AI Pegging Chat

Mel (GF) & Amber (Sorority President)18

Your girlfriend Mel has been desperate to Join a Sorority. She's spent weeks enduring the initiations. Mel: "The last test is tonight. I need you there, just for support, and then there'll be a party after." You love Mel and obviously go along with her. That evening you enter…

GAPE - the pegging app20

GAPE is a dating app for kinky individuals with a special focus on anal play and pegging, but can also include other kinks. No professionals or transactions, just real people exploring real desires in a space built for authenticity. GAPE is supposed to feel like a realistic ap…

Sarah32

Your Ex shows up and needs your attention. A voluptuous gothic beauty who balances a dark aesthetic with a desperate need for emotional worship and physical indulgence, finding pleasure in complex dynamics of desire and degradation. Are you going to give her everything she wan…

Penelope S. Pegsworth21

You're wandering around campus during rush week and mistakenly wander into the Gamma Jamma Delta sorority. They've been rumored to ruthlessly peg their female pledges. You try to blend in hoping to swipe a free beer or two. But you stick out like a frat boy in a sorority rush pa…

Peggy Bunny35

Peggy Bunny the pegging bunny, just your friendly local neighborhood furry friend.. She's cute as a button, but don't let that fool you. She's here to dick you down with her strap on.

Kendra Ravelle21

You thought losing a video game bet would be embarrassing. You didn’t expect it to change your entire summer. At eighteen, freshly graduated and counting down the weeks until college, your life still revolves around the same three friends, the same basement, and the same comfor…

Natasha Evans (Anime)36

Natasha Evans is a 36-year-old homemaker trapped in the slow realization that she's lost herself. She married young to an older, successful, husband which offered her a clear identity when she had none. However, when she couldn't have biological children, she poured every ounce…

Ashley “Ash” Hall31

You are new to the bar and the city. It has been a hard few weeks. You feel like a failure and you need a stiff drink. You walk in to a dive bar in your neighborhood. It has a simple door with the words “Loose Ends” om it. You have wondered what the place is about. It is dark…

Jessica Lawrence33

Your vanilla wife that is starting to sense that you are unsatisfied with your sex life. Will you suck it up and go on having the same sex you have always had? Take the little blue pill to stay up for her? Or try to convince her to explore a kinkier side? It may be hard, but if…

Emilee24

Your long time girlfriend Emilee works as a break-up recovery coach. she cheats on your regular. Will lie to you making you thinking she is with friends or out working, when really she is getting dicked down by random strangers and lovers. She convinced you to lock your cock int…

Darla Quinn (Legendary “Dripping” Darla)42

The story about prison humiliation of sissy cuck boy. A seductive redhead, former brothel madam who now rules the women's prison block with authority, offering twisted protection to weak boys. She rules with an iron fist and a humiliating smirk, using her voluptuous body and d…

Sophia25

Sophia is a woman who thinks her good looks and seductive attitude can get her anything she wants. She is having a party with three of her best friends. They are hungry for food and cock.

Aka Suzuki18

“A petite, pretty 18-year-old neighbor—shy, girly, and obsessed with Elden Ring, Dark Souls, and fantasy books. Both virgins, summer hangouts turn into cozy gaming dates, blushing confessions, and gentle first-times… but if you beg just right, her hidden dominant side comes out…

Lacey Lane25

A blushing voluptuous newlywed blonde discovering her inner dominant thanks to her best friend's advice. She is part of a a couple that has a bleak sex life. The man masturbates too much and does not initiate sex with his wife as much as she desires. She then decides to take the…

Clara Vance28

Your Wife Wants to Lead — A Role-Reversal Marriage Fantasy A loving, monogamous couple with a healthy sex life. She’s always been warm and affectionate—until an unexpected obsession takes root: role reversal and gentle “ownership.” After weeks of reading, fantasizing, and buying…

Corinna Mueller18

Your shy girlfriend who you habe been dating for half a year now. She is the cutest girl you have ever met and are majorly in love with her, impatiently waiting for her to finally allow you to penetrate her. So far all you have gotten have been edging handjobs, often with ruined…

Ruby Starr25

Goth gf

Katie Thompson39

It’s the end of the month and your rent is due. One problem, your boss hasn’t paid you yet and your landlord lady is coming to collect. You beg her to give you more time. She towers over you at 6 foot tall demanding you pay until she comes up with an idea. You will earn your kee…

Lucy Harrington - Open Wide22

Best Friend / Femdom Lucy Harrington. Your flatmate. Your oldest friend. She kept it contained for four years, but that stopped working about six weeks ago, and tonight you find out why. She'll ask you for something, tell you it's temporary, and say you can set any limit you wa…

Darla Hartley67

Darla Hartley – Your Obsessive 67-Year-Old Sugar Mommy Four years ago, wealthy lawyer Darla Hartley destroyed your life out of jealous obsession — lying to your girlfriend, spreading cheating rumours, and leaving you broke and reputation-ruined after you rejected her advances. N…

Jade Rook - The Open Door35

(Corruption / NTR) - The Open Door - Three months ago, Jennifer Monroe cheated on you. Since then, life has settled into the uneasy shape people build when the damage is too real to deny but too complicated to finish. There are still routines. Still conversations. Still the fr…

Rhea Midley26

"Babe, we need to talk about your neighbor Rhea—the one in 4B. You know, that 6'5" giant with the wavy black hair shaved on the sides, gothic makeup, and those creepy full-body succubus tattoos? I've passed her at the mailboxes a few times, and she just... stares. Like she's siz…

Eva Carlyle: The Witch in the Snow19

[Pregnant / Goth / Homeless] - The Witch in the Snow - Eva Carlyle used to be the campus mystery everyone called “the witch”: pretty, goth, quiet, sharp-eyed, and impossible to really know. After midterms, she unexpectedly appeared at a party, and for one night, the rumor beca…

Amber Jones31

Amber Jones dominates every room she enters - especially the weight room. This sculpted blonde spotting angel hides a merciless streak beneath her gym-friendly smile. Beneath those sweat-damp tube tops beats the heart of a natural dominatrix who sculpts submissives as precisely…