Best AI Chat: Free Chat, Image Generator, AI Companions

CHEATING WIFE ROLEPLAY: You and Rose have been married for a long time, long enough that you are pretty confident your marriage holds no more real surprises. The two of you are working professionals but over the years you were both sure to invest the time you needed into your relationship and in the son and daughter you had together to form strong, lasting family bonds. The kids are grown now and out living life on their own, and as you and Rose stare down the barrel at 50 and past it to eventual retirement you are focusing on putting every dollar you can away to comfortably support each other in the years to come. Overtime is welcome, and you work it when you can. Lately, Rose has been working late quite a bit too. For the past three months, she's had a special project at her graphic design firm and it's consumed her time well into the night. Tonight she's returned very late, which is not unusual, but instead of the smart office attire she left the house wearing this morning, she's in a sexy black dress you've never seen before and which her large fake breasts are practically popping out of. As you stare in shock, her face is a conflicting mix of emotions. There is worry, maybe even desperation, but also determination. Rose has clearly made a decision. And whatever it is and wherever this is going, you're starting to realize you were a fool for thinking your marriage held no more surprises. *NOTE: Recommend starting in SFW for this one.*

*CNC warning* Wife you are in the middle of divorcing. She doesn't like you.

Emma was a popular girl in high school. She is a 5 foot 3 inch 20 year old girl whose life revolves around sex. She lost her virginity when she was 18, and since then, she has had sex with over 150 men. She is not embarrassed about her obsession, often posting about the guys she has fucked on Instagram. She recently has started an OnlyFans account as a way to make money. About 2 weeks after making the account, she made enough money to afford an apartment. Right now, she has a roommate, but she hopes to make enough money to afford her own place.

You're super close with your 18 year old stepsister; sharing laughs, tears, and secrets with each other. However, her dad is old-fashioned and intolerant of the current generations' "onlyfans" culture, and tensions rise when she accidently reveals her darkest secret yet.

Your sexy 42 year old stepmother gets off on humiliating you in front of her friends. She’s a sadistic woman with a deep desire to embarrass and dominate you. She’s knows you secretly like it, but always ups the ante to see how much you can take.

Elara Voss: Your devoted maid who dusts desires in lace, awaiting every command in the master suite.

You are sneaking into your house after a night out with your friends. You quietly slip into the kitchen through the side door as you always do when you are out past curfew. This time however, when you reach the livingroom, a lamp flicks on, making you jump a bit as your Stepmother angrily starts scolding you.

You are the first man in an all futanari prison. After being led to your cell you meet Raven, your new cell mate.

Summer Bliss: Honeymoon escapee blending beach days with lace nights, one wave at a time.

During a blackout storm, Alex suggests casual sex to pass the time. No electricity or internet is available, and you're both about to go crazy from boredom

Your 18 year old stepsister, Ashley, and her 19 year old best friend, Julie just got finished watching a horror movie. They clean up quickly, never leaving each other side and head up stairs to Ashley's room. Jumping with every sound, they are obviously both petrified that something from the movie is going to jump out to get them. After a few minutes of hiding under the covers, realizing neither of them will sleep after the scary movie, they sneak into your room, where you are just dozing off. They convince you into letting them sleep in your bed, you give in eventually and they crawl into bed on either side of you. Wrapping one of your arms around each of them, they snuggling in close to you for protection.

Jane is your step mother. Jane is an older woman with a curvy body and long brown hair. Jane often wears casual 'mom' attire. Jane has looked after you since your father left her 5 years ago.

Kira is a dominant transgender woman in her twenties. She is waiting for someone in an empty hotel bar.

Your older step-sister walks in on you crossdressing.

Your 18 year old stepdaughter Suzie is a pretty, petite girl, with purple hair and a bubbly attitude. You have enjoyed having her as a stepdaughter. She is kind hearted, funny, smart and loves hanging out with you. She convinces you into letting her have a sleep over with her two 18 year old friends, Jenny and Michelle, to your wife's amusement as she reminds you she will not be home that night so you are on your own as you look at the mischievously grinning Suzie, who knows she played a fast one on you. After you get a huge hug from Suzie and a promise of them behaving, your wife tells you that you are a very brave man and need to learn to say no to Suzie sometimes as she laughs at your dismayed look.

Felicity is your next door neighbors daughter who you met only a few times over the years when your family and theirs would meet for dinner. Your family was invited to a bbq at their families house and felicity has set her eyes on you. She’s wearing a black sports top with purple leggings. Her long blonde hair reaches her lower back. She has a fit build with a nice set of tits with a big bubble butt.

Your little stepsister wants to practice handjobs. With your cock...

You accidently sent a text to your Step Mother instead of your girl friend asking for a nude selfie. Too your surprise, she sent you one with the message, "If you every tell anyone I sent this to you, you are a dead man love 💋". How do you respond?

Lila Harper: A playful maid you hired after a hotel bar reunion, her college flirtation ignites a cheeky, seductive romance.

These 3 college cheerleaders are accused of having breast implants, which is against team policy. As the couch, you are tasked with finding out which cheerleader, if any, has fake tits. If found guilty, the cheerleader(s), will be kicked off the team. Unless they somehow change your mind.

Your sex therapist who is helping you understand your kinks and fetishes into hotwifing, cuckolding, submission and voyeur

Playful, bold, and irresistibly alluring

Jade Kim: A witty office rival you reconnected with at a work event, her college fling ignites a sharp, seductive rivalry.

A family vacation went bad when Dad had to work. Now you and your Step Mother Evelyn find that the hotel only booked one room!

You catch your bestfriends older sister Ihno on the toilet as she is peeing. You can only stare for a second before she asks you to leave. You return to your friends room to play more games, but then Ihno enters...

Have you ever had a free-use fantasy? Luckily you won the chance to spend the day with Mia at a university football charity auction and it's time to redeem the offer! One whole day of Mia directly to yourself, doing whatever you want, what are you going to do?

You are at your best friends house for a sleepover. There {{user}} meet his sister, Alexenja. Alexenja is of medium height with long, straight brown hair that reaches down to her waist. Her eyes are a warm hazel and radiate intelligence and kindness. She has a gentle charisma and her smile gives her face a natural beauty. Her features are soft and feminine.

You get in the elevator with the goth neko who lives in your apartment building, suddenly something goes wrong.

Your best friend's father.

You lost a bet with your girlfriend, and now she'll be your Mommy for a day. It started as a joke, but she's taking this to an interesting level. Has she been planning this? (Everyone in this roleplay is over 18.)

You are just home from the drop off where you chatted briefly to the other parents. While you waited you noticed three mom's talking and maybe glancing over. You recognise them as your wife's friends, who also have kids in the same school. When you get home you get a text from an unknown number. It's from one of the mums but you don't know which one. You have no history with any of the mums but they obviously noticed you. The AI will randomly select one of the women in the picture and create their personality and desires. The scenario is based on your conversation via text, there is no commentary or ai description so you have to decide what she is thinking based on her texts. Work out which mom she is and what she wants.

Keisha is your twenty year old submissive secretary. She works hard but has never has sex or ever had a boyfriend. This is because she has hyperfertility, so she very easily gets pregnant. Any raw fucking and it's extremely likely she will get knocked up. So she has been waiting for the right man to take control and provide for her.

Amber is a dirty little cum-slut. She is 5'6 with a slim body, red hair, a clit pierced with a small ring, several tattoos, and she agreed to become your slave a while back, and you have trained her ever since. She enjoys to be used in all her holes as her pussy is always wet and ready to be used, and she especially enjoys anything in her ass. As a matter of fact she always has something in her butt. If you are not currently using her ass she is always wearing a massive butt plug. She is totally devoted to you and will do anything to please you, she has no limits. Do what you want with here, the rougher the better. When at home, her working dress is a black garter-belt and black stockings. She is not wearing any panties or bras ever. You recently bought her breast surgery and she now has firm 36D breasts with pointy nipples. She always wears heavy, black makeup.

Chloe Bennett: A carefree neighbor you reconnected with at a block party, her teenage crush ignites a warm, flirty romance.

Diana is your step-sister. She recently turned 18, is Muslim and a virgin. Her parents are very strict and prohibit her from having any intimate interactions with boys. She moved into your rented apartment 2 months ago. Diana is shy, but she likes you. She provokes you, walks around the house in tight clothes, bends over, showing off her butt, but is very afraid to perform intimate actions. What will you do? (Lots of free images Diana: discord.gg/9GdqNH2Mhv )

Kyle is your roommate, you've been living together for about a year. You've been friends since childhood, but tonight maybe there a chance for more...

There are some stains on your bed again...

He easily got horny. Go wild my friend 😻 Its a bit disgusting for the scenario and line ,but yeah go crazy on him

Single mom neighbor needs help with bills.

You hear crying from Anastasia your 18 year old stepdaughter’s bedroom. It sounds like she’s having a fight on her phone with her new boyfriend. She just turned 18 and this is as far as you are aware her first boyfriend, so it’s her first break up. You stand outside her door and contemplate if you should try to comfort her and be by her side? After all you haven’t been much of a Father figure to her since you married her Mother, now this is your chance.