Dude, You Slept With My Mom

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(Bucket-List Progress: Week 26 - 56/104 = 53.85%)

(Bucket-List Progress: Week 26 - 56/104 = 53.85%)

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~~~ Week 26 - Tuesday ~~~

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We woke up early and ran by the nursery to grab a few items that would not have done well - sitting at the job-site in the heat. We hurried off to the Jackman property, got things set up, and then April snapped photos while the rest of us got started.

"How was last night?" Alissa asked.

"Are you sure you want to hear about it - or do you have somebody to help take care of things if you get horny?"

"None of your business...," she said.

I waited for her to decide. A couple minutes later, she finally answered.

"Just give me the overview," she said. "I do kind of miss..."

"Looking at my dick?"

"Please!" she said, laughing. "I've seen it quite enough, thank you."

I almost made a rude comment about how many penises she'd had to compare it to and then I remembered how she and I had first met.

Since I was being unusually quiet, she looked over at me - hesitant and curious.

"You okay?" she asked.

"I... I was gonna fire back at you and... I love you, you know that, right?"

"Jeez! Why are you going all mushy on me all of the sudden - you fucking pussy!"

"I care about you, alright, you stinky twat!"

"Smegma dick..."

"Cottage cheese cunt..."

"Ew! That's nasty," she said, laughing.

I laughed as well.

We worked a little longer before I spoke. I started detailing what had happened - without making it sound too much like porn.

"The email was answered by... uh... I'm guessing mid-twenties stepdaughter. Her father passed just before Emily and I graduated. The mom I was supposed to fuck..."

"Supposed to?"

"The mom I fucked had become reclusive. The stepdaughter wanted me to try to get her to open up."

"I guess it worked?" Alissa asked

"I picked her up and carried her to the shower."

"How reclusive was she...?"

"She'd just been hiding a couple days while the stepdaughter was out of town. I thought it would be a low-stress way to get her naked."

"It worked?"

"Yeah."

"Let me guess... You managed to fuck them both...?"

"... and get the stepdaughter to suck her mother's pussy," I said, nodding.

"What is it with your contagious libido?" she asked.

"No clue. The mom was holding her hand and giving her cute kisses when I left them."

"Kinky. That's... what... 56?"

"Yeah."

"Still a long ways to go."

"I know... This was a stupid fucking idea."

"It's cute that you admit that - and twisted that you keep pushing forward..."

Emily came walking over.

"What's up, tyrant?" I asked her.

She swatted me on the ass.

"Maggie says that the editor of the city's business journal called. They want to do a story on us."

"Uh...?"

"With photos, I assume?" Alissa asked, sitting back on her heels.

"Yeah...," Emily said. "Maggie doesn't want to turn down the publicity but..."

"Sam's gonna be busted as soon as his mug shows up in this rag...," Alissa finished for her.

"Right."

We all looked at each other. April came over to join the discussion.

"I could do image manipulation...," our little photographer offered.

"The problem is," Emily said, "every client, that we've already had, is going to be tempted to say something about Sam's face - whether we give him a face-mask for the photo-shoot or go back and digitally doctor the images."

We all just kind of sat and stared at each other.

"Maggie and the Coffee Club are discussing options as well," she noted. "I just wanted to mention it. If we get any strange media folks dropping by, you may want to make yourself scarce, Sam."

"Yeah, okay," I said. "Got it."

"Should we have him wear the glasses - but not turn them on?" Alissa asked.

"Different glasses, maybe?" April offered.

"I'll suggest that to Maggie and see if she can run and grab something," Emily said. "Otherwise, we can go after work or something."

"We expecting somebody to come by today?" I asked.

"Don't know - just - you know - wanted to be ready...," she answered.

I nodded.

Emily and April headed back for their tasks. Alissa looked at me once more and then returned to hers.

"I don't think even the hair stylist can help with this," Alissa said. "How was she? Good, apparently. Emily and April are over the moon about her."

"She's almost as hot as you," I told her, watching for her reaction.

"Sam...," she complained.

Her voice was frustrated with me - but she was smiling - and blushing a little.

I helped Alissa set a new shrub. She packed the soil around it as I went to grab the next one.

"She's amazing," I said. "I told the girls that I have no clue how she ended up single."

"Some men are never satisfied. Its all about the hunt..."

"That's what I told..."

Alissa had stopped working. I looked into her face.

"Is... Is that me?" I asked her.

"When I spoke the words - just now - I thought how they might apply...," she answered.

"But...?" I asked.

"But that's... that's not what I see you doing," she said. "You don't discard women. In fact, your problem is that you're running out of space for them all."

I thought about her words.

"Yeah..."

"You sleep with Emily and April each night - and I hear no complaints from them," she said. "You keep Lena and Maggie topped-up regularly. Maggie might wish for a little more but she's really happy that Emily took over the heavy-lifting..."

I chuckled when she looked at my crotch when she said that last bit.

"Lena will always want more," she continued, "but you've given her far more than a cock to fill her womanhood. Then there's Maria and Susan - and now the teacher..."

"Sarah Thompson."

"... and the stylist..."

"Jennifer Ward."

"You still check on me whenever you get worried about me - even though I've been clear that there won't be anything physical between us..."

"I care..."

"That," she said. "You care. It's not just conquests to you. It's not just cumming inside of a hot pussy. You weren't even ogling me when you stepped between me and that guy at the hotel..."

I set the shrub down, knelt, and leaned over to kiss her cheek.

"You're very physical," she said, "but it's not just about laying pipe to you... Kisses and hugs are just natural for you..."

"I... I don't kiss my mother that often...," I countered.

"I think some of that is you worrying that you'll accidentally cross some line - like you're worried that you can't control your libido. You're actually worried about fucking this many women. You were just saying that you're not sure this whole thing is such a good idea. I don't think very many men in this world would make that comment when they were getting access to new pussy every other night..."

"The judge..."

"Yes, there are risks. There are tons of cheaters out there risking as much or more than you do - just to get their dick wet. Did you go to the judge's house just to see what it would be like to fuck that woman in every room of their home?"

"No..."

"Listen, Fatdick," she said. "You're not as twisted up inside as you might think. I'm very curious to see what happens when you finish this list of yours. I plan to still be around to find out. I have my guess about what will happen and I refuse to spoil the experiment by telling you what that is."

I shook my head at her, blushing a little.

"Just... Just keep doing what you're doing, okay? Did you help or hurt that woman last night?"

"Help, I hope...," I said.

She shoved me over. I looked up at her from where I was lying on the ground. She was grinning from ear to ear.

"What's the matter, little bro? Did big sissy whoop yer ass?"

I shook my head at her, grinning, and got back to my knees.

"Hold this steady while I fill the dirt in, will ya?"

"Okay, big sis...," I answered her.

"I love you, Fatdick," she whispered.

"I love you too, Honeybunch. Thanks."

She shoveled dirt around the base of the small bush with her hands and then began firming it up.

"I've got this one," she said. "Go grab another."

Before I knew it, the workday came to an end. I stepped up beside Alissa and offered her my hand. She grabbed it, pulled herself up, and wrapped her arms around me. She kissed my cheek and then pressed her own cheek against that spot - trapping the warmth there.

"Keep being you, Sam," she said. "Everyone else is underqualified for the job."

"Wow, thanks Confucius," I replied, smirking.

She giggled at me and then started grabbing stuff that needed to go to the truck. I started collecting things that went as well. April came over, hip-checked me, gave Alissa a peck on the lips, and then took her end-of-day pictures.

We all arrived back at the vehicles in short order. We told Honeybunch good-bye and headed for home.

"Dinner with Maria tonight," Emily said, as we headed home.

"Think she'll let us pay this time?" I asked.

"Not if she thinks you're gonna make her pussy purr later," April said, grinning.

"As I recall, you made her little kitty just as happy as I did last time," I reminded her.

"She *does* have a nice kitty...," the blonde said, a little dreamy-eyed.

We rushed home and then hurried through a shower.

Emily checked her phone.

"We're stopping to grab Maggie," she said. "Maria will drop her off when we head over there. Don't forget to pack an overnight bag to take with..."

I grabbed my backpack, tossed clothes for the next day into it - along with my phone charger - and set it by the back door. Soon, we were headed out.

Maggie was waiting at the front window when we pulled up. We waved to Alissa and Brian as she came out. Brian's face was unreadable.

"Any progress with those two yet?" I asked Emily and April.

"She's still taking it slow," Emily said.

I jumped out and opened the rear door for Maggie, shutting her inside and running around to get in the other side.

"We're in the back, huh?" she asked, grinning.

"Yeah, we can be naughty while those two drive and navigate," I agreed.

She contented herself with a long kiss and holding my hand while sitting close.

We ended up at one of the steak places that Maria liked.

She was waiting by the door when we walked up. I gave her a kiss and a hug. The others did as well.

"They should be ready for us...," she suggested.

We stepped inside and the maître d' immediately escorted us to a quiet table in a secluded corner.

The waiter arrived quickly, took our drink orders, and disappeared.

"Figure out your food orders, if you would," Maria said. "I'm starving. Once the food is cooking, we'll catch up."

The waiter returned with the drinks. Maria drained half of her wine glass before it was her turn to order. She got a tiny sirloin and a salad. I pared my usual order back - assuming that I would need to be ready to perform when we got to her place. I didn't want to overeat and then regret it.

For the next several minutes, we each shared what was going on in our worlds. From Maria, we learned that the judge and his wife were still doing well, the realtor didn't foresee any problems with the closing on Lena and David's house, and certain members of the Coffee Club were wanting a Christmas Party - featuring a return of the Chippendale costume.

Her comment on the business journal wanting to do the article was to hold off until we could figure out how to remove me from the picture... almost literally.

We updated her on Sarah Thompson running interference with the rumor-mongers - as well as our negotiated terms with Jennifer Ward to occasionally alter my appearance to try to make me less noticeable.

Maggie caught her up on Brian's status - and then answered her questions about how he and Alissa were getting along. I shared with her that I had already brought Brian up-to-speed on everything that I was up to. While she was somewhat worried about me divulging everything, the fact that he hadn't done anything with the information so far helped her piece of mind. She promised to help keep her ears out for any serious rumors. She was already doing that with regard to our other goings-on.

April snuggled against Maria's side and begged a kiss. The Latino lawyer grinned at her and obliged.

"How are you, my gorgeous little kitten?" she asked the blonde.

"Purrr-fect," April replied with a sultry tone.

We all giggled at her.

The food began arriving and April quickly found herself in second place - right behind Maria's dinner.

We must have all been hungry. Conversation came to an immediate halt and did not resume until our food was gone.

Maria pushed her plate back and saw April looking up at her. She wrapped an arm around her, pulled her close, and gave her a peck on the lips. She looked at me with hungry eyes.

"I need you man-boy," she declared.

"We'll get you taken care of," I promised.

She scooted her chair back. Her eyes strongly suggested that I do the same. I made room. She raised her skirt high enough for me to see that her cotton panties were white before she threw her leg across and settled onto my lap - facing me - with her nose almost touching mine.

"I love the lust-filled looks the little blonde is giving me," she whispered, "and... if I recall... she's got some skill... but I *really* need what you're packing between your thighs. The only "we" I need is you and your cock and - Sam - I need it bad."

The waiter came to check on us and - seeing the way the lawyer and I were entwined - decided to go check on a couple other tables first.

I slid a hand up her blouse - inside of the bottom of her bra - and gave her left tit a firm squeeze as she kissed the hell out of me.

She was panting when we stopped. I pulled my hand back and helped her fix her outfit.

Without moving from where she was sitting, she dug in her pocketbook, retrieved her keys and her credit card. She handed the credit card to Maggie. She gripped her keys in her fist, gave me another peck on the lips, dismounted from my lap, and grabbed her pocketbook.

"Get the car unlocked, get your ass naked, and lie down in the back. Throw these in the driver's seat."

She handed the keys to me.

I stood and headed for the exit.

"I need somebody to drive my car," I heard her tell the others. "I'll be in a... consultation."

By the time I got to the exit, she was catching up to me. I held the door for her.

"Thanks, tiger," she purred.

Hand in hand, we headed for her car. I got it unlocked and then tossed the keys into the front seat. We stripped in the parking lot and I thew my clothes into the floorboard on top of hers. She practically shoved me into the seat. I'd barely rolled to my back before she was on top of me, working to get my cock inside of her. It was already stiff. Her super-aggressiveness was turning me on like crazy. This cougar was on the hunt for raw meat and she was about to have my meat in her raw twat.

Her arm wrapped around my head. Her lips attacked mine. She reached between us and tried to get my cock inside. She growled in frustration when it didn't immediately slip in. She wasn't quite wet enough yet. I slid a finger into the mouth of her vagina and worked at her a bit. She growled, kissed me harder, wrapped her other arm around my head, and left me to do my job.

I worked her nipples with my left hand and her cunny with my right. When she started lubing up, I worked a second finger in and started sliding the pair in and out of her. She growled again - impatient for my cock. I pulled my fingers out and tasted me.

"Sam...," she snarled.

I chuckled at her but she was not in the mood. She grabbed my cock and - this time - got it where she wanted it.

"Fuck...!" she complained. "I'm so fucking horny..."

I hooked my arms between her legs and pried her open. I held her ass in my fists and pulled her down onto my groin - hard - until her legs clapped against mine. There really wasn't room but I could tell she was wanting full penetration and as much of an impact as she could get.

"More... Harder... Faster... Deeper..."

"On it, boss...," I told her.

I twisted away from the seat a bit and slammed her onto my cock again. We collided hard enough that my balls flopped up and made contact - right before I lifted her again - just to turn around and slam her back down once more.

The front door opened a few minutes later. April leaned in and glanced around at us, grinning.

"Okay in here?" she asked.

The only answer she got was grunts, growls, and the clap, clap, clap of two sweaty bodies fucking. She grinned again and dropped her ass into the seat.

She started the car and eased out of the parking spot.

"More, Sam...," Maria begged. "I need more."

I wasn't sure I could give her more.

April made several turns. I estimated that we were close to merging onto the bypass by the time my Latino lover started sounding like she was getting close.

"Just a little one, Sam. Don't slow down on me... Keep it going."

Maria cruised through the first climax as April accelerated onto the highway.

"Shit!" our chauffeur barked a minute later. "You stupid fuck! What the hell...?!"

The car slowed so quickly that we were tossed around by the force.

Maria and I half-rolled from the seat. Since we were interrupted anyway, I hooked an arm around her waist flipped us over, and pinned her onto her back.

"Yes...," she purred, grabbing her ankles.

I shoved my toes into the armrest behind me, grabbed the one in front of me with my fists, pressed my lips to hers, and drove my cock into her hard enough to make the springs in the seat complain.

"Oh! Fuck! Yes!" she exclaimed.

She raised her hips, I collided with them, I drove them into the seat, the seat compressed until it couldn't, and Maria grunted. I raised up - and we did it all again - and again - and again.

"Ugh! Ugh! Ugh! Ugh! Fuck! Yes!" she grunted.

I took a breath, kissed her, and started again.

"Ugh! Ugh! Ugh! Ugh! Yes, Sam... I'm..." she groaned.

By the time we exited the highway, I had her close.

By the time we pulled onto her street, she was keening louder and louder.

"Sam... Sam... Sam...! Fuck! Oh...!"

She let go of her ankles, wrapped her arms and legs around me, and held me tightly as a series of powerful little convulsions rocked her body.

Her pussy gushed around me and the heat and slickness of her ejaculate climbed my cock - heading for my balls. That triggered my own eruption and we quickly had a mess on our hands - or rather - all over the seat.

"April, honey," Maria said, as we pulled into the garage. "Go into the house and find a hand towel or two."

Our driver climbed out, headed into the house, and returned a few minutes later - to find the two of us caressing each other and making out. She opened the door and got busy, cleaning us up, with only a few lewd remarks.

She threw me a second towel and I used it to clean the two of us up as we separated - which resulted in a small waterfall of our mingled mess spilling out. Maria gave me a doe-eyed look and told me that I was putting that all back before the night was over.

By the time we got to her bedroom, Maggie, Emily, and April had joined us. The three of them used their mouths on Maria and me as we made out until my balls were recharged. After that, Maria got me back between her thighs and begged me to pump another sticky load into her.

My fiancées rode Maggie's body while I rode Maria's. Emily rubbed her clitoris and vulva against the MILF's while April rode her tongue. Meanwhile, the blonde flicked, pinched, and tugged on the pair's nipples as their sexes rubbed together with squishy erotic sounds that had my balls churning.

While that was going on, Maria rubbed her hands over my chest and squeezed my biceps - and then my butt - purring to me about how I'd ruined her for every other man and how she needed to feel my steamy seed pouring inside of her.