Mom’s Boyfriend - Ch 01

I met my mom’s boyfriend and fell head over heels for him, leading to me playing a very exciting yet dangerous game.

All persons in this story are 18 and over.

I’ll never forget the first time I met my mother’s hunky boyfriend Simon. I came home from high school to be greeted by mom’s delicious home cooking, and her even more delicious beau. Simon was tall and broad-shouldered, with a stupidly perfect jawline that was clean-shaven. His hair was light brown and wavy, and his eyes were dark and intense, looking me over.

“Emma!” my mother shrieked, as I dropped my school bag down on the floor. “I want you to meet Simon,” she said excitedly.

“Hi,” I waved and smiled meekly at him. Straight off the bat, I thought he was gorgeous, even though he was forty-four.

“It’s a pleasure to finally meet you, Emma,” Simon smiled at me, offering his hand. “Your mother has told me so much about you,” he added, his eyes roaming my young figure.

I blushed. I’m a curvaceous brunette with blue eyes and big boobs. Puberty had been kind to me, though it took me a while to see it that way. I took his hand and felt a tingle down my spine. Then I caught his gaze glancing at my full chest, the white blouse clinging to the swell of my breasts. I blushed again, having become used to men looking at me that way, especially in my uniform.

A few minutes later, once the pleasant introductions were out of the way, I caught him looking at my legs and mid-thigh, navy plaid skirt. He clearly liked what he saw. I blushed once more, telling myself he could look, telling myself I wanted him to. Our first interaction made my nipples hard and my pussy wet. I was undeniably aroused.

Dinner was a nightmare. I had to stop myself from talking too much, and I had to keep my thighs tight together under the table, trying to suppress the aroma of my arousal from escaping. I was still a virgin, a virgin who’s body was constantly on fire, telling me I was physically ready to have sex, and God did I know it. I think Simon knew it too.

To be fair to him, he didn’t look at me creepily, or maybe I was just too infatuated with him to notice. I only noticed him stealing glances at my chest when I sat back or leaned forward to reach the condiments. I was kind of glad when dinner was over and I could go to my room. I needed to get away before my mom had a strong word with me.

That night, I quietly spoke to my best friend on the phone, whispering how hot and sexy my mom’s new boyfriend was. She laughed, telling me I was weird for fancying a guy old enough to my dad. Olivia had a point, I realised. But then much later, I woke to the unmistakable sounds of two people doing it.

Mom was panting and moaning in sync with her bed squeaking through the wall, and Simon was grunting as if he was the one setting the pace. I knew I shouldn’t have, but one hand was already underneath my pyjama top, caressing my breasts, and my other was sliding inside my pyjama shorts.

I’d never heard my mom having sex before. I bit my lower lip to stifle a whimper, wanting to hear everything in the next room as I began to tweak my nipples and rub my clit. I was soaking wet, and my tight folds were slick, then my virgin hole started clenching around nothing, only a thought.

I imagined Simon’s hands were on my body, not my mom’s. I began to feel jealousy mixed in with my arousal as her orgasm grew nearer. I hated that he was pleasuring her instead of me. I wished his cock was inside my aching pussy, giving me the feelings he was giving my mother.

I rubbed my little button harder, lifting my hips off the bed, pinching my nipples, gasping up at the ceiling. I couldn’t take anymore. I removed my pyjamas, top and bottoms, grabbed my hairbrush from my nightstand, and spread my legs wider. I couldn’t breathe quick enough, as I slid the thick, rubber covered handle inside myself.

“Oh fuck,” I moaned, thrusting it in and out of my wet haven. “Oh yes. Fuck me, Simon.”

It wasn’t a cock, it wasn’t my mothers boyfriend, but at least it was something, something hard filling my overly juiced and sensitive cavity. It stretched my unspoiled inner walls in ways that made my toes curl. As I listened to Simon fucking my mother, I wantonly fucked myself with the hairbrush.

The sounds from the next room, mom’s room, grew louder, desperate and dirtier, like she was trying to reach something, some place I wanted to be. Meanwhile, Simon was growling, his words muffled by the drywall as they soon climaxed together.

I had no idea what it felt like to climax with a cock inside me, how it felt to have a man filling my pussy with his cum, but the thought was always enough to get me off. I pounded my tight, shaven hole with the hairbrush handle, then buried my face in a pillow when I orgasmed harder than ever.

My insides clamped around the hairbrush before it contracted, then I felt my juices leaking out of me, creating a wet patch on my bedsheets. As my teenaged body trembled, my breathing ragged, I heard my mom laughing, happy and satisfied. Then I heard Simon chuckle before they shifted on the mattress, their voices murmuring.

I pulled the hairbrush out slowly, my pussy fluttering at the emptiness. My fingers were sticky with my essence, and my thighs were slick too. I really did cum hard. I stared up at the ceiling, naked, basking in the aftermath of my orgasm, unable to stop thinking about Simon, my mothers hot and sexy boyfriend.

The following weekend, I was stood by my bedroom window, watching as Simon’s car pulled onto the drive. My heart raced as I adjusted the hem of my short skirt, making sure it rode high enough to reveal a hint of my young thighs. I then checked myself over in the mirror, fussing my long, brown hair.

I couldn’t help but giggle at my bust stretching my t-shirt. Yes, I’d dressed to catch Simon’s eye, to see if that flicker of interest in his gaze was still there. I didn’t care that it was wrong, as I watched him step out of his car, looking so masculine. No doubt about it, I had a young girls crush on an older man. I couldn’t help myself.

My mother’s boyfriend had a way of carrying himself that made him seem both approachable and untouchable, a mysterious combination that fuelled my secret lust and desire for him. I had no idea where I thought it would take me. I just simply wanted him to notice me, to fancy me. I rushed downstairs to greet him.

“Simon!” I shrieked, a little too obviously when I opened the front door.

“Hey, Emma,” he chuckled, unable to stop himself from looking me up and down. “You look… you look great. Is your mom home?”

“Thanks,” I giggled, resting my arms by my side. That’s it, look all you want, I told him inwardly. “Of course she is. She’s in the kitchen cooking dinner again. Come in.”

Simon entered the house and headed straight for the kitchen. I followed, my tight t-shirt clinging to my breasts. I felt validated when he spent the evening checking me out when my mom wasn’t looking. I blushed and looked away each time, playing up to it.

He liked me, but now I needed to find out just how much he liked me… and if he wanted me, his girlfriends virgin daughter.