Her Stepfather’s Flirting Got Intense

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scarlettscuck
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Re: Her Stepfather’s Flirting Got Intense

Unread post by scarlettscuck » Thu Aug 14, 2025 1:08 pm

I agree with most on here that taking anything further is a bad idea. Even flirting back to Tom. What if her mom saw? How would she feel if SHE was accused (like Tim) of flirting and not shutting this down completely.

Pull Tim aside and tell him to stop it immediately or you will tell her mom. Out of respect that’s what I think. Good luck!
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Re: Her Stepfather’s Flirting Got Intense

Unread post by Wifesharing » Sat Aug 16, 2025 6:41 pm

I am curious how dinner went.

I agree with most here that it is probably not a good idea, that being said I still really curious how things play out.

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Re: Her Stepfather’s Flirting Got Intense

Unread post by betimisho » Sun Aug 17, 2025 5:19 am

Wifesharing wrote:
Sat Aug 16, 2025 6:41 pm
I am curious how dinner went.

I agree with most here that it is probably not a good idea, that being said I still really curious how things play out.
Patty called her mom on Thursday to confirm the dinner and gauge her mood. Lisa sounded excited about hosting, chatting about the menu. She didn’t mention anything about Tom acting off, which made us wonder if he was keeping his behavior completely hidden from her. Patty didn’t bring up anything. it felt too soon to drop that bomb without more evidence or a bigger escalation but she did ask if everything was okay with Tom. . Lisa said he’d been stressed with work but keeping things spicy at home. The word spicy caught Patty’s ear as Lisa’s never used that kind of language before. She also mentioned a fun couple they’d met at a recent event, with a playful tone that felt... suggestive. The lifestyle angle came up again when Patty remembered something from months ago: Lisa had once joked about a swinger vibe at a party she and Tom attended, laughing it off but with a knowing look. At the time, Patty thought it was just Lisa being quirky, but now, with Tom’s boldness and Lisa’s spicy comment, we’re wondering if there’s more to it. We decided to keep our eyes open at the dinner for any hints about Lisa’s stance maybe she’s aware of Tom’s flirting or even encouraging it. Still, we stuck to our plan: Patty would stay close to me or Lisa, and we’d watch Tom like hawks.

Things shifted at dinner. The table was gorgeous. Tom sat across from Patty, with Lisa to his left and me to Patty’s right. As Lisa served the steaks, Tom said Patty always lights up a room . Lisa smiled, saying, she gets that from me but her eyes lingered on Tom, almost like she was knowing his intent. I squeezed her hand under the table. Tom didn’t push further during the meal, but his glances at Patty were unmistakable, especially when Lisa wasn’t looking, What caught us off guard was Lisa’s reaction. She didn’t seem fazed, and at one point, she winked at Patty when Tom complimented her, which threw us. After dinner, we moved to the living room for tiramisu and coffee. Lisa and I sat on one couch, Patty on an armchair, and Tom on another, angled toward Patty. As Lisa told a story about a work trip, Tom leaned forward and said - Patty, you’ve got that same spark your mom had when I met her. It’s hard not to notice. His voice was low, intimate, and the room stilled. Lisa paused, then laughed a bit too brightly—and said Well, I hope I’ve still got some spark left for you, Tom!

The big moment came when Patty offered to help Lisa clear the dessert plates. I stayed in the living room with Tom, intending to keep him there, but he said he needed another beer and followed them to the kitchen. My instincts screamed to follow, so I joined a minute later, saying I’d help with dishes. In the kitchen, Patty was at the sink, rinsing plates, with Lisa at the fridge, organizing leftovers. Tom was leaning against the counter, too close to Patty, saying she’s always so helpful. His hand brushed her arm as he reached for a dish, and she froze. Lisa, still at the fridge, turned and saw it. Instead of looking upset, she raised an eyebrow and said Tom, you’re crowding my girl—give her some space. Her tone was light but pointed, and Tom stepped back. Lisa then added Patty’s got her own spark, doesn’t she. I stepped in, saying I’ll take over, Patty you’ve earned a break. I gave Tom a hard stare, and he mumbled about checking the grill and left. Patty whispered to me That was weird—Mom didn’t seem mad. Lisa, still humming, didn’t bring it up again, but the moment stuck with us.

The rest of the night wrapped up quickly. Lisa suggested a board game, but we said we had an early morning and left around 9:30 PM. Tom was quieter after the kitchen incident, but he still watched Patty closely. Lisa seemed slightly less chatty but gave us warm hugs goodbye.

In the car, Patty and I unloaded everything. We talked late into the night about next steps. Something like, Mom, I’ve noticed Tom’s been extra friendly—everything okay there? to see if Lisa opens up.

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Re: Her Stepfather’s Flirting Got Intense

Unread post by JaesCuck » Sun Aug 17, 2025 5:55 am

Dying to hear more 🥵🥵🥵🥵

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Re: Her Stepfather’s Flirting Got Intense

Unread post by betimisho » Sun Aug 17, 2025 6:31 am

JaesCuck wrote:
Sun Aug 17, 2025 5:55 am
Dying to hear more 🥵🥵🥵🥵
Well there is not more to share at this time. :whip:

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Re: Her Stepfather’s Flirting Got Intense

Unread post by venus-can99 » Sun Aug 17, 2025 6:37 am

Based on what you described it appears that Lisa is open to ideas of swinging. Perhaps Patty approaching her Mom cautiously when Tom is not around might be the best way to find out how open she is.

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Re: Her Stepfather’s Flirting Got Intense

Unread post by surry » Sun Aug 17, 2025 11:40 am

betimisho wrote:
Sun Aug 17, 2025 5:19 am
Wifesharing wrote:
Sat Aug 16, 2025 6:41 pm
I am curious how dinner went.

I agree with most here that it is probably not a good idea, that being said I still really curious how things play out.
Patty called her mom on Thursday to confirm the dinner and gauge her mood. Lisa sounded excited about hosting, chatting about the menu. She didn’t mention anything about Tom acting off, which made us wonder if he was keeping his behavior completely hidden from her. Patty didn’t bring up anything. it felt too soon to drop that bomb without more evidence or a bigger escalation but she did ask if everything was okay with Tom. . Lisa said he’d been stressed with work but keeping things spicy at home. The word spicy caught Patty’s ear as Lisa’s never used that kind of language before. She also mentioned a fun couple they’d met at a recent event, with a playful tone that felt... suggestive. The lifestyle angle came up again when Patty remembered something from months ago: Lisa had once joked about a swinger vibe at a party she and Tom attended, laughing it off but with a knowing look. At the time, Patty thought it was just Lisa being quirky, but now, with Tom’s boldness and Lisa’s spicy comment, we’re wondering if there’s more to it. We decided to keep our eyes open at the dinner for any hints about Lisa’s stance maybe she’s aware of Tom’s flirting or even encouraging it. Still, we stuck to our plan: Patty would stay close to me or Lisa, and we’d watch Tom like hawks.

Things shifted at dinner. The table was gorgeous. Tom sat across from Patty, with Lisa to his left and me to Patty’s right. As Lisa served the steaks, Tom said Patty always lights up a room . Lisa smiled, saying, she gets that from me but her eyes lingered on Tom, almost like she was knowing his intent. I squeezed her hand under the table. Tom didn’t push further during the meal, but his glances at Patty were unmistakable, especially when Lisa wasn’t looking, What caught us off guard was Lisa’s reaction. She didn’t seem fazed, and at one point, she winked at Patty when Tom complimented her, which threw us. After dinner, we moved to the living room for tiramisu and coffee. Lisa and I sat on one couch, Patty on an armchair, and Tom on another, angled toward Patty. As Lisa told a story about a work trip, Tom leaned forward and said - Patty, you’ve got that same spark your mom had when I met her. It’s hard not to notice. His voice was low, intimate, and the room stilled. Lisa paused, then laughed a bit too brightly—and said Well, I hope I’ve still got some spark left for you, Tom!

The big moment came when Patty offered to help Lisa clear the dessert plates. I stayed in the living room with Tom, intending to keep him there, but he said he needed another beer and followed them to the kitchen. My instincts screamed to follow, so I joined a minute later, saying I’d help with dishes. In the kitchen, Patty was at the sink, rinsing plates, with Lisa at the fridge, organizing leftovers. Tom was leaning against the counter, too close to Patty, saying she’s always so helpful. His hand brushed her arm as he reached for a dish, and she froze. Lisa, still at the fridge, turned and saw it. Instead of looking upset, she raised an eyebrow and said Tom, you’re crowding my girl—give her some space. Her tone was light but pointed, and Tom stepped back. Lisa then added Patty’s got her own spark, doesn’t she. I stepped in, saying I’ll take over, Patty you’ve earned a break. I gave Tom a hard stare, and he mumbled about checking the grill and left. Patty whispered to me That was weird—Mom didn’t seem mad. Lisa, still humming, didn’t bring it up again, but the moment stuck with us.

The rest of the night wrapped up quickly. Lisa suggested a board game, but we said we had an early morning and left around 9:30 PM. Tom was quieter after the kitchen incident, but he still watched Patty closely. Lisa seemed slightly less chatty but gave us warm hugs goodbye.

In the car, Patty and I unloaded everything. We talked late into the night about next steps. Something like, Mom, I’ve noticed Tom’s been extra friendly—everything okay there? to see if Lisa opens up.
Lisa wants to see Tom and Patty together. Our best friends were this way. Her husband would kiss my wife, and she would jokeingly tell her husband to stop molesting my wife. It was long before the four of us were kissing, then fucking.

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Re: Her Stepfather’s Flirting Got Intense

Unread post by betimisho » Sun Aug 17, 2025 12:50 pm

Patty’s setting up a coffee date with Lisa for tomorrow to talk privately. She’s nervous but feels ready to ask about Tom’s behavior and those lifestyle hints, using the gentle approaches you all suggested. We haven’t heard from Tom since the dinner, which is a relief. We’re committed to keeping the lifestyle separate from family drama, but if Lisa’s in the scene, we’ll need to figure out how to navigate that without crossing lines we can’t uncross.

We’ll post again after Patty’s talk with Lisa hoping for clarity

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Re: Her Stepfather’s Flirting Got Intense

Unread post by wannabecUKold » Sun Aug 17, 2025 11:15 pm

betimisho wrote:
Sun Aug 17, 2025 12:50 pm
Patty’s setting up a coffee date with Lisa for tomorrow to talk privately. She’s nervous but feels ready to ask about Tom’s behavior and those lifestyle hints, using the gentle approaches you all suggested. We haven’t heard from Tom since the dinner, which is a relief. We’re committed to keeping the lifestyle separate from family drama, but if Lisa’s in the scene, we’ll need to figure out how to navigate that without crossing lines we can’t uncross.

We’ll post again after Patty’s talk with Lisa hoping for clarity
This cuckolding will only get going if it is deniable and there is a step by step acceptance in the family that Tom can flirt with Patty.

If you want it to happen, then Patty is going to have give Lisa some hint that she is ready to give Tom her body and that you are fine with him fucking her. Lisa will then hint in reply that she is keen for her husband to enjoy Patty's body, as long as it is done subtly. I expect it will be a tentative dance around the subject. Patty must not miss the opportunity to tell Lisa what she wants.
She must not seem to criticise Tom for his actions. She must make it clear she likes it, once she's got used to it. She was taken by surprise. But now she is ready for it.
Map out some ways of putting it to Lisa. For instance, Patty could tell Lisa that her sex life needs improving and she needs some tuition from the older man. Or needs the pleasure of the larger penis (and 'how big is Tom's?' she can ask). Or how can she look sexier? She should show Lisa her body. Lisa could then get Patty to try on some revealing lingerie and have her show Tom. Lisa could confirm that Tom is a great masseur and he can give Patty a massage. And Patty must say that you are fine with it.

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Re: Her Stepfather’s Flirting Got Intense

Unread post by leander99 » Mon Aug 18, 2025 1:51 am

There are 8 billion people on this planet.
So choose your friends and your lovers wisely.

It isn't worth your time if it adds turmoil or negativity to your life.
There is plenty of fish in the sea. Next!

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Re: Her Stepfather’s Flirting Got Intense

Unread post by betimisho » Tue Aug 19, 2025 6:14 am

Patty met Lisa at a cozy cafe near Lisa’s house at 11 AM yesterday. She picked a quiet corner table to keep things private. Patty was nervous but your advice about keeping it light and curious helped her stay calm. She started with small talk about work and the dinner, letting Lisa lead. Lisa said she loved having us over, which eased Patty into the tougher stuff.

After about 15 minutes, Patty asked: “Mom, I noticed Tom’s been really friendly lately, like at dinner. Is that just his personality, or is there something I’m missing?” Lisa’s smile didn’t fade, but she tilted her head. She said Tom's charmer and always has been and he likes to make people feel special. Patty said it felt a bit intense sometimes, like his comments about her “lighting up a room” or the kitchen moment. Lisa nodded, sipping her coffee, and said, “He gets flirty when he’s had a few drinks, but it’s harmless. I trust him.” That raised Patty’s radar as Lisa didn’t seem surprised or upset, which could mean she’s used to Tom’s behavior or okay with it.

Patty then leaned on Greywolf and Vixen’s suggestion, mentioning the “swinger vibe” party Lisa had joked about months ago. Lisa laughed, but it wasn’t dismissive. She said they like to keep things... open-minded. They've been to some interesting parties, met some fun couples. Life’s too short to be boring. Patty’s jaw nearly dropped, but she played it cool, asking what open-minded meant. Lisa was vague but said they're not jealous types, they like to explore. Lisa all but confirmed she and Tom are in the lifestyle, or at least dabble in non-monogamy. Patty didn’t push for details but asked if Tom’s flirting with her was part of that. Lisa shared He’s mentioned she's beautiful, like her. Patty clarified she wasn’t upset, just confused, and mentioned she’d asked Tom to dial it back. Lisa seemed surprised he hadn’t told her.

The conversation shifted to lighter topics, but Lisa dropped one more hint: “You two seem adventurous too. Ever think about... exploring like we do?” Patty dodged, saying they like to keep things spicy in their own way. They wrapped up after an hour, with Lisa promising to talk to Tom and Patty feeling a mix of relief and confusion.

Back home, Patty and I debriefed. Patty’s relieved Lisa knows about Tom’s behavior and isn’t mad, but we were unsure if Tom’s flirting was sanctioned or him going rogue.

At 7:30 AM today, while Patty and I were having breakfast and debriefing the coffee date, her phone buzzed with a text from Tom: “Patty, I know you asked me to back off, but I can’t stop thinking about you. You’re too special. Lisa thinks we’d have fun together—can we talk privately?” The message was bold, suggestive, and, unlike before, referenced Lisa’s approval, which threw us. Patty showed me immediately, and we were stunned—not just at Tom’s persistence but at the claim Lisa was on board. Before we could process, another text came at 7:45 AM: “Saw how you looked at me at dinner. There’s a spark, and Lisa’s cool with us exploring it. Let’s meet up.”

Right after, Patty got a text from Lisa at 8:00 AM: “Hey sweetie, Tom told me he texted you. I hope you’re not freaked out! We’re open to fun dynamics, and he thinks you’re amazing. If you’re curious, we can all talk. No pressure!”

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Re: Her Stepfather’s Flirting Got Intense

Unread post by joel68 » Tue Aug 19, 2025 6:26 am

Interesting. Could be some hot times in the horizon.

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Re: Her Stepfather’s Flirting Got Intense

Unread post by Tryagain » Tue Aug 19, 2025 7:06 am

Could be? C'mon...and they sure will be hot. :-)

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Re: Her Stepfather’s Flirting Got Intense

Unread post by wannabecUKold » Tue Aug 19, 2025 8:12 am

betimisho wrote:
Tue Aug 19, 2025 6:14 am

Right after, Patty got a text from Lisa at 8:00 AM: “Hey sweetie, Tom told me he texted you. I hope you’re not freaked out! We’re open to fun dynamics, and he thinks you’re amazing. If you’re curious, we can all talk. No pressure!”
There’s your answer. Lisa wants Patty to agree to be fucked by Tom.

What will Patty reply? Is she free this weekend?

From your point of view, keep involved. Keep this purely sexual. No romance this is just the younger woman giving herself to the older man.
Keep up to speed. Ditto Lisa. Get involved in the fucking. Eg undress her in front of Lisa and Tom.

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Re: Her Stepfather’s Flirting Got Intense

Unread post by venus-can99 » Tue Aug 19, 2025 10:57 am

sounds like the flirting and "talk" with Lisa just kicked up a notch. IMO Lisa suspects Patty of being a hotwife

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Re: Her Stepfather’s Flirting Got Intense

Unread post by chastity_boi » Sat Aug 23, 2025 4:07 am

Any further developments after this week’s bombshell? Her folks have very firmly left the ball in your court.

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Re: Her Stepfather’s Flirting Got Intense

Unread post by Domingo-ITA » Sat Aug 23, 2025 6:05 am

I don’t think Lisa wants to be present when Tom fucks her, she probably only wants to be told everything afterwards.
I wonder if there is any chance Lisa wants betimisho as well. If so, how do you two react?

Keep us updated.
An Italian ex-stag

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Re: Her Stepfather’s Flirting Got Intense

Unread post by betimisho » Sat Aug 23, 2025 6:35 am

Patty went to her mom's house Thursday at 9am, after we had time to process what we had to process. She told Lisa she got Tom's text and she's glad she's okay with that but they felt intense. Lisa said she told him to be upfront with Patty after their coffee meet. Lisa confirmed they’re deep in the lifestyle, attending swinger parties and playing with others, always with consent. She said Tom’s attraction to Patty is special because of their family-adjacent bond, and she’s excited for them to explore, provided everyone’s on board. She was unaware of Tom’s exact wording in the texts, particularly the intensity, and apologized if it felt pushy, promising to remind him to respect boundaries.

Patty admitted the taboo thrill is tempting, especially with Lisa’s blessing, but noted Tom’s persistence after her boundary text felt off. Lisa encouraged Patty to consider a controlled exploration like a flirty, public meetup with all of us present to test the waters safely. She suggested a group talk with me, Tom, and herself to set rules.

At home, we dove into this. Patty said It’s hot knowing her mom's cool with it, but Tom needs to respect her pace. Patty’s arranging a group meeting tomorrow with Lisa, Tom, and me to set clear boundaries. She’s open to flirting with Tom in controlled scenarios, like a dinner with all of us, to explore the dynamic safely. If Tom can’t follow rules, we’ll pause, even with Lisa’s approval. We’re leaning toward hinting at our lifestyle to Lisa to build trust, but we want to ensure Tom’s behavior aligns first

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Re: Her Stepfather’s Flirting Got Intense

Unread post by wannabecUKold » Sat Aug 23, 2025 10:19 am

Keep it sexual. Don't spend too much time discussing boundaries, just tell Tom not to be too pushy and to take no for an answer, if given. Then let Patty be seduced by Tom, in front of you and Lisa. You two will both enjoy watching as she is stripped naked. Prep Patty to do this. Everyone wants it. The frisson as you break the taboo will be exhilirating.

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Re: Her Stepfather’s Flirting Got Intense

Unread post by calicolombia69 » Sat Aug 23, 2025 6:33 pm

I was in a somewhat similar situation 6 years ago. I took the low road. I dont regret it but I would never ever take that risk again.

Here is the problem. Let's say that you are willing to risk it and let the man have his way with Patty. It will not be just once. Depending on how far they go, and Patty's expertice, the man will keep returning for more and that's when trouble will start.

He has nothing to lose except the relationship with the mother. Patty has a lot more to lose.

Enjoy it as a fantasy in your own bed. Nothing more.

My wife's sister had the same problem with her daugther over 20yrs ago. In this case, my wife's niece did not accept the advances and reported it to her mother. My wife's sister sided with her new boyfriend (later father of 2 more kids) and threw her daugther out. That was totally fucked up. But just to see how things can easily become a huge drama with unintended consequences.

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Re: Her Stepfather’s Flirting Got Intense

Unread post by Gulfcpl » Sun Aug 24, 2025 2:25 am

This is one of those posts that you already know the answer. You’re just waiting on someone who will respond in the affirmative to justify moving forward. You and Patty are both adults and should, and I repeat, should, know the difference between right and wrong but you want someone to give you that push. You don’t need any of us to tell you what the right or wrong thing is. You already know.

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Re: Her Stepfather’s Flirting Got Intense

Unread post by Hoping to have a HW » Sun Aug 24, 2025 2:46 pm

calicolombia69 wrote:
Sat Aug 23, 2025 6:33 pm
I was in a somewhat similar situation 6 years ago. I took the low road. I dont regret it but I would never ever take that risk again.

Here is the problem. Let's say that you are willing to risk it and let the man have his way with Patty. It will not be just once. Depending on how far they go, and Patty's expertice, the man will keep returning for more and that's when trouble will start.

He has nothing to lose except the relationship with the mother. Patty has a lot more to lose.

Enjoy it as a fantasy in your own bed. Nothing more.

My wife's sister had the same problem with her daugther over 20yrs ago. In this case, my wife's niece did not accept the advances and reported it to her mother. My wife's sister sided with her new boyfriend (later father of 2 more kids) and threw her daugther out. That was totally fucked up. But just to see how things can easily become a huge drama with unintended consequences.
Can you tell us your story please?

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Re: Her Stepfather’s Flirting Got Intense

Unread post by Wifesharing » Sun Aug 24, 2025 5:02 pm

wannabecUKold wrote:
Sat Aug 23, 2025 10:19 am
Keep it sexual. Don't spend too much time discussing boundaries, just tell Tom not to be too pushy and to take no for an answer, if given. Then let Patty be seduced by Tom, in front of you and Lisa. You two will both enjoy watching as she is stripped naked. Prep Patty to do this. Everyone wants it. The frisson as you break the taboo will be exhilirating.
This is so true right here.

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Re: Her Stepfather’s Flirting Got Intense

Unread post by Newbull » Sun Aug 24, 2025 6:26 pm

I believe I am open minded but I find this weird. I would never consider talking about this part of my life with a blood family member, much less sharing a lover. The mother/daughter bond should not be violated by Taboo Tom, IMHO. I wonder if he'd be Okay with his father or son banging Lisa? What's next, everyone goes to a swinger"s party together?! This scenario seems like it's on the brink of disaster.

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Re: Her Stepfather’s Flirting Got Intense

Unread post by calicolombia69 » Mon Aug 25, 2025 4:58 am

I know of a situation close to our family whereby the mother was having affairs. So she allowed, enabled her daugther to do so too, in order to keep quiet. In Colombia, parents still have a strong inflience over family way beyond 18.
The mother worked at a small office which used to be a house. So it had bedrooms and unused space which they somehow managed to place beds in. So while they were not sharing, they were both having sex in adjacent rooms.
I do know for a fact that one of the mother's boyfriends would always be hugging and patting the daughter. Maybe he did have a fantasy whereby he could have a 3some.

We also know of a situation whereby a long time buddy of my wife fucked an aunt and niece. Not at same time, but the aunt would overhear the noise in the other bedroom and got curious. So after a few weeks when the niece was at work, she seduced our buddy and he started doing the aunt on the downlow. Wasnt long before niece found out and it all blew up

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