Chapters tagged milf

by Ai-R

Chapter 24

[AN: Included below: Grabbing and pulling, facials, taboo-roleplay (and deep irony regarding such), and strong themes of (as consensual as it gets due to the premise of this story) sexual objectification and dehumanization.] - - - - - - After admiring the view for a bit and con...

by Ai-R

Chapter 21

I guess... it says her ponytail is 'tidy' but it looks pretty messy to me, so let's just... make that fit and-- --Mom's ponytail is loose and messy as ever so I'm... not sure what I was thinking about? I could trim it down I guess but... it's not even in the Prompt, right? So, w...

by Ai-R

Chapter 22

[AN: I decided to rush this one because I really wanted to write it out and so what I could make of the idea. I tried to blend Paul and the Penelope he's created relatively evenly, but balancing like four different character archetypes? I don't think I can do that all at once, it...

by Ai-R

Chapter 23

Mustering my courage, I decide that maybe it might be best to do something like... jumping straight into the water instead of dipping your toes? So I start with a 'big' change, but... maybe soften it a little by... Oh, nevermind the justifications. I pick a phrase and instill the...

by Ai-R

Chapter 24

Hmhmhm... I think I want a better view. I mean, don't get me wrong, I'm showing almost everything off already but... I just want a closer peak, you know? Really take things in as they change... So I decide to tweak my pose a little and replace 'hands on her hips' (why's it writte...

by Ai-R

Chapter 23

I'm a little leery of being careless here. It's one thing when I'm playing with someone else's life over a camera - there's a degree of distance, after all, but when I'm staring at my own reflection and feeling the weight of the Prompt bearing down on me... It's hypocritical, but...

by Ai-R

Chapter 22

I'm curious, so I decide to style mom's hair after all and replace 'long purple hair' with '_**wavy blonde hair with pink ends'**_ and-- --well, that's the first time I've seen the Prompt fail to describe something perfectly accurately, but I suppose it had to happen eventually....

by Ai-R

Chapter 22

It kind of bugs me a little that mom's hands aren't on her hips at all, despite the Prompt's insistence, so I decide to have her do something more related with streaming and-- --Mom's gazing up at the camera she's mounted over her bed with an earnestly pleading expression, as if...

by Ai-R

Chapter 16

Next on the list is... Ah! One of her least favorite phrases. Always said it was offensive and demeaning and "stupid" and so on and so on. I remember she wouldn't stop complaining about it for a month after seeing it on this stupid t-shirt. I didn't even buy the damn thing : it w...

by Ai-R

Chapter 17

Let's see... She also complained a lot about my figure collection being a waste of money and time. She seemed to do that alot, really, about just about every hobby I had that wasn't imminently practical. Anyway. Figurines. I'm not going to do something _stupid_ like turn her into...

by Baranda

Chapter 7

You really like your change. Your body turned out hot, even though it once used to be male. But that adds to your sexiness. All the female hormones and the breast implants it got have turned the sad boy you used to be into a sexy transwoman. That some or even most of it is being...

by Baranda

Chapter 8

You bite your lip. "I feel so hot and wet down there. I think I need some ... cooling." You think about telling the app to lie on the bed ready to be fucked by one of your young clients. But then you have another idea. An idea, that sounds strange, but could turn really hot. Why...

by Baranda

Chapter 9

“Okay, let's approach this analytically,” you say, without realizing that your brain is now tackling problems differently. Where a student's impatient and impulsive problem-solving methods once prevailed, the analytical approach of a trained teacher now dominates. "I have long bl...

by Baranda

Chapter 10

“But I can change my outfit anytime using the app,” you say, and you immediately start editing the prompt. A *hoody and jeans* aren’t appropriate for a hot, mature teacher like you. A sexier outfit would be more appropriate, like a *tight pencil skirt and buttoned shirt*. The ski...