MILF Money for College- Complete Set

by Holly Ardent

  “No, it feels so good when you stop that I know you're working the tension out of them. I can handle it, but I don't promise not to squirm.”

  He heard her mutter to herself, softly.

  “I think I like making him squirm.”

  When she rubbed his feet, Jim was amazed at the different areas of his body that relaxed just from the foot rubs.

  “How's that?” she asked.

  “Incredible, you were relaxing spots that I didn't even know were stiff and sore.”

  “Good, now for the rest of you. Turn over,” she said in a breathy voice.

  * * *

  Jim flipped over. His erection had come and gone while she worked on his back, but the promise in her voice when she told him to turn over had him rock hard again by the time he was face up.

  Jeannie didn't even acknowledge the fact that he had an erection, at least not that Jim noticed. He wasn't modest enough to not roll over when she told him to, but he did keep his eyes closed. As she dug into the muscles on the front of his shoulders, he wasn't inclined to open them either.

  She worked her way down the front of his body; shoulders, chest, abs, the front of his thighs, the top of his feet. When she finished with his feet, she drew back. Jim was wondering what there was left to rub when he felt a strong hand grasp his cock. His erection, which had been wavering again, straightened right back up. A moment later he felt a warm, damp touch on his cock as Jeannie leaned over and kissed it, sliding her tongue into the slit on the head of it.

  Jim shivered for a moment and opened his eyes. Jeannie's hair was hanging down and partially obscuring her face, but the part he could see was staring at his cock and looked hungry.

  Her eyes flicked to his face and caught him watching her. She smiled, opened her mouth slightly, and raised an eyebrow. Jim nodded, then watched as she lowered her mouth onto his cock. She pressed her lips together and forced him into her mouth. Jim closed his eyes again as the pressure of her lips and the warmth of her mouth struck him like a physical blow.

  Jeannie's second hand went wandering down to his scrotum. She lifted his balls and fondled them gently as her mouth slid farther down his cock. She took him in until her lips met her hand halfway down his shaft, then she slid her mouth up and did it again.

  Jim didn't care about being naked. So far this summer he'd had three other women her age see him that way and gotten no complaints, but he was conscious that he probably reeked. He'd been sweating in the hot sun all morning as he worked on the garden and he was sure he must stink. Jeannie didn't seem to care though, or maybe she just didn't notice.

  She'd been sweating some also, but when Jim caught her scent all he could think of was that she smelled like a woman. Almost, but not quite, like a woman who has just had some really active sex. It didn't bother him at all.

  Her hand wandered some more, gently rubbing the sensitive patch of skin between his balls and ass. For a moment, she placed a finger on his asshole, but when he tensed up, she kept moving.

  After a few minutes, she drew her mouth off of him and sat up. Her hands stayed on his body, one stroking his cock and the other resting on his thigh.

  “Lisa said you might be interested. I guess she was right?”

  Jim glanced at his cock and then at her face.

  “You have to ask?”

  Jeannie blushed.

  “Well, yeah. I figured I should ask before I did anything else,” she said.

  “Yes, I'm interested.”

  “Really? I mean, I'm probably twice your age. I know I'm not all that much to look at, but I do try to make up for that with skill and enthusiasm.”

  “I have to disagree. You're very nice to look at, beautiful even. If you're enthusiastic and skilled on top of that, I'm lucky to be here,” Jim said.

  “Flattery will get you everywhere,” Jeannie said.

  “That's good to know, but I'm not just flattering you, I'm being honest.”

  She dropped her gaze to the mattress and Jim took that moment to move his own hand onto her thigh. She jumped slightly at the contact, but relaxed into it as he slid his hand up her inner thigh. She was still wearing her bra and panties, but the crotch of the panties was soaked. Jim started rubbing her pussy through the fabric and felt it grow even wetter.

  “Would you like me to prove that I'm interested?” he asked.

  “How?”

  “Lie down.”

  Jeannie laid down on the mattress and Jim moved over between her legs. He slid her panties down off of her, then leaned down between her legs. She was already wet and her musky scent, tinged with a hint of good clean sweat, struck him as he moved closer. His tongue stretched out and he started by licking all along the edges of her pussy, catching the tiny little droplets of moisture that he saw.

  Once he'd removed all the drops he moved his tongue to her slit, pushing it a little inside of her and running it up and down her cleft. Jeannie made a long drawn out sound of satisfaction that was somewhere between an “Mmmmm” and a sigh.

  Jim moved his tongue up closer to her clit and brought his hands into play. He placed his thumbs on her labia and spread them to either side. Then he started lightly running his thumbs up and down them. At the same time his tongue traced circles around her clit. He slowly increased the pressure on both thumbs and tongue and Jeannie began to squirm under him a bit.

  He pulled back and looked at her. She was very attractive, mostly fit with a hint of plumpness here and there. The only thing he couldn't see yet were her breasts, so he moved up alongside of her and slipped his hands under her back. After a few moments of fumbling he managed to unfasten her bra strap. He slid the bra off of her and watched her breasts spill out.

  Jeannie's breasts were medium-large and decidedly natural. They splayed out to either side of her chest proving that there wasn't anything unnatural to hold them in an upright position. He reached out and stroked one of them, eliciting a giggle from her.

  “She did mention you had a fondness for tits so I wondered when you'd get to that,” Jeannie said.

  “What can I say? I'm a guy. All guys like tits, don't they?”

  He added emphasis to his statement by leaning down and drawing his tongue up the side of her breast. He teased the nipple that capped her breast when his tongue made it that far. Flicking it gently from side to side, then oh so lightly brushing the tip of his tongue across the top of her nipple.

  He reached across her chest to play with her other breast, his hand squeezing it gently before moving to her nipple.

  “The men worth bothering with do. They like all the different parts of a woman,” Jeannie said.

  Jim pulled his mouth from her nipple and looked up at her face.

  I'll certainly be happy to give her some attention there, he thought.

  He leaned up and placed his lips against hers. She pushed forward against him eagerly and he slid his tongue into her mouth. While he kissed her, his hands wandered her body, stroking down along her sides and moving to her inner thighs.

  He slowly explored her mouth with his tongue and when he'd had his fill of that, his tongue slid back into his own mouth. He drew back a touch and captured her upper lip between his own lips. He tugged on it slightly, then did the same to her lower lip. When he'd finished kissing her, he pulled back. His hand was lightly stroking her pussy and Jeannie seemed happy.

  “So, what would you like to do, or like me to do to you?” he asked.

  Jeannie looked thoughtful for a moment.

  “Now that I'm sure you're interested I'd like to go down on you for real, without worrying about whether or not you want me to,” she said.

  “Well, I was enjoying eating you too, should we take turns for a bit?”

  Jeannie beamed.

  “I get to do you first,” she said.

  She pushed on his chest and he let her push him down to the mattress. She got up on all fours, her breasts dangling below her chest and attracting Jim's eyes. Then she lowered her mouth onto his cock. This tim
e she didn't put her hand on him also. She drove her mouth down onto him as far as she could, getting maybe two-thirds of his shaft into her mouth before she stopped. He could feel her tongue stroking his cock inside of her mouth.

  She slipped her lips up his shaft, her tongue staying firmly in contact with his cock while she did so. Then she drove herself down again. Her tongue stayed firmly against his member as she bobbed her head up and down on him. He stared at her breasts and they bobbed and swayed in time with her motions. He was positive that she enjoyed what she was doing since her nipples were taut and hard.

  After about five minutes of that, Jim was worried that he might cum soon. He tapped her on the shoulder and she pulled her mouth off his cock.

  “My turn,” he said.

  She pouted, but when he pointed to the mattress she laid down and spread her legs for him. Jim knelt between her legs and used his hands to spread her pussy wide. He leaned forward and started by running his tongue up and down her slit, lapping up the juices from right inside her lower lips.

  He moved his tongue up to her clit and started pressing on it gently, making tiny circles. Jeannie quivered as his tongue played with her clit. Jim noticed and decided he was on the right track. He slid one hand up and pushed the hood back from over her clit. When his tongue contacted the bare nubbin of flesh that was revealed, Jeannie squealed and shuddered.

  Jim took two fingers from his other hand and slid them into her pussy. He started short, sharp thrusts with them as he continued to lick her clit. When he pinched her clit between his lips and sucked on it, stretching it slightly with the suction, she went rigid.

  Her musky scent struck him as it strengthened, and he felt her cunt grow wetter. That just encouraged him to drive his fingers deeper into her. He held her clit stretched for a few seconds before letting go, then pinched it gently between his lips again.

  Jeannie started squirming beneath him and he had a hard time keeping her clit between his lips, so he reluctantly let it go. He also slid his fingers out of her pussy. When he sat up and looked, her face and upper torso, down to the slope of her breasts, were all flushed. She was breathing heavy and her eyes were closed. Her nipples were even harder than they had been before.

  Jim couldn't resist, he leaned forward and sucked one of her nipples into his mouth. Jeannie squeaked and started squirming again, but this time Jim held on, keeping her nipple captive in his mouth.

  He sucked on her nipples for several minutes, changing to the other one midway through. When she finally stopped squirming, he let go of her nipple and laid down beside her. His hand idly traced delicate little circles on her stomach, all the way up to the underside of her breasts.

  “That was... lots better than I'd hoped for,” she said. “I hope you're willing to get a little more involved in what we do. I'd like you inside of me, if you don't mind.”

  “I don't mind at all. I just wanted to let you recover before I did that, in case you weren't planning on it.”

  “Oh, I'm planning on it. Lisa was quite the gossip about what you like. I'm hoping that you'll be in both my pussy and ass before we're done.”

  Jim grinned.

  “Good, don't worry about that at all. Would you like me to cum in both of them? If you're willing to help me get hard again it probably won't take more than ten minutes after I cum the first time.”

  Jeannie nodded eagerly.

  “Yes, do that. Fill my pussy and ass with your cum,” she said.

  Jeannie appeared surprised at what she'd just spoken aloud. She looked at Jim, who wore an eager expression, before she relaxed.

  “God, I love being a little slut like this and not having to watch what I say. I don't get to do that with my husband. I used to be able to, but not so much anymore. If I'm like this with him now he looks at me like I'm nuts.”

  “His loss,” Jim said. “I think he'd have to be0 nuts if he doesn't want you like this, but...”

  He shrugged.

  Jeannie's mouth broke into a soft smile and she reached down to stroke his cock.

  “So, can I get you in me now?” she asked.

  Jim's answer was to roll over on top of her. He pressed his chest against her breasts as he slid his cock into her pussy. She was wet enough that he slid right in with no difficulty. Jeannie sighed in contentment as he penetrated her.

  Jim didn't quite get himself all the way into her on his first stroke, but she was wet enough that he sank his cock all the way into her quickly. When he got all the way inside, he just sat there for a minute, relishing the warmth and wetness surrounding his cock. Then he started thrusting.

  Jeannie wasn't exactly loose, but she was wet enough that she felt that way. Jim slid in and out of her with little resistance for a few minutes. The smack of flesh on flesh rang out as he made his strokes harder. The harder he made them, the more Jeannie seemed to like it and before long, there were little wet noises alternating with the louder smacks.

  “Yeah... yeah... Fuck me... harder...” Jeannie said, spitting out a word after each smacking noise.

  Jim reached down between them and started playing with her clit again. Within moments her cunt started tightening down on his cock. He kept thrusting hard and fast, feeling a lot more friction now. As he lost himself in the pleasure, his fingers started getting more forceful on her clit. That made her tighten down on him even more and started a vicious circle.

  “I'm gonna cum!” Jeannie screamed. “Fill me up with your cum, I want it dripping out of me!”

  Before long Jeannie's cunt clamped down on him hard as she started cumming. Jim thrust several more times before he buried himself deep inside of her. She made encouraging noises as he sprayed his cum all over the inside of her pussy.

  Jim slid out of her and rolled over onto his back. The two of them just laid there for a couple of minutes.

  “Well, she wasn't exaggerating when she said you'd be worth my time,” Jeannie said.

  “Um... Thanks, I think.”

  “Sorry, I didn't mean it to sound that way,” she said. “Honestly, I won't say you're the best I've ever had, but you are the best I've had in years. Do you know how long it's been since I've had a lover that worried about satisfying me as much as they did themselves?”

  Jim opened his mouth, but she cut him off.

  “Don't answer that, it was more of a rhetorical question. So, you want me to help you get hard again. What would you like me to do?”

  Jim thought for a moment.

  “Sit up where I can see you and play with your nipples? Get them good and hard, maybe stretch them a bit?”

  “I can do that, I'll enjoy it even.”

  “Well, when you see my cock start stirring, maybe suck on me some more? Between those two I should be good to go in a few minutes.”

  Jeannie nodded and sat up. Jim watched as she stroked her breasts. Her nipples crinkled up right away. When she started brushing her fingers across them, they stood up taller. He stared openly as she pinched her nipples and tugged on them, hard. A tiny gasp escaped her lips as she let go and they snapped back down into place.

  She tugged on them again and Jim felt himself start to stir. He didn't say anything since he didn't want to interrupt her, but when she let go again, she noticed for herself.

  “It's so nice to be appreciated,” she said.

  She reached down and stroked his cock as she bent over. Jeannie's tongue flicked out and brushed the head of his cock. Then she leaned over and kissed it again. She lowered her head, taking him into her mouth and her tongue started working on him.

  “Oh yeah, that's got it. Do that for a couple of minutes and I'll be ready to fuck your ass,” Jim said.

  He felt her tongue stroke his cock up and down. His hands went out and cupped her dangling breasts. He captured her nipples and when he started some pinching and tugging of his own, he felt his cock hardening more. Between his hands on her nipples and her tongue on his cock, he was ready to go in just a few minutes.

  When Jeannie drew her h
ead back off of him, he thought it was with a touch of reluctance. She looked up at him for a moment.

  “How would you like me?” she asked.

  “Is your pussy still wet?”

  She nodded.

  “Get on your back then. I'll fuck your pussy until I'm lubricated and then take your ass.”

  Jeannie flopped down on her back and spread her legs. Jim knelt between her legs and slid his cock into her pussy. If anything she was wetter than she had been earlier on. In less than a minute he decided he was slick enough to enter her ass without a problem.

  He pulled his cock out of her pussy, shifted to get a better angle, and used his hands to guide his cock to her asshole. He pushed in just far enough to stay in place while he moved to support his weight on his hands, then he pushed.

  “Ready?” he asked.

  She nodded eagerly, then winced slightly as he slid inside of her. He felt her ass trying to push him back out and he let it push him back, but not out. Then he pushed again.

  I love the rippling feeling on my cock when their ass tries to push me out. From the look on her face, I think she enjoys it from the other end also.

  Jeannie was biting her lip and her eyes were closed. As he pushed his cock into her and let her push him back out, her breathing quickened.

  “I love this,” he said. “I know you want me in there, but it feels like your ass doesn't. It's almost like my cock's getting a massage each time I let it push me back out.”

  “Stop teasing,” she said. “Just slam it into me. Please?”

  The please had just enough of a plaintive tone to it, and just enough of a begging feel, that Jim's lust flared up. He granted her request and thrust harder. He only got an inch or so deeper on each thrust, so it took him several tries before he had his cock deep inside of her.

  Jeannie wasn't biting her lip any more. Her mouth hung open and she was panting, taking short breaths. Jim started a regular rhythm, thrusting deep and then pulling almost all the way out of her ass before thrusting in again.

  Her arms came up around him and slowly slid down until she was gripping his ass. She pulled hard each time he thrust, trying to get him deeper than he already was. When that didn't work, she started pulling on him, trying to get him to speed up.