Hi I'm John, and this story happened to me just after my 21st birthday. It was the beginning of summer break from collage, I had a part-time job at the campus book store, and I had just moved into my first rented room. Having grown up entirely in the house of my very strict single mom, I was shy and quiet.
My mother is a gorgeous, wide hipped, business woman in her late 40s, pale skinned, with dark curly hair just graying at the edges. She's very independent, and strong willed. My mother was always very strict, and I always did as I was told. I had been spanked as a child, so I knew my place.
Having always lived under my mothers supervision, I was a little nervous about being out on my own. I had a very routine life at home, mommy always gave me chores, a work out schedule, set meal times, curfew... I was even used to her telling me what to wear and when to go to bed.
Now I was on my own, and it was scary, but fun too. I had some free time to goof off after work, had a little miny fridge, and best of all my own private room with a computer in it.
I was home from work one evening and on a whim, decided to visit a local bar. I had very little experience drinking, but I liked beer, and now that I was 21, I figured why not? I was a big boy, wasn't I?
Still, it felt funny actually going by my self. The only bars I knew about were from the movies and TV. I was nervous when the big bouncer asked me for my ID, but with a skeptical look he let me in. I guess with my athletic body, I did look very young for my age.
I took a seat at the bar, and as the barman approached I asked for a beer. The bar tender was a condescending looking, older gay man, in a tight pride sweater. He looked at me with frustration.
"What kind kid?"
I hadn't thought about it, I didnt know the brands. I felt so silly, at a tavern all on my own. Im sure I was turning a beet red.
I sputtered "I'll have um... Im not sure."
"Think about it." He said impatiently and walked off to help another customer.
I felt so silly, maybe I should just slink out the door. I felt like such a naive little fool. Then I heard a deep, confident feminine voice from behind me.
"That was so cute... Don't know what you want? It's not you first time in bar is it honey?"
I turned to see who was speaking and I caught my first glimpse of Miss. Simmons. I didn't know it then, but the lovely older woman who was addressing, was about to change my life.
She was a gorgeous, wide hipped, goddess in her late 40s, pale skinned, with dark curly hair just graying at the edges.
I couldn't help but look her up and down. She was wearing sandals with pink toe nails, and skin tight pink yoga pants pulled up over a more than ample ass, to just below her pierced navel. She had strong muscular legs and I could guess why, she was wearing a tight white shirt, that said Jujitsu trainer, over a dark bra and huge tits.
The women was fit but. Still, very curvy. With a tall figure, strong muscular arms, gold watch and bracelets by her big hands, that huge lovely ass, she looked like an Amazon goddess. A powerful warrior queen, rich and lushes, out of one of my comic books. I din;t know women like this existed in the real world...
She could seduce men, or destroy them.
"Well?" The goddess asked.
Somehow I pried my eyes from gorgeous belly and boobs, and met her big confident green eyes.
"Well, I asked you a question young man. Are you going to answer me?"
She had said something as she walked up. A question? I forgot, wrapped up in my humiliation over the botched drink order, and my boyish horyness. I couldn't remember what she'd asked.
I must have been hypnotized, by her big, strong, sexy body. I couldn't think. I was trying not to stare as her huge ass as it swallowed up the bar stool next to mine. I must have looked as nervous as I felt because she repented.
"Is this you first time in a bar?"
I cringed and grinned foolishly.
"Oh yes, well actually... it is." I admitted.
She looked me dead in the eyes and held my gaze. "Really?"
"Well yes mama, yes it is." I stammered "I just had my 21st birthday two days ago."
Suddenly the pretty older women's hand was on my knee, and I felt an imitate twitch in my penis. She squeeze my leg playfully and drew me in to whisper in my ear confidently. "Is it really your first time in a bar honey, really? You don't know what to do and your embarrassed, thats so cute."
"Im sorry I just..." Was all I could sputter, the hand on my leg and her sweaty female smell was making my crazy. She interrupted me whispering sweetly close to my ear. "Don't worry cutey, I'll keep it very low key. You're a little embarrassed and that's ok. I'd never want to humiliate you..."
Then suddenly she was yelling to the bar tender, so loud anyone in the small tavern could hear. "...bartender get over here! We got a sweet young man here, and it's his first time in a bar! We must teach this innocent boy! He's sooo innocent and sweet, Bring us drinks!"
I blushed even more, and looked from her mocking pretty eyes to the floor. There were some good-natured chuckles in the bar and I felt like everyone must be staring at me. I wanted to bolt worse than ever, but the women's hand on my leg kept me still.
At this the barman, came back over, clearly he knew boisterous woman, and was used to her bossy ways. He grinned and offer her a hand shake. "Miss. Simmons, always a pleasure. How was your class tonight? And who's your date?"
Her hand still on my thighs, and she gave my leg a squeeze that made my cock jerk again, pretending like we were on a date. "Well, honey the man wants to know your name. Be a good boy, introduce yourself."
I played along, stunned that this big sexy women would even pretend to be on a date with me. "I'm John, I..." I managed to get out. "That's right." Miss. Simmons cut in "He's John, he just turned 21, and he's all mine, so hands off." Then after a chuckle. "As far as my class goes, my students are idiots. Why do such creepy meat heads always wanna take Jujitsu? It's a good thing I love beating up men."
The bartender chuckles looking me over "Maybe your in the wrong racket, maybe you ought to be a dominatrix." Anyway what can I get you two love birds?"
Miss. Simmons grinned like a wolf and laughed, I tried to grin and fake a laugh, anything to cover my shock and arousal. I'd never met a women my mothers age with such a potty mouth. "Maybe your right. Listen to me, I must still have some rage to work off after teaching my class" Slapping my leg playfully she went on. "Two shots of tequila and two big margaritas, for the dominatrix and her boy toy!"
She said the last sentence loud and clear, stressing the words "boy toy!" What was I hearing, was this lady picking me up, or just teasing me? What was a joke and what was real. Did she wanna kiss me, or kick my ass?
Before I had time to think about it our drinks had arrived, and I was taking my first ever tequila shot. The liquor was so bitter I almost spit, but after a few sips from my margareta I was ok.
The drink went straight to my head, and I was already feeling good and a little dizzy.
"Come on I wanna smoke" Miss. Simmon said, leading me like a child, by the hand, a patio where a few folks lounged on benches, chatted, and puffed. I would have fallowed he huge ass any were.
From her purse Miss. Simmons produced a big thick cigar, and a cutter. After trimming the cigar she held it loosely and unlit, by her crotch. I felt like the way she fondled the long cigar by her wide spread legs, it looked almost like she was playing with a big penis.
She produced a gold lighter and handed it to me. Then spoke in a clear commanding voice, clearly audible to everyone outside. "Be a good boy toy now, light mommy up."
Putting the phallus to her pouty lips, she waited. I cast my eyes down again with shame, looking at the lighter stupidity, maybe the drinks were starting to effect me. I felt silly, but turned on. I felt Miss. Sim mom's finger on my chin, lifting my gaze up, from the lighter, past her melon tits, and up to her mean face.
"BOY TOY! She said again, speaking clearly with the cigar clamped in her teeth, loud enough for everyone on the patio to notice. "Light mommy up!"
"Yes Miss. Simmoms."
I felt so embarrassed, sure people were staring, and I fumbled with the fancy lighter. I finally got it lit and held the flame as she carefully got her smoke going.
Miss. Simmoms relaxed then, settling back by me on the bench and resting her free hand on my upper leg. She could see her touch shot shivers up my spine, and she grinned. Miss. Sim mom could tell flirty talk and public touching made me anxious, and she seemed to enjoy needling me.
She smoked and drank, and questioned me about my life. I told her about my collage, job, and first apartment. "So you lived with your mother until a week ago then? And your all on your own now?"
She had the cigar between her legs again, drawing my gaze to her crotch. I tried not to stare, which was difficult because, I was also trying not peek at her sexy belly button ring, cute tits, and tummy. Also her possessive grip on my leg, was making my dick hard.
"Yes" I admitted shyly "I grew up in a very strict home." Then for some reason I added stupidly. "But I've been always a very good boy."
She paused at this, tossing her the rest of her margarita off in a gulp. Then she leveled her big green eyes at me and spoke. "A very good boy."
Her hand was suddenly on my hard cock, this older woman was groping me in public. It was terrifying, but it got me supper turned on. I looked around wildly but no one seemed to notice the boy being molested in the corner.
'You grew up in a very strict home." She repeated my words "...always been a very good boy."
