~~~ The Proposition ~~~
I was standing on the front stoop of #24 Mulberry Street, holding a large pizza box, when the door opened to reveal a milf in a candy-apple red, form-fitting cocktail dress.
The lower hem of the eye-grabbing outfit went about halfway to her knees.
Her slender waist and long legs accentuated her lovely hips, which were not overly curvy, but told every male who saw her, "This is where babies are made."
She had on a pair of tan pumps that made her gazelle-like legs seem even longer - while not taking the viewer's eyes away from any of the more important parts.
The dress' top was strapless and sleeveless, which left her tanned arms and shoulders bare to the wandering eye - causing the mind to wonder if there were any tan-lines at all.
The full breasts, trapped within the tight bodice, looked like they were trying to escape.
Her dark brown hair had a little natural curl and hung down her back to her shoulder blades.
A thin gold chain, draped around her neck, enticed the eye to pause on her slender, scrumptious throat.
She wore no makeup; it was unnecessary.
Unlike so many, her eyebrows had not been manipulated into anything weird or unnatural.
She was, simply, beautiful.
I finished eye-fucking her gorgeous body and looked up at those intelligent brown eyes - which appeared to be waiting for my honest assessment.
You may ask yourself, "How do you know she's a MILF - just by looking at her?"
The answer, dear friends, is that - just two weeks ago - this absolute knockout was my high school Science teacher.
"Oh! Hello, Mrs. Williams. I've got your pizza here."
"Reggie! What a nice surprise!"
"Mom," Kasey groaned. "You specifically asked for him - by name - when you called in the order.."
"Hush," the woman told the teenager behind her, never looking away from me.
The girl - a younger version of the vision in front of me - was standing in the foyer.
This dazzling beauty was the woman's daughter - and my former classmate - Kasey.
Either of these women - could easily have served as the subject of a Luo Li Rong sculpture.
"So .. Reggie .. I have a personal question for you," the woman informed me.
"Um. Okay?"
My mind started analyzing this conversation - to figure out where we were going - and I had to reign my brain back in to focus on her words.
"Would you go out with me?"
I was tempted to look behind me - to see if somebody else had walked up. I hadn't heard anybody approach - and she had, specifically, said my name. She was, obviously, talking to me.
Was she really asking me out?
"On a date?"
"Yes.
Within nanoseconds, my brain analyzed all of the data I had available at this point.
So far, I had
: hot MILF + me + some sort of activity that normally included only two people and had the possibility - however remote - of becoming intimate - but - at a minimum - meant walking around in public with the aforementioned MILF - likely giving me an excuse to hold her hand - and maybe even beg a kiss
"Um. Yes?"
"Just to be clear, I will have you come pick me up. We will go out for dinner - my treat. Afterwards, we'll come home, rent a movie, and end up in my bed for the night. In the morning, I will fix you breakfast and we may, or may not, have sex again before you go home."
Sex. I was sure that was the word. Pretty sure.
No. She had said it.
She'd suggested it when talking about her bed. Her. Bed. And then she had definitely said the word - and stated that there might be a repeat of the bed thing.
Not a bed thing where you lie there and read a book. Not sleeping. Not relaxing. Not talking about Science. Intercourse. Fucking.
She had said "sex" - and "again". Her bed. Sex. Me. Her. Sex.
Pretty sure I'm not confusing any of the details. I should still probably check though.
"You - and me?"
"Yes."
"In your bed?"
"Yes."
I stared at her in absolute disbelief.
She was still waiting for an answer.
"Just to confirm: The hottest teacher in school is going to feed me for free - and we might have sex once or twice?"
"Yes," she replied, a light grin curling the corner of her mouth and showing me dimples that I'd never realized she had.
"That's a hard 'yes', ma'am."
She grinned. I thought it might have been at the double-entendre with the word "hard" - but I didn't really care. She had said we would have sex - and she was smiling.
"Can Kasey watch?"
I, immediately, looked around at her daughter's face.
Kasey - hearing her name - and seeing my head spin her direction - cast her eyes to the tiled floor.
A couple of her teeth were worrying her lower lip.
She refused to look up at me.
Was she reluctant? Embarrassed? Afraid?
She hadn't run off.
She was waiting.
Waiting to hear my answer?
Sex with a total milf, while her hot daughter was in the room - and, possibly, watching?
"That would be her choice, but that's definitely not a problem for me."
"Splendid! Are you available next Friday - oh - and Saturday?"
At that moment, I had no clue if there was anything on my calendar.
Meeting with the President? Cancelled.
Ceremony for me to receive the Nobel Peace Prize? Fuck that noise.
"I am now."
"Good. How much do I owe you for the pizza?"
I looked down. There was a pizza in my hands.
Where did that come from?
I passed it over to the hot-ass teacher in the sexy dress and smiled.
"It's on me," I said. "See you next Friday!"
Mrs. Williams winked at me, and closed the door.
As I walked - well - actually - skipped - to the car, I could hear Kasey scolding her mother.
Kasey and I were two of the 87 kids that had graduated from Belmont High School two weeks ago.
Our senior class had three cheerleaders on the squad.
I'm probably a little biased but our three girls were hotter than all of the others put together - and Kasey was the hottest of them all.
Naturally-blonde hair - with just enough curl to hover between cute and hot, crystal-blue eyes, and a Baywatch body - she was a 10 on anybody's scale.
She had hardly talked to me during our four years together.
She was no prude - she didn't ignore me - nor I her - we just didn't operate in the same circles.
I was in the Computer Club; she was in the School Play. I was in Spanish; she was in French. I went to Scholastic Bowl practice; she went to Cheerleading practice.
Mrs. Williams was - as I had just told her to her face - absolutely, without question, THE hottest teacher at our school.
In the school yearbook, if there had been a category titled, "Teacher Most Jerked-Off-To by Students and Coworkers Alike", Mrs. Williams' picture would have appeared there - probably in that red dress.
Fuck!
Old man Jenkins, the janitor, disappeared into the mop closet - and locked the door for a half-hour - anytime he passed Mrs. Williams in the hall.
Word was that Mr. Sanderson - the principal - had been trying to cozy up to her ever since her husband passed away two years ago.
The people, I had talked to, claimed he'd even hit on her at the funeral.
Kasey absolutely hated the guy's guts - everybody knew that - so I had always kind of believed that rumor.
Mrs. Williams taught Biology, Physiology, and Anatomy.
She knew her shit. You were guaranteed to be ready for your college courses - if you survived her classes - but she didn't put up with any nonsense. She was as serious as Death itself.
Fuck around in her class and - if you were lucky - she'd just get pissed and send you to the principal's office. If you weren't lucky, she'd assign a paper to the whole class - due the next day - and, then, spend the rest of the period making you race to scribble down lecture notes before she erased the board and pushed on to the next chapter.
I had just been propositioned by Mrs. Doesn't-Fuck-Around herself!
I honestly couldn't tell you what happened the rest of the night.
Fridays are always big delivery nights - and I know - when I got home - I had a wad of cash in my pocket - but I had no recollection of how it got there - or anything else - after being told I was going to have sex with the world's hottest teacher - with the bonus possibility that her super-hot daughter might watch.
Holy. Fuck.
Needless to say, I didn't have to use much imagination while jerking off before I went to bed that night - or the next night - or the next.
I was enrolled in fall classes at the local community college - but didn't have any big plans for the summer.
Actually, my plan was to work as many hours as possible at Pop's Pizza, and save everything I could for a new laptop.
My desktop PC wasn't that old - but I was pretty sure I was going to want a portable - to be able to take it to classes with me.
If I got enough money to buy the laptop, and still had something left, the crap-mobile I was driving could really use some new tires.
Wednesday afternoon came, and I had a delivery down the street from Kasey's house.
I suddenly realized that I didn't know what time I was supposed to show up on Friday.
There was also a big chunk of my brain that wondered if Mrs. Williams had been drunk - or pranking me.
I decided that I'd better check.
I rang the bell and waited.
Kasey answered the door.
"Hey," I said, sheepishly.
"Hey," she responded, just as quietly.
"Um. So.. Friday..?" I started, nervously.
"It's okay," she gushed. "You don't have to. I'll tell her."
"What?! No! I.."
My eyes dropped. My brain went sideways. I looked back at her.
"Are you okay with this?" I asked.
