Her Stepfather’s Flirting Got Intense

[betimisho]

We met at a trendy, neutral restaurant downtown at 7:00 PM yesterday—public, relaxed, and perfect for open talk. Lisa suggested the spot, wanting everyone to feel comfortable. Patty and I arrived first, settling at a corner booth. Patty wore a chic dress, Lisa and Tom arrived together. Lisa in a stylish blouse and Tom in his polished real estate look. Lisa hugged us, and Tom gave a friendly nod.

We started with small talk over drinks. Patty kicked the things off, she went by I’m curious to explore, but his texts felt pushy after I set a boundary. Can we set clear rules. Lisa nodded, looking at Tom, who seemed a bit sheepish. He said he messed up, he said he got excited and didn’t respect her text. Lisa set him straight, and he said he sorry. His apology felt genuine and Lisa added he knows now to follow Patty's lead. This eased some tension, and I felt the cuckold buzz kick in, knowing we were on the same page.

Lisa outlined their lifestyle: they’ve been swinging for a year, enjoying parties and occasional play with others, always with consent. She said Tom’s attraction to Patty is special due to the family tie, and she’s thrilled at the idea of them exploring. She said no pressure and that boundaries are must. Patty was upfront, she said she's intrigued, the taboo's exciting but she needs respect, transparency, and for this to stay separate from family stuff. I chimed in, supporting Patty’s limits and saying I’m open to exploring if everyone’s honest. Tom agreed, promising to follow our rules - no private contact without group consent, public interactions only for now, and checking in with all of us before escalating.

Lisa suggested starting with light flirting to test comfort levels, like compliments or playful banter at our next meetup. Patty liked this, saying it feels safe and exciting. Tom was enthusiastic but respectful, keeping his comments neutral during dinner. We ordered food steaks and salads with Lisa sharing funny swinger party stories that had us laughing. Tom complimented Patty’s dress once, looking to Lisa and me for approval, which felt like a good sign he’s trying

After the meeting, Patty and I debriefed at home. We’re planning another group meetup next week, likely a casual dinner, to test the flirty dynamic. Patty’s open to playful banter with Tom, , like compliments or light touches. If Tom respects boundaries, Patty’s excited to escalate slowly, maybe to more intimate public interactions. If he slips, we’ll pause. We’re also considering hinting at our lifestyle to Lisa to align expectations, but we want a few more meetups to build trust.

[havingfun740]

Thanks for sharing such an interesting and intense situation. So happy to hear your MIL is on board - would have been a deal breaker for me if she wasn’t. Like the slow burn approach and am looking forward to future updates.

[wannabecUKold]

To see your girl let herself be seduced right in front of you by her mum’s older man, right in front of her, is going to be exciting for all four of you, especially when it comes to the point where she asks for clearance to be fucked by him. Ideally the seduction and removal of clothes and the fucking could happen in front of you and Lisa.

[Tryagain]

Man...I second that. This is a very hot scenario!

[Tryagain]

Man...I second that. This is a very hot scenario!

[toshare]

Dear Playboy,

[sw6]

At one time I had a chat relationship (for a long time actually) with mom, daughter AND mom's live in BF so I got everybodies perspective on what the others said.
Basically mom and BF had opposite hours schedules so BF was home with daughter a lot, who was in HS. She would skimp around in panties and maybe a top - so tits out a lot.
It turned into a lot of BJs and some fucking.
Seemed unbelievable but hearing it from each it had to be (close to) true.
I finally brought myself to reveal this to mom and she said she kinda wondered (this was after the relationship was over) but ultimately was ok with it.
They all had a pretty freaky juicy take on their various sexual activies with each other and the outside world.

[MonaLisaOverdrive]

First post - they've been dating for 6 months

Last post - they've been swinging for a year

Just something I noticed

[leggysman]

It's convenient that, after all the disapproving responses here, it turned out that mom was okay with -- even encouraging of -- her husband fucking her daughter. Step- people fucking each other is (still ...) a very popular porn topic! So hot!!! Can't believe this happened to you so quickly, after your recently-disappeared wife was such a willing slut too. Some guys have all the luck - a real life that's straight out of porn/fantasy!

[Coolcalm]

Go get ‘em Leggy!

[Newbull]

Dear Playboy,

...Dear Penthouse forum

[annsman]

Is it just me or is this thread so similar to two others. Older dominant male close to the poster e.g. boss, father, situation moves on very quickly etc. It’s almost as if they’re written by the same person.

[scarfolamew]

i'm all for obeying the rule about not speculating between fact and fiction, but I do not see a rule against speculating about AI, and this thread is 100% written by AI