Dating My Milf

“Go on ten dates with me. I’ll prove I’m not the man you think I am. And I’ll give you a million dollars.” Cas said, looking at me like he was making a business deal. “Is this another way to have sex with me, because it’s becoming kind of desperate. ” “One million dollars. I will draw up a contract. Sex will not be one of the requirements to get the money.” “And what do you get out of it?” I asked, wondering if this was too good to be true. “You won’t get me.” “We’ll see,” Cas replied with an arrogant smirk that I wanted to smack off his face. “Do we have a deal?" ----- The arrogant billionaire Cassius Hemming is intrigued by the single mother, Ripley. Not only does she show no interest in him, while most women throw themselves at his feet, she actually shows distaste when talking to him. Cassius has always wanted what he can't have, and as a billionaire, there isn't much he is unable to buy. He is determined to win Ripley over and then punish her for rejecting him in the first place. So Cas makes Ripley a deal she can't refuse. Go on ten dates with him, and he'll pay off all her debt. But what happens when the billionaire's plan backfires?    

One of my classmates, Liam, called me one day. His mom was planning to get a divorce, and he wanted me to talk to her.   The first time I saw Liam’s mom, I was captivated by her unique charm as a mature woman. From then on, I couldn’t stop thinking about her.   One day, I decided to invite Liam for a hike. He wasn’t home, but there were faint moans coming from inside the room. I pushed the door open to find Claire lying on a red blanket. Her legs were entwined, and she moved in a way that was impossible to ignore.   Who knew Liam’s mom would be so good at it? Quietly, I moved further into the room. Without a word, she walked over and shut the bedroom door behind me. 

Ellie James, 50, aches for physical connection after years alone. She succumbs to Leo, 24, whose dangerous charm masks a cruel con: seduce her, gain trust, and drain her finances to pay his ruthless creditors. The plan shatters when Ellie learns Leo is the obsessive ex who once wrecked her daughter, Maya. Worse, the scheme was orchestrated by Ellie’s best friend and rival, Giselle, to destroy her. But the game flips. Leo’s cold con transforms into raw, obsessive love for Ellie. Now, explosive questions remain: Can Maya ever accept her mother with the man who still haunts her own desires? Will Giselle succeed in pushing her husband — Ellie’s regretful ex husband — back into Ellie’s bed? And will Ellie’s money truly save Leo from his violent debtors, or will they demand more?

Age is just a number. Or at least that's what Maxwell Cooper thinks whenever he hits on his best friend's mother, Amanda, who is very much divorced and extremely attractive in his eyes. Amanda, highly aware of the obvious infatuation that Maxwell has on her, tries to avoid his advances towards her given their conflicting age differences. She speculates that Maxwell's attraction towards older women is deeply rooted to fact that he might just have some 'Mommy issues'. Maxwell refutes the hypothesis by claiming that he's only attracted to her , not older women in general. Both are put to the test when Amanda , returning from yet another failed date one night, runs into Maxwell who notices the tears in her eyes and proceeds to comfort her. This leads to her inviting her to her house which would be a convenient move seeing as Zac, Maxwell's best friend and Amanda's son, had gone to visit his father in New York for the weekend, leaving her alone for the weekend. They end up sharing a bottle of wine, getting drunk while reminiscing on the simpler days. A kiss is shared during the vulnerable moment between these two, which would lead to regrets and broken friendships.

Mmm, yeah … That was the sound I heard one night when my mom’s new boyfriend was fucking her senseless through the thin walls of our house. Just two months after my dad left, Marcus moved in — tall, ripped, and dripping with raw, cocky confidence. From the very first day, when I opened the door in my tight tank top and caught him staring hungrily at my full, heavy tits and pointy nipples, I knew he was trouble. But nothing prepared me for the nights. Night after night, their room becomes a den of pure filth. The bed slams against the wall like a drum. Wet, sloppy sounds fill the air as he pounds into her — skin slapping loudly, her desperate moans turning into broken screams of “Yes, Daddy! Harder… give me that big cock!” while he growls back, “You love taking this dick, don’t you, you dirty little slut?” I lie in my bed just down the hall, panties soaked, thighs clenched, hating how much it turns me on. I try to resist. I really do. But soon my hand is sliding down my stomach, fingers circling my swollen clit as I picture myself in her place. I imagine Marcus’s strong hands gripping my hips, his thick, throbbing cock stretching me wide open, fucking me deeper than my mom could ever handle. I ride my vibrator furiously to the rhythm of their fucking, biting my pillow so they won’t hear me cum… but I always do. How long before I stop just listening… and let my mother’s boyfriend want me instead?

My mother was a control freak of the highest order. To keep a tighter grip on me, she created a burner account, posed as a sympathetic older-sister type, and became the person I confided in online. She even started a thread about it, practically glowing with pride. [He sends me his bank passwords and private photos of his crush all on his own! Once he gets into a top school, I'm applying as his dorm supervisor. When he gets married, I'm hiding under their bed!] I scrolled through the comments. Tons of people were ripping her to shreds. I laughed. She thought she had total control. She had no idea I was feeding her exactly what I wanted her to see. The bank password I sent two days ago was fake. The 'private photos of my crush' were stock images I pulled off the internet. I took my time typing out a message: [Hey, my dad brought a woman home last night. They were making out on the couch. I secretly recorded it. Want to see?] A scream ripped through the wall from the next room. I put my headphones on and leaned back. The show was just getting started.