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It took many years but after a series of twists and turns, I ended up to being back living with my parents on a somewhat regular basis.
 
What was that you ask? Well, around the time I hit 40 years old, after many years of marriage and an impending divorce, I found myself with limited finances and no real place to live for a short time. I knew it was temporary and that seemed to be the part that made me accept it at the time.
 
My family lived in a small town about 2 hours from the city I was living in. I grew up there and still knew a lot of people there. Even though I tried to escape their small town ways, there was something nice about being there and slowing down my pace.
 
It was the frequent work with lots of travel that kind of got me into the mess. Too many nights alone and me out working and drinking had lead to my split. I got tired of the fighting. My wife was beautiful but she turned into someone I barely knew. I guess we had both changed and it was for the better that we split.
 
Luckily I found a few women to help ease the pain here and there. Nothing serious but it was nice to have some carnal pleasure every once in a while. I was a pretty average looking white guy I suppose. 6'2" and just over 220 lbs. Of course I wasn't ripped but it didnt seem to hold me back.
 
So, when I wasn't traveling for work, I found myself back in my old boyhood room. It wasn't bad. My mom cooked and I was able to help my parents out with some home projects. Plus, the fact that I wasn't there every single day helped. Mostly on the weekends I would find myself sleeping in and trying to pass the time.
 
One of the things my mother did was to lay a guilt trip on me about going to church each Sunday. For a little while I skipped out but finally I decided to go. It was only a little over an hour on Sunday morning and I was able to catch up with some old friends and people I knew so it wasn't too bad.
 
I guess it was after about a month or so that I was enjoying a coffee after church and talking to some people I knew. When I went back for a refill an older gentleman I knew named Hugo came up to say hello.
 
Now, I knew Hugo's family my entire life. He and his wife Deena had 2 daughters that were a few years older than me and we spent a lot of time together when we were younger.
 
If I had to guess, I'd say Hugo and Deena were around 70 or so now but they still stayed active in the community, especially the church.
 
He shook my hand and we had a little small talk. Then he said "I hear you're staying with your folks now"
 
I admitted "Yes, well for the time being I guess I am"
 
"Helping your Mom and Dad around the house?"
 
"Yeah, when I can." I admitted.
 
He then said "Well, hey. Umm. I'm not sure how to go about this, but I've got something I want to ask you. A favor for me."
 
I was a little puzzled but it wasn't out of the realm of possibility for someone to ask me to come and do some manual labor or help out, which was what I was expecting. I was waiting to know what type of fence needed to be fixed or what needed a new coat of paint.
 
Just then another man came over and interrupted us and said hello and shook hands. We made a couple comments about the weather. Then he walked off.
 
Hugo said "Hey, you busy this afternoon? Would you mind coming over to the house? Might be easier to discuss this over there."
 
Hmm, well, I certainly didn't have much else to do besides watch my football team lose again. "Sure, how about 4pm or so?"
 
"That works." He shook my hand and walked down the hall.
 
When I got back home with my folks my mother said "Did Hugo get with you? He said he may have something for you."
 
I said "Yes, he did but we didn't get a chance to talk much. Do you know what it is?"
 
She said "No, I'm guessing a side job or something for you maybe. He always has a project to do."
 
"Well, I'm going to head over there later to go find out." I added.
 
After lunch I took myself a nice long nap and woke up a little after three and decided I should head on over.
 
They lived out in the country, quite a few miles from anyone. A nice country house near the road, with a couple of barns and a shop from the old farming days.
 
I pulled up and got out of the car and heard Hugo yell from a distance "Over here James"
 
I glanced and saw him by the door of his shop building and headed over. When I got there we went inside where he had the radio playing and I guess he was working on some things. He said "How about a beer?"
 
I wasn't going to turn it down so I cracked one open and began to look around.
 
"So, you want me to straighten up this place? Is that it?' I jokingly asked.
 
He chucked and said "Oh, uh no. I got my stuff all over this place. No one could organize it but me."
 
He took a sip of his beer and said "Well, I'm going to ask you for something and no matter the outcome I hope you can keep it between me and you."
 
I was a little surprised but I said "Sure. Of course"
 
He sat down and continued "Well, as you probably know, I was diagnosed with diabetes a while back and I've had a lot of health trouble in the past few years."
 
I nodded, only half knowing what he was telling me but it made sense.
 
"So, I'm no longer the man I used to be. Physically I mean. I'm taking it slow and just can't seem to do what I'd like. And it has affected a lot of things. I mean... a lot of my body doesn't work like it used to"
 
I watched him as his tone changed to a more serious one.
 
"You see, me and Deena, well, due to all my issues I can't be with her, like sexually. I've been to doctors, I've tried the pills and it hasn't helped me much."
 
Ok, I was sort of starting to know where this was heading but was hesitant to say anything.
 
"Anyway, well, I told her I wanted her to be happy. And well, I said if she wanted to go have a physical relationship with someone, I'd be ok with it. Just sex, nothing more."
 
My mouth almost dropped open. Here was this faithful church going man telling me he was opening up his 40 year marriage.
 
He continued on "And, well, so far she didn't do anything about it. But, a few weeks ago, when we heard about you. You know....being available again, well, Deena finally said to me that if she could be with someone else, she wanted it to be with you."
 
"What?" I asked "Me? Why me?'
 
Hugo grinned a bit and said "Well, look she's known you since you were a kid but as you got older I think she always thought you were handsome and funny, and she liked that. And I guess now maybe you'd be a safe choice. Plus, I know she wants a younger guy for this sort of thing."
 
I was silent for a moment. I mean, it was flattering but totally unexpected.
 
"So, she's really up for this? And how do you guys see this happening? Want me to go in the house now?" I joked.
 
"Oh, no no. Well, she was super nervous to ask you herself so that's why I'm talking to you. But we thought maybe if you're up for it she could come to the city and get a hotel room and maybe take it from there. I'm not planning to be there if that's a concern."
 
I sighed and thought for a second and thought about Deena. As I mentioned before she was probably just over 70 years old now.
 
She was maybe 5'4" at the tallest. She had shorter length wavy brown hair. Kind of wore her hair like all the older women there. More for convenience than anything. She had aged I guess like most farmer's wives do. Overweight for sure, but not crazy. If I had to guess maybe 200 pounds but I was terrible at that sort of guess. Some may describe her as "plump" or "rubenesque". Her weight wasnt a problem for me. I did remember she had pretty eyes and a nice smile. The kind of woman you could tell was a real cute girl next door type back in the day.
 
"Well, I'm uh...I don't know what to say." I said.
 
He said "I know, this may be a lot. Why don't you think about it and let me know? Here's my number."
 
I took his cell number and took one last gulp of my beer. I shook his hand and headed back to my car. Just as I was about to get in, I looked through the window and saw Deena staring at me through the glass. She smiled and waved. I waved back and got in and drove off.
 
Back home I had to make up a story for my mother about him needed computer work done. She bought it for sure.
 
Anyway, later that evening, I was imagining the possibilities. How awesome was it that this woman was thinking of me? And even though she was much older, the MILF fantasy never really goes away for a man. I found myself getting hard just thinking about it.
 
I picked up my phone and texted Hugo - "Lets do it. I'm open next weekend if you are"
 
He responded with "I will set it up"
 
The next couple of days I got busy with work but this thing was all I could think about. I mean, she was a grandmother! And I was asked to fuck this woman. Now, I know a lot of men might not like this sort of thing and probably would be wanting someone young or be put off by this, but not me. I was flattered and I have to admit it turned me on that she wanted me so much. Granted, I wasnt going to go tell anyone about it or anything but I was looking forward to it.
 
Thursday rolled around and I got a text from Hugo -"Ok, all set. She's going to be at the Four Seasons this weekend. She's going to be texting you from now on. Thanks"
 
Wow, the Four Seasons? Hmm. Guess he wanted to go all out for this.
 
On Friday she texted me. "Hey, this is Deena. How about we meet at the bar down in the hotel around 7 tomorrow?"
 
"Ok," I texted back.
 
Saturday came and I went to the gym in the morning. It was kind of nice to get ready for this experience. I spent time manscaping and put on my cologne before heading out.
 
I let the valet take my car. I was wearing a sportcoat and jeans and a nice shirt. Then I thought to myself "Damn, why am I nervous?"
 
I walked into the bar area and looked around. Then I saw her at the end of the bar. I walked up and said "Is this seat taken?"
 
She turned and giggled and said "Not yet. Its yours!"
 
She slid off the stool and gave me a hug. She was wearing a very crisp long sleeve white blouse and a long black skirt. She looked wonderful. Clearly she went to the salon and got her hair done and had carefully gotten ready.
 
I ordered a whiskey and sat next to her and we turned to face each other slightly. Our knees gently touched.
 
I started our conversation with "So, enjoying your evening away?"
 
It was then I learned she'd actually been in the city a couple of days. Took the time to relax and go to a salon, get a massage and "get ready" I grinned at the thought of her being ready for me.
 
We talked a bit more and ordered another drink and caught up on things like old friends might do. I was enjoying myself and having a nice time.
 
I turned to her and said "So, are we doing dinner?"
 
She put her drink down and smiled. Then her hand moved over to my thigh.
 
It was the first real move either of us had made. I was actually surprised she was being so forward but I guess the drinks helped with her courage.
 
Deena said "Umm, hey, do you mind if maybe we push dinner until later?"
 
She grinned and I said "Sure, shall we go to your room?" She nodded.
 
We paid the check and headed down the hall towards the elevator. Once the door closed I turned to her and bent down and kissed her. It lasted just a few seconds and then the elevator came to a stop. She smiled and we started down the hall, holding hands now.
 
As we got closer to her room I heard her giggle a little before getting her key card.
 
The minute her door closed she pushed her body against me, lifted her hands to my head and started kissing me. I was almost a foot taller than her and I was bending down kissing her. My hands went down her back and we were making out like teenagers for a bit.
 
Her lips were smooth and I could feel the lip gloss coming off onto mine. Her tongue darted out of her mouth. It was as though she was starting to come alive again and she didn't want to miss this opportunity.
 
We kissed a bit more and then she pulled away. She smiled and said "Ok, I just need a minute in the bathroom." She glanced over at the bed and said "Feel free to get more comfortable"
 
She turned and went into the bathroom.
 
I took off my sportcoat and put it on the desk. I sat down and took off my shoes and shirt. After taking off my jeans I decided I may want to leave a little mystery and kept my boxer briefs on. At the moment they were barely containing my hard cock.
 
I laid back on the bed against the pillows and waited. A minute later I heard the door open and she came around the corner. Deena had changed into a beautiful chemise. it was a dark gold, with black lace accents. it was so short it barely covered her ass and crotch and her nipples were pressing out the top. I knew she probably got this especially for this trip and was wanting to show it off.
 
i smiled and and said "God you look so hot." She giggled and did a quick turn to let me see the backside. I was so impressed with her. This timid church-going woman was showing off for me. I stared at her thick thighs and plump body and smiled. She knew she didn't have the body she had when she was younger but a new fire had excited her.
 
She moved the side of the bed and crawled up. In just a second she had straddled me. I rose up to meet her and we kissed. My hands went around her and gently slid down her ample ass.
 
I knew immediately she wasn't wearing panties as I slid my hand down to the bottom of her lingerie, my fingers now touching her bare ass.
 
We kissed more as she settled down on me. I could feel her weight now bearing down on my cock. I broke the kiss and slid the straps down so I could expose her breasts. My mouth immediately went to one of her nipples. I sucked it into my mouth, swirling my tongue around its hardness. She tilted her head back and moaned as I did it. Her hands gripped into my head as I spent minutes licking and sucking her nipples, feeling them swell in my mouth.
 
I gripped her body and moved to switch positions. I had her on her back and we continued to kiss before I stopped to rise up and then slowly move down her body.
 
When I got down between her legs I was a little surprised. She was totally bare, not a trace of hair between her legs. Not what I was expecting from a woman in her 70s. I touched her gently and moaned softly.
 
She looked down at me and said "My first brazilian wax ever. I hope they did ok."
 
I smiled and said "Oh, they did wonderful."
 
It was then I finally put my mouth on her pussy. She was already incredibly wet and her large labia filled my mouth. She was already moaning loudly by the time I got to her swollen clit. My tongue flicked on it quickly and I felt her shake. It didnt take long before I could tell she was close. I intensified the force of my tongue and she started shaking and moaning loudly.
 
Her orgasm hit her and she was bucking her pussy into my face. Her hand gripped the back of my head as she enjoyed it.
 
Her breathing slowed down and I rose up and kissed her, letting her taste her own juices a bit. She smiled at me and said "You need to be naked now."
 
I laughed and stood up and slid my underwear off and watched her remove her chemise. I laid back down on the bed and she moved down, kneeling and leaning over me. She grabbed my hard cock and slowly stroked it.
 
Then she looked at me and said "I always figured you had a nice cock. Now I get to do something with it."
 
Now, I will be the first to say I don't have the biggest or thickest cock out there but I know what I have is above average for sure. I had plenty of length but it was the thickness that the ladies seemed to have enjoyed. But I guess to Deena I was even more special.
 
She slowly sucked on me and said "Fuck this is so nice. I like how hard you are"
 
Her mouth moved up and down my shaft and she told me how she was looking forward to touching and sucking me.
 
She only spent another few seconds sucking me and said "God I need this inside of me".
 
I smiled down at her as she rose and started to straddle me. She held my cock until it hit between her pussy lips and she slid down on it.
 
She moaned and so did I. Immediately I was hit with a feeling of intense heat and wetness. She was on fire down there and incredibly slick. I honestly don't know if I'd ever felt someone so wet and so hot right away.
 
She put her hands on my chest and slowly grinded her thick hips on me. She moaned loudly as I pinched her nipples. I let her take control. I wanted her to get what she wanted.
 
And, what she wanted happened pretty quickly. It was only a minute before she announced to me she was going to cum. I held her hips tightly as she quickly bucked on top of me. "Oh...fuck!" she belted out. Her body tensed and gently shook on top of me. I watched her eyes close and her mouth stay open as she enjoyed her orgasm.
 
Her breathing slowed down and she leaned down to kiss me. "Oh my god that was so good" she said. I smiled at her and then she said "Your turn. I want you to cum, honey."
 
I turned her over and stayed between her legs. We fucked in missionary for a bit before I pulled her legs up so her ankles were on my shoulders. I started pumping her deep now. She moaned so loudly.
 
That was all it took for me at that point. I moaned and started to cum.
 
She said "Give it to me....fill me up."
 
I certainly did my best. I could feel my cum shooting inside through her hot wetness. God it felt so fucking good. Her pussy gripped me so tightly as I came. I thrusted back in and out slowly, feeling every second of it.
 
A minute later I slowly slipped out, my cock was slick and wet, as was a large portion of the bedsheets we were on. Her pussy had been so wet while we fucked and she left clear evidence of it.
 
I laid next to her and looked at her body, her stomach slowly rising and falling as she caught her breath.
 
She said "Please tell me you don't need to leave now."
 
I grinned at her and leaned over to kiss her and said "Oh no, I've got all night. I am going to take a quick shower. Why don't you order room service?"
 
I slipped into the shower for just a minute. I started thinking about what just happened and how much fun it was. Damn, she really did have the hottest pussy I had ever felt.
 
I stepped out of the shower, and wrapped a towel around my waist and went back into the room.
 
Deena smiled at me and said "Food is on the way." She got up and went into the bathroom and turned the shower on.
 
I relaxed on the nearby couch as I waited. In a few short minutes she came back in wearing a white robe.
 
She smiled said "Wonder what I can do before the food gets here."
 
She got down on her knees and pulled my towel off. I smiled down at her as she took my cock in her mouth. Within a minute I was completely hard again.
 
Then of course there was a knock on the door "Room service!"
 
Deena smiled up at me and stood up to go to thw door. I quickly covered up with the towel.
 
She opened the door and a young man came in with a tray of food. He glanced at me and and asked where to put the tray.
 
Deena said on the desk and he set it down. Then I saw him look at me, then quickly turn his head and look at her.
 
I knew what he was thinking. He was wondering how this all worked out and how we were a pair. He was probably guessing the age difference in his head.
 
I just gave him a quick smile and Deena handed him a twenty. He said "Uh...thank you" and went out the door.
 
The minute the door closed she and I both started laughing. Deena came over to me. "A good story for him to tell his friends" she said.
 
We watched some mindless television as we ate dinner there. I was surprised how comfortable I was with her just hanging out. Time passed as we chatted.
 
After we were done eating, we got back into the bed. i was laying on my back and she laid her head on my chest as we chatted a bit.
 She said "I am so glad you agreed to do this."
 
I answered back "My pleasure. I was happy you thought of me"
 
She giggled a bit and said "Oh, I've always thought you were handsome. Just needed the opportunity."
 
She moved up to kiss me before reaching down to grab my cock. She lifted up and started kissing her way down my body.
 
Her hand never left my cock as she kissed all around it. Her mouth went to my thighs. I felt her tongue move around my thighs. Then she surprised me a little. She pushed my thighs up and started kicking my balls before darting her tongue down towards my asshole. A few licks felt wonderful.
 
She lifted up and turned away from me and straddled me. She got into a reverse cowgirl and slid down on my cock. I watched her ample ass grind down on me as she rode. She moaned loudly. My hands gripped her hips, helping her ride.
 
After another minute or so, I pulled her off of me and put her on the edge of the bed on her hands and knees. Her ankles were off the bed and I stood behind her. I slid my cock in as I fucked her doggy atyle slowly.
 
I picked up the pace a bit and heard her moaning loudly. "Oh fuck, thats it. Right there."
 
She started bucking back against me as I fucked her. I spanked her ass a couple times and began to use more force. Soon she moaned "Fuck, I'm cumming."
 
I felt her clench down on me and shake beneath me as she orgasmed again.
 
I kept fucking her through it and then she said, "I want you to cum on me"
 
She pulled away from me and turned over. I got on the bed and straddled her as she grabbed my throbbing cock.
 
She stroked me quickly and it was only a couple of seconds before I was cumming again. My load shot out, mostly onto her chest but some did hit her neck and chin.
 
"Fuck thats so good!" I yelled.
 
I slowly collapsed on the bed next to her.
 
She smiled at me and then she took a finger down to the cum on her chest and dipped it in. I watched as she brought it to her lips and tasted some.
 
"Salty" she said and smiled.
 
Deena went to the bathroom and came back in a minute after toweling off.
 
She laid in my arms and within minutes I could hear her deep breathing and knew she was asleep. I was glad she was now relaxed.
 
I got up only to turn the lights off and then join her in bed. Soon I was asleep next to her.
 
In the morning I felt her stirring and then felt her hand on my cock.
 
I smiled as she slid down the bed, tossing back the sheets and started sucking me. She stopped for a second and she reached over to the nightstand and grabbed her phone.
 
She handed it to me and said "Take some pictures of me sucking you."
 
I laughed and agreed. I took a few of my cock halfway down her mouth and then one of her tongue just touching my shaft.
 
I held the phone back to her and she sat up and I could see her texting.
 
"Umm, whats going on?" I asked.
 
She smiled and stopped texting for a minute. She looked at me and said "Well, Hugo texted me late last night and a couple times this morning. He wants to know how things are going. I thought maybe I could just show him and see how much he really wants to know. Do you mind if I send him these?"
 
Wow, I was surprised. On one hand this was super hot. On the other she was going to send her husband pictures of her with my cock. But, the first thought won out.
 
"Go for it." I said.
 
She giggled and said "I told him I was having breakfast."
 
"Now I want him to see you fucking me."
 
I was happy to help her out. She laid back on the bed and I slid in. God she was still so fucking hot inside.
 
I took the phone as I was on my knees and took pics and a short video of my cock going inside her.
 
This time I didnt even hand the phone back. I just added them to her text thread and hit send. So far he hadn't responded to her earlier pictures.
 
I set the phone down and kept fucking her. She reached her hand down between us and rubbed her clit, bucking against me. She tensed up and moaned and started to have another orgasm.
 
I looked down at this woman, getting what she wanted. She looked so hot.
 
After a moment she said "I want you to cum in me. I want him to see it."
 
I almost came immediately after hearing those words come from her mouth.
 
A few more strokes and I was emptying my load inside of her.
 
After I slid out she reached down and spread her lips apart. I took a couple of pictures of my cum slowly oozing out of her hot pussy.
 
This was probably the dirtiest thing I had ever done before but I enjoyed it so much.
 
She took the phone and sent them on.
 
We laid there for a moment before we heard her phone "ding".
 
She read his text to me- "Fuck babe, I qm glad you had so much fun with him. I wanted you to enjoy. I think I am getting hard for the first time in a long time. See you soon."
 
She grinned and said "Damn, if I would have known that would get him hard I may have done it sooner!"
 
I laughed at her and was glad I could help out.
 
I got up to go to the shower and she soon joined me. We made out under the water and spent time soaping each other and washing each others hair.
 
She stroked me softly and I got hard once again. This woman wanted to get as much as she could from me.
 
I knew our height differences werent going to work so well in the shower so I turned it off and pulled her to the counter. She sat up on it with ler legs dangling off of it. I slid into her and immediately started pumping quickly. We both knew this would be quick.
 
Her hot pussy was so wet inside. I gripped her hips as I pounded into her. She moaned so loudly. No doubt anyone in the hall could hear us if they walked by.
 
Within a minute I was cumming again, squeezing out what I had left from this weekend into her.
 
We split apart and I rinsed off quickly. I slowly got dressed as I had to take off soon.
 
She came to me in her robe and said "Thank you for a wonderful night." We kissed and I said "No, thank you. We should do this again sometime."
 
She smiled at me and I opened the door and left her behind.
 
I strolled down the hall smiling, feeling like I had done what was asked of me.
 
A favor completed.
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