and my husband to set this up, or at least not this quickly.”

  “Are you okay with it? I can just leave if you prefer.”

  “Oh, no... Please don't do that. I... I'm okay with this, really. It's just... Well, I thought you'd look different. Not just like a guy I might check out on the street.”

  Hannah flushed as she realized what she'd just said.

  “That's fine, and thank you. But it goes both ways. I was expecting someone older who was a mom. But you're what, twenty-five? And you sure don't look like you've ever given birth.”

  Hannah turned redder still.

  “Stop that,” she said. “You don't need to flatter me for this, do you? I'd much rather you were honest with me. I'm thirty-five and both my kids are currently at camp, or I'd introduce you... or maybe not introduce you, but you know what I mean, right?”

  No fucking way, thirty-five? Two kids? Someone's gotta be yanking my chain, Jim thought.

  “I was being honest. Maybe I'm lousy about guessing ages, I have been in the past. But most of the older women I've been with are mothers, and they tend to be a bit more heavy-set and have some more...”

  Jim stopped speaking, realizing that what he was about to say could be taken as an insult. But his hands betrayed him, they were already cupped just in front of his sternum and bouncing up and down.

  This time it was Jim's turn to blush.

  “I'm sorry,” he said, “I didn't mean that the way it sounded.”

  Hannah burst into laughter. It took her a minute to get it under control.

  “Well, I do work out. It took me years to get my figure back after my last pregnancy. As for these?”

  She gestured towards her breasts.

  “Well, you should've seen me before I got pregnant the first time. I was flat as a board. I think they're just fine now.”

  “I'm sorry, they're great. I mean they look great at least, I don't have enough experience for an informed opinion yet. It's just the women I've been with recently all seem to be fairly busty. You are too, just not to the same degree.”

  She laughed for a couple of seconds again. Her finger flicked to the corner of her eye, wiping something away from it.

  “I can tell one of them was Lisa,” she said. “Even my husband commented on the size of her breasts. That's not something he normally notices, but she makes sure everyone does.”

  Jim opened his mouth to reply before thinking and snapping it shut.

  Yeah, I can see her doing that. I'm not going to defend her when I don't actually know if she does or not. I think perhaps a quick change of subject is in order.

  “Anyhow, before we do anything I want to ask you straight out. Do you actually want to be dominated? Do you want to learn about it by doing it?”

  “Wow, I did ask for honest, didn't I? Little did I know. Yes, I do want that. It took me a long time to make a decision about it, but now I'm standing by my decision.”

  “Alright then. I wanted to make sure it was your idea and not something pushed on you by your husband or Lisa.”

  “Oh, they helped me decide, but it was my decision in the end. I hate making decisions so it took forever, but...”

  “Well, if you really hate making decisions, then you'll probably like it. No need to make any decisions yourself, just do what I tell you,” Jim said.

  A brief smile flitted across Hannah's face before she turned away from him.

  “The basement's this way,” she said.

  Jim followed her down the hall and through the door. Wooden steps led down alongside the wall into the basement. The stairs led down into one finished room, but the doors out of it led into three other rooms that were unfinished.

  “Um, I'd rather we went into one of the unfinished rooms. This is the kids' playroom and...”

  Jim chuckled.

  “And you have a hard time picturing getting what you want in the kids' playroom?”

  She nodded.

  Jim peeked his head into the other rooms. One was set up with a washer and dryer, the other two were empty.

  He stepped into one of those two. Framing timbers lined the walls, already set in place for finishing off the room. A quick push showed them to be sturdy. He leaned his weight against one and it barely flexed.

  “This room I think, unless you've got another idea,” he said.

  “No, this one will be fine. Can I ask why?” Hannah said.

  “I'd rather it were a surprise. When you do want to start?”

  “Now?” she said.

  “Okay. One last thing though. If it gets to be too much, just say the word 'Rutabaga' and I'll stop. I'll probably leave also, but if you want everything to stop, just say that. It's called a safety word.”

  Hannah wrinkled her nose.

  “Rutabaga? Isn't that like a turnip?”

  “Yeah, but it's also uncommon enough that it isn't a word you'd say by accident, right?”

  “Oh,” she said, “I get it, I think.”

  “This way, you can say whatever you like, but the only thing that will stop what's happening is the safety word. So if I want to make things more intense, I can tell you to act like you hate what's happening and you want me to stop. But if you don't use the safety word then I know it's just acting.”

  “Okay, rutabaga it is,” she said. “Now can we start?”

  * * *

  Jim dropped his toolbox on the floor. He turned and looked at Hannah.

  “You're hot enough, but those clothes. Go put on something sexy or slutty, then come back here.”

  Hannah looked confused for a moment.

  “Now woman, do what I tell you!”

  Comprehension flashed across her face and Hannah darted out of the room. Jim heard her footsteps on the stairs as she went up them. He opened his toolbox, pulled out the eye bolts, and got to work. The screwdriver went through the eyes and worked well to quickly seat the eye bolts into the wooden framework along the wall.

  By the time he heard Hannah's footsteps on the stairs again, he'd seated all five eye bolts and made tentative plans as to how to use each of them.

  Hannah walked into the room. Instead of the slacks and blouse she'd been wearing, she now wore a pair of white panties and a cross between a corset and a bra, also white. There were fasteners for stockings on the outfit, but she wasn
't wearing any. Her feet were bare and Jim caught himself staring at her cleavage.

  Her tits are bigger than I thought. I guess the bra she was wearing flattened them out or something.

  She stopped after she entered the room. She looked around, pausing when she caught sight of an eye bolt, then she dropped her head and waited.

  “Come over here,” Jim said.

  Hannah walked over next to him and stopped again, head lowered. Jim placed his fingers under her chin and lifted.

  “You don't need to keep your head down for me,” he said.

  She blinked several times, but kept her head level.

  Jim sighed inwardly.

  I guess she thinks that's how she should behave. Well, let's see how she takes orders.

  “Stay right there, I'll be back in a moment,” Jim said.

  He walked into the laundry room and took the folding chair he'd noticed there. Hannah was right where he'd told her to stay, so he placed it in front of her and sat down.

  “Okay, I want you on your knees in front of me. Then you're going to get my cock out and suck it. Give me the best blow job you can.”

  Hannah dropped to her knees and reached for his pants. When she pulled his underwear down, his cock sprang out.

  I guess this has me a little more turned on than I expected, even with her behaving like some kind of robot, Jim thought.

  Hannah slid his cock into her mouth and proceeded to give him a brisk, business-like blow job. Her hand covered the bottom half of his cock and she sucked the top half into her mouth. She started sliding her mouth up and down his cock while jerking him off with her lower hand.

  Jim wasn't impressed.

  Jesus, this is what I figure a sex doll would feel like. There's no life to her right now, it's like she's an automaton. Maybe some people would like it, but not me.

  “Hannah, stop.”

  She obediently drew her hand and mouth off his cock and straightened to an upright kneeling position.

  “You know you can talk, right? You don't have to stay quiet and you certainly don't have to act the way you are. Yes, I'm in charge. All that means is that what I say goes. It doesn't mean that you have to act like a robot.”

  Hannah gulped.

  “I'm sorry, wasn't I pleasing you?”

  “Hannah, the idea is for both of us to enjoy ourselves, remember? I don't think you were enjoying yourself then, were you? Like you told me before, be honest.”

  She sagged out of her stiff position, her head hanging down.

  “I don't know what I'm doing, so how would I know what I'm doing wrong?” she said.

  “It's easy. Just do things like you normally would. But let me say what it is we'll do. You can always ask about doing more or less than I tell you, or maybe doing something differently than how I say. The worse that happens is I tell you no.”

  “I can try that. You aren't going to be mad, right?”

  “No, we're both learning at this stage.”

  “Wait, I thought you'd done some of this before.”

  “I have, I'm not talking about learning that for me. Right now we're still learning about each other. You're also learning about domination and submission at the same time.”

  “Oh, good.”

  “So, shall we try that again?” Jim asked.

  Hannah nodded.

  “Now give me the best blow job you can,” he said.

  “Would you lie down on the floor? I'm using to giving my husband head while he lies on his back so I'll do a much better job that way.”

  “Not a problem.”

  Jim slid off the chair and laid down on the floor. Hannah crawled over next to him and lowered her head over his cock. This time when she went down on him, it was much better. She was more comfortable and that seemed to loosen her up enough to do a better job. Her hand was still around the base of his cock, but her little finger was down stroking the skin of his sack. Her lips were tightly sealed against his cock as she bobbed her head up and down and Jim propped his head up to watch her tits jiggle through the neckline of her lingerie.

  Jim was enjoying himself and he thought that Hannah might be starting to do the same. He let her keep sucking him until he could tell he'd cum in a few more minutes if he didn't stop her.

  “Hannah, stop please.”

  She pulled herself up off his cock.

  “Did I do something wrong?” she said.

  “No, but I would've cum if we kept going for much longer. I don't want to do that yet.”

  She started to grin, but caught herself and arranged her face in a neutral expression.

  “You can smile or anything you like,” Jim said. “You don't have to go around deadpan. Like I said, the idea is for both of us to enjoy ourselves. Now sit down in the chair.”

  Hannah scooted up into the chair. Jim stood up and started walking around her. He brought his fingertips down onto her shoulder, barely touching the skin. Then he drew his fingers from the outside of one shoulder, across the back of her neck, and all the way out the other shoulder. She shuddered from the feel of it and Jim saw goosebumps spring up here and there.

  Good, she's nice and sensitive to my touch. I'll have to find where she's the most sensitive and I think I'm going to enjoy the process.

  Jim trailed his fingers down an arm as he circled around in front of her. Then he pushed her legs apart and knelt between them. He stroked her feet and calves, then up her thighs. She shivered, and more goosebumps sprang up, when his feather light touches caressed her inner thigh.

  Aha, there's one spot I can use. I want to find more though so I can reach something in whatever position we're in.

  Jim stood up and pushed her back so she was sitting straight up in the chair. He stroked the front of her chest and the upper slope of her breasts that her lingerie left exposed. There was a mild reaction when he stroked her breasts, but it wasn't as strong as he was looking for. He resolved to check the rest of her breasts once he had them uncovered.

  Jim leaned over and pressed his lips against hers. His tongue snaked through her lips and explored. Her mouth tasted faintly of tea and honey. While he kissed her he stroked her cheeks. Then he drew back.

  “I want you to kiss me, and do it aggressively,” he said.

  He leaned back in and she jammed her lips against his. Her tongue forced its way into his mouth and lashed about inside of it. Her hand came up to the back of his head and held him trapped against her lips.

  Jim ran his fingers down through her hair and along the side of her neck. As he moved them back up to the top of her head, he brushed against her earlobe and she stiffened. He quickly stroked the area around it and found that she was very sensitive on the bottom of her earlobe.

  That's one I wouldn't have guessed. But I've got two now, time to move on I think.

  He pulled away from her, pushing her hand back with his head.

  “Stand up and go over next to the wall.”

  She glanced where he pointed.

  “Yes, right between those two bolts I put in there.”

  Jim took the zip ties out of his toolbox and placed them on the chair, right in Hannah's line of sight. He drew two of them out and walked over to her.

  Hannah looked a little unsure of herself and Jim left her that way. He grabbed one of her wrists and lifted it up next to the bolt. The zip tie went around her wrist and through the eye before he sealed it shut. Then he repeated the action on her other wrist.

  Now Hannah was secured to the wall, with her arms spread slightly above the level of her lead. She looked a little nervous, which suited Jim fine at this point. He backed up a little and looked at her, then he came close again and pressed his hands against her sides, just above the hips.

  He slid his hands up along her ribs and then in to her breasts. He grabbed them through the fabric, squeezing and feeling the heft of them. When he let go he pulled the neckline down with one hand, drawing her breasts out from under their cover with the other one.

  Jim leaned over and
flicked a nipple with his tongue. Hannah let out a sharp gasp.

  “Oh, I like that. Are you noisy when you're having a good time?” he asked.

  She nodded.

  “Good, don't hold back on that. The louder you are the more I'll think you're enjoying yourself.”

  He leaned farther in and sucked her large, dark nipple into his mouth. His lips came together, squeezing it, and he felt it spring up in his mouth, growing longer and harder.

  He sucked on it, making sure it was as big as it would get before letting go and moving his mouth to the other nipple. His fingers came up to the first one and started pinching and tugging.

  Hannah was making soft noises of pleasure. Little gasps and grunts that let him know she wasn't at all upset about what he was doing.

  While he sucked on her nipples his mind wandered.

  So, what should I do to her? he thought. Actually, why am I wondering about it? I should do everything I want to her. As far as I know that's what she wants.

  Jim's free hand slid down and cupped the front of her panties. They were slightly moist and her pussy radiated heat like it was on fire. His hand went up then slid back down, inside her panties this time. The feel of bare flesh under his fingers told him she'd shaved for the occasion.

  He slid his finger into the top of her slit and then down farther. He brushed her clit on the way down and drew a louder gasp out of her.

  Good, I'll play with that more in a little while.

  Jim slid his finger into her and then added a second. He gently finger fucked her while also paying attention to her nipples. Hannah, who had been fairly tense up to this point, slowly started to relax.

  After a few minutes, Jim stepped back. He stared at her trim form while considering what to do next.

  I'm an idiot, I should've taken that top off of her before I tied her hands up. I'd like to see her fully nude, but I guess that'll have to wait for later.

  Jim slid her panties off of her, lifting each foot to slide them off. He sat down in front of her and began to run his fingers up and down her inner thighs. Hannah shuddered and broke out in goose bumps.

  When Jim was sure he had her turned on, he leaned his head in to her pussy. His tongue flicked out and teased her clit. She thrust herself forward, pushing her pussy against his face. Jim leaned back and once again used the tip of his tongue to tease her clit. After several more tries, she was as far forward as she could get and Jim continued his teasing for a few more minutes.