The Cougar's Den

John’s eyes adjusted slightly to the darkness of the house. From what he could see, it seemed like the same cookie-cutter layout as his house. He did take note that the staircase was set back deeper into the house, and just before it was a door that wasn’t present in his own home.

Diane pulled John with her up the stairs. The landing bore similarities to his own home with only two real differences that he could see: The bathroom door at the end of the landing was missing, and across that wall, in its place, now stood a staircase up into the attic.

John was pulled past the room which mirrored his mother's from his own home. The door was open, and in the dark, John could barely make out what he’d describe as a stereotypical high school girl's bedroom. They continued around the landing and Diane pulled him into the room in the same place as his.

Walking through the door, Diane flipped a light switch. The room was maybe twice the size of his, and unlike his room it contained a double bed and much more wardrobe space. There was also a bathroom whose door was ajar. Next to the bathroom was a dresser and a small personal office space which used a cube storage unit as a way to separate it from the room.

“I’m sorry about the mess. I really didn’t expect to have any company, so I hadn’t tidied up,” Diane confessed.

John looked around; it wasn’t a mess at all. The bed wasn’t neatly made but the sheets were roughly tucked, he could see some papers and notes on a couple of the surfaces, and there was some clothing that had been thrown towards her hamper but had missed, including a pair of black panties.

“My mom would say it’s a mess too, she’d probably be pretty embarrassed if anyone saw, but I’ve gotta say, this is not even close to being a mess. I’d say this is about as tidy as a lived-in space should be.” John laughed. His laugh was cut short as he realised his mom had invaded his head once again; quickly his brain reminded him of the encounter in the bathroom. ’Fuck, stop thinking about your mom!’

Diane smiled and pulled John towards the bed. She pressed her lips against his before pushing him down. She sauntered around the bed and towards the office area. “Would you like something to drink? Bottle of water? Can of coke?” Diane offered.

“Oh, uh. Sure, I’ll take a coke,” he replied a little nervously.

“I hope you don’t mind me asking, but are you still in school or do you have a job? And what do your parents do?” she asked, walking back and handing John a can before sitting next to him on the bed.

“Well, yeah, I’m still studying. There’s been some interesting things happening in my life recently, so I’m not sure what I’m interested in for work anymore.” John shifted awkwardly as he continued, “As for my parents… It’s just me and my mom. Don’t really know much about my father, he never even bothered to meet me and has no interest in contact, not that I’d want to anyway. My mom works really hard, though. She works for a freelance project managing and consulting business.”

Diane looked sympathetic as John spoke about his father but turned pleasantly surprised as he spoke about his mom. “Oh, that’s interesting, I might have actually met her at work at some time, would you mind giving her name?”

’Is that a good idea? I’m not sure if I should or not… she’s mundane and likely like a one-night stand, maybe it wouldn’t be too bad to just use Observe on her?’ John thought, hummed, and then cast Observe

Name: Diane Miller

Title: District Manager | Class: Single Mother | Guild: Hawthorne Trading Co.
Level: 7 | Age: 36 | Gender: F | Race: Human
Body type: Active MILF | Height (cm): 157 | Breast size: D
RP: 34 | Sex: C | Relationship Status: Single
Current Mood: Horny, Slightly Conflicted, A Little Embarrassed

Character Info:

Diane is quite successful in her line of business, so much so it created a wedge between her and her husband. She earned much more money than he did which made him feel inadequate as a man. When they had their first child, he tried to convince her to quit to be a housewife, he tried again after their second child, and after an argument, she filed for divorce.

Though typically quite upbeat and content with her life, Diane often feels lonely, despite her many friends, her kids and work to distract her. Another way she combats her loneliness is by roleplaying with people online [the sexy kind].

Diane is an independent woman who can give her children and herself a comfortable life, not wanting for anything. Her independence was cultivated by good friends who supported her when and where it was needed.

[For a saucy secret check the bottom drawer of Diane’s left night stand]

Opinion:

She’s used to picking up on people being dishonest or insincere, and from what she can tell she hasn’t picked up on you lying to her up to now, which is why she feels so flattered with the comments and compliments you’ve said to her.

You make her feel conflicted about her age. On one hand, the fact she’s double your age is a lingering thought which makes her feel a little old, but on the other hand, she hasn’t felt as giddy or energetic in quite a while.

She thinks you’re quite a good-looking guy, which makes her feel even better about your compliments.

’Hawthorne Trading Co.? That means she works for Vanessa’s family, though to be fair a lot of people do, like half the city has their business… Also tha-’ John’s thoughts were interrupted.

He jumped as he was tapped on the shoulder. “John? You don’t have to tell me if you don’t want to, I was just curious,” Diane said in an apologetic tone.

John shook his head. “No, sorry, I kinda zoned out there,” he replied, awkwardly trying to laugh it off. “Mentioning what my mom does for work kinda got me distracted. My mom’s name is Brenda, Brenda Newman.”

“Newman?” she echoed. “Hmm, no, I don’t think I’ve worked with a Brenda Newman before. I’ll make sure to remember it, and if she ever does work for us or becomes a client or anything, I’ll make sure she’s given special treatment.”

John chuckled. “Thanks, though I’d prefer things between us not get back to her.”

Shock briefly crossed Diane’s face which turned pensive. “Oh my goodness, I guess I really shouldn’t have pressed for an answer when I wasn’t willing to talk about my family. I’m really sorry, John.”

He smiled. “Don’t worry about it. As for the thing about my mom, I think she’s a little old-fashioned when it comes to love so this might be a bit much for her,” John confessed.

There was a pause, a little too long to be comfortable, broken by Diane clearing her throat. “I... do you mind if I just freshen up in the bathroom, before we… uhm…”

“Oh, yeah. Take your time,” John replied, offering a friendly smile.

Diane stood from the bed and walked over to the bathroom, closing the door behind her. John sighed and laid back on the bed, looking up at the ceiling. Then the hint about the nightstand came back to mind.

He rolled off the bed and quietly moved over to its side and knelt in front of the nightstand. He reached over and pulled the drawer open to find a photo album; John’s eyebrow rose, wondering what could be so special about it.

Opening it up his questions were answered. The album was a modelling portfolio. John couldn’t deny just how hot the MILF was, especially in these pictures. As he flipped through, he noticed it was mostly modest outfits, and even when a little more skin was shown, it was in a tasteful way.

Some pictures were location shoots, while others were clearly studio. They were obviously taken for a magazine or maybe for a clothing website and were all professionally taken photos. The studio images were what you expect, mostly just normal and boring poses wearing designer clothing, but the location shoots had a bit more personality to them. It was obvious Diane enjoyed those because her face lit up more and not just from natural lighting.

John recognised some of the locations, local places, like Diane sitting on the swing set and eating a picnic in the local park. There were also scenes of her with farm animals, sitting on hay bales and holding the steering wheel of a tractor at the petting zoo just outside of town. There were even images of her sipping from a cup at The Fox House. Each image included a similarity, Diane’s bright genuine smile.

“You know it’s rude to snoop, right? What have you… oh, uhm. Those were just, I mean, well,” Diane stuttered.

“Sorry, I, uh… got a little nervous and wasn’t really thinking about what I was doing. I am glad I found them, though, these are amazing, the camera really suits you and I can tell you had fun doing a bunch of these,” John assured.

Diane blushed and smiled. “T-thanks, the camera woman did a good job of making me look… alright.”

John instinctively scoffed. “I think you’re selling yourself short, you look amazing in these because you’re gorgeous. Maybe the camera person did a good job of making you comfortable and giving you some directions on how to pose or act, but the rest is all you.”

“How about we put the binder away and… uhm, well, you know...” she began to drop off.

’Both of us being nervous is just a cycle of nervousness, it’s like a feedback loop. I’ve gotta do something; I’m not gonna be able to break myself out of it, so I need to somehow break Diane out of her nervousness…’

The room was quiet as John knelt on the floor trying to think of an idea. He absent-mindedly flipped the page over to a picture of Diane in a business suit. Like the rest of the images she wasn’t dressed in an overtly sexual way but just being on Diane made the suit look hot.

“Uh, hey, Diane. You really look like you enjoyed this photoshoot, and you look so sexy in all of these costumes… Would it be too much or too forward to suggest that we maybe try out some kind of… uh, sexy roleplay? I wouldn’t normally bring it up but maybe it’d be a fun or silly way to ease the tension?” John said.

Diane looked shocked for a moment, a light blush tinting her cheeks along with a small smile which she quickly tried to hide. “I, that could be… an interesting way to ease tension. What were you thinking of?” she asked.

John thought for a second before having an idea. “I’m not sure. I’ll be honest, I wasn’t really thinking when I said it. We could flip through the catalogue here and try to think of something, unless you might have an idea?”

A hum came from the mature beauty as she looked down at the book. She plucked it from John’s hand before putting it back into the drawer. “I think I’ve got an idea. Give me a moment”

She walked over to her desk, opened a drawer and walked back with a bag. “Okay, just go out of the room and get ready, wait five minutes, then knock on the door, sound good?”

John had a contemplative expression but nodded and walked out of the room, gently pulling the door closed behind him with an audible click.

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