Making up for Lost Time Ch. 04

**This is a revised version of this chapter with a great deal of changes, particularly in the latter half. I received a lot of feedback about how I should have continued the story with Jacob, and after some thought, I have to agree. My original plan was to have Anna involved in various different hotwife scenarios, but I now realise there's still a lot to explore in her relationship with Jacob. My plan from now on is to maintain this series alongside shorter, unrelated one-offs that explore more of the topics featured in the original version of this chapter, for those who enjoyed it. Thanks for reading, hope you enjoy!**

It was almost 7AM by the time Jacob deposited his last load in the pussy of his friend's mother, Anna. He could confidently declare the previous 24 hours the best of his life. Not only had he fucked his long-term crush in near enough every position he had ever fantasised about, he had done much of it without even wearing a condom.

Their activities more than made up for the fact that neither of them had slept a wink, though both had to admit they were beginning to feel the effects of the previous night and day's exertions.

That was particularly true of Anna, who, at 38 years of age, needed her sleep far more than her 18 year old paramour. Still, she had no complaints about what had transpired. The sex had been all she had hoped it would be, and they'd done it enough times that she knew she would have no regrets about not seizing the opportunity (as she had after their first encounter).

And maybe it was the sleep deprivation talking, but at that moment she didn't feel any guilt about what she had done with Jacob. Her husband Simon had pretty much given her a blank slate, after all.

Thoughts of him reminded her that it wasn't long until the time her husband had said he would be back at the house. Looking round at their bedroom, it was obvious there wouldn't be enough time to tidy it up before her husband returned. But maybe that was a good thing. If her husband saw up close what her sleeping around on him actually looked like, maybe he'd change his mind--and they could go back to their life as it was.

She couldn't devote any more time to her thoughts, however. One thing she absolutely wanted to achieve before Simon got back was to get Jacob out of the house. She had forbidden any contact between the two of them as part of her ultimatum. And while she had backtracked on the first part of their deal (about revealing the details of her and Jacob's first encounter), she didn't intend to allow any communications between the two of them going forward--their duplicity had annoyed her too much for that.

So she chivvied Jacob along in much the same way she hurried up her teenage son in the morning, helping Jacob to collect his clothes before ushering him out of the house with a final, lingering kiss.

Once he was gone, she returned to the bedroom to await the reappearance of her husband. As soon as she was back in bed, however, sleep claimed her.

***

Simon had had another restless night at a hotel. This time, there was no question over whether his wife was having sex with Jacob. The only unknown was how much sex? He occupied himself with the thought of all the different positions his wife might be assuming with another man. Was she doing things she never did with himself? The thought of it turned him on more than he knew was possible.

He had to admit a part of him did feel nervous about the prospect of his wife realising the grass was greener on the other side. But he was simultaneously hoping that the experience would leave her wanting more. Now he had sampled his fantasy, he didn't want it to stop. In an ideal world, he imagined her as a full-blown hotwife, living out the experiences he so often read about in his dirty stories. The fact that that was even a possibility was mind-boggling, especially considering it was no time at all since he had assumed he would be hiding his fetish from his innocent wife for the rest of his days.

Despite the temptation, he had held off masturbating to the images in his head, preferring to wait for what he assumed would be some mind-blowing sex. He was relieved it was finally time to return. All his questions would soon be answered.

As he drew nearer to the house, he drove past Jacob walking in the opposite direction. There wasn't much he could surmise from his body language, other than that he seemed to be in a good mood. No points for guessing as to why.

Pulling into their driveway, the house seemed quiet and still. Even once he had entered the front door, there was no audible or visible sign of Anna. He couldn't help but notice, however, that the sofa was unusually messy. Had they fucked on it?

Having exhausted a quick search of the ground floor, he proceeded up the stairs. There was one place he was pretty sure she'd be. The bedroom.

Sure enough, as he gingerly swung open the bedroom door, there was his sleeping wife. Only, it was his wife as he had never seen her before. She looked sweaty and dishevelled, her hair a mess. She was sat up in bed with her breasts exposed. They were red, as though repeatedly groped. The room, meanwhile, stank of sex, and the bed covers seemed to have a fair few characteristic off-white stains on them. In short, she looked well fucked. And he had never thought she was more beautiful.

He drew closer to the sleeping vixen, dick straining against his trousers. Jacob had gotten his fill, alright, and clearly so had his wife. Little wonder she had fallen asleep again--it didn't seem as if the two of them had gotten much in the way of sleep during the night.

Slowly, so as not to wake her, he pulled down the duvet, exposing more of his wife's body. It was then that he got the biggest shock of all. As her pussy came into view, it was obvious that Jacob had cum on it. He was amazed that she had let him take such a risk. But then he realised that the cum was not just on her pussy. It was trickling out from the inside. Not only had Anna fucked their son's friend without protection, but she had let him cum inside.

As a man and a husband, he should have been outraged. And maybe a part of him was. But a bigger part was turned on. This was by far the most taboo thing his wife had done yet, and his dick was harder than at any point he could remember.

Entranced, he reached out his hand, as if touch would validate what his eyes could simply not believe was real. His fingers made contact with the gooey mess, before lazily tracing over his wife's tender pussy.

"Don't," a voice suddenly called out softly. "Sore." His wife was awake.

The two regarded each other for a moment, Anna doing so from behind sleepy eyes.

"Do you still love me?" she eventually asked, the earnest nature of her question obvious from her tone.

"More than ever," was his reply.

She looked at him suspiciously.

"Are you sure? Even seeming me like... like this?"

"Especially seeing you like this."

"You're crazy," she laughed, lobbing a spare pillow his way. Any tension that existed between the two of them had evaporated. "I thought for sure you'd regret it once you'd seen the aftermath. You're not even mad about..?" she trailed off, gesturing towards Jacob's load in her bare pussy.

"Well, I'd probably be more upset if you were still in your child-bearing days," he said cheekily.

She went to throw another pillow at him before realising she had exhausted her supply.

"Idiot," she laughed. "I'll have you know I'm still perfectly capable of getting pregnant, thank you very much. Luckily for you, I'm not in my fertile period. But we still need to make a trip to the pharmacy to make sure."

Simon concurred. He was quite certain that Jacob's sperm were currently doing their level best to fertilise his wife, and that if she did nothing, his sperm would win. Jacob was presumably at the peak of his fertility, after all, and Anna currently looked more fertile and breedable than she ever had. He wanted nothing more than to throw her on the bed and fuck her himself, using Jacob's cum as lube.

Apparently judging his intent from the way he was looking at her, Anna quickly headed him off.

"Nuh-uh. Like I said, I'm too sore for any of that kind of thing right now. Morning after pill. Now."

First, however, she had to make herself halfway presentable to the world. Fighting off more of her husband's advances, Anna quickly sequestered herself in the bathroom to wipe off the vestiges of Jacob's cum. She felt particularly groggy now, both from the lack of sleep and the intense exercise she had participated in in its place. All she could do was pull on some tracksuit bottoms and a loose-fitting top before trudging out to the car.

Of course her husband couldn't help but pepper her with questions as he drove her towards their nearest pharmacy. His opening gambit was to ask whose idea it was to fuck without protection.

"Well, it's not like we planned to," Anna replied honestly. "We just ran out of condoms."

"Ran out? Jesus, how many times did you do it?"

"It's not like the pack was particularly big... But I don't know, a lot..."

"Still, you could have gotten him to pull out before cumming, surely?"

"There wasn't much point. The first time we did it without a condom I kinda sorta maybe... lost control a little bit."

"Lost control?" Simon practically groaned at the thought of his wife so lost in lust she'd let a teenager cum inside her. "What does that mean?"

"I don't know. I was just... distracted enough that I didn't notice him warning me what was about to happen. And then before I knew it... Sploosh."

"Sploosh," Simon repeated. He couldn't believe what he was hearing. It was beyond hot to imagine his usually immaculately put-together wife losing control like that. Now here she was, unwashed and dressed like a chav, being ferried around for some emergency contraception. How the mighty had fallen.

He managed to ask a few more questions regarding the positions they did it in, learning that not only had she blown him, but that they had fucked outside. Eventually, they pulled into a parking space outside the pharmacy.

"We're here," he announced after Anna failed to immediately get out.

"Oh right, sorry. I zoned out for a second."

He watched as she unbuckled her seatbelt and stepped outside, wondering if her spaciness was purely down to the lack of sleep or if she was also still riding high from the sheer volume of sex she had just had. Just as she was about to close the door, however, he saw it. A wet splotch on the front of her trousers. Judging by the positioning, it could only be one thing. Cum.

"Err, babe," he said, gesturing towards the stain.

Anna looked down, eyes bulging once she realised what she was looking at.

"Oh shit, I guess there was more inside me. I must have dislodged it." She looked over her shoulder at the short walk to the pharmacy. "It's not too obvious, is it?"

"No," he lied, liking the thought of her standing in a queue for the morning after pill with her teenage lover's cum trickling out of her, like some common tart. "I think you'll get away with it."

She nodded and closed the door behind her. Of course, a true gentleman would have offered to go in on her behalf, but then Anna wasn't exactly presenting as some chaste damsel in distress right now. He couldn't help but smile to himself as she performed an awkward shuffling walk up to the door, apparently in some effort to keep the rest of Jacob's cum inside her.

It was mad to think that the cum currently trickling out of her didn't belong to him. He had come across stories of cuckold pregnancies, but had always skipped over them, thinking the scenario too extreme. But now, with another man's sperm currently trying to impregnate his wife, he had to admit he understood the appeal.

Something about the thought of his wife's body fulfilling its biological duty with another man's sperm was intoxicating. He idly imagined the consequences of his wife not taking the pill, of her body swelling with another man's child. She had looked amazing when she had been pregnant, after all. And he remembered her as being particularly horny during that time. But he didn't actually want that to happen, did he?

Eventually his wife reappeared, paper bag in tow, and waddled her way back towards the car. He could see the spot on the front of her tracksuit bottoms hadn't grown, meaning her technique must have been effective at keeping it in. Still, he couldn't help but giggle at her strange gait. This time she saw him doing so, and he got a middle finger and a scowl for his troubles.

Once Anna was back in the car, she held up her prize. Sufficiently emboldened by his fantasies of her being pregnant, however, he couldn't help but tease her about it.

"You're sure you don't want a baby?"

She looked at him with shock.

"Yes, I'm sure!"

"Why aren't you taking it, then?"

"Because I don't have anything to drink, smarty-pants. Take me back to the house."

"Sure thing, Miss Daisy. But are you sure you wouldn't prefer some fast food?"

Anna's eyes lit up. Something salty and savoury alongside a coffee was exactly what she needed to wake her up. She nodded and they were away.

***

They had parked up by the time either of them remembered that Anna was in no fit state to venture inside. Rather than going through the drive-through, however, Simon volunteered to head in and bring their order back out.

"No sauce?" Anna asked on his return, rifling through the bag. He knew he had forgotten something.

"Don't you think you've had enough sauce over the last 24 hours?"

She looked at him blankly for a while before understanding what he meant.

"Gross," she laughed. "Don't call it that!"

As they sat about tucking into the food, Simon couldn't resist asking a few more questions.

"So, when do you think you'll stop being sore?"

"I don't know," she shrugged. "Why?"

"So I can get my turn."

"Oh? I wasn't aware you had earned a turn. It won't be before Leo gets back from backpacking, anyway."

Simon frowned. Their son's imminent return meant his and Anna's bedroom activities would inevitably return to the state they were in before he had left and everything with Jacob had come about. Which meant he, Simon, would probably have to wait until Leo left for university before he got the reclamation sex he was gagging for. Such was the power of his cuckold urges, however, that instead of being upset, he instead couldn't help but be turned on by the fact his wife had been rendered inoperable by another man's cock.

"Disappointed?" Anna smirked. "Maybe you shouldn't be encouraging me to sleep with other men after all?"

"It's a sacrifice I'm willing to make."

She looked at him quizzically.

"But why?" Anna asked. "I get the sex, but what do you get out of it? I told Jacob I thought you just wanted an excuse to sleep with other women, but he disagreed..."

"That's crazy," Simon replied emphatically. "I'm not interested in anyone but you."

"So why do you want me to cheat on you?!"

"I don't know," he said sheepishly. "It's hard to explain. I suppose I just like you realising how sexy you actually are."

"Surely it would be easier to just compliment me yourself rather than recruiting somebody else to fuck me!"

"Yes, but you've never believed me when I tell you you're sexy. You just write it off as something a husband is duty-bound to say. But Jacob is an independent voice, you know?"

"I suppose that makes sense. Just about. You really don't want to sleep with anyone yourself?"

"No. You're more than enough woman for me. I mean what I said, you know, about loving you more than ever. You have no idea how good you looked in the bed, with his cum dripping out of you."

"It didn't make you jealous?"

"No. Well, yes, but in a good way. He might have fucked you, but I'm the only one with the pleasure of actually being married to you."

Anna found that kind of sweet, in a weird, fucked up way. She felt better having cleared the air with Simon. She believed him when he said he didn't want to sleep around himself, however much she still struggled to understand his motivation for sharing her.

She put another sauceless chip in her mouth.

"Urgh, so dry," she whined.

It took a moment for Simon to realise she had returned to the sauce discourse.

"If you're that desperate, guess you'll have to break into the supply you've been carrying around with you."

Anna knew he was teasing her, but she also suspected he'd enjoy seeing her eat Jacob's cum in front of him. She decided to indulge him, and with a mischievous glint in her eye, she shimmied out of her bottoms and brought a chip to her cum-stained pussy.

Simon couldn't quite believe what he was seeing as she brought it back up to her mouth and bit off the end that was now covered in a dollop of Jacob's cum.

"Mmm, delicious," she said gratuitously, showing off for Simon's sake. Judging by his slack-jawed appearance, he was enjoying her display. And she had to admit, she enjoyed teasing him too. She had always been a wind-up, after all. Adding sex stuff to the mix wasn't such a gigantic leap.

"Want some?" she laughed, surprised by the slight hesitation before her husband declined.

***

Anna finished her meal before Simon, and brought out her phone to amuse herself while he finished eating. Holding the phone in her hands brought back memories of the last time it had been used, by Jacob to record film her as she fucked him. Making sure the volume was turned down, she surreptitiously turned the screen away from Simon and hit play. Even in the cold light of day, she still had to admit she looked good bouncing up and down on Jacob's hard dick.

"What you watching?" asked Simon, craning his neck to get a view.

"Nothing," she said instinctively, bringing it into her chest so he couldn't see. If only he knew what she was watching, he'd probably lose his mind. Which gave her an idea. She had gold dust on her hands.

"Actually," she continued, "it's a video of me and Jacob having sex."

"Haha," said Simon sarcastically. "Good one."

"I'm serious!"

Simon's eyes went wide as he considered the possibility she was telling the truth.

"What are you willing to do," said Anna, "to get a glimpse?"

"I-I'll take the bins out for a month. No, a year."

Anna chuckled. She had him by the balls. The more she thought about it, the more she wondered if she couldn't get something more interesting out of the deal. In particular, she wondered about testing his commitment to this whole cuckold business. Would he, for instance, forgo the sex he claimed to want so badly with her--just so he could watch a short clip of another man fucking her?

"How about this," said Anna. "I'll send you the whole clip, so you can watch it as often as you want. But in return, you're not allowed to cum until your birthday. Not from sex, not from masturbation, nothing."

Jacob considered her offer for a moment.

"What do you get out of that?"

"Nothing, except a break from your pestering, I guess. I'm more interested in seeing the lengths you'll go to see it."

"Deal," Simon responded eventually. This would be a lot harder than taking the bins out. But it would only be for a little less than a month. Besides, Anna was nothing if not flaky. What was the betting that she'd crack and screw him beforehand anyway, as she had with her non-ultimatum?

"Pleasure doing business with you," Anna said facetiously, and sent the video across to him. She couldn't help but giggle as he began to watch, clearly amazed at what he saw. "This is from the time I mentioned," she offered in explanation. "The time I sorta... lost control."

"So this is the first time you did it raw?" Simon asked with a gulp. Anna nodded. "Whose idea was it to film?"

"His. He said he wanted me to see how good his view was."