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Her affair with an older man

Posted: Thu Aug 28, 2025 3:04 pm
by Husband7
Shortly after the birth of our second child, Jessica got "back on the horse" sexually by starting an affair with an older man. Mark was 49 years old and a long time single dad of one. I, of course, knew about her burgeoning relationship with Mark and was made aware of her intentions to have her first post-baby sex with Mark. Not that it was much of a discussion, as she simply told me over the span of a week that things with Mark were developing quickly and that she wanted to give him something special because she really liked him.

So while her weekly encounters with Mark happened, I was home with baby trying to keep sane and torturing myself over what they were doing together. She could never be away for too long given our son was exclusively breastfed, and in month six, he didn't go more than three hours without needing her. She had a little bit more flexibility at night however, since he was typically in bed sleeping for most of the night past seven o'clock. In case of emergency feedings, I did have bottles with her milk in them.

Now, since she'd begun this thing with Mark, her milk supply had gone through the roof. Whether because of her revived sexual appetite or missing feedings, something had clearly changed and she was producing a large amount of milk. Her small breasts were just bursting and in some cases it was causing her significant discomfort. Looking back, I don't know why it never occurred to me that I should help her out with this problem by, perhaps, drinking from her and relieving the pressure, but it didn't.

The first time it happened, I noticed almost immediately when she got home because that frantic rush to nurse our son wasn't happening, but was instead replaced by a peaceful, serene, and extremely love drunk Jessica. She simply poured herself a bath and sun brew and went to soak for an hour. Once in bed, she looked over at me shyly while cupping her naked breasts in her hands. When she finally dropped her hands, I noted the small hickies and welts on her flesh, as well as the fact that they didn't appear engorged at all.

She spilled it before I even asked. Shyly explaining that while they were having sex, her offered to help her out. It was practical. After all, she was very uncomfortable moving around with him with her breasts so full. I felt uneasy with her doing something so intimate with him, especially since he'd left hickies on her tits and she was still very much breastfeeding our son every day. It was off-putting to say the least. But I assumed it was a one time thing and that she wouldn't continue, so I let it go.

But then it happened again the next week when she met up with him. She arrived back at our home with the same satisfied aura about her, and once again, I knew immediately that she'd let drink her milk again. No hickies this time though. I guess that was the compromise she worked out in her mind so that this kinky act could continue. I didn't have the heart to shut her down.

Sex between us had also begun again, so it's not like she was only fucking him and I wasn't getting anything. And the sex was great! She was amazing and I was filling up condoms with cum on the regular. But I was beginning to feel jealous about their intimacy and the fact that this act was seemingly reserved for Mark and there was no talk about me "helping her out."

About six weeks after I discovered it, I finally worked up the courage to offer her my assistance in relieving the pressure, so to speak. I honestly expected her to jump at the chance and strip her bra off. I was sadly mistaken. I was met with that same shy Jessica who simply gave me a questioning look as if my request was odd, and then she mumbled through some excuse that she wasn't really needing it like that anymore and she and Mark weren't doing it very much anyways.

Somehow, I felt like that was a double lie. Or a deception of some sort. I felt like she was definitely still doing it with him and that she most definitely still had milk supply issues. For whatever reason, she didn't want to share the experience with me.

It came out later that he specifically asked her not to and that he wanted her to save it for him. She also felt like it was a special thing just between them, and didn't want to do it with anyone else. Their affair ended about three months after that point when Mark began to get really possessive of her, and even began insinuating that she be sexually exclusive to only him. She was having doubts after he'd mentioned that a few times, and the straw broke the camels back on the day that he told her he wanted to have a baby with her. They'd been off condoms for months and he'd been sending her home with his swimmers inside her pretty regularly, but her birth control took care of any unwanted accidents. I guess he wanted her to quit birth control and get pregnant with him. That was the end of that.

Re: Her affair with an older man

Posted: Fri Aug 29, 2025 10:37 am
by Husband7
Jessica liked Mark for a plethora of reasons, but one of the main reasons was that he checked the "sugar daddy" box for her. His wealth and social status was attractive to her because she knew she'd be on the receiving end of some spoiling if she stuck around long enough and made herself appealing to him.

It wasn't very long before he began asking to take her away for a weekend, which was always shut down as she gently reminded him of her maternal duties which require her to be at home with her newborn. At that particular juncture, she was four months out from giving birth and baby was in the throes of cluster feeding every day with the exception of longer breaks in between at night. Her milk supply was booming, so the longer she was away with Mark, the more engorged she got.

Mark was decades out from becoming a dad for the first time, so this stuff just didn't register with him. Jessica was slightly bothered at his ignorance and forgetfulness, but in the end, she liked him a lot and she gave him a lot more grace than others would have gotten.

There was one weekend when she briefly considered the possibility of spending a night away with him when he proposed a one night trip to an all-inclusive resort at a hot spring, which was something she badly wanted. She loved spa weekends more than anything. But ultimately, her better sense won out and she declined as usual. It was shortly after that mark offered his services to relieve the pressure of her milk supply, thinking that if this was the issue that he had a solution for it.

Regardless of how often she turned him down, she was still on the receiving end of gifts and expensive dates when Mark would take her out. She said it made her feel special that he spent so much on her. I could never prove it, but I have a theory that this is how he convinced her to do away with condoms and fluid bond with him.

Jessica was fiercely determined to not end up pregnant again after giving birth to our second child. She almost immediately began birth control afterwards and swore that everyone was going to be wearing condoms for at least two years after. So, when she flipped on that statement only six months into the endeavour I had to wonder what made her change her mind. I think he probably wined and dined her one evening and then proposed they abandon the condoms, probably showing her clean test results to really drive his point home, and she acquiesced. Now, what's not say to that Jessica got pressured into going bare with him, because don't get me wrong. Jessica loved bare sex more than anything, and she was just as willing a participant as any guy was when it came to going unprotected. I just think it probably didn't take very much coaxing for her to change her tune and allow him to inseminate her.

The first night she returned home after breaking her rule was rather funny, actually. The problem arose when her sister showed up to our house unexpectedly one Saturday evening when she was with Mark. It was nine o'clock and I was tidying the kitchen when her knock came on the front door. Not only was she curious where her sister was after seeing she wasn't home, but she was already on alert because Jessica wasn't answering her texts for the last two hours.

Jessica was caught very off guard when she stepped through our front door wearing a mini skirt and tank top and her hair all done up to find her sister sitting on a kitchen bar stool. But she quickly shifted into sister mode and came up with a very convincing story about going out to dinner with a mutual mom friend of hers who she met at a postnatal yoga class.

I gave them space to chat and made my way to the bedroom to get some rest, but not ten minutes later my phone buzzed with a text from Jessica: "Omg this is so awkward and embarrassing. Like he's fucking leaking out of me as I stand here trapped in this ridiculous conversation." Of course, it came as a bit of shock to me to find out she was standing there full of Mark's swimmers after swearing herself to protected sex forever, and I can't deny it gave me a twinge in my heart and my groin when I thought about how naughty it was. She'd been viciously denying me any form of bare sex with her for months now, and Mark not only got her first post baby sex, but also her first bare sex as well.

I simply texted back "yikes." I kind of wanted to relish in her uncomfortable situation because she'd broken her rule and made me jealous. She fired back five minutes later "well you could care just a little bit. Jeez." That made me laugh. "Can she smell it? Are you wearing panties?"

Now my dick was hard and my mouth starting to water as I began to imagine this thick load seeping out from between her pussy lips and sticking to her inner thighs.

She texted me minutes later: "I am, but omg. I hadn't even thought of that. Holy eff this needs to end now. Please come tell me it's bed time or something!"

I did end up saving her, and no, she did not spread her legs and ask me to clean up her up after. I think she was feeling a bit embarrassed that she'd not only broken her own rule but that she almost got caught by her sister in the process. After her sister departed, she went straight to the bathroom to clean herself up. I did however, wake up the following morning to find her mounting me and slowly sliding down onto my morning wood, finally giving me her bare pussy after six long months without. She didn't let me finish inside her, but just feeling her around me without a condom was heaven. Naturally, every sex session we had after that for quite some time was with a condom fully in place. She did continue to go bare with Mark for the next few months, which I didn't necessarily have a problem with, but I did find it peculiar that she chose to throw caution to the wind after so strongly insisting she would never risk pregnancy again.

Re: Her affair with an older man

Posted: Fri Aug 29, 2025 12:30 pm
by Husband7
I'm reminded of an old story now that I'm thinking of this one. In the early days of our journey into non monogamy, I used to go out on my wife's first dates with her. This was mainly a safety measure if we didn't know anything about the guy she was meeting.

She'd been chatting with this guy over text for weeks and had finally decided on meeting him. I went with her and met him, and my take was that he had no filter and was a bit cocky, but not a bad guy. And Jessica liked him so I just followed her lead. The second time she met with him they agreed to meet at a casino and hotel, and I did tag along for for that as well. But I was only with them until she decided to go up to his hotel room with him, at which point I just amused myself with casino games until they returned.

About a half an hour later, she reappeared with him in toe, looking disheveled and shy. With him standing nearby, it was awkward between she and I and we honestly didn't know what to say to one another beyond awkward smiles. The guy just started rambling on about black jack and how good he was at the game, and all I could think about was that my wife had just fucked him upstairs.

At some point, Jessica sidled up to him playfully while he was playing roulette, putting her arm through his and asking him about his play. He suddenly pulled his arm away from her with this disgusted look on his face and exclaimed that she, and I quote, "stinks of jizz."

It took me a few seconds to register what this meant since I was shocked he'd said this in front of other people at the table. Nevermind saying to her being really rude and offensive. And then I realized she must've let him screw her raw and he finished inside her. Jessica simply stood there with her jaw on the floor and bright red from the embarrassment of it. I guess he took that as her not understanding what he meant, so he nodded his head towards her crotch with a snicker and went back to playing his game.

I felt secondhand embarrassment for her and also for him because he was such a douche. Jessica stood beside him for long minutes just not knowing what to do, but we eventually silently communicated with eachother that we needed to make a exit, so we did just that. He was too busy with roulette to notice we ditched. I asked her why she raw dogged a stranger and she just broke down in tears and cried the whole way home. I guess the early day jitters were in full force and Jessica just didn't know how to set boundaries with men and make better decisions. I didn't let on, so as not to hurt her feelings, but he was right about her smelling of semen. She absolutely reeked of it, which I'm guessing we could chalk up to him just having a really unhealthy diet and poor hygiene.

Re: Her affair with an older man

Posted: Sat Aug 30, 2025 10:08 am
by jrobb
Great stories.

My wife noted more than once how she enjoyed feeling mine and my buddy's cum leaking, sometimes dripping out of her freshly or recently fucked pussy. That was so sexy hottt to hear her say that!!!

JR

Re: Her affair with an older man

Posted: Sun Aug 31, 2025 9:03 pm
by Husband7
Jessica really got into this tantra stuff when she was seeing Mark. I don't actually believe for a second that Mark was an experienced or qualified tantric sex facilitator, but I think it's safe to say that Jessica bought whatever he was selling. Whether because she liked him a lot or simply because she wanted him to feel like he was teaching her something, she fully participated. When she did share the intimate details with me, which wasn't every time, she mentioned that he preferred slow, sensual, and very drawn out sex sessions where they focused on mutual orgasm and achieving a higher state of pleasure together. He was obsessed with a position called the Yab Yum, which had him sitting cross legged on his floor and having her sit in his lap with her ankles crossed behind his back. She told me that he once had her stay in this position with him for a full hour while he nursed both breasts. This was a detail I found out after their affair had ended and she was debriefing with me about everything. Jessica wasn't very open about her trysts with Mark whole they were in the midst of everything, but she sure did open up after it was over.

Jessica is able to cum from penetration, but there has to be significant movement and effort put forward by the man pummeling her insides in order for her to cum. Sitting still in a man's lap wasn't conducive to a soul shattering orgasm for her, but I think she did her best to give it a chance. For nearly two months, Jessica faithfully used condoms with me and also with Mark for quite some time, but there came a day about two months into her seeing Mark when she stopped having him wear condoms. I didn't know it at the time, but Jessica later described the situation to me in detail.

She and Mark were a full hour into penetrative sex when Jessica began to tire and get sore. Mark had put her into several positions in an attempt to find one where they could reach this tantric orgasm simultaneously, but all that was happening was that she was getting sore and dry and Mark's cock was wilting in the condom. Mark told her something to the effect of not being able to reach true oneness unless they rid themselves of the barriers between them. Meaning the condom.

As much as this sounds like an eye roll to me, Jessica really liked Mark, so this made sense to her and she went along with him. And since they'd both shared clean STI screenings long before, going bare was sort of inevitable anyway. This was a story Jessica told me when we were in the midst of a play session in our bedroom, so I got to hear it all while receiving a delicious hand job from her.

Upon Mark losing his hard-on for the third time since they began their marathon fuck, Jessica told him she needed a break because she was too sore. Mark took this as his invitation to dive between her legs and lick her sore pussy until she was wet and ready for him again. She was apprehensive as she truly had just wanted to take a break, but Mark was rather good with his tongue and mouth, and she started to get really into it. After getting her wet and ready again, he inserted a finger into her vagina and began to lick and finger her in tandem. And then, much to her amazement, he began to insert his long tongue where his finger was. Right up into her hole. So far that she had to double take and look down to verify it was his head between her legs and not his hands. He spent long minutes with his tongue licking right against her vaginal walls and reaching out to her cervix. She loved it.

He came up for air after ten minutes of pleasuring her this way, and that was when he held out his impressive hard-on to her gaze, sans condom. She said it looked way to good and she knew she wanted him bare. He suggested they go without and she hastily agreed. She said the first insertion nearly made her climax it felt so good. After fucking her in missionary for five or so minutes, he said it was time to revert back to the intended purpose, which made her moan with disappointment. She wanted the banging and the friction and the roughness.

She was pleasantly surprised, after lowering herself into his lap and taking his length back into her body, that the seated position actually allowed her to feel him in the best way. She felt every twitch, every ridge of his penis, and she could just feel the soft tip of his cock against her cervix. She initially told him not to finish in her, but he argued that the orgasm could never be mutual unless they finished together in this position. That's when she just made the decision to trust her birth control and give up some of her power.

They fucked this way for about twenty minutes, gently building and building until she felt her orgasm suddenly come crashing into her body like a hundred waves coming into shore. She wasn't even aware of Mark's orgasm until she felt his penis twitching deep in her center, but somehow his body barely flexed or moved around. But she knew he ejaculated in her because apparently his cock went crazy for like a full three minutes. She described it like a pulse that was strong a steady at first with these large contractions and then slowly became less and less frequent. After two minutes of ejaculating, he would have these little after shock tremors that would push the last drops of his semen into her.

According to Jessica, he unloaded in her a total of three times that evening. Twice with their tantric embrace, and for the last round of the night, she was actually just blowing him as a goodbye thing before she left to come home, and it turned into her taking another creampie. Kneeling between his legs while he reclined on the couch, Jessica licked and sucked him with enthusiasm. She commented that he was going to "finally put her birth control to work," and I guess this made him ravenous and needy again. Pulling her up into his lap, he penetrated her once again, pulling her body to him and gripping her hips while she rode him. It took all of five minutes of this before she felt him twitch against her cervix once again and the warm sensation of his load coated her vaginal walls.

Re: Her affair with an older man

Posted: Tue Sep 16, 2025 11:35 pm
by Johng1953
Great story. Love to hear more.

Re: Her affair with an older man

Posted: Thu Sep 25, 2025 3:19 am
by Cobra1000
More please!

Re: Her affair with an older man

Posted: Fri Sep 26, 2025 11:53 am
by LongTermHubby
My wife once had a lover with whom she fantasized about having a child. It had to remain a fantasy however because she was already beyond child bearing age.

Re: Her affair with an older man

Posted: Wed Oct 08, 2025 11:22 am
by Husband7
There were brief periods during her affair with Mark when she would sort of hide things from me. I found this both exciting and unsettling, as I later learned just how deeply they had bonded and despite feeling just mildly concerned, I truly didn't know quite how much she liked him.

One of these times came several months into them beginning to have sex, and I was suspicious because she hadn't mentioned him for a couple weeks, and what was unusual behavior for her. I thought maybe they'd taken a break or something. So I asked her how things were going with Mark. Her response was noncommittal and short, basically just saying she hadn't given it a lot of thought with how busy she was with our life and the new baby and everything. Something made my spidey senses tingle with how easily she answered the question, so when she showered that evening, I checked her phone.

The first thing I looked at was their text message history, but that didn't reveal anything but what she'd already told me. Then I spotted a text app on her phone that I'd seen her use before when we had first entered the lifestyle and she wanted everything hidden in case someone got ahold of her phone. I opened it up and it didn't take long for me to find their chat. What I found was nothing short of shocking.

Dozens upon dozens of pictures of them together, Jessica selfies, and even dick pics and selfies from Mark to her. Hundreds of messages back and forth each week. There were videos in the mix, but I didn't waste time watching them at that time because I wanted to see how far back the messages went. It was several months worth for sure. The latest photo, which mark had just shared with her that day, was a very intimate image of the two of them having sex. Mark, with an ass cheek in each palm, held her up at his waist with her legs wrapped around his lower back. The picture was taken by Mark in front of a full length mirror, making it very clear he was inside her, as his balls were pressed right against her pussy lips. Her response to the photo message was heart emojis and a peach with the wet emoji, and then the words "sex with you is sooooo freaking amazing 😍😍😍".

I'd already learned a couple weeks prior of her intent to stop using condoms with Mark, but it still shook me to see it that way and see her talking with him about it in such a intimate way.

I never confronted Jessica about the secret chat with Mark as much as it bugged me that she was hiding things from me. I felt it would not only ruin our fun, but there was a chance she'd just turn off the lifestyle for good and retreat back into monogamy. The shame she would likely feel as getting caught would really drag us down, and if I'm honest, I kind of liked it when she snuck around and I had the power to spy on her.

Re: Her affair with an older man

Posted: Sun Nov 02, 2025 1:44 pm
by foot69loose
Hello Husband7,

I have throughly enjoyed your recalling of your wifes affair.
Must say, I would really enjoy reading more about your journey.
Thank you for putting the effort into writing this recount.

Re: Her affair with an older man

Posted: Mon Nov 03, 2025 5:12 pm
by WACouple
Yes, very hot to hear about!