Disclaimer: This is a work of fiction and all people involved in sexual activities are of legal age.
Hello, my name is Henry Malcolm. I'm admittedly a bit of a loser. I have no real social life or close friends. I've never had a girlfriend or any luck with women. My only hobby is video games. I'm not tall and pretty skinny with glasses. I just turned 18 and am a senior in high school. I live with my widowed mom and not going to lie, she is smoking hot. A total stereotypical MILF. I know she's my mom and I shouldn't think of her that way but I'm not blind to it.
Her name is Kimberly Malcolm, but she normally just goes by Kim. She has wavy brown hair that falls just below her shoulders and beautiful dark brown eyes. Her figure is amazing. I inherited my skinny frame from her but she has natural DD tits and a godly round bubble butt to go along with the smaller, fit frame. She looks like a super model.
My dad died when I was young but left us with enough money that Mom can afford for us to live from her just selling baked goods that she makes at home. Mom hasn't really dated since he passed but with her outgoing and flirty attitude many men have tried. It doesn't help that she refuses to wear a bra most the time and it's almost always very clear that she has her nipples pierced. At basically any given time you can she the outline of her nipples through whatever shirt she is wearing with two little balls on either side of her nipples from her barbell piercings. Her views on bras are that they are wildly uncomfortable so why would she wear one? I've don't know when she got her piercings done. My dad got her pregnant when she was 18 and although she was with dad at an early age, from what little information I've been able to gather she used to be very wild.
Mom has always been a very good mother to me. Always supportive of anything I do and very involved in my schooling. She is always participating in the school bake sales and PTA meetings or chaperoning dances. She even goes to most the sporting events to cheer on the school, even though I'm not on any of the teams. She tries to drags me along to it all too saying that I should have more school spirit.
She is very well known throughout the school, which wouldn't be so bad if she wasn't such a MILF. I get to hear all the time about how sexy she is and how she was "built for fucking". Some students are nicer about it than others. Some of them are straight up bullies about it, telling me all about how they would use and abuse my cock tease of a mother. One of the worst of the bullies is Jacob Stockwell. Jacob is an 18 year old stoner drop out type. I've heard he sells weed that him and his cousin grow. I've also heard that his parents aren't around and he lives with just his cousin. Their is always talks of parties going on at his place due to the lack of supervision. He is a lot taller than me and is a bit on the chubby side. He has short blond slightly curly hair and an almost mouse like face. Not what you would call handsome by any stretch. He never misses a chance to let me know how hot my mom is and how badly he wants to "tap that".
My mom always drives me and picks me up from school so I don't have to ride the bus. I love not having to take the bus, but this also gives everyone two guaranteed times a day to ogle her. In the mornings, having just rolled out of bed, she usually wears yoga pants or boy shorts and either a thin oversized night shirt or a way too low cut tank top. Her nipples, always being hard due to the piecing, still find a way to stand out and be mostly visible even through the oversized sleeping shirt. On days she wears the tank tops most of the top of her boobs are exposed and I swear if not for the fact that they poke out through the shirt I'd think he nipples were on the verge of coming out thought the top as well.
To make it worse she always insists on getting out of our minivan to go around and give me a hug goodbye. It's extremely embarrassing for me and also gives everyone a great view of her and whatever she is wearing that morning. I don't have the heart to tell her how embarrassing she can be since I know it's only because of how much she loves and cares for me. In the afternoons sometimes, but not all the time, she is stood by the side of the van waiting for me to get out of class. Most of the time when she does this she is accompanied by a few boys trying to chat her up or just get a better view of her sexy body. At least in the afternoons she usually dresses slightly more appropriate. Mostly just basic jeans or cut off denim shorts and basic shirts, although still without a bra on. I've noticed, along with a lot of other boys, that she usually wears either thongs or g-stings. You can usually spot her whale tail sticking up in the back of her jeans.
One day at school Jacob, smelling especially bad of weed, was being overly obnoxious about how he was going to fuck my mom.
"I'm going to have her licking my dick like a lollipop before I bend her over and pound her. I think I'll dump my first few loads inside her, try to knock her up before she gets too old" he was declaring loudly in front of me and a few other kids causing them to snicker and me to clinch my hands into fists. He knows as well as I do that I'm unable to do anything about his remarks. Even though he isn't exactly muscular or in shape he is still way bigger and more aggressive than I am.
"How does that sound to you Henry?" he asked me with an evil smirk. "You want me to give you a little sibling that you can babysit while me and your mom fuck?" I keep my head down and don't respond. With laughs from the crowd he shoved past me and I carried on with my day.
The rest of the day carried on fairly smooth. At least I didn't run into Jacob again. The final bell rang and I walked across the school yard spotting my mom's minivan. She wasn't standing on the side of it today. As I walk towards it I see Jacob leaning over with one elbow resting on the rolled down driver side window of the minivan. His other arm is hanging down with a lit joint in his hand.
From a distance, and even up close, it would be hard to tell if it was a joint or a normal cigarette if not for the distinct smell. Jacob is clearly trying to chat up my mom. As far as I know she doesn't smoke weed but I'm sure in her younger, wilder, days she would of have no problems partaking. My heart rate picks up and I get a little angry thinking back to his comments earlier in the day.
As I walk up I see a big cocky grin on his face as Mom is laughing and smiling playfully back at him. He brings the joint up to his lips and takes a big drag before blowing the smoke into Mom's face. She doesn't seem to notice or care. As I get in and sit down in the passenger seat I take a look at Mom. I'm pretty sure she is at least a little high with how red her eyes are turning.
"Oh hey sweetheart!" she says to me after noticing I got in. "I was just talking to one of your nice friends from school. He said you've been struggling in math so he gave me his number and offered to come over and help you out. Isn't that so nice of him? You didn't tell me you had such nice friends." she said in a smooth excited voice.
I look over to see a shit eating grin on Jacobs face.
"Anything I can do to help a friend, Ms. Malcolm." he responds while staring directly at her chest.
Mom's is blouse hugging so tight around her you can clearly make out each of her nipples and piercings along with it. She doesn't seem to notice him staring as she turns to talks to me.
"See! What a nice friend! Offering to help my little man like that." she says.
I can tell that she is genuinely excited thinking I have a good friend.
"Yeah what an amazing guy" I say back quiet, almost under my breath.
She turns her attention back to Jacob as he continues to salivate over her boobs.
"Oh and you can just call me Kim. Ms. Malcolm makes me feel much too old and haggard" she says laughing a little to herself and blushing slightly.
"Okay Kim." he responds back, putting emphasis on her name. "You have my number, I hope to hear from you real soon."
He finally looks back up to her face and they lock eyes. He smiles at her as he takes one last quick hit of his joint and blows the smoke directly at her face. Again she doesn't react as she inhales the smoke involuntarily.
"Oh don't worry, you will be!" she said back in and bubbly, excited tone.
As Mom starts the minivan Jacob steps back and looks at me with his evil smirk. I try to avoid his stare and look down at my feet. As mom starts to drive away I hear her say goodbye to him through the window as she gives him a wave.
When we get home Mom seems to be distracted. She can't focus on anything as she wiggles and bounces her way around the house. Her face is still flush and her eyes still have red in them.
