Dude You Slept With My Mom Ch 09

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Reminder: This series switched from Mature (the main theme of the story) to Incest/Taboo when Emily's mom became a regular fixture in Sam/Augie's bed. If/when he goes back to just fucking Emily and Maggie (along with the rest of the MILFs on the bucket list), I'll change it back to Mature.

(Bucket-List Progress: Week 13 - 28/104 = 26.9%)

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~~~ Week 13 - Wednesday ~~~

As I woke up, I realized I had warm female flesh on both sides of me, cuddling into my flanks. It took me a moment to remember that Maggie had spent the night. Fingers teased across my half-rigid cock - which quickly had it stretching to its full height. When a second set of fingers came into play from the opposite side of my body, I moaned.

I opened my eyes to find Tinkerbell smiling at me. I gave her a kiss and turned my head the other direction to greet my older lover.

"I could get used to this," I moaned.

"You hear that, Mags?" Emily growled.

"Yeah, the spoiled little boy is no longer satisfied having just one of us in his bed at a time," she snarled, grinning viciously.

"I didn't say I wasn't satisfied ..." I objected.

"Any ideas on how to shut his lying mouth?" Emily asked Maggie.

"One or two," she giggled.

"Your pick," my former classmate offered.

"I fucked him last," Maggie replied. "I'll shut his pie-hole."

Within seconds, Maggie was holding onto the headboard, riding my face, twerking her vulva against my mouth and chin, moaning loudly. I reached up, grabbed her hefty breasts and squeezed. I found the stiff nipples and tugged on them hard. She squeezed and twerked faster.

At the other end of the playing field, Emily had my feet in the air and she was riding me like an Amazon. She was thrusting her pelvis forward and down - and banging my cock into her womb. Her legs were pressed tightly together and the tension - combined when what her partner-in-crime was doing to my face - had my balls aching already.

Without warning - not that I could get enough air to make the announcement - I grunted and began cumming inside of her.

"You fucker!" she growled.

"What?" Maggie asked.

"He's cumming! I'm not even close yet!"

My tiny girlfriend proceeded to slap the shit out of my bare ass and legs as she fucked herself on my slobbering cock. She ignored any protestations from me. Maggie was beginning to show signs of a looming climax. She had stopped twerking and was just riding my face into the glow of the sunset. Emily's cunt finally clamped down and she grabbed both of my ankles again to ride out her orgasm.

The two of them climbed off of me and traded places. Emily kissed Maggie's slickness from my face while Maggie sucked the frothy mix of my semen and Emily's taco-sauce from my pitiable prick. The two of them dragged me across the hallway to the shower and we cleaned each other up. I complained that the soap made the welts on my ass and legs sting but I didn't get any sympathy from my two abusive lovers. They took turns stealing kisses and "cleaning" my cock.

Maggie was early for work that morning because she only needed to walk up front. Emily and I, however, still needed to run by the nursery to grab our supplies for the day. We were way behind schedule.

By noon, we had finished up our work at the church. We ate lunch with Mrs. Anderson and then had her do a walk-around to see if she wanted anything changed. She was happy with how things had turned out. When she pointed out a few of the "upgrades" we had added, I assured her that those were just donations from the boss. She liked those as well. Emily and I both got the feeling that if either her husband or daughter hadn't been at home, she would have needed my help moving a bed.

We made a run back to the nursery, grabbed the things we needed to start on the front of the parsonage, and headed back to start working along the sidewalks - both the public one - and the one that led to the residence.

By the time we wrapped up for the day, the edging and the ground-covers were in place. Once more the minister's wife raved about how things were progressing. We waved good-night and headed for the truck.

As soon as Emily and I got out of the shower, Maggie dragged me to the front office. She cleared out enough space in the conference room to give us room for her to coach me through some quick dancing lessons.

As soon as she was convinced I had the basics down, my two lovers ushered me back to the bedroom for me to be dressed for my date with the judge's wife. First, they started with a leatherette Speedo. On top of that went a dressy suit. I thought it was a little tight (especially the pants) but the girls assured me that it fit "just fine".

The two of them made sure I brushed my teeth and used mouthwash. After that, I was loaded into Maggie's car and driven across town.

Emily waited in the car. Maggie walked me to the door, rang the doorbell, and we waited. When the door opened, she introduced me as "Maria's gift for the night". After that, she turned and walked back to the car.

The woman in front of me looked like she was probably ten years older than Maria - maybe five years older than Maggie. The jewelry she was wearing was easily worth more money than I made in a year. She was dressed in nice clothes that brought out her fine figure and her long legs. Her straight, silky, dark brown hair hung well past her very tight ass. I closed my mouth to keep drool from staining my suit.

"Augie?" she asked.

"Y..Yes, ma'am," I stammered.

"I hope you're all that Maria assured me that you'd be," she cooed. "I could use a little excitement."

"I will certainly do my best," I promised.

"The car should be here shortly," she said. "Step inside and we'll practice a little dancing while we wait."

We stood just inside of the door. Her house was as fancy as her makeup, her clothes, her hair, and her jewelry. I'd never been in such a nice home before.

"Focus," she said.

After a minute or two, I fell into the dance moves that Maggie had coached me through. We practiced for several minutes before a limousine pulled up in front of the house.

"Acceptable," she said, grabbing her slender purse, and grabbing my hand to lead me outside.

She turned and locked up the house. She stepped beside me, wrapped my arm around her back and waist to show me how to hold her - and then we moved towards the waiting transport. The driver already had the door open.

The judge's wife waved me inside and then allowed the driver to help her take her seat. Soon we were underway.

"I must confess," she said. "I'm tempted to ravage you now and skip the rest of the evening. However, I've waited long enough for this - and there are a few people that I want to notice my dalliance. For all of those reasons, we'll keep to the plan and then we can enjoy ourselves on the return trip.

She slipped a hand inside of the thigh of my slacks. Her sexy shape and words were already working on my cock. Her eyes caught mine when her fingers found the bulge trailing down my right pant leg.

"Maria didn't lie," she said.

She took her hand away and looked straight ahead. She appeared to be working to convince herself not to abandon her plans.

"Do you know why you're here?" she asked me.

I assumed it was an attempt to distract herself - and not to test me.

"Maria said the judge is being inordinately generous in overlooking the red flags surrounding David Kruger's actions and treatment of his wife, Lena," I told her. "She hopes that you will be able to get him to be fairer, moving forward."

"I've warned her that he's becoming even more hard-headed, the older he gets," she warned.

"I trust Maria," I said.

She looked at me, staring into my soul.

"I do too," she said, finally.

Her eyes roved over my body.

"She seemed very confident about your ... talents," she said.

During our conversations, thus far, the judge's wife had made a point of saying things in an indirect manner. I decided to phrase my answer along those lines.

"I've found that Mrs. Martinez is usually confident about subjects that she knows a lot about," I replied.

Her expression told me that she had fully understood the implications of what I had said.

She arched an eyebrow at me, grinned wickedly, and said, "That is true."

A few minutes later, we pulled up to a restaurant that I had only heard of. I began to worry that I'd be expected to pay for something. A meal at this place would probably cost more than the ring that I had bought Emily. My date must have noticed my oversized orbs.

"The good judge will be taking care of the bills," she assured me, as we waited for the driver to open the door. "I doubt he'll even notice. If he does, I'll tell him that I called for an escort to take me out because he was too busy."

The driver opened the door and helped my date out. Her silken dress wrapped around her body in a most alluring way. The silky, glittery candy-apple-red dress showed off her pear-shaped figure exquisitely. I wasn't much on wide hips - but her legs were so luxurious that I wanted to start nibbling at the outside of her ankles, work my way to her waist - and then move inside of her leg to chase my way towards her gooey cream-filling. My cock was standing proud. She noticed - and smiled. Her tanned, toned legs were sheathed in the finest of charcoal stockings. I wanted to chew them off of her body. My balls were already aching for release.

Her necklace worked with the cut of her dress to show off her narrow neck, inviting me to nibble and suck it as well. I really needed to stop looking at this woman's body. Her eyelashes were longer than I usually cared for - but she knew how to employ them and she was destroying me with her sultry looks. Her lipstick was just the right shade of "you want this mouth on your body". I absolutely wanted it on every part of my body. She was too handsomely dressed for me to imagine the mouth taking my cock - but that didn't keep my prick from wanting that mouth wrapped around it.

Fuck! She was going to be disappointed when I shot off like a fucking rocket! I got out Pandora's Box, hog-tied my aching need, and shoved it inside. I stepped up beside my date and put my arm around her as she'd shown me how to do at the house. She purred - the first test of my new resolve. I ordered my prick to deflate enough so that I could walk without limping.

I ushered her up the step and through the door that the sharply-dressed butler-dude was holding open.

Without a word, the maître d' escorted us to a table in the absolute center of the dining area.

"I do apologize," she told me. "You're a bit of a trophy. We'll be more private later. For now, I need a few people to see me. I'll make it up to you."

"Feel free to use me in whatever way you need," I told her.

She raised an eyebrow at that. After a moment, she said, "I may take you up on that."

"I've got to tell you," I admitted, "I wasn't looking forward to this. It was something that needed to be done - a task."

"But ...?"

"I'm on pins and needles right now," I told her. "I can't wait to get you all to myself."

She purred again, giving me a smile that ignited the blood in my veins.

"Dinner will be more art than substance," she said. "I apologize in advance for that. It IS tasty - but not all that filling - especially for a young man engaged in the laborious work that you do. I'll want a little of that desire on display when we get to the dance floor - but it'll still be mostly for show. Later, I'll take whatever you're willing to give me."

"I can be ... vigorous," I warned her.

"I LIKE vigorous," she assured me.

The tiniest chicken breast I'd ever seen arrived - with a sprig of some grassy thing on the side - and a vegetable decoration on top. It was tasty - but gone in two bites. I cut it in half, speared each piece with my fork, chewed, swallowed, and looked around to see what else there was to eat.

"Later," she promised.

Some flan-like dessert got delivered next. It was gone in one bite. I tried to smile more and frown less. I'm not sure how well I did.

After what seemed like an hour, the maître d' was back to hold her chair as she rose from her seat. I scooped my arm around her and we headed toward the exit. She nodded to a couple people and chatted with one or two others on the way out. The butler-guy held the door and we slipped back outside. I climbed into the car and the driver helped her in.

At the club, we were (once again) escorted directly to a place of prominence.

"Our dance partners may shift a few times," my date warned. "Answer any questions honestly but as vaguely as possible. Otherwise, stay quiet. You're doing well - just keep doing what you have been."

Over the next hour, we danced. I mostly danced with the judge's wife. She gave me verbal cues about how to smile, move, tease, laugh, and so on. She didn't seem too disappointed. I was more than ready for this portion of the evening to be concluded.

We traded partners with a few older couples. The gentleman spent some time flirting with the judge's wife and their spouse spent a little time squeezing my biceps and tittering at me. Their eyes spent more than a little time studying the bulge in my pants.

Finally, my date and I returned to the limousine. Once the door was closed, the woman tapped the intercom and instructed the driver to hit a drive-thru and grab me something more to eat. It was funny, watching the fast-food workers' faces - as they handed my bag of burgers and fries to the driver.

The window behind the man slid open and I collected my sustenance. She nodded to me to go ahead. I ate quickly, trying to avoid getting any stains on my fancy suit.

Once my food was gone, I cleaned myself with the napkins. My date squirted some hand sanitizer into my palms and handed me a wad of tissues. I finished cleaning myself and deposited the waste in the basket that she pointed out.

Once the judge's wife determined that my clothes, hands, face, and mouth were clear of all traces of my greasy repast, she raised her dress and climbed onto my lap to face me. With a couple deft movements, the top of her dress came open. Her chest was her least impressive attribute - but I'd wanted to touch and taste her all night long and I was finally being given the chance.

She purred into my mouth as I groped, squeezed, and massaged her chest, breasts, and nipples. It seemed that she'd been anxious to begin as well. My cock was quickly pressing upward - trying to force its way through the thin material of my pants, her stockings, and whatever she was wearing underneath.

The car stopped. She kissed me once more and then pushed away so that she could fix her dress. She climbed off of my lap just before the driver opened the door. I saw that we were back at her residence. She took his hand and climbed out. I crawled out behind her. She thanked the man and took my hand to hurry up the sidewalk.

As soon as the front door was closed, she pointed me to a restroom and told me to get the necessities out of the way. She went to do the same. I expected her to change - but she was dressed exactly the same when she returned to where we'd parted. She directed me to remove my shoes and socks. The shoes went in front of the armchair and the socks went onto the seat. She pulled me to where she was standing, hugged me close, and looked up into my face.

"Once I've climaxed, I usually get at least two more fairly quickly," she told me. "We'll tease each other here in the front room and undress as we do. You'll lay me on the dining room table, hold my legs in the air, and fuck me until I orgasm. Maria tells me you can hold out a while?"

I nodded.

"Second orgasm from behind, over the back of the sofa, third with me sitting on the edge of the kitchen counter, fourth in my husband's chair in his office, and then - finally - in the center of my marriage bed. I want the first shot of your seed inside of my vagina - then I want you to pull out and spray the rest from my vulva to my chin."

I nodded again.

"If, at any point, you need to climax, we move directly to the bed for the finale. You'll leave me there in a gooey mess and I'll call Maggie to come get you. Understood?"

"No problem," I replied, smiling.

"Good," she said, leaning up on her tip-toes to collect a kiss.

It was then that I noticed that she'd removed the expensive jewelry. I really wasn't sure how this plan of hers worked - but that would make things a little easier.

She kissed me as she began removing my jacket and vest. She laid them over the armchair that held my socks and returned to me. She took my bow-tie off of me and slipped it around her neck to begin unbuttoning the thin, white shirt. Once it was gone, my undershirt went next. Once my chest was bare, she fastened the silky black bow-tie back around my throat and ran her palms over my chest, purring and kissing me repeatedly.

She unbuckled the belt, unbuttoned the pants, unzipped the fly, and reached her right hand within. When her fingers found the vinyl bikini underwear, her eyes widened. She dropped my pants to my ankles and stepped back.

She grinned, hungrily, and purred, "Very nice."

She palmed my cock and balls and bent to remove my pants from my ankles. She folded them and placed them on the chair with the rest of my clothes.

She pulled her shiny, red dress over her head in one quick movement. I already knew that she was braless underneath. I was a little surprised to see that she wasn't wearing panties. The only thing the woman was wearing on her lower half were the pantyhose that I'd already been admiring earlier.

She pulled me to the couch, shoved me onto the seat, and climbed onto my lap to straddle me. She worked her gauze-covered twat against the thin vinyl barrier that sheathed my rigid prick as she ran her hands over my chest and kissed the life out of me. I palmed, squeezed, and ran my palms over her pencil-eraser-sized nipples - so tiny and hard!

She broke our kiss to catch her breath and then went right back to kissing me again. She was a good kisser. I could be happy spending the rest of the night dry-fucking her and making out. She was a different kind of woman than I had ever been with - but we both seemed to want the same thing now that it was just the two of us.

I ran my hands over her thick thighs and down her luxurious long legs. They went on for miles! She squeezed my body between those taut thighs and I began to imagine what it was going to be like when I finally got my cock inside of her. I double-checked the lock on Pandora's Box.

"I want to taste you," I moaned, when she let me breathe again.

"Yes...," she purred.

I leaned forward, picked her up, spun us, sat her on the edge of the couch cushion, and dropped between her knees. I set my ravenous tongue and mouth upon the thin crotch of her hose. She cooed and keened as I nibbled and licked. I caught a tooth on the wispy fabric and ripped a hole in it with my teeth. She gasped. I stuck my tongue through the tear and into her tight trench. She gasped again, stabbed her fingertips into my scalp, and pulled me further into her slippery slit.

I grabbed at the edge of the hole in her hose with my teeth and ripped upwards. Another tear, downwards, and her hidden places were open to me. I slipped my tongue within her slit and tilled her tight furrow. Her purrs grew louder and more demanding. I moved to the bottom of her glistening gash and stabbed my tongue between her labia, finding her entrance, and curling the tip of my tongue within her tightness to see what treasures I could pry loose.

"Yessss!" she moaned.

I sucked and nibbled my way up each labia until I reached her clitoral hood. I laid my mouth over it and sucked it like a juicy peach, sending the tip of my tongue within to ferret out her hidden nub. She snarled and pushed me away.