tagFetishKaren Babysits for a Man Her Age Ch. 04

Karen Babysits for a Man Her Age Ch. 04


You may wish to read the earlier chapters to get to know the characters but it is not necessary. Anyone who is offended by bodily functions should proceed no further. All characters are over 18.


Karen had been supervising Claire Kendall's nephew, Jamie Benson, a young man who was the same age as Karen, 25, for a few weeks when Claire told her that Jamie had finally gotten a job and would start work the next day.

"You've helped focus him so much," Claire complimented the younger woman. "I think that having you spend the time with him each day when you came home from work showed him what someone his own age could do with their life."

"Well," Karen responded, "perhaps he also figured that if he got a job and managed to make it work, he'd get away from being disciplined by me and humiliated, you know, like when you had me supervise him in the bathroom." She still blushed when she described how she had learned to exercise her feminine dominance over the handsome Jamie.

Claire then told Karen that she would be travelling for the next week and wanted Jamie to spend this coming weekend with Karen so that he reported to his new position properly.

"If he acts up or feels he no longer needs anyone to keep track of him," Claire declared, "I want you to make it absolutely clear to him that you will continue to be supervising him. And for this last weekend before he starts work, I'll already be away so I would like it if you would spend the weekend with him. I can just see him totally misbehaving if left alone now."

Karen was already grateful to Claire for taking her into her confidence on such a personal matter. She realized that she would have to spend her weekend with Jamie and hope for the best.

"Of course I will do that for you, Claire," Karen said cheerfully. "Fortunately my social life is nil these days."

"You are such a delightful and attractive person," Claire rejoined quickly. "When I get back, we're going to see about changing that."

Karen smiled in softly-expressed resignation to her situation. Her job did not enable her to make the kind of contacts that Claire could provide, so she looked forward to realizing that kind of help from her investment.

But before letting Claire go pack and depart, Karen had one request she knew she needed to make.

"Claire, one thing," she said, "I would like to be in my own house this weekend, so can we have him come over and use the guest room?"

"I don't see why not," Claire answered, with only a note of restraint in her voice. "Now, I know you would tell me if he had made even the slightest move on you, wouldn't you, my dear?"

"Yes, I would," Karen responded firmly. "But I think that he's too unhappy with me as the woman his age who can spank and cane his bottom, and even supervise his use of the toilet so I don't expect much in the way of romantic moves on his part."

"Well," Claire continued, "I'll be surprised if he doesn't make a move, and now that he will be working, that will be up to you to decide how you wish to respond."

"Claire!" Karen exclaimed, as she recalled the lovely time she had had with her older neighbor only the other day when they made love to one another. "I'm really not looking for anything like that."

"We'll see," Claire merely commented quietly.

Jamie arrived promptly at 6:00 P.M. as directed by his aunt. Karen welcomed him to her place and told him she had made dinner for both of them.

As they sat down to enjoy her well-prepared meal, Karen realized for the first time that Jamie was a star in the making. He had landed a really good job after a relatively brief time looking and she saw how handsome and accomplished he was. She felt the stirrings in her and wondered how she could make the transition from disciplinarian to love object.

Rousing herself from these thoughts, Karen focused on making the dinner enjoyable. She let her hair down, so to speak, sounding excited for Jamie about his job and completely avoiding any mention of her supervising him this weekend.

Jamie noticed very quickly that Karen was being quite nice to him and he started looking at her for the first time as someone other than his embarrassing supervisor, heck, babysitter to put it bluntly, and now saw an attractive woman he could see himself spending time with. But was this for real or was she putting him on?

After dinner, they relaxed in Karen's comfortable back parlor and listened to some music. Karen sat on the couch, opened her blouse so that her bra was visible, and motioned to Jamie to join her on the couch.

"You're going to start this terrific job, Monday," she said, "and I wanted you to know that as much as I admire your aunt, I'm sorry for what I put you through. I wish we could start over."

Jamie smiled at Karen and replied, "Well, Karen, why can't we? We're on our own and have gotten to know a little about each other even things we might not have planned on sharing."

He grinned at her and Karen loved his marvelous smile.

"Oh, my darling," she managed to say as she fell into his arms and was so happy when he pressed them right around her, holding her tight.

Karen enjoyed the embrace and then got up and poured them both glasses of her favorite dry Chablis.

Jamie raised his glass and toasted, making his feelings totally clear: "To us, my sweet angel."

Karen melted as they enjoyed the crisp wine and put her glass down on the side table and this time she took him into her arms.

She sensed that this was indeed the real thing and they chatted amiably about interests in common, in a way they never had been able to when she was monitoring him. She discovered that he knew quite a bit about music, art, and shows.

For his part, Jamie was not surprised that Karen was well-educated and able to converse on anything he brought up. His feelings toward her grew ever warmer and he kept clutching her to him.

At last they grew a bit tired and it was time to go upstairs. Karen took the major step.

"This is your room," she said, pointing to a pleasant guest room, "but I'd like you to be in here," she added, leading him into her warm and cozy bedroom.

Jamie responded by once again taking her in his strong arms and carrying her over the threshold. She felt light, he thought, though Karen was not a tiny woman.

He playfully placed her down on her bed and then reached to unbutton her blouse. Karen responded by unbuttoning and slipping Jamie's shirt off. He pulled off his t-shirt and now reached to unhook her bra. It dropped off exposing her nice 34Bs with nipples aroused.

Jamie knelt and first teased her nips with his tongue and then caressed them with his fingers. Karen unbuttoned his suit slacks and unzipped the zipper so that they fell, exposing his undershorts. He drew back to slide them down and she unzipped her skirt and let it fall. She grinned at him and beckoned him to slide her pretty pale blue panties down.

He did just that and pushing all the clothes away, the two entwined themselves on the bed. Jamie moved between Karen's legs and began kissing her calves then thighs, making her yearn to feel that massaging tongue right on her cunt. Soon, Jamie's active tongue reached her inner thighs, exciting her immensely so she knew she was flowing aplenty.

Finally, he dabbed at her now warm labia with his lips and let his tongue press into her. She came amazingly quickly, probably because it had been so long since anyone had given her this kind of intimate, loving attention.

She cradled his now erect cock in her hands and then lay back, spread her legs lewdly wide to expose her wet, sopping opening and drew him by his member right into her. He was surprised by how wet she was inside. He now was holding back because he didn't want to cum so soon.

He withdrew when Karen motioned him to, so she could pull the covers over them. Then she drew him to her, pursing her lips to kiss him, as they rejoined, his cock ramming into her wet and warm cunt, and then thrusting with each thrust bringing her ever closer to yet another orgasm.

Finally, he felt both his love and his emotions on a crescendo as he exploded deep inside her and she felt the strong spurts lave her vagina. This brought her over the edge so that they both now exhaled in each other's arms.

"I'm so glad this turned out this way," Karen gushed, sensing that he would not be just a one-night stand.

"Me too," Jamie responded, holding her ever more tightly. "Karen, I hope you feel as happy now as I do." He didn't add that he almost wanted to thank his aunt for what she had put them both through.

The wine had not made them giddy, although the excitement of what had happened did, and finally Karen indicated that she needed to get up to pee. Thinking more about their future than the past experience, Jamie smiled and suggested they go together. Karen grinned as she had had similar thoughts, then nodded her agreement.

They walked hand in hand to her bathroom and she pointed to the sizeable tub. First, Jamie and then Karen climbed in and Karen sat on Jamie's knees facing him. He let loose and his stream shot onto her belly and drizzled down through her trimmed bush and ran along her labia down between her legs, warming her. Soon she was able to release and her pee stream felt warm on his lower body and legs.

Now when both had finished, he lifted her legs so she was essentially in diaper position and leaned down to lick her dry. He loved the mixed taste of her pee, her vaginal fluids, and his cum, all mixed into a lovely musky elixir. Pushing her bottom up more, he bent further to lick her cute little anal rosebud.

This turned Karen on fabulously, and she began to writhe in excitement. She got ever more turned on as his tongue began to penetrate her rear opening. Jamie too enjoyed the feel and taste of her backdoor. She turned over now in the tub and pointed to the lube tube on the side. He reached for it, opened it, and spread some on his fingers. Then he slipped the lubed fingers into her anus and for good measure, used another finger to grease his cock for its coming entry.

He placed the glans right at her tight little rosebud and softly pressed as it began to slip inside slowly. Karen had not had much experience with anal, but she felt the nerve endings stimulated and liked the feeling of fullness that she was used to experiencing in her cunt. It did still hurt but he was a slow and caring lover.

Jamie took his time pressing his cock into Karen's cute ass. He couldn't remember when he had felt like this, although he had been turned on her from their first meeting. Yes, she had humiliated him but this made him feel it was worth it. After he gained full entry and then slowly almost pulled out and moved his cock inside again and again, Karen exploded and she felt his spurt deep into her bowels.

Then he slowly withdrew for the last time and Karen turned and saw there were smudges on his cock. She lovingly bent down and took his smudged member into her mouth and licked him clean.

Then she grinned and told him, "I think all that started things moving inside. I better get up and onto the toilet...soon."

Jamie smiled in return and told her to get on her hands and knees. She was reluctant at first but then he put his mouth on her anus and she felt her movement moving down from her rectum into her anus. As it emerged, Jamie licked it as lovingly as he had her labia before, and then it dropped into the tub. It was fairly long and thick and a medium-tan-brown color.

After it fell, Jamie cleaned her anal area with his tongue, even pressing it into her now yielding anal rosette. He wiped her finally and they both now rose and climbed out. Jamie scooped up the turds into his hand and neatly deposited them in the toilet. Then he went to the sink and first washed his hands and then brushed his teeth with one of the many brushes on the shelf.

Karen then sat on the toilet and wiped herself in front. Her vagina was still flowing with her juices and his cum. Once clean, the two took each's hands in hand and walked back to bed.

They relaxed in each other's arms, happy and sated.

Karen lay back, happy in what she hoped would be a new and enduring relationship.

"I hope you don't hold it against me that I may have humiliated you when Claire put me in charge of you," she said softly to Jamie as they held each other close.

"No," Jamie answered, "I realized I really liked you but worried that you might not take me seriously."

"I continue to feel bad about what happened," Karen said, "but then I'm happy it brought us together."

"Don't feel bad, Karen," Jamie swiftly responded, "I love you, darling."

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