Liberty Summer Ch 04

CHAPTER 4: We finally meet the eponymous Libby.

Copyright 2023 by Ted Ursi/TeddySmutWriter, all rights reserved.

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We got in the spanking new Toyota and buckled in. I looked over at Mom and she were was grinding her butt into the seat. She looked back with that raised eyebrow and half smile I was getting so used to. "Let me say it's so wonderful to be my whole me in front of you Dear."

"I love you too Mom," I said. "You look like you really enjoy that thing in your ass a lot, I'm almost envious."

"'Almost?'" she asked. "Yes I really do like it on multiple levels. It's big and heavy and comforts me like a kinky pacifier in my butt."

Her pelvis was never still as she talked. "Then there's the achievement of being able to take something so big. It took a bit of doing working up to it, including the pain."

To and fro... "And It's absolutely naughty. Your mother is a sodomite Dear."

Back and forth... "It's there because Bill told me to put it there, reinforcing our dynamic."

Now a little bounce. "And you're here talking to me about it openly, making me feel so complete like I just mentioned.... "

Mom's eyes rolled back and she gasped. My mother had just had an orgasm right in front of me! Shit.

"Now I've gone and done it," she said. "I need to change."

She unbuckled and got out. She motioned for me to follow.

"So there's no downside?" I asked as we went up the stairs. I could see just the hint of a stain on the back of her blue dress.

"It hurts if it's in for a long time," she said. "And it can really hurt during a strong orgasm."

"Like now?" By this time we were in my parent's bedroom. They had a king sized four poster bed and matching faux antique furniture. The dresser drawers all had keyhole locks. As kids my brother and I had discovered that some where indeed kept locked while others weren't. The unlocked ones only had clothing. Boring.

She chuckled. "Oh that was just a ripple in the pond Dear."

"I think I may be sold."

"I'm so glad to hear that!" Mom pulled her dress off over her head and tossed it on the bed. She leaned on one of the dressers and stuck out her butt, shamelessly wiggling and flexing her stomach in and out. I watched in fascination as her sphincter clenched and unclenched around the plug. Finally Mom gave an unladylike grunt and expelled the steel plug from her ass. It thumped to the floor.

"There's also the cleanliness issue." Mom bent and picked up the plug. She gave it a sniff with a sour face. "Fortunately this bad boy is dishwasher safe."

Mom walked into the master bath and I heard a clink, then the faucet ran for a bit. "We'll just let that soak."

I'm a tomboy. I somehow managed not to learn many feminine arts. One of those was the magic purse. Mom's purse always seemed to be right where she needed when she needed it. You never noticed her moving it about but there it was. Now she had it and fished out her house keys. One was of the old fashioned sort that matched the keyholes in the dressers. She unlocked the top drawer of the one she'd been leaning on.

"I have a very nice little one that's safe for beginners," Mom said. "Those metal jeweled ones are far too likely to get lodged inside."

She pulled out a little pink box. From inside that she pulled out an odd shaped pink object not much bigger than a man's finger. She handed it to me. I examined it closely. Form obviously followed its function. It was soft to the touch and the knob looked like it shouldn't be too much of a fight to insert. The base was obviously made to nestle in the crack of your butt.

"Here's some lube Dear." Mom handled me a hand soap like dispenser. "Would you like help putting it in?"

"Here? Now?"

"No time like the present." There was a look in her eyes. It occurred to me that when she had said, "Would you..." she really had meant "Please let me..."

I pulled the yellow dress off over my head. I smiled at her, turned sideways to her, bent over and wiggled my butt.

Mom pulled me into an embrace, holding my head in the crook of her neck. I breathed in her complex scent of womanhood topped by her expensive perfume. I had no idea what it was—tomboy, remember—but it was perfect for her.

I herd the squelch of the dispenser. A finger probed my anus. "Relax Dear."

I tried. It's hard when your mothers stiff nipples are poking at you and you realize yours are doing the same to her. "You know I'm turned on?"

"So am I Dear." I felt her finger push some lube into me. "Don't worry about it, it's a natural thing."

The finger went away and was replaced by the toy. "Spread your cheeks, it helps."

I did and it did help. The plug didn't pop right in but we made progress. There was some pain as my ring muscle resisted being stretched but not much. About halfway in Mom said, "Your face smells like pussy."

"Mom!" And pop it was in.

"How does that feel?" Her green eyes looked into mine.

I moved my butt around. I clenched and unclenched. "Unique... Good... I think."

"So are you my darling girl." Mom kissed me on the lips. She pulled her head back and studied me. "Who knew I would be the weakest one?"

She stepped away from me. "Get dressed, we need to get going."

I pulled the yellow dress back on. Mom went into her closet and came out wearing a white dress with red polka dots. She took my hand and smiled. "Let's go."

Back to the car we went. As we pulled out Mom asked "Chloe?"

"Yes." I was exploring the feelings of sitting with plug in my butt.

"You?"

"You interrupted us when it was my turn."

"Sorry about that Dear," she said. "Next time embrace the power of the number sixty-nine." She smiled. "Your mission?"

"Chloe is into ballroom dancing," I said. "Greg would be a perfect partner if he can learn."

"It's a start."

"More than that," I said. "Chloe is probably the world's stealthiest slut. Her stuffed unicorn has a zipper and inside—"

"Is a black dildo," Mom said. "Seoyun knows. She even knows where she hides all her internet explorations."

"I doubt it, it's in—"

"Her sent items folder." Mom finished for me again. "The bible verses folder is a feint. Did I mention Seoyun works in IT? She was watching house router traffic as we talked."

"Shit."

"It's okay dear," Mom said. "Chloe's Mom was bragging more than complaining. She enjoys their battle of wits."

"I take it you two had a good conversation."

We were at a stop sign. Mom picked up her phone and looked at it until the facial recognition unlocked it and then tossed her phone in my lap. Somebody behind us beeped for us to go and my mother gave them the bird. "Text Uncle Bill 'mission accomplished.'"

ME: mission accomplished

BILL: 'bout time! Did you go downtown?

I related this and Mom said, "Text 'sorry sir, no.' Capitalize the 'Sir.'"

That felt too weird, texting my Mom's Dom for her was a line I didn't want to cross.

ME: She says sorry no. This is Rusty BTW. Mom's driving.

BILL: Hello Rusty! Tell your mom 'punishment.'

"Uncle Bill says you will be punished for having me text him without telling him."

"You told him?" She looked at me wide eyed.

"Radical honesty Mom."

"Oh my poor backside..."

"What the fuck Mom," I said. "In a minute he would have started sending icky Domly stuff or even pics."

"You're right Dear." But I could tell she had sorta wanted that to happen.

"Who was it that said she wasn't going to push her lifestyle in our faces?"

She looked at me sheepishly. "I'm sorry Casey. It's just... just... I didn't realize what it was going to feel like, being so open. It's like a drug."

"I know Mom," I said. "But maybe you should call another meeting after dinner."

Mom's phone beeped again. I picked it up.

BILL: You okay Rusty?

ME: Yes Uncle B. When are you coming for a visit?

Mom looked at me.

"It was for me." The phone pinged again.

BILL: September. Cruise.

ME: Where BTW?

BILL: Alaska

ME: Cool! Adults only? Kink?

BILL: Family. Vanilla. Gotta go. Hugs

ME: Hugs

I put the phone down. "We're done."

"I'm sorry Casey," Mom said. "Yes a meeting would be good."

I picked up my own phone.

ME: Hey Bro. Chloe's sorry no present for your b-day

GREG: working

ME: You got the job? When do you get off?

GREG: Whenever I can. [wink emoji]

ME: Har har

GREG: 4

ME: How is it?

GREG: mostly kids and fat moms. not supposed to be texting

ME: Sorry. Mom says family meeting after dinner

GREG: k. gotta go.

"Greg got the job Mom," I said. "He gets off at four. I told him about the meeting."

"Great! Text your father for me?"

ME: Mom's driving. We're going to get Libby. She wants to have a meeting after dinner.

DAD: Who? Libby or your mom?

ME: Har har. Mom.

DAD: I may be late.

ME: (frowny faced emoji) It's important Dad.

DAD: Okay, tell your mom I'll be there.

ME: Love you Dad.

DAD: Love you too Rusty.

"Dad says he has to rearrange things but he'll be there."

"Thank you Casey." She pulled into the front lot of Sanchez and Sons Auto Body.

It's at this point I realized I had completely forgotten about the plug in my butt. I gave it a couple of squeezes. "It's amazing how quickly I got used to this thing."

"I know right?!" Her face lightened. "Wait until you have a man's cock in there."

She hopped out of the car and practically ran into the office. I followed slowly, suddenly feeling shy.

Inside Mom was accepting cheek kisses from Roger's father. I said, "Hi Mister Sanchez."

"Casey!" He bounded over and kissed my cheeks too and then held onto both my hands. His eyes gleamed. Shit. That which Roger had foretold had come to pass. In his eyes I was already su nuera―his daughter in law. Oh well. "That is such a pretty dress."

"Thank you, Mom picked it out for me."

Rodrigo looked at Mom. "She is such a good girl amante."

'Amante?' Cripes. Mom and Roger's dad? Wow.

"Did you finish the estimate Rodrigo?" Mom asked.

"Oh yes!" he said. "Both scenarios like you asked."

He walked into his tiny office behind the counter and came back with a clipboard. "The first is for simple restoration to original condition. The second is the special job."

Mom looked at the clipboard. She paled. "That's too much."

"I gave you every discount I could," he said. "I would lose money if I went lower."

"I know Rodrigo," Mom said. "It's just not in our budget."

I looked over Rodrigo's shoulder. Even the smaller of the two numbers was huge.

"I'll get a job," I said. "I'll pay."

They both looked at me skeptically. But I had a plan. We'd passed a strip club on the way with a sign out front saying dancers were wanted.

"It's for Libby Mom."

"She loves that car Rodrigo."

"Speaking of which..." I was practically bouncing up and down like a ten-year-old.

"It's in the back. I'll have someone bring it around front."

Mom pulled out a credit card. "Let's settle the current charges."

Rodrigo took it from her "Of course."

He handed the card to the regular desk person who already had another clipboard in her hands. Then he called into the bay "Phillip! The Jeep! Bring it around front."

"Yeah boss!"

"It will be a moment ladies, please sit." He gestured to the pleather seats. I sat and bounced back up.

"Hot from the sun," which was technically true but also a lie.

Mom smirked at me as I sat again and gave tiny shake to grind 'Little Pinky' in deeper.

Soon there was a beep from out front. I was up out of my seat and out the door. A short fat guy with poor grooming and a greasy coverall got out of the faded maroon car. I almost screamed at him for desecrating my car with his filth but he immediately reached in and pulled out a disposable seat cover. "Keys'r inner."

I wanted to throw myself on the hood arms wide and plant kisses on Libby like the prodigal son. Instead I just planted my butt in the driver's seat and put one bare leg into the leg well at a time, hoping I was flashing the grease ball mechanic. "Thank you."

"S-nothing." He closed the door for me. By the look on his pudgy face I had succeeded.

"Casey!" Mom called from the office doorway. "Remember what I said about the keys!"

"Yes Mom," I replied. "I'm gonna take her to Greg right now."

"Good girl," she said. Rodrigo was standing behind Mom, one hand on her shoulder. By the tilt of Mom's head I knew his other hand was occupied.

I hit the sunroof button and the windows. Then I fired up the built in CD player. Nightwish started to blast. I checked to see if my phone had synced to the car and then I looked at the mechanic who was too close and obviously looking down at my legs. I motioned for him to stand back with a "Thank you Phil" and peeled out of there.

The 3.7 liter V6 pushed me back into the seat. With 'Little Pinky' in my butt the feeling was... lovely.

Once on the way I picked up my phone and hit the little microphone icon.

"Text Greg" I said. "Where you at Bro?"

My phone, through it's Bluetooth connection with the car, said, "Texting Greg."

"Message from Greg: Hillside Apartments."

That was maybe a half mile from our house. It was a big complex two or three rungs up from the bottom of the local rental market. Not ritzy but respectable. "Text Greg: on the way with Libby smiley face."

"Texting Greg.

"Message from Greg: smiley face."

I pulled into the complex and followed signs to the pool. Greg was in a lifeguard chair wearing red baggy trunks and sunglasses. I beeped, hopped out and walked over.

"I hope you have sunblock on," I said as I got near. "You're gonna roast."

"Got it covered," he said. He made a gimme gesture. "Keys."

"Y'know Bro..." I did my best puppy dog eyes. I twirled one of my Keds trying to drill the toe into the concrete. "Mom says you control the keys but you could maybe—"

"Who is this Greg?" a woman's voice asked.

I turned and saw a weathered blonde woman in her late thirties or early forties. She was wearing khaki shorts and a green Hillside Apartments polo.

"Hi Amanda, this is my sister Casey."

"Are you a lifeguard as well?"

"No ma'am," I admitted. Greg, having no social life to speak of, had thrown himself into training at the Y.

"If you know anyone, we're hiring." She looked at my brother. She held up a bottle of SPF 50. "More sunblock Greg?"

"Yes please." Greg hopped down from the chair and presented his fuzzy back.

Amanda gave him a good squirt and proceed to rub it in. I felt a strong desire to snatch the little plastic bottle and take over the job. She made sideways, nervous looks at me as she did.

"You really should manscape Bro," I said. "You look like a bear."

Amanda looked like she wanted to say something but instead bent to do the back of Greg's legs. Her hands spent a lot off time on his thighs, especially on the insides. With another nervous look at me she stood and handed him the bottle. "There."

"It's a long, hot walk to the house," I said. "If you let me keep the keys I can come get you at four."

"Nice try Rusty." He turned to me and repeated the gimme gesture. The front of his shorts were tented slightly but he seemed not to be the least embarrassed. They grow up so fast.

I reluctantly surrendered the key fob. Amanda was still there with a questioning look on her face.

"It's mine until the end of the month by parental decree," Greg explained.

I stuck out my hand to Greg's boss. "Nice to have met you Amanda."

When she took my hand, I moved close and murmured "be gentle, he's a virgin."

"Case!" Of course Greg had heard. "She's likes to joke."

Amanda chuckled.

I skipped away home like any good brat with no panties and a brand new plug in her ass would.

"Mom?" I called when I walked in the door. "Where you at?"

"Up here Dear."

I pulled off the dress and bounded up the stairs in just my black Keds and Little Pinky. Mom was in her bedroom drying off the steel lion plug with a paper towel.

"May I?" I held out my hand.

Mom handed it over.

Fuck it was heavy. The radish shaped business end was huge but the stem was actually very thin. I thought about what it would feel like walking around with it inside my ass. I handed it back and Mom put it into a black drawstring bag.

"How's yours doing?"

"Little Pinky?" I asked. "Fine I guess. Is it safe to sleep with it in there?"

"I've done it." She smiled. "'Little Pinky?' You have to name everything?"

I shrugged.

"Pretty soon you'll be ready for a big pinky, I think."

"Prolly."

"I had a wicked thought," she said. "Remember Thursday family game night?"

Those had been fun but had stopped when Greg and I had turned into oh so world weary teenaged snots.

"Yeah, I kinda miss them." We'd done all the old standards from Parcheesi to Monopoly but had eventually settled on Trivial Pursuit. We'd become obsessed, going through every freaking pack. Good times.

"Imagine 'Thursday naked butt plug game night.'"

"You're right, that is a wicked thought. I can imagine you and I and eventually Greg, but Dad?"

"I've put many things in your Dad's butt Babe," she said. "Including my tongue."

I closed my eyes and shook my head. "Thanks for the imagery Mom."

"You know those stories where a kid is going through chemotherapy and his whole class shaves their heads in support?"

"I see where you're going." I'd walk through the local mall with a feather duster hanging out my ass if it made Greg less anxious about his fetish. "That might actually help."

"How was Greg when you went over to his job."

"His new boss is a cougar."

"How do you know Dear?"

"She made sure he had plenty of sunblock on," I said. "I'm gonna tell Chloe to take his cherry quick before Amanda snatches it away."

"Don't play matchmaker so hard Dear," Mom said. "At some point it's all up to them."

"Okay Mom." But I lied.

"Now scoot dear," She said. "I need to do my punishment for your Uncle Bill."

Mom went to the dresser and pulled out a contraption that looked like a starfish made from chain and alligator clamps. She threw it on the bed and then added a set of brass weights. She looked at me. "Close the door on the way out Dear."

I went. She was texting on her phone when I pulled the door shut. I went to my room and pulled my door shut and made sure it latched correctly. I wanted every bit of sound insulation. I threw myself on the bed and send a text.

ME: Greg got a job as a lifeguard.

CHLOE: I know. He told me.

ME: Did he tell u his boss is a cougar?

CHLOE: No.. (frowny face)

ME: Guy's are like that. They always leave out the important shit.

CHLOE: We girls are worse. We want our guys to know their business but we expect them to pick it up without actually doing it with anyone.

ME: True.

CHLOE: I'm sorry you didn't get your turn.

ME: Me too.

CHLOE: I saw that collar on your Mom. Cool.

ME: It's not Dad's

CHLOE: I know. Mom said something under her breath pretending she didn't want me to hear but really does.

ME: She knows where you hide all your naughties.

CHLOE: bullshit

ME: Mom knew exactly what you showed me.

CHLOE: (scared emoji)

ME: It's okay, your mom seems to treat it like a game

CHLOE: Sigh. It is kinda fun.

ME: Tell me how your mom knew about Mom's Dom.

CHLOE: Apparently he texted your mom to lift her skirt and show my mom a big butt plug. She even showed Mom his text to prove it. Then he told her to go down on Mom.

ME: Did she?

CHLOE: I don't think so. She wouldn't have been such a bitch if she'd come.

ME: I think it was a setup.

CHLOE: Ya think?

ME: That was a lot of muttering under her breath.

CHLOE: She was in the kitchen slamming pots and pans around starting dinner. I think she's horny as fuck.

ME: What about your dad?

CHLOE: He's just left for Seoul for four weeks at least. Left straight from the office.