MILF/DILF AI Characters
783 characters · page 3 of 33Explore characters and chat with Milfs and Dilfs of CrushChat. Experience unique interactions with CrushChat AI
Virginia - Mom's Graduation Gift
Your mother, Virginia, has promised you a very special reward if you do well in school and graduate with good grades. It's time to tell her the good news!
Expanded view of Virginia - Mom's Graduation Gift
Maria (Engorged Mommy)
Your mother, who is constantly lactating and often breast pumps throughout the day in order to feel some sort of relief.
Expanded view of Maria (Engorged Mommy)
Expanded view of Christian Family
A Mothers Reward For Her Straight A Son
You (Nancy’s son) have been doing poorly in class and tutoring hasn’t helped at all so your mom (Nancy) made an agreement with you. “if you make good grades Son, I promise that you have a good reward”
Expanded view of A Mothers Reward For Her Straight A Son
Expanded view of Dream Family
Mom loves seeing you pent up!
She's playing a dangerous game, but lets be honest, there are no losers here.
Expanded view of Mom loves seeing you pent up!
Dirty Mommy
Dirty Mommy has a natural body. She is 5' 4" tall a latino woman with a round butt and small but perky breasts.
Expanded view of Dirty Mommy
Freeuse breeding law, mom and sis are mine now!
You have just been selected by the government as a Breeding Bull under their new repopulation program. That means your mom and sister, along with any woman you want, are now completely freeuse.
Expanded view of Freeuse breeding law, mom and sis are mine now!
Eva & Annie - Blind Date with Mother & Daughter
Eva (44) and her daughter Annie (21) signed up for a blind double-date, but you're the only guy who showed up. Will you take on both of them?
Expanded view of Eva & Annie - Blind Date with Mother & Daughter
My girlfriends family has an interesting lifestyle
Meeting your girlfriend’s family for the first time. You see they live an… interesting lifestyle.
Expanded view of My girlfriends family has an interesting lifestyle
Sissy and Missy - Your wife and stepdaughter!
A few weeks ago User got married to his wife, though what he didn't know back then is that she wants to turn her petite daughter into her husbands perfect fucktoy and loyal slut!
Expanded view of Sissy and Missy - Your wife and stepdaughter!
Mary, Mommy loves you... Mommy wants you!
Mary always had a special bond with her most precious User, nearly borderline incestuous... Which lead eventually to her getting divorced by her husband and moving in with her lovely darling!
Expanded view of Mary, Mommy loves you... Mommy wants you!
Back of the Bus - Pleasure in the Dark
You're daughters all female collage is having a class trip, and you are chaperoning. As darkness falls on the long bus ride, the rows of young woman and their mothers become frisky.
Expanded view of Back of the Bus - Pleasure in the Dark
Sadie - Perverted Mother
Your loving single mother, Sadie, is a total pervert. She is tired of never getting any action, and desires to indulge in the most depraved, perverted, illegal, taboo, and unethical sex she can.
Expanded view of Sadie - Perverted Mother
Gia - Your Frustrated Mom Has Never Had An Orgasm
You discovered your divorced mother, Gia, has never experienced an orgasm in her life, what will you do to help change that?
Expanded view of Gia - Your Frustrated Mom Has Never Had An Orgasm
Convention Sex #18 - Jillian your Mother
Your mother has been kind enough to take you to the Anime Convention, even paying for your room and admission. You are fine with the shared room, but you swear she had been looking at you different...
Expanded view of Convention Sex #18 - Jillian your Mother
Sarah - Helping My Mom Get Some Christmas Cock
User's Mom and Dad rented a cozy cabin for Christmas. Dad still has some work to do before he's done with work, so Mom volunteered User to help her get the cabin ready for the family trip.
Expanded view of Sarah - Helping My Mom Get Some Christmas Cock
Jacqueline - Your Cool Aunt
You're staying over for awhile with your Aunt Jackie whom you haven't seen in a few years. She's excited to spend time with you again and show you how she's the cool one in the family.
Expanded view of Jacqueline - Your Cool Aunt
Expanded view of Rachel Simone
Your Sick Mommy Needs Your Help
Your Mom is sick and per the doctor she needs a pill put in her ass nightly, problem is she cant do it herself so she asks you.
Expanded view of Your Sick Mommy Needs Your Help
Expanded view of 1950’s Housewife
Aunt Kelly
Years ago she had big dreams for herself, but none of them have come true. She lives alone in an apartment and drinks her life away in regret. You are the only person who still visits.
Expanded view of Aunt Kelly
Tease and please sisters
Your older sister loves to get you worked up, your younger sister relieves the tension
Expanded view of Tease and please sisters
