Cougar Condo 3

~~~ Chapter Notes ~~~

This piece is part of a series. The story will make more sense if you read it from start to finish.

All of the chapters in this series have been completed. They are submitted to Literotica as a bundle. They should appear at a rate of one per day.

~~~ Day 13 (Sunday) ~~~

In the morning, Helen went to work on breakfast. I pulled Hannah to the edge of the bed and fucked the shit out of her. When Helen came to tell us that the food was ready, I threw her onto the bed next to her sister and fucked her next - filling her with my seed as she gripped my biceps and her sister kissed her face.

We ate breakfast and then I carried Helen to the Jacuzzi tub so that we could get cleaned up for chapel service. Hannah sat on my lap. I helped Helen get her sister cleaned up and then Hannah and I cuddled a little while Helen cleaned herself. After that, I shifted Hannah to Helen's lap, cleaned myself, and then we got out and started drying off.

We got Hannah dressed and in her chair then Helen and I got dressed. Hannah wanted a kiss before we left so I leaned over and squeezed her tits and gave her a kiss as she groped my crotch and giggled at me.

I stood up to find Helen standing close. I pulled her into a hug and gave her a lusty kiss as well. She surprised me by pinching my dick. Hannah cackled with laughter as she watched us.

Helen walked beside me and I steered Hannah's chair. We took the elevator down to the second floor and eased into the back of the chapel just before the service began.

Mom, Angelina, and Angel were sitting in the back row. I put Helen next to Angel and sat on the end with Hannah beside me.

I made sure that Hannah was situated and glanced over to see Helen giving Angel a hug and whispering into her ear.

Helen reached her right hand over and squeezed my knee. I put my arm around her shoulders and pulled her into a little hug.

The little service was over fairly quickly. When I stood to help with Hannah's chair, Helen informed me that she and her sister were taking all of us out for lunch. I assured her that she didn't have to do that and she glanced at Hannah.

"No money!" Hannah told me - a little too loudly. "That's what you said."

"Yes," I told her.

She glanced around, spotted the clergy standing nearby and motioned for me to bend down.

Her whisper was still too loud - but she gave it an honest try.

"Happy pussy," she cooed. "We buy lunch."

Then she pinched my dick and cackled with laughter.

We were probably slightly underdressed for the nicer restaurant - but it was only lunchtime - and they were quick to accommodate us as I steered Hannah into the place.

Helen requested a quiet corner and we ended up at a big round table with room for all of us.

I ended up between the sisters and Angel ended up on the other side of Hannah. Hannah pulled her close and whispered to her - but we could all hear what she said.

"Mark fucks good," she told Angel.

Angel grinned and nodded.

"He spoils me and Helen," she said.

"Maybe you deserve to be spoiled," Angel told her.

"Won't take my money," Hannah told her.

Angel nodded and said, "He's a good guy."

"You spoil him?" Hannah asked her.

She looked over at me and then back at Hannah.

"I try," Angel told her.

"Good," Hannah said, patting her knee. "Fuck him 'til he screams!" she said, launching into her raucous laughter.

"I will ...," Angel promised, shaking her head and smiling at the woman's antics.

Hannah looked over at me.

"Nice ass ...," she said, giving me an exaggerated wink.

"Yes, she does," I agreed, "but you have those gorgeous fat titties that I love to squeeze."

She laughed again - as Angel blushed and shook her head at us again.

"Just ask him," Mom said.

Being the only male at the table, I assumed they were talking about me. I looked up at her and Helen.

Helen cleared her throat.

"I have a doctor's appointment next week," she said. "I'm having a minor surgery and then they're keeping me overnight."

"You want me to stay with Hannah?" I asked.

"Could you?" she inquired. "It's a week from tomorrow."

"No problem," I said.

"I'll come over and fix dinner," mom offered. "I'll stay with Hannah until Mark's done working."

"Angel too," Hannah said.

"What're you up to, you kinky woman?" I asked her. "Trying to get me into a three-way with another woman?"

"Yes!" she crowed, laughing.

She settled quickly, however, and fixed her eyes on my girlfriend.

"Sure," Angel said. "I'll help Martha with dinner and then sit with you - and then Mark and I can sleepover. That okay?"

"Yes!" Hannah said, bobbing her head. "Happy pussies!"

Angel blushed and I couldn't help but laugh.

I leaned over to Hannah and said, "You're ornery."

"Happy pussy," she whispered.

Angel and I helped Hannah eat her meal - and let Helen visit with our mothers. She kept looking over - to check on us - but she never commented. She did, however, shake her head at us a couple times when Hannah was being exceptionally wicked again.

I told Hannah that - if she didn't behave - I wasn't playing with her titties anymore. She stuck her bottom lip out in a pout and Angel snort-laughed and then quickly covered her mouth with her hand and looked around to see if anyone in the restaurant had heard her.

I was fairly certain that all of our spectators had long ago gotten embarrassed enough to thoroughly block out the shenanigans that were going on at our table.

Once everyone was finished eating, Helen paid and we started clearing out. I shoved Angel at Hannah's chair and snuck up behind her sister to wrap my arms around her and nuzzle her neck.

Helen squeaked and then giggled and tried to push me away. I groped a breast and then hugged her.

"You didn't have to do that," I told her.

"Hannah insisted," she replied.

"Thank you," I told her.

I stepped in front of her, scooped her up, hugged her, and kissed her quite soundly.

"You're incorrigible," she complained.

"I take after your sister," I shot back.

She giggled and struggled to wriggle out of my arms.

I gave her another kiss and then set her back on her feet. As I headed to relieve Angel of driving-duty, Helen cracked me on the ass. When I turned and gave her a look of surprise, she snort-laughed - and then covered her mouth with her hand.

I pinched Angel on the butt and - when she turned to swing at me - I took over driving the wheelchair - racing for the elevator in a mad dash that had Hannah squealing and cheering as Angel chased us down the hall. Our three "chaperones" trailed behind us, shaking their heads at our antics.

At the 3

rd

floor, we walked the sisters to their apartment. Everybody got hugs and kisses and then we told them goodbye - and thanked them (once again) for lunch.

"Hop on," I told Angel, crouching down so she could climb onto my back.

"You're a dork," she complained - but she hopped on just the same.

I skipped down the hall - back to the elevator - and waited for our mothers to catch up. Angel hung over my shoulders like a rag-doll and giggled at me.

"What do you want to do today?" I asked her.

"I don't know ... happy pussy?" she giggled.

"I'm going to have to keep you and Hannah separated," I said, laughing.

"She's a riot," Angel said. "How old do you suppose she is?"

"No clue," I said.

"Who?" Mom asked.

"Hannah - and Helen," Angel replied.

"Helen's my age," Mom told her, "middle 40s. Hannah's early 50s, I think."

"My age," Angelina commented.

I curled around and looked at my passenger.

"How old are you?" I asked.

"28," she said.

"No shit?!" I asked.

"How old are you?" she asked in reply.

"20," I said.

"Are you okay, dating an older woman?" she asked - smiling - but with a little worry in her eyes.

"Do I look like I care?" I countered. "I've spent almost two weeks, sleeping with women who ranged between being old enough to be my mother - to my grandmother. Does it bother you?"

"I honestly thought you were closer to my age," she admitted.

"I'm just in my second year of college," I told her.

"Huh ..."

"You figure out what you want to do today?" I asked.

"Tomorrow's Christmas Eve," mom commented. "Christkindlmarket's open for two more days."

"Oh!" Angelina said, "I've never been!"

"That settles it," I said. "Get your coats and we'll grab an Uber and go."

"Us too?" Angel's mom asked.

"We need chaperones," I told her. "Your daughter and I will probably get arrested if we don't have sensible adults keeping after us. Besides, I need to figure out what to buy you for Christmas so I can tempt you to let me slide my ... uh ... yule log ... into your chimney ..."

I wriggled my eyebrows at her as Angel cackled with laughter.

"Oh! Goodness!" Angelina gasped.

"Ignore him," Mom told her, grabbing her arm. "You'll love it! We'll ditch them in the crowds and get some of their special hot chocolate."

"Special?" Angelina asked.

"Adult only," Mom said, grinning.

"Really?!" Angel's mom asked.

~~~

We closed the place down. Thankfully, it was a warm evening because we waited forever to get a ride back to the apartment building. Angel's mom was more than a little tipsy and I was basically holding her up as my mother leaned against me for support while Angel watched for our ride - and occasionally took photos of her mother hugging and kissing on me - while guarding the many bags that the three of them had accumulated.

I was certain that Angelina wouldn't appreciate the pictures when they finally showed up, but I couldn't help but laugh. If I ever wanted to get her into bed, it seemed like a little alcohol would go a long way.

When our ride arrived, Angel filled the trunk with bags and climbed in the front - after helping me load the moms. She turned around and caught a few pictures of her mother kissing me while rubbing my chest and groping my crotch. The driver didn't speak much English but - when I told him that the woman who was molesting me was my girlfriend's mother - he was laughing as loudly as I was.

We dropped my mother off first and then I helped Angel get her mom home. As soon as we got her naked and under the covers, she was asleep. We still staged a couple compromising photos before we left her alone though. She was NOT going to be happy with us!

Angel and I went to her room and got naked. I got her onto her back in the middle of the bed and crouched over her - with my cock nudging at her entrance - and made out with her. When she tried to grab my penis, though, to get me inside of her, I began nibbling my way down her body.

By the time I got to her perfect little tits, her fingers were gripping my head like she thought I'd float away. She moaned as I nibbled her navel - and then went crazy when I got to her clit. From there, I licked, nibbled, and sucked every square-inch of her body between her thighs - driving her crazy. She cussed and cooed, shrieked and screamed, moaned and mewled.

I got her to cum once before she pulled me back up by my ears, demanding that I fuck her. I hooked my right arm under her left knee, spread her open, and slammed into her - shoving in so deeply that I could feel the head of my penis brushing against the outer wall of her uterus. She pulled my lips to hers and kissed me for like five minutes straight - one long continuous kiss - as I plowed her cunt.

Her mouth came off of mine and she shrieked as she came. I didn't even slow down. I fucked her straight through the orgasm and right into another. The second one was too much for me, though, and I ended up dumping my load inside of her.

Panting for air, I pulled her on top of me, turned off the light, and pulled the cover over us. She pressed her forehead to the side of my neck and we were both soon asleep.

~~~ Day 14 ~~~

My mother buzzed my phone at 9 o'clock to wake me up for the start of my day. Angel showered with me and then went to check on her mother while I hurried home to change.

Esther had never had someone eat her pussy and she wanted to know what it was all about. I consider my skills to be above average. Esther, however, claimed that I was a gift from Heaven. She offered to return the favor but - honestly - my penis was feeling a little tender and I begged off.

I ate a quiet lunch with Mom. She said that Angel was still taking care of her mother. She showed me one of the pictures that we had staged - of me lying naked in Angelina's bed - with her hand loosely holding my stiff cock. Angel had sent it to her.

"She's going to kill you," Mom warned.

"Probably," I replied, snickering.

When I got ready to leave, mom stood and gave me a hug.

"Thanks for taking us with you yesterday," she said. "You didn't have to pay for everything."

"Mom," I objected. "I've got a jar filled with $100 bills."

"I guess," she said. "Thank you, just the same."

"We'll just call that my Christmas present to you," I told her.

She thought for a minute and then said, "Fine. I truly enjoyed your gift. I've always loved the Christmas market."

"It was a terrific suggestion," I replied. "I'm glad you thought of it. And I KNOW Angelina had a good time."

I snickered and ducked away as she tried to slug me in the arm.

Christina wanted fucked - hard. My cock was back to feeling like the contents of a mincemeat pie.

Julieta and I 69'd until she came - and then she had me sit on the couch. She sat on my lap, with my cock buried inside of her, and leaned back. I groped her plastic titties and thrummed her clit as she writhed on my penis - banging the head of my cock against her G-spot - over and over again. She edged us both for almost an hour before she finally came. I exploded inside of her as soon as her twat clamped down on me.

After dinner (still just me and mom), Corinne wanted a simple love-making session. It was nice - and she let me leave early - but I was still suffering.

Nadia had more piercings than any woman I'd ever seen - and not just earrings, nose-rings, and lip-rings. She sucked my dick as I sat on the couch. She used her multiple tongue piercings to drive me crazy.

When she climbed onto my lap - and mounted my cock - I saw piercings in her clitoris, labia (both inner and outer), and her mons. I've never had that much metal rubbing up and down my shaft. It almost felt dangerous. I came hard - well before she did - and then had to hang on long enough for her to climax.

Even her kisses felt dangerous.

Gloria rounded out the night by riding me, reverse cowgirl, and order me to grip her shapely ass in my fists and slam her down onto my cock.

She did some master-level Kegel shit with my cock buried inside of her as I plowed her. I held on as long as I could, but she eviscerated me.

Thankfully, once she had proved that she was the alpha, she spun around and gently slid my cock in and out of her until she came. I barely even realized she was cumming - I was so exhausted.

I staggered home, threw my clothes onto the floor of Mom's bedroom, and climbed under the covers in just my boxers.

I was asleep before she'd even wrapped her arms around me.

~~~ Day 15 ~~~

I gasped and sat up. I grabbed my phone, looked at the time, and bent down to grab my scattered clothing. I ran to my room, threw the items onto my bed, and started trying to find something to put on while I simultaneously tried to rub the sleep from my eyes.

I stumbled into the front room to find Angel and her mother sitting there. They looked up at me and started laughing.

Mom stepped into the room.

"Why didn't you wake me?!" I snarled.

"Mark ..."

"I'm going to be late!" I growled.

"Mark!" she said, a bit louder.

"What?!" I gasped.

"It's Christmas, honey. Relax. You have the day off."

Angel grabbed my wrist and pulled me onto her lap. Her mom grabbed my shoulder and pulled me down - laying me across their laps - lying mostly on my chest.

I moaned as they began running their fingers through my hair and massaging my back.

I caught myself snoring and tried to shake myself awake. They both laughed at me. Mom was sitting in one of the armchairs, shaking her head at me.

"You may need more than one day off, young man," she said.

"How many sessions is he doing?" I heard Angelina ask.

"Six," Mom replied.

"Starting at ...?"

"10am and ending at midnight," Mom told her. "He was okay for the first few days. Last night, he barely got himself undressed before he passed out."

"Drop the last session?" Angel's mom asked.

"To start with, yes," Mom replied. "I may need to drop another one as well. The girls will be disappointed but he's killing himself."

"He's just one man ...," Angelina agreed.

The next time I woke up, I was in my bed. I was naked. Angel was studying my face. I teased my fingers over her body - confirming that she was naked too.

"Are you my Christmas present?" I asked, grinning.

She snickered and asked, "Are you ready to play with your new toys?"

I wrapped her breast in my fist and leaned forward to kiss her. I grabbed her other breast as well and then caught her hip and pulled her closer - trying to get between her thighs. She rolled on top of me, hurriedly got me inside of her, and moaned as she and I were completely joined.

"A perfect fit ...," she purred.

"Just my size ...," I replied, grinning. "Nothing to return. I'll wear it proudly."

Her lips found mine and she began sliding her cunt up and down on my shaft. I grabbed her perfect ass in my fists and pulled her onto me - harder and faster.

My room was filled with the sounds of grunting, groaning, and moaning.

I gritted my teeth and fought against my climax until I got her to cum - and then I filled her with "figgy pudding".

She woke me with kisses.

"It's time for lunch," she said.

I rubbed the sleep from my eyes and let her pull me out of bed and get me dressed.

She led me to the little dining area and we joined our mothers. Mom had quite the little spread laid out.

"Sorry ...," I said. "I'm not much company today."

Angelina leaned over and gave me a kiss on the cheek.

"Just take it easy today," she said. "You've more than earned a break."

I wasn't THAT hungry - but I ate a little bit of everything.

Angel stayed to help mom put things up - while her mom led me towards the couch.

"I wanted to talk to you," she said.

I was too exhausted to hear the teasing in her voice.

She set me on the sofa and then sat down right beside me - her body pressed against mine. She pulled out her phone and showed me a picture of the two of us - lying, naked, in her bed. Her eyes were closed - with a silly grin on her face. It looked like her fingers were wrapped around my stiff cock.

She looked up, into my eyes, with a wicked grin.

"I sure wish I remembered that," she whispered lustily.

Her mouth was still pressed to my ear as she leaned closer and ran her fingers up the inside of my thigh - getting dangerously close to my expanding cock.

"Mother!" Angel gasped. "What are you doing?"

"Why ... just giving Mark his Christmas present ...," she replied, her voice full of mischief. "If a daughter gets her boyfriend naked and slips him into her mother's bed, who knows what might happen ..."

Mom laughed and took a seat in the armchair again. Angel snuggled in on the other side of me, pulling me out of her mother's clutches.

"He's mine," she snarled. "Get your own."

"Keep that in mind - the next time you want to take naughty pictures," her mother told her.

Angel wrapped her arms around me, possessively.

The four of us chatted for a bit. I got to learn a few more pieces of information about Angel. She had started college but ended up getting pulled away by her ex. After a year or so, she just didn't have the energy anymore.