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MY MILF DREAM COME TRUE

Author: Roxannie
last update Last Updated: 2024-10-29 19:42:56

Those mature, tantalizing women... how enticing, how seductive they are... every young man's dream is to be taken by one of these experienced sexpots.

It just so happens that mine actually came true…

So it Begins

Ever since I could remember, my dad had been the kind of man who had trouble committing to relationships.

He left my mom and I when I was just three years old and remarried less than a year later.

That coupling didn't last for long of course and over the years, he probably had more wives than he did hot dinners! I was sixteen when my dad introduced me to Alyssa, his current wife, and to my surprise they were still together three years later, when I was nineteen and leaving town for college.

Alyssa and I were not overly close. She wasn't like some of the other women who had tried to mother me in the past. She had simply accepted that I was pretty much grown up and left me to my own devices. I appreciated that, but what I appreciated more were her stunningly go
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  • Spoiled By Him    MY MILF DREAM COME TRUE(2)

    Chapter 2 Back in my room, I lay down on my bed and pulled my laptop onto my knees. It wasn't going to be very often that I would have the room to myself since my roommate would have to be arriving in the next day or two so I did what any horny, teenage guy would do, I opened my favorite porn site. I loved seeing those big boobed gals getting fucked. A video started to play on my screen. It was an older lady bent over on a bed while a guy thrust into her from behind. I started at those massive titties as they swung free. Every so often the lucky man would reach around and take hold of one of the full breasts in his hand. I listened to her moans, it sounded like she really enjoyed having those glorious funbags caressed. Oooh, how I would love to feel them, have her moan for me. My mind wandered and I found myself thinking of Alyssa. It would turn me on so much to free her from her clothes and finally see my step-mom entirely in the nude. I reached beneath my boxers an

  • Spoiled By Him    MY MILF DREAM COME TRUE(3)

    Chapter 3 After a few more hours of freeway driving and some winding through the streets of our town, I pulled my car into the driveway in front of my dad's house. Alyssa's car was parked out front and as soon as I turned my engine off, the hallway light illuminated and she appeared at the door. “Shane!” she squealed as I got out of the car, “Welcome home! You look great!” She looked great too! My step-mom was wearing a dress that stopped just above her knee but accentuated her hourglass figure perfectly. My stare immediately drifted to her breasts. Mmm, so plump! They were almost overflowing from the low cut of her outfit. How inviting! She ran from the doorway and wrapped me in her embrace. “I can't wait to hear about what you've been up to!” she said, “Come on in!” In the house, Alyssa had spaghetti and meatballs cooking for us to eat. “I figure you haven't had a home cooked meal in a pretty long time!” she joked, pointing towards the stove. “It smells delicious!

  • Spoiled By Him    MILF THREESOME

    Hadley Hayes is angry when she finds out that her husband and popular football coach had an affair while he was away at football training camp. Until then, Hadley had always enjoyed those two weeks out of the year for herself. This time, to prevent him from cheating, she tags along to the training camp. Her husband doesn't have time for her and she is bored. She is still a looker and has great relationships with many of the players because of her help in recruiting them. She runs into Cyrus one night as she's walking around the facility. They talk for a while and he confides to her that he is a virgin. One thing leads to another and she seduces him. Hadley soon learns that she and Cyrus had been watched. Chad had seen everything and wants a turn. Hadley could not resist. She gives it up to him and also his roommate Lex who returned early from a night out. Hadley still has time for one more adventure before camp is over. Chad arranges another threesome with her and his best

  • Spoiled By Him    MILF THREESOME(2)

    He had come out to the picnic area to rub one off. admitted it. We talked a little longer about his virginal status. Listening to him talk about his unfulfilled yearnings was turning me on. It reminded me of the days when my husband courted me, how he would take me on long walks by the pier and we would make out. I wanted to feel that way again, even if it was just for a few minutes and even if those few minutes were a lie. I had no business thinking what I was thinking but that didn't quell the thoughts. The more I tried to fight the wicked notions, the more persistent they were. Maybe the only way to kill the craving was to satisfy it. There was just enough light that I could see the bulge in Cyrus' pants. I wondered what would happen if I just reached out and touched it. I couldn't be that brash about it. If it were back in my day, I simply would have ripped my clothes off and shoved my big jugs in his face. I was the coach's wife now with an image to maintain. I had to

  • Spoiled By Him    MILF THREESOME(3)

    That meant that I was in charge. I could suck him off nice and easy. I could take the time to savor his hot young flesh. I began my oral odyssey with a long, sensual tongue swipe from the base of his cock to its tip. I circled it like a shark circling a lone, helpless raft lost at sea. After building up his anticipation, I swooped in like a predator. With one superbly executed plunge, I encapsulated his whole cock. I took a deep breath and swirled my tongue around it. I then rolled it back and forth to create some saliva with my waves. I whipped it from one side of him to the other while I slowly dragged my mouth back up to the tip. I treated his head to an aggressively wet oral massage. I tended to it as if it were its own entity. I probed under the ridge and dabbled at the sides. Gently, I grazed my teeth against it, then I beat it with my tongue. Finally, I circled the hole again before plunging my mouth back down his prick. I sucked slowly at first. I wanted to make i

  • Spoiled By Him    MILF THREESOME(4)

    "What makes you think I want you?" "Besides the fact that you've been checking me out? Look down. You see this bulge?" I most certainly did. It was a big one too. "It's got your name on it." Fuck it, I thought to myself, both literally and figuratively. Why the hell not? I wanted it and so did he. I had already cheated. One more time wouldn't make a difference. We set up a meeting in his room. A benefit of being captain was that he only had one roommate to rid himself of. He was on the first floor so the plan was to sneak me in his window. I hadn't done anything like that since I was a teenager. I wasn't just walking on the wild side, I was running. Chad was talking shit which was a surefire way to get my attention. I had to give him a chance to back it up. Plus, I wanted to see what this current all-star and future professional player was made of. My husband was up later than usual that night, so it took me longer than anticipated to sneak out. Chad lifted me through the

  • Spoiled By Him    MILF THREESOME(5)

    He was a terrible tease and by terrible, I mean in all the ways a woman appreciates a great and skillful lover. His taunting had me on the brink of madness. It hadn't even been half a minute but my crotch was missing his mouth already. I needed him to put something in one of my holes. Almost i needed him to finish the job he started. His taunting was relentless. He even worked my boob in. He groped it as he continued to rub the tip of his meat back and forth. I was so horny I was almost dizzy. This teasing had to end. I reached for his prick and pulled it towards my cunt. He got the hint and stuffed his head in. He fingered my asshole some more and then jerked his head out of my pussy hole. He repeated his actions, another dip in my pussy and another finger in my ass. This time, he pushed them both a little further in. Unsurprisingly, he resorted to his switch-a-roo tactics. He plugged the tip of his cock in my ass and his finger in my twat. Though I was aware of what he

  • Spoiled By Him    MILF THREESOME(6)

    The following afternoon Chad approached me with a proposition. He confessed to leaking our indiscretion to Jesse. He was another teammate and Chad's best friend. I didn't have that on my bingo card. Jesse was the sexiest member of the team. He was the pretty boy. Every girl wanted him. After his message that he'd blow my back out if given a chance, I discovered I was no different. Chad also hinted that there was one other thing he wanted to do to me. I knew that the one other thing involved his cock and my asshole. Training camp would soon be over. It would be difficult for me to squeeze them both in unless I fucked them together. Two trains in just a matter of days might seem like a daunting task for the average woman of my age. For me, it was the perfect way to conclude this short summer of lust. I needed to replenish my energy and to give my coochie time to recuperate. I waited until last night to sneak back into Chad's window. We engaged in a little small talk as we u

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  • Spoiled By Him    The Pleasure of Business (10)

    Tyler moved closer to them and caressed her breast with one hand. Jessica reached for his belt quickly undoing his pants. Placing her hands around the back edges of them, she eased Tyler's pants to the floor releasing his harden penis. She placed her hand around it gently grasping and pulling it. She pulled his harden shaft to her lips and kissed the tip allowing her tongue to taste his flesh. Tyler cupped the back of her head pushing his penis deep in her mouth. Her tongue swirled and her cheeks caved as he trusted back and forth. He grunted with desire feeling acceleration beating in his limb. "Yeah baby... suck that cock...ahh yeah!" Tyler thrust deep in her throat causing Jessica to expel a gag reflex. She withdrew it for her mouth. Grabbing both arms, Tyler helped her to her feet. He spun her around and bent her over. He spread her legs opening them wide. He took his penis with his free hand and inserted it inside of her. He pushed deep within her as his balls beat against

  • Spoiled By Him    The Pleasure of Business (9)

    Tyler stood in the doorway of the conference room shocked by the image his eyes held. Derrick turned and stood meeting his partner's gaze. Jessica slowly stood feeling her face slightly flushed. Tyler quietly closed the door behind him. "What's going on here," he asked looking back at the two of them. Jessica blushed as she looked back at Tyler. Derrick cleared his throat grinning as he looked at his partner. "I got lost and ran into Mr. Stark," Jessica started fixing her skirt. "We collided and I caused her to hit her head and knee," Derrick stated. "I was...helping..." "I'm sorry to hear that...my apologies miss. I am Tyler Mason, Derrick's partner," he introduced extending his hand. "It's a pleasure Mr. Mason. My name is Jessica Evens. I am a student at Long Beach University." "I see," Tyler said looking back at Derrick. "You're here with the other future editors, correct!?" "Yes, that's right." Derrick repositioned his glasses on his face feeling almost ambush

  • Spoiled By Him    The Pleasure of Business (8)

    "Are you okay," Derrick asked sitting her up. She grabbed her head rubbing the aching spot. Derrick helped her to her feet and led her to the nearby chair. "Don't move! I'll be right back." She nodded her head slightly and he exited the door. He walked across the hall to the employee lounge and opened the cabinet door. He quickly grabbed a bag and filled it with ice. He returned to the room carrying the bag on ice. She was still seated in the same spot. Derrick handed her the bag. He watched her gently place it on her wavy blonde hair feeling a little uneasy. He walked to where another table stood in the corner and began fixing them a drink hoping to kill any pain. He handed her the glass and she gazed up at him. Her ocean grey eyes captured him. She took the glass lightly brushing his hand with her finger tips. His heart fluttered as he downed his drink. The strong bourbon slid down his throat burning as it touched the parched area. He grabbed the nearest seat and pulled it u

  • Spoiled By Him    The Pleasure of Business (7)

    The doors to the elevator parted unveiling an endless window stretching from the ground floor to the top. Jessica and Cherry entered the elevator as directed astonished by the sight as they ascended. The scenery was a peaceful wonder stretching to the sea. The more elevated they became, the more the world shrunk around them. It was a glorious painting of different rays of lights and contrasts as Jessica peered out the window. It almost felt as if she had been flying. The journey to the floor was as entertaining as the classroom. Cherry continuously boasted about Mason & Stark Industries and how their work has changed many lives. Jessica smiled and pretended to listen as her friend's excitement escalated. They finally arrived to their destination and the doors parted open once again. As they excited the elevator doors, they were greeted by a thin, dark hair woman. She graciously led the group down the hall discussing her position and the company. As she spoke, Jessica realized she

  • Spoiled By Him    The Pleasure of Business (6)

    "It was good. Nothing to really brag about but I would definitely bend her over a desk any time I need a stressful release." "Amazing," Derrick said without glancing from his paper. "You managed to seduce your secretary and gain new potential clientele all in one day. What's next!? A college intern?" Tyler let out a loud chuckle finding Derrick's astonishment humorous. The silence returned between the two of them. Tyler continued reading through the papers. He flipped the page and spotted a picture of them at the top. Tyler patted Derrick on his shoulder. "We made the paper this week," Tyler announced folding the pages down. Derrick leaned over to get a better look. "What is now the most exciting new company on the block, Mason & Stark Industries is making headlines across the nation. Tyler Mason and Derrick Stark are striking back against bankruptcy and saving many companies from dying out. At age 36, they are the youngest and the most eligible business men of the decade...

  • Spoiled By Him    The Pleasure of Business (5)

    "Why not? He's...handsome. It would be perfect for you. Both of you will get laid and everyone will benefit with good grades and attitude adjustments." "He's in his forties. I'm only twenty." "So!" "Why don't you sleep with him if age doesn't bother you?" "Maybe I will. Beside, the older they are the more experienced and the better the sex is." Jessica shook her head half amused. The two became silent as Mr. Emerson’s gaze fell on them. He continued talking as the hour passed. It was a dull discussion apart from the little sarcastic remarks Cherry made. The discussion seemed endless as the time dragged on. Finally, he concluded his session as he handed out Mason & Stark Industries brochures to the class. "Oh my God," Cherry squealed excitedly. “I cannot believe we are actually going to meet Tyler and Derrick. They are sooo hot. What I wouldn't give to see the two of them naked. I bet they are hung....Oh that's right! You're not into older guys...Oh well. More for me."

  • Spoiled By Him    The Pleasure of Business (4)

    "Can I have everyone's attention; please...We need to go over a few things before we get on our way. So, just bear with me a moment." Mr. Emerson stood at the front of the classroom looking over everyone as he spoke. Jessica watched him from the back of the room as he placed himself in front of the class delivering his notorious speech of rules and regulations. He looked identical to what the idle teacher persona you would read or see in magazines. At least to her, he always did. She had tried to picture him on a normal day off but found it difficult to imagine. He had been her advisor and instructor for almost two years and he generally looked the same every year. The door to classroom closed with a thundering noise causing every students heads to turn. It was Cherry. She always had a way with making an entrance. She was usually late for things and always the last person to arrive. "Ahh, Ms. Davis! How wonderful it is for you to grace us with your presence. Please, take a sea

  • Spoiled By Him    The Pleasure of Business (3)

    "Who the fuck do you think you're talking to? You come in here and think I'm just going to sign over my company," the older man yelled from across the table. "It's simple math, Mr. Bowden. Your company is in bankruptcy and we offer the only solution," Tyler said with a wave of his hand. Derrick lounged in his leather chair propping his forehead on his fingers. His dark hair was parted and shaped his long face as it hung loosely from his scalp. He looked at the old man and his son through his black, squared framed glasses. His hazel eyes watched and evaluated their clients as they sat fidgety in their seat. His legs were crossed raising his black pants leg. Feeling slightly annoyed, he loosed his silver and blue striped tie allowing it to hang on his black vest. Still uncomfortable, he reached for his collar and unbuttoned the top button of his light blue shirt. "Mr. Bowden," he started. "We are a very successful industry and we want nothing more than the best for your company.

  • Spoiled By Him    The Pleasure of Business (2)

    Jessica quickened the motion as she began thrusting her hips forward. Her body turned warm and her breath felt husky as her sensation increased. Warm liquids rushed from her body. She moaned louder unable to contain the excitement as quick rushes of air expelled from her mouth. She moved the shaft more rapidly as the water beaded down her and the toy pulsated intensely. She pushed it as deep as she could, filling her entire canal with rotating pleasures. Suddenly, an explosion of intense sensation filled her lower body as met her climax. Her body convulsed sending rapid excitement throughout her. Her toes curled and her muscles contracted. She let out a satisfying grunt with each convulsion. Her heart quickened and she became limp, exhaustion setting in. Jessica returned the shower head to its place feeling the weight of her arms. The water slowed to a drip as she turned the knobs silencing the shower. She climbed out and patted herself dry convulsing silently as she touched her n

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