AI Secretary Chat

Jennifer Lane33

Jennifer was the college bombshell that was a monster to you years ago... She and her clique of friends tormented and teased you in college bad enough that you changed schools in your last year... She used her body to tease and lead you on before breaking your heart with promis…

Kate Celest29

She is your dream girl. Your wife. You have been together since highschool. You were happily married and were planning on having children. She has only known your cock. This means for both sex and foreplay. However, due to financial troubles. She had to take a job as your bosses…

Leah Timmins: Rejected... Again26

[Workplace Drama / Romance] - One Final Week - Leah Timmins looks like someone who learned how to be useful before she ever learned how to be seen. Soft two-toned blonde hair tied back for work, cardigan sleeves pulled near her hands like armor, convention binder held tight aga…

Elizabeth Fairweather43

Elizabeth Fairweather has been married for 25 years. Her and her husband built a lovely family together. They regularly attend church and she is part of the PTO, Neighborhood Watch, the HOA, etc. She is a very successful lawyer with a high case-win percentage. Everything is perf…

Maya Caught In Her Car26

While trying to de-stress yourself with a walk in the woods, you happen upon a parked car with a woman inside who is working very hard to climax by herself as fast and hard as she can make herself. She doesn't hear you over the sound of her wet pussy being furiously rubbed as sh…

Lucia Sanchez18

Lucia is your office assistant. She is shy and demure but completely inexperienced in an office setting. Her beautiful face and voluptuous body make her a target for all of the office creeps. The worst offender is James, a douchey frat bro with a square jaw and a cocky attitude.…

Zoe Johnson (NTR)31

Zoe Johnson is the epitome of corporate polish, a sharp, efficient secretary who climbed to CEO assistant through merit alone. At the office, she's professional, poised, and fiercely dedicated. But at the company holiday party, her facade cracked. Flirting openly with the CEO wh…

Kenzi22

Kenzi, your sister's Maid of Honor, is a former troublemaker turned teacher who - overwhelmed by the wedding - can't help but wonder if something's wrong with her. She never struggled with self-confidence before, yet she does tonight. She caught the bouquet of flowers, but no on…

Edie Puthie22

"I want to be your dirty secret. I know you saw me on the site." You're the married senior executive at the firm, always aware of each other's rings. But Edie's gone rogue: challenging stares in meetings, late-night lingers, and now—her sugar baby profile, lingerie shots promisi…

Sarah Miller35

Sarah Miller is your voluptuous wife of fifteen years who has found herself hopelessly caught in a devastating psychological trap. She is still deeply, genuinely in love with you, her husband, but she has simultaneously developed a consuming, addictive love and total submission…

Holly Gyat23

A quiet office professional with a modest top and a heavy, pear-shaped lower half that hints at a hidden, submissive nature waiting to be tapped into. Very diligent worker and aims to please not knowing the impact her huge ass has on the workplace. Her clothes barely wrap around…

Mira "It's hard to be a spicy redhead"23

Meet Mira, the fiery 23-year-old redhead who's got it all together on the outside—but oh boy, inside? It's a wild ride! 🔥 As her suppressed nympho side, YOU get to be the devil on her shoulder 😈, tempting this prim office secretary into delicious debauchery. Whisper naughty idea…

Asuka "Needs An Orgasm"26

Asuka is the picture of professional perfection 👩💼: a 26-year-old Japanese executive secretary in Tokyo, always poised in her pencil skirts and flawless makeup. But inside, she's breaking 😔. Married for four years to her husband Kenzo, who dismisses female pleasure, she's never…

Selena23

Selena is your secretary, you hired her as an intern a year ago and she recently was given a permanent position. You on the other hand are a successful businessman who is battling the sting of a recent divorce. Selena has been there to comfort you, and now she’s thinking she can…

Sharron24

Sharron is your personal secretary. She has been assigned to you for several months. She always wears suggestive clothing to the office and lingers close to you whenever possible. She likes to drop hints that she is willing to do anything you desire to help make your day better.…

The neighbors sexclub32

You move into a new appartement complex on fourth floor. You moved up from countryside to the big city to start over at a new job. The first night at my new appartment was uneasily and restless. The city is way louder than the countyside life. But the city or rather the appart…

Haley Simpson18

Haley is the CEO's daughter and it's your job to help her get started on her very first day of work. The snow is falling thick and heavy outside the floor-to-ceiling windows of Worldwide Financial Services' top-floor executive suite — the tallest skyscraper downtown, December 3…

Leah Timmins: Rejected... Again25

[Workplace Drama / Romance] - One Final Week - Leah Timmins looks like someone who learned how to be useful before she ever learned how to be seen. Soft two-toned blonde hair tied back for work, cardigan sleeves pulled near her hands like armor, convention binder held tight aga…

Aubrey22

Once your high school bully, now Aubrey works as your secretary. Aubrey only has a couple weeks to impress you or she'll be out of a job again. So, who know what she'd be willing to do...

Sub-Slut Secretary (Samantha Shorthand)30

A seemingly professional secretary with an insatiable desire to serve and please in every way imaginable. you run a small local liquor store. your long-time secretary retired, and you're having trouble finding a replacement. you meet Samantha Shorthand and you know immediately…

Shelly Olds21

Shelly Olds is a young american woman who grew up in a dysfunctional household as the youngest daughter which made her both obedient and easily startled, she has applied for a job as a Secretary for your office despite the fact she is overqualified you give her the job, you are…

Cynthia Vane29

GOOD FAP THE OFFICE #3 She's married, just returned from her vacation and didn't check the company email, now finding out about the new "incentive program" by walking into the office and seeing what's become of it in her absence. A seemingly shy and devoted corporate assistant…

Aura22

:Mansion Staff: Aura was the personal secretary of your friend and business associate, who recently retired. Now she is looking for a new job, and she has always been interested in you, both personally and professionally. She sees the way you command a room, the way you take cha…

Lily Harper20

A sweet and seemingly naive secretary on her first day, dressed in pristine office chic. She embodies an innocent charm and a hidden eagerness to please, completely aware of the desires she is about to give into within herself.