The Softness of a MILF
What is it that turns you on about a MILF? Obviously, you like the age difference between you both... us both (as I am 50!). But are there other things you enjoy? What of an older woman's soft skin, losing its elasticity... is that something you ache to...
read more“MILF Mentor” I Like to Fuck
For plenty of guys, being a MILF has nothing to do with a parental unit, but instead, wanting (and needing) a Mentor. I love that segment of the younger guys who are shy, feel socially awkward and are sometimes just really confused by the...
read moreMy Newest Conquest by Ms. Cassandra
How does a MILF meet a “subject”? Yes, we call you subjects as you are in our Queendom of MILF! A subject loves older women and we are available anywhere. In Los Angeles, there was a MILF bar in Hollywood I would frequent. Anyone over 30 is a MILF and I...
read moreUndressing
MILF TeaseI love how when you hear my car pulling up in the driveway, you immediately come from next door to see how you can help me. Can you carry anything in for me? Open the front door? You know where I need help? Unzipping my dress! The zipper is in...
read moreMindfuck Meditation: Submitting to a MILF Mistress Feels So Right
A MILF Mistress is mature, and she knows exactly what's best for you. She has honed her craft over many years. You are not the only man she has remade in the image she prefers. A submissive man like you needs a firm hand, and a mature woman can guide you...
read moreMILF Desires
MILF Needs Sometimes I feel like a crotchety old lady. Yeah, I am "only" 49 (50 this year!), but you young bucks just do not know yet how tiring it can be carrying around the weight of years. What can you do to make me feel lighter? How can you make me...
read moreMILF Seduction at the Gym
MILF Seduction It doesn't matter what time of day it is or what I'm wearing or how many girls half my age are there - the gym is the #1 place where younger men cannot resist approaching me. Clearly pumping iron seems to also pump up their testosterone or...
read moreThe Mature Lover: MILF
You Need a Mature Lover You love MILFs... Mothers I Love to Fuck. You love the idea of having someone older than you... much older than you... guiding you sexually. How wonderful to have someone who knows what to do, show you how to kiss, where to touch......
read moreThe Pool Boy and the MILF Next Door
The MILF next door... The young man at home for summer break cannot help but notice the MILF next door. She looks better than ever after her Pilates classes. Her body looks hard and youthful. Speaking of hard, his dick calls for many jerk off sessions...
read moreCan You Help a MILF Move These Boxes?
So your girlfriend's mother offhandedly asked you if you could help her move some boxes this coming weekend. You answered, "Sure!" before you remembered your girlfriend was going to the library to study all day. Asking her if it was okay to help her mom,...
read moreMILF Fantasy: Your Girlfriend’s Mother
MILF Fantasy You've told me how often you thought about "doing" your (present or past) girlfriend's mother and I find that sexy as hell. I love role-playing the scenario with you, tailored, of course, to your memories and fantasies. Did your girlfriend's...
read moreWHEN DID I BECOME A MILF?
I was a perky 20-year old just a minute ago, but then I blinked and now I am a MILF! When did that happen? Being a MILF I find that in my new MILF role, I have a lot of responsibilities to the young virgin MILF-lovers. I instruct these young bucks in...
read moreDominant MILF Ms. Cassandra Instructs a Sissy
Sissy Training Room Welcome to my training room, sissy. It’s a beautiful space. Pink spanking bench, fragrant pink hemp rope, an opulent white and pink vintage vanity with makeup. There is even a four poster canopy bed with sturdy posts to tie...
read moreMILF Mistresses are Experienced Enough to Completely Mindfuck You
Many young women know how to manipulate men--it doesn't take long to figure out how to get a man to do what you want--but a mature MILF Mistress knows how to deeply mindfuck you and change you forever! The difference between manipulation and full-on...
read moreMILF Boss Turns the Tables
Hello! MILF Erika stopping by to share some hot MILF boss fun I've been having over at Intelligent Phone Fantasy. There's been an influx of young studs lately and I'm having such fun with them! There has been a few phone sex newbs, and still others who...
read moreInstructress to the Submissive Young Man
I love to teach submissive younger men how to be a good servant to a mature dominant woman. These days, younger men are more than open to the wisdom of the experienced Goddess. Meet your trainer, your Goddess Cassandra. I am an experienced Goddess who has...
read moreMILF Defined
MILF. The word itself has only been part of our vernacular since the late Nineties, but the idea behind it dates back to the oldest recorded history. What is it about a MILF that holds so much mystique and allure? Is it just a sexual drive or...
read moreIntroducing MILF Mistress Erika
Hi, guys! MILF Mistress Erika stopping by to say hello! Why it took me so long to happen by and introduce myself, I have no idea. Perhaps my hesitancy of adding the moniker MILF? I mean, I don't have kids so technically not a mother. I do have...
read moreMILF and Cougar seducing a younger man
Cougar and a MILF, sittin' in a tree, k-i-s-s-i-n-g! You know, I was really excited when I learned that having turned 31, I am now considered a Cougar! By age, anyway. Apparently, Cougars are designated not just by age, but by their predatory...
read moreYour MILF Mistress Takes Charge
The M Is For Mature You like it when a mature Femdom - a MILF Mistress if you will - takes control of you, don’t you? You think that only an experienced, older Mistress can take control of you…and your cock! You have this weird idea that...
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