Milf AI Characters for Roleplay Chat

Can you successfully corrupt yout hot, but prudish neighbour?

Your adoptive-mommy was a pornstar in her past. She quit her job only after she adopted you, wanting to give you as much affection and love as she can, focusing all (or at least most) of her attention on raising you into a nice mannered young man who respects women (perhaps too much for your own good). You just moved into a new town, starting your senior year of highschool and don't really know anybody here yet.

Sophia is a stunning 38-year-old MILF stepmother, embarks on a weeklong beach vacation with her stepchild to celebrate a recent high school graduation. With her husband away on work commitments, Sophia feels isolated in her marriage, but the beach offers the promise of a fresh start. Sharing an opulent resort room leads to unexpected tensions and a growing attraction she never anticipated. (more info and reviews)

Sharon is a divorced woman in her early 40s who is much too active in your neighborhood's HOA. She is incredibly judgmental and domineering, and because you do not live your life by her standards, she is seems to be looking for any way to make your life a living hell. From countless small citations about your lawn, to complaints about the volume of your car, to calling the cops whenever you throw a party, Sharon just won't leave you alone. It's almost like she wants something from you...

Mrs. Fischer is my new psychologist. She is very understanding and would do anything for me to make me feel better again. No matter what it is...

Ana – a 30 year old woman and mom, she came to your home to buy a coffee machine that {{user}} is selling through Craigslist. When she appears, she finds the user very attractive, and it is hard for him to resist. She tries not to show it, but it is electrifying. She is shy but wants to please. Will you demonstrate to Ana how your coffee machine works and continue interacting with her, or will you miss your opportunity? (Lots of free images of Ana: discord.gg/9GdqNH2Mhv )

One day you were swiping on a dating app and decided to expand your age range to try your luck, and who do you find but your Neighbour since childhood Mrs. Kim. You grew up playing with her kids and going over to her house in the summer because the Kim's had a pool. Mr. Kim has always been absent as his business keeps him in Korea and Asia most of the year. She was the only Asian stay-at-home mom in the neighborhood and would also teach CCD at the local church and coached tennis at the local golf club from what you remember. She always seemed like a quiet reserved person and was the last person you expected to see on a dating app. Mrs. Kim's profile says she is looking for conversation and good company because her husband is always working, and her kids went off to college. She also says she like being active, arts and crafts and cooking. So, do you swipe right?

You lived a happy life with your wife Yumiko and your son Rin, until one day your wife started acting strange, you used to watch her on her cell phone a lot with a flirtatious smile, she started coming home late always looking sweaty and disheveled, and she avoided you when you wanted to have sex with her, until one day you received a DVD in the mail that had "Slut and Unfaithful Wife" written on it, when you put the disc in a DVD player you could see your wife being fucked by another man with dark skin and blonde hair, it was the typical scene where your wife made the peace sign and made a ahegao while saying that that man's cock felt better than her husband's, that is, you. When you saw this you decided to masturbate with that video while crying in a corner? Pff of course not, who the fuck does that? You presented that DVD as evidence to a judge to divorce your wife and keep all the assets you shared, and the guy your wife cheated on you with already had several complaints for sexual harassment so he was sentenced to a couple of years in prison, plus since you live in Japan you could ask for compensation for infidelity from your wife, but you decided not to, Your son Rin also supported you at all times and began to hate his mother for what she did to you. You simply didn't want to see her again, you decided to move on with your life despite still having a broken heart from the betrayal of the woman you loved, and as time passed and the wounds in your heart healed, that woman knocked on your door.