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MATURE SEX

Cougar Condo 4

Cougar Condo 4

by trampsanthieves
19 min read
4.79 (19300 views)
adultfiction

~~~ 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 21 ~~~

I ate breakfast with Angel and her mom - after eating Angel for breakfast before we left her bed.

My first appointment of the day was with Emerie. Emerie sat on the couch and had me lie with my head in her lap. She ran her fingers through my hair and slowly stroked my penis as she told me story after story of all of the naughty things that she'd done in her life. She giggled each time she felt my cock lurch within her fingers as I reacted to the stream of erotic images that she poured between my ears.

When I warned her that I was going to cum, she ran her fingers over my cock-knob and captured the jets of sperm as they rocketed from my penis. She smeared the gooey mess up and down my shaft - and massaged it into my balls - and went right back to her lewd tales.

An hour later, I came again - and she just kept at it. I asked her if she wanted me to do anything for her and she assured me that I was doing exactly what she needed. She had never confessed these stories to anyone - not even the priest - and she told me that - not only did it feel good to tell someone - but she loved the way my body responded to her graphic stories.

When she finally stopped, she leaned down and gave me the tenderest of kisses - while still sliding her hand up and down my sticky, slimy prick. She giggled when I told her that she should write all of her stories down and publish them. I assured her that others would enjoy her tales as well and that we could figure out a way to share them without anybody knowing where they had come from.

After lunch, Melani rode me like she was competing in a freaking steeplechase. She even had the little leather crop and the helmet. She never hit me with the crop. She clenched it in her teeth, gripped my biceps in her fists like reins, and rode me hard.

She was going so hard and fast that I could barely enjoy what she was doing - not that these sessions were really for my enjoyment. Each time she climaxed, however, she slowed her frantic pace. The third time she did, I filled her clasping twat with my spend.

She was still riding me when I warned her that our time was just about up. My cock was destroyed.

Gabriella had mercy on me. We made slow, gentle love and cuddled afterwards. I told her that I was in her debt and she laughed and told me that I'd given her exactly what she had wanted.

After dinner (with Helen, Hannah, Mom, and Angel), Addyson wanted my mouth on her cunt, my tongue in her pussy, and my thumb up her ass. She squirted in my mouth and I gobbled it down. She did it twice more before our time was up.

Helen had been gone for several hours by the time I arrived. I sat next to Hannah on the couch and asked her if she was worried about her sister. We talked more seriously than we ever had - for almost an hour - before she informed me that she was horny and wanted my cock inside of her.

Mom told us goodnight at that point and headed for her place.

I asked Hannah if she had any crazy ideas, and she gave me a grin but told me 'no'. I glanced over at her wheelchair and asked her if she'd ever had sex in the chair.

"Yes!" she gasped.

"You have?" I asked.

"No! Fuck Mark in chair!" she hollered, her head tilting as she shot me a lusty grin.

I got us both naked, picked her up, and sat in the wheelchair. Angel shook her head at me, unable to keep from grinning.

It took me a bit to get things worked out (or rather in) but I got Hannah perched on my lap - mounted on my cock - with her arms around me. Her lower legs were hanging over the armrests - which I wasn't sure was optimal - but she was already grinding her cunt on me - trying to get me to fuck her.

I grabbed her hips and bobbed her up and down on my cock. It was a good thing she was so thin and bony.

"Fuck ... me!" she ordered. "Fuck ... me ... Mark! Make my pussy ... happy!"

She made it about five minutes before I could tell - from the grimace on her face - that her legs were bothering her. I hooked my legs over the arms of the chair, leaned back, and suspended myself above the seat. My abs were killing me, but Hannah was getting close to cumming and I really wanted to be able to say that I'd gotten her off while we were in (or, in this case, on) the chair.

Her lips found my face (and sometimes my mouth) as I thrusted into her. Her moaning and keening intensified and I knew she was close. Finally, she gave a low squeal as her pussy clenched up and down my cock. I slowed my thrusts but stayed with her until she looked at me again and I knew she'd finished.

"I'm going to cum inside of you now, Hannah," I told her. "Is it safe, or am I going to make a baby in you?"

Her eyes lit up with lusty desire.

"Give ... me ... your baby," she stammered.

I pulled her hips against me - spearing my prick deeply inside of her. She focused on my eyes and I felt her vaginal muscles churn. She was actively working her cunt to try to make me cum. I pressed my lips to hers and groaned as my balls erupted and I began spewing a massive load of jizz inside of her.

She kissed me again and purred at me as she felt my hot spend blasting inside of her.

"Love you ... Mark ...," she told me.

"I love you, too, sweet lady," I replied.

I gave her a squeeze and kissed her face and mouth.

Angel held the wheelchair while I worked to get me and my lover extracted from the apparatus.

I told Angel to get undressed. I carried Hannah to the walk-in Jacuzzi, set her on my lap, waited for my girlfriend to join us, and then told her how to run the controls. Hannah and I had been thrashing around in the front room and I was worried that she'd gotten too chilled.

She kissed me and we cuddled as the tub filled with hot water.

Once the tub was mostly full, we relaxed, and I did my best to get the two of us cleaned up from our first round of sex. She complained that she wanted to feel my sperm inside of her and Angel snickered at her.

"Angel? Help me fuck Mark?" she asked.

"That sounds fun," Angel told her.

"Good!" she replied. "Happy pussies!"

"Yes," Angel laughed. "Happy pussies!"

"Yes!" Hannah crowed.

We got warmed up, and cleaned up, and dried off. I helped Hannah use the bathroom and then we headed for the bed.

On the way there, I got another wicked idea.

"Hannah," I asked. "Have you ever been fucked like a dog?"

"What?!" she gasped.

I laughed and told Angel what I wanted to try.

I got her on the bed - on her back in the center. I then got Hannah on top of her - face to face. We had to adjust a bit to get it to work but - eventually - I had my two lovers stacked on top of each other - with their cunts both grinning at me.

I grabbed Hannah's hips and slid into her.

She gave a lusty squeal and Angel giggled at her.

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"Play with her tits," I told my girlfriend.

Hannah used her good arm to push herself up a little.

"Suck them ... please," she begged.

I groaned as I watched my girlfriend pull Hannah's pillowy breast to her mouth, take the nipple inside, and suck. Hannah's cunt clamped down on my cock and I started fucking her for everything I was worth.

She keened and moaned and squealed as Angel sucked her breasts, nibbling the nipples, and squeezing her oversized jugs - as I plowed her cunt from behind. She came a few minutes later. I told her to rest and explained that I was going to fuck Angel for a while.

As I slid out of Hannah's pussy and slid into Angel's, Hannah wriggled around until she got her mouth on Angel's breast.

My girlfriend moaned and writhed as the woman lying on top of her did her best to return all of the stimulation that she'd just been given.

I powered into Angel's cunt, loving the way her eyes rolled back up into her forehead as Hannah and I drove her crazy.

She came soon after and I kept fucking her - knowing she had another one coming right on its heels. Once she climaxed again, I switched back to Hannah.

Hannah moaned as I slid back into her cunt. She laid her head on Angel's chest. Angel played with Hannah's hair and tickled her fingers down her spine as I plowed her pussy.

"So ... good ...," Hannah moaned. "Fuck ... me... so good, Angel ..."

My girlfriend snickered at her.

Hannah's cunt started squeezing and I knew she was cumming.

"I'm gonna give you another baby, Hannah," I told her.

I shoved all of the way in and let her clasping twat push me over the edge. My hot, fresh load of swimmers pumped into Hannah one spurt at a time. My balls were so tired that a weary laugh tumbled from my mouth.

I tumbled off of my lovers to the mattress. I shifted Hannah so that she was lying on me. Angel pulled up the covers and turned off the light. Hannah wriggled around until she got my cock back inside of her. I told her she was naughty. She snickered, kissed me, stroked her fingers through Angel's hair, and settled against my chest.

~~~ Day 22 ~~~

Mom woke us up, told us to get showered, and started breakfast.

Angel and I got Hannah back into the tub, got us all cleaned up, and then we got her dressed and into her chair.

She spent all of breakfast, telling my mother everything that we'd gotten up to - which had Mom nodding and blushing.

I glanced over at Angel and smothered a laugh with my hand. Mom kicked me under the table.

My first appointment was with Reva. We did some yoga and then fucked in the shower.

As I left her apartment, I texted Mom to find out what we were doing for lunch. She replied for me to come to Helen and Hannah's. I took the stairs to the 3

rd

floor and knocked on the door. Angel let me in.

Helen was back. I hugged her (tenderly) and gave her kisses. She was a little sore but, otherwise, felt good. Hannah, of course, had already filled her in on our night of sex.

We ate together. Mom said that she was sticking around until dinner - to help Helen with Hannah. Angel was headed home to do laundry. We were all meeting at the diner for dinner.

I headed for my afternoon appointments.

Peyton wanted my honest assessment of her oral skills. I informed her that she was well above average and assured her that being able to deep-throat a guy was not something that every woman was capable of or comfortable with. She groused that some of the other ladies had been bragging about their skills. I told her that - as much as I loved what she was doing - that I thought she should worry more about herself than about how she compared to others.

Once we cleared that hurdle, she was ready to fuck. We tried three or four positions, but she decided that she wanted her ankles in the air as I stood beside the bed and plowed her. I was more than happy to oblige - and got her to cum three times before she ordered me to creampie her. I did that as well. She seemed much happier when it was time for me to go.

Raine wanted to 69. Once I got her off, she was ready for sex. She held my ankles and I held hers and she slid her cunt up and down my shaft. It was new and different - but not my favorite. I still managed to get off, of course, flooding her cunt with my spend.

I jogged to the second floor and found the girls sitting at the table, I ordered my drink and meal and they caught me up on how things were going. Helen was still a little sore. Mom was going to head home and Angelina was going to come stay with the sisters and help take care of Hannah. I leaned over and gave her a kiss on the cheek. She turned her head at the last minute and took the kiss on her lips. Her daughter objected and Angelina just stuck her tongue out at her.

She started laughing and warned me not to get any ideas. She told me that she'd just decided - at the last minute - to mess with Angel. Her daughter huffed at her and moved to sit between us. The waitress was a little confused when she returned but we eventually got it figured out.

By the time the food arrived, I had to hurry to eat before it was time for me to go.

Luna wanted to go for a jog. I warned her that the neighborhood wasn't that tame but she assured me that she knew the area.

We ended up having sex in the grass in somebody's backyard. I kept waiting for us to get caught. I never actually got off, I was so worried. Luna came more than once, though, and we walked back to the apartment building together.

For a brief moment, I thought I saw a guy hiding in the bushes but he must have been scared off because he never showed his face.

I finished my evening with Holly. She had me hold an ice cube in my mouth as I sucked her nipples and fucked her on the kitchen counter.

As soon as she got off, she ordered me to stop fucking her. She popped an ice cube into her mouth and sucked my balls as she jacked me off.

When I warned her that I was gonna blow, she ordered me to pick her up. She got my cock inside of her and then had me bounce her up and down on my prick until I exploded inside of her.

We kissed for a little longer and then she let me leave.

I got to Mom's place to find my mother in her bed, alone.

She said that Angel had been worn out by the previous day's activities and was staying at her place.

I changed to my PJs and climbed into bed. I wrapped my arm around my mother and pulled her against my side. She snuggled against me. I told her how my day had gone. She kissed my cheek, rested her head against my chest, and her breathing quieted. I was soon asleep as well.

~~~ Day 23 ~~~

I woke up to find Mom looking at me.

"I'm still a little worried that Angel is overly attached," she said, "but I don't really think there's much more to be done about it. I feel much better that she decided to sleep at her own place last night. You have my blessing to move your relationship forward."

I kissed her cheek and gave her a squeeze.

"I've been here a little over three weeks," I said. "I've got a week left. So much has changed since I arrived."

Mom snuggled against me.

"Mostly good?" she asked.

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"All good," I said. "I've loved spending time with you. This whole thing with Angel felt like a rescue but now I'm not sure that she's not rescuing me."

"You didn't need rescued," Mom assured me.

"I feel empty when she's not around," I said, "even though my cock's buried in a new pussy every two hours."

Mom shook her head at me and snickered.

"Come help me fix breakfast," she ordered.

"Aw ... Mom ...," I complained.

"You're not too big for the spoon ...," she warned.

"I'm up!" I gasped, popping out of bed.

She laughed.

I raced around the bed, scooped her into my arms, and carried her off to the kitchen.

She squealed the whole way there.

"A woman's place is in the kitchen," I told her.

She grabbed the spoon and chased me around the table. I laughed and made faces at her.

"No grandbabies until you've both finished school," she ordered.

"Yes, mother ...," I groused.

She returned the wooden spoon to its place and started digging out the stuff to make breakfast.

She hip-checked me as I moved to her side to help.

"Is breakfast ready yet?" I heard Angel ask.

"How did you get in?" I queried as she stuck her head around the corner.

"I gave her a key," Mom said.

I shot her a questioning glare and she giggled at me.

Angel wrapped her arms around my neck and kissed me like she wanted fucked. I wriggled my eyebrows at her and she giggled.

"No," Mom said. "You'll barely have time to eat."

I DID barely have time to eat.

My first appointment was Daniella. I bent her over the bed and plowed her from behind.

I ate a light lunch with Mom and Angel and then headed back to "work".

Caroline got fucked over the back of the couch - and again over the balcony railing.

Elsa bent herself in half and I sat on her like a lawn chair - spearing my cock so deeply into her that I swore I was halfway inside of her womb. She got tighter and tighter - the deeper I drove - until there was barely room for my ejaculate. It all fit - well - most of it anyway.

After dinner, I visited Sadie. She shoved me onto the front room carpet, yanked my pants off, and rode me like a cowgirl. Once she got off, she ordered me to carry her to her bed. I climbed between her thighs and plowed her cunt. When she was close, she ordered me to strum her clitoris. She squirted so much that she ruined my shirt. I had to run home before I went to my 8 o'clock.

Luciana wanted to do the wheelbarrow thing. She wrapped her legs around my arms and held onto my ankles while I plowed her. I came first - from her sexy moans and her grasping cunt. She came as soon as she felt me nutting inside of her.

I carried her to the bed, rolled her onto her back, and gave her two more orgasms before I left.

I snuggled between Angel and Mom, caught them up on the day's events, and tumbled into a dreamless sleep.

~~~ Day 24 ~~~

Mom fixed breakfast. I ate, gave the two of them kisses, and headed out the door.

Francesca wanted to swim laps. We did that for an hour and then went back to her apartment to fuck like rabbits.

I met Mom, Angel, and her mom at the diner for lunch. I gave them my order ahead of time so that I'd have time to eat without wolfing it down.

Kamari made sweet love to me as I sucked and nibbled her flawless little B-cup breasts. She apologized for the size of her tits, but I assured her that they were perfect.

Raya lay on her stomach on the bed and had me enter her from behind. She moaned as I banged her G-spot every time I slammed into her. I lost count of how many times she came. I came once - and filled her with cream.

After dinner at Mom's place, I visited Brynlee. My 8 o'clock (Scarlet) was there as well. The two of them tag-teamed me for the next three and a half hours.

They scissored together as I slid my cock in and out of their churning vulvas. I warned them that I was going to cum and Brynlee got the first load.

After we recovered - snuggling and cuddling and kissing - they went back to scissoring again.

I shoved my cock between them and let their writhing and churning bodies grind on my prick. Their labia stroked up and down my shaft as they bumped their clitorises against my cock.

When I couldn't take it anymore, I slid my spasming penis inside of Scarlet - just as my jism began rocketing from the tip.

Back at Mom's place, I got so worked up - describing the day to her and Angel - that she had Angel take me to my room and suck me off so that I could settle down.

We slipped back into bed with Mom. I wrapped myself around my girlfriend and Mom wrapped herself around me.

I was asleep before they even got the light turned off.

~~~ Day 25 ~~~

We went downstairs for blueberry French toast and then I headed off for my day.

Zhuri got fucked in the shower - three times. The first time, she faced me and I held her ass in my fists. The second time, I shoved her against the wall of the shower and plowed her from behind. The third time, she bent herself in half and grabbed her ankles. When she came, that time, I flooded her with my creamy load.

Gabriella met me for lunch. She invited Angel and Mom as well - but they declined. Gabriella slipped under the table and blew me, swallowing my load down her throat, fixing her blouse, and then climbing back into her seat.

When the waitress asked if we wanted dessert she snickered and told her that she'd already gotten her dessert. I was fairly certain that the woman knew exactly what had happened.

At her apartment, Gabriella lay on her back and stroked my cock as I ate her pussy. After she got off the first time, she pulled my prick down until she captured the crown between her lips. As I continued eating her out, she sucked the head while fondling my balls and jacking me off.

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