~~~ 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.
She was back to staring at the floor again, biting that lip - so cute!
"Seriously," I said. "You say the word and I'll just go have sex with somebody else's mom Friday night."
Her eyes shot up to my face.
I grinned and winked.
Her tension evaporated, and she broke into a belly-laugh.
"Thanks .. thank you," she said. "I needed that. No. She's serious. You probably know that from having her in class. Fuck, this is so weird! .. but, no, she's been giddy all week."
"What time should I be here?"
"Oh. I think she expected you between five and six - she's not real picky about that part - more worried about later on."
"What time do you think?"
"Five. If you wait until six she'll start freaking out, thinking you're not coming."
"Okay."
I started to turn to leave.
"Hey?" she called.
"Yeah?"
"Are you seriously okay with me .. uh .. watching?"
"Other than me wondering if I can handle the pressure? No problem. Fuck. I'm so anxious about this that I probably won't even be able to get it up!"
I could feel my face flushing a little as I looked into her eyes.
"You know you have a huge hard-on right now, right?" she asked, grinning.
I looked down at the tent in my pants - which I hadn't even realized was there.
"Right.. Well. I MAY be looking forward to this a little."
"I should probably admit that I'm looking forward to it as well," she said, chuckling. "It's just harder for you to tell."
I looked down at her crotch which - obviously - didn't look like mine did but - as my eyes moved back up her body to her face - I noticed that her nipples (as tiny as they were) were rock-hard against the material of the T-shirt she was wearing.
My eyes lingered on those tiny, stiff teats a little too long.
22-calibre nipples, standing proudly, on top of those firm B-cup breasts .. almost C's ..
I suddenly realized I'd been staring, directly at her chest, for far longer than was socially acceptable.
I bit my lower lip and looked into her eyes.
"Hi," I said sheepishly.
She started laughing again.
"You should have been in Drama Club - that was very well done!"
I bowed with a flourish and said, "Why thank you, m'lady!"
She smothered a giggle and said, "I need to go but I'm .. er .. we .. we are .. looking forward to seeing you around five on Friday."
Not knowing how to finish my little act, I took her hand, kissed the back of it, and said, "Five on Friday - be still, my beating heart."
Halfway to the car, I yelled, "How should I dress?"
"Nothing fancy. A shirt and jeans should be fine, I think."
I waved my thanks.
In a repeat of Friday night, I finished the rest of my shift in a lust-induced fog.
My Wednesday night - and Thursday night - jerk-sessions were just as violent as the weekend's had been.
Thinking about Kasey's eyes on me - as I buried my prick in her willing-mother - was the stuff of fantasies.
Friday, I was up early - staring at the clock - which wasn't moving.
I'm pretty sure I showered three times.
Was the clock dead? No. The second hand was still moving .. slowly.
I was a wreck.
I had jerked off at least twice in the shower - but - as I drove to Kasey's house - I was already rock-hard again.
Why do I only see it as being HER house?
I had brought a duffle bag - with a change of clothes - but left it in the car so I wouldn't look like a dweeb.
~~~ The Revelation ~~~
The door opened and I stepped inside - to find Mrs. Williams in a sexy nightie - a red baby-doll that was nearly transparent - hiding behind the door - so that nobody outside (or across the street) could see her.
When this goddess had clothes on, she was gorgeous; when you could just make out her areolas - which were the size of silver dollars - through the material of the lingerie she was wearing ..
I just about jizzed.
She eased the door shut.
"I hope delivery is okay. I know I promised we'd go out but I can't wait any longer."
I raised my right hand to the side of my face - and clawed my fingernails into my cheek and ear hard - hard enough to make my eyes water.
"Reggie! What are you doing?!"
"Pinching myself," I replied, "to make sure I'm not dreaming."
Two motherly arms wrapped around me and drew my face in - to smother it between a pair of the most beautiful breasts I've ever seen in my life.
It felt like heaven. She smelled nice - and naughty - all at the same time.
My breath caught in my throat - and I must have passed out.
I woke up - lying on the couch - with my head on Mrs. Williams' lingerie-covered lap.
Kasey was sitting on a kitchen chair, next to us, fanning me gently.
When she saw my eyes open - and I looked over at her, she yelled at me, "You scared us to death! And you weigh a ton!"
"Okay, Kase! He's awake. Now can I fuck him?"
"Mom!"
"Kase! Baby! Mommy's SO horny. It's been two fucking years. I need a dick so bad!"
"Knock that shit off!" she growled, sternly.
I looked from daughter to mother (well, actually, I couldn't see her mom's face - my vision was filled with two gorgeous breasts) and back to the daughter.
"If it's all the same," I told my former classmate, "I'm not feeling that hungry right now."
Kasey stopped fanning me, and punched me in the arm.
"Yes!" Mrs. Williams yelled - as she bounced out from under me - and started unbuckling and unzipping my blue-jeans.
"Mom! At least take his shoes off first. For fuck's sake! Are you doing this right here?"
"Yes! I can't wait any longer. I'm so damned horny! I need him inside of me."
"Mom. He just passed out. You expect him to jump on top of you and start ramming his cock in? We don't even know if he's okay. Slow the hell down! Besides, you should probably start out on top - to give us time to see if he's alright - and time for him to get used to you. You're, seriously, a little too excited right now."
"Oh! Kase! You're probably right! Let me finish undressing him."
My shoes were yanked off - they went who-knows-where - and then my pants followed.
For an instant, she hesitated - looking at my tented briefs - I couldn't tell if she was savoring the moment - or having second thoughts - and then she whipped those to my knees and climbed onto the couch - to straddle my waist - without any further delay.
I briefly glanced to the floor - where the sexy negligee had been discarded - suddenly realizing that she had never been wearing panties.
"Oh! Yes.." she moaned, taking my dick into her hand, slowly starting to stroke it, apparently assessing the length and girth. "Momma needs a nice, strong cock. This cock will do nicely."
Kasey got up from where she'd been watching, grabbed the waistband of my underwear from where they were binding my knees, and pulled them the rest of the way off - throwing them on top of my jeans. Then she dug her phone out of her back pocket.
I completely lost track of what Kasey was doing when her mother - my former teacher - lined my stiffy up with her magnificent fuck-hole, and slid - so slowly - down onto me.
I looked into the eyes of the legendary Mrs. Williams as her quim swallowed my manhood.
Her weight settled onto my groin and I felt my balls brush against her ass.
I was - literally - balls-deep - inside of this woman!
The vagina - gently gripping my cock - flexing up and down the entire length of my penis - was unlike any I had experienced before.
The pussy I'd had before was scared and hesitant; this pussy was confident and powerful.
The other pussies had been cautious and uncertain; this pussy knew what it wanted and it knew how to get it.
"Mrs. Williams?"
"Yes, dear boy?"
"I love you."
"That's the cock talking," she chuckled, "but I'm okay with that. This old pussy has a reply for you."
I swear she never moved - her body didn't anyway - but it felt like four different people had grabbed my cock with their fingertips - and they were all massaging it at the same time - and somebody was teasing the bulbous head.
My eyes had to have been as big as saucers.
Mrs. Williams leaned forward, held my face in her hands, and kissed me like it was our wedding day.
She started slowly fucking, fucking, fucking, fucking, fucking, fucking, fucking..
I couldn't breathe.
Her lips were still locked onto mine, her pussy was dragging, grinding, gliding, sliding, pumping, pulsing, pulling, sucking, slurping, ..
Oh, shit!
"Mrs. Williams!"
My words were strained - there wasn't really enough air in my lungs to get them out - to warn her..!
Her mouth was still locked to mine - the words were trapped inside between us.
Her lips released mine, moved to my left ear, and she growled, "Do. It."
My balls erupted - like a water balloon - left too long on the garden hose.
I swear I whimpered as I felt my seed explode from my testes - race through my cock - and jet into her perfect pussy.
She was holding me tightly - my dick buried as deeply as it would reach inside of her incredible tension. The tip of my penis tingled as it just, barely, brushed up against the entrance to her womb.
I don't think I've ever cum so hard in my life!
She waited until I was done, and then went back to riding me.
She wasn't as gentle this time - a little more needy - but it was still love-making, rather than fucking.
This was not going to be a one-night stand - I could already tell.
Her eyes, her body, her moans - she intended for this to be a regular occurrence.
My poor penis had just started to soften inside of her when she seemed to be getting close to cumming.
Her excitement rubbed off on me and my dick started hardening again.
Her love-making was turning into fucking; her groaning had turned to growling - and I was suddenly ready to answer the call.
I wrapped my arms around her thin waist, spun us sideways - and then continued rolling until her body was lying where mine had just been - and then I started pumping my cock in & out of her creamy cunt.
"Fuck, yes!" she moaned. "Breed me."
There is no way I should've been ready to go again that fast - except that my hot-ass MILF teacher was moaning and calling my name and begging me to knock her up.
I didn't know if she was on the pill or not - but I wasn't about to stop to ask. I'd already dumped one load of my seed inside of her and I intended to do everything in my power to impregnate this woman.
She'd been asking - begging - for it and I was damned-well going to do my best to make it happen.
I kissed her face, nibbling her lower lip. I gnawed on those beautiful breasts, licking around her big stiff nipples and sucking them into my mouth like a hungry infant. I bit her jawline, I nibbled her ear, and went back to kissing those beautiful lips again - as I fucked her pussy.
She lay there - the whole time - watching my eyes.
Her fingertips were digging into my ass-cheeks, pulling me closer.
She wasn't letting me go until one of us climaxed - I wasn't sure if it would be her or me.
At that point, it was a race.
I was close - so close again!
She was moaning - humming?
I thrusted and drove and pounded - and finally the detonator went off. I drove my cock in deep - reaching for her womb - and growled, "Fuckkkk!"
As she felt my second batch of baby-batter blast inside of her, she pulled my face down to hers, kissed me passionately once more - and I felt the entire length of her vagina clamp down tightly.
Her eyes rolled back in her head as she hissed, "Yesssss!"
Long seconds passed before her body relaxed slightly.
Her arms wrapped around my shoulders and she pulled me to her generous chest. She held me there and whispered, "Thank you. You don't know how badly I've needed that."
I wrapped my arms around her, gave her a squeeze, licked her left nipple, and looked into those beautiful brown eyes.
"I really enjoyed our first date," I said, grinning. "I hope you won't think I'm being too forward - but I'd really like to ask you out again sometime. Could I steal a kiss before I have to say, 'Good night'?"
She looked at my face, and laughed so hard I thought her pussy would spit out my softening dick.
She glanced over at Kasey - who, I discovered, was still recording.
"So?" she asked her daughter.
"So what?"
"Is he a keeper?"
"Mom. I hardly think one good fuck is enough to make this kind of decision."
"Decision?" I asked.
Kasey looked at me, "Give us a minute."
Her eyes were serious - so I just nodded - with my cheek still resting between her mom's D-cup mammaries.
"Fine," Mrs. Williams told her. "You order while we're getting cleaned up and we'll talk about it."
"Delivery or drive-thru?"
"Drive-thru or eat-in - your pick."
"It's always better fresh .."
"Fine. We got an early start anyway. Reggie and I will go shower. Get us a table for three - for 30 minutes from now."
My former teacher looked into my eyes - and then looked back at her daughter.
"Make that 45 minutes."
"30," Kasey said. "I'm hungry and you already got off at least once - you can wait a little."
"Fine - but I have a lot of catching up to do."
"You know, it didn't have to be this way," Kasey taunted, grinning, "you could've just given into .."
"Say it!" her mom challenged, vehemently.
"Ugh! I can't," Kasey said, making a horrible face. "What a fucking creep! You know all those flowers were from him, right?"
"Can we not talk about Mr. Never Happening?" my former teacher asked. "I have a whole pussy full of the most beautiful spunk and you're doing this?"
"Sorry," Kasey said, her look reflecting her words. "You looked beautiful momma."
"Thanks, baby. It was really good."
"I kinda noticed," she said, grinning.
"Let me - us - shower real quick and we can talk on the way to dinner."
"After," Kasey demanded.
"Fine," her mother sighed.
Mrs. Williams and I lathered each other but - other than that - I enjoyed the chastest shower I've ever had with a person of the opposite sex.
We were done in 15 minutes, dressed in five more, and headed out of the drive - in my car - since it had been blocking theirs.
Mrs. Williams rode next to me - with her hand on my lap - while Kasey sat on the other side of her mother.
My car was old enough to have a bench seat in the front - instead of bucket seats. Whoever had decided that society needed a console between the driver and the passenger had obviously never had a hot female sitting - snuggled up against their side - while driving down the road.
One of my teacher's feet (and lovely long legs) was on my side of the hump in the floorboard - but - I was okay with that - very okay with that.
Mrs. Williams spent most of the trip to the Chinese place stroking the inside of my pant leg.
Kasey looked over now and then, shaking her head a little, but stayed quiet.
We ordered, chatted, stuffed ourselves, and then grabbed the fortune cookies.
As we read our fortunes to each other, we added the obligatory ".. in bed" to the end.
Mine was: "You will make someone's day .. in bed."
We laughed.
Mrs. Williams was: "Be ready for a new experience .. in bed."
She cooed.
Kasey's was: "The past cannot harm you .. in bed."
She looked pensive but nodded.
Mrs. Williams stayed quiet but squeezed Kasey's hand; under the table, her other hand squeezed my dick.
I stuffed the last Crab Rangoon in my mouth as we stood to leave.
Mrs. Williams leaned in and tried to nibble my lips - like she wanted to share it.
Kasey just shook her head - but took her mom's hand in hers as we headed to the door.
Since I was holding her other one, I'm sure the two of us looked odd "escorting" her mother to the car.
I opened the passenger door and Mrs. Williams shoved Kasey in first.
I let them both climb in, and then closed the door.
When I slid behind the wheel, I leaned into Kasey a little, to put on my seatbelt.
I looked into her eyes and said, "Hi."
She bit her lip again. I couldn't stand it anymore.
"I don't mean to scare you but every time you do that, I have this overwhelming urge to kiss you right in the spot where you're nibbling."
She stopped - looked me dead in the eye - and did it again.
I placed my thumb and the forefinger of my right hand under her chin, holding her gently, leaned into her, and said, "You are so beautiful it hurts."
I kissed her softly - just a little peck - at the point where her top teeth were biting on her lower lip.
I looked up, into her eyes, and felt like my soul was sucked into the void.
I cleared my throat, turned back to face the front, and started the car.
As I pulled out of the parking lot and headed for their house, Kasey laid her left arm across the seat, behind me, and lay her head on my right shoulder.
I looked over to see that her mother was holding her right hand.
None of us said a word - all the way back to the house.
We walked into the living room - but - I wasn't sure what was next, so I slowed down to follow their lead.
Kasey returned to her seat at the little four-person dinette.
Her mother and I sat on the couch - holding hands - sitting in the same spot where we'd fucked just an hour or so before.
"Kasey?" her mom started.
"Wait," she replied, solemnly , holding up a finger.
Mrs. Williams nodded.
Kasey looked from her mother - over to me.
~~~ The Rules ~~~
"Over the last year or so, mom and I have talked about our options. This experiment is the culmination of numerous brainstorming sessions.
Neither of us is certain that this will end up being the ultimate solution - but it's the closest we can work out at this time.
Part of the impetus for this approach was when mom and I were watching the 'Sister Wives' TV series.
I argued that the entire idea was ludicrous; mom countered that - if two or more females could come up with the correct set of ground-rules - they could make the relationship work.
So here we are. "
"Where is here?" I asked.
"I need to start with a little history lesson first," she stated.
"Okay," I agreed.
"Both of my parents were experienced lovers by the time they graduated high school.
In college, they were even more casual with their relationships. However, the day the two of them met, that all changed. Dad told me that he saw mom walk in the front door of his frat-house - for their regular weekend drinking party - and he couldn't stop staring at her. Within minutes, he had forced his way through the crowd, introduced himself, and pledged his undying love. Mom was intrigued but didn't know him - so promised him nothing - except to agree to start dating.
From that night forward, all other love-interests were pushed to the side. For mom, it was the logical thing to do - to give the experiment a true clean-room environment. For dad, it was his only chance to prove that his love was true.
Like any normal person would, mom started falling in love with this strange man who told her she was the center of the universe - and treated her like a goddess.
They were married six months later. Neither set of parents approved, thinking the relationship was doomed to fail. The ceremony was performed at the hall where the college's Christian Fellowship of Athletes held their meetings - by the resident minister. A handful of friends were the only witnesses.
Over time, mom's parents realized that the relationship was real - and gave mom & dad their blessing. Grandma Williams was, as is her nature, resolute. Grandpa, as you have probably already realized, has no self-will.
Grandma has never believed that mom was good enough for her son. To this day, she persists in treating my mother like she's some kind of cheap whore."
I glanced over at Mrs. Williams - who had turned many a clueless student into a success - by teaching them the value of learning for themselves.
"My parents finished their degrees. Mom completed her certifications and both of them started applying for jobs.
As most new graduates - and newlywed couples do - they struggled. Each time there was a need, Grandma Williams made sure she was there - with cash in hand - but - always - with strings attached.
When mom got pregnant with me, things, of course, got tighter - and grandma collected more IOUs."
I shook my head.
"Sixteen years later, when my dad passed away, Grandma Williams was more concerned about making sure her foot was squarely placed on my mother's neck than she was about grieving for her son.
Dad's will states that his estate will only continue to pay his portion of the bills as long as Grandma Williams signs-off on it.
Grandma has already promised that - the moment she finds out mom is dating - dad's money is gone."
"That's .." I began.
"Oh, it gets worse .." she declared.
I just waited.
"Grandma's tentacles don't just wrap around mom; they bind me as well.
Mom & dad had set up a savings plan to pay for my college but that money is under grandma's control as well.
I was only allowed to apply to the colleges and universities that grandma approved. I had to pick the cheapest one, regardless of any other criteria.
For the first two years, I will be attending the community college - here in town - and living at home - so that I'm not taking any more of Grandma's money than necessary.
After that, I will attend Eastern State - just down the road - and continue to live in this house."
I nodded.
"I really want to keep cheering in college. I can't do my classes - and cheer - and hold a job that would pay for everything I need.
Mom's job pays enough for her to get by - but not well enough to do that - and cover college.
Even if you can't see the bars on the windows - or the locks on the doors - we live in grandma's prison - and will continue to do so for the next four years.
Once I have my degree, we're cut off. Grandma tells me that I have five years, tops, to graduate."
"Wow," I said, shaking my head again.
She nodded.
"So - Sister Wives - the solution mom & I came up with was - to find an acceptable guy - and share him.
We needed a male - appropriately aged to pretend to be my suitor - so I created a spreadsheet, added the names of every person who I considered to be a realistic possibility.
We created a rubric and scored each of the potential candidates.
You scored the highest - so - here you are."
"A spreadsheet?" I asked, incredulously.
She nodded, her expression as serious as a heart-attack.
"Assuming you are willing, you and I will date for the next four years.
Grandma's spies will report that you visit me often.
Obviously, you will only visit when I am here."
I nodded.
"Again, assuming this works for you, mom will use you to take care of her sexual needs."
"So far, so good," I chuckled, glancing at my former teacher and back again.
Kasey gave a nervous laugh.
"At this time, I am still a virgin. Mom has, repeatedly, told me that she thinks I'm a little too old-fashioned in my approach to relationships.
Call it what you will, I want what mom & dad had - and I want it on my own terms.
Grandma seems to control everything else in our lives; this is one thing I control.
Part of the criteria I included in the spreadsheet was my calculation for the possibility of finding someone that I believed I could spend the rest of my life with.
Again, here you are."
She appeared to have a little more to say - so I just waited.
"I will not have sex with you - or any other man - until our wedding night.
You are free to fuck my mother - with no guilt from me - for the next four years.
I am interested in seeing if we're right for each other - but that is up to you as well.
Any questions?"
"You picked me?"
"The data did."
".. and you're okay with that?"
"You're here, aren't you" she asked, the right edge of her lip curling up a little."
I nodded, finding all of this a little difficult to process.
"The video ..?"
"As you have just learned, my mother has had to live under the constant malignant scrutiny of my paternal grandmother for nearly half of her life.
When she and I started talking over the details of this arrangement, I saw my mother's eyes light up with the first glimmer of hope since my dad passed away.
My father would have never forced my mother to give up sex. They committed their lives - and love - to each other and kept their wedding vows throughout their time together.
My mother deserves to be free to love and be loved - again - and to fuck if & when she feels like it.
She's been looking forward to her time with you since before you even agreed to participate in this experiment.
That video is for her - so she can remember what freedom looks like."
I reached over and squeezed Mrs. Williams' fingers.
"I gotta say, this is the weirdest conversation I thought I'd never have," I said. "I am concerned that it looks like you're trapped into having a relationship with me - just so that your mother can taste the freedoms that every other person already enjoys."
"Your analytical mind is part of what bumped your score above the others - that - and the fact that you never fucked around in school."
"I had three different girlfriends .."
"Who left you, regretted their decisions almost immediately, and tried to come back to you."
"Geez. How much data do you have?"
"My mom teaches Scientific Method .."
"Gotcha."
".. and you - never - not once - made a statement to anybody else about what happened in those relationships - even when they were throwing around all sorts of crap about you."
I knew which girl she was referring to.
"She was a slut. I never even fucked her. I think that was what made her the angriest. She was in such a hurry to have sex that I started seeing red-flags - so I just threw the brakes on the relationship."
"You were together less than a week."
"Yup."
"She spewed venom about you across the next three boyfriends - I'm not even sure she remembers dating them."
"Nick - from my Pascal class - was one of those three. She had him drive her to the city park. He said she held her hands over his face, so she wouldn't have to look at him, fucked him until she got off, and flagged down a passing car to hitchhike home. He was still pulling his pants up - climbing out of the backseat of the car - trying to figure out what happened - when she disappeared. He said she was fucking him so hard that he couldn't even get turned on - and two minutes later, she was gone."
"You cared about him?"
"He was always straight with me. He didn't deserve that - but nobody else had ever paid him any attention - so he jumped when she offered. I should probably get him a hooker when he turns 18 - so he can at least have one positive sexual experience."
"He's not 18? I thought he was in our class!"
"He is - was - he's just got a summer birthday."
She gnawed on that lip again.
I got up from the couch, squatted down in front of her, and kissed that same spot.
"So .. you seeing anyone?" I asked her.
She giggled.
I held out my right hand - and she placed hers in it. I brought it to my lips - kissed the back of it - looked into her eyes - and said, "You are the most beautiful woman I have ever known. You are smart, you are sexy, you are talented, you are strong - and I would like the chance to get to know you better."
She took my hands in hers and said, "I would like that."
"Speaking of fucking," Mrs. Williams called out.
I glanced, behind me, at my former teacher - and back to the young woman holding my hands.
"She's insatiable," Kasey said, rolling her eyes.
"Gotta keep my possible future mother-in-law happy, though, am I right?" I said, with an evil grin.
Her face got a little clouded - but she nodded.
"Hey," I said, pulling her chin up - so I could see her eyes, "I'm serious about getting to know you. Your mom is a terrific fuck - and a total hottie - but - if - I'm understanding what you're saying - this only works if you and I mesh, right?"
Kasey nodded, "Which is why she's anxious to fuck you again - because she's worried about how long it'll be before I find Mr. Right - and regardless of how she's acting like a total slut right now - she's terrified that Grandma will see through this whole sham and fuck us all."
"Grandma has spies?" I asked.
"She's suborned at least one neighbor and we believe she hired a private investigator. I don't know if you've looked around - but all of the curtains and blinds are closed - nobody will ever know what happened in here but the three of us - and - regardless of how you and I end up - mom needed this."
I did look around - and then back into those gorgeous eyes - those deadly serious eyes.
"Listen," I said. "I need to take care of an elderly friend of mine - but maybe I could stop and see you later and we could just talk?"
I leaned in and kissed her bottom lip again.
As I leaned back again, Kasey nodded at me, smiling a little.
"Elderly?!"
Kasey grinned and we looked over at her mother - as she was getting up off of the couch.
"Come with me, child, and I'll show you what this old hag is capable of. Let's go violate my marriage bed."
"Don't forget to shut down the laptop first," Kasey called to her mother, as I stood, "in case Grandma has figured out how to hijack it."
I had started to follow Mrs. Williams but turned back to look at Kasey - who was nodding - as she shooed me off to follow her mother.
"When she's done with you, I'll be down here, reading. Come visit for a while."
"As you wish .." I said.
She smirked, "Be careful, Dread Pirate Roberts .. She killed my father. Prepare to die!"
My head spun back to her - to see if she was being serious - but her mother grabbed my hand and pulled me up the stairs.
Kasey sat there, cackling with laughter, at the scared look on my face.
~~~ Round Two ~~~
Mrs. Williams and I entered the dark room - lit only by the nightlight in the bathroom.
My lover closed the screen on the laptop computer, left a trail of clothing on her way to the bed, pulled back the covers and laid down with arms open for me.
I discarded my clothing and joined her.
She threw the covers over us and wrapped me in her arms.
"It is not my intention to coach you - because Kasey will know I've interfered with her experiment - but your answers, so far, have been spot-on. Just keep being yourself."
".. and with you?"
"Keep fucking the shit out of me and making me the happiest woman on the planet."
"You are gorgeous."
".. and you have the tongue of a devil - who smells of sex."
"I could be happy just BEING with you," I told her, "even if we never have sex again."
"You are such a suck-ass. We'll see how you talk after you're done sucking my ass."
I raised my eyebrows at her.
She pulled me closer and gave me another scorching kiss.
"You miss him."
"I do - but only some of that kiss is for him - most of it is for the little devil who filled me with sperm twice already today - and who will - hopefully - do it again a couple more times before I send him home."
"Must I leave?"
"Ha! Silvertongue. Yes. As you said, you and Kasey need to date and decide - but .."
".. but?"
".. but - when you bring her home from the date - I need to make sure you haven't cheated on me - so I get to check the goods."
"Ah!"
"Now climb up here and give me the goods."
"Missionary?"
"Let's start with 69. I want to see how good you really are with that tongue of yours, you little devil."
In the end, there were a few tricks that I needed to learn.
Mrs. Williams was a patient teacher - and - when I responded well to instruction - she was a faithful rewarder of diligence.
Her final reward - once I had elicited an orgasm from her - was to deep-throat my cock - which resulted in me delivering rope after rope of spunk directly into her stomach.
I seriously don't know how she shuts off her gag-reflex - but that was like something I'd only ever seen in porn videos.
When she kissed me on the mouth - afterwards - I couldn't even taste my junk on her tongue - it had never even been in her mouth.
We talked and shared stories while she stroked me back to hardness again.
In the soft glow of the bathroom night-light, I watched as my former Science teacher's sexy body hung - suspended - above my own - as she slotted the head of my dick at the entrance to her sacred place.
"Your husband was a lucky man - and smart, apparently," I told her. "Thank you for giving me the chance to show you that I'm worth the risk - and for sharing your gorgeous and talented body with me."
"Who says I'm not just using you as a living dildo."
She looked into my eyes as we became one. Those intelligent eyes seemed to be searching inside me. I thought they might have misted over a bit before she laid her head on my shoulder and started slowly riding my cock.
"I am - obviously - fine with that," I said. "Having heard at least some of your story, I don't believe this is quite as casual as you're intimating. I want you to know that I'm humbled by the trust you've placed in me and I'm committed to helping you through this tight place - and building a relationship with both you and your daughter."
"Tight place, huh?" she snickered.
She raised her head up to look at my face again.
"The tightest."
"Not old and tired?"
"Snug & cozy - challenging & invigorating .."
"Naughty - or nice?" she asked, grinning wickedly.
"Naughty in the nicest way."
I leaned up, begging for a kiss - which she granted.
"I wish I could SnapChat you - riding my cock - every man I know would be jealous .."
".. but you won't?"
"Kasey's right. I don't kiss & tell. I don't like it done to me; I refuse to do it to others."
She smiled and gave me a kiss that was definitely worth keeping to myself.
"Besides," I said, "I don't want anybody else to know you're available. Maybe I'm just selfish. Honestly, It amazes me that other people talk about their relationships so carelessly. Maybe they do care - but their actions don't reflect it."
"You're a little more clinical about it, I think. That's probably why you scored so high."
I grabbed her hips, beginning to take an active role in the lovemaking.
"I definitely scored," I said, grinning.
She snickered - and then closed her eyes - as I groped her soft hips & ass - speeding up my thrusting - meeting her body half-way - as she slid my fuck-rod in & out of her gripping channel - again & again.
I took her face in my hands and leaned up for another kiss. Her lips were as beautiful as the rest of her.
Her eyes were still closed - lost in the love-making - so I did my best to make love to every part of her body that I could reach.
I brushed the backs of my fingernails across her collarbone and she shivered and growled, "That tickles! Don't do that."
She lost her stride for a moment - but quickly went back to rhythmically riding me.
She had complained - but it seemed like her nipples had stiffened even more with the teasing.
I ran the palm of my hands around the outside of those glorious breasts - so full of life.
They swung - forward & backward - again & again - as our bodies met & retreated, met & retreated - it was hypnotizing.
I cupped one luscious globe - and then the other - bringing the stiff nipples to my lips.
I struggled to keep them there - as she continued riding my cock - and I repeatedly pistoned my hips up to greet her - but I was eager to taste her mommy-bits.
Her nipples were nearly the size of my thumb - centered in dark, silver-dollar-sized areolas.
I nibbled my way around each areola - corralling each nipple - herding it - trapping it - before pulling the stiff bud into my mouth with my lip and tongue.
She moaned as I latched onto each one - drawing it in - sucking hard - to see if I could get anything to come out.
I gave it a quick tug - with my upper teeth and my tongue - before switching to the other breast - to give the twin the same attention.
I moved my hands to her rib-cage.
She flinched a little - worried that I was going to tickle her, I think.
I gripped & grabbed - massaged & groped - moving my hands, slowly, back towards her hips - her ass - her upper thighs - and her ass again.
I was primed - ready to blow.
She had shuddered through one decent orgasm - as I'd groped her ass - and seemed to be getting close to a second.
I held tightly onto her splendid posterior, increasing the impact at the end of each stroke.
"Yes. Yes. Yes," she chanted, with each forceful collision.
"You are so - fucking - beautiful," I told her. "I want to knock you up so bad."
"Badly," she attempted to correct me.
"Very bad," I taunted, grinning.
"Yes, you are," she groaned - and then ordered, "Do it."
"Cumming.." I moaned, as my testes fired for the hundredth time that day.
She stopped riding me and settled her pussy fully onto my engorged seed-spitter - giving me the best possibility of breeding her.
I gripped her ass tightly in my hands, pinning her on top of me, and mentally commanded my spermatozoa to find that egg.
When my mommy-maker had finished firing, I released her ass, moved my arms up - around her shoulders - and pulled her into a hug.
She tucked her hands in, behind mine, and relaxed, snuggling into my embrace.
"Mrs. Williams?" I asked.
"Mmm?" she mumbled.
"I'm not sure I'm ready for the final exam. Do you think you could give me a few more practice exercises?" I asked the top of her head.
"I'll see what I can come up with," she said, grinning into my chest.
She had, practically, ordered me to breed her - but I had to ask.
"Are you on the ..?"
"Kasey's father and I never used protection. She was the only product of years of fucking. We never got tested. I don't know if it was him - or me. If you knock me up, I will be happy. I will be poor and homeless - but I will be unrepentantly happy. Do your best to fuck a baby into me. I am freer than I've been in years and even my bitter-ass mother-in-law can't rob me of the joy I would have, knowing your child was growing inside of me."
"You deserve to be happy and I will do everything I can to be part of that smile that makes you even more beautiful than you already are."
"You are such a suck-ass - but you fuck good - so I think I'll keep you around. Speaking of which, you should probably go spend some time seeing if you can convince my daughter to be your girlfriend."
"Yes, mother."
"Mrs. Williams. At least until you and Kasey are married - then we'll see."
"Yes, moth.. Yes, Mrs. Williams."
"Devil-spawn."
"Moi?" I said, dramatically.
"You had Spanish - not French - don't try that shit on me - go play nice with Kasey."
"Yes, ma'am."
"When she's done with you, come keep me warm for the rest of the night."
"Yes, Dear."
She cleared her throat.
"Yes, Mrs. Williams."
"That's better, Reggie. Now be a good boy and be a good boy."
I gave her a quick kiss - which lit up her face again - and then extricated myself from my lover's bed.
I got dressed, thinking about the craziness of the last week - culminating with the crazier revelations - and crazy-amazing sex.
Back downstairs again, Kasey and I chatted as if we were between classes - sitting in the school library - and not as if I'd just sucked (and fucked) her mother - at the other end of the house.
"Pick me up at five next Friday. Surprise me about dinner and something fun to do - then we'll come back here so Mother can make sure that I haven't soiled myself by giving you my virginity."
I nodded.
"Unless you have other plans, she'll probably keep you here for a 'nightcap' and release you after breakfast in the morning."
"Okay."
"We'll play this, week by week, and see how it goes."
"Okay."
"I will tell you that I am totally committed to finding the right guy before I take this relationship farther but that - once we've crossed that threshold - we'll be moving into territory that none of us have experienced before - although you are getting a little taste of it now."
"Let's worry about us first."
"That's easy for you to say - you've cum three or four times today. I've been waiting for 18 years."
"If your mother was that crazy after two years - I'm not sure I want to be around to see what you do after 18 .."
"Really?!" she accused.
"I'm lying. I totally want to watch."
"Watch?!" she growled.
"Scratch and sniff?" I said, grinning.
"EW!"
"Suck and fuck?"
"You're getting warmer .." she said - still not letting the smile she was hiding take over her face.
"I told you before - and I wasn't lying - I think you are super-special and I'm just happy to be Bachelor #1. I'm just praying I don't fuck this up."
"You are such a fucking dweeb! Go keep my mother warm and I'll see you at breakfast."
"Kase?"
"Yeah?"
"If your mother gets pregnant ..?"
She stopped what she was doing and looked at me.
"If it happens, it happens."
"Would you be ..?"
"Mom would be delirious. How could I not be happy for her?"
"How would it make you feel about us?"
She was pensive for a little while.
"This is really a question for when we get to the next phase but let's just say that I think I'd be okay with it."
"I can use protection, if .."
"No."
I looked into those eyes - as bright blue as the Caribbean Ocean.
"I will do whatever you want me to," I told her, seriously.
"I want my mother to be happy. She IS happy. I want her to continue to be happy. You realize you're fucking me into a corner here, right?"
"I'll stop," I said, checking her eyes, again, for a sign.
"No. You will not," she ordered.
I stayed quiet but focused on her words - spoken and unspoken.
"We will get to know each other - and see what there is between us. Meanwhile, you will do your best to knock my mother up."
"This is the weirdest fucking conversation I've ever heard of."
"You haven't met Grandma Williams. Hmm. There's an interesting idea .."
I shuddered at the look on her face.
She nodded, "Be afraid, Will Robinson. Be very afraid. Now - go snuggle with my mother."
"As you wish .."
She laughed and shooed me off to her mother's bed - and arms.
It's a tough job - but somebody's gotta do it.