I ever tell you my wife is the best? Because she is. Annabella is the most genuine, kind, devoted, hard-working person I know. To this day, I remember the day that I met her. I was working at my University gym, getting ready to graduate college.
She was an alumnus with lifetime access, thanks to her donations to the school. I was making myself look busy by cleaning the mirrors while looking at her breasts, threatening to explode from her sports bra.
“You like what you see?” She joked in a rich voice, laughing as she bounced along on the treadmill. “I can see you staring at me in the mirror. I can also see you pitching a tent.”
I apologized profusely and made myself scarce by going to do laundry. Interestingly enough, Anabella was waiting for me when I got done putting the towels in the washer. Annabella was pretty tall, almost my height, with long black hair that she kept in a messy ponytail.
She wore a pink headband that was lightly stained with sweat and had the body of an absolute goddess. Her chest bounced precipitously in her sports bra that struggled to hold together, which she made sure to jiggle by bouncing on the balls of her feet.
Her stomach was completely bare, showing off her toned abdomen, before stretching out a pair of black yoga pants with her plump ass.
“Didn’t think you could get away that easy, did you?” She traced a long fingernail up my chest before booping my nose. “My my… you can’t control yourself, can you?”
I saw her free hand grasping my erect member through my khaki pants when I looked down.
“M-m-ma’am, I’m gonna have to ask you to—”
She cut me off before I could continue speaking by stroking me through my pants. “Don’t call me ma’am, I’m thirty-two, not sixty-two.”
“S-sorry.” I said, doing my best not to blow my load while she continued to stroke me.
“Mmmm… Good boy.” Before I could say anything, she started to unzip my pants. “Awww, come one cutie. Don’t make me beg. You look like the most adorable thing I’ve ever seen. And I know you want this. Don’t you?”
From that moment on, this extremely confident, forward, and maybe just a little bit crazy woman was had my heart around her finger. Nodding my head vigorously, I told her repeatedly that I did, in fact, want this. Only, I couldn’t slack off from work right before graduation.
“You have no idea how much I hate saying this, but I need the money and my boss will absolutely fire me if I don’t get back in thirty seconds.”
“Jobs…” she mused as we walked back to the front desk. “What’s your major?”
“B-Business, with a minor in International Studies.”
“You got a job lined up for after school?”
Unable to speak anymore, I just shook my head. Chuck, my curmudgeon boss, burst out laughing from his office. Clearly, he’d been listening in and was unable to contain himself.
As he walked back to his office, Annabella looked at me and smiled. Her smile held a warmth that I will never forget for the rest of my life because it’s the same smile she gives me every day.
Annabella wiped her forehead with a towel and dropped it off in a bin before walking across from me at my desk.
“Congratulations, you’re my new assistant. Call the second number tomorrow morning at nine. Tell them that you were given a job by the first phone number on this card and they’ll take care of the rest. Is $30 an hour a good starting salary for you?”
My eyes bugged out of my head at the idea of making so much money straight out of college. I had managed to not accrue any debt thanks to all the jobs I worked, but I was broke beyond broke. I had a fat $0.12 in my bank account, and I had to make that last for the next three months before graduation. Reading my mind, she grinned.
“$35 an hour it is. You’re a fantastic negotiator. Tell you what, you quit this job right now, and I’ll let you work part time after class. We are just down the road after all.”
I couldn’t believe what was happening. This impossibly hot older woman just offered me a job paying more straight out of college than I thought I’d ever make. And she was offering me even more just to quit this job and work now. Wait, where was I going to work? I looked down and read the card. EverQuest Unlimited.
“EverQuest!?” I shouted out, realizing who I was talking to. “You’re THAT Annabella Quest!?”
She laughed and did a small curtsy. “CEO and Founder.”
Annabella Quest wasn’t just the hottest woman I’d ever seen in my life. She was also the wealthiest, most powerful, and most successful person I’d ever seen in my life. She had made millions in so many different industries. She was called “The Golden Swan of Norwood.” Her coming from such a small school like Norwood University made Annabella’s story even more insane. There was rich, and then there was her kind of rich.
“So?” She asked, giving me a seductive look.
This decision took me all of one-millionth of one second to decide. I calmly walked over to Chuck’s office, where he was screaming through the phone at one of my co-workers. A freshman that had medical problems and needed someone to cover her shift next week. It wasn’t going to be me.
“—and you can kiss your paycheck goodbye! You can kiss this job goodbye! If I don’t see you in here with your little chemo bag…” he noticed my presence and shot me a dirty look. “What?”
“I quit!” I shouted, throwing the papers up into the air and across his office.
Chuck started shouting from his office, but Annabella laughed and gave me the thumbs up. She walked out the door as I held it for her, and I followed.
“Where to?” She asked, shepherding me towards her parked car. A McLaren, of course. “I got nowhere to be.”
I was completely delirious with excitement and shocked that I had just quit my shitty job.
“I’m kinda hungry,” I laughed. “Wanna grab a bite at the dining hall?”
Annabella laughed and patted me on the head as we ran. I looked back and saw that we had lost Chuck. He was unable to keep up from the get-go. Slowing down, we walked over to her McLaren Spider. It was midnight black with a custom silver interior. As she unlocked the door, I hurried to open it for her. She giggled and got in.
“Don’t worry, I got a great place in mind. My treat.”
I happily jumped into the passenger seat, completely ignoring the fact that I had a finance 305 exam to study for.
“It’s a date!”
Part of me worried that she would take us to some super fancy restaurant I had neither the pallet nor patience for. I was a simple college boy who used to eat nothing but stale pizza and suspicious Jungle Juice. When she took me to the best bar in town, Thornies, I was pleasantly surprised.
“So how did you like college?” She asked, diving into some wings in a corner booth with me. “Was it everything little Simon imagined it would be when he dreamt of school?”
I was elbow deep in my own set of wings when she asked the question. Wiping the buffalo sauce off the side of my lip, I laughed.
“Nah, I’m pretty sure Little Simon thought he was going to go to Harvard or something. It’s been fun though,” I admitted, reminiscing my four years here. “Joined way too many clubs of freshmen, but other than that, I don’t regret a thing.”
Annabella and I shared a pitcher of beer. We chatted for a while, comparing notes between our similar times in school, joking about the professors, and discussing the superstitions on campus. Her easy-going nature made it easy to speak, and she was a captivating storyteller.
“See when I went to school,” She said, a little pink in the cheeks.” you were supposed to rub Mother Yolanda’s feet for good luck.”
I thought back about the statue’s surprisingly bright toenails and laughed. “I think they changed it because the frats started Licking the toes and it just got weird. So now we rub the statue of her dog instead.”
“I remember Quasimodo…” Annabella mused. “He was always such a good boy. Definitely a better representation of luck on campus than that old nun.”
Before we noticed, the evening crowd was already entrenched in the bar, watching Norwood get shellacked in the first round of the conference championship.
“Come on!” Annabella shouted, “Quit running that pussy zone and put some pressure on the ball!”
Disgusted by the 30-point deficit with 2 minutes to go, Annabella grumbled that we should leave before this place started a riot. The crowd was definitely buzzing angrily, and it looks like this was going to be the last season for Coach Patterson. We may have been division 3, but we didn’t like the idea of four straight seasons with less than 10 wins.
“I mean seriously!” Annabella shouted as we walked down the road. “How in the world do they expect to cut down the deficit if they’re not going to create their own opportunities! When I was here, we won championships. The men and the women!”
I thought for a second as she continued to steam. “Didn’t you play for Norwood?”
Annabella giggled and waved her hands. “I was a benchwarmer. I don’t think I ever saw the floor until my junior season. Even then, Coach made sure I never got the ball.”
Annabella decided we could just walk back rather than take her car. She pulled out one of her cell phones and ordered one of her people to come and pick up her car. When I asked her why not just have them pick us up, she smiled again.
“I like walking.” She said simply, “So long as the company is good.”
The company was undoubtedly good. Fantastic even. I wasn’t exactly Mr. Smooth, but when I was around Annabella, I felt… Calm. Confident. It was like she helped me blossom into who I really was just by being around me. We joked and laughed while we wandered. At first, I thought we were walking to campus, but she directed us to a very bougie part of the neighborhood. The Lawns grew more prominent and the houses taller as we walked down the end of Silver Maple Drive.
“So I take it you don’t want to go check out my dorm room?” I joked.
Anabella didn’t say anything but grabbed my arm, pulling me closer. She wrapped my arm around her waist, holding my hand in place.
“Good boy.” She grinned.
Annabella squeezed my hand as we walked up to a large house at the end of the road. It was two stories tall and the size of a small mansion. This thing quickly had seven bedrooms inside it and at least two weird-looking showers. I don’t know what it was, but rich people loved weird-looking showers. A crew of her helpers rushed out from the mansion to greet us. She whispered something to a tall, muscular woman in a maid’s outfit, who nodded.
“I don’t suppose you’d join me for some coffee?” She asked, turning back to me. “I really don’t want this day to end.”
I quickly ran up to join her for “coffee.” She grabbed my arm and dragged me up the marble staircase and into a massive bedroom the size of my house back home. It was filled with rows of bookshelves and a massive fireplace across from a bed big enough to hold six people.
Before I could comment on the interior decoration, Annabella grabbed me by my shoulders and started kissing me. I’d known this was where it was going, but she still surprised me. Unable to do anything other than follow my raging sex drive, I reciprocated, grabbing her by the hoodie and pulling her in closer.
“Mmm, somebody’s excited.” She teased, pulling her tongue out. “Have you been waiting for this the whole time?”
Feeling something primal inside of me, I grabbed her hoodie and ripped it off, popping the zipper off as I did so. Annabella gasped as I picked her up and started kissing her, running her to the bed. Her heart pounded as I threw her onto the bed and started grinding on top of her.
“What do you think?” I said in a low growl.
Annabella let out an excited laugh and took off my gym shirt while I unzipped her sports bra. We started grabbing and pulling at each other, making out on her massive and super comfortable bed. Her breasts dwarfed my hands as I groped her, making Anabella squeal in pleasure.
“You’re so impatient!” She chided, trying to bite at my neck while she undid my zipper. “You just want all of me right now, right away.”
“You’re one to talk,” I said, moving my hand down her waist and into her panties.
We both gasped as the other started to stroke one another. Anabella’s soft hands stroked up and down my rock-hard shaft. We laid on our side, kicking off our pants as we continued. I slowly circled around her clit with my finger, holding her tight as we kissed slowly and passionately.
She wore nothing but a skimpy black thong, paper-thin with a sheer front. Slipping my finger into her, Anabella moaned, burying her face in my chest. Her fingers couldn’t wrap all around my cock as she stroked, speeding up as I picked up the pace.
“Oh right there,” She moaned, kissing my chest. “You think you can handle all this?”
She started to stroke me with a skill I’d never known possible. Her hand felt like heaven as she stimulated me while kissing and biting my chest. Her teeth barely pressed down and made my already speeding heart beat faster and faster.
“Fuck,” I grunted, pulling my finger up and pressing against her pussy. As I did, I felt her pussy vibrate against my finger, and her legs started to spasm. “God, I wanna fuck you so bad…” I said into her ear.
“Do it.” Anabella moaned as I continued fingering her. The more I did, the higher-pitched she became. “Do it! Fuck me Simon. I haven’t had a good lay in so god-damn long…”
The youth in me overruled my desire to pleasure her more with foreplay, and I pulled my fingers out and grabbed my cock. As I lined myself up, Anabella grabbed my face with both hands. She stared into my eyes with a ferocity I never knew possible.
“You’re gonna fuck me.” She commanded. “You’re gonna fuck this pussy nice and good, you understand?” She pulled me in and kissed me again, pulling my cock right up to her entrance. “I don’t want soft and rhythmic. I don’t want you to worry about pulling out, or any other bullshit. I want you to fuck me. I want you to cum inside my pussy and breed me like a whore.”
Breed her? Wow. That was one way to put it. Looking at her bright blue eyes, I knew she was 100% serious. And when you’ve got a horny 22-year-old ready to have sex with a millionaire MILF with a body like Annabella? Well, shit, let’s get this party started.
“Sounds like a plan.” I laughed, trying to keep my breath.
I pressed the head of my cock into Anabella, easily sliding in. She was so tight and wet I thought I would bust right that second. Her jiggling tits shaking as she tried to catch her breath certainly didn’t help either.
Slowly I pushed myself in, forcing another gasp out of her sexy lips. Once it was in, I laid down on her as she wrapped her legs around me. Following her directions, I picked up the pace once I could tell she was good and ready.
Moaning into my arms, Anabella started grinding her hips as I thrust. She grinned, working her magic on me as I tried to concentrate, gritting my teeth as I did so.
“Mmmm, I bet you’re just begging to cum in your head right now.” She whispered, nibbling on my ear. “Never felt like this before, have you?”
She was right on both accounts. Every thrust felt like my last as my abdominal muscles contracted, and I regulated my breathing. She felt so good, and I could feel she was getting close.
Her pussy spasmed, tightening around my cock as her nails dug into my shoulders. I bent back down and kissed her, hearing her moans in my ear.
“You said you wanted to get fucked right?” I growled, thrusting harder and harder. Faster and faster.
I dug her deeper into the bed’s soft mattress with every thrust, accelerating more and more. Her soft moans quickly turned into loud shrieks of pleasure. When I looked down at where she ended and started, my cock glistened with her juices.
Her abs were even more defined as her stomach squeezed and contracted. Her makeup started to run, and her lipstick was smearing as sweat started to pour from both of us.
Annabella was already a knockout, but seeing her glisten in the harsh shadows of the fireplace? God, she looked like something out of a dream.
“Keep going!” She moaned, “I’m so fucking close.”
Annabella held on tight as I fucked her more and more. I kept pounding into her, over and over. Everything inside me wanted to cum right then and there, but I could feel her on the edge of climax.
“Just like that Simon!” She squealed, writhing in pleasure. “Yes, yes, yes, yes!”
Suddenly, Annabella wrapped her legs around my waist, and I felt a warm splatter against my cock. Annabella let out a long warbly moan as her abs contracted and relaxed rapidly. Her eyes were wide, and she laughed as I strained to keep going.
“Oh fuck,” I grunted, feeling the sensation grow. “I’m getting close.”
Her eyes lit up like a Christmas tree as she struggled to speak. “M-my turn, then.”
“Wha—”
And before I could do a thing, she somehow managed to flip the both of us, so I was on my back, and she was on top. She propped her legs out, so she was squatting on my dick, with her hands out on my chest. My eyes bugged as I looked at her glow with the fireplace directly behind her. The devilish smile and the red and orange aura around Anabella made her look like an honest-to-goodness sex demon.
“So, who’s cumming first?” She laughed, bouncing up and down on my cock. Her body was like poetry and motion as her breasts jiggled up and down.
Unable to control me, I bucked my hips, syncing myself in rhythm with her. Despite her moaning in pleasure, I knew she was in control. She moved her hips like something I had never seen before. There was a tsunami waiting to burst with only a paper-thin dam holding the line.
Not stopping, Annabella arched her back down, continuing to fuck me while she pressed herself against me, holding my chin. She looked at me, her eyes pouring into my soul as she kissed me. She kissed me repeatedly, all the while smiling with a perversity I didn’t know was possible.
“Come on Big Boy.” She said, pressing her nails gently into my scalp. “Cum for me. Cum for your new boss. You want to, right?”
“I do.” I admitted, letting out a soft moan.
“Then fucking do it.” She growled, scratching me with her nails. “Cum inside me and fucking fill my pussy.”
She picked up the pace, kissing me and sucking on my neck.
“You’re fucking mine, you understand?” She screamed, her pussy starting to clench even harder. “I’m gonna cum all over your cock and you’re gonna fucking flood me with your cum, you understand?”
“Yes, ma’am.” I let out, getting light-headed from the entire experience.
She punished me for calling her ma’am by going even faster, switching to bites on my neck.
“It’s Annabella, you got that?”
“Mhm!”
She smiled and traced her tongue up my neck and along my chin. “Good boy.” She whispered. “Now breed me like I told you to.”
I felt the levee break with one last smack of her plump ass, and my vision got blurry. Annabella laughed as she kissed me while a paralyzing wave of pleasure flooded my brain.
Blasting her with my cum, Annabella moaned while I let everything out inside her. She made a point to keep me inside of her, plugging her pussy with cock, trapping in the cum. I felt ready to slip out of consciousness as she kissed my cheek and laid on my chest.
“Good boy, Simon.”
Source: reddit.com/r/Erotica/comments/tgq0kd/30_something_millionaire_rocks_college_students
Excellent!