Dude, You Slept With My Mom

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(Bucket-List Progress: Week 27 - 60/104 = 57.7%)

(Bucket-List Progress: Week 27 - 60/104 = 57.7%)

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~~~ Week 27 - Thursday ~~~

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The girls were horny as soon as we woke up. The only thing that prevented shower-time from turning into sexy-time was that we had all already agreed to start a half-hour early on the Mayor's project. I wasn't the only one that was feeling nervous about making sure that we finished up on time - or ahead of schedule.

Our stop at the nursery was completed at top efficiency. Brian was back to 100% again and we pushed through the load and then headed for the job-site.

Mayor White, as you might expect, was waiting to greet us as we climbed out of our vehicles. Thankfully, this morning, his bribes were limited to a plate of snickerdoodles and our favorite drinks. The cookies were top-shelf. Even before I opened my mouth to ask him where they were from, he told me that they were from the same bakery where he got the rest of his tasty treats.

"There's a special place in my heart for snickerdoodles," I told him, "especially ones that are this divine."

"A man after my own heart," he said, smiling broadly.

Emily asked him if he wanted to review our progress so far but he assured her that he wasn't there to micro-manage - he just wanted to remind us about how excited he was that we were finally able to squeeze him in. After he left, we joked about how much coaxing, pleading, and deal-making he'd gone through in order to move his project ahead of several others on our schedule. We weren't that cheap but I was fairly certain that what he was paying us paled in comparison to what he'd spent. Even the drinks that he had brought - to make sure that we were well-caffeinated and motivated - were the best.

Alissa, Brian, and I went right back to what we had been working on the previous day. As we worked, the two asked me how the boudoir photo shoot had gone. I glanced at Alissa.

"You were at the photoshoot with the roller derby team, right?" I asked her.

"Yes."

"April is able to get this energy going," I told her, the glancing at Brian to make sure I included him.

"She had this lady eating out of the palm of her hand in no time. Every prop and article of clothing was deployed perfectly to maneuver this woman into doing what we what. Actually, that sounds way too crass. I'm not sure how to describe it. When we were in the moment, Anna and I were almost unaware that April was even there - and yet it was her choreography that made it all flow so well. We heard the shutter-snaps and both looked at her but then - as soon as she redirected us on what to do - it was like she just vanished. I've had plenty of opportunities to be in intimate situations with some sexy women but that was definitely one of the ones that seemed to just flow organically."

Arms wrapped around me from behind and I smelled April's scent - just before she kissed the back of my neck - and then my jaw - and then my lips.

"It was super-fun," she said. "If and when I start doing more of those, I'm definitely going to have to borrow you."

"Borrow?" I teased her. "I'll have you know that my services are not cheap..."

"Is that so?" she said, raising her eyebrows at me and putting her hands on her hips. "How much do you charge?"

She squealed as I grabbed her and pulled her down. I flipped her onto her back and held her just inches above the ground. I looked down into her beaming and grinning face.

"At least a kiss an hour...," I told her, grinning back at her.

She giggled.

"You're right," she said, grinning like crazy. "I'm not sure I can afford that."

"You may need to start making payments ahead of time," I told her.

She giggled at me as I dove in for a kiss. She squealed when I diverted at the last moment and sucked on her throat instead of kissing her lips. She grabbed my face and tried to pull it higher but I was stronger than her. It was the sexiest game of tug-of-war that I'd ever played. Finally, I let her win - except that I was the one that got the prize - her tender lips on my own.

I glanced over at Alissa and Brian. Brian was blushing a little - and shaking his head at me.

"You make that look so easy," he said. "It's a little hard to reconcile the new you with the one that I knew from high school."

"It's mostly just bluster," I told him. "You could try it with Alissa but she really just wants to know that she can trust you with her heart."

I gave the flaxen-haired beauty a sweet smile - even as I still held the blonde in my arms. I gave April a kiss and then set her back on her feet. She tousled my hair and headed off to her work once again.

Alissa and Brian were looking at each other but not speaking. I decided that it was a good time to go get a couple bags of dirt from the truck.

By the time I got back, they were wrapping up a loving and tender kiss. Brian blushed again as I set down one bag of topsoil. I tossed the other one to Alissa.

"Fucker...," she growled, catching it easily and setting it aside.

"Look at the biceps on that bitch," I told Brian.

He just shook his head at me.

At the mid-morning break, I carried the empty drink cups to the trashcan beside the truck and grabbed bottles of water for us. Even before I asked, Emily said that she didn't know where we were - as far as progress on the job. She suggested just continuing to work hard.

At lunchtime, we headed to the diner, hit the restroom, shoveled down our food, and then immediately headed back for the Mayor's house.

By the end of the day, Emily was feeling better about how we were doing. Despite her confidence that we were on schedule, we all put in several extra minutes - pushing to get a little more done before we called it a day.

When we were all carrying the tools back to the trucks, Emily called a quick team meeting.

"Sam doesn't have a session tonight," she said. "He has one tomorrow night - so Maggie is suggesting that we go have dinner together. Brian, you have a favorite place?"

He looked nervous about having to pick - but then shot a wicked grin at me.

"Old Folks Buffet," he said.

"It's Old People Buffet," I told him, "and suck my ass, dude... I hope you're just yanking my chain."

He hesitated long enough that Alissa elbowed him. She was grinning from ear-to-ear though.

"I don't want to pick," he said. "I'm tempted to pick the truck stop. They have a chicken-fried steak that's pretty amazing. But Mom says you're going there tomorrow night."

"What?" I asked, glancing at Emily.

She nodded.

"You're going on a one-day trip with two over-the-road truck drivers for your Friday night session," she told me.

"What... Will I be back on time to help you guys on Saturday morning?"

"I factored that into my calculations," Emily assured me. "Even without you, we should finish up by lunch on Saturday. If not, we can always come back after lunch to wrap things up. Maggie and I have it all worked out, worry-wort."

"It doesn't feel right," I said, "me running around - doing nothing - while you all are working."

Alissa grabbed my arm and leaned close, grinning at me.

"If there are two of them in the truck," she said. "Only one drives at a time - and there's no place for you to sit - so I'm guessing you're going to either be on your back - sucking some sweaty truck-driver's pussy - or on your knees - shoving that cock into one of them - the whole time you're away."

"Fuck...," I groaned.

I started to turn towards Emily but Alissa grabbed my chin - to force me to look at her. She shook her head at me.

"Maggie's working every angle she can - in order to get this bucket-list completed," she said. "This one's been brewing for a while - and it's a two-fer. You really kind of gotta do it..."

"Odds on one or both of them having a chew in...," Brian teased, smirking.

Alissa held me back as I went for him. All four of them were laughing. It was hard not to laugh as well. I was a little worried, however, that he might be right.

"If I French kiss one of these bitches and end up with chew in my mouth, I'm bringing some of it back and slipping it into your coffee..."

The girls thought it was funny but Brian looked a little worried. I was happy enough to get him to stop giving me such a hard time - especially when I was concerned that he might not be too far off of the truth.

"Can we go to one of those Japanese steakhouses?" April asked. "You know - the ones where they cook your stuff at your table?"

Pretty much everybody was in agreement. Brian and Alissa said that they'd communicate with Maggie when they got home and we'd figure out which one we were going to. We all loaded into our trucks and headed off to shower and get ready for dinner together.

It had been a while since the three of us had fun together. Since I had the night off, the girls were getting a little frisky. I shoved them both against the chilly shower wall and got to my knees behind them. The lavender-haired minx held hands with the blonde one. They looked into each other's eyes as I burrowed my nose into Emily's ass and began licking her from behind. Meanwhile, my right hand was caressing and groping April's clitoris, vulva, and inner thighs. Both girls squirmed and moaned as I worked to get them off as quickly as possible. I switched every few minutes.

Worried that the hot water was going to be gone before I finished, I shut it off. I switched girls again and went back to licking and fingering the two of them.

Once April started sounding like she was close, Emily began breathing harder and trembling more. I eased off on fingering April and used both my mouth and my fingers on Emily until she climaxed. I stayed with her long enough for her to be coming back down - and then moved my full attention to April. She gripped my head in her hands and practically rode my face to get what she needed. She came hard and I had to work quickly to stay ahead of her to lap up her nectar.

Of course, our sex-play slowed us down enough that the other three noticed. Maggie was pulling up to the landscaping office by the time we got dressed. We headed out the back, hopped in April's car and drove around to meet them. I pulled up alongside of my favorite MILF and rolled down the window to chat.

"The girls look a little flushed in the face," she said, grinning broadly. "You get pulled off to a higher priority or something?"

"Something like that," I told her, grinning back.

"Brian tried that with me... I told him he had to wait," Alissa said testily.

I glanced over to the passenger seat to see Maggie's son blushing. I couldn't decide if he had truly asked - or if Alissa was just giving him a hard time. Since he'd been giving me crap all day, I was just as happy for him to receive a little back.

"I've got the destination locked into my GPS," Maggie reported.

"Lead on," I told her.

She slipped away from the curb and I followed in her wake. Three stoplights later, she made it through on yellow and I had to wait.

"I'll text Alissa," April offered from the back. "I'll find out which one we're going to."

"I'm guessing Fujiyama - with the route she's taking," Emily replied.

A few seconds later, April confirmed that Emily had guessed correctly. She added the restaurant to her GPS and I only had to make a minor course adjustment to get us back on the right path once again. We pulled into the parking lot as the other three were getting out of Maggie's car.

As I got out, I caught sight of my favorite Latina lawyer heading our way. I trotted over to greet her. Her eyes were twinkling as soon as she saw me coming.

"I'm assuming this isn't a coincidence," I told her, before wrapping my arms around her and giving her a lusty kiss.

"I wish I could have you over for the night - but I'm tied up with some things," she said. "Think you could follow me into the women's room and give me a quickie?"

"Anything for you, gorgeous," I told her.

Maria and I walked in hand-in-hand behind the others. She whispered to Maggie and then got directions to the restroom from the hostess. Two minutes later, I was sitting on the toilet in a stall in the women's room and Maria Ramirez was lifting her skirt to slide onto my lap. I aimed my now-erect cock at her honey-hole and we both moaned as she locked in.

"If he's still able to walk when you finish with him, I'd like a turn," the woman in the next stall called out.

Maria giggled and then wrapped her arms around my neck. I slid my hands under her skirt and grabbed her rounded rump. That served two purposes - keeping her clothes out of the way - and letting me remind her just how much I enjoyed being with her - especially when I was inside of her.

"Fuck, S... Augie," she moaned quietly. "It's been too long."

"Way too long, sexy," I whispered back.

We were trying to be quiet - but Maria was horny - and in a hurry - and there was a slapping sound echoing through the room.

"I hope you two don't mind," our neighbor commented, "but I'm fingering myself and imagining that he's inside of me"

"You're gonna need more fingers," Maria called back to the woman.

"Oh, yes...," the woman moaned.

"You might just as well use your whole arm. The boy's got a fucking anaconda buried inside of me and the massive thing feels like it's trying to reach clear to China every single time it burrows down my hole."

"Oh, fuck...!" she gasped.

I could hear the woman's squishy sounds. Maria had given up on being quiet. She was now going hard. She wasn't screaming - but she was most definitely not being quiet. The woman next to us was living vicariously. Her breathing was heavy and her little moans were growing in pitch and loudness.

After taking care of April and Emily in the shower, I was already wound up. Listening to the two women push for their climaxes, it was all I could do not to blow my load before Maria got off. Her pussy was doing some masterful shit to my dick and I was probably hurting her a little - with as hard as I was digging my fingertips into her ass. She didn't seem to mind. In fact, it only seemed to wind her up more.

"Maria...," I groaned. "You need to hurry..."

"Wait for me, stud," she ordered. "It's been a bit since I've had this monster and you're making my old pussy shudder like crazy. I'm close but I want to enjoy this beast just a bit longer..."

I made it about two more minutes before I was in trouble. I stood to my feet, slammed Maria into the door of the stall, and started ramming my cock inside of her at breakneck speeds. Maria was whining and mewling. The woman in the next stall was cursing and speeding up her thrusting fingers.

We all pretty much came together - or really close together anyway. It got quieter and quieter as we rode out our releases and then let our heartrates return to normal. I grabbed some toilet paper and got me and Maria cleaned up. We dressed and eased out of the stall. We were washing our hands when the other woman came out. She was a white-haired woman who was probably old enough to be Maria's grandmother.

The woman walked over, squeezed my butt, and kissed me on the cheek.

"Thanks, handsome," she said, smiling from ear-to-ear. "I needed that."

"Anytime," I replied, laughing softly.

"Oh, yeah?" she asked, cackling with laughter. "Any chance I could get your number?"

I glanced at Maria. She was grinning - but she shook her head at me.

"Sorry," I said. "My time is already a bit spoken for."

"I understand," the woman answered, turning on the water. "Thanks again, you two. You made my night. My husband's going to wonder why I'm looking so flushed..."

I chuckled at her and opened the door for Maria. Some woman was just coming in and stopped when she saw me. She looked at Maria.

"What'd I miss?" the woman asked.

We slipped out as the older lady at the sink began to fill the new arrival in on what had transpired. I was a little worried. I had my special glasses on - but they really didn't serve to hide my identity that well.

By the time we joined the others, they were curious about how it had gone. From the smile on Maria's face, they knew something interesting had transpired. They were dying to know what had happened. Maria told them all of the details as we waited for our drinks and our chef to arrive.

Once the chef got to our table and the fun began, my pre-dinner rendezvous with the lusty lawyer was all but forgotten. Maria was on her third mixed-drink when Maggie asked her if she was going to need one of us to drive her home. She said she'd be alright. She switched to water after that.

By the time we headed for our cars, she was pretty much back to normal again. She thanked Maggie - again and again - for inviting her to join us. I gave her a hug and a kiss before she left. She called Emily and April over and gave them kisses (and a little butt-squeeze) as well. April tried to go home with Maria and it took all of the attorney's resolve to turn her down. Thankfully, Emily was standing close - to whisper to April that we needed her help for Friday's work - or I think the blonde would have disappeared on us.

When we got home, Emily and April wanted to taste Maria on me. I warned them that I'd already wiped most of it off with the toilet paper at the restaurant. The two of them were feeling a little frisky and said they didn't care.

They worked together to taste me - looking up into my eyes as they used their tongues and lips on me - with a few kisses between the two of them thrown in as well. I was back to aching for a release within no time. The two of them sat on my thighs, wrapping their legs around each other - and their vulvas around my cock.

They leaned back and worked their labia up and down my shaft. I grabbed their asses and began thrusting. In no time at all, we were making a monumental mess. Thankfully, most of it went on the three of us. I laid back and let the two of them clean us up. When they were done, they snuggled in beside me and made me taste our mingled juices by giving me depraved kisses.

I pulled them against me after April turned out the light. I was quickly asleep.

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~~~ Week 27 - Friday ~~~

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The night before, the girls had worked out that - with having five on the crew now - there was really no reason for all of us to go to Elena's.

We got up early and drove to the nursery to load the stuff we'd need for the day. When we had finished unloading things at the Mayor's house, I climbed in with Alissa and Brian and we headed for Elena's house. Emily and April were going to get some more done on the landscaping job while we were away.

At Elena's, I put Alissa on the riding mower and gave Brian the choice of the push-mower or the weed-whacker. He chose the mower - big surprise! Alissa and I walked him through the basic plan of action and then we all went off to do our part.

I was more than halfway done with the trimming when a pair of thin arms went around my sides and I turned to find Elena Moretti hugging me from the rear. My cock went from zero to sixty in a heartbeat - just before her palm found my crotch.

"Are you always hard, Sam?" she teased.

"Only when I think about you," I answered.

She giggled and kissed the back of my neck. I groaned.

"I was going to see if you could help me move a bed this morning - but Maggie tells me that you have a session tonight...," she whispered in a sultry tone.

"No...," I groaned in protest.

"Poor boy...," she replied, giving my cock a squeeze and brushing her lips against my ear.

"Please...," I moaned.

"The seat on my motorcycle *is* a little dusty...," she suggested.

I think I might have whimpered.

"Give me five minutes," she whispered. "I'll meet you in the garage."

I'm pretty sure I barely made it a minute before I raced off towards the house. Alissa was shaking her head at me and grinning as I ran across the yard. Behind me, my trimmer was propped against the tree. I worried that I might have forgotten to turn it off - but I wasn't going to take the time to go back to check.